FAIRMol

OHD_TB2021_63

ID 565

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

SMILES: NC(=[NH2+])c1ccc(OCCCCCOc2ccc(C(=[NH2+])Nc3ccc(-c4ccccc4)cc3)cc2)cc1

Formula: C31H34N4O2+2 | MW: 494.6390000000001

LogP: 3.0639000000000003 | TPSA: 107.69000000000001

HBA/HBD: 2/4 | RotB: 12

InChIKey: BSKYQBDOHIUVKH-UHFFFAOYSA-P

Recognized patterns

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

Bio motif

Biphenyl H-bond acceptor O ×2 H-bond donor ×4 Gatekeeper aromatic ×4 Ionizable base ×4 Metal chelator ×2 Lipinski HMW fragment

Functional group

Primary amine Secondary amine Aryl ether ×2 Ether ×2

Ring system

Benzene ×4

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.710959-
DOCK_BASE_INTER_RANK-0.908225-
DOCK_BASE_INTER_RANK-0.647420-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CLASH_COUNT20.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK3.328291-
DOCK_FINAL_RANK4.892845-
DOCK_FINAL_RANK5.549861-
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:ALA2841-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA3631-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ARG921-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP3301-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1571-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:HIS4281-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE3781-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS901-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1351-
DOCK_IFP::A:PHE1801-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.621924-
DOCK_MAX_CLASH_OVERLAP0.696961-
DOCK_MAX_CLASH_OVERLAP0.621975-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.273957-
DOCK_PRE_RANK4.834828-
DOCK_PRE_RANK5.491623-
DOCK_PRIMARY_POSE_ID72-
DOCK_PRIMARY_POSE_ID1420-
DOCK_PRIMARY_POSE_ID10907-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t17-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE135;A:PHE180;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG92;A:ARG97;A:GLY157;A:LEU94;A:LYS57;A:LYS90;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO93;A:TYR162;A:VAL156;A:VAL30;A:VAL31-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ALA363;A:ARG287;A:ARG331;A:ASP330;A:CYS375;A:GLY197;A:GLY229;A:GLY286;A:GLY376;A:HIS359;A:HIS428;A:ILE199;A:ILE378;A:LEU332;A:MET333;A:PHE198;A:SER200;A:SER364;A:THR374;A:VAL362-
DOCK_SCAFFOLD[NH2+]=C(Nc1ccc(-c2ccccc2)cc1)c1ccc(OCCCCCOc2ccccc2)cc1-
DOCK_SCAFFOLD[NH2+]=C(Nc1ccc(-c2ccccc2)cc1)c1ccc(OCCCCCOc2ccccc2)cc1-
DOCK_SCAFFOLD[NH2+]=C(Nc1ccc(-c2ccccc2)cc1)c1ccc(OCCCCCOc2ccccc2)cc1-
DOCK_SCORE-18.797400-
DOCK_SCORE-23.808900-
DOCK_SCORE-17.283400-
DOCK_SCORE_INTER-26.305500-
DOCK_SCORE_INTER-33.604300-
DOCK_SCORE_INTER-23.954500-
DOCK_SCORE_INTER_KCAL-6.282963-
DOCK_SCORE_INTER_KCAL-8.026253-
DOCK_SCORE_INTER_KCAL-5.721437-
DOCK_SCORE_INTER_NORM-0.710959-
DOCK_SCORE_INTER_NORM-0.908225-
DOCK_SCORE_INTER_NORM-0.647420-
DOCK_SCORE_INTRA7.508040-
DOCK_SCORE_INTRA9.795390-
DOCK_SCORE_INTRA6.671140-
DOCK_SCORE_INTRA_KCAL1.793265-
DOCK_SCORE_INTRA_KCAL2.339590-
DOCK_SCORE_INTRA_KCAL1.593375-
DOCK_SCORE_INTRA_NORM0.202920-
DOCK_SCORE_INTRA_NORM0.264740-
DOCK_SCORE_INTRA_NORM0.180301-
DOCK_SCORE_KCAL-4.489684-
DOCK_SCORE_KCAL-5.686661-
DOCK_SCORE_KCAL-4.128071-
DOCK_SCORE_NORM-0.508039-
DOCK_SCORE_NORM-0.643485-
DOCK_SCORE_NORM-0.467118-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC31H34N4O2+2-
DOCK_SOURCE_FORMULAC31H34N4O2+2-
DOCK_SOURCE_FORMULAC31H34N4O2+2-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_LOGP3.063900-
DOCK_SOURCE_LOGP3.063900-
DOCK_SOURCE_LOGP3.063900-
DOCK_SOURCE_MW494.639000-
DOCK_SOURCE_MW494.639000-
DOCK_SOURCE_MW494.639000-
DOCK_SOURCE_NAMEOHD_TB2021_63-
DOCK_SOURCE_NAMEOHD_TB2021_63-
DOCK_SOURCE_NAMEOHD_TB2021_63-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA107.690000-
DOCK_SOURCE_TPSA107.690000-
DOCK_SOURCE_TPSA107.690000-
DOCK_STRAIN_DELTA36.856236-
DOCK_STRAIN_DELTA38.565105-
DOCK_STRAIN_DELTA38.666200-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT03-
DOCK_TARGETT17-
EXACT_MASS494.26707916818003Da
FORMULAC31H34N4O2+2-
HBA2-
HBD4-
LOGP3.0639000000000003-
MOL_WEIGHT494.6390000000001g/mol
QED_SCORE0.13791824324722762-
ROTATABLE_BONDS12-
TPSA107.69000000000001A^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
T01 T01 selection_import_t01 1
native pose available
 3.32829075269889 -18.7974 17 0.81 - Best pose
T03 T03 selection_import_t03 1
native pose available
 4.892844926649685 -23.8089 12 0.60 - Best pose
T17 T17 selection_import_t17 1
native pose available
 5.549861096531534 -17.2834 7 0.58 - Best 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
72 3.32829075269889 -0.710959 -18.7974 6 23 17 0.81 0.20 0.20 0.20 - no geometry warning; 17 clashes; 1 protein clash; high strain Δ 36.9 Open pose
T03 — T03 1 poses · report selection_import_t03
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
65 4.892844926649685 -0.908225 -23.8089 10 17 12 0.60 0.57 0.80 0.80 - no geometry warning; 19 clashes; 2 protein clashes; high strain Δ 38.6 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
64 5.549861096531534 -0.64742 -17.2834 7 21 7 0.58 0.00 0.00 1.00 - no geometry warning; 20 clashes; 3 protein clashes; high strain Δ 38.7 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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