Ligand profile

CHEMBL4559088

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02726 — S-adenosylmethionine synthase

Via homolog UniProt P31153 Formula C₂₈H₂₂N₆O₂
pchembl 7.89 ~12.9 nM
Mol. weight 474.52 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4559088
UniProt (similar protein)
P31153
pchembl
7.890 (~12.9 nM)
Target protein
KP13_02726

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 474.52 Da
LogP (Crippen) 5.50
H-bond donors 3
H-bond acceptors 6
TPSA 100.10 Ų
Rotatable bonds 6
Aromatic rings 6 / 6
Heavy atoms 36
Fraction sp³ C 0.04
Formula C₂₈H₂₂N₆O₂

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 100.1
  • −1 ≤ LogP ≤ 5 5.50
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 474.5
  • LogP ≤ 5 5.50
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 100.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(-c2c(Nc3cc[nH]n3)[nH]c3c(-c4ccccc4)c(-c4ccccc4)nn3c2=O)cc1
InChI 
InChI=1S/C28H22N6O2/c1-36-21-14-12-19(13-15-21)24-26(30-22-16-17-29-32-22)31-27-23(18-8-4-2-5-9-18)25(33-34(27)28(24)35)20-10-6-3-7-11-20/h2-17,31H,1H3,(H2,29,30,32)
InChIKey 
ATPIYUHMIDIKFK-UHFFFAOYSA-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
PF00438' 'PF02772' 'PF02773

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_02726.

PDB 20

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

Ligand PDB entry

ChEMBL 99

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)