ID: ALA1791029

Max Phase: Preclinical

Molecular Formula: C9H12N6O3

Molecular Weight: 252.23

Molecule Type: Small molecule

Representations

Canonical SMILES:  [N-]=[N+]=N[C@H]1C[C@H](n2ccc(N)nc2=O)O[C@@H]1CO

Standard InChI:  InChI=1S/C9H12N6O3/c10-7-1-2-15(9(17)12-7)8-3-5(13-14-11)6(4-16)18-8/h1-2,5-6,8,16H,3-4H2,(H2,10,12,17)/t5-,6+,8+/m0/s1

Standard InChI Key:  YIEFKLOVIROQIL-SHYZEUOFSA-N

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

Properties

Molecular Weight: 252.23

Molecular Weight (Monoisotopic): 252.0971

AlogP: -0.22

#Rotatable Bonds: 3

Polar Surface Area: 139.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: -1.08

CX LogD: -1.19

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.43

Np Likeness Score: 1.30

References

1. Lin TS, Gao YS, Mancini WR..  (1983)  Synthesis and biological activity of various 3'-azido and 3'-amino analogues of 5-substituted pyrimidine deoxyribonucleosides.,  26  (12): [PMID:6644738] [10.1021/jm00366a006]

2. Van Aerschot A, Everaert D, Balzarini J, Augustyns K, Jie L, Janssen G, Peeters O, Blaton N, De Ranter C, De Clercq E..  (1990)  Synthesis and anti-HIV evaluation of 2',3'-dideoxyribo-5-chloropyrimidine analogues: reduced toxicity of 5-chlorinated 2',3'-dideoxynucleosides.,  33  (6): [PMID:2342078] [10.1021/jm00168a046]

3. Herdewijn P, Balzarini J, Baba M, Pauwels R, Van Aerschot A, Janssen G, De Clercq E..  (1988)  Synthesis and anti-HIV activity of different sugar-modified pyrimidine and purine nucleosides.,  31  (10): [PMID:3172142] [10.1021/jm00118a033]

4. Lin TS, Guo JY, Schinazi RF, Chu CK, Xiang JN, Prusoff WH..  (1988)  Synthesis and antiviral activity of various 3'-azido analogues of pyrimidine deoxyribonucleosides against human immunodeficiency virus (HIV-1, HTLV-III/LAV).,  31  (2): [PMID:3339606] [10.1021/jm00397a011]

5. Lin TS, Chen MS, McLaren C, Gao YS, Ghazzouli I, Prusoff WH..  (1987)  Synthesis and antiviral activity of various 3'-azido, 3'-amino, 2',3'-unsaturated, and 2',3'-dideoxy analogues of pyrimidine deoxyribonucleosides against retroviruses.,  30  (2): [PMID:3643284] [10.1021/jm00385a033]

6. Lin TS, Mancini WR..  (1983)  Synthesis and antineoplastic activity of 3'-azido and 3'-amino analogues of pyrimidine deoxyribonucleoside.,  26  (4): [PMID:6834387] [10.1021/jm00358a016]

7. Chu CK, Schinazi RF, Ahn MK, Ullas GV, Gu ZP..  (1989)  Structure-activity relationships of pyrimidine nucleosides as antiviral agents for human immunodeficiency virus type 1 in peripheral blood mononuclear cells.,  32  (3): [PMID:2918508] [10.1021/jm00123a018]

Source

Source(1):

• Scientific Literature