ID: ALA564971

Max Phase: Preclinical

Molecular Formula: C27H44O7

Molecular Weight: 480.64

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  CC(CO)CC[C@@H](O)[C@](C)(O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C27H44O7/c1-15(14-28)5-6-23(32)26(4,33)22-8-10-27(34)17-11-19(29)18-12-20(30)21(31)13-24(18,2)16(17)7-9-25(22,27)3/h11,15-16,18,20-23,28,30-34H,5-10,12-14H2,1-4H3/t15?,16-,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1

Standard InChI Key:  JQNVCUBPURTQPQ-XDWLXSIGSA-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: 480.64

Molecular Weight (Monoisotopic): 480.3087

AlogP: 1.71

#Rotatable Bonds: 6

Polar Surface Area: 138.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.26

CX Basic pKa:

CX LogP: 0.72

CX LogD: 0.72

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: 3.79

References

1. Harada T, Nakagawa Y, Akamatsu M, Miyagawa H..  (2009)  Evaluation of hydrogen bonds of ecdysteroids in the ligand-receptor interactions using a protein modeling system.,  17  (16): [PMID:19631551] [10.1016/j.bmc.2009.07.011]

2. Tohidi-Esfahani D, Lawrence MC, Graham LD, Hannan GN, Simpson AM, Hill RJ..  (2011)  Isoforms of the heteropteran Nezara viridula ecdysone receptor: protein characterisation, RH5992 insecticide binding and homology modelling.,  67  (11): [PMID:21594962] [10.1002/ps.2200]

3. Cheng YB, Lee JC, Lo IW, Chen SR, Hu HC, Wu YH, Wu YC, Chang FR..  (2016)  Ecdysones from Zoanthus spp. with inhibitory activity against dengue virus 2.,  26  (9): [PMID:26988299] [10.1016/j.bmcl.2016.03.029]

Source

Source(1):

• Scientific Literature