ID: ALA2332132

Max Phase: Preclinical

Molecular Formula: C31H44O5

Molecular Weight: 496.69

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  C=C1C(=O)O[C@@H]2C[C@@H]3[C@]4(CC[C@]5(C)[C@@H]([C@H](C)CC(=O)C=C(C)C)CC[C@@]35C)C[C@]4(CCC(=O)OC)[C@H]12

Standard InChI:  InChI=1S/C31H44O5/c1-18(2)14-21(32)15-19(3)22-8-10-29(6)24-16-23-26(20(4)27(34)36-23)31(11-9-25(33)35-7)17-30(24,31)13-12-28(22,29)5/h14,19,22-24,26H,4,8-13,15-17H2,1-3,5-7H3/t19-,22-,23-,24+,26-,28-,29+,30+,31-/m1/s1

Standard InChI Key:  RGFKYIOSMXLVPZ-PDRQEGEBSA-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: 496.69

Molecular Weight (Monoisotopic): 496.3189

AlogP: 6.21

#Rotatable Bonds: 7

Polar Surface Area: 69.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.83

CX LogD: 5.83

Aromatic Rings: 0

Heavy Atoms: 36

QED Weighted: 0.31

Np Likeness Score: 3.26

References

1. Grougnet R, Magiatis P, Mitaku S, Loizou S, Moutsatsou P, Terzis A, Cabalion P, Tillequin F, Michel S..  (2006)  seco-Cycloartane triterpenes from Gardenia aubryi.,  69  (12): [PMID:17190447] [10.1021/np060273t]

2. Kongkum N, Tuchinda P, Pohmakotr M, Reutrakul V, Piyachaturawat P, Jariyawat S, Suksen K, Akkarawongsapat R, Kasisit J, Napaswad C..  (2013)  Cytotoxic, antitopoisomerase IIα, and anti-HIV-1 activities of triterpenoids isolated from leaves and twigs of Gardenia carinata.,  76  (4): [PMID:23550966] [10.1021/np3006887]

Source

Source(1):

• Scientific Literature