Ligand profile

CHEMBL3648513

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₁H₂₇FN₆O₃
pchembl 8.77 ~1.7 nM
Mol. weight 550.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648513
UniProt (similar protein)
O00400
pchembl
8.770 (~1.7 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 550.59 Da
LogP (Crippen) 4.94
H-bond donors 1
H-bond acceptors 8
TPSA 111.08 Ų
Rotatable bonds 8
Aromatic rings 6 / 6
Heavy atoms 41
Fraction sp³ C 0.19
Formula C₃₁H₂₇FN₆O₃

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 4.94
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 550.6
  • LogP ≤ 5 4.94
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • 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(Cc2ccc(F)cc2)c2nc(C)nn12
InChI 
InChI=1S/C31H27FN6O3/c1-3-6-27-26(29(39)37(30-33-19(2)35-38(27)30)18-21-11-15-23(32)16-12-21)17-20-9-13-22(14-10-20)24-7-4-5-8-25(24)28-34-31(40)41-36-28/h4-5,7-16H,3,6,17-18H2,1-2H3,(H,34,36,40)
InChIKey 
BKKCJJIPELGQME-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
226690
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)