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

ID: ALA1946502

PubChem CID: 57382641

Max Phase: Preclinical

Molecular Formula: C24H34O2

Molecular Weight: 354.53

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H34O2/c1-6-8-9-12-23(25)26-22-15-13-21(14-16-22)17-19-24(5,7-2)18-10-11-20(3)4/h7,11,13-17,19H,2,6,8-10,12,18H2,1,3-5H3/b19-17+/t24-/m1/s1

Standard InChI Key:  XOJMRIBYWMAPTH-HJMGBZSKSA-N

Molfile:  

     RDKit          2D

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   -4.4984   -4.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7836   -5.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0700   -3.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9282   -3.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122   -3.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6495   -5.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9267   -3.8554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3604   -4.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0789   -5.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7898   -4.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5083   -5.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  6  1  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1946502

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

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: 354.53

Molecular Weight (Monoisotopic): 354.2559

AlogP: 7.12

#Rotatable Bonds: 11

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: 7.57

CX LogD: 7.57

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.18

Np Likeness Score: 1.18

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