ID: ALA254102

Max Phase: Preclinical

Molecular Formula: C30H40O5

Molecular Weight: 480.65

Molecule Type: Small molecule

Representations

Synonyms (2): 6-Oxo-Pristimerol | 6-Oxopristimerol
Synonyms from Alternative Forms(2):

Canonical SMILES:  COC(=O)[C@]1(C)CC[C@]2(C)CC[C@]3(C)C4=CC(=O)c5c(cc(O)c(O)c5C)[C@]4(C)CC[C@@]3(C)[C@@H]2C1

Standard InChI:  InChI=1S/C30H40O5/c1-17-23-18(14-20(32)24(17)33)28(4)11-13-30(6)22-16-27(3,25(34)35-7)9-8-26(22,2)10-12-29(30,5)21(28)15-19(23)31/h14-15,22,32-33H,8-13,16H2,1-7H3/t22-,26-,27-,28+,29-,30+/m1/s1

Standard InChI Key:  QHONUEZGTQYXKH-NLVUKCNFSA-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: 480.65

Molecular Weight (Monoisotopic): 480.2876

AlogP: 6.37

#Rotatable Bonds: 1

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.06

CX Basic pKa:

CX LogP: 6.26

CX LogD: 6.18

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.36

Np Likeness Score: 2.90

References

1. Morita H, Hirasawa Y, Muto A, Yoshida T, Sekita S, Shirota O..  (2008)  Antimitotic quinoid triterpenes from Maytenus chuchuhuasca.,  18  (3): [PMID:18164197] [10.1016/j.bmcl.2007.12.016]

2. Shirota O, Morita H, Takeya K, Itokawa H..  (1994)  Cytotoxic aromatic triterpenes from Maytenus ilicifolia and Maytenus chuchuhuasca.,  57  (12): [PMID:7714534] [10.1021/np50114a009]

3. Chang FR, Hayashi K, Chen IH, Liaw CC, Bastow KF, Nakanishi Y, Nozaki H, Cragg GM, Wu YC, Lee KH..  (2003)  Antitumor agents. 228. five new agarofurans, Reissantins A-E, and cytotoxic principles from Reissantia buchananii.,  66  (11): [PMID:14640511] [10.1021/np030241v]

Source

Source(1):

• Scientific Literature