S-(2-azaadenosyl)-L-homocysteine

ID: ALA3246545

Chembl Id: CHEMBL3246545

PubChem CID: 90672632

Max Phase: Preclinical

Molecular Formula: C13H19N7O5S

Molecular Weight: 385.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nnnc2c1ncn2[C@@H]1O[C@H](CSCC[C@@H](N)C(=O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C13H19N7O5S/c14-5(13(23)24)1-2-26-3-6-8(21)9(22)12(25-6)20-4-16-7-10(15)17-19-18-11(7)20/h4-6,8-9,12,21-22H,1-3,14H2,(H,23,24)(H2,15,17,18)/t5-,6-,8-,9-,12-/m1/s1

Standard InChI Key:  NBHMUGKTZQHOKZ-VQPBACBFSA-N

Alternative Forms

1. Parent:

   

   ALA3246545

   (2R)-2-amino-4-[[(2S,3S,4R,5R)-5-(4-aminoimidazo[4,5-d]triazin-7-yl)-3,4-dihydroxyoxolan-2-yl]methylsulfanyl]butanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 385.41

Molecular Weight (Monoisotopic): 385.1168

AlogP: -2.04

#Rotatable Bonds: 7

Polar Surface Area: 195.52

Molecular Species: ZWITTERION

HBA: 12

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.81

CX Basic pKa: 9.50

CX LogP: -4.98

CX LogD: -4.99

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.33

Np Likeness Score: 0.55

References

1. Borchardt RT, Wu YS, Wu BS..  (1978)  Potential inhibitors of S-adenosylmethionine-dependent methyltransferases. 7. Role of the ribosyl moiety in enzymatic binding of S-adenosyl-L-homocysteine and S-adenosyl-L-methionine.,  21  (12): [PMID:722739] [10.1021/jm00210a026]

Source

Source(1):

• Scientific Literature