FAIRMol

Z31819752

ID 982

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

SMILES: CCOc1ccccc1N1CCN(C(=O)c2ccc(S(=O)(=O)Nc3ccccc3)cc2)CC1

Formula: C25H27N3O4S | MW: 465.57500000000033

LogP: 3.848500000000003 | TPSA: 78.95

HBA/HBD: 5/1 | RotB: 7

InChIKey: JDIGQIZGSQAEHX-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Sulfonamide bioisostere N-Methyl amide ×2 H-bond acceptor N ×2 H-bond acceptor O ×4 H-bond donor Gatekeeper aromatic ×3 β-Turn mimetic ×2 Metal chelator P-gp efflux flag ×2

Functional group

Carbonyl Amide Tertiary amine ×2 Lactam Sulfonamide Aryl ether Ether

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.908716-
DOCK_BASE_INTER_RANK-0.789005-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT26.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID22-
DOCK_EXPERIMENT_ID2-
DOCK_FINAL_RANK3.032910-
DOCK_FINAL_RANK4.499195-
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:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU211-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1171-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.627244-
DOCK_MAX_CLASH_OVERLAP0.627314-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.434907-
DOCK_PRE_RANK2.984687-
DOCK_PRIMARY_POSE_ID1162-
DOCK_PRIMARY_POSE_ID14673-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t22-
DOCK_REPORT_IDselection_import_t02-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ALA70;A:ASN126;A:ASN41;A:ASP129;A:ASP68;A:GLN42;A:GLU21;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:GLU31;A:GLY117;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_SCAFFOLDO=C(c1ccc(S(=O)(=O)Nc2ccccc2)cc1)N1CCN(c2ccccc2)CC1-
DOCK_SCAFFOLDO=C(c1ccc(S(=O)(=O)Nc2ccccc2)cc1)N1CCN(c2ccccc2)CC1-
DOCK_SCORE-26.578400-
DOCK_SCORE-30.194300-
DOCK_SCORE_INTER-29.987600-
DOCK_SCORE_INTER-26.037200-
DOCK_SCORE_INTER_KCAL-6.218881-
DOCK_SCORE_INTER_KCAL-7.162418-
DOCK_SCORE_INTER_NORM-0.908716-
DOCK_SCORE_INTER_NORM-0.789005-
DOCK_SCORE_INTRA-0.541258-
DOCK_SCORE_INTRA-0.206660-
DOCK_SCORE_INTRA_KCAL-0.129277-
DOCK_SCORE_INTRA_KCAL-0.049360-
DOCK_SCORE_INTRA_NORM-0.016402-
DOCK_SCORE_INTRA_NORM-0.006262-
DOCK_SCORE_KCAL-6.348145-
DOCK_SCORE_KCAL-7.211788-
DOCK_SCORE_NORM-0.805407-
DOCK_SCORE_NORM-0.914979-
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_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H27N3O4S-
DOCK_SOURCE_FORMULAC25H27N3O4S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP3.848500-
DOCK_SOURCE_LOGP3.848500-
DOCK_SOURCE_MW465.575000-
DOCK_SOURCE_MW465.575000-
DOCK_SOURCE_NAMEZ31819752-
DOCK_SOURCE_NAMEZ31819752-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA78.950000-
DOCK_SOURCE_TPSA78.950000-
DOCK_STRAIN_DELTA41.369009-
DOCK_STRAIN_DELTA33.894218-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT22-
EXACT_MASS465.172227344Da
FORMULAC25H27N3O4S-
HBA5-
HBD1-
LOGP3.848500000000003-
MOL_WEIGHT465.57500000000033g/mol
QED_SCORE0.5735012393740323-
ROTATABLE_BONDS7-
TPSA78.95A^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
T02 T02 selection_import_t02 1
native pose available
 3.032910383255826 -26.5784 13 0.62 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.499195386795661 -30.1943 19 0.90 - Best pose
T02 — T02 1 poses · report selection_import_t02
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
484 3.032910383255826 -0.789005 -26.5784 4 17 13 0.62 0.20 0.20 0.40 - no geometry warning; 14 clashes; 1 protein clash; 2 cofactor-context clashes; high strain Δ 33.9 Open 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
435 4.499195386795661 -0.908716 -30.1943 10 26 19 0.90 0.40 0.36 0.36 - no geometry warning; 14 clashes; 2 protein clashes; high strain Δ 41.4 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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