Ligand profile

CHEMBL607353

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2379 — 1-deoxy-D-xylulose 5-phosphate reductoisomerase

Via homolog UniProt P45568 Formula C₁₅H₂₃N₂O₇P
pchembl 6.00 ~1.0 µM
Mol. weight 374.33 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL607353
UniProt (similar protein)
P45568
pchembl
6.000 (~1.0 µM)
Target protein
VK055_2379

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 374.33 Da
LogP (Crippen) 0.75
H-bond donors 4
H-bond acceptors 5
TPSA 136.40 Ų
Rotatable bonds 11
Aromatic rings 1 / 1
Heavy atoms 25
Fraction sp³ C 0.47
Formula C₁₅H₂₃N₂O₇P

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 136.4
  • −1 ≤ LogP ≤ 5 0.75
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 374.3
  • LogP ≤ 5 0.75
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 136.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(CCCOc1ccccc1)NCC(=O)N(O)CCCP(=O)(O)O
InChI 
InChI=1S/C15H23N2O7P/c18-14(8-4-10-24-13-6-2-1-3-7-13)16-12-15(19)17(20)9-5-11-25(21,22)23/h1-3,6-7,20H,4-5,8-12H2,(H,16,18)(H2,21,22,23)
InChIKey 
XVWSGEIMEATWFE-UHFFFAOYSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF02670' 'PF08436

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_2379.

PDB 7

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

Ligand PDB entry

ChEMBL 41

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)