Ligand profile

CHEMBL4295059

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₂₉H₃₈N₄O₅S₂
Mol. weight 586.78 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4295059
UniProt (similar protein)
Q9NXA8
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 586.78 Da
LogP (Crippen) 4.22
H-bond donors 4
H-bond acceptors 7
TPSA 117.79 Ų
Rotatable bonds 14
Aromatic rings 2 / 3
Heavy atoms 40
Fraction sp³ C 0.45
Formula C₂₉H₃₈N₄O₅S₂

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 117.8
  • −1 ≤ LogP ≤ 5 4.22
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 586.8
  • LogP ≤ 5 4.22
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 117.8
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)NC1CCSc2ccccc21
InChI 
InChI=1S/C29H38N4O5S2/c1-2-37-26(34)15-18-31-28(39)30-17-9-8-13-24(33-29(36)38-20-21-10-4-3-5-11-21)27(35)32-23-16-19-40-25-14-7-6-12-22(23)25/h3-7,10-12,14,23-24H,2,8-9,13,15-20H2,1H3,(H,32,35)(H,33,36)(H2,30,31,39)/t23?,24-/m0/s1
InChIKey 
PFUOEMZHQWJSJL-CGAIIQECSA-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)