Ligand profile

CHEMBL3648603

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₃₄N₆O₅
pchembl 8.72 ~1.9 nM
Mol. weight 582.66 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648603
UniProt (similar protein)
O00400
pchembl
8.720 (~1.9 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 582.66 Da
LogP (Crippen) 4.61
H-bond donors 1
H-bond acceptors 10
TPSA 129.54 Ų
Rotatable bonds 7
Aromatic rings 5 / 7
Heavy atoms 43
Fraction sp³ C 0.41
Formula C₃₂H₃₄N₆O₅

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 129.5
  • −1 ≤ LogP ≤ 5 4.61
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 582.7
  • LogP ≤ 5 4.61
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 129.5
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(C2CCC3(CC2)OCCO3)c2nc(C)nn12
InChI 
InChI=1S/C32H34N6O5/c1-3-6-27-26(19-21-9-11-22(12-10-21)24-7-4-5-8-25(24)28-34-31(40)43-36-28)29(39)37(30-33-20(2)35-38(27)30)23-13-15-32(16-14-23)41-17-18-42-32/h4-5,7-12,23H,3,6,13-19H2,1-2H3,(H,34,36,40)
InChIKey 
UYRUONLGWLWXSU-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
226785
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)