(20S,22R)-6-beta,18-Diacetoxy-4-beta,5-beta-epoxy-14-alpha,17-beta,20-trihydroxy-1-oxowitha-2,24-dienolide

ID: ALA4870660

PubChem CID: 164625239

Max Phase: Preclinical

Molecular Formula: C32H42O11

Molecular Weight: 602.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@]12CC[C@H]3[C@@H](C[C@@H](OC(C)=O)[C@]45O[C@H]4C=CC(=O)[C@]35C)[C@]1(O)CC[C@@]2(O)[C@@](C)(O)C1CC(C)=C(C)C(=O)O1

Standard InChI:  InChI=1S/C32H42O11/c1-16-13-24(42-26(36)17(16)2)28(6,37)31(39)12-11-30(38)21-14-25(41-19(4)34)32-23(43-32)8-7-22(35)27(32,5)20(21)9-10-29(30,31)15-40-18(3)33/h7-8,20-21,23-25,37-39H,9-15H2,1-6H3/t20-,21+,23-,24?,25+,27-,28-,29+,30+,31+,32+/m0/s1

Standard InChI Key:  GZXKVSVWXNMPGL-OMKQIMHGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4870660

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 602.68

Molecular Weight (Monoisotopic): 602.2727

AlogP: 1.84

#Rotatable Bonds: 5

Polar Surface Area: 169.19

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.68

CX Basic pKa: ┄

CX LogP: 1.38

CX LogD: 1.38

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.24

Np Likeness Score: 3.00

References

1. Kithsiri Wijeratne EM, Xu YM, Liu MX, Inacio MC, Brooks AD, Tewary P, Sayers TJ, Gunatilaka AAL..  (2021)  Ring A/B-Modified 17β-Hydroxywithanolide Analogues as Antiproliferative Agents for Prostate Cancer and Potentiators of Immunotherapy for Renal Carcinoma and Melanoma.,  84  (12.0): [PMID:34851111] [10.1021/acs.jnatprod.1c00724]

Source

Source(1):

• Scientific Literature