S-adenosyl-L-homocysteine sulfoxide

ID: ALA3246543

Chembl Id: CHEMBL3246543

PubChem CID: 90672630

Max Phase: Preclinical

Molecular Formula: C14H20N6O6S

Molecular Weight: 400.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](C[S+]([O-])CC[C@@H](N)C(=O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C14H20N6O6S/c15-6(14(23)24)1-2-27(25)3-7-9(21)10(22)13(26-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7-,9-,10-,13-,27?/m1/s1

Standard InChI Key:  UCALNDAYBFUTCI-KXNGAORQSA-N

Alternative Forms

1. Parent:

   

   ALA3246543

   (2R)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methylsulfinyl]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: 400.42

Molecular Weight (Monoisotopic): 400.1165

AlogP: -2.42

#Rotatable Bonds: 7

Polar Surface Area: 205.69

Molecular Species: ZWITTERION

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.45

CX Basic pKa: 9.11

CX LogP: -5.99

CX LogD: -5.99

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.31

Np Likeness Score: 1.06

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