(5S,6S,7S)-5,7-Dihydroxy-1-azabicyclo[4.2.0]octane

ID: ALA2409322

PubChem CID: 71747511

Max Phase: Preclinical

Molecular Formula: C7H13NO2

Molecular Weight: 143.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@H]1CCCN2C[C@H](O)[C@H]12

Standard InChI:  InChI=1S/C7H13NO2/c9-5-2-1-3-8-4-6(10)7(5)8/h5-7,9-10H,1-4H2/t5-,6-,7-/m0/s1

Standard InChI Key:  OHWYUBJIJMGVMR-ACZMJKKPSA-N

Molfile:  

     RDKit          2D

 11 12  0  0  0  0  0  0  0  0999 V2000
   14.7177   -7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7177   -8.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1283   -7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4230   -7.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8372   -7.5632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8308   -8.3741    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1288   -8.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4225   -9.1915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8264   -9.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5326   -9.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3211   -9.7088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  8  1  0
  7  3  1  0
  3  4  1  0
  3  5  1  6
  7  6  1  6
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  7  1  0
 10 11  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2409322

   (5S,6S,7S)-1-azabicyclo[4.2.0]octane-5,7-diol

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: 143.19

Molecular Weight (Monoisotopic): 143.0946

AlogP: -0.81

#Rotatable Bonds: ┄

Polar Surface Area: 43.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.07

CX LogP: -0.78

CX LogD: -1.53

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.47

Np Likeness Score: 1.36

References

1. Martínez RF, Araújo N, Jenkinson SF, Nakagawa S, Kato A, Fleet GW..  (2013)  (3R,4S,5R,6R,7S)-3,4,5,7-Tetrahydroxyconidine, an azetidine analogue of 6,7-diepicastanospermine and a conformationally constrained d-deoxyaltronojirimycin, from l-arabinose.,  21  (16): [PMID:23545138] [10.1016/j.bmc.2013.03.004]

Source

Source(1):

• Scientific Literature