Ligand profile

CHEMBL4649653

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P31327 Formula C₂₃H₂₄FN₃O₃
pchembl 7.18 ~66.1 nM
Mol. weight 409.46 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4649653
UniProt (similar protein)
P31327
pchembl
7.180 (~66.1 nM)
Target protein
HT085_RS00270

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 409.46 Da
LogP (Crippen) 3.69
H-bond donors 1
H-bond acceptors 3
TPSA 65.64 Ų
Rotatable bonds 3
Aromatic rings 3 / 4
Heavy atoms 30
Fraction sp³ C 0.30
Formula C₂₃H₂₄FN₃O₃

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 65.6
  • −1 ≤ LogP ≤ 5 3.69
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 409.5
  • LogP ≤ 5 3.69
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 65.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(C(=O)N2[C@H](C)CN(C(=O)c3ccc4cc[nH]c4c3)C[C@H]2C)c(F)c1
InChI 
InChI=1S/C23H24FN3O3/c1-14-12-26(22(28)17-5-4-16-8-9-25-21(16)10-17)13-15(2)27(14)23(29)19-7-6-18(30-3)11-20(19)24/h4-11,14-15,25H,12-13H2,1-3H3/t14-,15-/m1/s1
InChIKey 
WTXZRSDVMFYIFC-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)