ID: ALA3039236

Max Phase: Preclinical

Molecular Formula: C32H42O8

Molecular Weight: 554.68

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCC(C)C(=O)OC1[C@@H]2CC3=C4CC(=O)O[C@@H](c5ccoc5)[C@]4(C)CCC3[C@@](C)(C2=O)[C@@H](CC(=O)OC)C1(C)C

Standard InChI:  InChI=1S/C32H42O8/c1-8-17(2)29(36)40-28-20-13-19-21(32(6,26(20)35)23(30(28,3)4)15-24(33)37-7)9-11-31(5)22(19)14-25(34)39-27(31)18-10-12-38-16-18/h10,12,16-17,20-21,23,27-28H,8-9,11,13-15H2,1-7H3/t17?,20-,21?,23+,27+,28?,31-,32-/m1/s1

Standard InChI Key:  OVTKCGJIOHGDAN-HMQLAQMASA-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: 554.68

Molecular Weight (Monoisotopic): 554.2880

AlogP: 5.75

#Rotatable Bonds: 6

Polar Surface Area: 109.11

Molecular Species: NEUTRAL

HBA: 8

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.17

CX LogD: 5.17

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: 2.81

References

1. Li M, Zhang J, Feng G, Satyanandamurty T, Wu J.  (2011)  Khayasin and 2S-methylbutanoylproceranolide: Promising candidate insecticides for the control of the coconut leaf beetle, Brontispa longissima,  36  (1): [10.1584/jpestics.G10-52]

2. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

Source

Source(1):

• Scientific Literature