Ligand profile

CHEMBL2153508

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31943 — Asparagine synthetase B glutamine-hydrolyzing

Via homolog UniProt P08243 Formula C₁₄H₂₁N₆O₉PS
pchembl 6.51 ~309.0 nM
Mol. weight 480.40 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2153508
UniProt (similar protein)
P08243
pchembl
6.510 (~309.0 nM)
Target protein
KP13_31943

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 480.40 Da
LogP (Crippen) -1.28
H-bond donors 5
H-bond acceptors 12
TPSA 238.56 Ų
Rotatable bonds 8
Aromatic rings 2 / 3
Heavy atoms 31
Fraction sp³ C 0.57
Formula C₁₄H₂₁N₆O₉PS

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 238.6
  • −1 ≤ LogP ≤ 5 -1.28
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 480.4
  • LogP ≤ 5 -1.28
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 238.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[S+]([O-])(CCC(=O)O)=NP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C14H21N6O9PS/c1-31(27,3-2-8(21)22)19-30(25,26)28-4-7-10(23)11(24)14(29-7)20-6-18-9-12(15)16-5-17-13(9)20/h5-7,10-11,14,23-24H,2-4H2,1H3,(H4-,15,16,17,19,21,22,25,26,27)/t7-,10-,11-,14-,31?/m1/s1
InChIKey 
VRWROWIJENLOTL-DWNRMBSWSA-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)