N-(9-azidoaminononyl)-5,6-oxomethylidene-1-deoxymannojirimycin

ID: ALA4457217

PubChem CID: 155526129

Max Phase: Preclinical

Molecular Formula: C16H29N5O5

Molecular Weight: 371.44

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H29N5O5/c17-20-19-9-7-5-3-1-2-4-6-8-18-15-14(24)13(23)12(22)11-10-26-16(25)21(11)15/h11-15,18,22-24H,1-10H2/t11-,12-,13+,14+,15+/m1/s1

Standard InChI Key:  RAROPZJHQPENPG-MRLBHPIUSA-N

Molfile:  

 
     RDKit          2D

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    6.9585   -8.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9585   -8.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6679   -9.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3773   -8.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6679   -7.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3765   -8.0548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9814   -7.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6508   -6.7630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8374   -6.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8022   -7.5074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0888   -9.2952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6679  -10.1117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2473   -9.2955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2455   -7.6540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9503   -7.2350    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0865  -10.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7930  -10.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5019  -10.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2085  -10.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9173  -10.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6239  -10.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3327  -10.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0393  -10.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7481  -10.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4547  -10.5388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1635  -10.1322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8680   -9.7155    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
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  9  5  1  0
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  4 11  1  6
  3 12  1  1
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 26 27  2  0
M  CHG  2  26   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4457217

   ---

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: 371.44

Molecular Weight (Monoisotopic): 371.2169

AlogP: 0.86

#Rotatable Bonds: 11

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: 0.75

CX LogD: 0.08

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.18

Np Likeness Score: 0.54

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