Sodium 4-((1-(1-(4-(3,4-dihydroisoquinolin-2(1H)-yl)-4-oxobutyl)-1H-tetrazol-5-yl)-3,3-dimethylbutyl)amino)-3-hydroxybutanoate

ID: ALA5192491

PubChem CID: 168288318

Max Phase: Preclinical

Molecular Formula: C24H35N6NaO4

Molecular Weight: 472.59

Names and Identifiers

Canonical SMILES:  CC(C)(C)CC(NCC(O)CC(=O)[O-])c1nnnn1CCCC(=O)N1CCc2ccccc2C1.[Na+]

Standard InChI:  InChI=1S/C24H36N6O4.Na/c1-24(2,3)14-20(25-15-19(31)13-22(33)34)23-26-27-28-30(23)11-6-9-21(32)29-12-10-17-7-4-5-8-18(17)16-29;/h4-5,7-8,19-20,25,31H,6,9-16H2,1-3H3,(H,33,34);/q;+1/p-1

Standard InChI Key:  FCWGEYDEKGZDRT-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.0809   -0.8642    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    0.8200    2.3747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    2.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    3.6445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2326    3.6445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4876    2.8597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444    2.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8200    1.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5347    1.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5347    0.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494   -0.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494   -0.9260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9640    0.3116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9640   -1.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9640   -2.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494   -2.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5347   -2.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5347   -1.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6762   -2.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6764   -3.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9663   -3.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2496   -3.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580    1.8490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6551    1.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8687    0.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6658    0.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2851    0.2548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8794   -0.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6764   -0.3857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2959   -0.7557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2279    3.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250    3.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2386    2.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8221    3.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2386    3.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  2  1  0
  3  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 14 12  1  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 18 17  1  0
 12 18  1  0
 15 19  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 16 22  1  0
  7 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
  7 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
M  CHG  2   1   1  29  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 472.59

Molecular Weight (Monoisotopic): 472.2798

AlogP: 1.94

#Rotatable Bonds: 11

Polar Surface Area: 133.47

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.80

CX Basic pKa: 7.74

CX LogP: -0.87

CX LogD: -1.00

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: -1.23

References

1. Ulgheri F, Spanu P, Deligia F, Loriga G, Fuggetta MP, de Haan I, Chandgudge A, Groves M, Domling A..  (2022)  Design, synthesis and biological evaluation of 1,5-disubstituted α-amino tetrazole derivatives as non-covalent inflammasome-caspase-1 complex inhibitors with potential application against immune and inflammatory disorders.,  229  [PMID:34823899] [10.1016/j.ejmech.2021.114002]

Source

Source(1):

• Scientific Literature