(R)-Azepane-3,4,5,6-tetraol

ID: ALA3349555

PubChem CID: 11286640

Max Phase: Preclinical

Molecular Formula: C6H13NO4

Molecular Weight: 163.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@@H]1[C@H](O)[C@H](O)CNC[C@H]1O

Standard InChI:  InChI=1S/C6H13NO4/c8-3-1-7-2-4(9)6(11)5(3)10/h3-11H,1-2H2/t3-,4-,5-,6+/m1/s1

Standard InChI Key:  MRFFNLOQLBWKPJ-KAZBKCHUSA-N

Molfile:  

     RDKit          2D

 11 11  0  0  1  0  0  0  0  0999 V2000
    4.9925   -2.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2492   -1.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5059   -2.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1761   -2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367   -3.4912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6375   -1.5275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2492   -0.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3223   -2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -3.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8609   -1.5275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9804   -3.0298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  9  1  0
  2  7  1  1
  8  3  1  0
  9  4  1  0
  3 10  1  1
  4 11  1  6
  8  5  1  0
  1  6  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3349555

   (R)-Azepane-3,4,5,6-tetraol

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: 163.17

Molecular Weight (Monoisotopic): 163.0845

AlogP: -2.97

#Rotatable Bonds: ┄

Polar Surface Area: 92.95

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.72

CX Basic pKa: 8.49

CX LogP: -2.89

CX LogD: -4.00

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.26

Np Likeness Score: 1.15

References

1. Robina I, Moreno-Vargas AJ, Fernández-Bolaños JG, Fuentes J, Demange R, Vogel P..  (2001)  New leads for selective inhibitors of alpha-L-fucosidases. Synthesis and glycosidase inhibitory activities of [(2R,3S,4R)-3,4-dihydroxypyrrolidin-2-yl]furan derivatives.,  11  (18): [PMID:11549468] [10.1016/s0960-894x(01)00497-8]

Source

Source(1):

• Scientific Literature