Ligand profile

CHEMBL3648539

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₁H₃₃FN₆O₄
pchembl 8.89 ~1.3 nM
Mol. weight 572.64 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648539
UniProt (similar protein)
O00400
pchembl
8.890 (~1.3 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 572.64 Da
LogP (Crippen) 5.02
H-bond donors 1
H-bond acceptors 9
TPSA 120.31 Ų
Rotatable bonds 7
Aromatic rings 5 / 6
Heavy atoms 42
Fraction sp³ C 0.39
Formula C₃₁H₃₃FN₆O₄

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 5.02
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 572.6
  • LogP ≤ 5 5.02
  • 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(C2CCOC(C)(C)C2)c2nc(C)nn12
InChI 
InChI=1S/C31H33FN6O4/c1-5-8-26-24(28(39)37(29-33-18(2)35-38(26)29)21-13-14-41-31(3,4)17-21)15-20-12-11-19(16-25(20)32)22-9-6-7-10-23(22)27-34-30(40)42-36-27/h6-7,9-12,16,21H,5,8,13-15,17H2,1-4H3,(H,34,36,40)
InChIKey 
HVHGLQDEIPZFRM-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
226718
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)