Ligand profile

CHEMBL3648549

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₃₄N₆O₄
pchembl 8.72 ~1.9 nM
Mol. weight 566.66 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648549
UniProt (similar protein)
O00400
pchembl
8.720 (~1.9 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) 5.13
H-bond donors 1
H-bond acceptors 9
TPSA 120.31 Ų
Rotatable bonds 10
Aromatic rings 5 / 6
Heavy atoms 42
Fraction sp³ C 0.34
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 5.13
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 566.7
  • LogP ≤ 5 5.13
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 120.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=CCOC1CCC(n2c(=O)c(Cc3ccc(-c4ccccc4-c4nc(=O)o[nH]4)cc3)c(CCC)n3ncnc23)CC1
InChI 
InChI=1S/C32H34N6O4/c1-3-7-28-27(30(39)37(31-33-20-34-38(28)31)23-14-16-24(17-15-23)41-18-4-2)19-21-10-12-22(13-11-21)25-8-5-6-9-26(25)29-35-32(40)42-36-29/h4-6,8-13,20,23-24H,2-3,7,14-19H2,1H3,(H,35,36,40)
InChIKey 
UBEDZVNNLJWBNV-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
226728
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)