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

ID: ALA4473813

PubChem CID: 155536749

Max Phase: Preclinical

Molecular Formula: C15H19BrO2

Molecular Weight: 311.22

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H19BrO2/c1-9(2)12-6-4-10(3)13(16)7-5-11-8-14(12)18-15(11)17/h4,8,12-14H,1,5-7H2,2-3H3/b10-4+/t12-,13+,14-/m0/s1

Standard InChI Key:  KKTZPJZEQQPXSE-QPUQKPAHSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    5.3594   -6.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1724   -6.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4258   -6.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7638   -5.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1083   -6.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238   -4.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238   -5.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0251   -4.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7305   -4.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1342   -5.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1395   -4.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4322   -4.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8779   -7.5174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0251   -3.6361    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.8357   -6.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8329   -6.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5441   -5.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0039   -6.6599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3040   -5.4382    0.0000 C   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  1  0
  9 12  2  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
  1 13  2  0
  8 14  1  1
 10 15  1  1
 15 16  2  0
 15 17  1  0
  3 18  1  6
  9 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4473813

   ---

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: 311.22

Molecular Weight (Monoisotopic): 310.0568

AlogP: 3.92

#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: 13.61

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.42

Np Likeness Score: 2.57

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