FAIRMol

TC426

ID 1646

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

SMILES: NC(=O)c1nccc(C(=O)NCc2c[nH]c3nc(NC4CC4)ccc23)n1

Formula: C17H17N7O2 | MW: 351.3700000000001

LogP: 0.9560999999999985 | TPSA: 138.68

HBA/HBD: 6/4 | RotB: 6

InChIKey: LFVHDARAGJOXMZ-UHFFFAOYSA-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 ×4 H-bond acceptor O ×2 H-bond donor ×4 Ionizable base Metal chelator ×2

Functional group

Carbonyl ×2 Amide ×2 Primary amine Secondary amine ×2

Ring system

Pyridine Pyrimidine Pyrrole Cyclopropane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.995743-
DOCK_BASE_INTER_RANK-1.169280-
DOCK_BASE_INTER_RANK-1.274850-
DOCK_BASE_INTER_RANK-1.095630-
DOCK_BASE_INTER_RANK-1.049390-
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_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID14-
DOCK_FINAL_RANK0.349403-
DOCK_FINAL_RANK1.753165-
DOCK_FINAL_RANK0.013118-
DOCK_FINAL_RANK2.755548-
DOCK_FINAL_RANK3.776490-
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:ALA1111-
DOCK_IFP::A:ALA3341-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2401-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LYS1691-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO1151-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
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_OVERLAP0.691368-
DOCK_MAX_CLASH_OVERLAP0.691317-
DOCK_MAX_CLASH_OVERLAP0.691299-
DOCK_MAX_CLASH_OVERLAP0.691356-
DOCK_MAX_CLASH_OVERLAP0.691335-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.314065-
DOCK_PRE_RANK1.737995-
DOCK_PRE_RANK-0.002409-
DOCK_PRE_RANK2.697559-
DOCK_PRE_RANK3.737380-
DOCK_PRIMARY_POSE_ID2280-
DOCK_PRIMARY_POSE_ID2945-
DOCK_PRIMARY_POSE_ID4983-
DOCK_PRIMARY_POSE_ID8298-
DOCK_PRIMARY_POSE_ID9068-
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_t04-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t14-
DOCK_RESIDUE_CONTACTSA:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:PRO115;A:TYR191;A:TYR194-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LEU263;A:LYS178;A:MET163;A:NAP301;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASN112;A:ASP88;A:GLU274;A:GLY199;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS169;A:LYS69;A:PHE170;A:PRO113;A:SER200;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ALA334;A:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:GLY240;A:LEU339;A:MET386;A:PHE383;A:SER282;A:THR241;A:VAL335;A:VAL336-
DOCK_SCAFFOLDO=C(NCc1c[nH]c2nc(NC3CC3)ccc12)c1ccncn1-
DOCK_SCAFFOLDO=C(NCc1c[nH]c2nc(NC3CC3)ccc12)c1ccncn1-
DOCK_SCAFFOLDO=C(NCc1c[nH]c2nc(NC3CC3)ccc12)c1ccncn1-
DOCK_SCAFFOLDO=C(NCc1c[nH]c2nc(NC3CC3)ccc12)c1ccncn1-
DOCK_SCAFFOLDO=C(NCc1c[nH]c2nc(NC3CC3)ccc12)c1ccncn1-
DOCK_SCORE-23.256000-
DOCK_SCORE-29.552500-
DOCK_SCORE-32.130400-
DOCK_SCORE-21.415400-
DOCK_SCORE-26.037000-
DOCK_SCORE_INTER-25.889300-
DOCK_SCORE_INTER-30.401400-
DOCK_SCORE_INTER-33.146100-
DOCK_SCORE_INTER-28.486400-
DOCK_SCORE_INTER-27.284100-
DOCK_SCORE_INTER_KCAL-6.183556-
DOCK_SCORE_INTER_KCAL-7.261253-
DOCK_SCORE_INTER_KCAL-7.916813-
DOCK_SCORE_INTER_KCAL-6.803863-
DOCK_SCORE_INTER_KCAL-6.516698-
DOCK_SCORE_INTER_NORM-0.995743-
DOCK_SCORE_INTER_NORM-1.169280-
DOCK_SCORE_INTER_NORM-1.274850-
DOCK_SCORE_INTER_NORM-1.095630-
DOCK_SCORE_INTER_NORM-1.049390-
DOCK_SCORE_INTRA2.633290-
DOCK_SCORE_INTRA0.844664-
DOCK_SCORE_INTRA1.015740-
DOCK_SCORE_INTRA7.071000-
DOCK_SCORE_INTRA1.229390-
DOCK_SCORE_INTRA_KCAL0.628951-
DOCK_SCORE_INTRA_KCAL0.201745-
DOCK_SCORE_INTRA_KCAL0.242605-
DOCK_SCORE_INTRA_KCAL1.688880-
DOCK_SCORE_INTRA_KCAL0.293635-
DOCK_SCORE_INTRA_NORM0.101280-
DOCK_SCORE_INTRA_NORM0.032487-
DOCK_SCORE_INTRA_NORM0.039067-
DOCK_SCORE_INTRA_NORM0.271961-
DOCK_SCORE_INTRA_NORM0.047284-
DOCK_SCORE_KCAL-5.554603-
DOCK_SCORE_KCAL-7.058496-
DOCK_SCORE_KCAL-7.674218-
DOCK_SCORE_KCAL-5.114983-
DOCK_SCORE_KCAL-6.218833-
DOCK_SCORE_NORM-0.894462-
DOCK_SCORE_NORM-1.136630-
DOCK_SCORE_NORM-1.235780-
DOCK_SCORE_NORM-0.823669-
DOCK_SCORE_NORM-1.001420-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.004220-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.017738-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000162-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000682-
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_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H17N7O2-
DOCK_SOURCE_FORMULAC17H17N7O2-
DOCK_SOURCE_FORMULAC17H17N7O2-
DOCK_SOURCE_FORMULAC17H17N7O2-
DOCK_SOURCE_FORMULAC17H17N7O2-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP0.956100-
DOCK_SOURCE_LOGP0.956100-
DOCK_SOURCE_LOGP0.956100-
DOCK_SOURCE_LOGP0.956100-
DOCK_SOURCE_LOGP0.956100-
DOCK_SOURCE_MW351.370000-
DOCK_SOURCE_MW351.370000-
DOCK_SOURCE_MW351.370000-
DOCK_SOURCE_MW351.370000-
DOCK_SOURCE_MW351.370000-
DOCK_SOURCE_NAMETC426-
DOCK_SOURCE_NAMETC426-
DOCK_SOURCE_NAMETC426-
DOCK_SOURCE_NAMETC426-
DOCK_SOURCE_NAMETC426-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA138.680000-
DOCK_SOURCE_TPSA138.680000-
DOCK_SOURCE_TPSA138.680000-
DOCK_SOURCE_TPSA138.680000-
DOCK_SOURCE_TPSA138.680000-
DOCK_STRAIN_DELTA26.901551-
DOCK_STRAIN_DELTA11.164722-
DOCK_STRAIN_DELTA11.556674-
DOCK_STRAIN_DELTA38.552536-
DOCK_STRAIN_DELTA29.082356-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT04-
DOCK_TARGETT05-
DOCK_TARGETT08-
DOCK_TARGETT13-
DOCK_TARGETT14-
EXACT_MASS351.14437278400004Da
FORMULAC17H17N7O2-
HBA6-
HBD4-
LOGP0.9560999999999985-
MOL_WEIGHT351.3700000000001g/mol
QED_SCORE0.5214912348868579-
ROTATABLE_BONDS6-
TPSA138.68A^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
 0.013117550346434954 -32.1304 15 0.79 - Best pose
T04 T04 selection_import_t04 1
native pose available
 0.34940278881708586 -23.256 10 0.53 - Best pose
T05 T05 selection_import_t05 1
native pose available
 1.7531652320878486 -29.5525 11 0.65 - Best pose
T13 T13 selection_import_t13 1
native pose available
 2.7555481195899034 -21.4154 13 0.68 - Best pose
T14 T14 selection_import_t14 1
native pose available
 3.7764900594995785 -26.037 8 0.53 - 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
242 0.013117550346434954 -1.27485 -32.1304 9 20 15 0.79 0.33 0.60 0.80 - no geometry warning; 9 clashes; 1 protein contact clash; 1 severe cofactor-context clash 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
247 0.34940278881708586 -0.995743 -23.256 4 10 10 0.53 0.50 0.60 0.60 - no geometry warning; 8 clashes; 2 protein contact clashes; 3 cofactor-context clashes; moderate strain Δ 26.9 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
235 1.7531652320878486 -1.16928 -29.5525 10 14 11 0.65 0.43 0.67 0.80 - no geometry warning; 9 clashes; 1 protein clash; 1 severe cofactor-context clash Open pose
T13 — T13 1 poses · report selection_import_t13
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
168 2.7555481195899034 -1.09563 -21.4154 12 18 13 0.68 0.44 0.43 0.43 - no geometry warning; 7 clashes; 2 protein clashes; high strain Δ 38.6 Open pose
T14 — T14 1 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
260 3.7764900594995785 -1.04939 -26.037 7 14 8 0.53 0.00 0.00 0.20 - no geometry warning; 8 clashes; 3 protein clashes; moderate strain Δ 29.1 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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