FAIRMol

Z1521553982

ID 1848

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

SMILES: CN(Cc1cnc2nc(N)nc(N)c2n1)c1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1

Formula: C20H22N8O5 | MW: 454.44700000000023

LogP: 0.2684000000000005 | TPSA: 210.53999999999996

HBA/HBD: 10/5 | RotB: 9

InChIKey: FBOZXECLQNJBKD-ZDUSSCGKSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

α-Amino acid ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×5 H-bond acceptor O ×3 H-bond donor ×5 Gatekeeper aromatic Ionizable base ×2 Metal chelator ×3 Retro-amide P-gp efflux flag

Functional group

Carbonyl ×3 Amide Carboxylic acid ×2 Primary amine ×2 Secondary amine Tertiary amine

Ring system

Benzene Pyrimidine Pyrazine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.138310-
DOCK_BASE_INTER_RANK-1.095720-
DOCK_BASE_INTER_RANK-0.895481-
DOCK_BASE_INTER_RANK-1.080140-
DOCK_BASE_INTER_RANK-0.909031-
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_COUNT11.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID6-
DOCK_FINAL_RANK0.911653-
DOCK_FINAL_RANK3.355873-
DOCK_FINAL_RANK0.756325-
DOCK_FINAL_RANK2.455048-
DOCK_FINAL_RANK1.744847-
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:ALA341-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP2321-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS1981-
DOCK_IFP::A:LYS1981-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE2331-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1151-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER891-
DOCK_IFP::A:SER951-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP491-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::D:ARG2871-
DOCK_IFP::D:ARG2871-
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_OVERLAP0.680626-
DOCK_MAX_CLASH_OVERLAP0.680514-
DOCK_MAX_CLASH_OVERLAP0.680476-
DOCK_MAX_CLASH_OVERLAP0.680537-
DOCK_MAX_CLASH_OVERLAP0.680533-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.390883-
DOCK_PRE_RANK0.819044-
DOCK_PRE_RANK0.667480-
DOCK_PRE_RANK1.678768-
DOCK_PRE_RANK3.266359-
DOCK_PRIMARY_POSE_ID4504-
DOCK_PRIMARY_POSE_ID5213-
DOCK_PRIMARY_POSE_ID3843-
DOCK_PRIMARY_POSE_ID3149-
DOCK_PRIMARY_POSE_ID2509-
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_t06-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t05-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:ASP161;A:CYS168;A:GLU217;A:LEU208;A:LEU209;A:LYS220;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206;D:HIS267-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE233;A:PHE58;A:PHE94;A:SER89;A:THR184;A:THR86;A:TRP49;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP232;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS198;A:MET233;A:NDP302;A:PHE113;A:SER111;A:TYR191;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS198;A:NDP302;A:PHE113;A:PRO115;A:SER111;A:TYR114;A:TYR191;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLU217;A:LEU208;A:LEU209;A:LYS220;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_SCAFFOLDc1ccc(NCc2cnc3ncncc3n2)cc1-
DOCK_SCAFFOLDc1ccc(NCc2cnc3ncncc3n2)cc1-
DOCK_SCAFFOLDc1ccc(NCc2cnc3ncncc3n2)cc1-
DOCK_SCAFFOLDc1ccc(NCc2cnc3ncncc3n2)cc1-
DOCK_SCAFFOLDc1ccc(NCc2cnc3ncncc3n2)cc1-
DOCK_SCORE-25.465500-
DOCK_SCORE-31.816200-
DOCK_SCORE-36.262500-
DOCK_SCORE-38.551400-
DOCK_SCORE-35.862500-
DOCK_SCORE_INTER-36.158700-
DOCK_SCORE_INTER-29.998000-
DOCK_SCORE_INTER-29.550900-
DOCK_SCORE_INTER-37.564200-
DOCK_SCORE_INTER-35.644600-
DOCK_SCORE_INTER_KCAL-8.513570-
DOCK_SCORE_INTER_KCAL-7.058114-
DOCK_SCORE_INTER_KCAL-8.972059-
DOCK_SCORE_INTER_KCAL-8.636361-
DOCK_SCORE_INTER_KCAL-7.164902-
DOCK_SCORE_INTER_NORM-1.138310-
DOCK_SCORE_INTER_NORM-1.095720-
DOCK_SCORE_INTER_NORM-1.080140-
DOCK_SCORE_INTER_NORM-0.909031-
DOCK_SCORE_INTER_NORM-0.895481-
DOCK_SCORE_INTRA-2.265330-
DOCK_SCORE_INTRA-0.987166-
DOCK_SCORE_INTRA-0.103754-
DOCK_SCORE_INTRA-0.217896-
DOCK_SCORE_INTRA4.121570-
DOCK_SCORE_INTRA_KCAL-0.052044-
DOCK_SCORE_INTRA_KCAL0.984421-
DOCK_SCORE_INTRA_KCAL-0.541065-
DOCK_SCORE_INTRA_KCAL-0.024781-
DOCK_SCORE_INTRA_KCAL-0.235781-
DOCK_SCORE_INTRA_NORM-0.068646-
DOCK_SCORE_INTRA_NORM0.124896-
DOCK_SCORE_INTRA_NORM-0.029914-
DOCK_SCORE_INTRA_NORM-0.003144-
DOCK_SCORE_INTRA_NORM-0.006603-
DOCK_SCORE_KCAL-7.599172-
DOCK_SCORE_KCAL-6.082333-
DOCK_SCORE_KCAL-8.661153-
DOCK_SCORE_KCAL-9.207848-
DOCK_SCORE_KCAL-8.565615-
DOCK_SCORE_NORM-0.964128-
DOCK_SCORE_NORM-0.771682-
DOCK_SCORE_NORM-1.168220-
DOCK_SCORE_NORM-1.098860-
DOCK_SCORE_NORM-1.086740-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.410927-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.012452-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H22N8O5-
DOCK_SOURCE_FORMULAC20H22N8O5-
DOCK_SOURCE_FORMULAC20H22N8O5-
DOCK_SOURCE_FORMULAC20H22N8O5-
DOCK_SOURCE_FORMULAC20H22N8O5-
DOCK_SOURCE_HBA10.000000-
DOCK_SOURCE_HBA10.000000-
DOCK_SOURCE_HBA10.000000-
DOCK_SOURCE_HBA10.000000-
DOCK_SOURCE_HBA10.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP0.268400-
DOCK_SOURCE_LOGP0.268400-
DOCK_SOURCE_LOGP0.268400-
DOCK_SOURCE_LOGP0.268400-
DOCK_SOURCE_LOGP0.268400-
DOCK_SOURCE_MW454.447000-
DOCK_SOURCE_MW454.447000-
DOCK_SOURCE_MW454.447000-
DOCK_SOURCE_MW454.447000-
DOCK_SOURCE_MW454.447000-
DOCK_SOURCE_NAMEZ1521553982-
DOCK_SOURCE_NAMEZ1521553982-
DOCK_SOURCE_NAMEZ1521553982-
DOCK_SOURCE_NAMEZ1521553982-
DOCK_SOURCE_NAMEZ1521553982-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA210.540000-
DOCK_SOURCE_TPSA210.540000-
DOCK_SOURCE_TPSA210.540000-
DOCK_SOURCE_TPSA210.540000-
DOCK_SOURCE_TPSA210.540000-
DOCK_STRAIN_DELTA42.148534-
DOCK_STRAIN_DELTA51.750259-
DOCK_STRAIN_DELTA41.314815-
DOCK_STRAIN_DELTA52.957405-
DOCK_STRAIN_DELTA51.487930-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT06-
DOCK_TARGETT05-
DOCK_TARGETT08-
DOCK_TARGETT07-
DOCK_TARGETT04-
EXACT_MASS454.1713158039999Da
FORMULAC20H22N8O5-
HBA10-
HBD5-
LOGP0.2684000000000005-
MOL_WEIGHT454.44700000000023g/mol
QED_SCORE0.29472034504927447-
ROTATABLE_BONDS9-
TPSA210.53999999999996A^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
T07 T07 selection_import_t07 1
native pose available
 0.7563250478815722 -38.5514 15 0.79 - Best pose
T08 T08 selection_import_t08 1
native pose available
 0.9116529152260915 -35.8625 15 0.79 - Best pose
T04 T04 selection_import_t04 1
native pose available
 1.7448468603082763 -36.2625 14 0.74 - Best pose
T05 T05 selection_import_t05 1
native pose available
 2.4550475007315904 -31.8162 15 0.88 - Best pose
T06 T06 selection_import_t06 1
native pose available
 3.3558729963156013 -25.4655 18 0.86 - Best 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
441 0.7563250478815722 -1.13831 -38.5514 9 19 15 0.79 0.83 0.80 0.80 - no geometry warning; 11 clashes; 3 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 51.5 Open 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
472 0.9116529152260915 -1.08014 -35.8625 8 17 15 0.79 0.83 0.80 0.80 - no geometry warning; 10 clashes; 4 protein contact clashes; 1 cofactor-context clash; high strain Δ 53.0 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
476 1.7448468603082763 -1.09572 -36.2625 10 15 14 0.74 1.00 1.00 1.00 - no geometry warning; 11 clashes; 1 protein clash; 3 cofactor-context clashes; high strain Δ 42.1 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
439 2.4550475007315904 -0.895481 -31.8162 8 16 15 0.88 0.86 0.83 1.00 - no geometry warning; 10 clashes; 1 protein clash; 2 cofactor-context clashes; high strain Δ 41.3 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
457 3.3558729963156013 -0.909031 -25.4655 5 21 18 0.86 0.60 0.50 0.50 - no geometry warning; 16 clashes; 1 protein clash; high strain Δ 51.8 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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