Ligand profile

CHEMBL2324203

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4295 — peptidase M16 inactive domain protein

Via homolog UniProt P14735 Formula C₂₄H₃₁N₅O₅
pchembl 7.06 ~87.1 nM
Mol. weight 469.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2324203
UniProt (similar protein)
P14735
pchembl
7.060 (~87.1 nM)
Target protein
VK055_4295

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 469.54 Da
LogP (Crippen) 1.37
H-bond donors 6
H-bond acceptors 6
TPSA 166.63 Ų
Rotatable bonds 13
Aromatic rings 2 / 2
Heavy atoms 34
Fraction sp³ C 0.33
Formula C₂₄H₃₁N₅O₅

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 166.6
  • −1 ≤ LogP ≤ 5 1.37
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 469.5
  • LogP ≤ 5 1.37
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 166.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=CCOC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](CC(=O)NO)Cc1ccc2ccccc2c1
InChI 
InChI=1S/C24H31N5O5/c1-2-12-34-23(32)20(8-5-11-27-24(25)26)28-22(31)19(15-21(30)29-33)14-16-9-10-17-6-3-4-7-18(17)13-16/h2-4,6-7,9-10,13,19-20,33H,1,5,8,11-12,14-15H2,(H,28,31)(H,29,30)(H4,25,26,27)/t19-,20+/m1/s1
InChIKey 
RGXAXYLGCICSGR-UXHICEINSA-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)