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

ID: ALA4590485

PubChem CID: 155567648

Max Phase: Preclinical

Molecular Formula: C15H20O3

Molecular Weight: 248.32

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H20O3/c1-9(2)12-8-13(16)10(3)5-4-6-11-7-14(12)18-15(11)17/h5,7,12-14,16H,1,4,6,8H2,2-3H3/b10-5-/t12-,13+,14-/m0/s1

Standard InChI Key:  ZPTYGQBCMYJEDT-UPCWHQCGSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   13.5967  -14.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4139  -14.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6683  -14.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0053  -13.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3466  -14.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5592  -12.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5592  -13.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2644  -12.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9697  -12.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3783  -13.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3818  -12.8293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6752  -12.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1156  -15.4870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0837  -14.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0791  -14.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7937  -13.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2460  -14.6269    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9624  -12.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6776  -11.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  7  1  0
  6  8  1  0
  7  5  1  0
  9  8  2  0
  9 12  1  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
  1 13  2  0
 10 14  1  1
 14 15  2  0
 14 16  1  0
  3 17  1  6
  9 18  1  0
 12 19  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4590485

   ---

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: 248.32

Molecular Weight (Monoisotopic): 248.1412

AlogP: 2.52

#Rotatable Bonds: 1

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.54

CX Basic pKa: ┄

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.57

Np Likeness Score: 3.09

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