Ligand profile

ZINC5385816

Virtual-screening candidate from ZINC.

Bound to: HT085_RS00140 — orotate phosphoribosyltransferase

Via homolog UniProt P11172 Formula C₁₅H₁₉N₃O₉
Tanimoto 0.68
Mol. weight 385.33 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC5385816
UniProt (similar protein)
P11172
Tanimoto
0.680
Target protein
HT085_RS00140

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 385.33 Da
LogP (Crippen) -1.36
H-bond donors 1
H-bond acceptors 11
TPSA 155.88 Ų
Rotatable bonds 4
Aromatic rings 1 / 2
Heavy atoms 27
Fraction sp³ C 0.60
Formula C₁₅H₁₉N₃O₉

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 155.9
  • −1 ≤ LogP ≤ 5 -1.36
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 385.3
  • LogP ≤ 5 -1.36
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 155.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)O[C@H]1[C@@H](OC(C)=O)[C@@H](C)O[C@@H](n2ncc(=O)[nH]c2=O)[C@H]1OC(C)=O
InChI 
InChI=1S/C15H19N3O9/c1-6-11(25-7(2)19)12(26-8(3)20)13(27-9(4)21)14(24-6)18-15(23)17-10(22)5-16-18/h5-6,11-14H,1-4H3,(H,17,22,23)/t6-,11+,12+,13+,14-/m1/s1
InChIKey 
BCNBZVDVTAVRER-KOXBNBCLSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
CHEMBL515914
Homolog
P11172

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to HT085_RS00140.

PDB 19

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 4

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)