Ligand profile

CHEMBL3648538

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₀H₃₁FN₆O₄
pchembl 9.05 ~0.9 nM
Mol. weight 558.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648538
UniProt (similar protein)
O00400
pchembl
9.050 (~0.9 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 558.61 Da
LogP (Crippen) 4.63
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 0.37
Formula C₃₀H₃₁FN₆O₄

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 4.63
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 558.6
  • LogP ≤ 5 4.63
  • 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)cc2F)c(=O)n(C2CCOCC2)c2nc(C)nn12
InChI 
InChI=1S/C30H31FN6O4/c1-3-4-9-26-24(28(38)36(21-12-14-40-15-13-21)29-32-18(2)34-37(26)29)16-20-11-10-19(17-25(20)31)22-7-5-6-8-23(22)27-33-30(39)41-35-27/h5-8,10-11,17,21H,3-4,9,12-16H2,1-2H3,(H,33,35,39)
InChIKey 
GVLIQIVLGVJMFI-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
226717
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)