Ligand profile

CHEMBL5174714

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5026 — 6-phosphogluconate dehydrogenase

Via homolog UniProt P85968 Formula C₂₁H₃₀N₈O₁₇P₃⁺
pchembl 7.00 ~100.0 nM
Mol. weight 759.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5174714
UniProt (similar protein)
P85968
pchembl
7.000 (~100.0 nM)
Target protein
VK055_5026

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 759.43 Da
LogP (Crippen) -3.32
H-bond donors 10
H-bond acceptors 19
TPSA 390.81 Ų
Rotatable bonds 13
Aromatic rings 3 / 5
Heavy atoms 49
Fraction sp³ C 0.48
Formula C₂₁H₃₀N₈O₁₇P₃⁺

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 390.8
  • −1 ≤ LogP ≤ 5 -3.32
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 759.4
  • LogP ≤ 5 -3.32
  • H-bond donors ≤ 5 10
  • H-bond acceptors ≤ 10 19
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 390.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NC(=O)c1ccc(N)[n+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](OP(=O)(O)O)[C@@H]3O)[C@@H](O)[C@H]2O)c1
InChI 
InChI=1S/C21H29N8O17P3/c22-11-2-1-8(18(24)33)3-28(11)20-15(32)13(30)9(43-20)4-41-48(37,38)46-49(39,40)42-5-10-14(31)16(45-47(34,35)36)21(44-10)29-7-27-12-17(23)25-6-26-19(12)29/h1-3,6-7,9-10,13-16,20-22,30-32H,4-5H2,(H8,23,24,25,26,33,34,35,36,37,38,39,40)/p+1/t9-,10-,13-,14-,15-,16-,20-,21-/m1/s1
InChIKey 
YLGJLTSNMKQDSU-OZMHHCNCSA-O

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
PF00393' 'PF03446

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_5026.

PDB 7

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

Ligand PDB entry

ChEMBL 3

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)