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

ID: ALA5188863

PubChem CID: 168281525

Max Phase: Preclinical

Molecular Formula: C24H35N6NaO4

Molecular Weight: 472.59

Names and Identifiers

Canonical SMILES:  CC(C)(C)C[C@@H](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/t19?,20-;/m1./s1

Standard InChI Key:  FCWGEYDEKGZDRT-TVEITMRYSA-M

Molfile:  

     RDKit          2D

 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.3489   -0.7757    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    0.8200    2.4590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1525    2.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4074    3.7285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2325    3.7285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4874    2.9438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444    2.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580    1.9332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6550    1.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8685    0.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6656    0.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8791   -0.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6762   -0.3014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2957   -0.6713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2850    0.3392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8200    1.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5346    1.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2492   -0.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2492   -0.8416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9638   -1.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9638   -2.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2492   -2.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5346   -2.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5346   -1.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494   -3.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9661   -3.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6762   -3.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6759   -2.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9638    0.3961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2279    3.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0249    3.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6083    3.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6083    2.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8113    2.3031    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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 21 20  1  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  1  0
 20 25  1  0
 23 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 22 29  1  0
 19 30  2  0
  7 31  1  6
 31 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
M  CHG  2   1   1  13  -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