2-isopropyl-5-methylphenyl 3-(2,4-dichlorophenyl)acrylate

ID: ALA2286135

PubChem CID: 21235652

Max Phase: Preclinical

Molecular Formula: C19H18Cl2O2

Molecular Weight: 349.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(C)C)c(OC(=O)/C=C/c2ccc(Cl)cc2Cl)c1

Standard InChI:  InChI=1S/C19H18Cl2O2/c1-12(2)16-8-4-13(3)10-18(16)23-19(22)9-6-14-5-7-15(20)11-17(14)21/h4-12H,1-3H3/b9-6+

Standard InChI Key:  RPMPLFKVANMAFW-RMKNXTFCSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   27.0087  -21.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3153  -21.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3429  -20.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6495  -19.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0641  -19.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7575  -20.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7299  -21.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4233  -21.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3957  -22.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1445  -21.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9811  -22.2584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7355  -21.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7343  -22.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4424  -22.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1520  -22.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1492  -21.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4406  -21.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8604  -22.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5675  -22.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2758  -22.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2771  -23.4824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0277  -21.0325    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.8554  -21.0261    0.0000 Cl  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
 16 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286135

   (5-methyl-2-propan-2-ylphenyl) (E)-3-(2,4-dichlorophenyl)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: 349.26

Molecular Weight (Monoisotopic): 348.0684

AlogP: 6.04

#Rotatable Bonds: 4

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: 7.14

CX LogD: 7.14

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.38

Np Likeness Score: -0.67

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