FAIRMol

OHD_Leishmania_272

ID 3419

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (4)
2D structure

SMILES: NNc1nc(-c2ccc(Cl)cc2)nc2ccccc12

Formula: C14H11ClN4 | MW: 270.723

LogP: 3.235800000000001 | TPSA: 63.83

HBA/HBD: 4/2 | RotB: 2

InChIKey: AKPFAEYRQVYVAK-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

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

Functional group

Chlorine Hydrazine

Ring system

Benzene ×2 Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.181040-
DOCK_BASE_INTER_RANK-1.160010-
DOCK_BASE_INTER_RANK-1.422190-
DOCK_BASE_INTER_RANK-1.423610-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID14-
DOCK_FINAL_RANK2.270148-
DOCK_FINAL_RANK2.607084-
DOCK_FINAL_RANK3.231999-
DOCK_FINAL_RANK2.586864-
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_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PRO3381-
DOCK_IFP::A:PRO3381-
DOCK_IFP::A:THR1171-
DOCK_IFP::A:THR1171-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR741-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IFP::A:VAL3361-
DOCK_IFP::A:VAL971-
DOCK_IFP::A:VAL971-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.651806-
DOCK_MAX_CLASH_OVERLAP0.651794-
DOCK_MAX_CLASH_OVERLAP0.651799-
DOCK_MAX_CLASH_OVERLAP0.651799-
DOCK_POSE_COUNT2-
DOCK_POSE_COUNT2-
DOCK_PRE_RANK2.567070-
DOCK_PRE_RANK3.211380-
DOCK_PRE_RANK2.248756-
DOCK_PRE_RANK2.587316-
DOCK_PRIMARY_POSE_ID8925-
DOCK_PRIMARY_POSE_ID6138-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t10-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:ILE76;A:LEU101;A:THR117;A:THR74;A:TYR49;A:VAL97-
DOCK_RESIDUE_CONTACTSA:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:MET386;A:PHE383;A:PRO338;A:THR241;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:ILE76;A:LEU101;A:THR117;A:THR74;A:TYR49;A:VAL97-
DOCK_RESIDUE_CONTACTSA:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:MET386;A:PHE383;A:PRO338;A:THR241;A:VAL335;A:VAL336-
DOCK_SCAFFOLDc1ccc(-c2ncc3ccccc3n2)cc1-
DOCK_SCAFFOLDc1ccc(-c2ncc3ccccc3n2)cc1-
DOCK_SCAFFOLDc1ccc(-c2ncc3ccccc3n2)cc1-
DOCK_SCAFFOLDc1ccc(-c2ncc3ccccc3n2)cc1-
DOCK_SCORE-21.293300-
DOCK_SCORE-21.412100-
DOCK_SCORE-26.046300-
DOCK_SCORE-26.036900-
DOCK_SCORE_INTER-27.048600-
DOCK_SCORE_INTER-22.439800-
DOCK_SCORE_INTER-27.021700-
DOCK_SCORE_INTER-22.040300-
DOCK_SCORE_INTER_KCAL-5.359656-
DOCK_SCORE_INTER_KCAL-6.460450-
DOCK_SCORE_INTER_KCAL-6.454025-
DOCK_SCORE_INTER_KCAL-5.264237-
DOCK_SCORE_INTER_NORM-1.422190-
DOCK_SCORE_INTER_NORM-1.423610-
DOCK_SCORE_INTER_NORM-1.160010-
DOCK_SCORE_INTER_NORM-1.181040-
DOCK_SCORE_INTRA1.027690-
DOCK_SCORE_INTRA0.746975-
DOCK_SCORE_INTRA0.984807-
DOCK_SCORE_INTRA1.002300-
DOCK_SCORE_INTRA_KCAL0.245460-
DOCK_SCORE_INTRA_KCAL0.239395-
DOCK_SCORE_INTRA_KCAL0.178412-
DOCK_SCORE_INTRA_KCAL0.235217-
DOCK_SCORE_INTRA_NORM0.054089-
DOCK_SCORE_INTRA_NORM0.039315-
DOCK_SCORE_INTRA_NORM0.051832-
DOCK_SCORE_INTRA_NORM0.052753-
DOCK_SCORE_KCAL-6.221055-
DOCK_SCORE_KCAL-5.114194-
DOCK_SCORE_KCAL-5.085820-
DOCK_SCORE_KCAL-6.218809-
DOCK_SCORE_NORM-1.370360-
DOCK_SCORE_NORM-1.120700-
DOCK_SCORE_NORM-1.370860-
DOCK_SCORE_NORM-1.126950-
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_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_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_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC14H11ClN4-
DOCK_SOURCE_FORMULAC14H11ClN4-
DOCK_SOURCE_FORMULAC14H11ClN4-
DOCK_SOURCE_FORMULAC14H11ClN4-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS19.000000-
DOCK_SOURCE_HEAVY_ATOMS19.000000-
DOCK_SOURCE_HEAVY_ATOMS19.000000-
DOCK_SOURCE_HEAVY_ATOMS19.000000-
DOCK_SOURCE_LOGP3.235800-
DOCK_SOURCE_LOGP3.235800-
DOCK_SOURCE_LOGP3.235800-
DOCK_SOURCE_LOGP3.235800-
DOCK_SOURCE_MW270.723000-
DOCK_SOURCE_MW270.723000-
DOCK_SOURCE_MW270.723000-
DOCK_SOURCE_MW270.723000-
DOCK_SOURCE_NAMEOHD_Leishmania_272-
DOCK_SOURCE_NAMEOHD_Leishmania_272-
DOCK_SOURCE_NAMEOHD_TC2_30-
DOCK_SOURCE_NAMEOHD_TC2_30-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA63.830000-
DOCK_SOURCE_TPSA63.830000-
DOCK_SOURCE_TPSA63.830000-
DOCK_SOURCE_TPSA63.830000-
DOCK_STRAIN_DELTA15.734406-
DOCK_STRAIN_DELTA17.148448-
DOCK_STRAIN_DELTA16.485850-
DOCK_STRAIN_DELTA15.757852-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT14-
DOCK_TARGETT14-
DOCK_TARGETT10-
DOCK_TARGETT10-
EXACT_MASS270.067224032Da
FORMULAC14H11ClN4-
HBA4-
HBD2-
LOGP3.235800000000001-
MOL_WEIGHT270.723g/mol
QED_SCORE0.5542371517375845-
ROTATABLE_BONDS2-
TPSA63.83A^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
T14 T14 selection_import_t14 2
native pose available
 2.2701482001681335 -21.4121 6 0.40 - Best pose
T10 T10 selection_import_t10 2
native pose available
 2.586864424464888 -26.0463 15 0.88 - Best pose
T14 — T14 2 poses · report selection_import_t14
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
23 2.2701482001681335 -1.18104 -21.4121 8 11 6 0.40 0.00 0.20 0.20 - no geometry warning; 10 clashes; 1 protein clash Open pose
117 3.2319988123808354 -1.16001 -21.2933 8 11 6 0.40 0.00 0.20 0.20 - no geometry warning; 10 clashes; 2 protein clashes Open pose
T10 — T10 2 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
13 2.586864424464888 -1.42361 -26.0463 10 17 15 0.88 0.23 0.27 0.55 - no geometry warning; 9 clashes; 2 protein clashes Open pose
42 2.607084060571543 -1.42219 -26.0369 10 17 15 0.88 0.23 0.27 0.55 - no geometry warning; 9 clashes; 2 protein clashes 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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