ID: ALA1818440

Max Phase: Preclinical

Molecular Formula: C37H66O8

Molecular Weight: 638.93

Molecule Type: Small molecule

Representations

Synonyms (1): Squamostatin A
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCCCC[C@H](O)CCC[C@H](O)[C@H]1CC[C@H]([C@H](O)CC[C@H](O)[C@@H]2CC[C@@H](CCCCCCCCCC3=C[C@H](C)OC3=O)O2)O1

Standard InChI:  InChI=1S/C37H66O8/c1-3-4-5-12-16-29(38)17-14-19-31(39)35-24-25-36(45-35)33(41)22-21-32(40)34-23-20-30(44-34)18-13-10-8-6-7-9-11-15-28-26-27(2)43-37(28)42/h26-27,29-36,38-41H,3-25H2,1-2H3/t27-,29-,30+,31-,32-,33+,34-,35+,36+/m0/s1

Standard InChI Key:  HKIHGTSLUYNNHM-LIASLPPCSA-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: 638.93

Molecular Weight (Monoisotopic): 638.4758

AlogP: 6.83

#Rotatable Bonds: 25

Polar Surface Area: 125.68

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.33

CX Basic pKa:

CX LogP: 7.30

CX LogD: 7.30

Aromatic Rings: 0

Heavy Atoms: 45

QED Weighted: 0.06

Np Likeness Score: 1.96

References

1. Feng L, Zhou L, Sun Y, Gui J, Wang X, Wu P, Wan J, Ren Y, Qiu S, Wei X, Li J..  (2011)  Specific inhibitions of annonaceous acetogenins on class II 3-hydroxy-3-methylglutaryl coenzyme A reductase from Streptococcus pneumoniae.,  19  (11): [PMID:21550257] [10.1016/j.bmc.2011.04.019]

2. 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]

3. Dang QL, Kim WK, Nguyen CM, Choi YH, Choi GJ, Jang KS, Park MS, Lim CH, Luu NH, Kim JC..  (2011)  Nematicidal and antifungal activities of annonaceous acetogenins from Annona squamosa against various plant pathogens.,  59  (20): [PMID:21910504] [10.1021/jf203017f]

Source

Source(1):

• Scientific Literature