Ligand profile

CHEMBL3648605

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₃₄N₆O₆
pchembl 8.68 ~2.1 nM
Mol. weight 598.66 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648605
UniProt (similar protein)
O00400
pchembl
8.680 (~2.1 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 598.66 Da
LogP (Crippen) 3.66
H-bond donors 2
H-bond acceptors 11
TPSA 149.77 Ų
Rotatable bonds 8
Aromatic rings 5 / 7
Heavy atoms 44
Fraction sp³ C 0.41
Formula C₃₂H₃₄N₆O₆

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 149.8
  • −1 ≤ LogP ≤ 5 3.66
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 598.7
  • LogP ≤ 5 3.66
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 149.8
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(C2CCC3(CC2)OCC(CO)O3)c2ncnn12
InChI 
InChI=1S/C32H34N6O6/c1-2-5-27-26(16-20-8-10-21(11-9-20)24-6-3-4-7-25(24)28-35-31(41)44-36-28)29(40)37(30-33-19-34-38(27)30)22-12-14-32(15-13-22)42-18-23(17-39)43-32/h3-4,6-11,19,22-23,39H,2,5,12-18H2,1H3,(H,35,36,41)
InChIKey 
KRADASIOFJNCBU-UHFFFAOYSA-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
226787
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)