ID: ALA2364560

Max Phase: Preclinical

Molecular Formula: C10H14N5O8P

Molecular Weight: 363.22

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc(O)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@H](O)[C@H]3O)c2n1

Standard InChI:  InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5+,6-,9-/m1/s1

Standard InChI Key:  RQFCJASXJCIDSX-FTWQFJAYSA-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: 363.22

Molecular Weight (Monoisotopic): 363.0580

AlogP: -2.16

#Rotatable Bonds: 4

Polar Surface Area: 206.30

Molecular Species: ACID

HBA: 11

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.22

CX Basic pKa: 0.76

CX LogP: -2.29

CX LogD: -5.37

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.32

Np Likeness Score: 0.98

References

1. Raju N, Smee DF, Robins RK, Vaghefi MM..  (1989)  Synthesis and biological properties of purine and pyrimidine 5'-deoxy-5'-(dihydroxyphosphinyl)-beta-D-ribofuranosyl analogues of AMP, GMP, IMP, and CMP.,  32  (6): [PMID:2542559] [10.1021/jm00126a027]

2. Revankar GR, Huffman JH, Sidwell RW, Tolman RL, Robins RK, Allen LB..  (1976)  Synthesis and anti-DNA -virus activity of the 5'-monophosphate and the cyclic 3',5'-monophosphate of 9-(beta-D-xylofuranosyl) guanine.,  19  (8): [PMID:184282] [10.1021/jm00230a010]

Source

Source(1):

• Scientific Literature