Ligand profile

CHEMBL3648570

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₃₅N₇O₄
pchembl 8.70 ~2.0 nM
Mol. weight 581.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648570
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 581.68 Da
LogP (Crippen) 5.34
H-bond donors 1
H-bond acceptors 10
TPSA 132.67 Ų
Rotatable bonds 9
Aromatic rings 5 / 6
Heavy atoms 43
Fraction sp³ C 0.38
Formula C₃₂H₃₅N₇O₄

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 5.34
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 581.7
  • LogP ≤ 5 5.34
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • 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(C2CCC(=NOC(C)C)CC2)c2ncnn12
InChI 
InChI=1S/C32H35N7O4/c1-4-7-28-27(18-21-10-12-22(13-11-21)25-8-5-6-9-26(25)29-35-32(41)43-37-29)30(40)38(31-33-19-34-39(28)31)24-16-14-23(15-17-24)36-42-20(2)3/h5-6,8-13,19-20,24H,4,7,14-18H2,1-3H3,(H,35,37,41)
InChIKey 
XTYLVGBBIVUXRM-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
226750
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)