Ligand profile

CHEMBL3648559

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₃₂N₈O₄
pchembl 8.77 ~1.7 nM
Mol. weight 592.66 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648559
UniProt (similar protein)
O00400
pchembl
8.770 (~1.7 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 592.66 Da
LogP (Crippen) 5.03
H-bond donors 1
H-bond acceptors 11
TPSA 150.00 Ų
Rotatable bonds 8
Aromatic rings 6 / 7
Heavy atoms 44
Fraction sp³ C 0.34
Formula C₃₂H₃₂N₈O₄

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 150.0
  • −1 ≤ LogP ≤ 5 5.03
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 592.7
  • LogP ≤ 5 5.03
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 150.0
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@H](c3nnc(C)o3)CC2)c2ncnn12
InChI 
InChI=1S/C32H32N8O4/c1-3-6-27-26(17-20-9-11-21(12-10-20)24-7-4-5-8-25(24)28-35-32(42)44-38-28)30(41)39(31-33-18-34-40(27)31)23-15-13-22(14-16-23)29-37-36-19(2)43-29/h4-5,7-12,18,22-23H,3,6,13-17H2,1-2H3,(H,35,38,42)/t22-,23-
InChIKey 
PXCQIKBOQDFDOF-YHBQERECSA-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
226739
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)