Allyl N-[4-(4-Aminophenoxy)phenyl]carbamate

ID: ALA2269038

PubChem CID: 10589113

Max Phase: Preclinical

Molecular Formula: C16H16N2O3

Molecular Weight: 284.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCOC(=O)Nc1ccc(Oc2ccc(N)cc2)cc1

Standard InChI:  InChI=1S/C16H16N2O3/c1-2-11-20-16(19)18-13-5-9-15(10-6-13)21-14-7-3-12(17)4-8-14/h2-10H,1,11,17H2,(H,18,19)

Standard InChI Key:  QAVBJQCSQVLJDX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    6.5544  -24.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8488  -24.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1390  -24.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2642  -24.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0115  -22.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103  -23.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7184  -23.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4280  -23.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4252  -22.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7166  -21.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3023  -23.6343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1314  -21.9918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8406  -22.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8403  -23.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5488  -23.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2559  -23.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2502  -22.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5412  -21.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9657  -23.6121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9698  -24.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6796  -24.8343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  1  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  6 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269038

   prop-2-enyl N-[4-(4-aminophenoxy)phenyl]carbamate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 284.32

Molecular Weight (Monoisotopic): 284.1161

AlogP: 3.80

#Rotatable Bonds: 5

Polar Surface Area: 73.58

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.23

CX Basic pKa: 4.25

CX LogP: 3.23

CX LogD: 3.23

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.65

Np Likeness Score: -0.74

References

1. Balcells M, Avilla J, Profitos J, Canela R..  (2000)  Synthesis of phenoxyphenyl pyridine and pyrazine carboxamides. Activity against Cydia pomonella (L.) eggs.,  48  (1): [PMID:10637056] [10.1021/jf990404e]

Source

Source(1):

• Scientific Literature