Ligand profile

CHEMBL3648551

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₀H₃₂N₆O₄
pchembl 8.92 ~1.2 nM
Mol. weight 540.62 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648551
UniProt (similar protein)
O00400
pchembl
8.920 (~1.2 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 540.62 Da
LogP (Crippen) 4.57
H-bond donors 1
H-bond acceptors 9
TPSA 120.31 Ų
Rotatable bonds 8
Aromatic rings 5 / 6
Heavy atoms 40
Fraction sp³ C 0.37
Formula C₃₀H₃₂N₆O₄

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 120.3
  • −1 ≤ LogP ≤ 5 4.57
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 540.6
  • LogP ≤ 5 4.57
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 120.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCc1c(Cc2ccc(-c3ccccc3-c3nc(=O)o[nH]3)cc2)c(=O)n(C2CCOC(C)C2)c2ncnn12
InChI 
InChI=1S/C30H32N6O4/c1-3-4-9-26-25(28(37)35(29-31-18-32-36(26)29)22-14-15-39-19(2)16-22)17-20-10-12-21(13-11-20)23-7-5-6-8-24(23)27-33-30(38)40-34-27/h5-8,10-13,18-19,22H,3-4,9,14-17H2,1-2H3,(H,33,34,38)
InChIKey 
FTOXBHNSFAJYQD-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
226730
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)