sodium (1,2,3,5,6,7-hexahydros-indacen-4-ylcarbamoyl)(phenylsulfonyl)amide

ID: ALA4760323

PubChem CID: 162658428

Max Phase: Preclinical

Molecular Formula: C19H19N2NaO3S

Molecular Weight: 356.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C([N-]S(=O)(=O)c1ccccc1)Nc1c2c(cc3c1CCC3)CCC2.[Na+]

Standard InChI:  InChI=1S/C19H20N2O3S.Na/c22-19(21-25(23,24)15-8-2-1-3-9-15)20-18-16-10-4-6-13(16)12-14-7-5-11-17(14)18;/h1-3,8-9,12H,4-7,10-11H2,(H2,20,21,22);/q;+1/p-1

Standard InChI Key:  XNXHSIIEWCBYBE-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    6.5026  -13.1680    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    7.0494  -10.3382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4667  -11.0561    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.8797  -10.3357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1747  -10.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6073  -11.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3237  -11.4739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0386  -11.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7551  -11.4713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1864  -11.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0370  -10.2330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1845  -12.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9033  -12.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6213  -12.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6159  -11.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8965  -11.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8918   -9.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038  -10.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2151   -9.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8810   -8.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0631   -9.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8879  -11.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1738  -11.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5605  -11.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8954  -12.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7158  -12.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  5 23  2  0
 22  6  2  0
  6 18  1  0
 17  5  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  3  1  0
  3 10  1  0
  8 11  2  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 10  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 17  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 22  1  0
M  CHG  2   1   1   9  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 356.45

Molecular Weight (Monoisotopic): 356.1195

AlogP: 3.17

#Rotatable Bonds: 3

Polar Surface Area: 75.27

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.60

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 3.55

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.89

Np Likeness Score: -0.83

References

1. Harrison D,Boutard N,Brzozka K,Bugaj M,Chmielewski S,Cierpich A,Doedens JR,Fabritius CRY,Gabel CA,Galezowski M,Kowalczyk P,Levenets O,Mroczkowska M,Palica K,Porter RA,Schultz D,Sowinska M,Topolnicki G,Urbanski P,Woyciechowski J,Watt AP.  (2020)  Discovery of a series of ester-substituted NLRP3 inflammasome inhibitors.,  30  (23): [PMID:32956781] [10.1016/j.bmcl.2020.127560]

Source

Source(1):

• Scientific Literature