Casuarine

ID: ALA1230107

Chembl Id: CHEMBL1230107

PubChem CID: 9859098

Max Phase: Preclinical

Molecular Formula: C8H15NO5

Molecular Weight: 205.21

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Casuarine | Casuarine|3CU|SCHEMBL148985|CHEMBL1230107|BDBM92460|Q27453712|(1R,2R,3R,6S,7S,7aR)-3-(hydroxymethyl)hexahydro-1H-pyrrolizine-1,2,6,7-tetrol|(1R,2R,3R,6S,7S,8R)-3-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,6,7-tetrol

Canonical SMILES:  OC[C@@H]1[C@@H](O)[C@H](O)[C@H]2[C@H](O)[C@@H](O)CN21

Standard InChI:  InChI=1S/C8H15NO5/c10-2-3-6(12)8(14)5-7(13)4(11)1-9(3)5/h3-8,10-14H,1-2H2/t3-,4+,5-,6-,7-,8-/m1/s1

Standard InChI Key:  AXTGOJVKRHFYBT-XAZAIFFQSA-N

Alternative Forms

1. Parent:

   

   ALA1230107

   CASUARINE

Molecule Features

Natural Product: Yes

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: 205.21

Molecular Weight (Monoisotopic): 205.0950

AlogP: -3.51

#Rotatable Bonds: 1

Polar Surface Area: 104.39

Molecular Species: BASE

HBA: 6

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.14

CX Basic pKa: 15.67

CX LogP: -3.24

CX LogD: -4.06

Aromatic Rings: 0

Heavy Atoms: 14

QED Weighted: 0.30

Np Likeness Score: 1.97

References

1. Luthra T,Banothu V,Adepally U,Kumar K,M S,Chakrabarti S,Maddi SR,Sen S.  (2020)  Discovery of novel pyrido-pyrrolidine hybrid compounds as alpha-glucosidase inhibitors and alternative agent for control of type 1 diabetes.,  188  [PMID:31927314] [10.1016/j.ejmech.2020.112034]

2. Li YX, Wang JZ, Shimadate Y, Kise M, Kato A, Jia YM, Fleet GWJ, Yu CY..  (2022)  C-6 fluorinated casuarines as highly potent and selective amyloglucosidase inhibitors: Synthesis and structure-activity relationship study.,  244  [PMID:36332547] [10.1016/j.ejmech.2022.114852]

Source

Source(1):

• Scientific Literature