4-C-Butyl-1,4-dideoxy-1,4-imino-L-arabinitol

ID: ALA5198563

PubChem CID: 168289800

Max Phase: Preclinical

Molecular Formula: C9H19NO3

Molecular Weight: 189.25

Names and Identifiers

Canonical SMILES:  CCCC[C@@]1(CO)NC[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C9H19NO3/c1-2-3-4-9(6-11)8(13)7(12)5-10-9/h7-8,10-13H,2-6H2,1H3/t7-,8+,9-/m0/s1

Standard InChI Key:  WFWDQINWGQVJDA-YIZRAAEISA-N

Molfile:  

 
     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    1.3018    0.5438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9692    0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7143   -0.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8892   -0.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6342    0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0498    0.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1632   -0.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4767   -1.4402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1268   -1.4402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634    1.4402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466    0.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5434    0.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1268    0.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  5  6  1  6
  5  7  1  0
  4  8  1  1
  3  9  1  6
  6 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5198563

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 189.25

Molecular Weight (Monoisotopic): 189.1365

AlogP: -0.77

#Rotatable Bonds: 4

Polar Surface Area: 72.72

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.18

CX Basic pKa: 9.64

CX LogP: -0.56

CX LogD: -2.77

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.47

Np Likeness Score: 1.32

References

1. Wang JZ, Cheng B, Kato A, Kise M, Shimadate Y, Jia YM, Li YX, Fleet GWJ, Yu CY..  (2022)  Design, synthesis and glycosidase inhibition of C-4 branched LAB and DAB derivatives.,  233  [PMID:35255314] [10.1016/j.ejmech.2022.114230]

Source

Source(1):

• Scientific Literature