FAIRMol

KB_HAT_169

ID 1631

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (11)
2D structure

SMILES: Cc1ccccc1NS(=O)(=O)c1ccc2[nH]cc(C(=O)NC3CCCC3)c(=O)c2c1

Formula: C22H23N3O4S | MW: 425.5100000000003

LogP: 3.309720000000002 | TPSA: 108.13

HBA/HBD: 4/3 | RotB: 5

InChIKey: AFCBJIFFOSGURH-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×4 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide

Ring system

Benzene ×2 Pyridine Quinoline Cyclopentane
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.091270-
DOCK_BASE_INTER_RANK-0.803348-
DOCK_BASE_INTER_RANK-0.645244-
DOCK_BASE_INTER_RANK-0.624723-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK4.227549-
DOCK_FINAL_RANK5.245438-
DOCK_FINAL_RANK3.631181-
DOCK_FINAL_RANK6.489513-
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_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:ILE1061-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS4071-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASP711-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO1871-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:TYR2101-
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_MAX_CLASH_OVERLAP0.615835-
DOCK_MAX_CLASH_OVERLAP0.615853-
DOCK_MAX_CLASH_OVERLAP0.615863-
DOCK_MAX_CLASH_OVERLAP0.627181-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT2-
DOCK_POSE_COUNT3-
DOCK_PRE_RANK4.097859-
DOCK_PRE_RANK4.930210-
DOCK_PRE_RANK2.907252-
DOCK_PRE_RANK6.036489-
DOCK_PRIMARY_POSE_ID13287-
DOCK_PRIMARY_POSE_ID31379-
DOCK_PRIMARY_POSE_ID42518-
DOCK_PRIMARY_POSE_ID47531-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T08-
DOCK_REPORT_IDdockmulti_91311c650f2e_T15-
DOCK_REPORT_IDdockmulti_91311c650f2e_T18-
DOCK_REPORT_IDdockmulti_91311c650f2e_T20-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206;A:VAL211-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA90;B:ARG74;B:ASP71;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO187;B:PRO212;B:PRO213;B:TYR210;B:VAL88-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:ILE106;A:ILE339;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_RESIDUE_CONTACTSA:ASN402;A:LEU399;A:LYS407;A:LYS410;A:MET400;A:PHE396;A:PRO398;A:SER395;A:SER464;A:THR397;A:THR463-
DOCK_SCAFFOLDO=C(NC1CCCC1)c1c[nH]c2ccc(S(=O)(=O)Nc3ccccc3)cc2c1=O-
DOCK_SCAFFOLDO=C(NC1CCCC1)c1c[nH]c2ccc(S(=O)(=O)Nc3ccccc3)cc2c1=O-
DOCK_SCAFFOLDO=C(NC1CCCC1)c1c[nH]c2ccc(S(=O)(=O)Nc3ccccc3)cc2c1=O-
DOCK_SCAFFOLDO=C(NC1CCCC1)c1c[nH]c2ccc(S(=O)(=O)Nc3ccccc3)cc2c1=O-
DOCK_SCORE-33.999000-
DOCK_SCORE-24.130800-
DOCK_SCORE-18.996900-
DOCK_SCORE-20.192600-
DOCK_SCORE_INTER-32.738200-
DOCK_SCORE_INTER-24.100400-
DOCK_SCORE_INTER-19.357300-
DOCK_SCORE_INTER-18.741700-
DOCK_SCORE_INTER_KCAL-7.819388-
DOCK_SCORE_INTER_KCAL-5.756284-
DOCK_SCORE_INTER_KCAL-4.623414-
DOCK_SCORE_INTER_KCAL-4.476380-
DOCK_SCORE_INTER_NORM-1.091270-
DOCK_SCORE_INTER_NORM-0.803348-
DOCK_SCORE_INTER_NORM-0.645244-
DOCK_SCORE_INTER_NORM-0.624723-
DOCK_SCORE_INTRA-1.260820-
DOCK_SCORE_INTRA-0.030381-
DOCK_SCORE_INTRA0.360385-
DOCK_SCORE_INTRA-1.453850-
DOCK_SCORE_INTRA_KCAL-0.301142-
DOCK_SCORE_INTRA_KCAL-0.007256-
DOCK_SCORE_INTRA_KCAL0.086077-
DOCK_SCORE_INTRA_KCAL-0.347246-
DOCK_SCORE_INTRA_NORM-0.042027-
DOCK_SCORE_INTRA_NORM-0.001013-
DOCK_SCORE_INTRA_NORM0.012013-
DOCK_SCORE_INTRA_NORM-0.048462-
DOCK_SCORE_KCAL-8.120525-
DOCK_SCORE_KCAL-5.763545-
DOCK_SCORE_KCAL-4.537334-
DOCK_SCORE_KCAL-4.822922-
DOCK_SCORE_NORM-1.133300-
DOCK_SCORE_NORM-0.804360-
DOCK_SCORE_NORM-0.633231-
DOCK_SCORE_NORM-0.673086-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.002944-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000098-
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_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_SOURCE_FILEresults_T08_top1000.sdf-
DOCK_SOURCE_FILEresults_T15_top1000.sdf-
DOCK_SOURCE_FILEresults_T18_top1000.sdf-
DOCK_SOURCE_FILEresults_T20_top1000.sdf-
DOCK_SOURCE_FORMULAC22H23N3O4S-
DOCK_SOURCE_FORMULAC22H23N3O4S-
DOCK_SOURCE_FORMULAC22H23N3O4S-
DOCK_SOURCE_FORMULAC22H23N3O4S-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP3.309720-
DOCK_SOURCE_LOGP3.309720-
DOCK_SOURCE_LOGP3.309720-
DOCK_SOURCE_LOGP3.309720-
DOCK_SOURCE_MW425.510000-
DOCK_SOURCE_MW425.510000-
DOCK_SOURCE_MW425.510000-
DOCK_SOURCE_MW425.510000-
DOCK_SOURCE_NAMEKB_HAT_169-
DOCK_SOURCE_NAMEKB_HAT_169-
DOCK_SOURCE_NAMEKB_HAT_169-
DOCK_SOURCE_NAMEKB_HAT_169-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA108.130000-
DOCK_SOURCE_TPSA108.130000-
DOCK_SOURCE_TPSA108.130000-
DOCK_SOURCE_TPSA108.130000-
DOCK_STRAIN_DELTA14.161498-
DOCK_STRAIN_DELTA17.253801-
DOCK_STRAIN_DELTA24.065482-
DOCK_STRAIN_DELTA19.550389-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT15-
DOCK_TARGETT18-
DOCK_TARGETT20-
EXACT_MASS425.140927216Da
FORMULAC22H23N3O4S-
HBA4-
HBD3-
LOGP3.309720000000002-
MOL_WEIGHT425.5100000000003g/mol
QED_SCORE0.5826945385445282-
ROTATABLE_BONDS5-
TPSA108.13A^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
T18 T18 dockmulti_91311c650f2e_T18 2
native pose available
 3.631181098855875 -18.9969 9 0.69 - Best pose
T08 T08 dockmulti_91311c650f2e_T08 3
native pose available
 4.227549295338338 -33.999 14 0.74 - Best pose
T15 T15 dockmulti_91311c650f2e_T15 3
native pose available
 5.245437618088034 -24.1308 10 0.77 - Best pose
T20 T20 dockmulti_91311c650f2e_T20 3
native pose available
 6.489512529977004 -20.1926 5 0.62 - Best pose
T18 — T18 2 poses · report dockmulti_91311c650f2e_T18
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
431 3.631181098855875 -0.645244 -18.9969 3 12 9 0.69 - - - - no geometry warning; 11 clashes; 4 protein contact clashes; high strain Δ 24.1 Open pose
432 4.559003259065976 -0.724067 -19.6786 4 12 9 0.69 - - - - no geometry warning; 11 clashes; 6 protein contact clashes; high strain Δ 26.5 Open pose
T08 — T08 3 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
434 4.227549295338338 -1.09127 -33.999 5 16 14 0.74 0.50 0.40 0.40 - no geometry warning; 11 clashes; 9 protein contact clashes; moderate strain Δ 14.2 Open pose
436 5.200352637604098 -0.931978 -27.9593 4 15 13 0.68 0.17 0.20 0.20 - no geometry warning; 14 clashes; 9 protein contact clashes; high strain Δ 21.0 Open pose
435 5.303378366681805 -1.09425 -32.209 4 15 13 0.68 0.33 0.40 0.40 - no geometry warning; 12 clashes; 11 protein contact clashes; moderate strain Δ 19.4 Open pose
T15 — T15 3 poses · report dockmulti_91311c650f2e_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
537 5.245437618088034 -0.803348 -24.1308 4 15 10 0.77 - - - - no geometry warning; 11 clashes; 11 protein contact clashes; moderate strain Δ 17.3 Open pose
538 7.7257945914587225 -0.796452 -16.0337 4 15 10 0.77 - - - - yes excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 29.1 Open pose
539 10.35353164877357 -0.829773 -24.6469 5 15 9 0.69 - - - - yes excluded; geometry warning; 16 clashes; 3 protein clashes; moderate strain Δ 19.5 Open pose
T20 — T20 3 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
566 6.489512529977004 -0.624723 -20.1926 3 11 5 0.62 0.00 0.00 0.00 - no geometry warning; 13 clashes; 13 protein contact clashes; moderate strain Δ 19.6 Open pose
565 5.861781522553681 -0.59299 -15.413 6 9 8 1.00 1.00 1.00 1.00 - yes excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 25.9 Open pose
564 7.322858874402824 -0.6671 -19.022 6 10 7 0.88 1.00 1.00 1.00 - yes excluded; geometry warning; 11 clashes; 2 protein clashes; moderate strain Δ 19.2 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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⚗ AI Structural Analysis

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