Ligand profile

CHEMBL5206556

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1359 — NADH dehydrogenase II

Via homolog UniProt P95160 Formula C₂₁H₃₀N₂O₃
pchembl 6.70 ~199.5 nM
Mol. weight 358.48 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5206556
UniProt (similar protein)
P95160
pchembl
6.700 (~199.5 nM)
Target protein
VK055_1359

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 358.48 Da
LogP (Crippen) 2.89
H-bond donors 0
H-bond acceptors 4
TPSA 42.01 Ų
Rotatable bonds 4
Aromatic rings 1 / 4
Heavy atoms 26
Fraction sp³ C 0.67
Formula C₂₁H₃₀N₂O₃

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 42.0
  • −1 ≤ LogP ≤ 5 2.89
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 358.5
  • LogP ≤ 5 2.89
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 42.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(CN2CC[C@]34OC[C@H](C(C)C)N3C(=O)CC[C@@H]4C2)cc1
InChI 
InChI=1S/C21H30N2O3/c1-15(2)19-14-26-21-10-11-22(12-16-4-7-18(25-3)8-5-16)13-17(21)6-9-20(24)23(19)21/h4-5,7-8,15,17,19H,6,9-14H2,1-3H3/t17-,19-,21-/m1/s1
InChIKey 
YLBHJBBTUJVMCK-YFVAEKQCSA-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)