(2R,3S,4R,5S,)-3,4-dihydroxy-2-(hydroxymethyl)-1-oxa-6,8-diazaspiro[4.4]nonan-7-one

ID: ALA2271244

Chembl Id: CHEMBL2271244

PubChem CID: 76312488

Max Phase: Preclinical

Molecular Formula: C7H12N2O5

Molecular Weight: 204.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC[C@]2(N1)O[C@H](CO)[C@@H](O)[C@H]2O

Standard InChI:  InChI=1S/C7H12N2O5/c10-1-3-4(11)5(12)7(14-3)2-8-6(13)9-7/h3-5,10-12H,1-2H2,(H2,8,9,13)/t3-,4-,5-,7+/m1/s1

Standard InChI Key:  RRVCRKGYSFQWJY-WYWMIBKRSA-N

Alternative Forms

1. Parent:

   

   ALA2271244

   (5S,7R,8S,9R)-8,9-dihydroxy-7-(hydroxymethyl)-6-oxa-1,3-diazaspiro[4.4]nonan-2-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: 204.18

Molecular Weight (Monoisotopic): 204.0746

AlogP: -2.89

#Rotatable Bonds: 1

Polar Surface Area: 111.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.56

CX Basic pKa:

CX LogP: -2.64

CX LogD: -2.64

Aromatic Rings: 0

Heavy Atoms: 14

QED Weighted: 0.31

Np Likeness Score: 1.88

References

1. Sano H, Mio S, Hamura M, Kitagawa J, Shindou M, Honma T, Sugai S.  (1995)  Synthesis and Herbicidal Activity of Hydantocidin Analogues: Modification of the Carbonyl Groups in Spirohydantoin,  59  (12): [10.1271/bbb.59.2247]

Source

Source(1):

• Scientific Literature