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

ID: ALA1946501

PubChem CID: 57382415

Max Phase: Preclinical

Molecular Formula: C23H32O2

Molecular Weight: 340.51

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H32O2/c1-6-8-11-22(24)25-21-14-12-20(13-15-21)16-18-23(5,7-2)17-9-10-19(3)4/h7,10,12-16,18H,2,6,8-9,11,17H2,1,3-5H3/b18-16+/t23-/m1/s1

Standard InChI Key:  BIPDYVBHHMSGRN-YJCCFKNTSA-N

Molfile:  

     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
   33.6402    1.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6391    0.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3539    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0703    0.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0675    1.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3521    2.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9243    0.5607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7804    2.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4964    1.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2093    2.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9253    1.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9284    0.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2155    0.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2186   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5057   -0.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9347   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7917    2.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6351    2.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4600    2.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2101    0.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4953    0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2108    1.7988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7812    0.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0664    0.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3523    0.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  5  6  2  0
 23 24  1  0
 11 12  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1946501

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

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: 340.51

Molecular Weight (Monoisotopic): 340.2402

AlogP: 6.73

#Rotatable Bonds: 10

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: 7.13

CX LogD: 7.13

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.27

Np Likeness Score: 1.15

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