2'-[O-[(R)-hydroxymethyl(adenin-9-yl)methyl]]-3'-[S-(R)-homocysteinyl sulfoxide]-3'-deoxy-(S)-glycero

ID: ALA3246544

Chembl Id: CHEMBL3246544

PubChem CID: 90672631

Max Phase: Preclinical

Molecular Formula: C14H22N6O6S

Molecular Weight: 402.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H22N6O6S/c15-9(14(23)24)1-2-27(25)5-8(3-21)26-10(4-22)20-7-19-11-12(16)17-6-18-13(11)20/h6-10,21-22H,1-5,15H2,(H,23,24)(H2,16,17,18)/t8-,9+,10+,27?/m0/s1

Standard InChI Key:  FSSFRDONUPDVRP-AXOPFMGJSA-N

Alternative Forms

1. Parent:

   

   ALA3246544

   (2R)-2-amino-4-[(2S)-2-[(1R)-1-(6-aminopurin-9-yl)-2-hydroxyethoxy]-3-hydroxypropyl]sulfinylbutanoic 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: 402.43

Molecular Weight (Monoisotopic): 402.1322

AlogP: -2.17

#Rotatable Bonds: 11

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: 1.53

CX Basic pKa: 9.11

CX LogP: -5.94

CX LogD: -5.94

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.26

Np Likeness Score: 0.46

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