FAIRMol

Z32448862

ID 3216

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

SMILES: COc1ccc(NC(=O)c2cccc(S(=O)(=O)Nc3ccc(Br)cc3)c2)cn1

Formula: C19H16BrN3O4S | MW: 462.3250000000001

LogP: 3.905800000000002 | TPSA: 97.39

HBA/HBD: 5/2 | RotB: 6

InChIKey: JRTSXXIIJPIQOB-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (C=O-NH) 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 ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide Bromine Aryl ether Ether

Ring system

Benzene ×2 Pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.908136-
DOCK_BASE_INTER_RANK-1.102600-
DOCK_BASE_INTER_RANK-0.836300-
DOCK_BASE_INTER_RANK-0.861558-
DOCK_BASE_INTER_RANK-1.191860-
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_COUNT13.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID21-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK1.539552-
DOCK_FINAL_RANK4.711687-
DOCK_FINAL_RANK4.889443-
DOCK_FINAL_RANK2.596427-
DOCK_FINAL_RANK3.628058-
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:ALA241-
DOCK_IFP::A:ALA2841-
DOCK_IFP::A:ALA3651-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN3271-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS701-
DOCK_IFP::A:FAD5011-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU2021-
DOCK_IFP::A:GLU211-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3931-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS601-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:MET981-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE2381-
DOCK_IFP::A:PHE3671-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:THR441-
DOCK_IFP::A:TYR2781-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:VAL3661-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS4611-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS951-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE551-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO4621-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER711-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:THR4631-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL4601-
DOCK_IFP::B:VAL871-
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_OVERLAP0.652925-
DOCK_MAX_CLASH_OVERLAP0.692291-
DOCK_MAX_CLASH_OVERLAP0.652898-
DOCK_MAX_CLASH_OVERLAP0.652860-
DOCK_MAX_CLASH_OVERLAP0.718084-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.520210-
DOCK_PRE_RANK4.652382-
DOCK_PRE_RANK4.837915-
DOCK_PRE_RANK2.565967-
DOCK_PRE_RANK3.561547-
DOCK_PRIMARY_POSE_ID5889-
DOCK_PRIMARY_POSE_ID8584-
DOCK_PRIMARY_POSE_ID11353-
DOCK_PRIMARY_POSE_ID14035-
DOCK_PRIMARY_POSE_ID14708-
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_t09-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t21-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG97;B:ASP52;B:ILE45;B:LEU94;B:LYS57;B:LYS95;B:MET53;B:PHE55;B:PHE56;B:PHE91;B:PRO88;B:THR180;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG154;A:ARG277;A:ASN327;A:ASP332;A:ASP88;A:CYS70;A:GLU274;A:GLY199;A:GLY236;A:GLY237;A:GLY276;A:GLY393;A:HIS197;A:LYS69;A:PHE238;A:PRO275;A:SER200;A:TYR278;A:TYR331;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ALA365;A:ARG287;A:ARG331;A:FAD501;A:GLU202;A:GLY286;A:ILE199;A:ILE285;A:LEU332;A:LEU334;A:LYS60;A:MET333;A:PHE198;A:PHE230;A:PHE367;A:SER364;A:VAL366;B:HIS461;B:PRO462;B:THR463;B:VAL460-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY74;B:SER71;B:TYR46-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ASN126;A:ASP129;A:GLN42;A:GLU21;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44-
DOCK_SCAFFOLDO=C(Nc1cccnc1)c1cccc(S(=O)(=O)Nc2ccccc2)c1-
DOCK_SCAFFOLDO=C(Nc1cccnc1)c1cccc(S(=O)(=O)Nc2ccccc2)c1-
DOCK_SCAFFOLDO=C(Nc1cccnc1)c1cccc(S(=O)(=O)Nc2ccccc2)c1-
DOCK_SCAFFOLDO=C(Nc1cccnc1)c1cccc(S(=O)(=O)Nc2ccccc2)c1-
DOCK_SCAFFOLDO=C(Nc1cccnc1)c1cccc(S(=O)(=O)Nc2ccccc2)c1-
DOCK_SCORE-23.753000-
DOCK_SCORE-23.564700-
DOCK_SCORE-18.526100-
DOCK_SCORE-24.890200-
DOCK_SCORE-22.454200-
DOCK_SCORE_INTER-25.427800-
DOCK_SCORE_INTER-30.872900-
DOCK_SCORE_INTER-23.416400-
DOCK_SCORE_INTER-24.123600-
DOCK_SCORE_INTER-33.372100-
DOCK_SCORE_INTER_KCAL-6.073328-
DOCK_SCORE_INTER_KCAL-7.373869-
DOCK_SCORE_INTER_KCAL-5.592913-
DOCK_SCORE_INTER_KCAL-5.761825-
DOCK_SCORE_INTER_KCAL-7.970793-
DOCK_SCORE_INTER_NORM-0.908136-
DOCK_SCORE_INTER_NORM-1.102600-
DOCK_SCORE_INTER_NORM-0.836300-
DOCK_SCORE_INTER_NORM-0.861558-
DOCK_SCORE_INTER_NORM-1.191860-
DOCK_SCORE_INTRA1.674770-
DOCK_SCORE_INTRA7.308230-
DOCK_SCORE_INTRA4.890250-
DOCK_SCORE_INTRA-0.766537-
DOCK_SCORE_INTRA10.918000-
DOCK_SCORE_INTRA_KCAL0.400012-
DOCK_SCORE_INTRA_KCAL1.745542-
DOCK_SCORE_INTRA_KCAL1.168017-
DOCK_SCORE_INTRA_KCAL-0.183084-
DOCK_SCORE_INTRA_KCAL2.607721-
DOCK_SCORE_INTRA_NORM0.059813-
DOCK_SCORE_INTRA_NORM0.261008-
DOCK_SCORE_INTRA_NORM0.174652-
DOCK_SCORE_INTRA_NORM-0.027376-
DOCK_SCORE_INTRA_NORM0.389927-
DOCK_SCORE_KCAL-5.673309-
DOCK_SCORE_KCAL-5.628334-
DOCK_SCORE_KCAL-4.424885-
DOCK_SCORE_KCAL-5.944925-
DOCK_SCORE_KCAL-5.363096-
DOCK_SCORE_NORM-0.848323-
DOCK_SCORE_NORM-0.841596-
DOCK_SCORE_NORM-0.661648-
DOCK_SCORE_NORM-0.888935-
DOCK_SCORE_NORM-0.801934-
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_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H16BrN3O4S-
DOCK_SOURCE_FORMULAC19H16BrN3O4S-
DOCK_SOURCE_FORMULAC19H16BrN3O4S-
DOCK_SOURCE_FORMULAC19H16BrN3O4S-
DOCK_SOURCE_FORMULAC19H16BrN3O4S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP3.905800-
DOCK_SOURCE_LOGP3.905800-
DOCK_SOURCE_LOGP3.905800-
DOCK_SOURCE_LOGP3.905800-
DOCK_SOURCE_LOGP3.905800-
DOCK_SOURCE_MW462.325000-
DOCK_SOURCE_MW462.325000-
DOCK_SOURCE_MW462.325000-
DOCK_SOURCE_MW462.325000-
DOCK_SOURCE_MW462.325000-
DOCK_SOURCE_NAMEZ32448862-
DOCK_SOURCE_NAMEZ32448862-
DOCK_SOURCE_NAMEZ32448862-
DOCK_SOURCE_NAMEZ32448862-
DOCK_SOURCE_NAMEZ32448862-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA97.390000-
DOCK_SOURCE_TPSA97.390000-
DOCK_SOURCE_TPSA97.390000-
DOCK_SOURCE_TPSA97.390000-
DOCK_SOURCE_TPSA97.390000-
DOCK_STRAIN_DELTA15.348194-
DOCK_STRAIN_DELTA39.151397-
DOCK_STRAIN_DELTA35.517792-
DOCK_STRAIN_DELTA23.852553-
DOCK_STRAIN_DELTA42.335371-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT09-
DOCK_TARGETT13-
DOCK_TARGETT17-
DOCK_TARGETT21-
DOCK_TARGETT22-
EXACT_MASS461.004489092Da
FORMULAC19H16BrN3O4S-
HBA5-
HBD2-
LOGP3.905800000000002-
MOL_WEIGHT462.3250000000001g/mol
QED_SCORE0.5792805075904993-
ROTATABLE_BONDS6-
TPSA97.39A^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
T09 T09 selection_import_t09 1
native pose available
 1.5395518164582227 -23.753 17 0.81 - Best pose
T21 T21 selection_import_t21 1
native pose available
 2.5964271622007544 -24.8902 11 0.79 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.628058194338564 -22.4542 18 0.86 - Best pose
T13 T13 selection_import_t13 1
native pose available
 4.711687193998053 -23.5647 18 0.95 - Best pose
T17 T17 selection_import_t17 1
native pose available
 4.889442986114997 -18.5261 9 0.75 - Best 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
471 1.5395518164582227 -0.908136 -23.753 3 18 17 0.81 0.29 0.17 0.17 - no geometry warning; 13 clashes; 6 protein contact clashes Open pose
T21 — T21 1 poses · report selection_import_t21
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
477 2.5964271622007544 -0.861558 -24.8902 10 14 11 0.79 0.58 0.67 0.62 - no geometry warning; 15 clashes; 11 protein contact clashes; moderate strain Δ 23.9 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
470 3.628058194338564 -1.19186 -22.4542 11 20 18 0.86 0.47 0.45 0.55 - no geometry warning; 12 clashes; 2 protein clashes; high strain Δ 42.3 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
454 4.711687193998053 -1.1026 -23.5647 7 21 18 0.95 0.56 0.57 0.57 - no geometry warning; 11 clashes; 3 protein clashes; high strain Δ 39.2 Open pose
T17 — T17 1 poses · report selection_import_t17
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
510 4.889442986114997 -0.8363 -18.5261 2 22 9 0.75 1.00 1.00 1.00 - no geometry warning; 12 clashes; 2 protein clashes; 2 cofactor-context clashes; high strain Δ 35.5 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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