ID: ALA286705

Max Phase: Preclinical

Molecular Formula: C26H56NO5PS

Molecular Weight: 525.78

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCCCCCCCCCSCC(COP(=O)([O-])OCC[N+](C)(C)C)OCC

Standard InChI:  InChI=1S/C26H56NO5PS/c1-6-8-9-10-11-12-13-14-15-16-17-18-19-20-23-34-25-26(30-7-2)24-32-33(28,29)31-22-21-27(3,4)5/h26H,6-25H2,1-5H3

Standard InChI Key:  BXWFBXZXSGLVPU-UHFFFAOYSA-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: 525.78

Molecular Weight (Monoisotopic): 525.3617

AlogP: 6.81

#Rotatable Bonds: 26

Polar Surface Area: 67.82

Molecular Species: ACID

HBA: 6

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.86

CX Basic pKa:

CX LogP: 3.31

CX LogD: 5.33

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.07

Np Likeness Score: 0.32

References

1. Meyer KL, Marasco CJ, Morris-Natschke SL, Ishaq KS, Piantadosi C..  (1991)  In vitro evaluation of phosphocholine and quaternary ammonium containing lipids as novel anti-HIV agents.,  34  (4): [PMID:2016713] [10.1021/jm00108a021]

2. Piantadosi C, Marasco CJ, Morris-Natschke SL, Meyer KL, Gumus F, Surles JR, Ishaq KS, Kucera LS, Iyer N, Wallen CA..  (1991)  Synthesis and evaluation of novel ether lipid nucleoside conjugates for anti-HIV-1 activity.,  34  (4): [PMID:1901911] [10.1021/jm00108a025]

3. Morris-Natschke SL, Gumus F, Marasco CJ, Meyer KL, Marx M, Piantadosi C, Layne MD, Modest EJ..  (1993)  Synthesis of phosphocholine and quaternary amine ether lipids and evaluation of in vitro antineoplastic activity.,  36  (14): [PMID:8336340] [10.1021/jm00066a011]

4. Morris-Natschke SL, Gumus F, Marasco CJ, Meyer KL, Marx M, Piantadosi C, Layne MD, Modest EJ..  (1993)  Synthesis of phosphocholine and quaternary amine ether lipids and evaluation of in vitro antineoplastic activity.,  36  (14): [PMID:8336340] [10.1021/jm00066a011]

5. Morris-Natschke S, Surles JR, Daniel LW, Berens ME, Modest EJ, Piantadosi C..  (1986)  Synthesis of sulfur analogues of alkyl lysophospholipid and neoplastic cell growth inhibitory properties.,  29  (10): [PMID:3761326] [10.1021/jm00160a055]

Source

Source(1):

• Scientific Literature