Ligand profile

CHEMBL3648615

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₄H₃₈N₆O₅
pchembl 8.80 ~1.6 nM
Mol. weight 610.72 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648615
UniProt (similar protein)
O00400
pchembl
8.800 (~1.6 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 610.72 Da
LogP (Crippen) 4.86
H-bond donors 2
H-bond acceptors 10
TPSA 140.54 Ų
Rotatable bonds 10
Aromatic rings 5 / 7
Heavy atoms 45
Fraction sp³ C 0.44
Formula C₃₄H₃₈N₆O₅

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 4.86
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 610.7
  • LogP ≤ 5 4.86
  • 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](OCC3(O)CCC3)CC2)c2ncnn12
InChI 
InChI=1S/C34H38N6O5/c1-2-6-29-28(19-22-9-11-23(12-10-22)26-7-3-4-8-27(26)30-37-33(42)45-38-30)31(41)39(32-35-21-36-40(29)32)24-13-15-25(16-14-24)44-20-34(43)17-5-18-34/h3-4,7-12,21,24-25,43H,2,5-6,13-20H2,1H3,(H,37,38,42)/t24-,25-
InChIKey 
GJEHMALHFPLELC-SOAUALDESA-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
226799
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)