Ligand profile

CHEMBL3648569

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₁H₃₂N₆O₄
pchembl 8.80 ~1.6 nM
Mol. weight 552.64 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648569
UniProt (similar protein)
O00400
pchembl
8.800 (~1.6 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 552.64 Da
LogP (Crippen) 4.48
H-bond donors 2
H-bond acceptors 9
TPSA 131.31 Ų
Rotatable bonds 8
Aromatic rings 5 / 6
Heavy atoms 41
Fraction sp³ C 0.32
Formula C₃₁H₃₂N₆O₄

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 131.3
  • −1 ≤ LogP ≤ 5 4.48
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 552.6
  • LogP ≤ 5 4.48
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 131.3
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(C2CCC(=CCO)CC2)c2ncnn12
InChI 
InChI=1S/C31H32N6O4/c1-2-5-27-26(29(39)36(30-32-19-33-37(27)30)23-14-10-20(11-15-23)16-17-38)18-21-8-12-22(13-9-21)24-6-3-4-7-25(24)28-34-31(40)41-35-28/h3-4,6-9,12-13,16,19,23,38H,2,5,10-11,14-15,17-18H2,1H3,(H,34,35,40)
InChIKey 
LBEIHDOAHGDOFH-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
226749
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)