FAIRMol

Z45875055

ID 3007

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: O=S(=O)(c1ccc2c(c1)OCCO2)N1CCN(C(=S)NCc2ccccc2)CC1

Formula: C20H23N3O4S2 | MW: 433.5550000000003

LogP: 1.8388000000000002 | TPSA: 71.11

HBA/HBD: 5/1 | RotB: 4

InChIKey: JNYQLOBYHFHGHW-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Catechol Sulfonamide bioisostere H-bond acceptor N ×2 H-bond acceptor O ×4 H-bond donor Gatekeeper aromatic ×2 Ionizable base β-Turn mimetic ×2 P-gp efflux flag

Functional group

Secondary amine Tertiary amine Sulfonamide Aryl ether ×2 Ether ×2 Thioamide ×2

Ring system

Benzene ×2 Benzodioxane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.891335-
DOCK_BASE_INTER_RANK-0.811792-
DOCK_BASE_INTER_RANK-1.116470-
DOCK_BASE_INTER_RANK-0.933993-
DOCK_BASE_INTER_RANK-1.115210-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT24.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID22-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID16-
DOCK_FINAL_RANK0.589026-
DOCK_FINAL_RANK2.015905-
DOCK_FINAL_RANK0.968866-
DOCK_FINAL_RANK3.122986-
DOCK_FINAL_RANK2.403589-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY661-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:LYS931-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:TYR691-
DOCK_IFP::A:TYR981-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL881-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ALA671-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASN2081-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY661-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR691-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.654566-
DOCK_MAX_CLASH_OVERLAP0.654628-
DOCK_MAX_CLASH_OVERLAP0.654611-
DOCK_MAX_CLASH_OVERLAP0.654632-
DOCK_MAX_CLASH_OVERLAP0.654647-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.384292-
DOCK_PRE_RANK0.565950-
DOCK_PRE_RANK1.995266-
DOCK_PRE_RANK3.103893-
DOCK_PRE_RANK0.935541-
DOCK_PRIMARY_POSE_ID14680-
DOCK_PRIMARY_POSE_ID10007-
DOCK_PRIMARY_POSE_ID5177-
DOCK_PRIMARY_POSE_ID5858-
DOCK_PRIMARY_POSE_ID10673-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE56;B:PRO88;B:SER44;B:SER86;B:THR83;B:TRP47;B:TYR162;B:VAL156;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:ASP161;A:GLY205;A:LEU208;A:LEU263;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:TYR98;A:VAL206;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA67;A:ALA90;A:ASN91;A:GLY66;A:LEU73;A:LYS211;A:LYS89;A:LYS93;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:TRP92;A:TYR210;A:TYR69;A:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ALA70;A:ASN126;A:ASN41;A:ASP68;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA67;B:ALA90;B:ASN208;B:GLY214;B:GLY215;B:GLY66;B:LEU73;B:LYS211;B:MET70;B:PRO212;B:PRO213;B:TYR210;B:TYR69;B:VAL88-
DOCK_SCAFFOLDO=S(=O)(c1ccc2c(c1)OCCO2)N1CCN(C(=S)NCc2ccccc2)CC1-
DOCK_SCAFFOLDO=S(=O)(c1ccc2c(c1)OCCO2)N1CCN(C(=S)NCc2ccccc2)CC1-
DOCK_SCAFFOLDO=S(=O)(c1ccc2c(c1)OCCO2)N1CCN(C(=S)NCc2ccccc2)CC1-
DOCK_SCAFFOLDO=S(=O)(c1ccc2c(c1)OCCO2)N1CCN(C(=S)NCc2ccccc2)CC1-
DOCK_SCAFFOLDO=S(=O)(c1ccc2c(c1)OCCO2)N1CCN(C(=S)NCc2ccccc2)CC1-
DOCK_SCORE-21.984400-
DOCK_SCORE-25.473800-
DOCK_SCORE-25.846900-
DOCK_SCORE-31.989100-
DOCK_SCORE-30.981600-
DOCK_SCORE_INTER-23.542000-
DOCK_SCORE_INTER-32.341000-
DOCK_SCORE_INTER-32.377600-
DOCK_SCORE_INTER-27.085800-
DOCK_SCORE_INTER-25.848700-
DOCK_SCORE_INTER_KCAL-6.173859-
DOCK_SCORE_INTER_KCAL-7.733260-
DOCK_SCORE_INTER_KCAL-6.469335-
DOCK_SCORE_INTER_KCAL-7.724518-
DOCK_SCORE_INTER_KCAL-5.622913-
DOCK_SCORE_INTER_NORM-0.891335-
DOCK_SCORE_INTER_NORM-0.811792-
DOCK_SCORE_INTER_NORM-0.933993-
DOCK_SCORE_INTER_NORM-1.116470-
DOCK_SCORE_INTER_NORM-1.115210-
DOCK_SCORE_INTRA1.359340-
DOCK_SCORE_INTRA1.238930-
DOCK_SCORE_INTRA0.374883-
DOCK_SCORE_INTRA0.388435-
DOCK_SCORE_INTRA1.490060-
DOCK_SCORE_INTRA_KCAL0.089539-
DOCK_SCORE_INTRA_KCAL0.295913-
DOCK_SCORE_INTRA_KCAL0.092776-
DOCK_SCORE_INTRA_KCAL0.324673-
DOCK_SCORE_INTRA_KCAL0.355895-
DOCK_SCORE_INTRA_NORM0.046874-
DOCK_SCORE_INTRA_NORM0.013394-
DOCK_SCORE_INTRA_NORM0.042722-
DOCK_SCORE_INTRA_NORM0.051381-
DOCK_SCORE_INTRA_NORM0.012927-
DOCK_SCORE_KCAL-6.173429-
DOCK_SCORE_KCAL-5.250886-
DOCK_SCORE_KCAL-7.399831-
DOCK_SCORE_KCAL-7.640469-
DOCK_SCORE_KCAL-6.084315-
DOCK_SCORE_NORM-0.878408-
DOCK_SCORE_NORM-0.891271-
DOCK_SCORE_NORM-0.758082-
DOCK_SCORE_NORM-1.103070-
DOCK_SCORE_NORM-1.068330-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.067530-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.002329-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
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_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H23N3O4S2-
DOCK_SOURCE_FORMULAC20H23N3O4S2-
DOCK_SOURCE_FORMULAC20H23N3O4S2-
DOCK_SOURCE_FORMULAC20H23N3O4S2-
DOCK_SOURCE_FORMULAC20H23N3O4S2-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP1.838800-
DOCK_SOURCE_LOGP1.838800-
DOCK_SOURCE_LOGP1.838800-
DOCK_SOURCE_LOGP1.838800-
DOCK_SOURCE_LOGP1.838800-
DOCK_SOURCE_MW433.555000-
DOCK_SOURCE_MW433.555000-
DOCK_SOURCE_MW433.555000-
DOCK_SOURCE_MW433.555000-
DOCK_SOURCE_MW433.555000-
DOCK_SOURCE_NAMEZ45875055-
DOCK_SOURCE_NAMEZ45875055-
DOCK_SOURCE_NAMEZ45875055-
DOCK_SOURCE_NAMEZ45875055-
DOCK_SOURCE_NAMEZ45875055-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA71.110000-
DOCK_SOURCE_TPSA71.110000-
DOCK_SOURCE_TPSA71.110000-
DOCK_SOURCE_TPSA71.110000-
DOCK_SOURCE_TPSA71.110000-
DOCK_STRAIN_DELTA16.503038-
DOCK_STRAIN_DELTA25.678391-
DOCK_STRAIN_DELTA18.531002-
DOCK_STRAIN_DELTA15.120131-
DOCK_STRAIN_DELTA15.306888-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT16-
DOCK_TARGETT22-
DOCK_TARGETT08-
DOCK_TARGETT09-
DOCK_TARGETT15-
EXACT_MASS433.11299821599994Da
FORMULAC20H23N3O4S2-
HBA5-
HBD1-
LOGP1.8388000000000002-
MOL_WEIGHT433.5550000000003g/mol
QED_SCORE0.7380126013905479-
ROTATABLE_BONDS4-
TPSA71.11A^2

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
T08 T08 selection_import_t08 1
native pose available
 0.5890259733388458 -30.9816 12 0.63 - Best pose
T09 T09 selection_import_t09 1
native pose available
 0.9688655414126136 -25.8469 12 0.57 - Best pose
T16 T16 selection_import_t16 1
native pose available
 2.015904573259612 -21.9844 7 0.58 - Best pose
T15 T15 selection_import_t15 1
native pose available
 2.4035888618968606 -25.4738 10 0.77 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.1229858395497274 -31.9891 17 0.81 - Best pose
T08 — T08 1 poses · report selection_import_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
436 0.5890259733388458 -1.11521 -30.9816 4 16 12 0.63 0.17 0.20 0.60 - no geometry warning; 12 clashes; 2 protein contact clashes; 3 cofactor-context clashes Open pose
T09 — T09 1 poses · report selection_import_t09
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
440 0.9688655414126136 -0.933993 -25.8469 4 16 12 0.57 0.00 0.00 0.00 - no geometry warning; 12 clashes; 3 protein contact clashes; moderate strain Δ 25.7 Open pose
T16 — T16 1 poses · report selection_import_t16
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
508 2.015904573259612 -0.811792 -21.9844 2 17 7 0.58 - - - - no geometry warning; 12 clashes; 9 protein contact clashes Open pose
T15 — T15 1 poses · report selection_import_t15
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
521 2.4035888618968606 -0.891335 -25.4738 4 15 10 0.77 - - - - no geometry warning; 11 clashes; 1 protein clash Open pose
T22 — T22 1 poses · report selection_import_t22
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
442 3.1229858395497274 -1.11647 -31.9891 7 24 17 0.81 0.33 0.36 0.36 - no geometry warning; 12 clashes; 1 protein clash Open pose
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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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