(1R,2R,4aS,5R,8aS)-5-((E)-2-((S)-4-acetoxy-2-oxodihydrofuran-3(2H)-ylidene)ethyl)-1,4a-dimethyl-6-methylene-1-(trityloxymethyl)decahydronaphthalen-2-yl acetate

ID: ALA1933975

Chembl Id: CHEMBL1933975

PubChem CID: 57396760

Max Phase: Preclinical

Molecular Formula: C43H48O7

Molecular Weight: 676.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC[C@@H]2[C@](C)(COC(c3ccccc3)(c3ccccc3)c3ccccc3)[C@H](OC(C)=O)CC[C@@]2(C)[C@@H]1C/C=C1/C(=O)OC[C@H]1OC(C)=O

Standard InChI:  InChI=1S/C43H48O7/c1-29-21-24-38-41(4,36(29)23-22-35-37(49-30(2)44)27-47-40(35)46)26-25-39(50-31(3)45)42(38,5)28-48-43(32-15-9-6-10-16-32,33-17-11-7-12-18-33)34-19-13-8-14-20-34/h6-20,22,36-39H,1,21,23-28H2,2-5H3/b35-22+/t36-,37-,38+,39-,41+,42+/m1/s1

Standard InChI Key:  MXZPHCNASJHLAT-SJSJEAARSA-N

Alternative Forms

1. Parent:

   

   ALA1933975

   [(1R,2R,4aS,5R,8aS)-5-[(2E)-2-[(4S)-4-acetyloxy-2-oxooxolan-3-ylidene]ethyl]-1,4a-dimethyl-6-methylidene-1-(trityloxymethyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] acetate

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: 676.85

Molecular Weight (Monoisotopic): 676.3400

AlogP: 8.12

#Rotatable Bonds: 10

Polar Surface Area: 88.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 8.34

CX LogD: 8.34

Aromatic Rings: 3

Heavy Atoms: 50

QED Weighted: 0.07

Np Likeness Score: 1.64

References

1. Sirion U, Kasemsook S, Suksen K, Piyachaturawat P, Suksamrarn A, Saeeng R..  (2012)  New substituted C-19-andrographolide analogues with potent cytotoxic activities.,  22  (1): [PMID:22154665] [10.1016/j.bmcl.2011.11.085]

Source

Source(1):

• Scientific Literature