Ligand profile

CHEMBL3648531

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₀H₃₃N₇O₄
pchembl 8.70 ~2.0 nM
Mol. weight 555.64 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648531
UniProt (similar protein)
O00400
pchembl
8.700 (~2.0 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 555.64 Da
LogP (Crippen) 4.73
H-bond donors 1
H-bond acceptors 10
TPSA 132.67 Ų
Rotatable bonds 10
Aromatic rings 5 / 5
Heavy atoms 41
Fraction sp³ C 0.33
Formula C₃₀H₃₃N₇O₄

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 132.7
  • −1 ≤ LogP ≤ 5 4.73
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 555.6
  • LogP ≤ 5 4.73
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 132.7
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(C(C)/C(C)=N/OCC)c2nc(C)nn12
InChI 
InChI=1S/C30H33N7O4/c1-6-10-26-25(28(38)36(19(4)18(3)34-40-7-2)29-31-20(5)33-37(26)29)17-21-13-15-22(16-14-21)23-11-8-9-12-24(23)27-32-30(39)41-35-27/h8-9,11-16,19H,6-7,10,17H2,1-5H3,(H,32,35,39)/b34-18+
InChIKey 
SQMAYRLLCBOWMD-FABQOPTDSA-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
226709
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)