FAIRMol

Z24314037

ID 2244

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

SMILES: Cn1c(SCC(=O)NCc2ccc3c(c2)OCO3)nnc1[C@@H]1COc2ccccc2O1

Formula: C21H20N4O5S | MW: 440.48100000000017

LogP: 2.4648000000000003 | TPSA: 96.73000000000002

HBA/HBD: 8/1 | RotB: 6

InChIKey: CDGGKLYXDXRFGZ-SFHVURJKSA-N

Recognized patterns

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

Bio motif

Catechol ×2 Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×3 H-bond acceptor O ×5 H-bond donor Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Aryl ether ×4 Sulfide Ether ×4 Acetal

Ring system

Benzene ×2 Benzodioxole Benzodioxane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.045030-
DOCK_BASE_INTER_RANK-0.711854-
DOCK_BASE_INTER_RANK-0.706320-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK1.965056-
DOCK_FINAL_RANK1.135020-
DOCK_FINAL_RANK3.160047-
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:ARG171-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASP1161-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY1121-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3721-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LYS161-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PRO3381-
DOCK_IFP::A:PRO3401-
DOCK_IFP::A:PRO3441-
DOCK_IFP::A:PRO3731-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER141-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR3701-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL531-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.662134-
DOCK_MAX_CLASH_OVERLAP0.662170-
DOCK_MAX_CLASH_OVERLAP0.662193-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.085442-
DOCK_PRE_RANK1.923042-
DOCK_PRE_RANK3.141144-
DOCK_PRIMARY_POSE_ID3138-
DOCK_PRIMARY_POSE_ID12009-
DOCK_PRIMARY_POSE_ID9272-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t14-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG342;A:ASN20;A:CYS26;A:GLN341;A:GLU343;A:GLU384;A:LEU25;A:LEU339;A:LEU372;A:LEU382;A:PRO338;A:PRO340;A:PRO344;A:PRO373;A:THR21;A:THR285;A:TYR370-
DOCK_RESIDUE_CONTACTSA:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS16;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ASP116;A:CYS52;A:GLU18;A:GLY112;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_SCAFFOLDO=C(CSc1nnc(C2COc3ccccc3O2)[nH]1)NCc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nnc(C2COc3ccccc3O2)[nH]1)NCc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nnc(C2COc3ccccc3O2)[nH]1)NCc1ccc2c(c1)OCO2-
DOCK_SCORE-22.877700-
DOCK_SCORE-31.969300-
DOCK_SCORE-22.459900-
DOCK_SCORE_INTER-21.895900-
DOCK_SCORE_INTER-22.067500-
DOCK_SCORE_INTER-32.395900-
DOCK_SCORE_INTER_KCAL-5.229748-
DOCK_SCORE_INTER_KCAL-5.270734-
DOCK_SCORE_INTER_KCAL-7.737631-
DOCK_SCORE_INTER_NORM-0.706320-
DOCK_SCORE_INTER_NORM-0.711854-
DOCK_SCORE_INTER_NORM-1.045030-
DOCK_SCORE_INTRA-0.563960-
DOCK_SCORE_INTRA0.426661-
DOCK_SCORE_INTRA-0.810164-
DOCK_SCORE_INTRA_KCAL0.101906-
DOCK_SCORE_INTRA_KCAL-0.134700-
DOCK_SCORE_INTRA_KCAL-0.193504-
DOCK_SCORE_INTRA_NORM-0.026134-
DOCK_SCORE_INTRA_NORM-0.018192-
DOCK_SCORE_INTRA_NORM0.013763-
DOCK_SCORE_KCAL-5.464247-
DOCK_SCORE_KCAL-7.635739-
DOCK_SCORE_KCAL-5.364457-
DOCK_SCORE_NORM-0.737989-
DOCK_SCORE_NORM-1.031270-
DOCK_SCORE_NORM-0.724512-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H20N4O5S-
DOCK_SOURCE_FORMULAC21H20N4O5S-
DOCK_SOURCE_FORMULAC21H20N4O5S-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP2.464800-
DOCK_SOURCE_LOGP2.464800-
DOCK_SOURCE_LOGP2.464800-
DOCK_SOURCE_MW440.481000-
DOCK_SOURCE_MW440.481000-
DOCK_SOURCE_MW440.481000-
DOCK_SOURCE_NAMEZ24314037-
DOCK_SOURCE_NAMEZ24314037-
DOCK_SOURCE_NAMEZ24314037-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA96.730000-
DOCK_SOURCE_TPSA96.730000-
DOCK_SOURCE_TPSA96.730000-
DOCK_STRAIN_DELTA34.566565-
DOCK_STRAIN_DELTA30.677740-
DOCK_STRAIN_DELTA14.944883-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT14-
DOCK_TARGETT18-
DOCK_TARGETT05-
EXACT_MASS440.11544074Da
FORMULAC21H20N4O5S-
HBA8-
HBD1-
LOGP2.4648000000000003-
MOL_WEIGHT440.48100000000017g/mol
QED_SCORE0.5842210662287901-
ROTATABLE_BONDS6-
TPSA96.73000000000002A^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
 1.1350204837366145 -22.4599 10 0.77 - Best pose
T14 T14 selection_import_t14 1
native pose available
 1.9650560186041406 -22.8777 9 0.60 - Best pose
T05 T05 selection_import_t05 1
native pose available
 3.160047468847212 -31.9693 11 0.65 - 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
488 1.1350204837366145 -0.70632 -22.4599 3 15 10 0.77 - - - - no geometry warning; 9 clashes; 4 protein contact clashes; high strain Δ 34.6 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
464 1.9650560186041406 -0.711854 -22.8777 4 18 9 0.60 0.17 0.40 0.40 - no geometry warning; 8 clashes; 1 protein clash; high strain Δ 30.7 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
428 3.160047468847212 -1.04503 -31.9693 7 13 11 0.65 0.29 0.50 0.60 - no geometry warning; 8 clashes; 2 protein clashes; 4 cofactor-context clashes 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…