(E)-N-((1,2,3,5,6,7-hexahydro-s-indacen-4-yl)carbamoyl)-2-(thiazol-2-yl)ethene-1-sulfonamide

ID: ALA4752523

PubChem CID: 137537446

Max Phase: Preclinical

Molecular Formula: C18H19N3O3S2

Molecular Weight: 389.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1c2c(cc3c1CCC3)CCC2)NS(=O)(=O)/C=C/c1nccs1

Standard InChI:  InChI=1S/C18H19N3O3S2/c22-18(21-26(23,24)10-7-16-19-8-9-25-16)20-17-14-5-1-3-12(14)11-13-4-2-6-15(13)17/h7-11H,1-6H2,(H2,20,21,22)/b10-7+

Standard InChI Key:  BHWDYFGTRWGKRI-JXMROGBWSA-N

Molfile:  

 
     RDKit          2D

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   29.2043  -10.5162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6170  -11.2261    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.0295  -10.5137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4663  -11.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8853  -10.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4675  -10.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1708   -9.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0007   -9.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1881   -9.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8586   -9.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8882  -11.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1795  -11.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3557  -12.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1707  -12.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4997  -11.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7547  -11.6415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0427  -11.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3311  -11.6423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0422  -10.4079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9074  -11.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1931  -11.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4879  -11.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7356  -11.3245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1883  -11.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6012  -12.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4036  -12.4697    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  6  4  2  0
  4 12  1  0
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  5  7  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
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 11 12  2  0
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 13 14  1  0
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  4 16  1  0
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 17 18  1  0
 17 19  2  0
 18  2  1  0
  2 20  1  0
 20 21  2  0
 21 22  1  0
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 24 25  2  0
 25 26  1  0
 26 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4752523

   ---

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: 389.50

Molecular Weight (Monoisotopic): 389.0868

AlogP: 3.24

#Rotatable Bonds: 4

Polar Surface Area: 88.16

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.67

CX Basic pKa: 2.48

CX LogP: 3.41

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.84

Np Likeness Score: -1.10

References

1. Agarwal S,Pethani JP,Shah HA,Vyas V,Sasane S,Bhavsar H,Bandyopadhyay D,Giri P,Viswanathan K,Jain MR,Sharma R.  (2020)  Identification of a novel orally bioavailable NLRP3 inflammasome inhibitor.,  30  (21.0): [PMID:32980515] [10.1016/j.bmcl.2020.127571]

Source

Source(1):

• Scientific Literature