Ligand profile

CHEMBL3648610

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₃₃F₃N₆O₅
pchembl 8.70 ~2.0 nM
Mol. weight 638.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648610
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 638.65 Da
LogP (Crippen) 4.87
H-bond donors 2
H-bond acceptors 10
TPSA 140.54 Ų
Rotatable bonds 10
Aromatic rings 5 / 6
Heavy atoms 46
Fraction sp³ C 0.41
Formula C₃₂H₃₃F₃N₆O₅

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 4.87
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 638.6
  • LogP ≤ 5 4.87
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • 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)C(F)(F)F)CC2)c2ncnn12
InChI 
InChI=1S/C32H33F3N6O5/c1-2-5-26-25(16-19-8-10-20(11-9-19)23-6-3-4-7-24(23)28-38-31(44)46-39-28)29(43)40(30-36-18-37-41(26)30)21-12-14-22(15-13-21)45-17-27(42)32(33,34)35/h3-4,6-11,18,21-22,27,42H,2,5,12-17H2,1H3,(H,38,39,44)/t21-,22-,27?
InChIKey 
GFHGHGHNGQGTOY-INCBEPGWSA-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
226794
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)