(1Z,4R,8S,9S)-10-Oxabicyclo[7.2.1]dodeca-1(12)-en-11-one, 4-fluoro-5-methylene-8-(1-methylethenyl)-

ID: ALA4527648

PubChem CID: 155544314

Max Phase: Preclinical

Molecular Formula: C15H19FO2

Molecular Weight: 250.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CC[C@@H](C(=C)C)[C@@H]2C=C(CC[C@H]1F)C(=O)O2

Standard InChI:  InChI=1S/C15H19FO2/c1-9(2)12-6-4-10(3)13(16)7-5-11-8-14(12)18-15(11)17/h8,12-14H,1,3-7H2,2H3/t12-,13+,14-/m0/s1

Standard InChI Key:  ZJGABUDGJGKZJZ-MJBXVCDLSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   12.3702   -5.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3710   -5.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5290   -5.1177    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6072   -4.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6626   -4.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2707   -4.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0909   -4.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5218   -2.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3733   -4.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8115   -3.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8602   -5.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9514   -2.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7616   -3.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8115   -4.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2365   -3.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6681   -3.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6852   -5.3219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9449   -4.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5207   -2.0503    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 11  2  2  0
 18  6  1  0
 18  3  1  6
 15 12  1  0
 15 13  2  0
  4 11  1  0
  9  7  1  0
 17 18  1  0
  5  9  1  1
 18  5  1  0
 10 14  1  0
  6  4  2  0
  9  1  2  0
 15  8  1  0
 16 12  1  0
 14  4  1  0
 11 17  1  0
 10  8  1  0
  5 16  1  0
  8 19  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4527648

   ---

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: 250.31

Molecular Weight (Monoisotopic): 250.1369

AlogP: 3.50

#Rotatable Bonds: 1

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.67

CX Basic pKa: ┄

CX LogP: 3.53

CX LogD: 3.53

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.53

Np Likeness Score: 2.33

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