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

ID: ALA5208650

PubChem CID: 168296353

Max Phase: Preclinical

Molecular Formula: C23H27N6NaO4S

Molecular Weight: 484.58

Names and Identifiers

Canonical SMILES:  O=C([O-])CC(O)CN[C@@H](c1cccs1)c1nnnn1CCCC(=O)N1CCc2ccccc2C1.[Na+]

Standard InChI:  InChI=1S/C23H28N6O4S.Na/c30-18(13-21(32)33)14-24-22(19-7-4-12-34-19)23-25-26-27-29(23)10-3-8-20(31)28-11-9-16-5-1-2-6-17(16)15-28;/h1-2,4-7,12,18,22,24,30H,3,8-11,13-15H2,(H,32,33);/q;+1/p-1/t18?,22-;/m0./s1

Standard InChI Key:  WIWSDJSFSZLHKL-KJIPLLCSSA-M

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.0998   -1.4181    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    0.8200    2.0718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1525    2.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4074    3.3414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2325    3.3414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4874    2.5567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444    2.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580    1.5461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6550    1.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8685    0.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6656    0.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8791   -0.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6762   -0.6886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2957   -1.0585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2492   -1.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9638   -1.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9638   -2.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2492   -2.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5346   -2.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5346   -1.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494   -3.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9661   -4.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6762   -3.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6759   -2.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9638    0.0089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2279    2.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0424    2.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4169    3.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8337    4.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0988    3.7412    0.0000 S   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  1
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 31  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: 484.58

Molecular Weight (Monoisotopic): 484.1893

AlogP: 1.61

#Rotatable Bonds: 11

Polar Surface Area: 133.47

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.90

CX Basic pKa: 6.83

CX LogP: -1.04

CX LogD: -1.59

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: -1.69

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