ID: ALA447802

Max Phase: Preclinical

Molecular Formula: C35H64O6

Molecular Weight: 580.89

Molecule Type: Small molecule

Representations

Synonyms (1): 4-Deoxyannoreticuin
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCCCCCCCCCC[C@@H](O)[C@H]1CC[C@H]([C@H](O)CCCCCC(O)CCCCCCC2=C[C@H](C)OC2=O)O1

Standard InChI:  InChI=1S/C35H64O6/c1-3-4-5-6-7-8-9-10-11-18-23-31(37)33-25-26-34(41-33)32(38)24-19-14-17-22-30(36)21-16-13-12-15-20-29-27-28(2)40-35(29)39/h27-28,30-34,36-38H,3-26H2,1-2H3/t28-,30?,31+,32+,33+,34+/m0/s1

Standard InChI Key:  JHKNWORCLXKZFL-GCIOFLGLSA-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: 580.89

Molecular Weight (Monoisotopic): 580.4703

AlogP: 8.09

#Rotatable Bonds: 26

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.39

CX Basic pKa:

CX LogP: 9.09

CX LogD: 9.09

Aromatic Rings: 0

Heavy Atoms: 41

QED Weighted: 0.07

Np Likeness Score: 1.75

References

1. Alali FQ, Liu XX, McLaughlin JL..  (1999)  Annonaceous acetogenins: recent progress.,  62  (3): [PMID:10096871] [10.1021/np980406d]

2. Yang H, Zhang N, Li X, Chen J, Cai B..  (2009)  Structure-activity relationships of diverse annonaceous acetogenins against human tumor cells.,  19  (8): [PMID:19285863] [10.1016/j.bmcl.2009.02.105]

3. Chen Y, Chen JW, Xu SS, Wang Y, Li X, Cai BC, Fan NB..  (2012)  Antitumor activity of annonaceous acetogenins in HepS and S180 xenografts bearing mice.,  22  (8): [PMID:22446092] [10.1016/j.bmcl.2012.02.109]

Source

Source(1):

• Scientific Literature