(2E,6E,10E,14E/Z)-3,7,11-Trimethyl-2,6,10,14-hexadecatetraenoic acid

ID: ALA1214704

PubChem CID: 49863990

Max Phase: Preclinical

Molecular Formula: C19H30O2

Molecular Weight: 290.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/C(=O)O

Standard InChI:  InChI=1S/C19H30O2/c1-5-6-7-10-16(2)11-8-12-17(3)13-9-14-18(4)15-19(20)21/h5-6,11,13,15H,7-10,12,14H2,1-4H3,(H,20,21)/b6-5+,16-11+,17-13+,18-15+

Standard InChI Key:  IGRHZWMXIAQHNL-RMBLDVLJSA-N

Molfile:  

     RDKit          2D

 21 20  0  0  0  0  0  0  0  0999 V2000
    4.2042  -22.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9292  -22.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042  -22.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500  -21.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6667  -22.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833  -23.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3750  -22.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875  -23.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2000  -22.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208  -23.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6417  -22.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7833  -22.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792  -22.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8042  -22.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0583  -22.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2000  -24.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208  -23.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042  -21.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7708  -24.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542  -21.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2000  -21.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  2  0
  5  7  2  0
  6  8  2  0
  7 13  1  0
  8 12  1  0
  9 10  2  0
 10 17  1  0
 11  2  1  0
 12 15  1  0
 13 14  1  0
 14  3  1  0
 15  5  1  0
 16  6  1  0
 17 16  1  0
 18  3  1  0
 19  6  1  0
 20  5  1  0
 21  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1214704

   (2E,6E,10E,14E)-3,7,11-trimethylhexadeca-2,6,10,14-tetraenoic acid

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: 290.45

Molecular Weight (Monoisotopic): 290.2246

AlogP: 5.83

#Rotatable Bonds: 10

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.92

CX Basic pKa: ┄

CX LogP: 5.90

CX LogD: 3.46

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.41

Np Likeness Score: 1.77

References

1. Wada A, Wang F, Suhara Y, Yamano Y, Okitsu T, Nakagawa K, Okano T..  (2010)  Efficient synthesis and biological evaluation of demethyl geranylgeranoic acid derivatives.,  18  (16): [PMID:20673632] [10.1016/j.bmc.2010.07.003]

Source

Source(1):

• Scientific Literature