(S,E)-4-(2-((1S,2R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyloctahydro-1H-spiro[naphthalene-2,2'-oxirane]-1-yl)ethylidene)-5-oxotetrahydrofuran-3-yl acetate

ID: ALA4162115

Chembl Id: CHEMBL4162115

PubChem CID: 145957487

Max Phase: Preclinical

Molecular Formula: C22H32O7

Molecular Weight: 408.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1COC(=O)/C1=C/C[C@@H]1[C@]2(CC[C@@H]3[C@](C)(CO)[C@H](O)CC[C@]31C)CO2

Standard InChI:  InChI=1S/C22H32O7/c1-13(24)29-15-10-27-19(26)14(15)4-5-17-20(2)8-7-18(25)21(3,11-23)16(20)6-9-22(17)12-28-22/h4,15-18,23,25H,5-12H2,1-3H3/b14-4+/t15-,16+,17+,18-,20-,21+,22+/m1/s1

Standard InChI Key:  NAURXZFHWXEHHU-TVQQKXRKSA-N

Alternative Forms

1. Parent:

   

   ALA4162115

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 408.49

Molecular Weight (Monoisotopic): 408.2148

AlogP: 1.75

#Rotatable Bonds: 4

Polar Surface Area: 105.59

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.25

CX LogD: 1.25

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: 3.08

References

1. Chen SR, Li F, Ding MY, Wang D, Zhao Q, Wang Y, Zhou GC, Wang Y..  (2018)  Andrographolide derivative as STAT3 inhibitor that protects acute liver damage in mice.,  26  (18): [PMID:30228000] [10.1016/j.bmc.2018.09.002]

Source

Source(1):

• Scientific Literature