(S,E)-4-(3,7-dimethyl-3-vinylocta-1,6-dienyl)phenyl propionate

ID: ALA1946499

PubChem CID: 57382413

Max Phase: Preclinical

Molecular Formula: C21H28O2

Molecular Weight: 312.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C[C@@](C)(/C=C/c1ccc(OC(=O)CC)cc1)CCC=C(C)C

Standard InChI:  InChI=1S/C21H28O2/c1-6-20(22)23-19-12-10-18(11-13-19)14-16-21(5,7-2)15-8-9-17(3)4/h7,9-14,16H,2,6,8,15H2,1,3-5H3/b16-14+/t21-/m1/s1

Standard InChI Key:  MUHQAUUMLSGJDY-DGWAXEAPSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   13.0402    1.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0391    0.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7539    0.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4703    0.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4675    1.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7521    2.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3243    0.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1804    2.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8964    1.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6093    2.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3253    1.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3284    0.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6155    0.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6186   -0.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9057   -0.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3347   -0.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1917    2.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0351    2.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8600    2.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6101    0.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8953    0.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6108    1.7738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1812    0.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
  2  7  1  0
 14 15  1  0
  3  4  2  0
 14 16  1  0
  5  8  1  0
 10 17  1  0
 10 18  1  6
  8  9  2  0
 18 19  2  0
  4  5  1  0
  7 20  1  0
  9 10  1  0
 20 21  1  0
  2  3  1  0
 20 22  2  0
 10 11  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1946499

   [4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenyl] propanoate

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: 312.45

Molecular Weight (Monoisotopic): 312.2089

AlogP: 5.95

#Rotatable Bonds: 8

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: 6.24

CX LogD: 6.24

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.34

Np Likeness Score: 1.23

References

1. Majeed R, Reddy MV, Chinthakindi PK, Sangwan PL, Hamid A, Chashoo G, Saxena AK, Koul S..  (2012)  Bakuchiol derivatives as novel and potent cytotoxic agents: a report.,  49  [PMID:22245048] [10.1016/j.ejmech.2011.12.018]

Source

Source(1):

• Scientific Literature