Ligand profile

CHEMBL1644919

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3684 — glycogen/starch/alpha-glucan phosphorylases family protein

Via homolog UniProt P00489 Formula C₄₉H₆₂O₅
pchembl 6.68 ~208.9 nM
Mol. weight 731.03 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1644919
UniProt (similar protein)
P00489
pchembl
6.680 (~208.9 nM)
Target protein
VK055_3684

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 731.03 Da
LogP (Crippen) 11.42
H-bond donors 2
H-bond acceptors 3
TPSA 83.83 Ų
Rotatable bonds 11
Aromatic rings 3 / 7
Heavy atoms 54
Fraction sp³ C 0.55
Formula C₄₉H₆₂O₅

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 83.8
  • −1 ≤ LogP ≤ 5 11.42
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 731.0
  • LogP ≤ 5 11.42
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 3
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 83.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=C(C)[C@@H]1CC[C@]2(COC(c3ccccc3)(c3ccccc3)c3ccccc3)CC[C@]3(C)[C@H](CC[C@@H]4[C@@](C)(CC(=O)O)[C@H](C(C)(C)C(=O)O)CC[C@]43C)[C@@H]12
InChI 
InChI=1S/C49H62O5/c1-33(2)37-25-28-48(32-54-49(34-17-11-8-12-18-34,35-19-13-9-14-20-35)36-21-15-10-16-22-36)30-29-46(6)38(42(37)48)23-24-40-45(5,31-41(50)51)39(26-27-47(40,46)7)44(3,4)43(52)53/h8-22,37-40,42H,1,23-32H2,2-7H3,(H,50,51)(H,52,53)/t37-,38+,39-,40+,42+,45-,46+,47+,48+/m0/s1
InChIKey 
QGOYMERPQDWYMI-PSZMUPATSA-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
Binding sites
PF00343

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_3684.

PDB 113

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)