Ligand profile

CHEMBL1164954

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00140 — orotate phosphoribosyltransferase

Via homolog UniProt P11172 Formula C₁₈H₂₉BrN₂O₆Si
Mol. weight 477.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1164954
UniProt (similar protein)
P11172
Target protein
HT085_RS00140

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 477.43 Da
LogP (Crippen) 2.74
H-bond donors 1
H-bond acceptors 7
TPSA 91.78 Ų
Rotatable bonds 4
Aromatic rings 1 / 3
Heavy atoms 28
Fraction sp³ C 0.78
Formula C₁₈H₂₉BrN₂O₆Si

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 91.8
  • −1 ≤ LogP ≤ 5 2.74
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 477.4
  • LogP ≤ 5 2.74
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 91.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)O[C@@H]2[C@H](O1)[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@H]2n1cc(Br)c(=O)[nH]c1=O
InChI 
InChI=1S/C18H29BrN2O6Si/c1-17(2,3)28(6,7)24-9-11-12-13(27-18(4,5)26-12)15(25-11)21-8-10(19)14(22)20-16(21)23/h8,11-13,15H,9H2,1-7H3,(H,20,22,23)/t11-,12-,13-,15-/m1/s1
InChIKey 
JXOHZASGISIFIC-RGCMKSIDSA-N

Provenance

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

Method
LigQ nearest_k
Source
ChEMBL
Activity
Active
Curation
pdb_similarity_tanimoto
Binding sites
PF00215

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 3

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

Compound Potency (pchembl)

ZINC 50

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

Compound Similarity (Tanimoto)