Ligand profile

CHEMBL4573728

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02726 — S-adenosylmethionine synthase

Via homolog UniProt P31153 Formula C₃₀H₂₃N₅O₃
pchembl 7.00 ~100.0 nM
Mol. weight 501.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4573728
UniProt (similar protein)
P31153
pchembl
7.000 (~100.0 nM)
Target protein
KP13_02726

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 501.55 Da
LogP (Crippen) 4.29
H-bond donors 3
H-bond acceptors 6
TPSA 112.38 Ų
Rotatable bonds 6
Aromatic rings 6 / 6
Heavy atoms 38
Fraction sp³ C 0.07
Formula C₃₀H₂₃N₅O₃

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 112.4
  • −1 ≤ LogP ≤ 5 4.29
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 501.5
  • LogP ≤ 5 4.29
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 112.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCCO)c1[nH]c2c(-c3ccccc3)c(-c3ccccc3)nn2c(=O)c1-c1ccc2ncccc2c1
InChI 
InChI=1S/C30H23N5O3/c36-17-16-32-29(37)27-25(22-13-14-23-21(18-22)12-7-15-31-23)30(38)35-28(33-27)24(19-8-3-1-4-9-19)26(34-35)20-10-5-2-6-11-20/h1-15,18,33,36H,16-17H2,(H,32,37)
InChIKey 
TUMVXCXIPVGIQQ-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)