Ligand profile

CHEMBL2153507

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31943 — Asparagine synthetase B glutamine-hydrolyzing

Via homolog UniProt P08243 Formula C₁₃H₂₂N₇O₇PS
pchembl 8.10 ~7.9 nM
Mol. weight 451.40 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2153507
UniProt (similar protein)
P08243
pchembl
8.100 (~7.9 nM)
Target protein
KP13_31943

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 451.40 Da
LogP (Crippen) -1.80
H-bond donors 5
H-bond acceptors 12
TPSA 227.28 Ų
Rotatable bonds 7
Aromatic rings 2 / 3
Heavy atoms 29
Fraction sp³ C 0.62
Formula C₁₃H₂₂N₇O₇PS

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 227.3
  • −1 ≤ LogP ≤ 5 -1.80
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 451.4
  • LogP ≤ 5 -1.80
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 227.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[S+]([O-])(CCN)=NP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C13H22N7O7PS/c1-29(25,3-2-14)19-28(23,24)26-4-7-9(21)10(22)13(27-7)20-6-18-8-11(15)16-5-17-12(8)20/h5-7,9-10,13,21-22H,2-4,14H2,1H3,(H3-,15,16,17,19,23,24,25)/t7-,9-,10-,13-,29?/m1/s1
InChIKey 
BCUGFLFNIATCJH-MQJQZHHKSA-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)