(E)-3-(4-bromo-2,5-dimethoxyphenyl)-1-(4-fluorophenyl)prop-2-en-1-one

ID: ALA5082120

PubChem CID: 156702996

Max Phase: Preclinical

Molecular Formula: C17H14BrFO3

Molecular Weight: 365.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)c2ccc(F)cc2)c(OC)cc1Br

Standard InChI:  InChI=1S/C17H14BrFO3/c1-21-16-10-14(18)17(22-2)9-12(16)5-8-15(20)11-3-6-13(19)7-4-11/h3-10H,1-2H3/b8-5+

Standard InChI Key:  ZXMIFRJYIRYWTC-VMPITWQZSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   16.3848   -3.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0945   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0917   -2.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3830   -2.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6768   -3.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6780   -2.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3793   -1.1966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0851   -0.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3846   -4.4683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6768   -4.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8028   -3.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5099   -3.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2183   -3.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9253   -3.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2195   -4.4642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6324   -3.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3390   -3.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3381   -2.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6248   -2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9211   -2.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0446   -2.0084    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.9695   -2.0183    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  4  7  1  0
  7  8  1  0
  1  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
 18 21  1  0
  6 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5082120

   ---

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: 365.20

Molecular Weight (Monoisotopic): 364.0110

AlogP: 4.50

#Rotatable Bonds: 5

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.58

Np Likeness Score: -0.50

References

1. Zhang R, Hong F, Zhao M, Cai X, Jiang X, Ye N, Su K, Li N, Tang M, Ma X, Ni H, Wang L, Wan L, Chen L, Wu W, Ye H..  (2022)  New Highly Potent NLRP3 Inhibitors: Furanochalcone Velutone F Analogues.,  13  (4.0): [PMID:35450356] [10.1021/acsmedchemlett.1c00597]

Source

Source(1):

• Scientific Literature