N-decylaminocyclitol

ID: ALA1083795

PubChem CID: 46889930

Max Phase: Preclinical

Molecular Formula: C16H33NO5

Molecular Weight: 319.44

Molecule Type: Small molecule

Names and Identifiers

Synonyms: N-Decylaminocyclitol | N-decylaminocyclitol|CHEMBL1083795|BDBM50318560

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

Standard InChI:  InChI=1S/C16H33NO5/c1-2-3-4-5-6-7-8-9-10-17-11-12(18)14(20)16(22)15(21)13(11)19/h11-22H,2-10H2,1H3/t11-,12-,13+,14+,15-,16-

Standard InChI Key:  VRJPTDKBAXVMJT-KUNQJQEJSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    4.6304    0.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6304    0.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -0.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0574    0.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0574    0.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440    1.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440    2.1878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9133    1.3549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -1.1190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -0.2975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7727   -0.2975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7745    1.3549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4863    0.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2003    1.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9142    0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6282    1.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3422    0.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0562    1.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7701    0.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4841    1.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1981    0.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9131    1.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4 11  1  1
  4  5  1  0
  5 12  1  6
  5  6  1  0
 12 13  1  0
 13 14  1  0
  6  7  1  1
 14 15  1  0
  1  2  1  0
 15 16  1  0
  1  8  1  6
 16 17  1  0
  1  6  1  0
 17 18  1  0
  3  9  1  6
 18 19  1  0
  2  3  1  0
 19 20  1  0
  2 10  1  1
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1083795

   N-decylaminocyclitol

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: 319.44

Molecular Weight (Monoisotopic): 319.2359

AlogP: -0.10

#Rotatable Bonds: 10

Polar Surface Area: 113.18

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.50

CX Basic pKa: 8.58

CX LogP: 0.53

CX LogD: -0.67

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.31

Np Likeness Score: 0.61

References

1. Díaz L, Bujons J, Casas J, Llebaria A, Delgado A..  (2010)  Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.,  53  (14): [PMID:20557054] [10.1021/jm100198t]

2. Díaz L, Casas J, Bujons J, Llebaria A, Delgado A..  (2011)  New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.,  54  (7): [PMID:21370884] [10.1021/jm101204u]

Source

Source(1):

• Scientific Literature