Ligand profile

CHEMBL3651825

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₃₆N₆O₅
pchembl 8.68 ~2.1 nM
Mol. weight 584.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3651825
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 584.68 Da
LogP (Crippen) 4.59
H-bond donors 1
H-bond acceptors 10
TPSA 129.54 Ų
Rotatable bonds 11
Aromatic rings 5 / 6
Heavy atoms 43
Fraction sp³ C 0.41
Formula C₃₂H₃₆N₆O₅

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 129.5
  • −1 ≤ LogP ≤ 5 4.59
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 584.7
  • LogP ≤ 5 4.59
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 129.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCc1c(Cc2ccc(-c3ccccc3-c3noc(=O)[nH]3)cc2)c(=O)n(C2CCC(OCCOC)CC2)c2ncnn12
InChI 
InChI=1S/C32H36N6O5/c1-3-6-28-27(19-21-9-11-22(12-10-21)25-7-4-5-8-26(25)29-35-32(40)43-36-29)30(39)37(31-33-20-34-38(28)31)23-13-15-24(16-14-23)42-18-17-41-2/h4-5,7-12,20,23-24H,3,6,13-19H2,1-2H3,(H,35,36,40)
InChIKey 
BKVGOHZLYUMTQR-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
198627
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)