Ligand profile

CHEMBL3648541

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₁H₃₄N₆O₄
pchembl 8.89 ~1.3 nM
Mol. weight 554.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648541
UniProt (similar protein)
O00400
pchembl
8.890 (~1.3 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 554.65 Da
LogP (Crippen) 4.96
H-bond donors 1
H-bond acceptors 9
TPSA 120.31 Ų
Rotatable bonds 8
Aromatic rings 5 / 6
Heavy atoms 41
Fraction sp³ C 0.39
Formula C₃₁H₃₄N₆O₄

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 4.96
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 554.7
  • LogP ≤ 5 4.96
  • 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([C@@H]2C[C@@H](C)O[C@@H](C)C2)c2ncnn12
InChI 
InChI=1S/C31H34N6O4/c1-4-5-10-27-26(29(38)36(30-32-18-33-37(27)30)23-15-19(2)40-20(3)16-23)17-21-11-13-22(14-12-21)24-8-6-7-9-25(24)28-34-31(39)41-35-28/h6-9,11-14,18-20,23H,4-5,10,15-17H2,1-3H3,(H,34,35,39)/t19-,20+,23-
InChIKey 
ITPVLKMMBRJIQE-JHDGKUDLSA-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
226720
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)