Ligand profile

CHEMBL2324205

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4295 — peptidase M16 inactive domain protein

Via homolog UniProt P14735 Formula C₃₃H₄₂N₈O₈
pchembl 7.07 ~85.1 nM
Mol. weight 678.75 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2324205
UniProt (similar protein)
P14735
pchembl
7.070 (~85.1 nM)
Target protein
VK055_4295

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 678.75 Da
LogP (Crippen) -0.25
H-bond donors 11
H-bond acceptors 9
TPSA 282.08 Ų
Rotatable bonds 18
Aromatic rings 3 / 3
Heavy atoms 49
Fraction sp³ C 0.33
Formula C₃₃H₄₂N₈O₈

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 282.1
  • −1 ≤ LogP ≤ 5 -0.25
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 678.7
  • LogP ≤ 5 -0.25
  • H-bond donors ≤ 5 11
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • TPSA ≤ 140 Ų 282.1
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](Cc1ccc(O)cc1)NC(=O)[C@H](N)CCC(=O)O)C(=O)N[C@H](Cc1ccc2ccccc2c1)C(=O)NO
InChI 
InChI=1S/C33H42N8O8/c34-24(13-14-28(43)44)29(45)39-26(17-19-8-11-23(42)12-9-19)31(47)38-25(6-3-15-37-33(35)36)30(46)40-27(32(48)41-49)18-20-7-10-21-4-1-2-5-22(21)16-20/h1-2,4-5,7-12,16,24-27,42,49H,3,6,13-15,17-18,34H2,(H,38,47)(H,39,45)(H,40,46)(H,41,48)(H,43,44)(H4,35,36,37)/t24-,25-,26-,27-/m1/s1
InChIKey 
CMVUAWOMMQTCFN-FPCALVHFSA-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)