FAIRMol

KB_HAT_100

ID 2940

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

SMILES: COc1ncc(-c2ccc3nccc(-c4ccncc4)c3c2)cc1NS(C)(=O)=O

Formula: C21H18N4O3S | MW: 406.46700000000016

LogP: 3.7389000000000028 | TPSA: 94.07

HBA/HBD: 6/1 | RotB: 5

InChIKey: GEGHYPJCEYLTLJ-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Sulfonamide bioisostere H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor Gatekeeper aromatic

Functional group

Sulfonamide Aryl ether Ether

Ring system

Benzene Pyridine ×3 Quinoline

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.854363-
DOCK_BASE_INTER_RANK-1.116570-
DOCK_BASE_INTER_RANK-0.653635-
DOCK_BASE_INTER_RANK-1.134220-
DOCK_BASE_INTER_RANK-0.961696-
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_COUNT15.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT9.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK3.946663-
DOCK_FINAL_RANK3.127859-
DOCK_FINAL_RANK3.471988-
DOCK_FINAL_RANK5.716832-
DOCK_FINAL_RANK4.200251-
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:ALA1111-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:CYS701-
DOCK_IFP::A:GLN1661-
DOCK_IFP::A:GLN1661-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1961-
DOCK_IFP::A:PHE2381-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2061-
DOCK_IFP::D:HIS2671-
DOCK_IFP::D:HIS2671-
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_OVERLAP0.658141-
DOCK_MAX_CLASH_OVERLAP0.658042-
DOCK_MAX_CLASH_OVERLAP0.657981-
DOCK_MAX_CLASH_OVERLAP0.658073-
DOCK_MAX_CLASH_OVERLAP0.658116-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.436851-
DOCK_PRE_RANK3.912024-
DOCK_PRE_RANK3.084462-
DOCK_PRE_RANK5.685113-
DOCK_PRE_RANK4.161715-
DOCK_PRIMARY_POSE_ID8200-
DOCK_PRIMARY_POSE_ID13006-
DOCK_PRIMARY_POSE_ID4863-
DOCK_PRIMARY_POSE_ID8945-
DOCK_PRIMARY_POSE_ID4159-
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_t14-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t20-
DOCK_REPORT_IDselection_import_t08-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:MET400;A:PHE396;A:PRO398;A:THR397;A:THR463-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ARG154;A:ARG277;A:ASN112;A:ASP332;A:ASP88;A:CYS70;A:GLU274;A:GLY199;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE196;A:PHE238;A:PRO113;A:SER200;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ASN20;A:CYS26;A:GLN341;A:GLU343;A:GLU384;A:LEU25;A:LEU382;A:THR21;A:THR285-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLN166;A:LEU208;A:LEU209;A:LYS178;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:TRP221;A:TYR174;A:VAL164;A:VAL206;D:HIS267-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLN166;A:LEU208;A:LEU209;A:LYS178;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:TRP221;A:TYR174;A:VAL164;A:VAL206;D:HIS267-
DOCK_SCAFFOLDc1cncc(-c2ccc3nccc(-c4ccncc4)c3c2)c1-
DOCK_SCAFFOLDc1cncc(-c2ccc3nccc(-c4ccncc4)c3c2)c1-
DOCK_SCAFFOLDc1cncc(-c2ccc3nccc(-c4ccncc4)c3c2)c1-
DOCK_SCAFFOLDc1cncc(-c2ccc3nccc(-c4ccncc4)c3c2)c1-
DOCK_SCAFFOLDc1cncc(-c2ccc3nccc(-c4ccncc4)c3c2)c1-
DOCK_SCORE-23.760800-
DOCK_SCORE-14.560800-
DOCK_SCORE-29.022000-
DOCK_SCORE-28.433100-
DOCK_SCORE-22.850700-
DOCK_SCORE_INTER-32.892200-
DOCK_SCORE_INTER-24.776500-
DOCK_SCORE_INTER-18.955400-
DOCK_SCORE_INTER-32.380600-
DOCK_SCORE_INTER-27.889200-
DOCK_SCORE_INTER_KCAL-7.856170-
DOCK_SCORE_INTER_KCAL-4.527421-
DOCK_SCORE_INTER_KCAL-7.733977-
DOCK_SCORE_INTER_KCAL-6.661224-
DOCK_SCORE_INTER_KCAL-5.917768-
DOCK_SCORE_INTER_NORM-0.653635-
DOCK_SCORE_INTER_NORM-0.854363-
DOCK_SCORE_INTER_NORM-1.116570-
DOCK_SCORE_INTER_NORM-1.134220-
DOCK_SCORE_INTER_NORM-0.961696-
DOCK_SCORE_INTRA4.394640-
DOCK_SCORE_INTRA4.128380-
DOCK_SCORE_INTRA3.870260-
DOCK_SCORE_INTRA3.947500-
DOCK_SCORE_INTRA1.925850-
DOCK_SCORE_INTRA_KCAL0.986047-
DOCK_SCORE_INTRA_KCAL1.049642-
DOCK_SCORE_INTRA_KCAL0.924396-
DOCK_SCORE_INTRA_KCAL0.459982-
DOCK_SCORE_INTRA_KCAL0.942845-
DOCK_SCORE_INTRA_NORM0.066409-
DOCK_SCORE_INTRA_NORM0.133457-
DOCK_SCORE_INTRA_NORM0.136121-
DOCK_SCORE_INTRA_NORM0.151539-
DOCK_SCORE_INTRA_NORM0.142358-
DOCK_SCORE_KCAL-5.675172-
DOCK_SCORE_KCAL-6.791132-
DOCK_SCORE_KCAL-5.457798-
DOCK_SCORE_KCAL-3.477789-
DOCK_SCORE_KCAL-6.931789-
DOCK_SCORE_NORM-0.819338-
DOCK_SCORE_NORM-1.000760-
DOCK_SCORE_NORM-0.502096-
DOCK_SCORE_NORM-0.787954-
DOCK_SCORE_NORM-0.980451-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H18N4O3S-
DOCK_SOURCE_FORMULAC21H18N4O3S-
DOCK_SOURCE_FORMULAC21H18N4O3S-
DOCK_SOURCE_FORMULAC21H18N4O3S-
DOCK_SOURCE_FORMULAC21H18N4O3S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
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_LOGP3.738900-
DOCK_SOURCE_LOGP3.738900-
DOCK_SOURCE_LOGP3.738900-
DOCK_SOURCE_LOGP3.738900-
DOCK_SOURCE_LOGP3.738900-
DOCK_SOURCE_MW406.467000-
DOCK_SOURCE_MW406.467000-
DOCK_SOURCE_MW406.467000-
DOCK_SOURCE_MW406.467000-
DOCK_SOURCE_MW406.467000-
DOCK_SOURCE_NAMEKB_HAT_100-
DOCK_SOURCE_NAMEKB_HAT_100-
DOCK_SOURCE_NAMEKB_HAT_100-
DOCK_SOURCE_NAMEKB_HAT_100-
DOCK_SOURCE_NAMEKB_HAT_100-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA94.070000-
DOCK_SOURCE_TPSA94.070000-
DOCK_SOURCE_TPSA94.070000-
DOCK_SOURCE_TPSA94.070000-
DOCK_SOURCE_TPSA94.070000-
DOCK_STRAIN_DELTA26.481849-
DOCK_STRAIN_DELTA26.781266-
DOCK_STRAIN_DELTA24.668297-
DOCK_STRAIN_DELTA31.415248-
DOCK_STRAIN_DELTA28.759295-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT07-
DOCK_TARGETT08-
DOCK_TARGETT14-
DOCK_TARGETT20-
DOCK_TARGETT13-
EXACT_MASS406.109961436Da
FORMULAC21H18N4O3S-
HBA6-
HBD1-
LOGP3.7389000000000028-
MOL_WEIGHT406.46700000000016g/mol
QED_SCORE0.5425952141659972-
ROTATABLE_BONDS5-
TPSA94.07A^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
T20 T20 selection_import_t20 1
native pose available
 3.127858519265289 -14.5608 6 0.75 - Best pose
T08 T08 selection_import_t08 1
native pose available
 3.471987782665667 -28.4331 13 0.68 - Best pose
T07 T07 selection_import_t07 1
native pose available
 3.9466631181326814 -29.022 13 0.68 - Best pose
T14 T14 selection_import_t14 1
native pose available
 4.20025134010485 -22.8507 5 0.33 - Best pose
T13 T13 selection_import_t13 1
native pose available
 5.716832078836834 -23.7608 15 0.79 - Best pose
T20 — T20 1 poses · report selection_import_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
127 3.127858519265289 -0.653635 -14.5608 5 9 6 0.75 0.00 0.00 0.00 - no geometry warning; 12 clashes; 1 protein clash; high strain Δ 31.4 Open 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
122 3.471987782665667 -1.11657 -28.4331 5 19 13 0.68 0.17 0.20 0.60 - no geometry warning; 14 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 26.8 Open pose
T07 — T07 1 poses · report selection_import_t07
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
96 3.9466631181326814 -1.13422 -29.022 5 19 13 0.68 0.17 0.20 0.60 - no geometry warning; 14 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 26.5 Open pose
T14 — T14 1 poses · report selection_import_t14
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
137 4.20025134010485 -0.854363 -22.8507 10 10 5 0.33 0.17 0.20 0.20 - no geometry warning; 15 clashes; 2 protein clashes; moderate strain Δ 28.8 Open pose
T13 — T13 1 poses · report selection_import_t13
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
70 5.716832078836834 -0.961696 -23.7608 9 20 15 0.79 0.67 0.57 0.57 - no geometry warning; 14 clashes; 3 protein clashes; moderate strain Δ 24.7 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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