N-(6-azidoaminohexyl)-5,6-oxomethylidene-1-deoxymannojirimycin

ID: ALA4435118

PubChem CID: 155511092

Max Phase: Preclinical

Molecular Formula: C13H23N5O5

Molecular Weight: 329.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=NCCCCCCN[C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@H]2COC(=O)N21

Standard InChI:  InChI=1S/C13H23N5O5/c14-17-16-6-4-2-1-3-5-15-12-11(21)10(20)9(19)8-7-23-13(22)18(8)12/h8-12,15,19-21H,1-7H2/t8-,9-,10+,11+,12+/m1/s1

Standard InChI Key:  ULMJGVOHGOTMQA-GCHJQGSQSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    8.0068   -6.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0068   -7.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7162   -7.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4256   -7.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7162   -6.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4248   -6.5401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0297   -5.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6991   -5.2483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8858   -5.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8505   -5.9927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1371   -7.7805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7162   -8.5970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2956   -7.7809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2938   -6.1393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9986   -5.7203    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1348   -8.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8414   -9.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5502   -8.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2568   -9.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9656   -8.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6722   -9.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3810   -8.6096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0876   -9.0201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7908   -9.4266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  5  1  0
  2  3  1  0
  3  4  1  0
  4  6  1  0
  5  6  1  0
  6  7  1  1
  7  8  1  0
  8  9  1  0
  9  5  1  0
  7 10  2  0
  4 11  1  6
  3 12  1  1
  2 13  1  1
  1 14  1  6
  5 15  1  6
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  2  0
M  CHG  2  23   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4435118

   ---

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: 329.36

Molecular Weight (Monoisotopic): 329.1699

AlogP: -0.31

#Rotatable Bonds: 8

Polar Surface Area: 151.02

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.72

CX Basic pKa: 7.81

CX LogP: -0.58

CX LogD: -1.25

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.21

Np Likeness Score: 0.62

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