27-O-acetyl-4-epi-withaferin A

ID: ALA4857813

PubChem CID: 164610335

Max Phase: Preclinical

Molecular Formula: C31H42O7

Molecular Weight: 526.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)OCC1=C(C)C[C@H]([C@@H](C)[C@H]2[C@@H](C)C[C@H]3[C@@H]4C[C@H]5O[C@]56C(O)C=CC(=O)[C@]6(C)[C@H]4CC[C@]23C)OC1=O

Standard InChI:  InChI=1S/C31H42O7/c1-15-12-23(37-28(35)20(15)14-36-18(4)32)17(3)27-16(2)11-22-19-13-26-31(38-26)25(34)8-7-24(33)30(31,6)21(19)9-10-29(22,27)5/h7-8,16-17,19,21-23,25-27,34H,9-14H2,1-6H3/t16-,17+,19+,21-,22-,23+,25?,26+,27+,29-,30-,31+/m0/s1

Standard InChI Key:  IYFJKEBCIXRSIM-DSIQJOBBSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4857813

   ---

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: 526.67

Molecular Weight (Monoisotopic): 526.2931

AlogP: 4.17

#Rotatable Bonds: 4

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: 13.46

CX Basic pKa: ┄

CX LogP: 4.31

CX LogD: 4.31

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.43

Np Likeness Score: 3.41

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