Ligand profile

CHEMBL2324213

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4295 — peptidase M16 inactive domain protein

Via homolog UniProt P14735 Formula C₃₂H₃₈N₈O₆
pchembl 6.30 ~501.2 nM
Mol. weight 630.71 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2324213
UniProt (similar protein)
P14735
pchembl
6.300 (~501.2 nM)
Target protein
VK055_4295

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 630.71 Da
LogP (Crippen) 0.31
H-bond donors 10
H-bond acceptors 7
TPSA 248.54 Ų
Rotatable bonds 15
Aromatic rings 4 / 4
Heavy atoms 46
Fraction sp³ C 0.28
Formula C₃₂H₃₈N₈O₆

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 248.5
  • −1 ≤ LogP ≤ 5 0.31
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 630.7
  • LogP ≤ 5 0.31
  • H-bond donors ≤ 5 10
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 248.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N=C(N)NCCC[C@H](NC(=O)[C@H](Cc1ccc2ccccc2c1)[C@@H](O)C(=O)NO)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(N)=O
InChI 
InChI=1S/C32H38N8O6/c33-28(42)26(16-21-17-37-24-9-4-3-8-22(21)24)39-30(44)25(10-5-13-36-32(34)35)38-29(43)23(27(41)31(45)40-46)15-18-11-12-19-6-1-2-7-20(19)14-18/h1-4,6-9,11-12,14,17,23,25-27,37,41,46H,5,10,13,15-16H2,(H2,33,42)(H,38,43)(H,39,44)(H,40,45)(H4,34,35,36)/t23-,25+,26+,27-/m1/s1
InChIKey 
GKJYUVFJPIJHOK-GYUKIKGESA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00675' 'PF05193

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_4295.

PDB 16

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

Ligand PDB entry

ChEMBL 11

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)