(1S,5R)-4-isopropyl-8-oxospiro[4.5]deca-3,6-diene-1-carboxylic acid

ID: ALA3764519

PubChem CID: 127038555

Max Phase: Preclinical

Molecular Formula: C14H18O3

Molecular Weight: 234.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C1=CC[C@H](C(=O)O)[C@@]12C=CC(=O)CC2

Standard InChI:  InChI=1S/C14H18O3/c1-9(2)11-3-4-12(13(16)17)14(11)7-5-10(15)6-8-14/h3,5,7,9,12H,4,6,8H2,1-2H3,(H,16,17)/t12-,14-/m1/s1

Standard InChI Key:  XRQHETMBSBSVMF-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
   -2.3557   -0.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9542   -1.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9575    0.6064    0.0000 C   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
    2.5277    2.3886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 12 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3764519

   ---

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: 2.58

#Rotatable Bonds: 2

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.57

CX Basic pKa: ┄

CX LogP: 2.33

CX LogD: -0.42

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.75

Np Likeness Score: 2.26

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