FAIRMol

NMT-TY0603

ID 947

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

SMILES: CCCCSc1nc(=O)c(NS(=O)(=O)c2ccc(NC(C)=O)cc2)c(N)[nH]1

Formula: C16H21N5O4S2 | MW: 411.50900000000024

LogP: 2.0035000000000003 | TPSA: 147.04

HBA/HBD: 7/4 | RotB: 8

InChIKey: VKFCCIYYILMQNM-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N ×2 H-bond acceptor O ×4 H-bond donor ×4 Gatekeeper aromatic Ionizable base Metal chelator

Functional group

Carbonyl Amide Primary amine Secondary amine Sulfonamide Sulfide

Ring system

Benzene Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.949916-
DOCK_BASE_INTER_RANK-0.826997-
DOCK_BASE_INTER_RANK-1.178930-
DOCK_BASE_INTER_RANK-0.842162-
DOCK_BASE_INTER_RANK-1.049730-
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_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID8-
DOCK_FINAL_RANK4.366416-
DOCK_FINAL_RANK2.029408-
DOCK_FINAL_RANK1.112686-
DOCK_FINAL_RANK2.526473-
DOCK_FINAL_RANK1.735149-
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:ALA101-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA3631-
DOCK_IFP::A:ALA3651-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:HIS1821-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:HIS4281-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE3781-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU3771-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR3601-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:TYR981-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:ILE1821-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET791-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:SER441-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
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_OVERLAP0.660696-
DOCK_MAX_CLASH_OVERLAP0.660680-
DOCK_MAX_CLASH_OVERLAP0.649415-
DOCK_MAX_CLASH_OVERLAP0.636172-
DOCK_MAX_CLASH_OVERLAP0.654358-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.688938-
DOCK_PRE_RANK1.061747-
DOCK_PRE_RANK1.959909-
DOCK_PRE_RANK4.330596-
DOCK_PRE_RANK2.469369-
DOCK_PRIMARY_POSE_ID5693-
DOCK_PRIMARY_POSE_ID1027-
DOCK_PRIMARY_POSE_ID5023-
DOCK_PRIMARY_POSE_ID3684-
DOCK_PRIMARY_POSE_ID11181-
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_t08-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t17-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE182;B:ILE45;B:LEU94;B:MET53;B:MET79;B:PHE56;B:SER44;B:THR83;B:TRP47;B:VAL156;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TYR174;A:TYR98-
DOCK_RESIDUE_CONTACTSA:ALA363;A:ALA365;A:ARG331;A:ARG361;A:CYS375;A:GLY229;A:GLY376;A:HIS359;A:HIS428;A:ILE378;A:LEU332;A:LEU334;A:LEU377;A:PHE198;A:PHE230;A:SER364;A:THR360;A:THR374;A:VAL362-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:HIS182;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:THR86;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_SCAFFOLDO=c1[nH]cncc1NS(=O)(=O)c1ccccc1-
DOCK_SCAFFOLDO=c1nc[nH]cc1NS(=O)(=O)c1ccccc1-
DOCK_SCAFFOLDO=c1[nH]cncc1NS(=O)(=O)c1ccccc1-
DOCK_SCAFFOLDO=c1nc[nH]cc1NS(=O)(=O)c1ccccc1-
DOCK_SCAFFOLDO=c1nc[nH]cc1NS(=O)(=O)c1ccccc1-
DOCK_SCORE-22.548300-
DOCK_SCORE-21.669800-
DOCK_SCORE-27.429800-
DOCK_SCORE-22.768500-
DOCK_SCORE-28.356800-
DOCK_SCORE_INTER-28.342700-
DOCK_SCORE_INTER-25.647700-
DOCK_SCORE_INTER-22.738400-
DOCK_SCORE_INTER-31.831100-
DOCK_SCORE_INTER-22.328900-
DOCK_SCORE_INTER_KCAL-5.333168-
DOCK_SCORE_INTER_KCAL-5.430976-
DOCK_SCORE_INTER_KCAL-6.769541-
DOCK_SCORE_INTER_KCAL-6.125851-
DOCK_SCORE_INTER_KCAL-7.602731-
DOCK_SCORE_INTER_NORM-0.826997-
DOCK_SCORE_INTER_NORM-1.178930-
DOCK_SCORE_INTER_NORM-0.842162-
DOCK_SCORE_INTER_NORM-1.049730-
DOCK_SCORE_INTER_NORM-0.949916-
DOCK_SCORE_INTRA3.474290-
DOCK_SCORE_INTRA-0.219419-
DOCK_SCORE_INTRA1.068550-
DOCK_SCORE_INTRA0.911293-
DOCK_SCORE_INTRA2.867260-
DOCK_SCORE_INTRA_KCAL0.829820-
DOCK_SCORE_INTRA_KCAL-0.052407-
DOCK_SCORE_INTRA_KCAL0.255219-
DOCK_SCORE_INTRA_KCAL0.217659-
DOCK_SCORE_INTRA_KCAL0.684834-
DOCK_SCORE_INTRA_NORM-0.008127-
DOCK_SCORE_INTRA_NORM0.128678-
DOCK_SCORE_INTRA_NORM0.033752-
DOCK_SCORE_INTRA_NORM0.106195-
DOCK_SCORE_INTRA_NORM0.039576-
DOCK_SCORE_KCAL-5.385571-
DOCK_SCORE_KCAL-6.772908-
DOCK_SCORE_KCAL-5.438165-
DOCK_SCORE_KCAL-5.175745-
DOCK_SCORE_KCAL-6.551498-
DOCK_SCORE_NORM-1.050250-
DOCK_SCORE_NORM-0.802586-
DOCK_SCORE_NORM-0.835123-
DOCK_SCORE_NORM-0.843278-
DOCK_SCORE_NORM-1.015920-
DOCK_SCORE_RESTR0.001636-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.011969-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000443-
DOCK_SCORE_RESTR_NORM0.000061-
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_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H21N5O4S2-
DOCK_SOURCE_FORMULAC16H21N5O4S2-
DOCK_SOURCE_FORMULAC16H21N5O4S2-
DOCK_SOURCE_FORMULAC16H21N5O4S2-
DOCK_SOURCE_FORMULAC16H21N5O4S2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP2.003500-
DOCK_SOURCE_LOGP2.003500-
DOCK_SOURCE_LOGP2.003500-
DOCK_SOURCE_LOGP2.003500-
DOCK_SOURCE_LOGP2.003500-
DOCK_SOURCE_MW411.509000-
DOCK_SOURCE_MW411.509000-
DOCK_SOURCE_MW411.509000-
DOCK_SOURCE_MW411.509000-
DOCK_SOURCE_MW411.509000-
DOCK_SOURCE_NAMENMT-TY0603-
DOCK_SOURCE_NAMENMT-TY0603-
DOCK_SOURCE_NAMENMT-TY0603-
DOCK_SOURCE_NAMENMT-TY0603-
DOCK_SOURCE_NAMENMT-TY0603-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA147.040000-
DOCK_SOURCE_TPSA147.040000-
DOCK_SOURCE_TPSA147.040000-
DOCK_SOURCE_TPSA147.040000-
DOCK_SOURCE_TPSA147.040000-
DOCK_STRAIN_DELTA38.146403-
DOCK_STRAIN_DELTA43.614972-
DOCK_STRAIN_DELTA27.187516-
DOCK_STRAIN_DELTA32.877646-
DOCK_STRAIN_DELTA35.232353-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT06-
DOCK_TARGETT17-
DOCK_TARGETT09-
DOCK_TARGETT08-
EXACT_MASS411.1034961520001Da
FORMULAC16H21N5O4S2-
HBA7-
HBD4-
LOGP2.0035000000000003-
MOL_WEIGHT411.50900000000024g/mol
QED_SCORE0.29495463827554647-
ROTATABLE_BONDS8-
TPSA147.04A^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
 1.1126859159238387 -21.6698 18 0.86 - Best pose
T08 T08 selection_import_t08 1
native pose available
 1.7351492493660052 -28.3568 11 0.58 - Best pose
T09 T09 selection_import_t09 1
native pose available
 2.0294076723379617 -27.4298 10 0.48 - Best pose
T02 T02 selection_import_t02 1
native pose available
 2.5264725596256086 -22.7685 11 0.52 - Best pose
T17 T17 selection_import_t17 1
native pose available
 4.366415668592844 -22.5483 9 0.75 - 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
298 1.1126859159238387 -0.842162 -21.6698 2 20 18 0.86 0.00 0.00 0.25 - no geometry warning; 10 clashes; 5 protein contact clashes; high strain Δ 35.2 Open 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
282 1.7351492493660052 -1.17893 -28.3568 11 13 11 0.58 0.50 0.40 0.60 - no geometry warning; 9 clashes; 1 protein clash; 7 cofactor-context clashes; high strain Δ 32.9 Open pose
T09 — T09 1 poses · report selection_import_t09
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
275 2.0294076723379617 -1.04973 -27.4298 12 16 10 0.48 0.00 0.17 0.17 - no geometry warning; 9 clashes; 1 protein clash; 1 cofactor-context clash; high strain Δ 43.6 Open 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
349 2.5264725596256086 -0.949916 -22.7685 6 15 11 0.52 0.00 0.20 0.20 - no geometry warning; 10 clashes; 1 protein clash; high strain Δ 38.1 Open pose
T17 — T17 1 poses · report selection_import_t17
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
338 4.366415668592844 -0.826997 -22.5483 8 19 9 0.75 0.00 0.00 0.00 - no geometry warning; 7 clashes; 3 protein clashes; moderate strain Δ 27.2 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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