ID: ALA500695

Max Phase: Preclinical

Molecular Formula: C43H79NaO12S

Molecular Weight: 821.17

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](CO[C@H]1O[C@H](CS(=O)(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCC.[Na+]

Standard InChI:  InChI=1S/C43H80O12S.Na/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(44)52-33-36(34-53-43-42(48)41(47)40(46)37(55-43)35-56(49,50)51)54-39(45)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2;/h17-18,36-37,40-43,46-48H,3-16,19-35H2,1-2H3,(H,49,50,51);/q;+1/p-1/b18-17-;/t36-,37-,40-,41+,42-,43+;/m1./s1

Standard InChI Key:  OUIMNZABRXUTHM-RGOGCQBZSA-M

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: 821.17

Molecular Weight (Monoisotopic): 820.5370

AlogP: 8.67

#Rotatable Bonds: 37

Polar Surface Area: 186.12

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -1.22

CX Basic pKa:

CX LogP: 10.47

CX LogD: 8.09

Aromatic Rings: 0

Heavy Atoms: 56

QED Weighted: 0.02

Np Likeness Score: 0.91

References

1. Reshef V, Mizrachi E, Maretzki T, Silberstein C, Loya S, Hizi A, Carmeli S..  (1997)  New acylated sulfoglycolipids and digalactolipids and related known glycolipids from cyanobacteria with a potential to inhibit the reverse transcriptase of HIV-1.,  60  (12): [PMID:9428159] [10.1021/np970327m]

2. Loya S, Reshef V, Mizrachi E, Silberstein C, Rachamim Y, Carmeli S, Hizi A..  (1998)  The inhibition of the reverse transcriptase of HIV-1 by the natural sulfoglycolipids from cyanobacteria: contribution of different moieties to their high potency.,  61  (7): [PMID:9677270] [10.1021/np970585j]

Source

Source(1):

• Scientific Literature