FAIRMol

Z49733996

ID 652

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

SMILES: COc1ccc(O)c(/C=N/N=C(\O)c2ccc(CSc3nc(C)cc(C)n3)cc2)c1

Formula: C22H22N4O3S | MW: 422.51000000000016

LogP: 4.438640000000003 | TPSA: 100.19

HBA/HBD: 7/2 | RotB: 7

InChIKey: CWFGLZXVCLXKLC-FSJBWODESA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine Hydroquinone H-bond acceptor N ×4 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Phenol Aryl ether Sulfide Imine ×2 Ether

Ring system

Benzene ×2 Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.808912-
DOCK_BASE_INTER_RANK-0.854771-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID11-
DOCK_FINAL_RANK1.213847-
DOCK_FINAL_RANK5.134342-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG661-
DOCK_IFP::A:ARG711-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLN361-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1991-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO671-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR571-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.682668-
DOCK_MAX_CLASH_OVERLAP0.683000-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK5.083876-
DOCK_PRE_RANK1.164408-
DOCK_PRIMARY_POSE_ID7268-
DOCK_PRIMARY_POSE_ID536-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t01-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:ASN193;A:GLN124;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:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG66;A:ARG71;A:ASN65;A:GLN36;A:GLU31;A:ILE61;A:ILE8;A:LEU68;A:LYS69;A:NAP201;A:PHE32;A:PHE35;A:PRO62;A:PRO67;A:THR137;A:THR57;A:VAL116;A:VAL9-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1ccc(CSc2ncccn2)cc1-
DOCK_SCAFFOLDC(=NN=Cc1ccc(CSc2ncccn2)cc1)c1ccccc1-
DOCK_SCORE-17.610500-
DOCK_SCORE-28.594400-
DOCK_SCORE_INTER-24.267400-
DOCK_SCORE_INTER-25.643100-
DOCK_SCORE_INTER_KCAL-5.796171-
DOCK_SCORE_INTER_KCAL-6.124752-
DOCK_SCORE_INTER_NORM-0.808912-
DOCK_SCORE_INTER_NORM-0.854771-
DOCK_SCORE_INTRA6.656900-
DOCK_SCORE_INTRA-2.951280-
DOCK_SCORE_INTRA_KCAL-0.704901-
DOCK_SCORE_INTRA_KCAL1.589974-
DOCK_SCORE_INTRA_NORM-0.098376-
DOCK_SCORE_INTRA_NORM0.221897-
DOCK_SCORE_KCAL-4.206197-
DOCK_SCORE_KCAL-6.829658-
DOCK_SCORE_NORM-0.953147-
DOCK_SCORE_NORM-0.587016-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H22N4O3S-
DOCK_SOURCE_FORMULAC22H22N4O3S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP4.438640-
DOCK_SOURCE_LOGP3.863840-
DOCK_SOURCE_MW422.510000-
DOCK_SOURCE_MW422.510000-
DOCK_SOURCE_NAMEZ49733996-
DOCK_SOURCE_NAMEZ49733996-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA96.700000-
DOCK_SOURCE_TPSA100.190000-
DOCK_STRAIN_DELTA35.001886-
DOCK_STRAIN_DELTA34.498132-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT11-
DOCK_TARGETT01-
EXACT_MASS422.14126156400005Da
FORMULAC22H22N4O3S-
HBA7-
HBD2-
LOGP4.438640000000003-
MOL_WEIGHT422.51000000000016g/mol
QED_SCORE0.1919570665479819-
ROTATABLE_BONDS7-
TPSA100.19A^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
T11 T11 selection_import_t11 1
native pose available
 1.2138471353336093 -17.6105 14 0.78 - Best pose
T01 T01 selection_import_t01 1
native pose available
 5.13434189743556 -28.5944 15 0.71 - Best 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
494 1.2138471353336093 -0.808912 -17.6105 2 18 14 0.78 0.00 0.00 0.25 - no geometry warning; 11 clashes; 4 protein contact clashes; high strain Δ 34.5 Open pose
T01 — T01 1 poses · report selection_import_t01
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
536 5.13434189743556 -0.854771 -28.5944 8 19 15 0.71 0.20 0.20 0.20 - no geometry warning; 13 clashes; 3 protein clashes; high strain Δ 35.0 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…