FAIRMol

Z24541677

ID 1131

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

SMILES: Cc1nnc(SCC(=O)NC(=O)NCc2ccco2)n1Cc1ccccc1

Formula: C18H19N5O3S | MW: 385.4490000000001

LogP: 2.3459200000000004 | TPSA: 102.05000000000001

HBA/HBD: 6/2 | RotB: 7

InChIKey: DYQVPZFJKRIXIG-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) ×3 Hinge binder (NH-C=O) ×3 H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic Metal chelator ×3

Functional group

Carbonyl ×2 Amide ×3 Secondary amine ×2 Urea Imide Sulfide

Ring system

Benzene Furan

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.051170-
DOCK_BASE_INTER_RANK-1.069690-
DOCK_BASE_INTER_RANK-0.893859-
DOCK_BASE_INTER_RANK-0.716001-
DOCK_BASE_INTER_RANK-1.191020-
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_COUNT3.000000-
DOCK_CLASH_COUNT4.000000-
DOCK_CLASH_COUNT4.000000-
DOCK_CLASH_COUNT4.000000-
DOCK_CLASH_COUNT3.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK1.480792-
DOCK_FINAL_RANK1.476687-
DOCK_FINAL_RANK-0.235084-
DOCK_FINAL_RANK3.408395-
DOCK_FINAL_RANK2.911506-
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:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS4071-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:MET531-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO501-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:THR541-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL871-
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_OVERLAP0.617173-
DOCK_MAX_CLASH_OVERLAP0.617217-
DOCK_MAX_CLASH_OVERLAP0.617166-
DOCK_MAX_CLASH_OVERLAP0.617141-
DOCK_MAX_CLASH_OVERLAP0.617102-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.438733-
DOCK_PRE_RANK1.433466-
DOCK_PRE_RANK-0.267701-
DOCK_PRE_RANK3.369170-
DOCK_PRE_RANK2.858954-
DOCK_PRIMARY_POSE_ID1843-
DOCK_PRIMARY_POSE_ID3139-
DOCK_PRIMARY_POSE_ID3829-
DOCK_PRIMARY_POSE_ID13353-
DOCK_PRIMARY_POSE_ID14702-
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_t03-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t20-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:LEU94;A:LYS57;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO50;A:THR54;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:LYS407;A:PHE396;A:PRO398;A:SER394;A:SER464;A:THR397;A:THR463-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ASN126;A:ASP129;A:ASP68;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(CSc1nncn1Cc1ccccc1)NC(=O)NCc1ccco1-
DOCK_SCAFFOLDO=C(CSc1nncn1Cc1ccccc1)NC(=O)NCc1ccco1-
DOCK_SCAFFOLDO=C(CSc1nncn1Cc1ccccc1)NC(=O)NCc1ccco1-
DOCK_SCAFFOLDO=C(CSc1nncn1Cc1ccccc1)NC(=O)NCc1ccco1-
DOCK_SCAFFOLDO=C(CSc1nncn1Cc1ccccc1)NC(=O)NCc1ccco1-
DOCK_SCORE-27.511200-
DOCK_SCORE-28.093300-
DOCK_SCORE-23.929800-
DOCK_SCORE-19.754900-
DOCK_SCORE-31.463700-
DOCK_SCORE_INTER-28.381600-
DOCK_SCORE_INTER-28.881500-
DOCK_SCORE_INTER-24.134200-
DOCK_SCORE_INTER-19.332000-
DOCK_SCORE_INTER-32.157500-
DOCK_SCORE_INTER_KCAL-6.778832-
DOCK_SCORE_INTER_KCAL-6.898231-
DOCK_SCORE_INTER_KCAL-5.764357-
DOCK_SCORE_INTER_KCAL-4.617371-
DOCK_SCORE_INTER_KCAL-7.680690-
DOCK_SCORE_INTER_NORM-1.051170-
DOCK_SCORE_INTER_NORM-1.069690-
DOCK_SCORE_INTER_NORM-0.893859-
DOCK_SCORE_INTER_NORM-0.716001-
DOCK_SCORE_INTER_NORM-1.191020-
DOCK_SCORE_INTRA0.870404-
DOCK_SCORE_INTRA0.788196-
DOCK_SCORE_INTRA0.204380-
DOCK_SCORE_INTRA-0.422910-
DOCK_SCORE_INTRA0.693731-
DOCK_SCORE_INTRA_KCAL0.207893-
DOCK_SCORE_INTRA_KCAL0.188257-
DOCK_SCORE_INTRA_KCAL0.048815-
DOCK_SCORE_INTRA_KCAL-0.101010-
DOCK_SCORE_INTRA_KCAL0.165695-
DOCK_SCORE_INTRA_NORM0.032237-
DOCK_SCORE_INTRA_NORM0.029192-
DOCK_SCORE_INTRA_NORM0.007570-
DOCK_SCORE_INTRA_NORM-0.015663-
DOCK_SCORE_INTRA_NORM0.025694-
DOCK_SCORE_KCAL-6.570940-
DOCK_SCORE_KCAL-6.709972-
DOCK_SCORE_KCAL-5.715537-
DOCK_SCORE_KCAL-4.718379-
DOCK_SCORE_KCAL-7.514979-
DOCK_SCORE_NORM-1.018930-
DOCK_SCORE_NORM-1.040490-
DOCK_SCORE_NORM-0.886290-
DOCK_SCORE_NORM-0.731665-
DOCK_SCORE_NORM-1.165320-
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_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H19N5O3S-
DOCK_SOURCE_FORMULAC18H19N5O3S-
DOCK_SOURCE_FORMULAC18H19N5O3S-
DOCK_SOURCE_FORMULAC18H19N5O3S-
DOCK_SOURCE_FORMULAC18H19N5O3S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP2.345920-
DOCK_SOURCE_LOGP2.345920-
DOCK_SOURCE_LOGP2.345920-
DOCK_SOURCE_LOGP2.345920-
DOCK_SOURCE_LOGP2.345920-
DOCK_SOURCE_MW385.449000-
DOCK_SOURCE_MW385.449000-
DOCK_SOURCE_MW385.449000-
DOCK_SOURCE_MW385.449000-
DOCK_SOURCE_MW385.449000-
DOCK_SOURCE_NAMEZ24541677-
DOCK_SOURCE_NAMEZ24541677-
DOCK_SOURCE_NAMEZ24541677-
DOCK_SOURCE_NAMEZ24541677-
DOCK_SOURCE_NAMEZ24541677-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA102.050000-
DOCK_SOURCE_TPSA102.050000-
DOCK_SOURCE_TPSA102.050000-
DOCK_SOURCE_TPSA102.050000-
DOCK_SOURCE_TPSA102.050000-
DOCK_STRAIN_DELTA30.701751-
DOCK_STRAIN_DELTA31.322676-
DOCK_STRAIN_DELTA25.237093-
DOCK_STRAIN_DELTA29.147109-
DOCK_STRAIN_DELTA36.010318-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT05-
DOCK_TARGETT06-
DOCK_TARGETT20-
DOCK_TARGETT22-
EXACT_MASS385.12086046800005Da
FORMULAC18H19N5O3S-
HBA6-
HBD2-
LOGP2.3459200000000004-
MOL_WEIGHT385.4490000000001g/mol
QED_SCORE0.6054699285839586-
ROTATABLE_BONDS7-
TPSA102.05000000000001A^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
T06 T06 selection_import_t06 1
native pose available
 -0.23508385636447945 -23.9298 15 0.71 - Best pose
T05 T05 selection_import_t05 1
native pose available
 1.4766869395337208 -28.0933 11 0.65 - Best pose
T03 T03 selection_import_t03 1
native pose available
 1.4807917015693979 -27.5112 14 0.70 - Best pose
T22 T22 selection_import_t22 1
native pose available
 2.911506157178019 -31.4637 16 0.76 - Best pose
T20 T20 selection_import_t20 1
native pose available
 3.408395440360283 -19.7549 7 0.88 - Best 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
443 -0.23508385636447945 -0.893859 -23.9298 1 17 15 0.71 0.00 0.00 0.00 - no geometry warning; 4 clashes; 1 protein contact clash; moderate strain Δ 25.2 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
429 1.4766869395337208 -1.06969 -28.0933 6 11 11 0.65 0.29 0.33 0.60 - no geometry warning; 4 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 31.3 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
488 1.4807917015693979 -1.05117 -27.5112 3 15 14 0.70 0.29 0.20 0.20 - no geometry warning; 3 clashes; 1 protein clash; high strain Δ 30.7 Open pose
T22 — T22 1 poses · report selection_import_t22
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
464 2.911506157178019 -1.19102 -31.4637 11 21 16 0.76 0.40 0.45 0.55 - no geometry warning; 3 clashes; 2 protein clashes; high strain Δ 36.0 Open pose
T20 — T20 1 poses · report selection_import_t20
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
474 3.408395440360283 -0.716001 -19.7549 6 10 7 0.88 0.00 0.00 0.00 - no geometry warning; 4 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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