Ligand profile

CHEMBL1817949

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03778 — putative glycosyltransferase family 2

Via homolog UniProt Q8KHG4 Formula C₁₇H₂₇N₃O₁₆P₂
Mol. weight 591.36 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1817949
UniProt (similar protein)
Q8KHG4
Target protein
KP13_03778

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 591.36 Da
LogP (Crippen) -3.62
H-bond donors 8
H-bond acceptors 15
TPSA 285.63 Ų
Rotatable bonds 9
Aromatic rings 1 / 3
Heavy atoms 38
Fraction sp³ C 0.71
Formula C₁₇H₂₇N₃O₁₆P₂

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 285.6
  • −1 ≤ LogP ≤ 5 -3.62
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 591.4
  • LogP ≤ 5 -3.62
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 285.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N[C@H]1[C@@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](C)[C@@H](O)[C@@H]1O
InChI 
InChI=1S/C17H27N3O16P2/c1-6-11(23)13(25)10(18-7(2)21)16(33-6)35-38(30,31)36-37(28,29)32-5-8-12(24)14(26)15(34-8)20-4-3-9(22)19-17(20)27/h3-4,6,8,10-16,23-26H,5H2,1-2H3,(H,18,21)(H,28,29)(H,30,31)(H,19,22,27)/t6-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1
InChIKey 
INJACODUUNZJCO-WNSRFTAOSA-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
Activity
Active
Binding sites
PF00535

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_03778.

PDB 4

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

Ligand PDB entry

ZINC 50

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

Compound Similarity (Tanimoto)