Ligand profile

CHEMBL3648524

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₀H₃₀N₆O₃
pchembl 8.68 ~2.1 nM
Mol. weight 522.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648524
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 522.61 Da
LogP (Crippen) 5.03
H-bond donors 1
H-bond acceptors 8
TPSA 111.08 Ų
Rotatable bonds 7
Aromatic rings 5 / 6
Heavy atoms 39
Fraction sp³ C 0.30
Formula C₃₀H₃₀N₆O₃

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 5.03
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 522.6
  • LogP ≤ 5 5.03
  • 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(C2C=CCCC2)c2nc(C)nn12
InChI 
InChI=1S/C30H30N6O3/c1-3-9-26-25(28(37)35(22-10-5-4-6-11-22)29-31-19(2)33-36(26)29)18-20-14-16-21(17-15-20)23-12-7-8-13-24(23)27-32-30(38)39-34-27/h5,7-8,10,12-17,22H,3-4,6,9,11,18H2,1-2H3,(H,32,34,38)
InChIKey 
HLQOHQQUMWIGJL-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
226702
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)