1-(2-aminophenyl)-3-(4-nitrophenyl)prop-2-en-1-one

ID: ALA4543280

PubChem CID: 9993159

Max Phase: Preclinical

Molecular Formula: C15H12N2O3

Molecular Weight: 268.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccccc1C(=O)/C=C/c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C15H12N2O3/c16-14-4-2-1-3-13(14)15(18)10-7-11-5-8-12(9-6-11)17(19)20/h1-10H,16H2/b10-7+

Standard InChI Key:  VQJPGJYVLZUAFK-JXMROGBWSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    7.4854   -7.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4842   -8.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1923   -8.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9019   -8.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8991   -7.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1905   -6.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6053   -6.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3145   -7.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6022   -6.1350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0207   -6.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7299   -7.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7299   -8.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4383   -8.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1455   -8.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1397   -7.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4308   -6.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6103   -8.5936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8555   -8.5685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5611   -8.1563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8597   -9.3857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  4 17  1  0
 18 19  2  0
 18 20  1  0
 14 18  1  0
M  CHG  2  18   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4543280

   (E)-1-(2-aminophenyl)-3-(4-nitrophenyl)prop-2-en-1-one

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: 268.27

Molecular Weight (Monoisotopic): 268.0848

AlogP: 3.07

#Rotatable Bonds: 4

Polar Surface Area: 86.23

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.49

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.30

Np Likeness Score: -0.52

References

1. Jin YS..  (2019)  Recent advances in natural antifungal flavonoids and their derivatives.,  29  (19): [PMID:31427220] [10.1016/j.bmcl.2019.07.048]

Source

Source(1):

• Scientific Literature