FAIRMol

Z57906432

ID 3524

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

SMILES: Cc1cc2oc(C(=O)Nc3ccc(S(N)(=O)=O)cc3)c(C)c2cc1Cl

Formula: C17H15ClN2O4S | MW: 378.8370000000001

LogP: 3.6027400000000016 | TPSA: 102.39999999999999

HBA/HBD: 4/2 | RotB: 3

InChIKey: XUTLBTGQFNYTNW-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide Chlorine

Ring system

Benzene ×2 Furan Benzofuran

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.204940-
DOCK_BASE_INTER_RANK-1.012560-
DOCK_BASE_INTER_RANK-1.175530-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID22-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK4.203008-
DOCK_FINAL_RANK3.678373-
DOCK_FINAL_RANK5.050031-
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:ALA151-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU211-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET981-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER461-
DOCK_IFP::A:SER991-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR491-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:MET751-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.643763-
DOCK_MAX_CLASH_OVERLAP0.643753-
DOCK_MAX_CLASH_OVERLAP0.643736-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK5.012860-
DOCK_PRE_RANK4.166499-
DOCK_PRE_RANK3.660545-
DOCK_PRIMARY_POSE_ID14648-
DOCK_PRIMARY_POSE_ID13988-
DOCK_PRIMARY_POSE_ID6484-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t21-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ASN41;A:GLU21;A:GLU73;A:GLY23;A:GLY25;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:SER99;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:LEU101;A:SER46;A:THR74;A:TYR49-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cc2ccccc2o1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cc2ccccc2o1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cc2ccccc2o1-
DOCK_SCORE-18.073700-
DOCK_SCORE-29.343300-
DOCK_SCORE-20.823600-
DOCK_SCORE_INTER-30.123500-
DOCK_SCORE_INTER-29.388200-
DOCK_SCORE_INTER-25.314100-
DOCK_SCORE_INTER_KCAL-6.046172-
DOCK_SCORE_INTER_KCAL-7.019254-
DOCK_SCORE_INTER_KCAL-7.194877-
DOCK_SCORE_INTER_NORM-1.175530-
DOCK_SCORE_INTER_NORM-1.012560-
DOCK_SCORE_INTER_NORM-1.204940-
DOCK_SCORE_INTRA7.240460-
DOCK_SCORE_INTRA0.780226-
DOCK_SCORE_INTRA8.564660-
DOCK_SCORE_INTRA_KCAL0.186354-
DOCK_SCORE_INTRA_KCAL1.729355-
DOCK_SCORE_INTRA_KCAL2.045635-
DOCK_SCORE_INTRA_NORM0.289618-
DOCK_SCORE_INTRA_NORM0.342586-
DOCK_SCORE_INTRA_NORM0.031209-
DOCK_SCORE_KCAL-4.316831-
DOCK_SCORE_KCAL-4.973634-
DOCK_SCORE_KCAL-7.008530-
DOCK_SCORE_NORM-1.173730-
DOCK_SCORE_NORM-0.832943-
DOCK_SCORE_NORM-0.722946-
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_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H15ClN2O4S-
DOCK_SOURCE_FORMULAC17H15ClN2O4S-
DOCK_SOURCE_FORMULAC17H15ClN2O4S-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP3.602740-
DOCK_SOURCE_LOGP3.602740-
DOCK_SOURCE_LOGP3.602740-
DOCK_SOURCE_MW378.837000-
DOCK_SOURCE_MW378.837000-
DOCK_SOURCE_MW378.837000-
DOCK_SOURCE_NAMEZ57906432-
DOCK_SOURCE_NAMEZ57906432-
DOCK_SOURCE_NAMEZ57906432-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA102.400000-
DOCK_SOURCE_TPSA102.400000-
DOCK_SOURCE_TPSA102.400000-
DOCK_STRAIN_DELTA13.922292-
DOCK_STRAIN_DELTA27.592920-
DOCK_STRAIN_DELTA27.978299-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT21-
DOCK_TARGETT22-
DOCK_TARGETT10-
EXACT_MASS378.04410564Da
FORMULAC17H15ClN2O4S-
HBA4-
HBD2-
LOGP3.6027400000000016-
MOL_WEIGHT378.8370000000001g/mol
QED_SCORE0.7262094589073066-
ROTATABLE_BONDS3-
TPSA102.39999999999999A^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
T22 T22 selection_import_t22 1
native pose available
 3.678373279574685 -29.3433 13 0.62 - Best pose
T10 T10 selection_import_t10 1
native pose available
 4.203007652790329 -18.0737 16 0.94 - Best pose
T21 T21 selection_import_t21 1
native pose available
 5.050031377111168 -20.8236 13 0.93 - Best 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
410 3.678373279574685 -1.20494 -29.3433 9 14 13 0.62 0.40 0.36 0.36 - no geometry warning; 10 clashes; 3 protein clashes Open pose
T10 — T10 1 poses · report selection_import_t10
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
388 4.203007652790329 -1.01256 -18.0737 11 17 16 0.94 0.54 0.64 0.64 - no geometry warning; 7 clashes; 3 protein clashes; moderate strain Δ 27.6 Open pose
T21 — T21 1 poses · report selection_import_t21
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
430 5.050031377111168 -1.17553 -20.8236 15 18 13 0.93 0.75 0.78 0.75 - no geometry warning; 7 clashes; 3 protein clashes; moderate strain Δ 28.0 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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