Ligand profile

CHEMBL5268216

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3154 — alpha/beta hydrolase fold family protein

Via homolog UniProt Q99685 Formula C₂₂H₂₈N₂O₃
pchembl 9.68 ~0.2 nM
Mol. weight 368.48 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5268216
UniProt (similar protein)
Q99685
pchembl
9.680 (~0.2 nM)
Target protein
VK055_3154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 368.48 Da
LogP (Crippen) 3.19
H-bond donors 1
H-bond acceptors 3
TPSA 58.64 Ų
Rotatable bonds 3
Aromatic rings 1 / 5
Heavy atoms 27
Fraction sp³ C 0.64
Formula C₂₂H₂₈N₂O₃

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 58.6
  • −1 ≤ LogP ≤ 5 3.19
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 368.5
  • LogP ≤ 5 3.19
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 58.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)c1ccc(C23CCN(C(=O)[C@H]4C[C@]5(COC(=O)N5)C4)CC2C3)cc1
InChI 
InChI=1S/C22H28N2O3/c1-14(2)15-3-5-17(6-4-15)22-7-8-24(12-18(22)11-22)19(25)16-9-21(10-16)13-27-20(26)23-21/h3-6,14,16,18H,7-13H2,1-2H3,(H,23,26)/t16-,18?,21+,22?
InChIKey 
OUYDLIURZBBDPT-IJLIMOAPSA-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
PF12146

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_3154.

PDB 7

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)