FAIRMol

OHD_TC1_133

ID 3214

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

SMILES: Clc1ccc(-c2cc([C@H](c3ccc(Cl)cc3)n3cc[nH+]c3)c[nH]2)cc1

Formula: C20H16Cl2N3+ | MW: 369.2750000000001

LogP: 5.241800000000003 | TPSA: 34.86

HBA/HBD: -/1 | RotB: 4

InChIKey: SKXFVZOXNMCOSN-FQEVSTJZSA-O

Recognized patterns

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

Bio motif

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

Functional group

Chlorine ×2

Ring system

Benzene ×2 Imidazole Pyrrole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.143120-
DOCK_BASE_INTER_RANK-1.006630-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID11-
DOCK_FINAL_RANK1.484795-
DOCK_FINAL_RANK0.643557-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY391-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO701-
DOCK_IFP::A:THR711-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
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:PHE551-
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_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.610192-
DOCK_MAX_CLASH_OVERLAP0.610230-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.467339-
DOCK_PRE_RANK0.626685-
DOCK_PRIMARY_POSE_ID5490-
DOCK_PRIMARY_POSE_ID6852-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t11-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:PHE55;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_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:GLN124;A:GLU192;A:GLY191;A:GLY39;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:PRO70;A:THR71;A:VAL187;A:VAL188;A:VAL221-
DOCK_SCAFFOLDc1ccc(-c2cc(C(c3ccccc3)n3cc[nH+]c3)c[nH]2)cc1-
DOCK_SCAFFOLDc1ccc(-c2cc(C(c3ccccc3)n3cc[nH+]c3)c[nH]2)cc1-
DOCK_SCORE-26.647400-
DOCK_SCORE-20.555500-
DOCK_SCORE_INTER-28.578100-
DOCK_SCORE_INTER-25.165700-
DOCK_SCORE_INTER_KCAL-6.825765-
DOCK_SCORE_INTER_KCAL-6.010727-
DOCK_SCORE_INTER_NORM-1.143120-
DOCK_SCORE_INTER_NORM-1.006630-
DOCK_SCORE_INTRA1.930670-
DOCK_SCORE_INTRA4.610160-
DOCK_SCORE_INTRA_KCAL0.461133-
DOCK_SCORE_INTRA_KCAL1.101118-
DOCK_SCORE_INTRA_NORM0.077227-
DOCK_SCORE_INTRA_NORM0.184407-
DOCK_SCORE_KCAL-6.364625-
DOCK_SCORE_KCAL-4.909599-
DOCK_SCORE_NORM-1.065900-
DOCK_SCORE_NORM-0.822220-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H16Cl2N3+-
DOCK_SOURCE_FORMULAC20H16Cl2N3+-
DOCK_SOURCE_HBA0.000000-
DOCK_SOURCE_HBA0.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP5.241800-
DOCK_SOURCE_LOGP5.241800-
DOCK_SOURCE_MW369.275000-
DOCK_SOURCE_MW369.275000-
DOCK_SOURCE_NAMEOHD_TC1_133-
DOCK_SOURCE_NAMEOHD_TC1_133-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA34.860000-
DOCK_SOURCE_TPSA34.860000-
DOCK_STRAIN_DELTA13.556115-
DOCK_STRAIN_DELTA12.971091-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT09-
DOCK_TARGETT11-
EXACT_MASS368.07157929209Da
FORMULAC20H16Cl2N3+-
HBA0-
HBD1-
LOGP5.241800000000003-
MOL_WEIGHT369.2750000000001g/mol
QED_SCORE0.5105657520989731-
ROTATABLE_BONDS4-
TPSA34.86A^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
T11 T11 selection_import_t11 1
native pose available
 0.6435567218962782 -20.5555 14 0.78 - Best pose
T09 T09 selection_import_t09 1
native pose available
 1.4847945765118116 -26.6474 19 0.90 - Best pose
T11 — T11 1 poses · report selection_import_t11
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
78 0.6435567218962782 -1.00663 -20.5555 3 20 14 0.78 0.20 0.20 0.25 - no geometry warning; 7 clashes; 5 protein contact clashes 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
72 1.4847945765118116 -1.14312 -26.6474 3 20 19 0.90 0.14 0.17 0.17 - no geometry warning; 9 clashes; 1 protein clash; 1 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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