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

ID: ALA5192700

PubChem CID: 168284588

Max Phase: Preclinical

Molecular Formula: C14H29NO3

Molecular Weight: 259.39

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H29NO3/c1-2-3-4-5-6-7-8-9-14(11-16)13(18)12(17)10-15-14/h12-13,15-18H,2-11H2,1H3/t12-,13+,14-/m0/s1

Standard InChI Key:  QUUYIUNMVCBKPD-MJBXVCDLSA-N

Molfile:  

 
     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    2.6818    0.0965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3492   -0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0943   -1.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2692   -1.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0144   -0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299    0.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2168   -0.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8568   -1.8874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5068   -1.8874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6434    0.9928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6335   -0.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1632   -0.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7465    0.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5433    0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1266    0.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9234    0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5068    1.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3037    0.8771    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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5192700

   ---

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: 259.39

Molecular Weight (Monoisotopic): 259.2147

AlogP: 1.18

#Rotatable Bonds: 9

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: 1.66

CX LogD: -0.54

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.47

Np Likeness Score: 1.11

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