(Z)-3,7-dimethylocta-2,6-dienyl 2-(naphthalen-2-yl)acetate

ID: ALA3355296

PubChem CID: 118720723

Max Phase: Preclinical

Molecular Formula: C22H26O2

Molecular Weight: 322.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCC/C(C)=C\COC(=O)Cc1ccc2ccccc2c1

Standard InChI:  InChI=1S/C22H26O2/c1-17(2)7-6-8-18(3)13-14-24-22(23)16-19-11-12-20-9-4-5-10-21(20)15-19/h4-5,7,9-13,15H,6,8,14,16H2,1-3H3/b18-13-

Standard InChI Key:  OBAINAGKLSFSNU-AQTBWJFISA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    2.1008   -5.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9485   -5.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8106   -5.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6626   -5.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5205   -5.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2387   -5.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3950   -5.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1008   -6.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9485   -6.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6621   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3696   -3.7884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0776   -4.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7851   -3.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0780   -5.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7794   -2.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4804   -2.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0637   -1.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0725   -2.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7675   -1.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4775   -1.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1804   -1.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1746   -0.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4599   -0.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7599   -0.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  3  1  2  0
  4  2  2  0
  5  3  1  0
  6  5  1  0
  7  1  1  0
  8  1  1  0
  9  2  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 15 13  1  0
 15 16  2  0
 16 20  1  0
 19 17  1  0
 17 18  2  0
 18 15  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3355296

   ---

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: 322.45

Molecular Weight (Monoisotopic): 322.1933

AlogP: 5.62

#Rotatable Bonds: 7

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.77

CX LogD: 5.77

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: 0.99

References

1. Ortar G, Schiano Moriello A, Morera E, Nalli M, Di Marzo V, De Petrocellis L..  (2014)  Effect of acyclic monoterpene alcohols and their derivatives on TRP channels.,  24  (23): [PMID:25455494] [10.1016/j.bmcl.2014.10.012]

Source

Source(1):

• Scientific Literature