FAIRMol

Z151832316

ID 745

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

SMILES: Oc1nc(CSc2nnc(NC[C@@H]3CCCO3)s2)nc2sc(-c3ccccc3)cc12

Formula: C20H19N5O2S3 | MW: 457.6060000000001

LogP: 4.798600000000003 | TPSA: 93.05000000000001

HBA/HBD: 10/2 | RotB: 7

InChIKey: KBNGOEJXKREKIB-ZDUSSCGKSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine Nucleoside sugar H-bond acceptor N ×4 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic Ionizable base

Functional group

Secondary amine Phenol Sulfide Ether

Ring system

Benzene Pyrimidine Thiophene Tetrahydrofuran

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.017310-
DOCK_BASE_INTER_RANK-1.055880-
DOCK_BASE_INTER_RANK-1.142950-
DOCK_BASE_INTER_RANK-0.977273-
DOCK_BASE_INTER_RANK-0.946387-
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_COUNT7.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK1.139676-
DOCK_FINAL_RANK0.008855-
DOCK_FINAL_RANK2.392911-
DOCK_FINAL_RANK3.175552-
DOCK_FINAL_RANK1.798260-
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:ALA1111-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE1391-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LYS641-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
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_OVERLAP0.698941-
DOCK_MAX_CLASH_OVERLAP0.698936-
DOCK_MAX_CLASH_OVERLAP0.699019-
DOCK_MAX_CLASH_OVERLAP0.680949-
DOCK_MAX_CLASH_OVERLAP0.682870-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.118885-
DOCK_PRE_RANK2.368015-
DOCK_PRE_RANK-0.022725-
DOCK_PRE_RANK1.775190-
DOCK_PRE_RANK3.145921-
DOCK_PRIMARY_POSE_ID5369-
DOCK_PRIMARY_POSE_ID8776-
DOCK_PRIMARY_POSE_ID1305-
DOCK_PRIMARY_POSE_ID7421-
DOCK_PRIMARY_POSE_ID3344-
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_t11-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t05-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLU217;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:TRP221;A:TYR174-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE139;A:ILE8;A:LEU23;A:LEU28;A:LYS64;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ALA90;A:ARG154;A:ARG277;A:ASN112;A:ASP332;A:ASP88;A:GLU274;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PHE170;A:PRO113;A:PRO275;A:SER200;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:TYR194;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:GLN124;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE74;A:VAL188;A:VAL221-
DOCK_SCAFFOLDc1ccc(-c2cc3cnc(CSc4nnc(NCC5CCCO5)s4)nc3s2)cc1-
DOCK_SCAFFOLDO=c1[nH]c(CSc2nnc(NCC3CCCO3)s2)nc2sc(-c3ccccc3)cc12-
DOCK_SCAFFOLDc1ccc(-c2cc3cnc(CSc4nnc(NCC5CCCO5)s4)nc3s2)cc1-
DOCK_SCAFFOLDc1ccc(-c2cc3cnc(CSc4nnc(NCC5CCCO5)s4)nc3s2)cc1-
DOCK_SCAFFOLDc1ccc(-c2cc3cnc(CSc4nnc(NCC5CCCO5)s4)nc3s2)cc1-
DOCK_SCORE-26.224500-
DOCK_SCORE-24.568900-
DOCK_SCORE-30.485500-
DOCK_SCORE-33.061900-
DOCK_SCORE-27.757200-
DOCK_SCORE_INTER-34.288600-
DOCK_SCORE_INTER-30.519200-
DOCK_SCORE_INTER-29.318200-
DOCK_SCORE_INTER-31.676300-
DOCK_SCORE_INTER-28.391600-
DOCK_SCORE_INTER_KCAL-6.781220-
DOCK_SCORE_INTER_KCAL-7.002535-
DOCK_SCORE_INTER_KCAL-7.565758-
DOCK_SCORE_INTER_KCAL-8.189695-
DOCK_SCORE_INTER_KCAL-7.289389-
DOCK_SCORE_INTER_NORM-0.946387-
DOCK_SCORE_INTER_NORM-0.977273-
DOCK_SCORE_INTER_NORM-1.142950-
DOCK_SCORE_INTER_NORM-1.055880-
DOCK_SCORE_INTER_NORM-1.017310-
DOCK_SCORE_INTRA3.822670-
DOCK_SCORE_INTRA4.294730-
DOCK_SCORE_INTRA1.560960-
DOCK_SCORE_INTRA1.190700-
DOCK_SCORE_INTRA1.226670-
DOCK_SCORE_INTRA_KCAL0.913029-
DOCK_SCORE_INTRA_KCAL0.292985-
DOCK_SCORE_INTRA_KCAL0.372829-
DOCK_SCORE_INTRA_KCAL1.025779-
DOCK_SCORE_INTRA_KCAL0.284394-
DOCK_SCORE_INTRA_NORM0.143158-
DOCK_SCORE_INTRA_NORM0.127422-
DOCK_SCORE_INTRA_NORM0.052032-
DOCK_SCORE_INTRA_NORM0.039690-
DOCK_SCORE_INTRA_NORM0.040889-
DOCK_SCORE_KCAL-5.868183-
DOCK_SCORE_KCAL-7.896703-
DOCK_SCORE_KCAL-6.629696-
DOCK_SCORE_KCAL-6.263617-
DOCK_SCORE_KCAL-7.281340-
DOCK_SCORE_NORM-1.016180-
DOCK_SCORE_NORM-1.102060-
DOCK_SCORE_NORM-0.925241-
DOCK_SCORE_NORM-0.874149-
DOCK_SCORE_NORM-0.818965-
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_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H19N5O2S3-
DOCK_SOURCE_FORMULAC20H19N5O2S3-
DOCK_SOURCE_FORMULAC20H19N5O2S3-
DOCK_SOURCE_FORMULAC20H19N5O2S3-
DOCK_SOURCE_FORMULAC20H19N5O2S3-
DOCK_SOURCE_HBA10.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA10.000000-
DOCK_SOURCE_HBA10.000000-
DOCK_SOURCE_HBA10.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP4.798600-
DOCK_SOURCE_LOGP4.798600-
DOCK_SOURCE_LOGP4.386300-
DOCK_SOURCE_LOGP4.798600-
DOCK_SOURCE_LOGP4.798600-
DOCK_SOURCE_MW457.606000-
DOCK_SOURCE_MW457.606000-
DOCK_SOURCE_MW457.606000-
DOCK_SOURCE_MW457.606000-
DOCK_SOURCE_MW457.606000-
DOCK_SOURCE_NAMEZ151832316-
DOCK_SOURCE_NAMEZ151832316-
DOCK_SOURCE_NAMEZ151832316-
DOCK_SOURCE_NAMEZ151832316-
DOCK_SOURCE_NAMEZ151832316-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA93.050000-
DOCK_SOURCE_TPSA93.050000-
DOCK_SOURCE_TPSA93.050000-
DOCK_SOURCE_TPSA92.790000-
DOCK_SOURCE_TPSA93.050000-
DOCK_STRAIN_DELTA19.944005-
DOCK_STRAIN_DELTA16.634516-
DOCK_STRAIN_DELTA23.303015-
DOCK_STRAIN_DELTA18.525876-
DOCK_STRAIN_DELTA24.578910-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT08-
DOCK_TARGETT13-
DOCK_TARGETT05-
DOCK_TARGETT11-
DOCK_TARGETT02-
EXACT_MASS457.070087848Da
FORMULAC20H19N5O2S3-
HBA10-
HBD2-
LOGP4.798600000000003-
MOL_WEIGHT457.6060000000001g/mol
QED_SCORE0.3824368812941266-
ROTATABLE_BONDS7-
TPSA93.05000000000001A^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
 0.008854525213062667 -33.0619 12 0.63 - Best pose
T02 T02 selection_import_t02 1
native pose available
 1.1396758497593025 -30.4855 11 0.52 - Best pose
T05 T05 selection_import_t05 1
native pose available
 1.7982601596722638 -27.7572 11 0.65 - Best pose
T13 T13 selection_import_t13 1
native pose available
 2.3929112179154344 -24.5689 15 0.79 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.175551530334193 -26.2245 11 0.61 - 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
628 0.008854525213062667 -1.14295 -33.0619 7 13 12 0.63 0.17 0.20 0.40 - no geometry warning; 8 clashes; 1 protein contact clash; 5 cofactor-context clashes; moderate strain Δ 24.6 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
627 1.1396758497593025 -1.05588 -30.4855 5 17 11 0.52 0.00 0.20 0.20 - no geometry warning; 8 clashes; 7 protein contact clashes 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
634 1.7982601596722638 -0.977273 -27.7572 6 11 11 0.65 0.29 0.50 0.60 - no geometry warning; 7 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
646 2.3929112179154344 -0.946387 -24.5689 8 21 15 0.79 0.22 0.29 0.29 - no geometry warning; 6 clashes; 1 protein clash 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
647 3.175551530334193 -1.01731 -26.2245 7 14 11 0.61 0.40 0.40 0.50 - no geometry warning; 7 clashes; 2 protein clashes; moderate strain Δ 23.3 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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