2'-[O-[(R)-hydroxymethyl(adenin-9-yl)methyl]]-3'-[S-(R)-methioninyl]-3'-deoxy-(S)-glycerol

ID: ALA3246549

Chembl Id: CHEMBL3246549

PubChem CID: 90672636

Max Phase: Preclinical

Molecular Formula: C15H25N6O5S+

Molecular Weight: 401.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[S+](CC[C@@H](N)C(=O)O)C[C@H](CO)O[C@H](CO)n1cnc2c(N)ncnc21

Standard InChI:  InChI=1S/C15H24N6O5S/c1-27(3-2-10(16)15(24)25)6-9(4-22)26-11(5-23)21-8-20-12-13(17)18-7-19-14(12)21/h7-11,22-23H,2-6,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t9-,10+,11+,27?/m0/s1

Standard InChI Key:  ZEAKMTWTOJYNSV-AGOMJZFLSA-O

Alternative Forms

1. Parent:

   

   ALA3246549

   [(3R)-3-amino-3-carboxypropyl]-[(2S)-2-[(1R)-1-(6-aminopurin-9-yl)-2-hydroxyethoxy]-3-hydroxypropyl]-methylsulfanium

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: 401.47

Molecular Weight (Monoisotopic): 401.1602

AlogP: -1.67

#Rotatable Bonds: 11

Polar Surface Area: 182.63

Molecular Species: ZWITTERION

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.81

CX Basic pKa: 9.41

CX LogP: -5.27

CX LogD: -5.27

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.27

Np Likeness Score: 0.52

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