2-Amino-4-[4-(6-amino-purin-9-yl)-2,3-dihydroxy-cyclopentylmethylsulfanyl]-butyric acid

ID: ALA342283

Chembl Id: CHEMBL342283

PubChem CID: 18008678

Max Phase: Preclinical

Molecular Formula: C15H22N6O4S

Molecular Weight: 382.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2C1CC(CSCCC(N)C(=O)O)C(O)C1O

Standard InChI:  InChI=1S/C15H22N6O4S/c16-8(15(24)25)1-2-26-4-7-3-9(12(23)11(7)22)21-6-20-10-13(17)18-5-19-14(10)21/h5-9,11-12,22-23H,1-4,16H2,(H,24,25)(H2,17,18,19)

Standard InChI Key:  MZBVTOOFTWJQRK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA342283

   2-Amino-4-[4-(6-amino-purin-9-yl)-2,3-dihydroxy-cyclopentylmethylsulfanyl]-butyric 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: 382.45

Molecular Weight (Monoisotopic): 382.1423

AlogP: -0.77

#Rotatable Bonds: 7

Polar Surface Area: 173.40

Molecular Species: ZWITTERION

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.01

CX Basic pKa: 9.50

CX LogP: -3.91

CX LogD: -3.91

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.38

Np Likeness Score: 0.67

References

1. Houston DM, Matuszewska B, Borchardt RT..  (1985)  Potential inhibitors of S-adenosylmethionine-dependent methyltransferases. 10. Base- and amino acid modified analogues of S-aristeromycinyl-L-homocysteine.,  28  (4): [PMID:3981540] [10.1021/jm00382a016]

2. Houston DM, Matuszewska B, Borchardt RT..  (1985)  Potential inhibitors of S-adenosylmethionine-dependent methyltransferases. 10. Base- and amino acid modified analogues of S-aristeromycinyl-L-homocysteine.,  28  (4): [PMID:3981540] [10.1021/jm00382a016]

3. Houston DM, Matuszewska B, Borchardt RT..  (1985)  Potential inhibitors of S-adenosylmethionine-dependent methyltransferases. 10. Base- and amino acid modified analogues of S-aristeromycinyl-L-homocysteine.,  28  (4): [PMID:3981540] [10.1021/jm00382a016]

Source

Source(1):

• Scientific Literature