Ligand profile

CHEMBL3648558

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₄H₃₈N₆O₅
pchembl 8.80 ~1.6 nM
Mol. weight 610.72 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648558
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 610.72 Da
LogP (Crippen) 5.33
H-bond donors 1
H-bond acceptors 10
TPSA 129.54 Ų
Rotatable bonds 7
Aromatic rings 5 / 7
Heavy atoms 45
Fraction sp³ C 0.44
Formula C₃₄H₃₈N₆O₅

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 5.33
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 610.7
  • LogP ≤ 5 5.33
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 129.5
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(C2CCC3(CC2)OCC(C)(C)CO3)c2ncnn12
InChI 
InChI=1S/C34H38N6O5/c1-4-7-28-27(18-22-10-12-23(13-11-22)25-8-5-6-9-26(25)29-37-32(42)45-38-29)30(41)39(31-35-21-36-40(28)31)24-14-16-34(17-15-24)43-19-33(2,3)20-44-34/h5-6,8-13,21,24H,4,7,14-20H2,1-3H3,(H,37,38,42)
InChIKey 
BWRLWJYESQVIOV-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
226738
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)