FAIRMol

OHD_TB2020_35

ID 40

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

SMILES: CCn1c(Cc2ccc(OC)cc2Cl)cn(Cc2nc3nc(F)ccc3[nH]2)c1=O

Formula: C20H19ClFN5O2 | MW: 415.85600000000017

LogP: 3.3812000000000024 | TPSA: 77.73

HBA/HBD: 4/1 | RotB: 6

InChIKey: GRKXVCGXOJBBBY-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

H-bond acceptor N ×5 H-bond acceptor O ×2 H-bond donor Gatekeeper aromatic

Functional group

Chlorine Fluorine Aryl ether Ether

Ring system

Benzene Pyridine Imidazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.897149-
DOCK_BASE_INTER_RANK-0.955789-
DOCK_BASE_INTER_RANK-0.897655-
DOCK_BASE_INTER_RANK-0.839896-
DOCK_BASE_INTER_RANK-0.669129-
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_COUNT8.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT9.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK0.639930-
DOCK_FINAL_RANK0.897806-
DOCK_FINAL_RANK0.723964-
DOCK_FINAL_RANK1.246056-
DOCK_FINAL_RANK4.638617-
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:ALA101-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY391-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER2181-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR711-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL91-
DOCK_IFP::D:ARG2871-
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_OVERLAP0.690080-
DOCK_MAX_CLASH_OVERLAP0.695751-
DOCK_MAX_CLASH_OVERLAP0.690124-
DOCK_MAX_CLASH_OVERLAP0.690007-
DOCK_MAX_CLASH_OVERLAP0.695686-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.607145-
DOCK_PRE_RANK0.861031-
DOCK_PRE_RANK0.687414-
DOCK_PRE_RANK1.199005-
DOCK_PRE_RANK4.608461-
DOCK_PRIMARY_POSE_ID67-
DOCK_PRIMARY_POSE_ID2066-
DOCK_PRIMARY_POSE_ID3436-
DOCK_PRIMARY_POSE_ID6821-
DOCK_PRIMARY_POSE_ID12934-
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_t01-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:SER111;A:TYR191;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:THR184;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:GLN124;A:GLY39;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:SER218;A:THR71;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:LYS410;A:PHE396;A:PRO398;A:SER394;A:SER395;A:THR397-
DOCK_SCAFFOLDO=c1[nH]c(Cc2ccccc2)cn1Cc1nc2ncccc2[nH]1-
DOCK_SCAFFOLDO=c1[nH]c(Cc2ccccc2)cn1Cc1nc2cccnc2[nH]1-
DOCK_SCAFFOLDO=c1[nH]c(Cc2ccccc2)cn1Cc1nc2ncccc2[nH]1-
DOCK_SCAFFOLDO=c1[nH]c(Cc2ccccc2)cn1Cc1nc2ncccc2[nH]1-
DOCK_SCAFFOLDO=c1[nH]c(Cc2ccccc2)cn1Cc1nc2cccnc2[nH]1-
DOCK_SCORE-27.213000-
DOCK_SCORE-26.188900-
DOCK_SCORE-23.078500-
DOCK_SCORE-23.065100-
DOCK_SCORE-18.440200-
DOCK_SCORE_INTER-26.017300-
DOCK_SCORE_INTER-27.717900-
DOCK_SCORE_INTER-26.032000-
DOCK_SCORE_INTER-24.357000-
DOCK_SCORE_INTER-19.404700-
DOCK_SCORE_INTER_KCAL-6.214128-
DOCK_SCORE_INTER_KCAL-6.620310-
DOCK_SCORE_INTER_KCAL-6.217639-
DOCK_SCORE_INTER_KCAL-5.817572-
DOCK_SCORE_INTER_KCAL-4.634735-
DOCK_SCORE_INTER_NORM-0.897149-
DOCK_SCORE_INTER_NORM-0.955789-
DOCK_SCORE_INTER_NORM-0.897655-
DOCK_SCORE_INTER_NORM-0.839896-
DOCK_SCORE_INTER_NORM-0.669129-
DOCK_SCORE_INTRA-1.195670-
DOCK_SCORE_INTRA1.528960-
DOCK_SCORE_INTRA2.953520-
DOCK_SCORE_INTRA1.291850-
DOCK_SCORE_INTRA0.964583-
DOCK_SCORE_INTRA_KCAL-0.285581-
DOCK_SCORE_INTRA_KCAL0.365186-
DOCK_SCORE_INTRA_KCAL0.705436-
DOCK_SCORE_INTRA_KCAL0.308553-
DOCK_SCORE_INTRA_KCAL0.230387-
DOCK_SCORE_INTRA_NORM-0.041230-
DOCK_SCORE_INTRA_NORM0.052723-
DOCK_SCORE_INTRA_NORM0.101846-
DOCK_SCORE_INTRA_NORM0.044546-
DOCK_SCORE_INTRA_NORM0.033261-
DOCK_SCORE_KCAL-6.499716-
DOCK_SCORE_KCAL-6.255114-
DOCK_SCORE_KCAL-5.512207-
DOCK_SCORE_KCAL-5.509007-
DOCK_SCORE_KCAL-4.404368-
DOCK_SCORE_NORM-0.938379-
DOCK_SCORE_NORM-0.903066-
DOCK_SCORE_NORM-0.795809-
DOCK_SCORE_NORM-0.795350-
DOCK_SCORE_NORM-0.635868-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H19ClFN5O2-
DOCK_SOURCE_FORMULAC20H19ClFN5O2-
DOCK_SOURCE_FORMULAC20H19ClFN5O2-
DOCK_SOURCE_FORMULAC20H19ClFN5O2-
DOCK_SOURCE_FORMULAC20H19ClFN5O2-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP3.381200-
DOCK_SOURCE_LOGP3.381200-
DOCK_SOURCE_LOGP3.381200-
DOCK_SOURCE_LOGP3.381200-
DOCK_SOURCE_LOGP3.381200-
DOCK_SOURCE_MW415.856000-
DOCK_SOURCE_MW415.856000-
DOCK_SOURCE_MW415.856000-
DOCK_SOURCE_MW415.856000-
DOCK_SOURCE_MW415.856000-
DOCK_SOURCE_NAMEOHD_TB2020_35-
DOCK_SOURCE_NAMEOHD_TB2020_35-
DOCK_SOURCE_NAMEOHD_TB2020_35-
DOCK_SOURCE_NAMEOHD_TB2020_35-
DOCK_SOURCE_NAMEOHD_TB2020_35-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA77.730000-
DOCK_SOURCE_TPSA77.730000-
DOCK_SOURCE_TPSA77.730000-
DOCK_SOURCE_TPSA77.730000-
DOCK_SOURCE_TPSA77.730000-
DOCK_STRAIN_DELTA25.342256-
DOCK_STRAIN_DELTA27.748494-
DOCK_STRAIN_DELTA27.617077-
DOCK_STRAIN_DELTA33.304945-
DOCK_STRAIN_DELTA23.652229-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT04-
DOCK_TARGETT06-
DOCK_TARGETT11-
DOCK_TARGETT20-
EXACT_MASS415.12113074800004Da
FORMULAC20H19ClFN5O2-
HBA4-
HBD1-
LOGP3.3812000000000024-
MOL_WEIGHT415.85600000000017g/mol
QED_SCORE0.48958240270922115-
ROTATABLE_BONDS6-
TPSA77.73A^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
 0.639930200885836 -27.213 17 0.81 - Best pose
T06 T06 selection_import_t06 1
native pose available
 0.7239642042033002 -23.0785 14 0.67 - Best pose
T04 T04 selection_import_t04 1
native pose available
 0.8978064917464793 -26.1889 13 0.68 - Best pose
T11 T11 selection_import_t11 1
native pose available
 1.2460564241284993 -23.0651 12 0.67 - Best pose
T20 T20 selection_import_t20 1
native pose available
 4.638616872500226 -18.4402 7 0.88 - 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
67 0.639930200885836 -0.897149 -27.213 2 18 17 0.81 0.20 0.20 0.20 - no geometry warning; 8 clashes; 3 protein contact clashes; 1 cofactor-context clash; moderate strain Δ 25.3 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
50 0.7239642042033002 -0.897655 -23.0785 0 16 14 0.67 0.00 0.00 0.00 - no geometry warning; 10 clashes; 3 protein contact clashes; 1 cofactor-context clash; moderate strain Δ 27.6 Open pose
T04 — T04 1 poses · report selection_import_t04
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
33 0.8978064917464793 -0.955789 -26.1889 2 13 13 0.68 0.17 0.20 0.20 - no geometry warning; 10 clashes; 4 protein contact clashes; 2 cofactor-context clashes; moderate strain Δ 27.7 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
47 1.2460564241284993 -0.839896 -23.0651 4 18 12 0.67 0.20 0.20 0.25 - no geometry warning; 9 clashes; 6 protein contact clashes; high strain Δ 33.3 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
55 4.638616872500226 -0.669129 -18.4402 7 9 7 0.88 0.00 0.00 0.00 - no geometry warning; 7 clashes; 3 protein clashes; moderate strain Δ 23.7 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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