FAIRMol

Z25492290

ID 3035

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

SMILES: Cc1ccc(-c2cn(-c3ccccc3)c(SCC(=O)N[C@@H]3CCS(=O)(=O)C3)n2)cc1C

Formula: C23H25N3O3S2 | MW: 455.60500000000025

LogP: 3.551540000000002 | TPSA: 81.06

HBA/HBD: 5/1 | RotB: 6

InChIKey: MADXESLRZDMEKU-LJQANCHMSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Sulfone Sulfide

Ring system

Benzene ×2 Thiolane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.067220-
DOCK_BASE_INTER_RANK-0.765245-
DOCK_BASE_INTER_RANK-0.846457-
DOCK_BASE_INTER_RANK-0.706090-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK0.955124-
DOCK_FINAL_RANK2.862827-
DOCK_FINAL_RANK1.276824-
DOCK_FINAL_RANK2.462248-
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:ALA151-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY4591-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER461-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA671-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY661-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR691-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.623953-
DOCK_MAX_CLASH_OVERLAP0.623909-
DOCK_MAX_CLASH_OVERLAP0.624001-
DOCK_MAX_CLASH_OVERLAP0.624060-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.913350-
DOCK_PRE_RANK2.829121-
DOCK_PRE_RANK1.241011-
DOCK_PRE_RANK2.401140-
DOCK_PRIMARY_POSE_ID5166-
DOCK_PRIMARY_POSE_ID6498-
DOCK_PRIMARY_POSE_ID10002-
DOCK_PRIMARY_POSE_ID13313-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LEU263;A:LYS13;A:MET163;A:MET213;A:NAP301;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:SER46;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA67;B:ALA90;B:ARG74;B:GLY214;B:GLY215;B:GLY66;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:TYR210;B:TYR69;B:VAL88-
DOCK_RESIDUE_CONTACTSA:GLU466;A:GLU467;A:GLY459;A:HIS461;A:LEU399;A:MET400;A:PHE396;A:PRO398;A:PRO462;A:SER394;A:SER395;A:SER470;A:THR463-
DOCK_SCAFFOLDO=C(CSc1nc(-c2ccccc2)cn1-c1ccccc1)NC1CCS(=O)(=O)C1-
DOCK_SCAFFOLDO=C(CSc1nc(-c2ccccc2)cn1-c1ccccc1)NC1CCS(=O)(=O)C1-
DOCK_SCAFFOLDO=C(CSc1nc(-c2ccccc2)cn1-c1ccccc1)NC1CCS(=O)(=O)C1-
DOCK_SCAFFOLDO=C(CSc1nc(-c2ccccc2)cn1-c1ccccc1)NC1CCS(=O)(=O)C1-
DOCK_SCORE-33.475500-
DOCK_SCORE-24.529200-
DOCK_SCORE-25.311500-
DOCK_SCORE-19.285800-
DOCK_SCORE_INTER-33.083800-
DOCK_SCORE_INTER-23.722600-
DOCK_SCORE_INTER-26.240200-
DOCK_SCORE_INTER-21.888800-
DOCK_SCORE_INTER_KCAL-7.901933-
DOCK_SCORE_INTER_KCAL-5.666048-
DOCK_SCORE_INTER_KCAL-6.267367-
DOCK_SCORE_INTER_KCAL-5.228052-
DOCK_SCORE_INTER_NORM-1.067220-
DOCK_SCORE_INTER_NORM-0.765245-
DOCK_SCORE_INTER_NORM-0.846457-
DOCK_SCORE_INTER_NORM-0.706090-
DOCK_SCORE_INTRA-0.433951-
DOCK_SCORE_INTRA-0.806569-
DOCK_SCORE_INTRA0.928666-
DOCK_SCORE_INTRA2.603040-
DOCK_SCORE_INTRA_KCAL-0.103647-
DOCK_SCORE_INTRA_KCAL-0.192646-
DOCK_SCORE_INTRA_KCAL0.221808-
DOCK_SCORE_INTRA_KCAL0.621726-
DOCK_SCORE_INTRA_NORM-0.013998-
DOCK_SCORE_INTRA_NORM-0.026018-
DOCK_SCORE_INTRA_NORM0.029957-
DOCK_SCORE_INTRA_NORM0.083969-
DOCK_SCORE_KCAL-7.995489-
DOCK_SCORE_KCAL-5.858701-
DOCK_SCORE_KCAL-6.045551-
DOCK_SCORE_KCAL-4.606336-
DOCK_SCORE_NORM-1.079860-
DOCK_SCORE_NORM-0.791264-
DOCK_SCORE_NORM-0.816500-
DOCK_SCORE_NORM-0.622121-
DOCK_SCORE_RESTR0.042228-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.001362-
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_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H25N3O3S2-
DOCK_SOURCE_FORMULAC23H25N3O3S2-
DOCK_SOURCE_FORMULAC23H25N3O3S2-
DOCK_SOURCE_FORMULAC23H25N3O3S2-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD1.000000-
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_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP3.551540-
DOCK_SOURCE_LOGP3.551540-
DOCK_SOURCE_LOGP3.551540-
DOCK_SOURCE_LOGP3.551540-
DOCK_SOURCE_MW455.605000-
DOCK_SOURCE_MW455.605000-
DOCK_SOURCE_MW455.605000-
DOCK_SOURCE_MW455.605000-
DOCK_SOURCE_NAMEZ25492290-
DOCK_SOURCE_NAMEZ25492290-
DOCK_SOURCE_NAMEZ25492290-
DOCK_SOURCE_NAMEZ25492290-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA81.060000-
DOCK_SOURCE_TPSA81.060000-
DOCK_SOURCE_TPSA81.060000-
DOCK_SOURCE_TPSA81.060000-
DOCK_STRAIN_DELTA30.548827-
DOCK_STRAIN_DELTA25.913264-
DOCK_STRAIN_DELTA27.184156-
DOCK_STRAIN_DELTA39.962496-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT10-
DOCK_TARGETT15-
DOCK_TARGETT20-
EXACT_MASS455.13373365999996Da
FORMULAC23H25N3O3S2-
HBA5-
HBD1-
LOGP3.551540000000002-
MOL_WEIGHT455.60500000000025g/mol
QED_SCORE0.575116161637525-
ROTATABLE_BONDS6-
TPSA81.06A^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
T08 T08 selection_import_t08 1
native pose available
 0.9551242018102782 -33.4755 13 0.68 - Best pose
T15 T15 selection_import_t15 1
native pose available
 1.2768242680188926 -25.3115 12 0.92 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.462248084836765 -19.2858 6 0.75 - Best pose
T10 T10 selection_import_t10 1
native pose available
 2.8628267461029133 -24.5292 16 0.94 - Best pose
T08 — T08 1 poses · report selection_import_t08
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
425 0.9551242018102782 -1.06722 -33.4755 4 17 13 0.68 0.17 0.20 0.40 - no geometry warning; 10 clashes; 6 protein contact clashes; 3 cofactor-context clashes; high strain Δ 30.5 Open pose
T15 — T15 1 poses · report selection_import_t15
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
516 1.2768242680188926 -0.846457 -25.3115 3 18 12 0.92 - - - - no geometry warning; 8 clashes; 7 protein contact clashes; moderate strain Δ 27.2 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
434 2.462248084836765 -0.70609 -19.2858 5 13 6 0.75 0.00 0.00 0.00 - no geometry warning; 7 clashes; 1 protein clash; high strain Δ 40.0 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
402 2.8628267461029133 -0.765245 -24.5292 12 17 16 0.94 0.69 0.73 0.73 - no geometry warning; 9 clashes; 1 protein clash; moderate strain Δ 25.9 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…