FAIRMol

Z169788636

ID 1858

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

SMILES: O=C(CCc1nc2ccccc2c(=O)[nH]1)N[C@@H]1CCc2ccccc21

Formula: C20H19N3O2 | MW: 333.3910000000001

LogP: 2.6594000000000007 | TPSA: 74.85

HBA/HBD: 3/2 | RotB: 4

InChIKey: LFKGAPOWIHFKHP-QGZVFWFLSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond donor 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 ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine

Ring system

Benzene ×2 Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.104820-
DOCK_BASE_INTER_RANK-1.100150-
DOCK_BASE_INTER_RANK-1.244340-
DOCK_BASE_INTER_RANK-1.105050-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT9.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID5-
DOCK_FINAL_RANK2.686702-
DOCK_FINAL_RANK4.064891-
DOCK_FINAL_RANK1.826293-
DOCK_FINAL_RANK2.043967-
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:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LYS161-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2301-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE551-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:SER741-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
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_MAX_CLASH_OVERLAP0.641877-
DOCK_MAX_CLASH_OVERLAP0.665316-
DOCK_MAX_CLASH_OVERLAP0.641881-
DOCK_MAX_CLASH_OVERLAP0.617220-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.804528-
DOCK_PRE_RANK2.024162-
DOCK_PRE_RANK4.033745-
DOCK_PRE_RANK2.663050-
DOCK_PRIMARY_POSE_ID5990-
DOCK_PRIMARY_POSE_ID3272-
DOCK_PRIMARY_POSE_ID8028-
DOCK_PRIMARY_POSE_ID2618-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t09-
DOCK_RESIDUE_CONTACTSA:ARG17;A:LEU229;A:LYS16;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR194;A:VAL230-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE55;B:PHE56;B:PRO50;B:THR180;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:TYR194;D:ARG287-
DOCK_SCAFFOLDO=C(CCc1ncc2ccccc2n1)NC1CCc2ccccc21-
DOCK_SCAFFOLDO=C(CCc1nc2ccccc2c(=O)[nH]1)NC1CCc2ccccc21-
DOCK_SCAFFOLDO=C(CCc1nc(=O)c2ccccc2[nH]1)NC1CCc2ccccc21-
DOCK_SCAFFOLDO=C(CCc1nc(=O)c2ccccc2[nH]1)NC1CCc2ccccc21-
DOCK_SCORE-21.397600-
DOCK_SCORE-29.803400-
DOCK_SCORE-26.069300-
DOCK_SCORE-21.906900-
DOCK_SCORE_INTER-27.620400-
DOCK_SCORE_INTER-27.626100-
DOCK_SCORE_INTER-27.503800-
DOCK_SCORE_INTER-31.108600-
DOCK_SCORE_INTER_KCAL-6.598383-
DOCK_SCORE_INTER_KCAL-6.597022-
DOCK_SCORE_INTER_KCAL-7.430165-
DOCK_SCORE_INTER_KCAL-6.569173-
DOCK_SCORE_INTER_NORM-1.105050-
DOCK_SCORE_INTER_NORM-1.100150-
DOCK_SCORE_INTER_NORM-1.244340-
DOCK_SCORE_INTER_NORM-1.104820-
DOCK_SCORE_INTRA5.719240-
DOCK_SCORE_INTRA1.305170-
DOCK_SCORE_INTRA6.222860-
DOCK_SCORE_INTRA1.434520-
DOCK_SCORE_INTRA_KCAL1.486305-
DOCK_SCORE_INTRA_KCAL1.366018-
DOCK_SCORE_INTRA_KCAL0.342629-
DOCK_SCORE_INTRA_KCAL0.311735-
DOCK_SCORE_INTRA_NORM0.057381-
DOCK_SCORE_INTRA_NORM0.228770-
DOCK_SCORE_INTRA_NORM0.052207-
DOCK_SCORE_INTRA_NORM0.248915-
DOCK_SCORE_KCAL-7.118423-
DOCK_SCORE_KCAL-5.110731-
DOCK_SCORE_KCAL-5.232375-
DOCK_SCORE_KCAL-6.226548-
DOCK_SCORE_NORM-1.192140-
DOCK_SCORE_NORM-0.855902-
DOCK_SCORE_NORM-1.042770-
DOCK_SCORE_NORM-0.876276-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H19N3O2-
DOCK_SOURCE_FORMULAC20H19N3O2-
DOCK_SOURCE_FORMULAC20H19N3O2-
DOCK_SOURCE_FORMULAC20H19N3O2-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP2.659400-
DOCK_SOURCE_LOGP2.659400-
DOCK_SOURCE_LOGP2.659400-
DOCK_SOURCE_LOGP3.071700-
DOCK_SOURCE_MW333.391000-
DOCK_SOURCE_MW333.391000-
DOCK_SOURCE_MW333.391000-
DOCK_SOURCE_MW333.391000-
DOCK_SOURCE_NAMEZ169788636-
DOCK_SOURCE_NAMEZ169788636-
DOCK_SOURCE_NAMEZ169788636-
DOCK_SOURCE_NAMEZ169788636-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA74.850000-
DOCK_SOURCE_TPSA74.850000-
DOCK_SOURCE_TPSA74.850000-
DOCK_SOURCE_TPSA75.110000-
DOCK_STRAIN_DELTA24.299738-
DOCK_STRAIN_DELTA15.767920-
DOCK_STRAIN_DELTA18.986333-
DOCK_STRAIN_DELTA17.461462-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT09-
DOCK_TARGETT12-
DOCK_TARGETT05-
DOCK_TARGETT04-
EXACT_MASS333.147726848Da
FORMULAC20H19N3O2-
HBA3-
HBD2-
LOGP2.6594000000000007-
MOL_WEIGHT333.3910000000001g/mol
QED_SCORE0.7706459710425291-
ROTATABLE_BONDS4-
TPSA74.85A^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
T04 T04 selection_import_t04 1
native pose available
 1.8262933247315551 -21.9069 12 0.63 - Best pose
T09 T09 selection_import_t09 1
native pose available
 2.0439671731543423 -26.0693 12 0.57 - Best pose
T05 T05 selection_import_t05 1
native pose available
 2.6867018007655448 -29.8034 7 0.41 - Best pose
T12 T12 selection_import_t12 1
native pose available
 4.064891135826998 -21.3976 14 0.88 - Best 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
585 1.8262933247315551 -1.10505 -21.9069 2 12 12 0.63 0.17 0.20 0.20 - no geometry warning; 11 clashes; 1 protein clash; 1 cofactor-context clash 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
572 2.0439671731543423 -1.10015 -26.0693 2 16 12 0.57 0.00 0.00 0.00 - no geometry warning; 9 clashes; 1 protein clash Open pose
T05 — T05 1 poses · report selection_import_t05
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
562 2.6867018007655448 -1.24434 -29.8034 5 9 7 0.41 0.29 0.50 0.60 - no geometry warning; 10 clashes; 2 protein clashes; 2 severe cofactor-context clashes Open pose
T12 — T12 1 poses · report selection_import_t12
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
576 4.064891135826998 -1.10482 -21.3976 7 15 14 0.88 0.50 0.40 0.50 - no geometry warning; 12 clashes; 2 protein clashes; moderate strain Δ 24.3 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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