1-amino-1-deoxy-N-(6-(4-propyl-1H-1,2,3-triazol-1-yl)hexyl)-5,6-oxomethylidenemannojirimycin

ID: ALA4475419

PubChem CID: 155537715

Max Phase: Preclinical

Molecular Formula: C18H31N5O5

Molecular Weight: 397.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCc1cn(CCCCCCN[C@@H]2[C@@H](O)[C@@H](O)[C@H](O)[C@H]3COC(=O)N32)nn1

Standard InChI:  InChI=1S/C18H31N5O5/c1-2-7-12-10-22(21-20-12)9-6-4-3-5-8-19-17-16(26)15(25)14(24)13-11-28-18(27)23(13)17/h10,13-17,19,24-26H,2-9,11H2,1H3/t13-,14-,15+,16+,17+/m1/s1

Standard InChI Key:  HSQDVSJTSXTCOQ-NRKLIOEPSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    6.8677   -5.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8677   -6.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5771   -6.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2865   -6.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5771   -5.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2857   -5.4960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8906   -4.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5600   -4.2041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7466   -4.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7114   -4.9485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9980   -6.7363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5771   -7.5528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1565   -6.7367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1547   -5.0951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8595   -4.6762    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9957   -7.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7022   -7.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4111   -7.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1177   -7.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8265   -7.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5331   -7.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5308   -8.7892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8703   -9.2694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1207  -10.0473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9379  -10.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1925   -9.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6405  -10.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3478  -10.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0559  -10.4529    0.0000 C   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  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 22  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475419

   ---

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: 397.48

Molecular Weight (Monoisotopic): 397.2325

AlogP: -0.38

#Rotatable Bonds: 10

Polar Surface Area: 132.97

Molecular Species: NEUTRAL

HBA: 9

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: 0.42

CX LogD: -0.14

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.39

Np Likeness Score: -0.50

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