(1S,2R,4aS,5R,8aR)-1-((E)-2-((S)-4-hydroxy-2-oxodihydrofuran-3(2H)-ylidene)ethyl)-5-(hydroxymethyl)-5,8a-dimethylhexahydro-1H-spiro[naphthalene-2,2'-oxiran]-6(7H)-one

ID: ALA4165968

Chembl Id: CHEMBL4165968

PubChem CID: 145953545

Max Phase: Preclinical

Molecular Formula: C20H28O6

Molecular Weight: 364.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@]12CCC(=O)[C@@](C)(CO)[C@H]1CC[C@]1(CO1)[C@H]2C/C=C1/C(=O)OC[C@H]1O

Standard InChI:  InChI=1S/C20H28O6/c1-18-7-6-16(23)19(2,10-21)14(18)5-8-20(11-26-20)15(18)4-3-12-13(22)9-25-17(12)24/h3,13-15,21-22H,4-11H2,1-2H3/b12-3+/t13-,14+,15+,18-,19+,20+/m1/s1

Standard InChI Key:  NITYKTLXNRKUDC-JFHRSRFMSA-N

Alternative Forms

1. Parent:

   

   ALA4165968

   ---

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: 364.44

Molecular Weight (Monoisotopic): 364.1886

AlogP: 1.38

#Rotatable Bonds: 3

Polar Surface Area: 96.36

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.51

CX Basic pKa: ┄

CX LogP: 1.37

CX LogD: 1.37

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.45

Np Likeness Score: 3.67

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