2-isopropyl-5-methylphenyl 3-(4-isopropylphenyl)acrylate

ID: ALA2286142

PubChem CID: 76327297

Max Phase: Preclinical

Molecular Formula: C22H26O2

Molecular Weight: 322.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(C)C)c(OC(=O)/C=C/c2ccc(C(C)C)cc2)c1

Standard InChI:  InChI=1S/C22H26O2/c1-15(2)19-10-7-18(8-11-19)9-13-22(23)24-21-14-17(5)6-12-20(21)16(3)4/h6-16H,1-5H3/b13-9+

Standard InChI Key:  DNITXMNLCIMUKF-UKTHLTGXSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   28.1066  -11.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4131  -11.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4408  -10.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7473   -9.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1619   -9.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8554  -10.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8277  -11.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5212  -11.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4935  -12.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2423  -11.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0789  -12.2829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8333  -11.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8322  -12.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5402  -12.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2499  -12.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2471  -11.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5384  -11.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9582  -12.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6653  -12.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3737  -12.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3749  -13.5069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1255  -11.0570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1253  -10.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4179  -11.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  1  7  2  0
  1 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 11  1  0
 20 21  2  0
 12 22  1  0
 22 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286142

   (5-methyl-2-propan-2-ylphenyl) (E)-3-(4-propan-2-ylphenyl)prop-2-enoate

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: 322.45

Molecular Weight (Monoisotopic): 322.1933

AlogP: 5.86

#Rotatable Bonds: 5

Polar Surface Area: 26.30

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.18

CX LogD: 7.18

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.39

Np Likeness Score: -0.16

References

1. ZHU J, ZHU H, KOBAMOTO N, YASUDA M, TAWATA S.  (2000)  Fungitoxic and Phytotoxic Activities of Cinnamic Acid Esters and Amides,  25  (3): [10.1584/jpestics.25.263]

Source

Source(1):

• Scientific Literature