(2E,6E,10E)-3,11,15-Trimethyl-2,6,10,14-hexadecatetraenoic acid

ID: ALA1214702

PubChem CID: 49863989

Max Phase: Preclinical

Molecular Formula: C19H30O2

Molecular Weight: 290.45

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H30O2/c1-16(2)11-10-14-17(3)12-8-6-5-7-9-13-18(4)15-19(20)21/h5,7,11-12,15H,6,8-10,13-14H2,1-4H3,(H,20,21)/b7-5+,17-12+,18-15+

Standard InChI Key:  HKKQMNUCDZWPPK-YRSVVNRUSA-N

Molfile:  

     RDKit          2D

 21 20  0  0  0  0  0  0  0  0999 V2000
    3.8500  -17.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5708  -16.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500  -16.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917  -16.1000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375  -17.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208  -18.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2583  -17.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208  -17.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3208  -16.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250  -17.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792  -17.3542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2583  -18.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375  -18.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500  -17.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1208  -17.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7292  -16.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4000  -17.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500  -16.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1333  -16.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8958  -16.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1083  -18.6750    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 12  1  0
  8 15  1  0
  9 10  2  0
 10 16  1  0
 11  2  1  0
 12 13  1  0
 13  6  1  0
 14  3  1  0
 15 17  1  0
 16 14  1  0
 17  9  1  0
 18  3  1  0
 19  5  1  0
 20  5  1  0
 21  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1214702

   (2E,6E,10E)-3,11,15-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: 4.87

CX Basic pKa: ┄

CX LogP: 5.90

CX LogD: 3.41

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.31

Np Likeness Score: 2.27

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