FAIRMol

OHD_ACDS_25

ID 153

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

SMILES: [NH3+]CC(c1c[nH]c2cc(Cl)ccc12)c1c[nH]c2cc(Cl)ccc12

Formula: C18H16Cl2N3+ | MW: 345.2530000000001

LogP: 4.329800000000001 | TPSA: 59.22

HBA/HBD: -/3 | RotB: 3

InChIKey: JHXAIWBATFUPIX-UHFFFAOYSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

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

Functional group

Chlorine ×2

Ring system

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

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.110540-
DOCK_BASE_INTER_RANK-0.948762-
DOCK_BASE_INTER_RANK-1.050170-
DOCK_BASE_INTER_RANK-1.471190-
DOCK_BASE_INTER_RANK-1.432110-
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_COUNT6.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID7-
DOCK_FINAL_RANK0.824978-
DOCK_FINAL_RANK2.321935-
DOCK_FINAL_RANK-0.287096-
DOCK_FINAL_RANK0.692810-
DOCK_FINAL_RANK1.269190-
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:ALA2831-
DOCK_IFP::A:ALA431-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG501-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY1171-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE2841-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL421-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASN2081-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR691-
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_OVERLAP0.636355-
DOCK_MAX_CLASH_OVERLAP0.636290-
DOCK_MAX_CLASH_OVERLAP0.636325-
DOCK_MAX_CLASH_OVERLAP0.636304-
DOCK_MAX_CLASH_OVERLAP0.636241-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.812737-
DOCK_PRE_RANK0.679581-
DOCK_PRE_RANK-0.300351-
DOCK_PRE_RANK2.308703-
DOCK_PRE_RANK1.257623-
DOCK_PRIMARY_POSE_ID4736-
DOCK_PRIMARY_POSE_ID10152-
DOCK_PRIMARY_POSE_ID658-
DOCK_PRIMARY_POSE_ID5403-
DOCK_PRIMARY_POSE_ID9472-
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_t14-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t01-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY117;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE35;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA90;B:ARG74;B:ASN208;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PRO212;B:PRO213;B:TYR210;B:TYR69;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ASP161;A:CYS168;A:GLY205;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA283;A:ALA43;A:ARG22;A:ARG50;A:ASN20;A:ASP385;A:ASP44;A:ASP47;A:GLU384;A:PHE284;A:SER282;A:THR21;A:THR285;A:VAL42-
DOCK_SCAFFOLDc1ccc2c(Cc3c[nH]c4ccccc34)c[nH]c2c1-
DOCK_SCAFFOLDc1ccc2c(Cc3c[nH]c4ccccc34)c[nH]c2c1-
DOCK_SCAFFOLDc1ccc2c(Cc3c[nH]c4ccccc34)c[nH]c2c1-
DOCK_SCAFFOLDc1ccc2c(Cc3c[nH]c4ccccc34)c[nH]c2c1-
DOCK_SCAFFOLDc1ccc2c(Cc3c[nH]c4ccccc34)c[nH]c2c1-
DOCK_SCORE-31.355700-
DOCK_SCORE-21.570000-
DOCK_SCORE-32.816200-
DOCK_SCORE-20.467300-
DOCK_SCORE-25.157600-
DOCK_SCORE_INTER-21.821500-
DOCK_SCORE_INTER-33.837400-
DOCK_SCORE_INTER-24.153900-
DOCK_SCORE_INTER-32.938400-
DOCK_SCORE_INTER-25.542500-
DOCK_SCORE_INTER_KCAL-5.769062-
DOCK_SCORE_INTER_KCAL-6.100724-
DOCK_SCORE_INTER_KCAL-8.081928-
DOCK_SCORE_INTER_KCAL-7.867205-
DOCK_SCORE_INTER_KCAL-5.211978-
DOCK_SCORE_INTER_NORM-1.471190-
DOCK_SCORE_INTER_NORM-1.110540-
DOCK_SCORE_INTER_NORM-1.050170-
DOCK_SCORE_INTER_NORM-0.948762-
DOCK_SCORE_INTER_NORM-1.432110-
DOCK_SCORE_INTRA0.384930-
DOCK_SCORE_INTRA1.334510-
DOCK_SCORE_INTRA1.021210-
DOCK_SCORE_INTRA1.582730-
DOCK_SCORE_INTRA2.583960-
DOCK_SCORE_INTRA_KCAL0.617169-
DOCK_SCORE_INTRA_KCAL0.091939-
DOCK_SCORE_INTRA_KCAL0.243912-
DOCK_SCORE_INTRA_KCAL0.378029-
DOCK_SCORE_INTRA_KCAL0.318742-
DOCK_SCORE_INTRA_NORM0.044400-
DOCK_SCORE_INTRA_NORM0.112346-
DOCK_SCORE_INTRA_NORM0.068814-
DOCK_SCORE_INTRA_NORM0.058022-
DOCK_SCORE_INTRA_NORM0.016736-
DOCK_SCORE_KCAL-7.838018-
DOCK_SCORE_KCAL-6.008792-
DOCK_SCORE_KCAL-5.151908-
DOCK_SCORE_KCAL-7.489184-
DOCK_SCORE_KCAL-4.888533-
DOCK_SCORE_NORM-1.363290-
DOCK_SCORE_NORM-0.937825-
DOCK_SCORE_NORM-1.093810-
DOCK_SCORE_NORM-1.426790-
DOCK_SCORE_NORM-0.889884-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.019698-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000856-
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_FILET07_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_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H16Cl2N3+-
DOCK_SOURCE_FORMULAC18H16Cl2N3+-
DOCK_SOURCE_FORMULAC18H16Cl2N3+-
DOCK_SOURCE_FORMULAC18H16Cl2N3+-
DOCK_SOURCE_FORMULAC18H16Cl2N3+-
DOCK_SOURCE_HBA0.000000-
DOCK_SOURCE_HBA0.000000-
DOCK_SOURCE_HBA0.000000-
DOCK_SOURCE_HBA0.000000-
DOCK_SOURCE_HBA0.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_LOGP4.329800-
DOCK_SOURCE_LOGP4.329800-
DOCK_SOURCE_LOGP4.329800-
DOCK_SOURCE_LOGP4.329800-
DOCK_SOURCE_LOGP4.329800-
DOCK_SOURCE_MW345.253000-
DOCK_SOURCE_MW345.253000-
DOCK_SOURCE_MW345.253000-
DOCK_SOURCE_MW345.253000-
DOCK_SOURCE_MW345.253000-
DOCK_SOURCE_NAMEOHD_ACDS_25-
DOCK_SOURCE_NAMEOHD_ACDS_25-
DOCK_SOURCE_NAMEOHD_ACDS_25-
DOCK_SOURCE_NAMEOHD_ACDS_25-
DOCK_SOURCE_NAMEOHD_ACDS_25-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA59.220000-
DOCK_SOURCE_TPSA59.220000-
DOCK_SOURCE_TPSA59.220000-
DOCK_SOURCE_TPSA59.220000-
DOCK_SOURCE_TPSA59.220000-
DOCK_STRAIN_DELTA8.891566-
DOCK_STRAIN_DELTA8.887700-
DOCK_STRAIN_DELTA8.920587-
DOCK_STRAIN_DELTA6.703448-
DOCK_STRAIN_DELTA7.619920-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT08-
DOCK_TARGETT01-
DOCK_TARGETT07-
DOCK_TARGETT15-
DOCK_TARGETT14-
EXACT_MASS344.07157929209Da
FORMULAC18H16Cl2N3+-
HBA0-
HBD3-
LOGP4.329800000000001-
MOL_WEIGHT345.2530000000001g/mol
QED_SCORE0.4950501155889598-
ROTATABLE_BONDS3-
TPSA59.22A^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
 -0.2870957527735501 -32.8162 13 0.68 - Best pose
T08 T08 selection_import_t08 1
native pose available
 0.692809738121724 -31.3557 15 0.79 - Best pose
T15 T15 selection_import_t15 1
native pose available
 0.8249783486502428 -21.57 9 0.69 - Best pose
T01 T01 selection_import_t01 1
native pose available
 1.2691902380682223 -25.1576 16 0.76 - Best pose
T14 T14 selection_import_t14 1
native pose available
 2.3219346743576095 -20.4673 4 0.27 - 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
673 -0.2870957527735501 -1.47119 -32.8162 5 13 13 0.68 0.33 0.60 0.60 - no geometry warning; 6 clashes; 2 protein contact clashes 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
662 0.692809738121724 -1.43211 -31.3557 4 15 15 0.79 0.17 0.40 0.40 - no geometry warning; 7 clashes; 1 protein clash; 1 cofactor-context clash 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
666 0.8249783486502428 -1.05017 -21.57 5 13 9 0.69 - - - - no geometry warning; 6 clashes; 7 protein contact clashes 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
658 1.2691902380682223 -1.11054 -25.1576 3 16 16 0.76 0.20 0.20 0.20 - no geometry warning; 7 clashes; 1 protein clash; 1 severe cofactor-context clash 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
664 2.3219346743576095 -0.948762 -20.4673 6 14 4 0.27 0.00 0.00 0.00 - no geometry warning; 7 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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