FAIRMol

Z49633576

ID 1767

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (44)
2D structure

SMILES: O=[N+](O)c1ccc(N/[NH+]=C\c2ccc(O)c(O)c2O)c(S(=O)(=O)N2CCOCC2)c1

Formula: C17H20N4O8S+2 | MW: 440.4340000000003

LogP: -0.8494999999999997 | TPSA: 173.60999999999999

HBA/HBD: 8/6 | RotB: 6

InChIKey: RNQCELWKBGYWDS-UHFFFAOYSA-P

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hydrazine Clear highlight

Bio motif

Catechol ×2 Resorcinol Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×4 H-bond donor ×6 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Phenol ×3 Sulfonamide Hydrazine Ether

Ring system

Benzene ×2
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.057570-
DOCK_BASE_INTER_RANK-0.637970-
DOCK_BASE_INTER_RANK-0.475346-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK10.206896-
DOCK_FINAL_RANK9.528067-
DOCK_FINAL_RANK7.221250-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2121-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1991-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL2211-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.682652-
DOCK_MAX_CLASH_OVERLAP0.626221-
DOCK_MAX_CLASH_OVERLAP0.618728-
DOCK_POSE_COUNT20-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT20-
DOCK_PRE_RANK4.858867-
DOCK_PRE_RANK5.436027-
DOCK_PRE_RANK4.175293-
DOCK_PRIMARY_POSE_ID14965-
DOCK_PRIMARY_POSE_ID22743-
DOCK_PRIMARY_POSE_ID49616-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T08-
DOCK_REPORT_IDdockmulti_91311c650f2e_T11-
DOCK_REPORT_IDdockmulti_91311c650f2e_T20-
DOCK_RESIDUE_CONTACTSA:ALA212;A:ARG14;A:ASP161;A:LEU208;A:LEU209;A:LYS13;A:LYS178;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TYR174;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE199;A:PRO223;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:MET400;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER464;A:THR397;A:THR463-
DOCK_SCAFFOLDO=S(=O)(c1ccccc1N[NH+]=Cc1ccccc1)N1CCOCC1-
DOCK_SCAFFOLDO=S(=O)(c1ccccc1N[NH+]=Cc1ccccc1)N1CCOCC1-
DOCK_SCAFFOLDO=S(=O)(c1ccccc1N[NH+]=Cc1ccccc1)N1CCOCC1-
DOCK_SCORE-25.781600-
DOCK_SCORE-13.092500-
DOCK_SCORE-13.454800-
DOCK_SCORE_INTER-31.727100-
DOCK_SCORE_INTER-19.139100-
DOCK_SCORE_INTER-14.260400-
DOCK_SCORE_INTER_KCAL-7.577891-
DOCK_SCORE_INTER_KCAL-4.571297-
DOCK_SCORE_INTER_KCAL-3.406039-
DOCK_SCORE_INTER_NORM-1.057570-
DOCK_SCORE_INTER_NORM-0.637970-
DOCK_SCORE_INTER_NORM-0.475346-
DOCK_SCORE_INTRA5.945430-
DOCK_SCORE_INTRA6.046560-
DOCK_SCORE_INTRA0.681036-
DOCK_SCORE_INTRA_KCAL1.420042-
DOCK_SCORE_INTRA_KCAL1.444197-
DOCK_SCORE_INTRA_KCAL0.162663-
DOCK_SCORE_INTRA_NORM0.198181-
DOCK_SCORE_INTRA_NORM0.201552-
DOCK_SCORE_INTRA_NORM0.022701-
DOCK_SCORE_KCAL-6.157832-
DOCK_SCORE_KCAL-3.127091-
DOCK_SCORE_KCAL-3.213625-
DOCK_SCORE_NORM-0.859388-
DOCK_SCORE_NORM-0.436418-
DOCK_SCORE_NORM-0.448495-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.124492-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.004150-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILEresults_T08_top1000.sdf-
DOCK_SOURCE_FILEresults_T11_top1000.sdf-
DOCK_SOURCE_FILEresults_T20_top1000.sdf-
DOCK_SOURCE_FORMULAC17H20N4O8S+2-
DOCK_SOURCE_FORMULAC17H20N4O8S+2-
DOCK_SOURCE_FORMULAC17H20N4O8S+2-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP-0.849500-
DOCK_SOURCE_LOGP-0.849500-
DOCK_SOURCE_LOGP-0.849500-
DOCK_SOURCE_MW440.434000-
DOCK_SOURCE_MW440.434000-
DOCK_SOURCE_MW440.434000-
DOCK_SOURCE_NAMEZ49633576-
DOCK_SOURCE_NAMEZ49633576-
DOCK_SOURCE_NAMEZ49633576-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA173.610000-
DOCK_SOURCE_TPSA173.610000-
DOCK_SOURCE_TPSA173.610000-
DOCK_STRAIN_DELTA101.133813-
DOCK_STRAIN_DELTA80.200661-
DOCK_STRAIN_DELTA62.765955-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT11-
DOCK_TARGETT20-
EXACT_MASS440.0990874401799Da
FORMULAC17H20N4O8S+2-
HBA8-
HBD6-
LOGP-0.8494999999999997-
MOL_WEIGHT440.4340000000003g/mol
QED_SCORE0.18992897143946463-
ROTATABLE_BONDS6-
TPSA173.60999999999999A^2

Samples

BatchAmountPurityState

Containers

NameLocationQR

Docking across targets

This compound is global in the current database. Below you can review all docking experiments and targets that contain imported poses for it, which is the basis for reverse docking analysis.

Open primary docking pose Docking experiments Reverse docking explorer Protein structures Docking IFP projection
TargetExperimentReportPosesBest rankBest scoreNative overlapNative recallRMSD
T20 T20 dockmulti_91311c650f2e_T20 20
native pose available
 7.221250328323153 -13.4548 7 0.88 - Best pose
T11 T11 dockmulti_91311c650f2e_T11 4
native pose available
 9.528066618306886 -13.0925 12 0.67 - Best pose
T08 T08 dockmulti_91311c650f2e_T08 20
native pose available
 10.206896089451913 -25.7816 10 0.53 - Best pose
T20 — T20 20 poses · report dockmulti_91311c650f2e_T20
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
2651 7.221250328323153 -0.475346 -13.4548 8 11 7 0.88 0.50 1.00 1.00 - no geometry warning; 11 clashes; 7 protein contact clashes; high strain Δ 62.8 Open pose
2657 8.147740400300602 -0.457652 -14.036 7 9 6 0.75 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 54.1 Open pose
2660 8.833934596338 -0.549707 -13.0005 10 11 6 0.75 0.50 1.00 1.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 63.6 Open pose
2646 9.495157333968876 -0.64386 -17.2544 11 11 6 0.75 0.50 1.00 1.00 - yes excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 62.0 Open pose
2661 9.798677862230644 -0.552754 -11.3217 3 11 6 0.75 0.50 1.00 1.00 - yes excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 63.1 Open pose
2654 9.838167611226298 -0.457796 -15.5312 5 9 5 0.62 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 54.9 Open pose
2656 10.238581435549888 -0.593387 -15.674 9 11 6 0.75 0.50 1.00 1.00 - yes excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 72.0 Open pose
2645 10.28457483190643 -0.507187 -15.3948 5 10 8 1.00 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 69.0 Open pose
2652 10.370581120474853 -0.505445 -11.4845 5 12 7 0.88 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 66.2 Open pose
2653 10.58896036142928 -0.560379 -16.3173 7 11 8 1.00 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 63.6 Open pose
2663 10.799083641095262 -0.493651 -18.0369 6 10 6 0.75 0.50 1.00 1.00 - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 51.3 Open pose
2644 10.92505757459557 -0.531489 -15.7214 5 10 6 0.75 0.50 1.00 1.00 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 64.0 Open pose
2649 10.971101374397588 -0.734441 -18.0833 7 7 5 0.62 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 82.8 Open pose
2658 11.21330205230695 -0.54827 -13.7987 6 11 7 0.88 1.00 1.00 1.00 - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 67.4 Open pose
2659 11.64835041771807 -0.526363 -17.2289 8 7 5 0.62 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 58.1 Open pose
2662 11.811708179635097 -0.496843 -14.8755 9 10 5 0.62 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 60.5 Open pose
2655 12.513703048442453 -0.432738 -9.85887 7 11 7 0.88 1.00 1.00 1.00 - yes excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 70.2 Open pose
2648 12.562877079392813 -0.533842 -11.9609 6 7 5 0.62 0.00 0.00 0.00 - yes excluded; geometry warning; 10 clashes; 2 protein clashes; high strain Δ 88.9 Open pose
2647 13.32215764257985 -0.633698 -11.9262 9 10 4 0.50 0.00 0.00 0.00 - yes excluded; hard geometry fail; 1 severe clash; 2 protein clashes; high strain Δ 85.8 Open pose
2650 13.416982610259291 -0.539133 -13.9459 8 12 7 0.88 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 3 protein clashes; high strain Δ 72.3 Open pose
T11 — T11 4 poses · report dockmulti_91311c650f2e_T11
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
2227 9.528066618306886 -0.63797 -13.0925 5 12 12 0.67 0.40 0.40 0.50 - no geometry warning; 11 clashes; 12 protein contact clashes; high strain Δ 80.2 Open pose
2225 11.793692304496055 -0.728325 -17.881 5 19 12 0.67 0.40 0.40 0.50 - yes excluded; geometry warning; 10 clashes; 2 protein clashes; high strain Δ 82.9 Open pose
2226 12.546986008248291 -0.799831 -12.4101 13 13 12 0.67 0.60 0.60 0.75 - yes excluded; hard geometry fail; 1 severe clash; 1 protein clash; high strain Δ 76.0 Open pose
2228 13.101948675703214 -0.641967 -14.6202 8 9 9 0.50 0.60 0.80 0.75 - yes excluded; geometry warning; 11 clashes; 2 protein clashes; high strain Δ 83.2 Open pose
T08 — T08 20 poses · report dockmulti_91311c650f2e_T08
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
2112 10.206896089451913 -1.05757 -25.7816 10 13 10 0.53 0.50 0.80 0.80 - no geometry warning; 13 clashes; 10 protein contact clashes; high strain Δ 101.1 Open pose
2114 10.524976180284158 -1.02026 -25.2638 14 19 17 0.89 0.67 0.60 0.60 - yes excluded; hard geometry fail; 1 severe clash; 15 protein contact clashes; high strain Δ 71.5 Open pose
2123 10.759520920948084 -0.98393 -27.9738 12 16 15 0.79 0.50 0.60 0.80 - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 64.5 Open pose
2116 10.788275106143125 -1.21638 -35.5119 11 17 16 0.84 0.50 0.60 0.60 - yes excluded; geometry warning; 16 clashes; 2 protein clashes; high strain Δ 70.4 Open pose
2119 11.186841593247511 -0.964972 -24.3323 10 17 15 0.79 0.50 0.60 0.80 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 70.2 Open pose
2108 11.202672707612509 -1.01477 -32.3836 13 19 15 0.79 0.50 0.40 0.60 - yes excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 58.5 Open pose
2115 11.39574560395107 -0.937365 -23.8899 10 16 14 0.74 0.33 0.60 0.60 - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 66.1 Open pose
2121 11.642623165908706 -1.0861 -28.6542 6 21 16 0.84 0.33 0.20 0.20 - yes excluded; geometry warning; 10 clashes; 2 protein clashes; high strain Δ 68.1 Open pose
2111 11.656722656484504 -0.914254 -18.9039 6 10 8 0.42 0.50 0.60 0.60 - yes excluded; hard geometry fail; 1 severe clash; 2 protein clashes; high strain Δ 84.2 Open pose
2122 11.793767538225035 -1.13047 -33.6369 11 17 16 0.84 0.67 0.60 0.60 - yes excluded; geometry warning; 13 clashes; 3 protein clashes; high strain Δ 66.2 Open pose
2124 12.041256578120413 -1.0368 -25.0028 16 11 8 0.42 0.67 0.60 0.60 - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 67.8 Open pose
2109 12.39007967578803 -1.01274 -23.7668 9 15 14 0.74 0.33 0.40 0.60 - yes excluded; geometry warning; 12 clashes; 3 protein clashes; high strain Δ 71.2 Open pose
2113 12.704725447358307 -0.98316 -26.1056 9 19 14 0.74 0.50 0.40 0.40 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 68.4 Open pose
2126 12.752895134230332 -0.97154 -28.2515 16 12 10 0.53 0.67 0.60 0.60 - yes excluded; hard geometry fail; 1 severe clash; 2 protein clashes; high strain Δ 66.8 Open pose
2118 13.117820528185575 -0.9483 -26.9873 12 13 10 0.53 0.67 0.60 0.60 - yes excluded; geometry warning; 13 clashes; 4 protein clashes; high strain Δ 66.8 Open pose
2120 13.845095430785321 -0.936697 -25.3782 12 13 11 0.58 0.67 0.60 0.60 - yes excluded; geometry warning; 12 clashes; 4 protein clashes; high strain Δ 60.2 Open pose
2107 13.936208816397734 -0.960116 -27.0404 6 18 14 0.74 0.50 0.40 0.40 - yes excluded; geometry warning; 11 clashes; 3 protein clashes; high strain Δ 65.0 Open pose
2110 14.467387392021712 -1.17039 -31.2722 11 13 10 0.53 0.67 0.60 0.60 - yes excluded; geometry warning; 12 clashes; 4 protein clashes; high strain Δ 72.7 Open pose
2125 14.547017689155075 -0.814921 -17.8778 12 15 13 0.68 0.33 0.40 0.60 - yes excluded; geometry warning; 11 clashes; 2 protein clashes; high strain Δ 69.5 Open pose
2117 15.205269588212385 -1.05449 -22.2796 7 20 15 0.79 0.33 0.20 0.20 - yes excluded; geometry warning; 12 clashes; 4 protein clashes; high strain Δ 66.0 Open pose

Heterocycles & Functional Groups

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Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
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Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

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ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

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3D Conformer

ETKDGv3 conformer generation with UFF minimisation. Rendered with 3Dmol.js.

Open receptor–ligand complex
This docking hit has a stored pose-level complex analysis page with clickable hydrogen bonds, π–π contacts, hydrophobic contacts, and clash inspection.
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