(2R,3S,4R,5S)-3,4-Dihydroxy-2-hydroxymethyl-1-oxa-7-azaspiro[4.4]nonane-6,8-dione

ID: ALA2285996

Chembl Id: CHEMBL2285996

PubChem CID: 9990909

Max Phase: Preclinical

Molecular Formula: C8H11NO6

Molecular Weight: 217.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C[C@@]2(O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1

Standard InChI:  InChI=1S/C8H11NO6/c10-2-3-5(12)6(13)8(15-3)1-4(11)9-7(8)14/h3,5-6,10,12-13H,1-2H2,(H,9,11,14)/t3-,5-,6-,8+/m1/s1

Standard InChI Key:  XFOYRZDSXRMGHT-OVBCRYSKSA-N

Alternative Forms

1. Parent:

   

   ALA2285996

   (2R,3S,4R,5S)-3,4-dihydroxy-2-(hydroxymethyl)-1-oxa-7-azaspiro[4.4]nonane-6,8-dione

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: 217.18

Molecular Weight (Monoisotopic): 217.0586

AlogP: -3.12

#Rotatable Bonds: 1

Polar Surface Area: 116.09

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.49

CX Basic pKa:

CX LogP: -3.05

CX LogD: -3.06

Aromatic Rings: 0

Heavy Atoms: 15

QED Weighted: 0.35

Np Likeness Score: 1.90

References

1. Sano H, Mio S, Tsukaguchi N, Sugai S.  (1995)  Stereocontrolled synthesis of spirosuccinimide derivative of (+)-hydantocidin,  51  (5): [10.1016/0040-4020(94)01027-W]

Source

Source(1):

• Scientific Literature