FAIRMol

Z28978240

ID 3657

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: O=C(CN1C(=O)[C@@H]2[C@H](C1=O)[C@@H]1C=C[C@H]2C1)Nc1n[nH]c(SCc2ccc(Cl)cc2)n1

Formula: C20H18ClN5O3S | MW: 443.9160000000001

LogP: 2.4960000000000004 | TPSA: 108.05

HBA/HBD: 6/2 | RotB: 6

InChIKey: NWSJRKVKWADPHV-HMEQZMJYSA-N

Recognized patterns

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

Bio motif

Peptide backbone Hinge binder (C=O-NH) Hinge binder (NH-C=O) N-Methyl amide ×4 H-bond acceptor N ×4 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic Metal chelator ×3 Retro-amide P-gp efflux flag

Functional group

Carbonyl ×3 Amide ×3 Secondary amine Tertiary amine Lactam ×2 Chlorine Imide Sulfide Alkene

Ring system

Benzene 1,2,4-Triazole Cyclopentane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.816397-
DOCK_BASE_INTER_RANK-0.715154-
DOCK_BASE_INTER_RANK-0.661563-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT5.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK1.762036-
DOCK_FINAL_RANK0.394366-
DOCK_FINAL_RANK2.610889-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:CYS571-
DOCK_IFP::A:FAD5011-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1991-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO3361-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.618389-
DOCK_MAX_CLASH_OVERLAP0.618409-
DOCK_MAX_CLASH_OVERLAP0.618569-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.719032-
DOCK_PRE_RANK0.376599-
DOCK_PRE_RANK2.584424-
DOCK_PRIMARY_POSE_ID7257-
DOCK_PRIMARY_POSE_ID12032-
DOCK_PRIMARY_POSE_ID13369-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE199;A:PHE51;A:PHE74;A:PRO223;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:CYS52;A:CYS57;A:FAD501;A:GLU18;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:PRO336;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:MET400;A:PHE396;A:PRO398;A:PRO462;A:SER394;A:SER395;A:SER464;A:THR397;A:THR463-
DOCK_SCAFFOLDO=C(CN1C(=O)C2C3C=CC(C3)C2C1=O)Nc1n[nH]c(SCc2ccccc2)n1-
DOCK_SCAFFOLDO=C(CN1C(=O)C2C3C=CC(C3)C2C1=O)Nc1n[nH]c(SCc2ccccc2)n1-
DOCK_SCAFFOLDO=C(CN1C(=O)C2C3C=CC(C3)C2C1=O)Nc1nc(SCc2ccccc2)n[nH]1-
DOCK_SCORE-22.964700-
DOCK_SCORE-21.516200-
DOCK_SCORE-19.559300-
DOCK_SCORE_INTER-24.491900-
DOCK_SCORE_INTER-21.454600-
DOCK_SCORE_INTER-19.846900-
DOCK_SCORE_INTER_KCAL-5.849792-
DOCK_SCORE_INTER_KCAL-5.124345-
DOCK_SCORE_INTER_KCAL-4.740353-
DOCK_SCORE_INTER_NORM-0.816397-
DOCK_SCORE_INTER_NORM-0.715154-
DOCK_SCORE_INTER_NORM-0.661563-
DOCK_SCORE_INTRA1.527270-
DOCK_SCORE_INTRA-0.061622-
DOCK_SCORE_INTRA0.287555-
DOCK_SCORE_INTRA_KCAL0.364782-
DOCK_SCORE_INTRA_KCAL-0.014718-
DOCK_SCORE_INTRA_KCAL0.068681-
DOCK_SCORE_INTRA_NORM0.050909-
DOCK_SCORE_INTRA_NORM-0.002054-
DOCK_SCORE_INTRA_NORM0.009585-
DOCK_SCORE_KCAL-5.485027-
DOCK_SCORE_KCAL-5.139058-
DOCK_SCORE_KCAL-4.671661-
DOCK_SCORE_NORM-0.765488-
DOCK_SCORE_NORM-0.717208-
DOCK_SCORE_NORM-0.651978-
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_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_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H18ClN5O3S-
DOCK_SOURCE_FORMULAC20H18ClN5O3S-
DOCK_SOURCE_FORMULAC20H18ClN5O3S-
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_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP2.496000-
DOCK_SOURCE_LOGP2.496000-
DOCK_SOURCE_LOGP2.496000-
DOCK_SOURCE_MW443.916000-
DOCK_SOURCE_MW443.916000-
DOCK_SOURCE_MW443.916000-
DOCK_SOURCE_NAMEZ28978240-
DOCK_SOURCE_NAMEZ28978240-
DOCK_SOURCE_NAMEZ28978240-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA108.050000-
DOCK_SOURCE_TPSA108.050000-
DOCK_SOURCE_TPSA108.050000-
DOCK_STRAIN_DELTA31.207603-
DOCK_STRAIN_DELTA13.862659-
DOCK_STRAIN_DELTA21.102934-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT11-
DOCK_TARGETT18-
DOCK_TARGETT20-
EXACT_MASS443.0818881160001Da
FORMULAC20H18ClN5O3S-
HBA6-
HBD2-
LOGP2.4960000000000004-
MOL_WEIGHT443.9160000000001g/mol
QED_SCORE0.40317173197426387-
ROTATABLE_BONDS6-
TPSA108.05A^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
T18 T18 selection_import_t18 1
native pose available
 0.39436596976904614 -21.5162 8 0.62 - Best pose
T11 T11 selection_import_t11 1
native pose available
 1.7620362114443309 -22.9647 15 0.83 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.610889302737764 -19.5593 7 0.88 - Best pose
T18 — T18 1 poses · report selection_import_t18
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
511 0.39436596976904614 -0.715154 -21.5162 4 16 8 0.62 - - - - no geometry warning; 7 clashes; 1 protein contact 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
483 1.7620362114443309 -0.816397 -22.9647 4 16 15 0.83 0.20 0.20 0.25 - no geometry warning; 9 clashes; 1 protein clash; high strain Δ 31.2 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
490 2.610889302737764 -0.661563 -19.5593 5 13 7 0.88 1.00 1.00 1.00 - no geometry warning; 5 clashes; 2 protein clashes; moderate strain Δ 21.1 Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.
Loading…