Ligand profile

CHEMBL1229737

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03782 — Glycosyltransferase family 8

Via homolog UniProt Q8KHJ3 Formula C₂₀H₂₆N₂O₁₈P₂S
pchembl 6.05 ~891.3 nM
Mol. weight 676.44 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1229737
UniProt (similar protein)
Q8KHJ3
pchembl
6.050 (~891.3 nM)
Target protein
KP13_03782

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 676.44 Da
LogP (Crippen) -3.25
H-bond donors 9
H-bond acceptors 18
TPSA 314.06 Ų
Rotatable bonds 11
Aromatic rings 2 / 4
Heavy atoms 43
Fraction sp³ C 0.55
Formula C₂₀H₂₆N₂O₁₈P₂S

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 314.1
  • −1 ≤ LogP ≤ 5 -3.25
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 676.4
  • LogP ≤ 5 -3.25
  • H-bond donors ≤ 5 9
  • H-bond acceptors ≤ 10 18
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 314.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=Cc1ccc(-c2cn([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H]3O)c(=O)[nH]c2=O)s1
InChI 
InChI=1S/C20H26N2O18P2S/c23-4-7-1-2-11(43-7)8-3-22(20(31)21-17(8)30)18-15(28)13(26)10(37-18)6-36-41(32,33)40-42(34,35)39-19-16(29)14(27)12(25)9(5-24)38-19/h1-4,9-10,12-16,18-19,24-29H,5-6H2,(H,32,33)(H,34,35)(H,21,30,31)/t9-,10-,12+,13-,14+,15-,16-,18-,19-/m1/s1
InChIKey 
KKHANSZRQMPJKN-PCGMDOMSSA-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
Binding sites
PF01501

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to KP13_03782.

PDB 1

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

Ligand PDB entry

ZINC 15

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)