ID: ALA2332203

Max Phase: Preclinical

Molecular Formula: C26H30O8

Molecular Weight: 470.52

Molecule Type: Small molecule

Representations

Synonyms (1): Seneganolide
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC1(C)C(=O)[C@@H]2C[C@@]34O[C@]2(O)[C@]2(COC(=O)C[C@@H]12)[C@H]3CC[C@]1(C)[C@H]4CC(=O)O[C@H]1c1ccoc1

Standard InChI:  InChI=1S/C26H30O8/c1-22(2)16-8-18(27)32-12-24(16)15-4-6-23(3)17(9-19(28)33-21(23)13-5-7-31-11-13)25(15)10-14(20(22)29)26(24,30)34-25/h5,7,11,14-17,21,30H,4,6,8-10,12H2,1-3H3/t14-,15+,16-,17+,21-,23+,24+,25+,26-/m0/s1

Standard InChI Key:  VIOKSDWKSSMHBF-MQELVVIJSA-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: 470.52

Molecular Weight (Monoisotopic): 470.1941

AlogP: 2.94

#Rotatable Bonds: 1

Polar Surface Area: 112.27

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.21

CX Basic pKa:

CX LogP: 2.54

CX LogD: 2.54

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.62

Np Likeness Score: 3.11

References

1. Abdelgaleil SA, Okamura H, Iwagawa T, Sato A, Miyahara I, Doe M, Nakatani M.  (2001)  Khayanolides, rearranged phragmalin limonoid antifeedants from Khaya senegalensis,  57  (1): [10.1016/S0040-4020(00)00994-7]

2. Yuan CM, Zhang Y, Tang GH, Di YT, Cao MM, Wang XY, Zuo GY, Li SL, Hua HM, He HP, Hao XJ..  (2013)  Khayseneganins A-H, limonoids from Khaya senegalensis.,  76  (3): [PMID:23210623] [10.1021/np3006919]

Source

Source(1):

• Scientific Literature