Ligand profile

CHEMBL1627258

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31943 — Asparagine synthetase B glutamine-hydrolyzing

Via homolog UniProt P08243 Formula C₁₄H₂₂N₇O₉PS
pchembl 8.60 ~2.5 nM
Mol. weight 495.41 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1627258
UniProt (similar protein)
P08243
pchembl
8.600 (~2.5 nM)
Target protein
KP13_31943

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 495.41 Da
LogP (Crippen) -2.35
H-bond donors 6
H-bond acceptors 13
TPSA 264.58 Ų
Rotatable bonds 8
Aromatic rings 2 / 3
Heavy atoms 32
Fraction sp³ C 0.57
Formula C₁₄H₂₂N₇O₉PS

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 264.6
  • −1 ≤ LogP ≤ 5 -2.35
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 495.4
  • LogP ≤ 5 -2.35
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 264.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[S+]([O-])(C[C@H](N)C(=O)O)=NP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C14H22N7O9PS/c1-32(28,3-6(15)14(24)25)20-31(26,27)29-2-7-9(22)10(23)13(30-7)21-5-19-8-11(16)17-4-18-12(8)21/h4-7,9-10,13,22-23H,2-3,15H2,1H3,(H4-,16,17,18,20,24,25,26,27,28)/t6-,7+,9+,10+,13+,32?/m0/s1
InChIKey 
ZPBYYGXZHJOFIV-XPSMFXCBSA-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
PF00733

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_31943.

PDB 8

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)