Ligand profile

CHEMBL4634845

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00270 — glutamine-hydrolyzing carbamoyl-phosphate synthase small subunit

Via homolog UniProt P31327 Formula C₂₂H₂₄F₂N₂O₃
pchembl 6.44 ~363.1 nM
Mol. weight 402.44 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4634845
UniProt (similar protein)
P31327
pchembl
6.440 (~363.1 nM)
Target protein
HT085_RS00270

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 402.44 Da
LogP (Crippen) 3.66
H-bond donors 0
H-bond acceptors 3
TPSA 49.85 Ų
Rotatable bonds 3
Aromatic rings 2 / 3
Heavy atoms 29
Fraction sp³ C 0.36
Formula C₂₂H₂₄F₂N₂O₃

Drug-likeness

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

Permeability proxy High

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 49.9
  • −1 ≤ LogP ≤ 5 3.66
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 402.4
  • LogP ≤ 5 3.66
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 49.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(C(=O)N2C[C@@H](C)N(C(=O)c3ccc(C)cc3F)[C@H](C)C2)c(F)c1
InChI 
InChI=1S/C22H24F2N2O3/c1-13-5-7-18(19(23)9-13)22(28)26-14(2)11-25(12-15(26)3)21(27)17-8-6-16(29-4)10-20(17)24/h5-10,14-15H,11-12H2,1-4H3/t14-,15-/m1/s1
InChIKey 
DDVYRIQCNWCUFL-HUUCEWRRSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF02786' 'PF02787

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_RS00270.

PDB 14

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

Ligand PDB entry

ChEMBL 6

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)