Ligand profile

ZINC8770561

Virtual-screening candidate from ZINC.

Bound to: HT085_RS00140 — orotate phosphoribosyltransferase

Via homolog UniProt P11172 Formula C₁₈H₂₅N₃O₉
Tanimoto 0.62
Mol. weight 427.41 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC8770561
UniProt (similar protein)
P11172
Tanimoto
0.621
Target protein
HT085_RS00140

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 427.41 Da
LogP (Crippen) -0.47
H-bond donors 0
H-bond acceptors 12
TPSA 145.02 Ų
Rotatable bonds 8
Aromatic rings 1 / 2
Heavy atoms 30
Fraction sp³ C 0.67
Formula C₁₈H₂₅N₃O₉

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 145.0
  • −1 ≤ LogP ≤ 5 -0.47
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 427.4
  • LogP ≤ 5 -0.47
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 145.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCn1c(=O)cnn([C@@H]2O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)c1=O
InChI 
InChI=1S/C18H25N3O9/c1-5-6-7-20-14(25)8-19-21(18(20)26)17-16(29-12(4)24)15(28-11(3)23)13(30-17)9-27-10(2)22/h8,13,15-17H,5-7,9H2,1-4H3/t13-,15-,16-,17-/m1/s1
InChIKey 
QLBKGAOOIWBWNX-MWQQHZPXSA-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)