Methyl N-(3-phenoxypropionoyl)anthranilate

ID: ALA4527901

Cas Number: 6047-28-5

PubChem CID: 725606

Max Phase: Preclinical

Molecular Formula: C17H17NO4

Molecular Weight: 299.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccccc1NC(=O)CCOc1ccccc1

Standard InChI:  InChI=1S/C17H17NO4/c1-21-17(20)14-9-5-6-10-15(14)18-16(19)11-12-22-13-7-3-2-4-8-13/h2-10H,11-12H2,1H3,(H,18,19)

Standard InChI Key:  IMROBIVZIOAOJT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   24.6092   -4.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6081   -5.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3161   -5.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0258   -5.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0230   -4.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3144   -4.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7291   -4.1085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4384   -4.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1445   -4.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8538   -4.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5600   -4.0979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8569   -5.3263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2692   -4.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2694   -5.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9778   -5.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6850   -5.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6792   -4.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9703   -4.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9641   -3.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6687   -2.8610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2534   -2.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2472   -2.0545    0.0000 C   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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 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
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527901

   Methyl 2-(3-phenoxypropanoylamino)benzoate

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: 299.33

Molecular Weight (Monoisotopic): 299.1158

AlogP: 2.88

#Rotatable Bonds: 6

Polar Surface Area: 64.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.76

CX Basic pKa: ┄

CX LogP: 3.62

CX LogD: 3.62

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.83

Np Likeness Score: -1.19

References

1. Chandrabalan A, McPhillie MJ, Morice AH, Boa AN, Sadofsky LR..  (2019)  N-Cinnamoylanthranilates as human TRPA1 modulators: Structure-activity relationships and channel binding sites.,  170  [PMID:30878828] [10.1016/j.ejmech.2019.02.074]

Source

Source(1):

• Scientific Literature