FAIRMol

Z49605089

ID 2446

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: Cc1ncc(CO)c(/C=N/NC(=O)c2cccc(S(=O)(=O)N3CCCC3)c2)c1O

Formula: C19H22N4O5S | MW: 418.47500000000025

LogP: 1.13632 | TPSA: 132.19

HBA/HBD: 7/3 | RotB: 6

InChIKey: LFHHKSCBFQDXTK-SRZZPIQSSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Proline-like ring Sulfonamide bioisostere H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor ×3 Gatekeeper aromatic Metal chelator

Functional group

Carbonyl Amide Alcohol Phenol Sulfonamide Imine

Ring system

Benzene Pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.820122-
DOCK_BASE_INTER_RANK-0.884447-
DOCK_BASE_INTER_RANK-0.788601-
DOCK_BASE_INTER_RANK-1.179560-
DOCK_BASE_INTER_RANK-1.209460-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK0.788385-
DOCK_FINAL_RANK3.671435-
DOCK_FINAL_RANK3.040434-
DOCK_FINAL_RANK2.785578-
DOCK_FINAL_RANK3.299997-
DOCK_GEOMETRY_ALERTwarning-
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_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2151-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY391-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1281-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET551-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:ILE4381-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:PRO4351-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.653204-
DOCK_MAX_CLASH_OVERLAP0.655747-
DOCK_MAX_CLASH_OVERLAP0.653198-
DOCK_MAX_CLASH_OVERLAP0.645299-
DOCK_MAX_CLASH_OVERLAP0.729446-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.764664-
DOCK_PRE_RANK3.619974-
DOCK_PRE_RANK2.990907-
DOCK_PRE_RANK2.742466-
DOCK_PRE_RANK3.268970-
DOCK_PRIMARY_POSE_ID3993-
DOCK_PRIMARY_POSE_ID7402-
DOCK_PRIMARY_POSE_ID10779-
DOCK_PRIMARY_POSE_ID12819-
DOCK_PRIMARY_POSE_ID14876-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR86;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:GLN124;A:GLU192;A:GLY191;A:GLY39;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE74;A:PRO223;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ALA90;A:ASN91;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:TYR210-
DOCK_RESIDUE_CONTACTSC:ALA363;C:ALA365;C:ARG287;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:ILE438;C:LEU334;C:LYS60;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:PRO435;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ASN126;A:ASP129;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LYS127;A:LYS128;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(NN=Cc1ccncc1)c1cccc(S(=O)(=O)N2CCCC2)c1-
DOCK_SCAFFOLDO=S(=O)(c1cccc(C=NN=Cc2ccncc2)c1)N1CCCC1-
DOCK_SCAFFOLDO=C(NN=Cc1ccncc1)c1cccc(S(=O)(=O)N2CCCC2)c1-
DOCK_SCAFFOLDO=C(NN=Cc1ccncc1)c1cccc(S(=O)(=O)N2CCCC2)c1-
DOCK_SCAFFOLDO=C(NN=Cc1ccncc1)c1cccc(S(=O)(=O)N2CCCC2)c1-
DOCK_SCORE-23.177000-
DOCK_SCORE-24.242400-
DOCK_SCORE-18.367100-
DOCK_SCORE-30.028600-
DOCK_SCORE-33.239600-
DOCK_SCORE_INTER-23.783500-
DOCK_SCORE_INTER-25.649000-
DOCK_SCORE_INTER-22.869400-
DOCK_SCORE_INTER-34.207300-
DOCK_SCORE_INTER-35.074300-
DOCK_SCORE_INTER_KCAL-5.680594-
DOCK_SCORE_INTER_KCAL-6.126161-
DOCK_SCORE_INTER_KCAL-5.462265-
DOCK_SCORE_INTER_KCAL-8.170277-
DOCK_SCORE_INTER_KCAL-8.377356-
DOCK_SCORE_INTER_NORM-0.820122-
DOCK_SCORE_INTER_NORM-0.884447-
DOCK_SCORE_INTER_NORM-0.788601-
DOCK_SCORE_INTER_NORM-1.179560-
DOCK_SCORE_INTER_NORM-1.209460-
DOCK_SCORE_INTRA-2.480900-
DOCK_SCORE_INTRA1.406580-
DOCK_SCORE_INTRA4.502330-
DOCK_SCORE_INTRA4.178700-
DOCK_SCORE_INTRA1.834620-
DOCK_SCORE_INTRA_KCAL-0.592553-
DOCK_SCORE_INTRA_KCAL0.335956-
DOCK_SCORE_INTRA_KCAL1.075364-
DOCK_SCORE_INTRA_KCAL0.998066-
DOCK_SCORE_INTRA_KCAL0.438192-
DOCK_SCORE_INTRA_NORM-0.085548-
DOCK_SCORE_INTRA_NORM0.048503-
DOCK_SCORE_INTRA_NORM0.155253-
DOCK_SCORE_INTRA_NORM0.144093-
DOCK_SCORE_INTRA_NORM0.063263-
DOCK_SCORE_KCAL-5.535734-
DOCK_SCORE_KCAL-5.790200-
DOCK_SCORE_KCAL-4.386908-
DOCK_SCORE_KCAL-7.172211-
DOCK_SCORE_KCAL-7.939146-
DOCK_SCORE_NORM-0.799207-
DOCK_SCORE_NORM-0.835945-
DOCK_SCORE_NORM-0.633348-
DOCK_SCORE_NORM-1.035470-
DOCK_SCORE_NORM-1.146190-
DOCK_SCORE_RESTR3.087450-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.106464-
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_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
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_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H22N4O5S-
DOCK_SOURCE_FORMULAC19H22N4O5S-
DOCK_SOURCE_FORMULAC19H22N4O5S-
DOCK_SOURCE_FORMULAC19H22N4O5S-
DOCK_SOURCE_FORMULAC19H22N4O5S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP1.136320-
DOCK_SOURCE_LOGP1.711120-
DOCK_SOURCE_LOGP1.136320-
DOCK_SOURCE_LOGP1.136320-
DOCK_SOURCE_LOGP1.136320-
DOCK_SOURCE_MW418.475000-
DOCK_SOURCE_MW418.475000-
DOCK_SOURCE_MW418.475000-
DOCK_SOURCE_MW418.475000-
DOCK_SOURCE_MW418.475000-
DOCK_SOURCE_NAMEZ49605089-
DOCK_SOURCE_NAMEZ49605089-
DOCK_SOURCE_NAMEZ49605089-
DOCK_SOURCE_NAMEZ49605089-
DOCK_SOURCE_NAMEZ49605089-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA132.190000-
DOCK_SOURCE_TPSA135.680000-
DOCK_SOURCE_TPSA132.190000-
DOCK_SOURCE_TPSA132.190000-
DOCK_SOURCE_TPSA132.190000-
DOCK_STRAIN_DELTA19.040472-
DOCK_STRAIN_DELTA35.485415-
DOCK_STRAIN_DELTA34.541354-
DOCK_STRAIN_DELTA31.264927-
DOCK_STRAIN_DELTA24.222383-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT06-
DOCK_TARGETT11-
DOCK_TARGETT16-
DOCK_TARGETT19-
DOCK_TARGETT22-
EXACT_MASS418.131090804Da
FORMULAC19H22N4O5S-
HBA7-
HBD3-
LOGP1.13632-
MOL_WEIGHT418.47500000000025g/mol
QED_SCORE0.47598219008209025-
ROTATABLE_BONDS6-
TPSA132.19A^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
T06 T06 selection_import_t06 1
native pose available
 0.7883854153673052 -23.177 13 0.62 - Best pose
T19 T19 selection_import_t19 1
native pose available
 2.785578027503189 -30.0286 8 0.30 - Best pose
T16 T16 selection_import_t16 1
native pose available
 3.04043421104034 -18.3671 5 0.42 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.2999969963693108 -33.2396 15 0.71 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.6714347479305753 -24.2424 11 0.61 - Best pose
T06 — T06 1 poses · report selection_import_t06
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
607 0.7883854153673052 -0.820122 -23.177 4 16 13 0.62 0.00 0.00 0.00 - no geometry warning; 8 clashes; 4 protein contact clashes; 1 severe cofactor-context clash 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
618 2.785578027503189 -1.17956 -30.0286 7 21 8 0.30 0.08 0.40 0.25 - no geometry warning; 7 clashes; 2 protein clashes; 1 cofactor-context clash; high strain Δ 31.3 Open pose
T16 — T16 1 poses · report selection_import_t16
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
614 3.04043421104034 -0.788601 -18.3671 4 11 5 0.42 - - - - no geometry warning; 7 clashes; 2 protein clashes; high strain Δ 34.5 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
638 3.2999969963693108 -1.20946 -33.2396 11 19 15 0.71 0.53 0.55 0.64 - no geometry warning; 11 clashes; 1 protein clash; moderate strain Δ 24.2 Open pose
T11 — T11 1 poses · report selection_import_t11
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
628 3.6714347479305753 -0.884447 -24.2424 10 15 11 0.61 1.00 1.00 1.00 - no geometry warning; 10 clashes; 2 protein clashes; high strain Δ 35.5 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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