N-(1,2,3,5,6,7-hexahydros-indacen-4-ylcarbamoyl)-2-(pyridin-2-yl)ethenesulfonamide

ID: ALA4744515

PubChem CID: 137537344

Max Phase: Preclinical

Molecular Formula: C20H21N3O3S

Molecular Weight: 383.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1c2c(cc3c1CCC3)CCC2)NS(=O)(=O)/C=C/c1ccccn1

Standard InChI:  InChI=1S/C20H21N3O3S/c24-20(23-27(25,26)12-10-16-7-1-2-11-21-16)22-19-17-8-3-5-14(17)13-15-6-4-9-18(15)19/h1-2,7,10-13H,3-6,8-9H2,(H2,22,23,24)/b12-10+

Standard InChI Key:  DMRMAAFXWJCCEI-ZRDIBKRKSA-N

Molfile:  

 
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   17.6934  -11.2384    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.1060  -10.5219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5428  -11.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9618  -10.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5439  -10.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2514  -10.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0771   -9.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2645   -9.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9351   -9.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9646  -11.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2601  -11.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4321  -12.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2471  -12.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5761  -11.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8312  -11.6539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1191  -11.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4075  -11.6547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1186  -10.4203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9838  -11.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2696  -11.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5643  -11.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8512  -11.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1423  -11.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1467  -12.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8660  -12.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5720  -12.4805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4744515

   ---

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: 383.47

Molecular Weight (Monoisotopic): 383.1304

AlogP: 3.18

#Rotatable Bonds: 4

Polar Surface Area: 88.16

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.29

CX Basic pKa: 4.56

CX LogP: 2.77

CX LogD: 2.79

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.85

Np Likeness Score: -0.94

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