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

ID: ALA3246546

Chembl Id: CHEMBL3246546

PubChem CID: 90672633

Max Phase: Preclinical

Molecular Formula: C13H21N7O5S

Molecular Weight: 387.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H21N7O5S/c14-8(13(23)24)1-2-26-5-7(3-21)25-9(4-22)20-6-16-10-11(15)17-19-18-12(10)20/h6-9,21-22H,1-5,14H2,(H,23,24)(H2,15,17,18)/t7-,8+,9+/m0/s1

Standard InChI Key:  MWNTYYPXRURELT-DJLDLDEBSA-N

Alternative Forms

1. Parent:

   

   ALA3246546

   (2R)-2-amino-4-[(2S)-2-[(1R)-1-(4-aminoimidazo[4,5-d]triazin-7-yl)-2-hydroxyethoxy]-3-hydroxypropyl]sulfanylbutanoic 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: 387.42

Molecular Weight (Monoisotopic): 387.1325

AlogP: -1.79

#Rotatable Bonds: 11

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: 1.93

CX Basic pKa: 9.50

CX LogP: -4.93

CX LogD: -4.93

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.27

Np Likeness Score: 0.02

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