ID: ALA3086943

Max Phase: Preclinical

Molecular Formula: C42H49N4O10P

Molecular Weight: 800.85

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCc1ccc(-c2cc3cn([C@H]4C[C@H](O)[C@@H](COP(=O)(N[C@@H](C)C(=O)OCc5ccccc5)N[C@@H](C)C(=O)OCc5ccccc5)O4)c(=O)nc3o2)cc1

Standard InChI:  InChI=1S/C42H49N4O10P/c1-4-5-8-13-30-18-20-33(21-19-30)36-22-34-24-46(42(50)43-39(34)56-36)38-23-35(47)37(55-38)27-54-57(51,44-28(2)40(48)52-25-31-14-9-6-10-15-31)45-29(3)41(49)53-26-32-16-11-7-12-17-32/h6-7,9-12,14-22,24,28-29,35,37-38,47H,4-5,8,13,23,25-27H2,1-3H3,(H2,44,45,51)/t28-,29-,35-,37+,38+/m0/s1

Standard InChI Key:  RFXXUKMRZQMNGL-LEOBXKAWSA-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: 800.85

Molecular Weight (Monoisotopic): 800.3186

AlogP: 6.61

#Rotatable Bonds: 19

Polar Surface Area: 180.45

Molecular Species: NEUTRAL

HBA: 12

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.34

CX Basic pKa: 0.11

CX LogP: 5.64

CX LogD: 5.64

Aromatic Rings: 5

Heavy Atoms: 57

QED Weighted: 0.05

Np Likeness Score: 0.26

References

1. McGuigan C, Bourdin C, Derudas M, Hamon N, Hinsinger K, Kandil S, Madela K, Meneghesso S, Pertusati F, Serpi M, Slusarczyk M, Chamberlain S, Kolykhalov A, Vernachio J, Vanpouille C, Introini A, Margolis L, Balzarini J..  (2013)  Design, synthesis and biological evaluation of phosphorodiamidate prodrugs of antiviral and anticancer nucleosides.,  70  [PMID:24177359] [10.1016/j.ejmech.2013.09.047]

Source

Source(1):

• Scientific Literature