Ligand profile

CHEMBL5182198

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1359 — NADH dehydrogenase II

Via homolog UniProt P95160 Formula C₂₀H₂₈N₂O₂
pchembl 6.47 ~338.8 nM
Mol. weight 328.46 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5182198
UniProt (similar protein)
P95160
pchembl
6.470 (~338.8 nM)
Target protein
VK055_1359

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 328.46 Da
LogP (Crippen) 2.88
H-bond donors 0
H-bond acceptors 3
TPSA 32.78 Ų
Rotatable bonds 3
Aromatic rings 1 / 4
Heavy atoms 24
Fraction sp³ C 0.65
Formula C₂₀H₂₈N₂O₂

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 32.8
  • −1 ≤ LogP ≤ 5 2.88
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 328.5
  • LogP ≤ 5 2.88
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 32.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)[C@H]1CO[C@]23CCN(Cc4ccccc4)C[C@H]2CCC(=O)N13
InChI 
InChI=1S/C20H28N2O2/c1-15(2)18-14-24-20-10-11-21(12-16-6-4-3-5-7-16)13-17(20)8-9-19(23)22(18)20/h3-7,15,17-18H,8-14H2,1-2H3/t17-,18-,20-/m1/s1
InChIKey 
XJYVCBMQCHHPSW-QWFCFKBJSA-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
PF07992

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_1359.

PDB 5

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

Ligand PDB entry

ChEMBL 5

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)