Ligand profile

CHEMBL3648546

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₃₄N₆O₄
pchembl 8.85 ~1.4 nM
Mol. weight 566.66 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648546
UniProt (similar protein)
O00400
pchembl
8.850 (~1.4 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 566.66 Da
LogP (Crippen) 5.11
H-bond donors 1
H-bond acceptors 9
TPSA 120.31 Ų
Rotatable bonds 7
Aromatic rings 5 / 7
Heavy atoms 42
Fraction sp³ C 0.41
Formula C₃₂H₃₄N₆O₄

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 120.3
  • −1 ≤ LogP ≤ 5 5.11
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 566.7
  • LogP ≤ 5 5.11
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 120.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCc1c(Cc2ccc(-c3ccccc3-c3nc(=O)o[nH]3)cc2)c(=O)n([C@H]2CC[C@]3(CCCO3)CC2)c2ncnn12
InChI 
InChI=1S/C32H34N6O4/c1-2-6-27-26(19-21-9-11-22(12-10-21)24-7-3-4-8-25(24)28-35-31(40)42-36-28)29(39)37(30-33-20-34-38(27)30)23-13-16-32(17-14-23)15-5-18-41-32/h3-4,7-12,20,23H,2,5-6,13-19H2,1H3,(H,35,36,40)/t23-,32+
InChIKey 
KLSYBFRVMYPCCY-HBPSFDQZSA-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
Activity
226725
Binding sites
PF13000

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_2159.

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)