FAIRMol

Z49606031

ID 2918

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

SMILES: O=C(N/N=C/c1ccc(O)c(O)c1)c1cccc(S(=O)(=O)N2CCCCC2)c1

Formula: C19H21N3O5S | MW: 403.46000000000026

LogP: 2.0363 | TPSA: 119.30000000000001

HBA/HBD: 6/3 | RotB: 5

InChIKey: DAIUCFCXLZZLSR-DEDYPNTBSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Amide Phenol ×2 Sulfonamide Imine

Ring system

Benzene ×2 Pipecolinyl ring

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.283260-
DOCK_BASE_INTER_RANK-1.172440-
DOCK_BASE_INTER_RANK-0.912384-
DOCK_BASE_INTER_RANK-0.958986-
DOCK_BASE_INTER_RANK-0.790111-
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_COUNT9.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID14-
DOCK_FINAL_RANK2.651309-
DOCK_FINAL_RANK2.575737-
DOCK_FINAL_RANK3.057283-
DOCK_FINAL_RANK3.250133-
DOCK_FINAL_RANK4.161214-
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:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1651-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN1661-
DOCK_IFP::A:GLN1661-
DOCK_IFP::A:GLU1381-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LYS511-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO701-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR711-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL3361-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
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_OVERLAP0.616003-
DOCK_MAX_CLASH_OVERLAP0.616008-
DOCK_MAX_CLASH_OVERLAP0.616088-
DOCK_MAX_CLASH_OVERLAP0.615493-
DOCK_MAX_CLASH_OVERLAP0.617552-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.621415-
DOCK_PRE_RANK2.526008-
DOCK_PRE_RANK3.031019-
DOCK_PRE_RANK3.202805-
DOCK_PRE_RANK4.127103-
DOCK_PRIMARY_POSE_ID4658-
DOCK_PRIMARY_POSE_ID5332-
DOCK_PRIMARY_POSE_ID7393-
DOCK_PRIMARY_POSE_ID8053-
DOCK_PRIMARY_POSE_ID9400-
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_t07-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t14-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:ASP165;A:CYS168;A:GLN166;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLN166;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:PRO70;A:THR71;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:GLU138;A:HIS105;A:HIS141;B:ARG46;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:LYS51;A:PHE383;A:SER282;A:THR241;A:VAL336-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1cccc(S(=O)(=O)N2CCCCC2)c1-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1cccc(S(=O)(=O)N2CCCCC2)c1-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1cccc(S(=O)(=O)N2CCCCC2)c1-
DOCK_SCAFFOLDO=S(=O)(c1cccc(C=NN=Cc2ccccc2)c1)N1CCCCC1-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1cccc(S(=O)(=O)N2CCCCC2)c1-
DOCK_SCORE-28.004600-
DOCK_SCORE-23.856900-
DOCK_SCORE-19.138100-
DOCK_SCORE-26.938800-
DOCK_SCORE-19.905200-
DOCK_SCORE_INTER-35.931200-
DOCK_SCORE_INTER-32.828400-
DOCK_SCORE_INTER-25.546800-
DOCK_SCORE_INTER-26.851600-
DOCK_SCORE_INTER-22.123100-
DOCK_SCORE_INTER_KCAL-8.582023-
DOCK_SCORE_INTER_KCAL-7.840932-
DOCK_SCORE_INTER_KCAL-6.101751-
DOCK_SCORE_INTER_KCAL-6.413397-
DOCK_SCORE_INTER_KCAL-5.284014-
DOCK_SCORE_INTER_NORM-1.283260-
DOCK_SCORE_INTER_NORM-1.172440-
DOCK_SCORE_INTER_NORM-0.912384-
DOCK_SCORE_INTER_NORM-0.958986-
DOCK_SCORE_INTER_NORM-0.790111-
DOCK_SCORE_INTRA7.926600-
DOCK_SCORE_INTRA8.971460-
DOCK_SCORE_INTRA6.408710-
DOCK_SCORE_INTRA-0.105751-
DOCK_SCORE_INTRA2.217920-
DOCK_SCORE_INTRA_KCAL1.893237-
DOCK_SCORE_INTRA_KCAL2.142797-
DOCK_SCORE_INTRA_KCAL1.530695-
DOCK_SCORE_INTRA_KCAL-0.025258-
DOCK_SCORE_INTRA_KCAL0.529741-
DOCK_SCORE_INTRA_NORM0.283093-
DOCK_SCORE_INTRA_NORM0.320409-
DOCK_SCORE_INTRA_NORM0.228882-
DOCK_SCORE_INTRA_NORM-0.003777-
DOCK_SCORE_INTRA_NORM0.079211-
DOCK_SCORE_KCAL-6.688787-
DOCK_SCORE_KCAL-5.698125-
DOCK_SCORE_KCAL-4.571059-
DOCK_SCORE_KCAL-6.434225-
DOCK_SCORE_KCAL-4.754277-
DOCK_SCORE_NORM-1.000170-
DOCK_SCORE_NORM-0.852034-
DOCK_SCORE_NORM-0.683502-
DOCK_SCORE_NORM-0.962099-
DOCK_SCORE_NORM-0.710900-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.018581-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000664-
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_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H21N3O5S-
DOCK_SOURCE_FORMULAC19H21N3O5S-
DOCK_SOURCE_FORMULAC19H21N3O5S-
DOCK_SOURCE_FORMULAC19H21N3O5S-
DOCK_SOURCE_FORMULAC19H21N3O5S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP2.036300-
DOCK_SOURCE_LOGP2.036300-
DOCK_SOURCE_LOGP2.036300-
DOCK_SOURCE_LOGP2.611100-
DOCK_SOURCE_LOGP2.036300-
DOCK_SOURCE_MW403.460000-
DOCK_SOURCE_MW403.460000-
DOCK_SOURCE_MW403.460000-
DOCK_SOURCE_MW403.460000-
DOCK_SOURCE_MW403.460000-
DOCK_SOURCE_NAMEZ49606031-
DOCK_SOURCE_NAMEZ49606031-
DOCK_SOURCE_NAMEZ49606031-
DOCK_SOURCE_NAMEZ49606031-
DOCK_SOURCE_NAMEZ49606031-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA119.300000-
DOCK_SOURCE_TPSA119.300000-
DOCK_SOURCE_TPSA119.300000-
DOCK_SOURCE_TPSA122.790000-
DOCK_SOURCE_TPSA119.300000-
DOCK_STRAIN_DELTA23.478319-
DOCK_STRAIN_DELTA34.640837-
DOCK_STRAIN_DELTA20.957104-
DOCK_STRAIN_DELTA33.444663-
DOCK_STRAIN_DELTA26.161340-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT07-
DOCK_TARGETT08-
DOCK_TARGETT11-
DOCK_TARGETT12-
DOCK_TARGETT14-
EXACT_MASS403.120191772Da
FORMULAC19H21N3O5S-
HBA6-
HBD3-
LOGP2.0363-
MOL_WEIGHT403.46000000000026g/mol
QED_SCORE0.40092637612944076-
ROTATABLE_BONDS5-
TPSA119.30000000000001A^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
 2.575736968686273 -23.8569 15 0.79 - Best pose
T07 T07 selection_import_t07 1
native pose available
 2.65130882111342 -28.0046 15 0.79 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.05728268097349 -19.1381 14 0.78 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.2501329553842218 -26.9388 14 0.88 - Best pose
T14 T14 selection_import_t14 1
native pose available
 4.161214079419215 -19.9052 8 0.53 - 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
591 2.575736968686273 -1.17244 -23.8569 4 20 15 0.79 0.17 0.20 0.20 - no geometry warning; 10 clashes; 1 protein clash; 2 cofactor-context clashes; high strain Δ 34.6 Open pose
T07 — T07 1 poses · report selection_import_t07
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
595 2.65130882111342 -1.28326 -28.0046 7 21 15 0.79 0.17 0.20 0.40 - no geometry warning; 9 clashes; 1 protein clash; 1 severe cofactor-context clash; moderate strain Δ 23.5 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
619 3.05728268097349 -0.912384 -19.1381 5 16 14 0.78 0.40 0.40 0.50 - no geometry warning; 9 clashes; 2 protein clashes; moderate strain Δ 21.0 Open pose
T12 — T12 1 poses · report selection_import_t12
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
601 3.2501329553842218 -0.958986 -26.9388 11 15 14 0.88 0.67 0.60 0.60 - no geometry warning; 10 clashes; 2 protein clashes; high strain Δ 33.4 Open pose
T14 — T14 1 poses · report selection_import_t14
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
592 4.161214079419215 -0.790111 -19.9052 7 11 8 0.53 0.00 0.20 0.20 - no geometry warning; 12 clashes; 3 protein clashes; moderate strain Δ 26.2 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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