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

ID: ALA1946504

PubChem CID: 57382643

Max Phase: Preclinical

Molecular Formula: C28H42O2

Molecular Weight: 410.64

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H42O2/c1-6-8-9-10-11-12-13-16-27(29)30-26-19-17-25(18-20-26)21-23-28(5,7-2)22-14-15-24(3)4/h7,15,17-21,23H,2,6,8-14,16,22H2,1,3-5H3/b23-21+/t28-/m1/s1

Standard InChI Key:  NASOPWVKPHRGFX-IKLCSLPZSA-N

Molfile:  

     RDKit          2D

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   15.2694   -3.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2682   -4.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9831   -4.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6995   -4.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6966   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9813   -2.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5534   -4.6226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4096   -2.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1256   -3.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8385   -2.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5545   -3.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5576   -4.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8447   -4.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8478   -5.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1349   -5.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5638   -5.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4208   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2643   -2.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0892   -2.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8393   -4.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1245   -4.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8400   -3.3845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4104   -4.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4110   -3.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6969   -2.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9821   -3.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9814   -4.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6956   -4.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6949   -5.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4091   -5.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  6  1  1  0
 25 26  1  0
 12 13  1  0
 26 27  1  0
  1  2  2  0
 27 28  1  0
 13 14  2  0
 28 29  1  0
  2  7  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1946504

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

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: 410.64

Molecular Weight (Monoisotopic): 410.3185

AlogP: 8.68

#Rotatable Bonds: 15

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: 9.35

CX LogD: 9.35

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.13

Np Likeness Score: 1.06

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