FAIRMol

OHD_TB2022_27

ID 1429

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (4)
2D structure

SMILES: CCS(=O)(=O)N(C)c1cccc(NC(=O)c2cccc(C(N)=[NH2+])c2)c1OCc1ccc(C(N)=[NH2+])cc1

Formula: C25H30N6O4S+2 | MW: 510.6200000000003

LogP: -0.7673999999999965 | TPSA: 178.92999999999998

HBA/HBD: 4/5 | RotB: 10

InChIKey: PZWRXXZPCWQZGW-UHFFFAOYSA-P

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×4 H-bond donor ×5 Gatekeeper aromatic ×3 Ionizable base ×4 Metal chelator ×3

Functional group

Carbonyl Amide Primary amine ×2 Secondary amine Sulfonamide Aryl ether Ether

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.606925-
DOCK_BASE_INTER_RANK-0.595939-
DOCK_BASE_INTER_RANK-0.827056-
DOCK_BASE_INTER_RANK-0.880898-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK5.222561-
DOCK_FINAL_RANK4.135874-
DOCK_FINAL_RANK3.859450-
DOCK_FINAL_RANK4.246759-
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_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG481-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1051-
DOCK_IFP::A:ASP1161-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1121-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY1571-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:ILE1061-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER441-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR1171-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:THR541-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TRP471-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL871-
DOCK_IFP::C:ARG2221-
DOCK_IFP::C:ARG2281-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ARG3311-
DOCK_IFP::C:ASP3301-
DOCK_IFP::C:GLN1651-
DOCK_IFP::C:GLY2291-
DOCK_IFP::C:GLY2861-
DOCK_IFP::C:ILE2851-
DOCK_IFP::C:ILE2881-
DOCK_IFP::C:LEU2271-
DOCK_IFP::C:LEU3321-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.620778-
DOCK_MAX_CLASH_OVERLAP0.620855-
DOCK_MAX_CLASH_OVERLAP0.620803-
DOCK_MAX_CLASH_OVERLAP0.620913-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK5.129079-
DOCK_PRE_RANK4.201614-
DOCK_PRE_RANK4.029465-
DOCK_PRE_RANK3.775855-
DOCK_PRIMARY_POSE_ID1427-
DOCK_PRIMARY_POSE_ID12241-
DOCK_PRIMARY_POSE_ID11578-
DOCK_PRIMARY_POSE_ID12947-
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_t19-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSC:ARG222;C:ARG228;C:ARG287;C:ARG331;C:ASP330;C:GLN165;C:GLY229;C:GLY286;C:ILE285;C:ILE288;C:LEU227;C:LEU332;C:MET333;C:NDP800-
DOCK_RESIDUE_CONTACTSA:ASP105;A:ASP116;A:GLU18;A:GLY112;A:GLY13;A:GLY49;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR117;A:TRP21;A:TYR110;A:VAL53-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG48;A:ARG97;A:GLY157;A:ILE45;A:LEU94;A:LYS57;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:SER44;A:SER86;A:THR54;A:THR83;A:TRP47;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:MET393;A:PHE396;A:PRO398;A:PRO462;A:SER394;A:SER395;A:SER464;A:SER470;A:THR397;A:THR463-
DOCK_SCAFFOLDO=C(Nc1ccccc1OCc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1ccccc1OCc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1ccccc1OCc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1ccccc1OCc1ccccc1)c1ccccc1-
DOCK_SCORE-19.698300-
DOCK_SCORE-23.865600-
DOCK_SCORE-22.807600-
DOCK_SCORE-31.696600-
DOCK_SCORE_INTER-21.453800-
DOCK_SCORE_INTER-29.774000-
DOCK_SCORE_INTER-21.849300-
DOCK_SCORE_INTER-31.712300-
DOCK_SCORE_INTER_KCAL-7.111401-
DOCK_SCORE_INTER_KCAL-5.124154-
DOCK_SCORE_INTER_KCAL-7.574356-
DOCK_SCORE_INTER_KCAL-5.218618-
DOCK_SCORE_INTER_NORM-0.595939-
DOCK_SCORE_INTER_NORM-0.827056-
DOCK_SCORE_INTER_NORM-0.880898-
DOCK_SCORE_INTER_NORM-0.606925-
DOCK_SCORE_INTRA5.908460-
DOCK_SCORE_INTRA2.151000-
DOCK_SCORE_INTRA-1.353830-
DOCK_SCORE_INTRA0.015748-
DOCK_SCORE_INTRA_KCAL0.513758-
DOCK_SCORE_INTRA_KCAL-0.323357-
DOCK_SCORE_INTRA_KCAL0.003761-
DOCK_SCORE_INTRA_KCAL1.411212-
DOCK_SCORE_INTRA_NORM-0.037606-
DOCK_SCORE_INTRA_NORM0.164124-
DOCK_SCORE_INTRA_NORM0.000437-
DOCK_SCORE_INTRA_NORM0.059750-
DOCK_SCORE_KCAL-7.570606-
DOCK_SCORE_KCAL-5.447504-
DOCK_SCORE_KCAL-5.700203-
DOCK_SCORE_KCAL-4.704860-
DOCK_SCORE_NORM-0.880461-
DOCK_SCORE_NORM-0.547175-
DOCK_SCORE_NORM-0.662932-
DOCK_SCORE_NORM-0.633546-
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_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_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_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H30N6O4S+2-
DOCK_SOURCE_FORMULAC25H30N6O4S+2-
DOCK_SOURCE_FORMULAC25H30N6O4S+2-
DOCK_SOURCE_FORMULAC25H30N6O4S+2-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_LOGP-0.767400-
DOCK_SOURCE_LOGP-0.767400-
DOCK_SOURCE_LOGP-0.767400-
DOCK_SOURCE_LOGP-0.767400-
DOCK_SOURCE_MW510.620000-
DOCK_SOURCE_MW510.620000-
DOCK_SOURCE_MW510.620000-
DOCK_SOURCE_MW510.620000-
DOCK_SOURCE_NAMEOHD_TB2022_27-
DOCK_SOURCE_NAMEOHD_TB2022_27-
DOCK_SOURCE_NAMEOHD_TB2022_27-
DOCK_SOURCE_NAMEOHD_TB2022_27-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA178.930000-
DOCK_SOURCE_TPSA178.930000-
DOCK_SOURCE_TPSA178.930000-
DOCK_SOURCE_TPSA178.930000-
DOCK_STRAIN_DELTA49.409455-
DOCK_STRAIN_DELTA32.329834-
DOCK_STRAIN_DELTA53.296322-
DOCK_STRAIN_DELTA58.228105-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT20-
DOCK_TARGETT03-
DOCK_TARGETT19-
DOCK_TARGETT18-
EXACT_MASS510.20382728017995Da
FORMULAC25H30N6O4S+2-
HBA4-
HBD5-
LOGP-0.7673999999999965-
MOL_WEIGHT510.6200000000003g/mol
QED_SCORE0.17649829643733114-
ROTATABLE_BONDS10-
TPSA178.92999999999998A^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
T03 T03 selection_import_t03 1
native pose available
 3.8594501751747776 -23.8656 18 0.90 - Best pose
T19 T19 selection_import_t19 1
native pose available
 4.135873877091396 -31.6966 9 0.33 - Best pose
T18 T18 selection_import_t18 1
native pose available
 4.246759468271501 -22.8076 11 0.85 - Best pose
T20 T20 selection_import_t20 1
native pose available
 5.222560969371158 -19.6983 8 1.00 - Best 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
72 3.8594501751747776 -0.827056 -23.8656 4 22 18 0.90 0.29 0.40 0.40 - no geometry warning; 14 clashes; 2 protein clashes; 1 cofactor-context clash; high strain Δ 49.4 Open pose
T19 — T19 1 poses · report selection_import_t19
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
40 4.135873877091396 -0.880898 -31.6966 12 14 9 0.33 0.25 0.60 0.75 - no geometry warning; 15 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 58.2 Open 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
57 4.246759468271501 -0.595939 -22.8076 6 16 11 0.85 - - - - no geometry warning; 14 clashes; 2 protein clashes; high strain Δ 32.3 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
68 5.222560969371158 -0.606925 -19.6983 10 15 8 1.00 1.00 1.00 1.00 - no geometry warning; 15 clashes; 3 protein clashes; high strain Δ 53.3 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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