(2R)-2-Methylpropenoyloxy-6S-hydroxy-18S-methoxy-19S-acetoxyzuelanin

ID: ALA5182951

Chembl Id: CHEMBL5182951

PubChem CID: 168280491

Max Phase: Preclinical

Molecular Formula: C27H38O7

Molecular Weight: 474.59

Names and Identifiers

Canonical SMILES:  C=C/C(C)=C/C[C@]1(C)[C@H](C)C[C@H](O)[C@]23C(=C[C@H](OC(=O)C(=C)C)C[C@@H]12)[C@@H](OC)O[C@H]3OC(C)=O

Standard InChI:  InChI=1S/C27H38O7/c1-9-16(4)10-11-26(7)17(5)12-22(29)27-20(24(31-8)34-25(27)32-18(6)28)13-19(14-21(26)27)33-23(30)15(2)3/h9-10,13,17,19,21-22,24-25,29H,1-2,11-12,14H2,3-8H3/b16-10+/t17-,19+,21+,22+,24+,25-,26-,27+/m1/s1

Standard InChI Key:  XLCJKQOKGCMOKD-KNKWYRIRSA-N

Alternative Forms

1. Parent:

   

   ALA5182951

   ---

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: 474.59

Molecular Weight (Monoisotopic): 474.2618

AlogP: 4.23

#Rotatable Bonds: 7

Polar Surface Area: 91.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: 3.68

References

1. Syafni N, Faleschini MT, Garifulina A, Danton O, Gupta MP, Hering S, Hamburger M..  (2022)  Clerodane Diterpenes from Casearia corymbosa as Allosteric GABA_A Receptor Modulators.,  85  (5.0): [PMID:35475609] [10.1021/acs.jnatprod.1c00840]

Source

Source(1):

• Scientific Literature