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

ID: ALA5182764

PubChem CID: 168279787

Max Phase: Preclinical

Molecular Formula: C22H33N6NaO4

Molecular Weight: 446.55

Names and Identifiers

Canonical SMILES:  CC(C)(C)CC(NCC(O)CC(=O)[O-])c1nnnn1CCCC(=O)NCc1ccccc1.[Na+]

Standard InChI:  InChI=1S/C22H34N6O4.Na/c1-22(2,3)13-18(23-15-17(29)12-20(31)32)21-25-26-27-28(21)11-7-10-19(30)24-14-16-8-5-4-6-9-16;/h4-6,8-9,17-18,23,29H,7,10-15H2,1-3H3,(H,24,30)(H,31,32);/q;+1/p-1

Standard InChI Key:  JIEOUTKTCGBMMR-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.1282   -1.2960    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    0.8189    2.3741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1515    2.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4064    3.6437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2314    3.6437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4864    2.8590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6455    2.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8591    1.8484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6561    1.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8697    0.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6667    0.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8802   -0.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6773   -0.3862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2967   -0.7562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862    0.2543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8189    1.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    1.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    0.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2481   -0.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2481   -0.9264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9627   -1.3390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9628    0.3111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9628   -2.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6773   -2.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765   -3.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9617   -3.8124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -3.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450   -2.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2290    3.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0259    3.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2395    2.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8230    3.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2395    3.8124    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
 19 22  2  0
 21 23  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 23 28  1  0
  7 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  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: 446.55

Molecular Weight (Monoisotopic): 446.2642

AlogP: 1.67

#Rotatable Bonds: 13

Polar Surface Area: 142.26

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.10

CX Basic pKa: 7.74

CX LogP: -1.13

CX LogD: -1.27

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.36

Np Likeness Score: -1.15

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