1-Amino-N-octyl-5,6-oxomethylidene-1-deoxymannojirimycin

ID: ALA4471561

PubChem CID: 102532125

Max Phase: Preclinical

Molecular Formula: C15H28N2O5

Molecular Weight: 316.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCN[C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@H]2COC(=O)N21

Standard InChI:  InChI=1S/C15H28N2O5/c1-2-3-4-5-6-7-8-16-14-13(20)12(19)11(18)10-9-22-15(21)17(10)14/h10-14,16,18-20H,2-9H2,1H3/t10-,11-,12+,13+,14+/m1/s1

Standard InChI Key:  VQLNHJXNPWFDCB-DGTMBMJNSA-N

Molfile:  

 
     RDKit          2D

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    8.9876   -4.9743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8160   -5.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3710   -6.3952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1927   -6.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6078   -5.6781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4295   -5.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8445   -6.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6662   -6.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0812   -7.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9029   -7.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3138   -7.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1396   -7.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5505   -8.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6078   -7.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4295   -7.1083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1927   -7.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6078   -8.5343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3710   -7.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9560   -8.5343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9560   -7.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1531   -6.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0645   -6.1134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5409   -7.8147    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  2  1  1
  3  4  1  0
  4  5  1  6
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  4 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  6
 18 20  1  0
  3 20  1  0
 20 21  1  0
 21 22  1  0
  2 22  1  0
 20 23  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4471561

   (5S,6R,7S,8R,8aR)-6,7,8-trihydroxy-5-(octylamino)-1,5,6,7,8,8a-hexahydro-[1,3]oxazolo[3,4-a]pyridin-3-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 316.40

Molecular Weight (Monoisotopic): 316.1998

AlogP: 0.18

#Rotatable Bonds: 8

Polar Surface Area: 102.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.72

CX Basic pKa: 7.81

CX LogP: 0.93

CX LogD: 0.37

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.48

Np Likeness Score: 0.53

References

1. Rísquez-Cuadro R, Matsumoto R, Ortega-Caballero F, Nanba E, Higaki K, García Fernández JM, Ortiz Mellet C..  (2019)  Pharmacological Chaperones for the Treatment of α-Mannosidosis.,  62  (12): [PMID:31017416] [10.1021/acs.jmedchem.9b00153]

Source

Source(1):

• Scientific Literature