propyl 2-cinnamamidoacetate

ID: ALA2289702

PubChem CID: 76327512

Max Phase: Preclinical

Molecular Formula: C14H17NO3

Molecular Weight: 247.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOC(=O)CNC(=O)/C=C/c1ccccc1

Standard InChI:  InChI=1S/C14H17NO3/c1-2-10-18-14(17)11-15-13(16)9-8-12-6-4-3-5-7-12/h3-9H,2,10-11H2,1H3,(H,15,16)/b9-8+

Standard InChI Key:  KYZJJDSCDUXUGC-CMDGGOBGSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   25.5049   -0.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5037   -1.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2118   -2.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9214   -1.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9186   -0.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2100   -0.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6298   -2.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3368   -1.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0452   -2.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7522   -1.6565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0465   -2.8834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4606   -2.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1677   -1.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8760   -2.0618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1664   -0.8371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5831   -1.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2914   -2.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2927   -2.8768    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
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289702

   PROPYL 2-CINNAMAMIDOACETATE

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: 247.29

Molecular Weight (Monoisotopic): 247.1208

AlogP: 1.77

#Rotatable Bonds: 6

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.43

CX Basic pKa: ┄

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.62

Np Likeness Score: -0.54

References

1. ZHU J, KOBAMOTO N, YASUDA M, TAWATA S.  (2000)  Synthesis and Fungitoxic Activity of N-Cinnamoyl--Amino Acid Esters,  25  (3): [10.1584/jpestics.25.259]

Source

Source(1):

• Scientific Literature