Ligand profile

CHEMBL4848961

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0557 — 1-pyrroline dehydrogenase

Via homolog UniProt O94788 Formula C₂₀H₁₅FN₄O
pchembl 6.36 ~436.5 nM
Mol. weight 346.37 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4848961
UniProt (similar protein)
O94788
pchembl
6.360 (~436.5 nM)
Target protein
VK055_0557

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 346.37 Da
LogP (Crippen) 3.43
H-bond donors 0
H-bond acceptors 5
TPSA 52.71 Ų
Rotatable bonds 3
Aromatic rings 4 / 4
Heavy atoms 26
Fraction sp³ C 0.05
Formula C₂₀H₁₅FN₄O

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 52.7
  • −1 ≤ LogP ≤ 5 3.43
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 346.4
  • LogP ≤ 5 3.43
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 52.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cn1ncc2c(=O)n(-c3ccccc3)c(/C=C/c3cccc(F)c3)nc21
InChI 
InChI=1S/C20H15FN4O/c1-24-19-17(13-22-24)20(26)25(16-8-3-2-4-9-16)18(23-19)11-10-14-6-5-7-15(21)12-14/h2-13H,1H3/b11-10+
InChIKey 
WAGQCXSHYTVSPV-ZHACJKMWSA-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
Binding sites
PF00171

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0557.

PDB 13

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

Ligand PDB entry

ChEMBL 53

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)