Ligand profile

CHEMBL3648511

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₂₉H₃₂N₆O₃
pchembl 8.89 ~1.3 nM
Mol. weight 512.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648511
UniProt (similar protein)
O00400
pchembl
8.890 (~1.3 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 512.61 Da
LogP (Crippen) 4.80
H-bond donors 1
H-bond acceptors 8
TPSA 111.08 Ų
Rotatable bonds 7
Aromatic rings 5 / 5
Heavy atoms 38
Fraction sp³ C 0.34
Formula C₂₉H₃₂N₆O₃

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 111.1
  • −1 ≤ LogP ≤ 5 4.80
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 512.6
  • LogP ≤ 5 4.80
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 111.1
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(CC(C)(C)C)c2nc(C)nn12
InChI 
InChI=1S/C29H32N6O3/c1-6-9-24-23(26(36)34(17-29(3,4)5)27-30-18(2)32-35(24)27)16-19-12-14-20(15-13-19)21-10-7-8-11-22(21)25-31-28(37)38-33-25/h7-8,10-15H,6,9,16-17H2,1-5H3,(H,31,33,37)
InChIKey 
BDKCPXPMEGDFEK-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
226688
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)