Ligand profile

CHEMBL1627011

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1548 — 3-phosphoshikimate 1-carboxyvinyltransferase

Via homolog UniProt P0A6D3 Formula C₉H₉NaO₁₂P₂
pchembl 6.80 ~158.5 nM
Mol. weight 394.10 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1627011
UniProt (similar protein)
P0A6D3
pchembl
6.800 (~158.5 nM)
Target protein
VK055_1548

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 394.10 Da
LogP (Crippen) -4.51
H-bond donors 5
H-bond acceptors 7
TPSA 210.95 Ų
Rotatable bonds 7
Aromatic rings 1 / 1
Heavy atoms 24
Fraction sp³ C 0.11
Formula C₉H₉NaO₁₂P₂

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 210.9
  • −1 ≤ LogP ≤ 5 -4.51
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 394.1
  • LogP ≤ 5 -4.51
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 210.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C([O-])c1cc(OC(C(=O)O)P(=O)(O)O)cc(OP(=O)(O)O)c1.[Na+]
InChI 
InChI=1S/C9H10O12P2.Na/c10-7(11)4-1-5(3-6(2-4)21-23(17,18)19)20-9(8(12)13)22(14,15)16;/h1-3,9H,(H,10,11)(H,12,13)(H2,14,15,16)(H2,17,18,19);/q;+1/p-1
InChIKey 
BPIYSMOGKQTUST-UHFFFAOYSA-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)