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

ID: ALA5187240

PubChem CID: 168278215

Max Phase: Preclinical

Molecular Formula: C18H25N6NaO4

Molecular Weight: 390.44

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H26N6O4.Na/c1-13(19-12-15(25)10-17(27)28)18-21-22-23-24(18)9-5-8-16(26)20-11-14-6-3-2-4-7-14;/h2-4,6-7,13,15,19,25H,5,8-12H2,1H3,(H,20,26)(H,27,28);/q;+1/p-1

Standard InChI Key:  MRQXDLPJORVWDL-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 29 29  0  0  0  0  0  0  0  0999 V2000
   -4.2071   -0.9871    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    0.8189    2.4583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1515    2.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4064    3.7278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313    3.7278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863    2.9432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6455    2.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8589    1.9326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6560    1.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8695    0.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6665    0.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8801   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6771   -0.3019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2966   -0.6717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861    0.3387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2287    3.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8189    1.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5334    1.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5334    0.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2480   -0.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2480   -0.8420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9626    0.3956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9626   -1.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9626   -2.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6771   -2.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6763   -3.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -3.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2496   -3.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450   -2.4940    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
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 24  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 28 27  1  0
 29 28  2  0
 24 29  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: 390.44

Molecular Weight (Monoisotopic): 390.2016

AlogP: 0.26

#Rotatable Bonds: 12

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: 3.77

CX Basic pKa: 7.41

CX LogP: -2.69

CX LogD: -2.93

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.40

Np Likeness Score: -1.35

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