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

ID: ALA4876149

PubChem CID: 164628236

Max Phase: Preclinical

Molecular Formula: C30H40O10

Molecular Weight: 560.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@]12CC[C@H]3[C@@H](C[C@H](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/C30H40O10/c1-15-12-23(39-24(34)16(15)2)26(5,35)29(37)11-10-28(36)19-13-21(33)30-22(40-30)7-6-20(32)25(30,4)18(19)8-9-27(28,29)14-38-17(3)31/h6-7,18-19,21-23,33,35-37H,8-14H2,1-5H3/t18-,19+,21-,22-,23?,25-,26-,27+,28+,29+,30-/m0/s1

Standard InChI Key:  FJTZLJDZDBWRPE-MLVILPFCSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4876149

   ---

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: 560.64

Molecular Weight (Monoisotopic): 560.2621

AlogP: 1.27

#Rotatable Bonds: 4

Polar Surface Area: 163.12

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.65

CX Basic pKa: ┄

CX LogP: 0.93

CX LogD: 0.93

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.29

Np Likeness Score: 3.16

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