FAIRMol

OHD_Leishmania_406

ID 1360

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

SMILES: COc1ccc(Oc2ccc([C@@H](C)N(C)c3ncc4c(N)nc(N)nc4n3)cc2)cc1

Formula: C22H23N7O2 | MW: 417.4730000000001

LogP: 3.5825000000000022 | TPSA: 125.3

HBA/HBD: 9/2 | RotB: 6

InChIKey: OWHDETKHTAYSHV-CYBMUJFWSA-N

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

ATP mimic pyrimidine ×2 Hydroquinone H-bond acceptor N ×5 H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base ×2 P-gp efflux flag

Functional group

Primary amine ×2 Tertiary amine Aryl ether ×2 Ether ×2

Ring system

Benzene ×2 Pyrimidine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.999471-
DOCK_BASE_INTER_RANK-0.604859-
DOCK_BASE_INTER_RANK-0.777598-
DOCK_BASE_INTER_RANK-0.959238-
DOCK_BASE_INTER_RANK-0.744851-
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_COUNT16.000000-
DOCK_CLASH_COUNT20.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID7-
DOCK_FINAL_RANK2.998489-
DOCK_FINAL_RANK4.671698-
DOCK_FINAL_RANK1.254331-
DOCK_FINAL_RANK3.173800-
DOCK_FINAL_RANK4.977122-
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:ALA151-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU1381-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU501-
DOCK_IFP::A:GLY1571-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:ILE511-
DOCK_IFP::A:LEU1361-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:MET531-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:PRO991-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:SER891-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:THR741-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP491-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:TYR981-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL871-
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_OVERLAP0.683196-
DOCK_MAX_CLASH_OVERLAP0.683262-
DOCK_MAX_CLASH_OVERLAP0.683810-
DOCK_MAX_CLASH_OVERLAP0.683849-
DOCK_MAX_CLASH_OVERLAP0.683790-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.967966-
DOCK_PRE_RANK4.941703-
DOCK_PRE_RANK3.146807-
DOCK_PRE_RANK4.642346-
DOCK_PRE_RANK1.194381-
DOCK_PRIMARY_POSE_ID3502-
DOCK_PRIMARY_POSE_ID13025-
DOCK_PRIMARY_POSE_ID4091-
DOCK_PRIMARY_POSE_ID1384-
DOCK_PRIMARY_POSE_ID6115-
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_t10-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG14;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:PRO99;A:SER207;A:SER95;A:TRP221;A:TYR174;A:TYR98;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:MET400;A:PHE396;A:PRO398;A:SER395;A:SER464;A:THR397;A:THR463-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:GLU50;A:ILE160;A:ILE47;A:ILE51;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:SER89;A:THR184;A:THR86;A:TRP49;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:GLY157;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:THR180;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLU138;A:GLY73;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:LEU136;A:THR74;A:TYR49-
DOCK_SCAFFOLDc1ccc(Oc2ccc(CNc3ncc4cncnc4n3)cc2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccc(CNc3ncc4cncnc4n3)cc2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccc(CNc3ncc4cncnc4n3)cc2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccc(CNc3ncc4cncnc4n3)cc2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccc(CNc3ncc4cncnc4n3)cc2)cc1-
DOCK_SCORE-21.549600-
DOCK_SCORE-24.999200-
DOCK_SCORE-26.944600-
DOCK_SCORE-21.231800-
DOCK_SCORE-17.051700-
DOCK_SCORE_INTER-30.983600-
DOCK_SCORE_INTER-18.750600-
DOCK_SCORE_INTER-24.105500-
DOCK_SCORE_INTER-29.736400-
DOCK_SCORE_INTER-23.090400-
DOCK_SCORE_INTER_KCAL-4.478506-
DOCK_SCORE_INTER_KCAL-5.757502-
DOCK_SCORE_INTER_KCAL-7.102420-
DOCK_SCORE_INTER_KCAL-5.515050-
DOCK_SCORE_INTER_KCAL-7.400309-
DOCK_SCORE_INTER_NORM-0.999471-
DOCK_SCORE_INTER_NORM-0.744851-
DOCK_SCORE_INTER_NORM-0.959238-
DOCK_SCORE_INTER_NORM-0.604859-
DOCK_SCORE_INTER_NORM-0.777598-
DOCK_SCORE_INTRA2.873770-
DOCK_SCORE_INTRA2.791730-
DOCK_SCORE_INTRA5.984420-
DOCK_SCORE_INTRA1.540820-
DOCK_SCORE_INTRA1.698880-
DOCK_SCORE_INTRA_KCAL0.666794-
DOCK_SCORE_INTRA_KCAL0.686388-
DOCK_SCORE_INTRA_KCAL0.368019-
DOCK_SCORE_INTRA_KCAL0.405771-
DOCK_SCORE_INTRA_KCAL1.429355-
DOCK_SCORE_INTRA_NORM0.049704-
DOCK_SCORE_INTRA_NORM0.054803-
DOCK_SCORE_INTRA_NORM0.090056-
DOCK_SCORE_INTRA_NORM0.193046-
DOCK_SCORE_INTRA_NORM0.092702-
DOCK_SCORE_KCAL-6.435610-
DOCK_SCORE_KCAL-5.071131-
DOCK_SCORE_KCAL-4.072730-
DOCK_SCORE_KCAL-5.147036-
DOCK_SCORE_KCAL-5.970959-
DOCK_SCORE_NORM-0.550056-
DOCK_SCORE_NORM-0.684895-
DOCK_SCORE_NORM-0.695147-
DOCK_SCORE_NORM-0.869182-
DOCK_SCORE_NORM-0.806425-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
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_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_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H23N7O2-
DOCK_SOURCE_FORMULAC22H23N7O2-
DOCK_SOURCE_FORMULAC22H23N7O2-
DOCK_SOURCE_FORMULAC22H23N7O2-
DOCK_SOURCE_FORMULAC22H23N7O2-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP3.582500-
DOCK_SOURCE_LOGP3.582500-
DOCK_SOURCE_LOGP3.582500-
DOCK_SOURCE_LOGP3.582500-
DOCK_SOURCE_LOGP3.582500-
DOCK_SOURCE_MW417.473000-
DOCK_SOURCE_MW417.473000-
DOCK_SOURCE_MW417.473000-
DOCK_SOURCE_MW417.473000-
DOCK_SOURCE_MW417.473000-
DOCK_SOURCE_NAMEOHD_Leishmania_406-
DOCK_SOURCE_NAMEKB_Leish_34-
DOCK_SOURCE_NAMEOHD_Leishmania_406-
DOCK_SOURCE_NAMEKB_Leish_34-
DOCK_SOURCE_NAMEOHD_Leishmania_406-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA125.300000-
DOCK_SOURCE_TPSA125.300000-
DOCK_SOURCE_TPSA125.300000-
DOCK_SOURCE_TPSA125.300000-
DOCK_SOURCE_TPSA125.300000-
DOCK_STRAIN_DELTA23.115959-
DOCK_STRAIN_DELTA26.949373-
DOCK_STRAIN_DELTA23.893794-
DOCK_STRAIN_DELTA39.442607-
DOCK_STRAIN_DELTA21.481760-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT07-
DOCK_TARGETT20-
DOCK_TARGETT06-
DOCK_TARGETT03-
DOCK_TARGETT10-
EXACT_MASS417.19132297600004Da
FORMULAC22H23N7O2-
HBA9-
HBD2-
LOGP3.5825000000000022-
MOL_WEIGHT417.4730000000001g/mol
QED_SCORE0.48389203410019044-
ROTATABLE_BONDS6-
TPSA125.3A^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
 1.2543305135236165 -24.9992 17 0.89 - Best pose
T03 T03 selection_import_t03 1
native pose available
 2.998488538681079 -26.9446 15 0.75 - Best pose
T10 T10 selection_import_t10 1
native pose available
 3.173799700132553 -21.2318 14 0.82 - Best pose
T20 T20 selection_import_t20 1
native pose available
 4.671697709282302 -17.0517 6 0.75 - Best pose
T06 T06 selection_import_t06 1
native pose available
 4.977121587563339 -21.5496 18 0.86 - 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
28 1.2543305135236165 -0.999471 -24.9992 4 17 17 0.89 0.50 0.40 0.40 - no geometry warning; 16 clashes; 3 protein contact clashes; 1 cofactor-context clash; high strain Δ 39.4 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
29 2.998488538681079 -0.959238 -26.9446 8 17 15 0.75 0.86 1.00 1.00 - no geometry warning; 16 clashes; 1 protein clash; moderate strain Δ 23.9 Open pose
T10 — T10 1 poses · report selection_import_t10
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
19 3.173799700132553 -0.777598 -21.2318 9 16 14 0.82 0.38 0.45 0.45 - no geometry warning; 16 clashes; 1 protein clash; moderate strain Δ 21.5 Open pose
T20 — T20 1 poses · report selection_import_t20
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
146 4.671697709282302 -0.604859 -17.0517 5 11 6 0.75 0.50 1.00 1.00 - no geometry warning; 20 clashes; 2 protein clashes; moderate strain Δ 23.1 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
116 4.977121587563339 -0.744851 -21.5496 4 23 18 0.86 0.60 0.50 0.50 - no geometry warning; 17 clashes; 2 protein clashes; moderate strain Δ 26.9 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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