Ligand profile

CHEMBL4287164

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₂₆H₃₄N₄O₆S
Mol. weight 530.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4287164
UniProt (similar protein)
Q9NXA8
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 530.65 Da
LogP (Crippen) 3.21
H-bond donors 5
H-bond acceptors 7
TPSA 138.02 Ų
Rotatable bonds 14
Aromatic rings 2 / 2
Heavy atoms 37
Fraction sp³ C 0.38
Formula C₂₆H₃₄N₄O₆S

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 138.0
  • −1 ≤ LogP ≤ 5 3.21
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 530.6
  • LogP ≤ 5 3.21
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 138.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOC(=O)CCNC(=S)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)Nc1cccc(O)c1
InChI 
InChI=1S/C26H34N4O6S/c1-2-35-23(32)14-16-28-25(37)27-15-7-6-13-22(24(33)29-20-11-8-12-21(31)17-20)30-26(34)36-18-19-9-4-3-5-10-19/h3-5,8-12,17,22,31H,2,6-7,13-16,18H2,1H3,(H,29,33)(H,30,34)(H2,27,28,37)/t22-/m0/s1
InChIKey 
SJMVJEQNNFEKJU-QFIPXVFZSA-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
Activity
Active
Binding sites
PF02146

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_1346.

PDB 21

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

Ligand PDB entry

ChEMBL 84

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)