ID: ALA308037

Max Phase: Preclinical

Molecular Formula: C10H11N5O4

Molecular Weight: 265.23

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](C=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C10H11N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h1-4,6-7,10,17-18H,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

Standard InChI Key:  CWNMDMYGRVHXDR-KQYNXXCUSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 265.23

Molecular Weight (Monoisotopic): 265.0811

AlogP: -1.77

#Rotatable Bonds: 2

Polar Surface Area: 136.38

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.42

CX Basic pKa: 3.94

CX LogP: -1.93

CX LogD: -1.93

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.54

Np Likeness Score: 1.04

References

1. Wnuk SF, Yuan CS, Borchardt RT, Balzarini J, De Clercq E, Robins MJ..  (1997)  Anticancer and antiviral effects and inactivation of S-adenosyl-L-homocysteine hydrolase with 5'-carboxaldehydes and oximes synthesized from adenosine and sugar-modified analogues.,  40  (11): [PMID:9171871] [10.1021/jm960828p]

2. Liu S, Yuan CS, Borchardt RT..  (1996)  Aristeromycin-5'-carboxaldehyde: a potent inhibitor of S-adenosyl-L-homocysteine hydrolase.,  39  (12): [PMID:8691429] [10.1021/jm950916u]

3. Wnuk SF, Liu S, Yuan CS, Borchardt RT, Robins MJ..  (1996)  Inactivation of S-adenosyl-L-homocysteine hydrolase by amide and ester derivatives of adenosine-5'-carboxylic acid.,  39  (21): [PMID:8863793] [10.1021/jm960313y]

4. Liu S, Wnuk SF, Yuan C, Robins MJ, Borchardt RT..  (1993)  Adenosine-5'-carboxaldehyde: a potent inhibitor of S-adenosyl-L-homocysteine hydrolase.,  36  (7): [PMID:8464042] [10.1021/jm00059a013]

5. Helguera AM, Rodríguez-Borges JE, García-Mera X, Fernández F, Cordeiro MN..  (2007)  Probing the anticancer activity of nucleoside analogues: a QSAR model approach using an internally consistent training set.,  50  (7): [PMID:17341060] [10.1021/jm061445m]

Source

Source(1):

• Scientific Literature