Ligand profile

CHEMBL3648533

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₂₈H₂₇FN₆O₄
pchembl 8.70 ~2.0 nM
Mol. weight 530.56 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648533
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 530.56 Da
LogP (Crippen) 3.85
H-bond donors 1
H-bond acceptors 9
TPSA 120.31 Ų
Rotatable bonds 7
Aromatic rings 5 / 6
Heavy atoms 39
Fraction sp³ C 0.32
Formula C₂₈H₂₇FN₆O₄

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 3.85
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 530.6
  • LogP ≤ 5 3.85
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 120.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCc1c(Cc2ccc(-c3ccccc3-c3nc(=O)o[nH]3)cc2F)c(=O)n(C2CCOC2)c2nc(C)nn12
InChI 
InChI=1S/C28H27FN6O4/c1-3-6-24-22(26(36)34(19-11-12-38-15-19)27-30-16(2)32-35(24)27)13-18-10-9-17(14-23(18)29)20-7-4-5-8-21(20)25-31-28(37)39-33-25/h4-5,7-10,14,19H,3,6,11-13,15H2,1-2H3,(H,31,33,37)
InChIKey 
LRJVLLMLQSJIKY-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
226711
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)