(5S,7S,8R)-1-Aza-7-hydroxy-8-hydroxymethyl-3-oxabicyclo-[3.3.0]octan-2-one

ID: ALA3133413

PubChem CID: 76322098

Max Phase: Preclinical

Molecular Formula: C7H11NO4

Molecular Weight: 173.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1OC[C@@H]2C[C@H](O)[C@@H](CO)N12

Standard InChI:  InChI=1S/C7H11NO4/c9-2-5-6(10)1-4-3-12-7(11)8(4)5/h4-6,9-10H,1-3H2/t4-,5+,6-/m0/s1

Standard InChI Key:  KPMCMPIBYSOPPS-JKUQZMGJSA-N

Molfile:  

     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
    6.3762  -12.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8383  -12.2738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3366  -11.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5922  -12.7199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5677  -11.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7833  -11.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3229  -12.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8229  -12.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5938  -13.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635  -11.0857    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5061  -12.3736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6508  -13.7206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7999  -13.9737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  1  2  1  0
  2  3  1  0
  3  5  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  8  9  1  6
  5 10  1  6
  7 11  1  1
  1 12  2  0
  9 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3133413

   (5R,6S,7aS)-6-hydroxy-5-(hydroxymethyl)-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-one

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: 173.17

Molecular Weight (Monoisotopic): 173.0688

AlogP: -1.07

#Rotatable Bonds: 1

Polar Surface Area: 70.00

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.45

CX LogD: -1.45

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.53

Np Likeness Score: 1.22

References

1. Wang J, Lin T, Chen Y, Lin C, Fang J.  (2013)  Polyhydroxylated pyrrolidine and 2-oxapyrrolizidine as glycosidase inhibitors,  4  (5): [10.1039/C3MD00033H]

Source

Source(1):

• Scientific Literature