Ligand profile

CHEMBL33426

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1548 — 3-phosphoshikimate 1-carboxyvinyltransferase

Via homolog UniProt P0A6D3 Formula C₁₀H₁₀Na₃O₁₀P
pchembl 6.00 ~1.0 µM
Mol. weight 390.12 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL33426
UniProt (similar protein)
P0A6D3
pchembl
6.000 (~1.0 µM)
Target protein
VK055_1548

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 390.12 Da
LogP (Crippen) -13.07
H-bond donors 2
H-bond acceptors 9
TPSA 179.31 Ų
Rotatable bonds 6
Aromatic rings 0 / 1
Heavy atoms 24
Fraction sp³ C 0.40
Formula C₁₀H₁₀Na₃O₁₀P

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 179.3
  • −1 ≤ LogP ≤ 5 -13.07
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 390.1
  • LogP ≤ 5 -13.07
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 179.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=C(O[C@@H]1CC(C(=O)[O-])=C[C@@H](OP(=O)([O-])O)[C@H]1O)C(=O)[O-].[Na+].[Na+].[Na+]
InChI 
InChI=1S/C10H13O10P.3Na/c1-4(9(12)13)19-6-2-5(10(14)15)3-7(8(6)11)20-21(16,17)18;;;/h3,6-8,11H,1-2H2,(H,12,13)(H,14,15)(H2,16,17,18);;;/q;3*+1/p-3/t6-,7-,8+;;;/m1.../s1
InChIKey 
ZIGHVKXAHBTWRS-SOLQNPEVSA-K

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
PF00275

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_1548.

PDB 10

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

Ligand PDB entry

ChEMBL 13

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)