Ligand profile

CHEMBL3648540

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₃₆N₆O₄
pchembl 8.85 ~1.4 nM
Mol. weight 568.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648540
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 568.68 Da
LogP (Crippen) 5.27
H-bond donors 1
H-bond acceptors 9
TPSA 120.31 Ų
Rotatable bonds 8
Aromatic rings 5 / 6
Heavy atoms 42
Fraction sp³ C 0.41
Formula C₃₂H₃₆N₆O₄

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 5.27
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 568.7
  • LogP ≤ 5 5.27
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 120.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCc1c(Cc2ccc(-c3ccccc3-c3nc(=O)o[nH]3)cc2)c(=O)n(C2CCOC(C)(C)C2)c2nc(C)nn12
InChI 
InChI=1S/C32H36N6O4/c1-5-6-11-27-26(29(39)37(30-33-20(2)35-38(27)30)23-16-17-41-32(3,4)19-23)18-21-12-14-22(15-13-21)24-9-7-8-10-25(24)28-34-31(40)42-36-28/h7-10,12-15,23H,5-6,11,16-19H2,1-4H3,(H,34,36,40)
InChIKey 
MWAHGVJGCAYJQF-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
226719
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)