10Z,14E,16E-Octadeca-10,14,16-triene-12-ynoic acid

ID: ALA2269542

PubChem CID: 10731060

Max Phase: Preclinical

Molecular Formula: C18H26O2

Molecular Weight: 274.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C/C=C/C#C/C=C\CCCCCCCCC(=O)O

Standard InChI:  InChI=1S/C18H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-5,8-9H,10-17H2,1H3,(H,19,20)/b3-2+,5-4+,9-8-

Standard InChI Key:  KDVOULUCGQGVQH-IUDSIRJBSA-N

Molfile:  

     RDKit          2D

 20 19  0  0  0  0  0  0  0  0999 V2000
    4.5276   -7.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2394   -7.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9512   -7.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6631   -7.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3749   -7.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0826   -7.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7945   -7.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5063   -7.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2181   -7.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9300   -7.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6418   -7.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6418   -8.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6347   -9.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6275  -10.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3357  -10.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3285  -11.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0367  -11.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0296  -12.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8157   -7.1344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5276   -8.3643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  3  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  1 19  1  0
  1 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269542

   (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic 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: 274.40

Molecular Weight (Monoisotopic): 274.1933

AlogP: 4.88

#Rotatable Bonds: 10

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.02

CX Basic pKa: ┄

CX LogP: 5.64

CX LogD: 3.29

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.35

Np Likeness Score: 1.93

References

1. Fatope MO, Adoum OA, Takeda Y..  (2000)  C(18) acetylenic fatty acids of Ximenia americana with potential pesticidal activity.,  48  (5): [PMID:10820107] [10.1021/jf990550k]

Source

Source(1):

• Scientific Literature