FAIRMol

OHD_TB2022_30

ID 2128

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

SMILES: Nc1nc2c(ncn2C[C@@H](COCP(=O)(O)O)OC[C@H](O)CO)c(=O)[nH]1

Formula: C12H20N5O8P | MW: 393.2930000000001

LogP: -2.4079999999999973 | TPSA: 206.04

HBA/HBD: 9/6 | RotB: 10

InChIKey: KNDMQJTVAXLWOY-SFYZADRCSA-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 H-bond acceptor N ×4 H-bond acceptor O ×4 H-bond donor ×6 Ionizable base Polyol

Functional group

Primary amine Alcohol ×2 Phosphate Phosphonate ×2 Ether ×2

Ring system

Pyrimidine Hypoxanthine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.066500-
DOCK_BASE_INTER_RANK-1.419650-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID8-
DOCK_FINAL_RANK2.050732-
DOCK_FINAL_RANK3.283247-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN1661-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2301-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.720487-
DOCK_MAX_CLASH_OVERLAP0.720186-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.926032-
DOCK_PRE_RANK3.155501-
DOCK_PRIMARY_POSE_ID2765-
DOCK_PRIMARY_POSE_ID4813-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t08-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:SER111;A:SER227;A:TYR191;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLN166;A:GLY205;A:LEU208;A:LEU209;A:LEU263;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_SCAFFOLDO=c1[nH]cnc2[nH]cnc12-
DOCK_SCAFFOLDO=c1[nH]cnc2[nH]cnc12-
DOCK_SCORE-22.988100-
DOCK_SCORE-26.735800-
DOCK_SCORE_INTER-27.729000-
DOCK_SCORE_INTER-36.910900-
DOCK_SCORE_INTER_KCAL-6.622961-
DOCK_SCORE_INTER_KCAL-8.816021-
DOCK_SCORE_INTER_NORM-1.066500-
DOCK_SCORE_INTER_NORM-1.419650-
DOCK_SCORE_INTRA4.740840-
DOCK_SCORE_INTRA10.175100-
DOCK_SCORE_INTRA_KCAL1.132331-
DOCK_SCORE_INTRA_KCAL2.430282-
DOCK_SCORE_INTRA_NORM0.182340-
DOCK_SCORE_INTRA_NORM0.391350-
DOCK_SCORE_KCAL-5.490616-
DOCK_SCORE_KCAL-6.385739-
DOCK_SCORE_NORM-0.884159-
DOCK_SCORE_NORM-1.028300-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC12H20N5O8P-
DOCK_SOURCE_FORMULAC12H20N5O8P-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA10.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP-2.408000-
DOCK_SOURCE_LOGP-2.408000-
DOCK_SOURCE_MW393.293000-
DOCK_SOURCE_MW393.293000-
DOCK_SOURCE_NAMEOHD_TB2022_30-
DOCK_SOURCE_NAMEOHD_TB2022_30-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA206.040000-
DOCK_SOURCE_TPSA206.040000-
DOCK_STRAIN_DELTA65.011036-
DOCK_STRAIN_DELTA66.124686-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT05-
DOCK_TARGETT08-
EXACT_MASS393.10494923000005Da
FORMULAC12H20N5O8P-
HBA9-
HBD6-
LOGP-2.4079999999999973-
MOL_WEIGHT393.2930000000001g/mol
QED_SCORE0.23436018558281047-
ROTATABLE_BONDS10-
TPSA206.04A^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
T05 T05 selection_import_t05 1
native pose available
 2.050732154185843 -22.9881 13 0.76 - Best pose
T08 T08 selection_import_t08 1
native pose available
 3.283247079754202 -26.7358 15 0.79 - Best 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
55 2.050732154185843 -1.0665 -22.9881 8 15 13 0.76 0.43 0.33 0.40 - no geometry warning; 6 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 65.0 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
72 3.283247079754202 -1.41965 -26.7358 16 21 15 0.79 0.50 0.40 0.80 - no geometry warning; 6 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 66.1 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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