isopropyl 2-cinnamamidoacetate

ID: ALA2289703

PubChem CID: 76334773

Max Phase: Preclinical

Molecular Formula: C14H17NO3

Molecular Weight: 247.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)OC(=O)CNC(=O)/C=C/c1ccccc1

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

Standard InChI Key:  NKCHUOCEGNQEET-CMDGGOBGSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   34.3206   -0.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3195   -1.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0275   -2.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7372   -1.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7343   -0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0257   -0.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4455   -2.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1526   -1.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8609   -2.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5680   -1.7804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8622   -3.0073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2764   -2.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9834   -1.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6918   -2.1856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9821   -0.9609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.3988   -1.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1072   -2.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3976   -0.9587    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
 16 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289703

   ISOPROPYL 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: 5

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: 1.95

CX LogD: 1.95

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.64

Np Likeness Score: -0.50

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