4-O-acetyl-4-epi-withanolide D

ID: ALA4859862

PubChem CID: 164618016

Max Phase: Preclinical

Molecular Formula: C30H40O7

Molecular Weight: 512.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1C=CC(=O)[C@]2(C)[C@H]3CC[C@]4(C)[C@@H]([C@@](C)(O)[C@H]5CC(C)=C(C)C(=O)O5)CC[C@H]4[C@@H]3C[C@H]3O[C@]132

Standard InChI:  InChI=1S/C30H40O7/c1-15-13-24(36-26(33)16(15)2)29(6,34)21-8-7-19-18-14-25-30(37-25)23(35-17(3)31)10-9-22(32)28(30,5)20(18)11-12-27(19,21)4/h9-10,18-21,23-25,34H,7-8,11-14H2,1-6H3/t18-,19-,20-,21-,23+,24+,25+,27-,28-,29+,30+/m0/s1

Standard InChI Key:  PEGWTZQHJZJRRK-KIEZCVATSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4859862

   ---

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: 512.64

Molecular Weight (Monoisotopic): 512.2774

AlogP: 4.07

#Rotatable Bonds: 3

Polar Surface Area: 102.43

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.33

CX Basic pKa: ┄

CX LogP: 4.22

CX LogD: 4.22

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.45

Np Likeness Score: 3.66

References

1. Freitas Misakyan MF, Wijeratne EMK, Issa ME, Xu YM, Monteillier A, Gunatilaka AAL, Cuendet M..  (2021)  Structure-Activity Relationships of Withanolides as Antiproliferative Agents for Multiple Myeloma: Comparison of Activity in 2D Models and a 3D Coculture Model.,  84  (8.0): [PMID:34445874] [10.1021/acs.jnatprod.1c00446]

Source

Source(1):

• Scientific Literature