FAIRMol

NMT-TY0545

ID 2283

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

SMILES: Nc1nc(N)c(NC/C(O)=N/S(=O)(=O)c2ccc([N+](=O)O)cc2)c(=O)[nH]1

Formula: C12H14N7O6S+ | MW: 384.3540000000001

LogP: -0.5087999999999995 | TPSA: 216.85999999999993

HBA/HBD: 8/6 | RotB: 6

InChIKey: YGPWIXCHLSYSGS-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×3 H-bond acceptor O ×4 H-bond donor ×6 Gatekeeper aromatic Ionizable base ×3 Metal chelator

Functional group

Primary amine ×2 Secondary amine Imine

Ring system

Benzene Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.234550-
DOCK_BASE_INTER_RANK-1.247820-
DOCK_BASE_INTER_RANK-0.990150-
DOCK_BASE_INTER_RANK-1.069010-
DOCK_BASE_INTER_RANK-0.992514-
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_COUNT9.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID21-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID15-
DOCK_FINAL_RANK6.549493-
DOCK_FINAL_RANK3.604981-
DOCK_FINAL_RANK3.891869-
DOCK_FINAL_RANK1.138957-
DOCK_FINAL_RANK5.931673-
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:ALA2121-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET781-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL2281-
DOCK_IFP::A:VAL2301-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ASN2081-
DOCK_IFP::B:ASN2451-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLU2481-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY2461-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE2471-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS2161-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET751-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:VAL2171-
DOCK_IFP::D:ARG2871-
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_OVERLAP0.650936-
DOCK_MAX_CLASH_OVERLAP0.651019-
DOCK_MAX_CLASH_OVERLAP0.650970-
DOCK_MAX_CLASH_OVERLAP0.650988-
DOCK_MAX_CLASH_OVERLAP0.650971-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.680834-
DOCK_PRE_RANK5.773363-
DOCK_PRE_RANK0.944183-
DOCK_PRE_RANK6.334456-
DOCK_PRE_RANK3.409713-
DOCK_PRIMARY_POSE_ID6334-
DOCK_PRIMARY_POSE_ID2973-
DOCK_PRIMARY_POSE_ID9890-
DOCK_PRIMARY_POSE_ID5015-
DOCK_PRIMARY_POSE_ID13863-
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_t10-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t21-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t08-
DOCK_RESIDUE_CONTACTSA:ALA212;A:ARG14;A:ASP161;A:LEU208;A:LEU209;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TYR174;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:SER111;A:SER112;A:SER227;A:TYR194;A:VAL228;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG116;A:ARG140;A:ARG144;A:ASN106;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:LEU101;A:MET78;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ARG113;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:PRO12;B:SER71;B:TYR46-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA90;B:ASN208;B:ASN245;B:GLU248;B:GLY214;B:GLY215;B:GLY246;B:ILE247;B:LYS211;B:LYS216;B:LYS89;B:PRO212;B:PRO213;B:TYR210;B:VAL217-
DOCK_SCAFFOLDO=c1[nH]cncc1NCC=NS(=O)(=O)c1ccccc1-
DOCK_SCAFFOLDO=c1[nH]cncc1NCC=NS(=O)(=O)c1ccccc1-
DOCK_SCAFFOLDO=c1[nH]cncc1NCC=NS(=O)(=O)c1ccccc1-
DOCK_SCAFFOLDO=c1[nH]cncc1NCC=NS(=O)(=O)c1ccccc1-
DOCK_SCAFFOLDO=c1[nH]cncc1NCC=NS(=O)(=O)c1ccccc1-
DOCK_SCORE-32.278100-
DOCK_SCORE-28.133800-
DOCK_SCORE-25.717700-
DOCK_SCORE-33.381300-
DOCK_SCORE-27.192400-
DOCK_SCORE_INTER-25.743900-
DOCK_SCORE_INTER-25.805400-
DOCK_SCORE_INTER-32.443300-
DOCK_SCORE_INTER-27.794100-
DOCK_SCORE_INTER-32.098300-
DOCK_SCORE_INTER_KCAL-7.748952-
DOCK_SCORE_INTER_KCAL-7.666551-
DOCK_SCORE_INTER_KCAL-6.148828-
DOCK_SCORE_INTER_KCAL-6.163517-
DOCK_SCORE_INTER_KCAL-6.638510-
DOCK_SCORE_INTER_NORM-0.990150-
DOCK_SCORE_INTER_NORM-0.992514-
DOCK_SCORE_INTER_NORM-1.069010-
DOCK_SCORE_INTER_NORM-1.234550-
DOCK_SCORE_INTER_NORM-1.247820-
DOCK_SCORE_INTRA-1.448500-
DOCK_SCORE_INTRA-0.339672-
DOCK_SCORE_INTRA0.087711-
DOCK_SCORE_INTRA-0.179801-
DOCK_SCORE_INTRA-0.938014-
DOCK_SCORE_INTRA_KCAL0.020949-
DOCK_SCORE_INTRA_KCAL-0.224041-
DOCK_SCORE_INTRA_KCAL-0.081129-
DOCK_SCORE_INTRA_KCAL-0.042945-
DOCK_SCORE_INTRA_KCAL-0.345968-
DOCK_SCORE_INTRA_NORM-0.036077-
DOCK_SCORE_INTRA_NORM-0.055711-
DOCK_SCORE_INTRA_NORM-0.006915-
DOCK_SCORE_INTRA_NORM0.003374-
DOCK_SCORE_INTRA_NORM-0.013064-
DOCK_SCORE_KCAL-7.709495-
DOCK_SCORE_KCAL-6.719646-
DOCK_SCORE_KCAL-6.142570-
DOCK_SCORE_KCAL-7.972990-
DOCK_SCORE_KCAL-6.494796-
DOCK_SCORE_NORM-0.989141-
DOCK_SCORE_NORM-1.082070-
DOCK_SCORE_NORM-1.241460-
DOCK_SCORE_NORM-1.045860-
DOCK_SCORE_NORM-1.283900-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC12H14N7O6S+-
DOCK_SOURCE_FORMULAC12H14N7O6S+-
DOCK_SOURCE_FORMULAC12H14N7O6S+-
DOCK_SOURCE_FORMULAC12H14N7O6S+-
DOCK_SOURCE_FORMULAC12H14N7O6S+-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP-0.508800-
DOCK_SOURCE_LOGP-0.508800-
DOCK_SOURCE_LOGP-0.508800-
DOCK_SOURCE_LOGP-0.508800-
DOCK_SOURCE_LOGP-0.508800-
DOCK_SOURCE_MW384.354000-
DOCK_SOURCE_MW384.354000-
DOCK_SOURCE_MW384.354000-
DOCK_SOURCE_MW384.354000-
DOCK_SOURCE_MW384.354000-
DOCK_SOURCE_NAMENMT-TY0545-
DOCK_SOURCE_NAMENMT-TY0545-
DOCK_SOURCE_NAMENMT-TY0545-
DOCK_SOURCE_NAMENMT-TY0545-
DOCK_SOURCE_NAMENMT-TY0545-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA216.860000-
DOCK_SOURCE_TPSA216.860000-
DOCK_SOURCE_TPSA216.860000-
DOCK_SOURCE_TPSA216.860000-
DOCK_SOURCE_TPSA216.860000-
DOCK_STRAIN_DELTA77.138335-
DOCK_STRAIN_DELTA90.063167-
DOCK_STRAIN_DELTA97.198085-
DOCK_STRAIN_DELTA90.237410-
DOCK_STRAIN_DELTA95.790647-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT15-
DOCK_TARGETT10-
DOCK_TARGETT08-
DOCK_TARGETT21-
DOCK_TARGETT05-
EXACT_MASS384.07207858808994Da
FORMULAC12H14N7O6S+-
HBA8-
HBD6-
LOGP-0.5087999999999995-
MOL_WEIGHT384.3540000000001g/mol
QED_SCORE0.21272015497859612-
ROTATABLE_BONDS6-
TPSA216.85999999999993A^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
 1.1389574142594698 -32.2781 9 0.47 - Best pose
T21 T21 selection_import_t21 1
native pose available
 3.6049812779176444 -25.7177 13 0.93 - Best pose
T05 T05 selection_import_t05 1
native pose available
 3.8918693515184914 -33.3813 13 0.76 - Best pose
T10 T10 selection_import_t10 1
native pose available
 5.931672815652535 -28.1338 15 0.88 - Best pose
T15 T15 selection_import_t15 1
native pose available
 6.549492995890155 -27.1924 7 0.54 - 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
274 1.1389574142594698 -1.23455 -32.2781 14 11 9 0.47 0.83 0.80 0.80 - no geometry warning; 9 clashes; 7 protein contact clashes; 3 cofactor-context clashes; high strain Δ 90.1 Open pose
T21 — T21 1 poses · report selection_import_t21
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
305 3.6049812779176444 -0.992514 -25.7177 16 16 13 0.93 0.75 0.67 0.75 - no geometry warning; 10 clashes; 1 protein clash; high strain Δ 90.2 Open pose
T05 — T05 1 poses · report selection_import_t05
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
263 3.8918693515184914 -1.24782 -33.3813 14 17 13 0.76 0.43 0.50 0.60 - no geometry warning; 9 clashes; 3 protein clashes; 4 cofactor-context clashes; high strain Δ 95.8 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
238 5.931672815652535 -1.06901 -28.1338 16 16 15 0.88 0.69 0.73 0.82 - no geometry warning; 9 clashes; 4 protein clashes; high strain Δ 77.1 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
404 6.549492995890155 -0.99015 -27.1924 13 16 7 0.54 - - - - no geometry warning; 8 clashes; 4 protein clashes; high strain Δ 97.2 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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