Sodium 4-(((1-(4-(benzylamino)-4-oxobutyl)-1H-tetrazol-5-yl)(cyclopropyl)methyl)amino)-3-hydroxybutanoate

ID: ALA5206020

PubChem CID: 168296747

Max Phase: Preclinical

Molecular Formula: C20H27N6NaO4

Molecular Weight: 416.48

Names and Identifiers

Canonical SMILES:  O=C([O-])CC(O)CNC(c1nnnn1CCCC(=O)NCc1ccccc1)C1CC1.[Na+]

Standard InChI:  InChI=1S/C20H28N6O4.Na/c27-16(11-18(29)30)13-22-19(15-8-9-15)20-23-24-25-26(20)10-4-7-17(28)21-12-14-5-2-1-3-6-14;/h1-3,5-6,15-16,19,22,27H,4,7-13H2,(H,21,28)(H,29,30);/q;+1/p-1

Standard InChI Key:  IOZYVGILZUUOKO-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.8676   -1.3548    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    0.8189    2.2666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1515    2.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4064    3.5362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2315    3.5362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863    2.7515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6455    2.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8590    1.7409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6561    1.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8697    0.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6667    0.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8803   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6773   -0.4938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2968   -0.8638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862    0.1467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2289    3.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4429    3.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258    3.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8189    1.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    1.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    0.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2482   -0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2482   -1.0340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9628   -1.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9628   -2.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9628    0.2036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6773   -2.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765   -3.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9617   -3.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -3.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450   -2.6861    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
 16  7  1  0
 16 17  1  0
 17 18  1  0
 16 18  1  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 24 23  1  0
 25 24  1  0
 22 26  2  0
 27 25  2  0
 28 27  1  0
 29 28  2  0
 30 29  1  0
 31 30  2  0
 25 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: 416.48

Molecular Weight (Monoisotopic): 416.2172

AlogP: 0.65

#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: 3.83

CX Basic pKa: 7.64

CX LogP: -2.26

CX LogD: -2.43

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: -1.22

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