14beta-benzoyloxy-2alpha,7beta,8alpha,9alpha,15beta-pentahydroxy-5alpha-isobutanoyloxy-3beta-acetoxy-jatropha-6(17), 11E-diene

ID: ALA5287335

Max Phase: Preclinical

Molecular Formula: C33H48O10

Molecular Weight: 604.74

Names and Identifiers

Canonical SMILES:  C=C1[C@H](O)[C@@H](O)[C@@H](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/C33H48O10/c1-18(2)16-41-26-20(4)24(35)25(36)27(37)31(6,7)15-14-19(3)28(43-30(38)22-12-10-9-11-13-22)33(40)17-32(8,39)29(23(26)33)42-21(5)34/h9-15,18-19,23-29,35-37,39-40H,4,16-17H2,1-3,5-8H3/b15-14+/t19-,23-,24-,25+,26-,27+,28-,29+,32+,33+/m0/s1

Standard InChI Key:  ADZNIKQAZBTDKR-ZXFJVVOGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5287335

   ---

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: 604.74

Molecular Weight (Monoisotopic): 604.3247

AlogP: 2.56

#Rotatable Bonds: 6

Polar Surface Area: 162.98

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.72

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 2.52

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.24

Np Likeness Score: 1.94

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