Ligand profile

CHEMBL12008

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0680 — dipeptidase AC. Metallo peptidase

Via homolog UniProt P22412 Formula C₁₇H₂₇NO₄S₂
pchembl 7.36 ~43.7 nM
Mol. weight 373.54 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL12008
UniProt (similar protein)
P22412
pchembl
7.360 (~43.7 nM)
Target protein
VK055_0680

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 373.54 Da
LogP (Crippen) 3.73
H-bond donors 2
H-bond acceptors 5
TPSA 75.63 Ų
Rotatable bonds 10
Aromatic rings 0 / 1
Heavy atoms 24
Fraction sp³ C 0.71
Formula C₁₇H₂₇NO₄S₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 75.6
  • −1 ≤ LogP ≤ 5 3.73
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 373.5
  • LogP ≤ 5 3.73
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 75.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOC(=S)SCCCCC/C=C(\NC(=O)C1CC1(C)C)C(=O)O
InChI 
InChI=1S/C17H27NO4S2/c1-4-22-16(23)24-10-8-6-5-7-9-13(15(20)21)18-14(19)12-11-17(12,2)3/h9,12H,4-8,10-11H2,1-3H3,(H,18,19)(H,20,21)/b13-9-
InChIKey 
XCEGTJICXSRMRQ-LCYFTJDESA-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)