FAIRMol

OHD_Leishmania_479

ID 175

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

SMILES: O=C(Nc1ccc(Cl)cc1)Nc1cccc(C2=NN(C(=O)c3cccnc3)[C@@H](c3cccnc3)C2)c1

Formula: C27H21ClN6O2 | MW: 496.9580000000002

LogP: 5.765500000000004 | TPSA: 99.58000000000001

HBA/HBD: 5/2 | RotB: 5

InChIKey: QVIBTNUOFJJQGC-RUZDIDTESA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 N-Methyl amide H-bond acceptor N ×4 H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator ×3

Functional group

Carbonyl ×2 Amide ×3 Secondary amine ×2 Lactam Chlorine Urea Imine

Ring system

Benzene ×2 Pyridine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.754924-
DOCK_BASE_INTER_RANK-0.797642-
DOCK_BASE_INTER_RANK-0.639760-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK1.389938-
DOCK_FINAL_RANK3.793210-
DOCK_FINAL_RANK3.880002-
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:ARG291-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:CYS571-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1061-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO3361-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.653084-
DOCK_MAX_CLASH_OVERLAP0.653184-
DOCK_MAX_CLASH_OVERLAP0.653110-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.364096-
DOCK_PRE_RANK3.736754-
DOCK_PRE_RANK3.827083-
DOCK_PRIMARY_POSE_ID39-
DOCK_PRIMARY_POSE_ID6809-
DOCK_PRIMARY_POSE_ID11549-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR137;A:TYR122;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:CYS52;A:CYS57;A:GLU18;A:GLY13;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:PRO336;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_SCAFFOLDO=C(Nc1ccccc1)Nc1cccc(C2=NN(C(=O)c3cccnc3)C(c3cccnc3)C2)c1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)Nc1cccc(C2=NN(C(=O)c3cccnc3)C(c3cccnc3)C2)c1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)Nc1cccc(C2=NN(C(=O)c3cccnc3)C(c3cccnc3)C2)c1-
DOCK_SCORE-24.005700-
DOCK_SCORE-20.345500-
DOCK_SCORE-16.052300-
DOCK_SCORE_INTER-27.177300-
DOCK_SCORE_INTER-28.715100-
DOCK_SCORE_INTER-23.031400-
DOCK_SCORE_INTER_KCAL-6.491189-
DOCK_SCORE_INTER_KCAL-6.858487-
DOCK_SCORE_INTER_KCAL-5.500958-
DOCK_SCORE_INTER_NORM-0.754924-
DOCK_SCORE_INTER_NORM-0.797642-
DOCK_SCORE_INTER_NORM-0.639760-
DOCK_SCORE_INTRA3.171550-
DOCK_SCORE_INTRA8.369640-
DOCK_SCORE_INTRA6.979080-
DOCK_SCORE_INTRA_KCAL0.757512-
DOCK_SCORE_INTRA_KCAL1.999055-
DOCK_SCORE_INTRA_KCAL1.666925-
DOCK_SCORE_INTRA_NORM0.088098-
DOCK_SCORE_INTRA_NORM0.232490-
DOCK_SCORE_INTRA_NORM0.193863-
DOCK_SCORE_KCAL-5.733665-
DOCK_SCORE_KCAL-4.859441-
DOCK_SCORE_KCAL-3.834028-
DOCK_SCORE_NORM-0.666826-
DOCK_SCORE_NORM-0.565152-
DOCK_SCORE_NORM-0.445897-
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_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC27H21ClN6O2-
DOCK_SOURCE_FORMULAC27H21ClN6O2-
DOCK_SOURCE_FORMULAC27H21ClN6O2-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_LOGP5.765500-
DOCK_SOURCE_LOGP5.765500-
DOCK_SOURCE_LOGP5.765500-
DOCK_SOURCE_MW496.958000-
DOCK_SOURCE_MW496.958000-
DOCK_SOURCE_MW496.958000-
DOCK_SOURCE_NAMEOHD_Leishmania_479-
DOCK_SOURCE_NAMEOHD_Leishmania_479-
DOCK_SOURCE_NAMEOHD_Leishmania_479-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA99.580000-
DOCK_SOURCE_TPSA99.580000-
DOCK_SOURCE_TPSA99.580000-
DOCK_STRAIN_DELTA20.649287-
DOCK_STRAIN_DELTA37.846882-
DOCK_STRAIN_DELTA36.185641-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT11-
DOCK_TARGETT18-
EXACT_MASS496.14145159200007Da
FORMULAC27H21ClN6O2-
HBA5-
HBD2-
LOGP5.765500000000004-
MOL_WEIGHT496.9580000000002g/mol
QED_SCORE0.36629770159938263-
ROTATABLE_BONDS5-
TPSA99.58000000000001A^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
 1.389938486693102 -24.0057 13 0.62 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.793209517544306 -20.3455 14 0.78 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.8800022506745635 -16.0523 10 0.77 - 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
39 1.389938486693102 -0.754924 -24.0057 3 17 13 0.62 0.00 0.00 0.00 - no geometry warning; 16 clashes; 2 protein contact clashes; moderate strain Δ 20.6 Open 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
35 3.793209517544306 -0.797642 -20.3455 6 15 14 0.78 0.40 0.40 0.50 - no geometry warning; 16 clashes; 2 protein clashes; high strain Δ 37.8 Open pose
T18 — T18 1 poses · report selection_import_t18
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
28 3.8800022506745635 -0.63976 -16.0523 6 16 10 0.77 - - - - no geometry warning; 15 clashes; 2 protein clashes; high strain Δ 36.2 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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