Ligand profile

CHEMBL4552959

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02726 — S-adenosylmethionine synthase

Via homolog UniProt P31153 Formula C₃₂H₂₃N₇O₄
pchembl 8.40 ~4.0 nM
Mol. weight 569.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4552959
UniProt (similar protein)
P31153
pchembl
8.400 (~4.0 nM)
Target protein
KP13_02726

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 569.58 Da
LogP (Crippen) 5.88
H-bond donors 2
H-bond acceptors 10
TPSA 140.30 Ų
Rotatable bonds 7
Aromatic rings 7 / 7
Heavy atoms 43
Fraction sp³ C 0.06
Formula C₃₂H₂₃N₇O₄

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 140.3
  • −1 ≤ LogP ≤ 5 5.88
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 569.6
  • LogP ≤ 5 5.88
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 140.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOC(=O)c1nnc(Nc2[nH]c3c(-c4ccccc4)c(-c4ccccc4)nn3c(=O)c2-c2ccc3ncccc3c2)o1
InChI 
InChI=1S/C32H23N7O4/c1-2-42-31(41)29-36-37-32(43-29)35-27-25(22-15-16-23-21(18-22)14-9-17-33-23)30(40)39-28(34-27)24(19-10-5-3-6-11-19)26(38-39)20-12-7-4-8-13-20/h3-18,34H,2H2,1H3,(H,35,37)
InChIKey 
PSMGEEWNCDMHFQ-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)