Ligand profile

CHEMBL3648516

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₂₉H₃₀N₆O₄
pchembl 8.74 ~1.8 nM
Mol. weight 526.60 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648516
UniProt (similar protein)
O00400
pchembl
8.740 (~1.8 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 526.60 Da
LogP (Crippen) 4.06
H-bond donors 1
H-bond acceptors 9
TPSA 128.15 Ų
Rotatable bonds 8
Aromatic rings 5 / 5
Heavy atoms 39
Fraction sp³ C 0.31
Formula C₂₉H₃₀N₆O₄

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 128.2
  • −1 ≤ LogP ≤ 5 4.06
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 526.6
  • LogP ≤ 5 4.06
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 128.2
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(=O)C(C)(C)C)c2ncnn12
InChI 
InChI=1S/C29H30N6O4/c1-5-8-23-22(26(37)34(16-24(36)29(2,3)4)27-30-17-31-35(23)27)15-18-11-13-19(14-12-18)20-9-6-7-10-21(20)25-32-28(38)39-33-25/h6-7,9-14,17H,5,8,15-16H2,1-4H3,(H,32,33,38)
InChIKey 
AWKUGINBKMRYQF-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
226693
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)