Ligand profile

CHEMBL3648588

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₂₉H₂₉N₅O₄
pchembl 8.66 ~2.2 nM
Mol. weight 511.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648588
UniProt (similar protein)
O00400
pchembl
8.660 (~2.2 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 511.58 Da
LogP (Crippen) 4.40
H-bond donors 1
H-bond acceptors 8
TPSA 107.42 Ų
Rotatable bonds 7
Aromatic rings 5 / 6
Heavy atoms 38
Fraction sp³ C 0.31
Formula C₂₉H₂₉N₅O₄

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 107.4
  • −1 ≤ LogP ≤ 5 4.40
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 511.6
  • LogP ≤ 5 4.40
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 107.4
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(C2CCOCC2)c2ccnn12
InChI 
InChI=1S/C29H29N5O4/c1-2-5-25-24(28(35)33(21-13-16-37-17-14-21)26-12-15-30-34(25)26)18-19-8-10-20(11-9-19)22-6-3-4-7-23(22)27-31-29(36)38-32-27/h3-4,6-12,15,21H,2,5,13-14,16-18H2,1H3,(H,31,32,36)
InChIKey 
LVXGUVPHCJYILA-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
226770
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)