N-(3-hydroxyphenyl)-2-(1H-indol-6-yl)acetamide

ID: ALA5180041

Cas Number: 1787787-60-3

PubChem CID: 84577685

Max Phase: Preclinical

Molecular Formula: C16H14N2O2

Molecular Weight: 266.30

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc2cc[nH]c2c1)Nc1cccc(O)c1

Standard InChI:  InChI=1S/C16H14N2O2/c19-14-3-1-2-13(10-14)18-16(20)9-11-4-5-12-6-7-17-15(12)8-11/h1-8,10,17,19H,9H2,(H,18,20)

Standard InChI Key:  UOBOMCZZCHPHBU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -1.1535    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4391    0.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9897    0.8236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752   -0.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7041    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    0.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206   -0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7041   -0.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1307   -0.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1307    0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8452    0.8241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1538   -0.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8666   -0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5812   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5828    0.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8712    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3640    0.6612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3615   -0.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452   -0.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  4  6  1  0
  7  6  2  0
  9  8  2  0
  6  9  1  0
  8 10  1  0
  7 11  1  0
 10 11  2  0
 11 12  1  0
 13  1  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
  1 17  1  0
 16 18  1  0
 15 19  1  0
 19 20  2  0
 20 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5180041

   Nlrp3/aim2-IN-3

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: 266.30

Molecular Weight (Monoisotopic): 266.1055

AlogP: 3.05

#Rotatable Bonds: 3

Polar Surface Area: 65.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.24

CX Basic pKa: ┄

CX LogP: 2.84

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -0.86

References

1. Jiao Y, Nan J, Mu B, Zhang Y, Zhou N, Yang S, Zhang S, Lin W, Wang F, Xia A, Cao Z, Chen P, Pan Z, Lin G, Pan S, Bin H, Li L, Yang S..  (2022)  Discovery of a novel and potent inhibitor with differential species-specific effects against NLRP3 and AIM2 inflammasome-dependent pyroptosis.,  232  [PMID:35183871] [10.1016/j.ejmech.2022.114194]

Source

Source(1):

• Scientific Literature