Sodium 4-((1-(1-(4-(benzylamino)-4-oxobutyl)-1H-tetrazol-5-yl)-2-methylpropyl)amino)-3-hydroxybutanoate

ID: ALA5189907

PubChem CID: 168281160

Max Phase: Preclinical

Molecular Formula: C20H29N6NaO4

Molecular Weight: 418.50

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H30N6O4.Na/c1-14(2)19(22-13-16(27)11-18(29)30)20-23-24-25-26(20)10-6-9-17(28)21-12-15-7-4-3-5-8-15;/h3-5,7-8,14,16,19,22,27H,6,9-13H2,1-2H3,(H,21,28)(H,29,30);/q;+1/p-1

Standard InChI Key:  QDLJDECWTKWBOE-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.2363   -1.0098    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    0.8189    2.2673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1515    2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4064    3.5369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2315    3.5369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4864    2.7522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6455    2.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8590    1.7416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6561    1.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8697    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6667    0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8803   -0.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6773   -0.4931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2968   -0.8630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862    0.1475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2289    3.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0259    2.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0154    3.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8189    1.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    0.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2482   -0.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2482   -1.0331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9628   -1.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9628   -2.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9628    0.2044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6773   -2.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765   -3.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9617   -3.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -3.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450   -2.6852    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
  7 16  1  0
 16 17  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: 418.50

Molecular Weight (Monoisotopic): 418.2329

AlogP: 0.89

#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: 3.95

CX Basic pKa: 7.76

CX LogP: -1.80

CX LogD: -1.93

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.38

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