Ligand profile

CHEMBL3648535

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₂₈H₂₈N₆O₄
pchembl 8.72 ~1.9 nM
Mol. weight 512.57 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648535
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 512.57 Da
LogP (Crippen) 3.80
H-bond donors 1
H-bond acceptors 9
TPSA 120.31 Ų
Rotatable bonds 7
Aromatic rings 5 / 6
Heavy atoms 38
Fraction sp³ C 0.32
Formula C₂₈H₂₈N₆O₄

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 3.80
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 512.6
  • LogP ≤ 5 3.80
  • 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-c3noc(=O)[nH]3)cc2)c(=O)n(C2CCCOC2)c2ncnn12
InChI 
InChI=1S/C28H28N6O4/c1-2-6-24-23(26(35)33(20-7-5-14-37-16-20)27-29-17-30-34(24)27)15-18-10-12-19(13-11-18)21-8-3-4-9-22(21)25-31-28(36)38-32-25/h3-4,8-13,17,20H,2,5-7,14-16H2,1H3,(H,31,32,36)
InChIKey 
MFOMFVVDJFZESG-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
198626
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)