Ligand profile

CHEMBL11971

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0680 — dipeptidase AC. Metallo peptidase

Via homolog UniProt P22412 Formula C₁₇H₂₈N₂O₅
pchembl 6.54 ~288.4 nM
Mol. weight 340.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL11971
UniProt (similar protein)
P22412
pchembl
6.540 (~288.4 nM)
Target protein
VK055_0680

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 340.42 Da
LogP (Crippen) 1.69
H-bond donors 3
H-bond acceptors 4
TPSA 106.94 Ų
Rotatable bonds 11
Aromatic rings 0 / 1
Heavy atoms 24
Fraction sp³ C 0.71
Formula C₁₇H₂₈N₂O₅

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 106.9
  • −1 ≤ LogP ≤ 5 1.69
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 340.4
  • LogP ≤ 5 1.69
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 106.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(CCCCC/C=C(\NC(=O)C1CC1(C)C)C(=O)O)CC(=O)O
InChI 
InChI=1S/C17H28N2O5/c1-17(2)10-12(17)15(22)18-13(16(23)24)8-6-4-5-7-9-19(3)11-14(20)21/h8,12H,4-7,9-11H2,1-3H3,(H,18,22)(H,20,21)(H,23,24)/b13-8-
InChIKey 
ZBIISKDBQLYGPO-JYRVWZFOSA-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)