(3S,4S,5R,6R)-3-[((2S)-2-Amino-3-phenyl)propanoylaminomethyl]-6-methylhexahydropyridazine-4,5-diol dihydrochloride

ID: ALA3216051

PubChem CID: 90664572

Max Phase: Preclinical

Molecular Formula: C15H26Cl2N4O3

Molecular Weight: 308.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1NN[C@@H](CNC(=O)[C@@H](N)Cc2ccccc2)[C@H](O)[C@@H]1O.Cl.Cl

Standard InChI:  InChI=1S/C15H24N4O3.2ClH/c1-9-13(20)14(21)12(19-18-9)8-17-15(22)11(16)7-10-5-3-2-4-6-10;;/h2-6,9,11-14,18-21H,7-8,16H2,1H3,(H,17,22);2*1H/t9-,11+,12+,13-,14+;;/m1../s1

Standard InChI Key:  QJTPNTSWZYMSSA-TVAIXJBNSA-N

Molfile:  

     RDKit          2D

 24 23  0  0  0  0  0  0  0  0999 V2000
    3.7990   -3.7465    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2990   -3.7465    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -3.7494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070   -5.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078   -5.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6109   -7.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6460   -5.3970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688   -5.8520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9117   -8.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9170   -9.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2186  -10.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5150   -9.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5099   -8.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2082   -7.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  3  1  0
  8  9  1  1
  9 10  1  0
  7 11  1  6
  6 12  1  6
  5 13  1  1
 10 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  6
 14 18  2  0
 16 19  1  0
 19 20  1  0
 19 24  2  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
M  END

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: 308.38

Molecular Weight (Monoisotopic): 308.1848

AlogP: -1.74

#Rotatable Bonds: 5

Polar Surface Area: 119.64

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.20

CX Basic pKa: 8.01

CX LogP: -1.22

CX LogD: -1.92

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.38

Np Likeness Score: 0.59

References

1. Moreno-Clavijo E, Carmona AT, Moreno-Vargas AJ, Rodríguez-Carvajal MA, Robina I..  (2010)  Synthesis and inhibitory activities of novel C-3 substituted azafagomines: a new type of selective inhibitors of α-L-fucosidases.,  18  (13): [PMID:20570156] [10.1016/j.bmc.2010.05.026]

Source

Source(1):

• Scientific Literature