ID: ALA1791024

Max Phase: Preclinical

Molecular Formula: C9H10BrN5O4

Molecular Weight: 332.11

Molecule Type: Small molecule

Representations

Canonical SMILES:  [N-]=[N+]=N[C@H]1C[C@H](n2cc(Br)c(=O)[nH]c2=O)O[C@@H]1CO

Standard InChI:  InChI=1S/C9H10BrN5O4/c10-4-2-15(9(18)12-8(4)17)7-1-5(13-14-11)6(3-16)19-7/h2,5-7,16H,1,3H2,(H,12,17,18)/t5-,6+,7+/m0/s1

Standard InChI Key:  VKYMRXNXDPKKRV-RRKCRQDMSA-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: 332.11

Molecular Weight (Monoisotopic): 330.9916

AlogP: 0.26

#Rotatable Bonds: 3

Polar Surface Area: 133.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.44

CX Basic pKa:

CX LogP: 0.13

CX LogD: -0.02

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.47

Np Likeness Score: 0.74

References

1. Lin TS, Shen ZY, August EM, Brankovan V, Yang H, Ghazzouli I, Prusoff WH..  (1989)  Synthesis and antiviral activity of several 2,5'-anhydro analogues of 3'-azido-3'-deoxythymidine, 3'-azido-2',3'-dideoxyuridine, 3'-azido-2',3'-dideoxy-5-halouridines, and 3'-deoxythymidine against human immunodeficiency virus and Rauscher-murine leukemia virus.,  32  (8): [PMID:2754712] [10.1021/jm00128a034]

2. 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]

3. 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]

4. 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]

5. Srivastav NC, Shakya N, Bhavanam S, Agrawal A, Tse C, Desroches N, Kunimoto DY, Kumar R..  (2012)  Antimycobacterial activities of 5-alkyl (or halo)-3'-substituted pyrimidine nucleoside analogs.,  22  (2): [PMID:22178557] [10.1016/j.bmcl.2011.11.114]

Source

Source(1):

• Scientific Literature