Ligand profile

CHEMBL205373

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1452 — short chain dehydrogenase family protein

Via homolog UniProt P37058 Formula C₂₅H₂₃ClN₂O₂
pchembl 7.60 ~25.1 nM
Mol. weight 418.92 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL205373
UniProt (similar protein)
P37058
pchembl
7.600 (~25.1 nM)
Target protein
VK055_1452

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 418.92 Da
LogP (Crippen) 5.02
H-bond donors 1
H-bond acceptors 2
TPSA 49.41 Ų
Rotatable bonds 2
Aromatic rings 3 / 4
Heavy atoms 30
Fraction sp³ C 0.20
Formula C₂₅H₂₃ClN₂O₂

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 49.4
  • −1 ≤ LogP ≤ 5 5.02
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 418.9
  • LogP ≤ 5 5.02
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 49.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CNC(=O)c1ccccc1-c1ccc2c(c1)CN(C(C)=O)c1ccc(Cl)cc1CC2
InChI 
InChI=1S/C25H23ClN2O2/c1-16(29)28-15-20-13-18(22-5-3-4-6-23(22)25(30)27-2)9-7-17(20)8-10-19-14-21(26)11-12-24(19)28/h3-7,9,11-14H,8,10,15H2,1-2H3,(H,27,30)
InChIKey 
WEHCHLITDGVNJP-UHFFFAOYSA-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
PF00106

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_1452.

PDB 1

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

Ligand PDB entry

ChEMBL 99

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)