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

ID: ALA4534297

PubChem CID: 155547022

Max Phase: Preclinical

Molecular Formula: C19H27NO3

Molecular Weight: 317.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1C[C@@H](N2CCOCC2)/C(C)=C/CCC2=C[C@@H]1OC2=O

Standard InChI:  InChI=1S/C19H27NO3/c1-13(2)16-12-17(20-7-9-22-10-8-20)14(3)5-4-6-15-11-18(16)23-19(15)21/h5,11,16-18H,1,4,6-10,12H2,2-3H3/b14-5-/t16-,17+,18-/m0/s1

Standard InChI Key:  AGSYZPDIZAAGAF-KHUDAQQVSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   12.1520  -15.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1878  -16.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3205  -15.2482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4211  -14.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4526  -14.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0769  -14.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8643  -14.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3368  -13.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1550  -14.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6347  -13.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6713  -15.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7497  -13.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6347  -14.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0431  -13.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4580  -13.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4866  -15.4501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7432  -14.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0374  -12.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7533  -12.2240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4624  -11.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4679  -11.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7638  -10.5941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0525  -10.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0453  -11.8182    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
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534297

   ---

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: 317.43

Molecular Weight (Monoisotopic): 317.1991

AlogP: 2.86

#Rotatable Bonds: 2

Polar Surface Area: 38.77

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.62

CX Basic pKa: 7.99

CX LogP: 3.08

CX LogD: 2.39

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.58

Np Likeness Score: 1.56

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