Ligand profile

CHEMBL2269635

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4843 — NADH:ubiquinone oxidoreductase, membrane subunitH

Via homolog UniProt P03887 Formula C₂₂H₂₂N₂O₄
pchembl 6.04 ~912.0 nM
Mol. weight 378.43 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2269635
UniProt (similar protein)
P03887
pchembl
6.040 (~912.0 nM)
Target protein
VK055_4843

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 378.43 Da
LogP (Crippen) 4.28
H-bond donors 1
H-bond acceptors 5
TPSA 71.36 Ų
Rotatable bonds 4
Aromatic rings 2 / 4
Heavy atoms 28
Fraction sp³ C 0.27
Formula C₂₂H₂₂N₂O₄

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 71.4
  • −1 ≤ LogP ≤ 5 4.28
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 378.4
  • LogP ≤ 5 4.28
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 71.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1=C(C(C)c2cccc(Oc3ccccc3)c2)OC2/C(=N/O)CCN2C1=O
InChI 
InChI=1S/C22H22N2O4/c1-14(16-7-6-10-18(13-16)27-17-8-4-3-5-9-17)20-15(2)21(25)24-12-11-19(23-26)22(24)28-20/h3-10,13-14,22,26H,11-12H2,1-2H3/b23-19+
InChIKey 
FCRGQYVKIZANDE-FCDQGJHFSA-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
PF00146

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_4843.

PDB 23

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

Ligand PDB entry

ChEMBL 28

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)