(1Z,4Z,6R,8S,9S)-10-Oxabicyclo[7.2.1]dodeca,1(12),4-dien-11-one, 6-isopropoxy-5-methyl-8-(1-methylethenyl)-

ID: ALA4547994

PubChem CID: 155553821

Max Phase: Preclinical

Molecular Formula: C18H26O3

Molecular Weight: 290.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1C[C@@H](OC(C)C)/C(C)=C/CCC2=C[C@@H]1OC2=O

Standard InChI:  InChI=1S/C18H26O3/c1-11(2)15-10-16(20-12(3)4)13(5)7-6-8-14-9-17(15)21-18(14)19/h7,9,12,15-17H,1,6,8,10H2,2-5H3/b13-7-/t15-,16+,17-/m0/s1

Standard InChI Key:  YARAFBJSHLYXTK-YIVQLSNTSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   21.0380   -6.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0737   -7.3589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2065   -6.4985    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.3071   -5.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3386   -5.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9628   -5.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7502   -5.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2227   -4.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0409   -5.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5207   -4.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5572   -6.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6356   -4.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5207   -5.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9291   -4.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3439   -4.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3726   -6.7004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6291   -5.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9233   -3.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6392   -3.4743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3487   -3.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3522   -2.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0546   -3.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  2  2  0
 17  6  1  0
 17  3  1  6
 14 12  1  0
  4 11  1  0
  9  7  1  0
 16 17  1  0
  5  9  1  1
 17  5  1  0
 10 13  1  0
  6  4  2  0
  9  1  2  0
 14  8  2  0
 15 12  1  0
 13  4  1  0
 11 16  1  0
 10  8  1  0
  5 15  1  0
 14 18  1  0
 12 19  1  6
 19 20  1  0
 20 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547994

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 290.40

Molecular Weight (Monoisotopic): 290.1882

AlogP: 3.95

#Rotatable Bonds: 3

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.58

CX Basic pKa: ┄

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.58

Np Likeness Score: 2.49

References

1. Lou LL, Ni FQ, Chen L, Shaker S, Li W, Wang R, Tang GH, Yin S..  (2019)  Germacrane Sesquiterpenoids as a New Type of Anticardiac Fibrosis Agent Targeting Transforming Growth Factor β Type I Receptor.,  62  (17): [PMID:31408333] [10.1021/acs.jmedchem.9b00708]

Source

Source(1):

• Scientific Literature