Ligand profile

CHEMBL314675

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1548 — 3-phosphoshikimate 1-carboxyvinyltransferase

Via homolog UniProt P0A6D3 Formula C₇H₆Na₂O₁₀P₂
pchembl 6.11 ~776.2 nM
Mol. weight 358.04 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL314675
UniProt (similar protein)
P0A6D3
pchembl
6.110 (~776.2 nM)
Target protein
VK055_1548

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 358.04 Da
LogP (Crippen) -6.93
H-bond donors 3
H-bond acceptors 7
TPSA 176.48 Ų
Rotatable bonds 5
Aromatic rings 1 / 1
Heavy atoms 21
Fraction sp³ C 0.00
Formula C₇H₆Na₂O₁₀P₂

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 176.5
  • −1 ≤ LogP ≤ 5 -6.93
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 358.0
  • LogP ≤ 5 -6.93
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 176.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1cc(OP(=O)([O-])O)cc(OP(=O)([O-])O)c1.[Na+].[Na+]
InChI 
InChI=1S/C7H8O10P2.2Na/c8-7(9)4-1-5(16-18(10,11)12)3-6(2-4)17-19(13,14)15;;/h1-3H,(H,8,9)(H2,10,11,12)(H2,13,14,15);;/q;2*+1/p-2
InChIKey 
KEIFPVBGKXHYJP-UHFFFAOYSA-L

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)