Ligand profile

CHEMBL3648527

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₂₉H₂₈F₃N₇O₄
pchembl 8.72 ~1.9 nM
Mol. weight 595.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648527
UniProt (similar protein)
O00400
pchembl
8.720 (~1.9 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 595.58 Da
LogP (Crippen) 4.71
H-bond donors 1
H-bond acceptors 10
TPSA 132.67 Ų
Rotatable bonds 10
Aromatic rings 5 / 5
Heavy atoms 43
Fraction sp³ C 0.31
Formula C₂₉H₂₈F₃N₇O₄

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 132.7
  • −1 ≤ LogP ≤ 5 4.71
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 595.6
  • LogP ≤ 5 4.71
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 132.7
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/C(=N\OCC)C(F)(F)F)c2nc(C)nn12
InChI 
InChI=1S/C29H28F3N7O4/c1-4-8-23-22(26(40)38(27-33-17(3)35-39(23)27)16-24(29(30,31)32)36-42-5-2)15-18-11-13-19(14-12-18)20-9-6-7-10-21(20)25-34-28(41)43-37-25/h6-7,9-14H,4-5,8,15-16H2,1-3H3,(H,34,37,41)/b36-24+
InChIKey 
SKIKGUWEUXMKQK-XBQJKBNESA-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
226705
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)