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

ID: ALA1946503

PubChem CID: 57382642

Max Phase: Preclinical

Molecular Formula: C26H38O2

Molecular Weight: 382.59

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H38O2/c1-6-8-9-10-11-14-25(27)28-24-17-15-23(16-18-24)19-21-26(5,7-2)20-12-13-22(3)4/h7,13,15-19,21H,2,6,8-12,14,20H2,1,3-5H3/b21-19+/t26-/m1/s1

Standard InChI Key:  BKRLMOAQDKQAPN-MLBYCOPISA-N

Molfile:  

     RDKit          2D

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    5.3944   -3.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3932   -4.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1081   -4.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8245   -4.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8216   -3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1063   -3.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6784   -4.6851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5346   -3.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2506   -3.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9635   -3.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6795   -3.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6826   -4.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9697   -4.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9728   -5.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2599   -5.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6888   -5.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5458   -2.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3893   -2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2142   -2.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9643   -4.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2495   -4.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9650   -3.4470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5354   -4.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5360   -3.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -3.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071   -3.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1064   -4.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8206   -4.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 12 13  1  0
 26 27  1  0
  1  2  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1946503

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

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: 382.59

Molecular Weight (Monoisotopic): 382.2872

AlogP: 7.90

#Rotatable Bonds: 13

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: 8.46

CX LogD: 8.46

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.15

Np Likeness Score: 1.13

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