Methyl (1R,8S,4E)-5-methyl-9-oxo-8-(1-methylethenyl)cyclodec-4-ene-1-carboxylate

ID: ALA4559513

PubChem CID: 155558006

Max Phase: Preclinical

Molecular Formula: C16H24O3

Molecular Weight: 264.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC/C(C)=C/CC[C@@H](C(=O)OC)CC1=O

Standard InChI:  InChI=1S/C16H24O3/c1-11(2)14-9-8-12(3)6-5-7-13(10-15(14)17)16(18)19-4/h6,13-14H,1,5,7-10H2,2-4H3/b12-6+/t13-,14+/m1/s1

Standard InChI Key:  LYQFHMJDHPTAGO-BDPFXEMMSA-N

Molfile:  

 
     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   16.4965   -2.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4965   -2.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2059   -3.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2059   -1.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9153   -2.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9119   -2.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6181   -3.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3322   -2.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3357   -2.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6250   -1.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4941   -2.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2068   -4.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4954   -4.6191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9191   -4.6176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9200   -5.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6135   -4.2146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0376   -3.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0330   -4.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7517   -2.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  2  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  5 11  1  0
  3 12  1  6
 12 13  2  0
 12 14  1  0
 14 15  1  0
  7 16  2  0
  8 17  1  1
 17 18  2  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559513

   ---

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: 264.36

Molecular Weight (Monoisotopic): 264.1725

AlogP: 3.45

#Rotatable Bonds: 2

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.57

Np Likeness Score: 1.85

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