Ligand profile

CHEMBL3648515

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₂₈H₃₀N₆O₃
pchembl 8.68 ~2.1 nM
Mol. weight 498.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648515
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 498.59 Da
LogP (Crippen) 4.49
H-bond donors 1
H-bond acceptors 8
TPSA 111.08 Ų
Rotatable bonds 7
Aromatic rings 5 / 5
Heavy atoms 37
Fraction sp³ C 0.32
Formula C₂₈H₃₀N₆O₃

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 4.49
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 498.6
  • LogP ≤ 5 4.49
  • 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)c2ncnn12
InChI 
InChI=1S/C28H30N6O3/c1-5-8-23-22(25(35)33(16-28(2,3)4)26-29-17-30-34(23)26)15-18-11-13-19(14-12-18)20-9-6-7-10-21(20)24-31-27(36)37-32-24/h6-7,9-14,17H,5,8,15-16H2,1-4H3,(H,31,32,36)
InChIKey 
HPELCQDXXOFENA-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
226692
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)