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

ID: ALA4461006

PubChem CID: 155528335

Max Phase: Preclinical

Molecular Formula: C17H26O3

Molecular Weight: 278.39

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H26O3/c1-5-20-17(19)14-8-6-7-13(4)9-10-15(12(2)3)16(18)11-14/h7,14-15H,2,5-6,8-11H2,1,3-4H3/b13-7+/t14-,15+/m1/s1

Standard InChI Key:  ZPGHQDWTRHXOJV-YACGDJQHSA-N

Molfile:  

 
     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   24.2681   -2.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2681   -3.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9775   -3.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9775   -1.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6869   -2.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6834   -3.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3896   -3.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1038   -3.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1073   -2.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3966   -1.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2657   -2.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9784   -4.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2670   -4.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6907   -4.7414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6915   -5.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3850   -4.3343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8092   -3.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8046   -4.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5233   -3.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9801   -5.9721    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
 15 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4461006

   ---

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: 278.39

Molecular Weight (Monoisotopic): 278.1882

AlogP: 3.84

#Rotatable Bonds: 3

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: 3.80

CX LogD: 3.80

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.58

Np Likeness Score: 1.61

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