FAIRMol

OHD_MAC_71

ID 3333

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

SMILES: Fc1ccc(Nc2ncnc3c(N/N=C/c4cccc(Cl)c4)ncnc23)cc1

Formula: C19H13ClFN7 | MW: 393.8130000000001

LogP: 4.401900000000001 | TPSA: 87.98

HBA/HBD: 7/2 | RotB: 5

InChIKey: PMPKJKLZNBWOAH-JQAMDZJQSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern P-gp efflux flag Clear highlight

Bio motif

ATP mimic pyrimidine ×2 H-bond acceptor N ×5 H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Secondary amine Chlorine Fluorine Imine

Ring system

Benzene ×2 Pyrimidine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.968856-
DOCK_BASE_INTER_RANK-1.153870-
DOCK_BASE_INTER_RANK-1.047000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID9-
DOCK_FINAL_RANK1.851352-
DOCK_FINAL_RANK3.292561-
DOCK_FINAL_RANK3.872327-
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:ALA1111-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1961-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER1951-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLN4391-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL3621-
DOCK_IFP::C:VAL551-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.679417-
DOCK_MAX_CLASH_OVERLAP0.676923-
DOCK_MAX_CLASH_OVERLAP0.676883-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.837439-
DOCK_PRE_RANK3.847279-
DOCK_PRE_RANK3.257903-
DOCK_PRIMARY_POSE_ID5799-
DOCK_PRIMARY_POSE_ID12517-
DOCK_PRIMARY_POSE_ID8482-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t19-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PHE196;A:PRO275;A:SER195;A:SER200;A:TYR331;A:TYR389-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE56;B:PRO50;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49-
DOCK_RESIDUE_CONTACTSC:ALA363;C:ALA365;C:ARG287;C:CYS57;C:GLN439;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL362;C:VAL55-
DOCK_SCAFFOLDC(=NNc1ncnc2c(Nc3ccccc3)ncnc12)c1ccccc1-
DOCK_SCAFFOLDC(=NNc1ncnc2c(Nc3ccccc3)ncnc12)c1ccccc1-
DOCK_SCAFFOLDC(=NNc1ncnc2c(Nc3ccccc3)ncnc12)c1ccccc1-
DOCK_SCORE-32.791800-
DOCK_SCORE-26.656100-
DOCK_SCORE-28.476500-
DOCK_SCORE_INTER-27.128000-
DOCK_SCORE_INTER-29.315900-
DOCK_SCORE_INTER-32.308300-
DOCK_SCORE_INTER_KCAL-7.001985-
DOCK_SCORE_INTER_KCAL-6.479414-
DOCK_SCORE_INTER_KCAL-7.716708-
DOCK_SCORE_INTER_NORM-1.153870-
DOCK_SCORE_INTER_NORM-0.968856-
DOCK_SCORE_INTER_NORM-1.047000-
DOCK_SCORE_INTRA0.471843-
DOCK_SCORE_INTRA-0.523789-
DOCK_SCORE_INTRA0.839398-
DOCK_SCORE_INTRA_KCAL-0.125105-
DOCK_SCORE_INTRA_KCAL0.200487-
DOCK_SCORE_INTRA_KCAL0.112698-
DOCK_SCORE_INTRA_NORM0.029979-
DOCK_SCORE_INTRA_NORM-0.018707-
DOCK_SCORE_INTRA_NORM0.016851-
DOCK_SCORE_KCAL-6.366703-
DOCK_SCORE_KCAL-7.832190-
DOCK_SCORE_KCAL-6.801498-
DOCK_SCORE_NORM-1.017020-
DOCK_SCORE_NORM-1.171140-
DOCK_SCORE_NORM-0.952004-
DOCK_SCORE_RESTR0.040204-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.001436-
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_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H13ClFN7-
DOCK_SOURCE_FORMULAC19H13ClFN7-
DOCK_SOURCE_FORMULAC19H13ClFN7-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP4.401900-
DOCK_SOURCE_LOGP4.401900-
DOCK_SOURCE_LOGP4.401900-
DOCK_SOURCE_MW393.813000-
DOCK_SOURCE_MW393.813000-
DOCK_SOURCE_MW393.813000-
DOCK_SOURCE_NAMEOHD_MAC_71-
DOCK_SOURCE_NAMEOHD_MAC_71-
DOCK_SOURCE_NAMEOHD_MAC_71-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA87.980000-
DOCK_SOURCE_TPSA87.980000-
DOCK_SOURCE_TPSA87.980000-
DOCK_STRAIN_DELTA20.058010-
DOCK_STRAIN_DELTA26.493080-
DOCK_STRAIN_DELTA9.720596-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT19-
DOCK_TARGETT13-
DOCK_TARGETT09-
EXACT_MASS393.0904993160001Da
FORMULAC19H13ClFN7-
HBA7-
HBD2-
LOGP4.401900000000001-
MOL_WEIGHT393.8130000000001g/mol
QED_SCORE0.3856584402331741-
ROTATABLE_BONDS5-
TPSA87.98A^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
T19 T19 selection_import_t19 1
native pose available
 1.8513521835236584 -32.7918 7 0.26 - Best pose
T09 T09 selection_import_t09 1
native pose available
 3.2925608138373352 -26.6561 10 0.48 - Best pose
T13 T13 selection_import_t13 1
native pose available
 3.872326862993993 -28.4765 16 0.84 - Best pose
T19 — T19 1 poses · report selection_import_t19
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
316 1.8513521835236584 -1.15387 -32.7918 7 20 7 0.26 0.08 0.20 0.25 - no geometry warning; 14 clashes; 9 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
381 3.2925608138373352 -0.968856 -26.6561 3 14 10 0.48 0.00 0.00 0.00 - no geometry warning; 12 clashes; 2 protein clashes; moderate strain Δ 26.5 Open pose
T13 — T13 1 poses · report selection_import_t13
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
352 3.872326862993993 -1.047 -28.4765 10 21 16 0.84 0.56 0.57 0.57 - no geometry warning; 14 clashes; 2 protein clashes; moderate strain Δ 20.1 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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