FAIRMol

OHD_TB2022_45

ID 632

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

SMILES: COc1cccc(CNC(=O)c2ccc3nc(N)[nH+]c(N)c3c2)c1

Formula: C17H18N5O2+ | MW: 324.36400000000003

LogP: 1.1519 | TPSA: 117.39999999999999

HBA/HBD: 5/3 | RotB: 4

InChIKey: AUYKXPPEHSPLRZ-UHFFFAOYSA-O

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

ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×2 H-bond acceptor O ×2 H-bond donor ×4 Gatekeeper aromatic ×2 Ionizable base ×2 Metal chelator

Functional group

Carbonyl Amide Primary amine ×2 Secondary amine Aryl ether Ether

Ring system

Benzene ×2 Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.175960-
DOCK_BASE_INTER_RANK-1.235550-
DOCK_BASE_INTER_RANK-1.150080-
DOCK_BASE_INTER_RANK-1.461820-
DOCK_BASE_INTER_RANK-1.493890-
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_COUNT11.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_FINAL_RANK4.129028-
DOCK_FINAL_RANK2.550334-
DOCK_FINAL_RANK1.977315-
DOCK_FINAL_RANK1.873859-
DOCK_FINAL_RANK1.343977-
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:ALA101-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1571-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS2241-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1351-
DOCK_IFP::A:PHE1801-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER951-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1361-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL91-
DOCK_IFP::A:VAL91-
DOCK_IFP::D:ALA2681-
DOCK_IFP::D:HIS2671-
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_OVERLAP0.653655-
DOCK_MAX_CLASH_OVERLAP0.653669-
DOCK_MAX_CLASH_OVERLAP0.653718-
DOCK_MAX_CLASH_OVERLAP0.653679-
DOCK_MAX_CLASH_OVERLAP0.649779-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.109864-
DOCK_PRE_RANK2.526321-
DOCK_PRE_RANK1.952790-
DOCK_PRE_RANK1.846094-
DOCK_PRE_RANK1.326915-
DOCK_PRIMARY_POSE_ID85-
DOCK_PRIMARY_POSE_ID756-
DOCK_PRIMARY_POSE_ID1436-
DOCK_PRIMARY_POSE_ID4132-
DOCK_PRIMARY_POSE_ID4820-
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_t02-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t08-
DOCK_RESIDUE_CONTACTSA:ALA10;A:GLU31;A:ILE61;A:ILE8;A:NAP201;A:PHE135;A:PHE180;A:PHE32;A:PHE35;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:TYR34;A:VAL116;A:VAL136;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:GLY157;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LEU263;A:LYS178;A:LYS224;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206;D:ALA268;D:HIS267-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:ASP161;A:LEU208;A:LYS13;A:LYS178;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TYR174;A:VAL211-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1ccc2nc[nH+]cc2c1-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1ccc2nc[nH+]cc2c1-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1ccc2nc[nH+]cc2c1-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1ccc2nc[nH+]cc2c1-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1ccc2[nH+]cncc2c1-
DOCK_SCORE-28.070400-
DOCK_SCORE-27.670800-
DOCK_SCORE-23.802200-
DOCK_SCORE-32.558000-
DOCK_SCORE-35.705400-
DOCK_SCORE_INTER-28.223100-
DOCK_SCORE_INTER-29.653200-
DOCK_SCORE_INTER-27.602000-
DOCK_SCORE_INTER-35.083800-
DOCK_SCORE_INTER-35.853400-
DOCK_SCORE_INTER_KCAL-6.740975-
DOCK_SCORE_INTER_KCAL-7.082548-
DOCK_SCORE_INTER_KCAL-6.592627-
DOCK_SCORE_INTER_KCAL-8.379625-
DOCK_SCORE_INTER_KCAL-8.563441-
DOCK_SCORE_INTER_NORM-1.175960-
DOCK_SCORE_INTER_NORM-1.235550-
DOCK_SCORE_INTER_NORM-1.150080-
DOCK_SCORE_INTER_NORM-1.461820-
DOCK_SCORE_INTER_NORM-1.493890-
DOCK_SCORE_INTRA0.152692-
DOCK_SCORE_INTRA1.982430-
DOCK_SCORE_INTRA3.799750-
DOCK_SCORE_INTRA2.409350-
DOCK_SCORE_INTRA0.147977-
DOCK_SCORE_INTRA_KCAL0.036470-
DOCK_SCORE_INTRA_KCAL0.473495-
DOCK_SCORE_INTRA_KCAL0.907555-
DOCK_SCORE_INTRA_KCAL0.575464-
DOCK_SCORE_INTRA_KCAL0.035344-
DOCK_SCORE_INTRA_NORM0.006362-
DOCK_SCORE_INTRA_NORM0.082601-
DOCK_SCORE_INTRA_NORM0.158323-
DOCK_SCORE_INTRA_NORM0.100389-
DOCK_SCORE_INTRA_NORM0.006166-
DOCK_SCORE_KCAL-6.704503-
DOCK_SCORE_KCAL-6.609060-
DOCK_SCORE_KCAL-5.685060-
DOCK_SCORE_KCAL-7.776348-
DOCK_SCORE_KCAL-8.528092-
DOCK_SCORE_NORM-1.169600-
DOCK_SCORE_NORM-1.152950-
DOCK_SCORE_NORM-0.991759-
DOCK_SCORE_NORM-1.356580-
DOCK_SCORE_NORM-1.487730-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.116460-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.004853-
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_FILET02_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_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H18N5O2+-
DOCK_SOURCE_FORMULAC17H18N5O2+-
DOCK_SOURCE_FORMULAC17H18N5O2+-
DOCK_SOURCE_FORMULAC17H18N5O2+-
DOCK_SOURCE_FORMULAC17H18N5O2+-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_LOGP1.151900-
DOCK_SOURCE_LOGP1.151900-
DOCK_SOURCE_LOGP1.151900-
DOCK_SOURCE_LOGP1.151900-
DOCK_SOURCE_LOGP1.151900-
DOCK_SOURCE_MW324.364000-
DOCK_SOURCE_MW324.364000-
DOCK_SOURCE_MW324.364000-
DOCK_SOURCE_MW324.364000-
DOCK_SOURCE_MW324.364000-
DOCK_SOURCE_NAMEOHD_TB2022_45-
DOCK_SOURCE_NAMEOHD_TB2022_45-
DOCK_SOURCE_NAMEOHD_TB2022_45-
DOCK_SOURCE_NAMEOHD_TB2022_45-
DOCK_SOURCE_NAMEOHD_TB2022_45-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA117.400000-
DOCK_SOURCE_TPSA117.400000-
DOCK_SOURCE_TPSA117.400000-
DOCK_SOURCE_TPSA117.400000-
DOCK_SOURCE_TPSA117.400000-
DOCK_STRAIN_DELTA15.185672-
DOCK_STRAIN_DELTA19.267366-
DOCK_STRAIN_DELTA19.662027-
DOCK_STRAIN_DELTA22.027345-
DOCK_STRAIN_DELTA13.163494-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT02-
DOCK_TARGETT03-
DOCK_TARGETT07-
DOCK_TARGETT08-
EXACT_MASS324.14550123609Da
FORMULAC17H18N5O2+-
HBA5-
HBD3-
LOGP1.1519-
MOL_WEIGHT324.36400000000003g/mol
QED_SCORE0.6652676166582739-
ROTATABLE_BONDS4-
TPSA117.39999999999999A^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
T08 T08 selection_import_t08 1
native pose available
 1.343976680197265 -35.7054 9 0.47 - Best pose
T07 T07 selection_import_t07 1
native pose available
 1.8738591290193205 -32.558 14 0.74 - Best pose
T03 T03 selection_import_t03 1
native pose available
 1.9773153819126976 -23.8022 15 0.75 - Best pose
T02 T02 selection_import_t02 1
native pose available
 2.5503337489905076 -27.6708 15 0.71 - Best pose
T01 T01 selection_import_t01 1
native pose available
 4.129028141730311 -28.0704 14 0.67 - Best pose
T08 — T08 1 poses · report selection_import_t08
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
79 1.343976680197265 -1.49389 -35.7054 12 12 9 0.47 1.00 1.00 1.00 - no geometry warning; 12 clashes; 1 protein clash; 1 severe cofactor-context clash Open 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
69 1.8738591290193205 -1.46182 -32.558 9 19 14 0.74 0.67 0.60 0.60 - no geometry warning; 11 clashes; 1 protein clash; 2 cofactor-context clashes; moderate strain Δ 22.0 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
81 1.9773153819126976 -1.15008 -23.8022 7 17 15 0.75 0.57 0.80 0.80 - no geometry warning; 9 clashes; 1 protein clash Open pose
T02 — T02 1 poses · report selection_import_t02
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
78 2.5503337489905076 -1.23555 -27.6708 8 17 15 0.71 0.80 0.80 0.80 - no geometry warning; 10 clashes; 2 protein clashes Open 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
85 4.129028141730311 -1.17596 -28.0704 10 18 14 0.67 0.40 0.40 0.40 - no geometry warning; 11 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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