ID: ALA3350486

Max Phase: Preclinical

Molecular Formula: C44H81N3O15P2

Molecular Weight: 954.09

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@@H](O)[C@@H]1O)OC(=O)CCCCCCCCCCCCCCC

Standard InChI:  InChI=1S/C44H81N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h31-32,36-37,41-43,50-51H,3-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t36-,37-,41-,42+,43-/m1/s1

Standard InChI Key:  ITYHVANGBZMQML-VUYPABDGSA-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: 954.09

Molecular Weight (Monoisotopic): 953.5143

AlogP: 9.11

#Rotatable Bonds: 40

Polar Surface Area: 265.49

Molecular Species: ACID

HBA: 16

HBD: 5

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 1.86

CX Basic pKa:

CX LogP: 9.56

CX LogD: 4.81

Aromatic Rings: 1

Heavy Atoms: 64

QED Weighted: 0.02

Np Likeness Score: 0.84

References

1. Ryu EK, Ross RJ, Matsushita T, MacCoss M, Hong CI, West CR..  (1982)  Phospholipid-nucleoside conjugates. 3. Syntheses and preliminary biological evaluation of 1-beta-D-arabinofuranosylcytosine 5'-monophosphate-L-1,2-dipalmitin and selected 1-beta-D-arabinofuranosylcytosine 5-diphosphate-L-1,2-diacylglycerols.,  25  (11): [PMID:7143370] [10.1021/jm00353a010]

2. Hong CI, An SH, Schliselfeld L, Buchheit DJ, Nechaev A, Kirisits AJ, West CR..  (1988)  Nucleoside conjugates. 10. Synthesis and antitumor activity of 1-beta-D-arabinofuranosylcytosine 5'-diphosphate-1,2-dipalmitins.,  31  (9): [PMID:3411602] [10.1021/jm00117a020]

3. Hong CI, An SH, Buchheit DJ, Nechaev A, Kirisits AJ, West CR, Berdel WE..  (1986)  Nucleoside conjugates. 7. Synthesis and antitumor activity of 1-beta-D-arabinofuranosylcytosine conjugates of ether lipids.,  29  (10): [PMID:3761322] [10.1021/jm00160a041]

Source

Source(1):

• Scientific Literature