ID: ALA604208

Max Phase: Preclinical

Molecular Formula: C11H11N5O3

Molecular Weight: 261.24

Molecule Type: Small molecule

Representations

Canonical SMILES:  C#C[C@H]1OC(n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C11H11N5O3/c1-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h1,3-5,7-8,11,17-18H,(H2,12,13,14)/t5-,7-,8-,11?/m1/s1

Standard InChI Key:  TUULTITVEOMAQD-YNJARDAQSA-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: 261.24

Molecular Weight (Monoisotopic): 261.0862

AlogP: -1.34

#Rotatable Bonds: 1

Polar Surface Area: 119.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.35

CX Basic pKa: 4.92

CX LogP: -1.17

CX LogD: -1.17

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.54

Np Likeness Score: 0.79

References

1. Matsuda A, Kosaki H, Yoshimura Y, Shuto S, Ashida N, Konno K, Shigeta S.  (1995)  Nucleosides and nucleotides. 142. an alternative synthesis of and its antiviral activity,  5  (15): [10.1016/0960-894X(95)00270-4]

2. Matsuda A, Kosaki H, Saitoh Y, Yoshimura Y, Minakawa N, Nakata H..  (1998)  Nucleosides and nucleotides. 177. 9-(6,7-dideoxy-beta-D-allo-hept-5- ynofuranosyl)adenine: a selective and potent ligand for P3 purinoceptor-like protein.,  41  (15): [PMID:9667957] [10.1021/jm9802822]

3. Wnuk SF, Yuan CS, Borchardt RT, Balzarini J, De Clercq E, Robins MJ..  (1994)  Nucleic acid related compounds. 84. Synthesis of 6'-(E and Z)-halohomovinyl derivatives of adenosine, inactivation of S-adenosyl-L-homocysteine hydrolase, and correlation of anticancer and antiviral potencies with enzyme inhibition.,  37  (21): [PMID:7932585] [10.1021/jm00047a015]

Source

Source(1):

• Scientific Literature