3-Dimethylcarbamoyl-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

ID: ALA16870

PubChem CID: 44271250

Max Phase: Preclinical

Molecular Formula: C10H15NO4

Molecular Weight: 213.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)C1C(C(=O)O)C2CC[C@H]1O2

Standard InChI:  InChI=1S/C10H15NO4/c1-11(2)9(12)7-5-3-4-6(15-5)8(7)10(13)14/h5-8H,3-4H2,1-2H3,(H,13,14)/t5-,6?,7?,8?/m1/s1

Standard InChI Key:  MMYJGBCPRCHZFC-NIYQRSRNSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  1  0  0  0  0  0999 V2000
    1.4375   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4375   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042   -0.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167   -0.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667   -1.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -0.7167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667    0.0958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -2.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -1.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -0.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875   -0.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9202   -1.4500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  5  2  1  0
  4  6  1  0
  7  2  1  0
  8  3  1  0
  9  3  2  0
 10  4  1  0
 11 10  1  0
 12  7  2  0
 13  7  1  0
 14  8  1  0
 15  8  1  0
  6  5  1  0
 11  5  1  0
  4 16  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA16870

   (4R)-3-(dimethylcarbamoyl)-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid

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: 213.23

Molecular Weight (Monoisotopic): 213.1001

AlogP: -0.05

#Rotatable Bonds: 2

Polar Surface Area: 66.84

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.20

CX Basic pKa: ┄

CX LogP: -0.55

CX LogD: -3.58

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.70

Np Likeness Score: 0.38

References

1. McCluskey A, Sim AT, Sakoff JA..  (2002)  Serine-threonine protein phosphatase inhibitors: development of potential therapeutic strategies.,  45  (6): [PMID:11881984] [10.1021/jm010066k]

Source

Source(1):

• Scientific Literature