Ligand profile

CHEMBL3648616

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₃H₃₆F₂N₆O₅
pchembl 8.85 ~1.4 nM
Mol. weight 634.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648616
UniProt (similar protein)
O00400
pchembl
8.850 (~1.4 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 634.68 Da
LogP (Crippen) 4.62
H-bond donors 2
H-bond acceptors 10
TPSA 140.54 Ų
Rotatable bonds 12
Aromatic rings 5 / 6
Heavy atoms 46
Fraction sp³ C 0.42
Formula C₃₃H₃₆F₂N₆O₅

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 140.5
  • −1 ≤ LogP ≤ 5 4.62
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 634.7
  • LogP ≤ 5 4.62
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 140.5
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([C@H]2CC[C@H](OCC(O)(CF)CF)CC2)c2ncnn12
InChI 
InChI=1S/C33H36F2N6O5/c1-2-5-28-27(16-21-8-10-22(11-9-21)25-6-3-4-7-26(25)29-38-32(43)46-39-29)30(42)40(31-36-20-37-41(28)31)23-12-14-24(15-13-23)45-19-33(44,17-34)18-35/h3-4,6-11,20,23-24,44H,2,5,12-19H2,1H3,(H,38,39,43)/t23-,24-
InChIKey 
DRRUHROUPHXCAT-RQNOJGIXSA-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
226800
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)