Ligand profile

CHEMBL1627013

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1548 — 3-phosphoshikimate 1-carboxyvinyltransferase

Via homolog UniProt P0A6D3 Formula C₁₀H₁₅NaO₁₃P₂
pchembl 8.30 ~5.0 nM
Mol. weight 428.16 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1627013
UniProt (similar protein)
P0A6D3
pchembl
8.300 (~5.0 nM)
Target protein
VK055_1548

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 428.16 Da
LogP (Crippen) -5.73
H-bond donors 6
H-bond acceptors 8
TPSA 231.18 Ų
Rotatable bonds 7
Aromatic rings 0 / 1
Heavy atoms 26
Fraction sp³ C 0.60
Formula C₁₀H₁₅NaO₁₃P₂

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 231.2
  • −1 ≤ LogP ≤ 5 -5.73
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 428.2
  • LogP ≤ 5 -5.73
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 231.2
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)P(=O)(O)O.[Na+]
InChI 
InChI=1S/C10H16O13P2.Na/c1-10(9(14)15,24(16,17)18)22-5-2-4(8(12)13)3-6(7(5)11)23-25(19,20)21;/h3,5-7,11H,2H2,1H3,(H,12,13)(H,14,15)(H2,16,17,18)(H2,19,20,21);/q;+1/p-1/t5-,6-,7+,10+;/m1./s1
InChIKey 
UWCJBFWMEUUSAP-OFVDGKJZSA-M

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)