FAIRMol

OHD_ACDS_37

ID 371

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

SMILES: Brc1ccc2c(C(C[NH2+]Cc3ccco3)c3c[nH]c4cc(Br)ccc34)c[nH]c2c1

Formula: C23H20Br2N3O+ | MW: 514.2410000000001

LogP: 5.662700000000003 | TPSA: 61.33

HBA/HBD: 1/3 | RotB: 6

InChIKey: NFPNOMSRKWFCOV-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×3 Gatekeeper aromatic ×2

Functional group

Bromine ×2

Ring system

Benzene ×2 Indole ×2 Furan Pyrrole ×2 Isoindole ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.920113-
DOCK_BASE_INTER_RANK-0.945008-
DOCK_BASE_INTER_RANK-1.267660-
DOCK_BASE_INTER_RANK-1.165260-
DOCK_BASE_INTER_RANK-0.958235-
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_COUNT9.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID9-
DOCK_FINAL_RANK2.186277-
DOCK_FINAL_RANK2.100612-
DOCK_FINAL_RANK-0.178015-
DOCK_FINAL_RANK0.216722-
DOCK_FINAL_RANK1.467516-
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:ALA101-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN361-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1171-
DOCK_IFP::A:GLY1171-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LYS2241-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL91-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
DOCK_IFP::D:ALA2681-
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_OVERLAP0.636098-
DOCK_MAX_CLASH_OVERLAP0.635967-
DOCK_MAX_CLASH_OVERLAP0.636074-
DOCK_MAX_CLASH_OVERLAP0.636057-
DOCK_MAX_CLASH_OVERLAP0.636040-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.171207-
DOCK_PRE_RANK2.083386-
DOCK_PRE_RANK-0.197952-
DOCK_PRE_RANK0.202525-
DOCK_PRE_RANK1.454634-
DOCK_PRIMARY_POSE_ID665-
DOCK_PRIMARY_POSE_ID1344-
DOCK_PRIMARY_POSE_ID4740-
DOCK_PRIMARY_POSE_ID5409-
DOCK_PRIMARY_POSE_ID6084-
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_t01-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t09-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASN65;A:ASP22;A:GLU31;A:GLY117;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLN36;A:GLU31;A:GLY117;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ASP161;A:CYS168;A:GLY205;A:LEU209;A:LEU263;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206;D:HIS267-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LEU263;A:LYS224;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206;D:ALA268;D:HIS267-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:SER44;B:SER86;B:THR180;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_SCAFFOLDc1coc(C[NH2+]CC(c2c[nH]c3ccccc23)c2c[nH]c3ccccc23)c1-
DOCK_SCAFFOLDc1coc(C[NH2+]CC(c2c[nH]c3ccccc23)c2c[nH]c3ccccc23)c1-
DOCK_SCAFFOLDc1coc(C[NH2+]CC(c2c[nH]c3ccccc23)c2c[nH]c3ccccc23)c1-
DOCK_SCAFFOLDc1coc(C[NH2+]CC(c2c[nH]c3ccccc23)c2c[nH]c3ccccc23)c1-
DOCK_SCAFFOLDc1coc(C[NH2+]CC(c2c[nH]c3ccccc23)c2c[nH]c3ccccc23)c1-
DOCK_SCORE-25.386100-
DOCK_SCORE-27.153400-
DOCK_SCORE-36.175200-
DOCK_SCORE-32.104800-
DOCK_SCORE-24.940100-
DOCK_SCORE_INTER-26.683300-
DOCK_SCORE_INTER-27.405200-
DOCK_SCORE_INTER-36.762100-
DOCK_SCORE_INTER-33.792700-
DOCK_SCORE_INTER-27.788800-
DOCK_SCORE_INTER_KCAL-6.373199-
DOCK_SCORE_INTER_KCAL-6.545622-
DOCK_SCORE_INTER_KCAL-8.780481-
DOCK_SCORE_INTER_KCAL-8.071251-
DOCK_SCORE_INTER_KCAL-6.637244-
DOCK_SCORE_INTER_NORM-0.920113-
DOCK_SCORE_INTER_NORM-0.945008-
DOCK_SCORE_INTER_NORM-1.267660-
DOCK_SCORE_INTER_NORM-1.165260-
DOCK_SCORE_INTER_NORM-0.958235-
DOCK_SCORE_INTRA1.297180-
DOCK_SCORE_INTRA0.251794-
DOCK_SCORE_INTRA0.586886-
DOCK_SCORE_INTRA1.687910-
DOCK_SCORE_INTRA2.848680-
DOCK_SCORE_INTRA_KCAL0.309826-
DOCK_SCORE_INTRA_KCAL0.060140-
DOCK_SCORE_INTRA_KCAL0.140175-
DOCK_SCORE_INTRA_KCAL0.403151-
DOCK_SCORE_INTRA_KCAL0.680396-
DOCK_SCORE_INTRA_NORM0.044730-
DOCK_SCORE_INTRA_NORM0.008683-
DOCK_SCORE_INTRA_NORM0.020237-
DOCK_SCORE_INTRA_NORM0.058204-
DOCK_SCORE_INTRA_NORM0.098230-
DOCK_SCORE_KCAL-6.063368-
DOCK_SCORE_KCAL-6.485481-
DOCK_SCORE_KCAL-8.640302-
DOCK_SCORE_KCAL-7.668103-
DOCK_SCORE_KCAL-5.956843-
DOCK_SCORE_NORM-0.875382-
DOCK_SCORE_NORM-0.936326-
DOCK_SCORE_NORM-1.247420-
DOCK_SCORE_NORM-1.107060-
DOCK_SCORE_NORM-0.860005-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H20Br2N3O+-
DOCK_SOURCE_FORMULAC23H20Br2N3O+-
DOCK_SOURCE_FORMULAC23H20Br2N3O+-
DOCK_SOURCE_FORMULAC23H20Br2N3O+-
DOCK_SOURCE_FORMULAC23H20Br2N3O+-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
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_LOGP5.662700-
DOCK_SOURCE_LOGP5.662700-
DOCK_SOURCE_LOGP5.662700-
DOCK_SOURCE_LOGP5.662700-
DOCK_SOURCE_LOGP5.662700-
DOCK_SOURCE_MW514.241000-
DOCK_SOURCE_MW514.241000-
DOCK_SOURCE_MW514.241000-
DOCK_SOURCE_MW514.241000-
DOCK_SOURCE_MW514.241000-
DOCK_SOURCE_NAMEOHD_ACDS_37-
DOCK_SOURCE_NAMEOHD_ACDS_37-
DOCK_SOURCE_NAMEOHD_ACDS_37-
DOCK_SOURCE_NAMEOHD_ACDS_37-
DOCK_SOURCE_NAMEOHD_ACDS_37-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA61.330000-
DOCK_SOURCE_TPSA61.330000-
DOCK_SOURCE_TPSA61.330000-
DOCK_SOURCE_TPSA61.330000-
DOCK_SOURCE_TPSA61.330000-
DOCK_STRAIN_DELTA11.052526-
DOCK_STRAIN_DELTA13.327818-
DOCK_STRAIN_DELTA15.885327-
DOCK_STRAIN_DELTA10.056184-
DOCK_STRAIN_DELTA8.451827-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT02-
DOCK_TARGETT07-
DOCK_TARGETT08-
DOCK_TARGETT09-
EXACT_MASS511.99676288009005Da
FORMULAC23H20Br2N3O+-
HBA1-
HBD3-
LOGP5.662700000000003-
MOL_WEIGHT514.2410000000001g/mol
QED_SCORE0.26919780207027044-
ROTATABLE_BONDS6-
TPSA61.33A^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
T07 T07 selection_import_t07 1
native pose available
 -0.1780151741038691 -36.1752 14 0.74 - Best pose
T08 T08 selection_import_t08 1
native pose available
 0.2167218788927261 -32.1048 14 0.74 - Best pose
T09 T09 selection_import_t09 1
native pose available
 1.4675162042552168 -24.9401 18 0.86 - Best pose
T02 T02 selection_import_t02 1
native pose available
 2.1006116131471626 -27.1534 20 0.95 - Best pose
T01 T01 selection_import_t01 1
native pose available
 2.1862765749194604 -25.3861 20 0.95 - Best 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
677 -0.1780151741038691 -1.26766 -36.1752 3 17 14 0.74 0.33 0.40 0.40 - no geometry warning; 6 clashes; 2 protein contact clashes; 1 cofactor-context clash 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
668 0.2167218788927261 -1.16526 -32.1048 3 19 14 0.74 0.17 0.20 0.20 - no geometry warning; 7 clashes; 3 protein contact clashes; 1 cofactor-context clash 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
666 1.4675162042552168 -0.958235 -24.9401 2 19 18 0.86 0.14 0.17 0.17 - no geometry warning; 6 clashes; 1 protein clash Open pose
T02 — T02 1 poses · report selection_import_t02
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
666 2.1006116131471626 -0.945008 -27.1534 2 20 20 0.95 0.20 0.20 0.20 - no geometry warning; 8 clashes; 1 protein clash; 1 severe cofactor-context clash Open pose
T01 — T01 1 poses · report selection_import_t01
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
665 2.1862765749194604 -0.920113 -25.3861 2 20 20 0.95 0.20 0.20 0.20 - no geometry warning; 9 clashes; 1 protein clash; 1 severe cofactor-context 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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