FAIRMol

OHD_TC1_72

ID 14

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: Clc1cc(Br)ccc1-c1ccc(C[NH2+]CC2CC[NH2+]CC2)o1

Formula: C17H22BrClN2O+2 | MW: 385.7330000000002

LogP: 2.399300000000002 | TPSA: 46.36

HBA/HBD: 1/2 | RotB: 5

InChIKey: VFFXYVJKHGENTG-UHFFFAOYSA-P

Recognized patterns

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

Bio motif

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

Functional group

Bromine Chlorine

Ring system

Benzene Furan Pipecolinyl ring

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.089940-
DOCK_BASE_INTER_RANK-1.097440-
DOCK_BASE_INTER_RANK-1.202270-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID1-
DOCK_FINAL_RANK0.322253-
DOCK_FINAL_RANK0.003887-
DOCK_FINAL_RANK-0.346457-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL91-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.686035-
DOCK_MAX_CLASH_OVERLAP0.615188-
DOCK_MAX_CLASH_OVERLAP0.615195-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK-0.369017-
DOCK_PRE_RANK0.303236-
DOCK_PRE_RANK-0.015657-
DOCK_PRIMARY_POSE_ID104-
DOCK_PRIMARY_POSE_ID2080-
DOCK_PRIMARY_POSE_ID3462-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t04-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:SER227;A:TYR191;A:TYR194;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE35;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_SCAFFOLDc1ccc(-c2ccc(C[NH2+]CC3CC[NH2+]CC3)o2)cc1-
DOCK_SCAFFOLDc1ccc(-c2ccc(C[NH2+]CC3CC[NH2+]CC3)o2)cc1-
DOCK_SCAFFOLDc1ccc(-c2ccc(C[NH2+]CC3CC[NH2+]CC3)o2)cc1-
DOCK_SCORE-25.426100-
DOCK_SCORE-25.327400-
DOCK_SCORE-22.504300-
DOCK_SCORE_INTER-24.143800-
DOCK_SCORE_INTER-26.449800-
DOCK_SCORE_INTER-23.978700-
DOCK_SCORE_INTER_KCAL-5.727217-
DOCK_SCORE_INTER_KCAL-5.766650-
DOCK_SCORE_INTER_KCAL-6.317429-
DOCK_SCORE_INTER_NORM-1.089940-
DOCK_SCORE_INTER_NORM-1.202270-
DOCK_SCORE_INTER_NORM-1.097440-
DOCK_SCORE_INTRA1.474440-
DOCK_SCORE_INTRA1.122440-
DOCK_SCORE_INTRA-1.282300-
DOCK_SCORE_INTRA_KCAL-0.306272-
DOCK_SCORE_INTRA_KCAL0.268090-
DOCK_SCORE_INTRA_KCAL0.352164-
DOCK_SCORE_INTRA_NORM0.067020-
DOCK_SCORE_INTRA_NORM-0.058286-
DOCK_SCORE_INTRA_NORM0.051020-
DOCK_SCORE_KCAL-6.072922-
DOCK_SCORE_KCAL-6.049348-
DOCK_SCORE_KCAL-5.375062-
DOCK_SCORE_NORM-1.022920-
DOCK_SCORE_NORM-1.155730-
DOCK_SCORE_NORM-1.151250-
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_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_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H22BrClN2O+2-
DOCK_SOURCE_FORMULAC17H22BrClN2O+2-
DOCK_SOURCE_FORMULAC17H22BrClN2O+2-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_LOGP2.399300-
DOCK_SOURCE_LOGP2.399300-
DOCK_SOURCE_LOGP2.399300-
DOCK_SOURCE_MW385.733000-
DOCK_SOURCE_MW385.733000-
DOCK_SOURCE_MW385.733000-
DOCK_SOURCE_NAMEOHD_TC1_72-
DOCK_SOURCE_NAMEOHD_TC1_72-
DOCK_SOURCE_NAMEOHD_TC1_72-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA46.360000-
DOCK_SOURCE_TPSA46.360000-
DOCK_SOURCE_TPSA46.360000-
DOCK_STRAIN_DELTA15.049535-
DOCK_STRAIN_DELTA15.532162-
DOCK_STRAIN_DELTA18.115425-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT06-
DOCK_TARGETT04-
DOCK_TARGETT01-
EXACT_MASS384.0593059441799Da
FORMULAC17H22BrClN2O+2-
HBA1-
HBD2-
LOGP2.399300000000002-
MOL_WEIGHT385.7330000000002g/mol
QED_SCORE0.8155232821691986-
ROTATABLE_BONDS5-
TPSA46.36A^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
T04 T04 selection_import_t04 1
native pose available
 -0.34645720861316504 -22.5043 12 0.63 - Best pose
T06 T06 selection_import_t06 1
native pose available
 0.0038865804275509605 -25.4261 16 0.76 - Best pose
T01 T01 selection_import_t01 1
native pose available
 0.3222527816093906 -25.3274 16 0.76 - Best pose
T04 — T04 1 poses · report selection_import_t04
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
47 -0.34645720861316504 -1.08994 -22.5043 2 12 12 0.63 0.17 0.20 0.20 - no geometry warning; 6 clashes; 1 severe cofactor-context clash Open pose
T06 — T06 1 poses · report selection_import_t06
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
76 0.0038865804275509605 -1.09744 -25.4261 0 18 16 0.76 0.00 0.00 0.00 - no geometry warning; 7 clashes; 2 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
104 0.3222527816093906 -1.20227 -25.3274 3 16 16 0.76 0.00 0.00 0.00 - no geometry warning; 7 clashes; 4 protein contact clashes; 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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