N-(1,2,3,5,6,7-hexahydros-indacen-4-yl)-2-(phenylsulfonamido)acetamide

ID: ALA4745189

PubChem CID: 162648063

Max Phase: Preclinical

Molecular Formula: C20H22N2O3S

Molecular Weight: 370.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CNS(=O)(=O)c1ccccc1)Nc1c2c(cc3c1CCC3)CCC2

Standard InChI:  InChI=1S/C20H22N2O3S/c23-19(13-21-26(24,25)16-8-2-1-3-9-16)22-20-17-10-4-6-14(17)12-15-7-5-11-18(15)20/h1-3,8-9,12,21H,4-7,10-11,13H2,(H,22,23)

Standard InChI Key:  JBUYLZGHIZONHO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.9984  -20.3110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5902  -19.5986    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.1773  -20.3084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8736  -19.1903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5891  -18.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0191  -19.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3027  -19.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5882  -19.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9777  -19.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3149  -20.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1337  -20.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7343  -19.6074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4479  -19.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1631  -19.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4464  -18.3686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3010  -17.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0157  -18.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6294  -17.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2939  -17.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4730  -17.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3050  -19.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0182  -19.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7308  -19.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7286  -18.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0078  -17.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2982  -18.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  8  2  0
  7  6  2  0
  6 17  1  0
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  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14  4  1  0
  4  2  1  0
 13 15  2  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
  2 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745189

   ---

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: 370.47

Molecular Weight (Monoisotopic): 370.1351

AlogP: 2.58

#Rotatable Bonds: 5

Polar Surface Area: 75.27

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.16

CX Basic pKa: ┄

CX LogP: 3.73

CX LogD: 3.73

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.85

Np Likeness Score: -1.10

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