Ligand profile

CHEMBL1907818

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0680 — dipeptidase AC. Metallo peptidase

Via homolog UniProt P22412 Formula C₁₇H₃₁N₂O₆P
pchembl 6.75 ~177.8 nM
Mol. weight 390.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1907818
UniProt (similar protein)
P22412
pchembl
6.750 (~177.8 nM)
Target protein
VK055_0680

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 390.42 Da
LogP (Crippen) 2.18
H-bond donors 5
H-bond acceptors 4
TPSA 135.96 Ų
Rotatable bonds 11
Aromatic rings 0 / 1
Heavy atoms 26
Fraction sp³ C 0.76
Formula C₁₇H₃₁N₂O₆P

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 136.0
  • −1 ≤ LogP ≤ 5 2.18
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 390.4
  • LogP ≤ 5 2.18
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 4
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 136.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCCNC(C)(C)P(=O)(O)O)C(=O)O
InChI 
InChI=1S/C17H31N2O6P/c1-16(2)11-12(16)14(20)19-13(15(21)22)9-7-5-6-8-10-18-17(3,4)26(23,24)25/h9,12,18H,5-8,10-11H2,1-4H3,(H,19,20)(H,21,22)(H2,23,24,25)/b13-9-/t12-/m1/s1
InChIKey 
QXBNNRXWIGCNPK-FNWMBBJUSA-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
Binding sites
PF01244

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_0680.

PDB 7

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

Ligand PDB entry

ChEMBL 99

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)