(1S,5R)-ethyl 4-methylene-8-oxospiro[4.5]dec-6-ene-1-carboxylate

ID: ALA3763272

PubChem CID: 127038235

Max Phase: Preclinical

Molecular Formula: C14H18O3

Molecular Weight: 234.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC[C@H](C(=O)OCC)[C@@]12C=CC(=O)CC2

Standard InChI:  InChI=1S/C14H18O3/c1-3-17-13(16)12-5-4-10(2)14(12)8-6-11(15)7-9-14/h6,8,12H,2-5,7,9H2,1H3/t12-,14-/m1/s1

Standard InChI Key:  ZMMXXURVXRAKRK-TZMCWYRMSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    0.0186    0.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8574   -0.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0186   -1.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4351   -1.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4351    0.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3979    1.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5656    2.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168    3.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251    3.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742    1.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4377    4.9961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6495    1.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0574   -0.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4972    2.6879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7444    0.7037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7136    3.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5918    4.7609    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  1  0
  5  1  1  0
  6  7  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  1 10  1  1
  8 11  2  0
  5 12  1  1
  2 13  2  0
 12 14  1  0
 12 15  2  0
 14 16  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3763272

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 234.29

Molecular Weight (Monoisotopic): 234.1256

AlogP: 2.42

#Rotatable Bonds: 2

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: 2.16

CX LogD: 2.16

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.54

Np Likeness Score: 1.80

References

1. Ling T, Gautam LN, Griffith E, Das S, Lang W, Shadrick WR, Shelat A, Lee R, Rivas F..  (2016)  Synthesis and evaluation of colletoic acid core derivatives.,  110  [PMID:26820555] [10.1016/j.ejmech.2016.01.027]

Source

Source(1):

• Scientific Literature