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

ID: ALA3246542

Chembl Id: CHEMBL3246542

PubChem CID: 90672629

Max Phase: Preclinical

Molecular Formula: C13H20N6O5S

Molecular Weight: 372.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H](CO)O[C@@H](CO)CSC[C@@H](N)C(=O)O

Standard InChI:  InChI=1S/C13H20N6O5S/c14-8(13(22)23)4-25-3-7(1-20)24-9(2-21)19-6-18-10-11(15)16-5-17-12(10)19/h5-9,20-21H,1-4,14H2,(H,22,23)(H2,15,16,17)/t7-,8+,9+/m0/s1

Standard InChI Key:  QTIBGVWAWQSHSJ-DJLDLDEBSA-N

Alternative Forms

1. Parent:

   

   ALA3246542

   (2S)-2-amino-3-[(2S)-2-[(1R)-1-(6-aminopurin-9-yl)-2-hydroxyethoxy]-3-hydroxypropyl]sulfanylpropanoic 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: 372.41

Molecular Weight (Monoisotopic): 372.1216

AlogP: -1.58

#Rotatable Bonds: 10

Polar Surface Area: 182.63

Molecular Species: ZWITTERION

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.94

CX Basic pKa: 9.14

CX LogP: -4.19

CX LogD: -4.19

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.32

Np Likeness Score: 0.34

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