2-Phenylamino-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazole-4,5,6-triol

ID: ALA86865

Chembl Id: CHEMBL86865

PubChem CID: 44322665

Max Phase: Preclinical

Molecular Formula: C12H14N2O4

Molecular Weight: 250.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC1C(O)C2N=C(Nc3ccccc3)OC2C1O

Standard InChI:  InChI=1S/C12H14N2O4/c15-8-7-11(10(17)9(8)16)18-12(14-7)13-6-4-2-1-3-5-6/h1-5,7-11,15-17H,(H,13,14)

Standard InChI Key:  KKMTTWOORXFHAR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA86865

   2-Phenylamino-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazole-4,5,6-triol

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: 250.25

Molecular Weight (Monoisotopic): 250.0954

AlogP: -0.68

#Rotatable Bonds: 1

Polar Surface Area: 94.31

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.62

CX Basic pKa: 3.75

CX LogP: -0.08

CX LogD: -0.08

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.53

Np Likeness Score: 0.37

References

1. Uchida C, Kimura H, Ogawa S.  (1994)  Potent glycosidase inhibitors, N-phenyl cyclic isourea derivatives of 5-amino- and 5-amino-1-C-(hydroxymethyl)-cyclopentane-1,2,3,4-tetraols,  4  (22): [10.1016/S0960-894X(01)80688-0]

2. Uchida C, Kimura H, Ogawa S.  (1994)  Potent glycosidase inhibitors, N-phenyl cyclic isourea derivatives of 5-amino- and 5-amino-1-C-(hydroxymethyl)-cyclopentane-1,2,3,4-tetraols,  4  (22): [10.1016/S0960-894X(01)80688-0]

3. Uchida C, Kimura H, Ogawa S.  (1994)  Potent glycosidase inhibitors, N-phenyl cyclic isourea derivatives of 5-amino- and 5-amino-1-C-(hydroxymethyl)-cyclopentane-1,2,3,4-tetraols,  4  (22): [10.1016/S0960-894X(01)80688-0]

Source

Source(1):

• Scientific Literature