Ligand profile

CHEMBL2324219

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4295 — peptidase M16 inactive domain protein

Via homolog UniProt P14735 Formula C₃₈H₄₆N₈O₈
pchembl 7.11 ~77.6 nM
Mol. weight 742.83 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2324219
UniProt (similar protein)
P14735
pchembl
7.110 (~77.6 nM)
Target protein
VK055_4295

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 742.83 Da
LogP (Crippen) 1.79
H-bond donors 10
H-bond acceptors 8
TPSA 268.69 Ų
Rotatable bonds 20
Aromatic rings 4 / 4
Heavy atoms 54
Fraction sp³ C 0.34
Formula C₃₈H₄₆N₈O₈

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 268.7
  • −1 ≤ LogP ≤ 5 1.79
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 742.8
  • LogP ≤ 5 1.79
  • H-bond donors ≤ 5 10
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 20
  • TPSA ≤ 140 Ų 268.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCCNC(=N)N)C(=O)[C@H](CC(=O)NO)Cc1ccc2ccccc2c1
InChI 
InChI=1S/C38H46N8O8/c1-22(47)43-31(14-15-34(49)50)36(52)45-32(19-27-21-42-29-10-5-4-9-28(27)29)37(53)44-30(11-6-16-41-38(39)40)35(51)26(20-33(48)46-54)18-23-12-13-24-7-2-3-8-25(24)17-23/h2-5,7-10,12-13,17,21,26,30-32,42,54H,6,11,14-16,18-20H2,1H3,(H,43,47)(H,44,53)(H,45,52)(H,46,48)(H,49,50)(H4,39,40,41)/t26-,30-,31-,32-/m0/s1
InChIKey 
XVPKZNPMQMJTQL-NYKRYVCLSA-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)