ID: ALA2408221

Max Phase: Preclinical

Molecular Formula: C21H26N5O8P

Molecular Weight: 507.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)[C@H](C)NP(=O)(OC[C@@H]1OC[C@H](n2cnc3c(OC)ncnc32)O1)Oc1ccccc1

Standard InChI:  InChI=1S/C21H26N5O8P/c1-4-30-21(27)14(2)25-35(28,34-15-8-6-5-7-9-15)32-11-17-31-10-16(33-17)26-13-24-18-19(26)22-12-23-20(18)29-3/h5-9,12-14,16-17H,4,10-11H2,1-3H3,(H,25,28)/t14-,16+,17+,35?/m0/s1

Standard InChI Key:  HHBWRVHFWUTTMV-KUFTUFLESA-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: 507.44

Molecular Weight (Monoisotopic): 507.1519

AlogP: 2.45

#Rotatable Bonds: 11

Polar Surface Area: 145.15

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.24

CX Basic pKa: 2.56

CX LogP: 2.17

CX LogD: 2.17

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: -0.19

References

1. Bondada L, Detorio M, Bassit L, Tao S, Montero CM, Singletary TM, Zhang H, Zhou L, Cho JH, Coats SJ, Schinazi RF..  (2013)  Adenosine Dioxolane Nucleoside Phosphoramidates as Antiviral Agents for Human Immunodeficiency and Hepatitis B Viruses.,  4  (8): [PMID:24015326] [10.1021/ml4001497]

Source

Source(1):

• Scientific Literature