4-beta-Hydroxyphysachenolide D[(20S,22R)-18-acetoxy-4-beta,14-alpha,17-beta,20-tetrahydroxy-1-oxowitha-2,5,24-trienolide]

ID: ALA4864487

PubChem CID: 164621704

Max Phase: Preclinical

Molecular Formula: C30H40O9

Molecular Weight: 544.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@]12CC[C@H]3[C@@H](CC=C4[C@@H](O)C=CC(=O)[C@@]43C)[C@]1(O)CC[C@@]2(O)[C@@](C)(O)C1CC(C)=C(C)C(=O)O1

Standard InChI:  InChI=1S/C30H40O9/c1-16-14-24(39-25(34)17(16)2)27(5,35)30(37)13-12-29(36)20-6-7-21-22(32)8-9-23(33)26(21,4)19(20)10-11-28(29,30)15-38-18(3)31/h7-9,19-20,22,24,32,35-37H,6,10-15H2,1-5H3/t19-,20+,22-,24?,26+,27-,28+,29+,30+/m0/s1

Standard InChI Key:  FUHKEAFROTVNCW-ONYCXVTGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4864487

   ---

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: 544.64

Molecular Weight (Monoisotopic): 544.2672

AlogP: 2.06

#Rotatable Bonds: 4

Polar Surface Area: 150.59

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.67

CX Basic pKa: ┄

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.31

Np Likeness Score: 3.31

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