ID: ALA509713

Max Phase: Preclinical

Molecular Formula: C28H36O10

Molecular Weight: 532.59

Molecule Type: Small molecule

Representations

Synonyms (1): 12-Hydroxyamoorastatin
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(=O)O[C@@H]1C[C@H](O)[C@@]23CO[C@H](O)[C@]1(C)[C@@H]2C[C@@H](O)[C@]1(C)[C@@H]3C(=O)[C@H](O)[C@@]2(C)[C@H](c3ccoc3)C[C@H]3O[C@@]321

Standard InChI:  InChI=1S/C28H36O10/c1-12(29)37-18-9-17(31)27-11-36-23(34)24(18,2)15(27)8-16(30)26(4)21(27)20(32)22(33)25(3)14(13-5-6-35-10-13)7-19-28(25,26)38-19/h5-6,10,14-19,21-23,30-31,33-34H,7-9,11H2,1-4H3/t14-,15-,16+,17-,18+,19+,21-,22-,23-,24+,25+,26+,27+,28-/m0/s1

Standard InChI Key:  PUNWVWPDKCBXSA-FNHXLTJLSA-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: 532.59

Molecular Weight (Monoisotopic): 532.2308

AlogP: 0.90

#Rotatable Bonds: 2

Polar Surface Area: 159.19

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.84

CX Basic pKa:

CX LogP: -0.37

CX LogD: -0.37

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.32

Np Likeness Score: 3.63

References

1. Pettit GR, Barton DH, Herald CL, Polonsky J, Schmidt JM, Connolly JD..  (1983)  Evaluation of limonoids against the murine P388 lymphocytic leukemia cell line.,  46  (3): [PMID:6619886] [10.1021/np50027a015]

2. Carpinella C, Ferrayoli C, Valladares G, Defago M, Palacios S..  (2002)  Potent limonoid insect antifeedant from Melia azedarach.,  66  (8): [PMID:12353636] [10.1271/bbb.66.1731]

Source

Source(1):

• Scientific Literature