14beta-benzoyloxy-2alpha,15beta-dihydroxy-5alpha-isobutanoyloxy-3beta,7beta,9alpha-triacetoxy-8alpha-(3'-methyl-benzoyloxy)-jatropha-6(17), 11E-diene

ID: ALA5285545

Max Phase: Preclinical

Molecular Formula: C45H58O13

Molecular Weight: 806.95

Names and Identifiers

Canonical SMILES:  C=C1[C@H](OC(C)=O)[C@@H](OC(=O)c2cccc(C)c2)[C@@H](OC(C)=O)C(C)(C)/C=C/[C@H](C)[C@H](OC(=O)c2ccccc2)[C@@]2(O)C[C@@](C)(O)[C@H](OC(C)=O)[C@@H]2[C@H]1OCC(C)C

Standard InChI:  InChI=1S/C45H58O13/c1-25(2)23-53-35-28(5)36(54-29(6)46)37(57-42(50)33-19-15-16-26(3)22-33)40(56-31(8)48)43(9,10)21-20-27(4)38(58-41(49)32-17-13-12-14-18-32)45(52)24-44(11,51)39(34(35)45)55-30(7)47/h12-22,25,27,34-40,51-52H,5,23-24H2,1-4,6-11H3/b21-20+/t27-,34-,35-,36-,37+,38-,39+,40+,44+,45+/m0/s1

Standard InChI Key:  DTWJVGHHDXVLBT-VQSQUYIWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5285545

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 806.95

Molecular Weight (Monoisotopic): 806.3877

AlogP: 5.87

#Rotatable Bonds: 10

Polar Surface Area: 181.19

Molecular Species: NEUTRAL

HBA: 13

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.22

CX Basic pKa: ┄

CX LogP: 6.42

CX LogD: 6.42

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.17

Np Likeness Score: 1.43

References

1. Maimaitijiang A, Wang B, Yang H, Tang D, Liu Y, Aisa HA..  (2022)  Discovery of a novel highly potent and low-toxic jatrophane derivative enhancing the P-glycoprotein-mediated doxorubicin sensitivity of MCF-7/ADR cells.,  244  [PMID:36242992] [10.1016/j.ejmech.2022.114822]

Source

Source(1):

• Scientific Literature