(9Z,12Z)-N-(3-Methoxybenzyl)octadeca-9,12-dienamide

ID: ALA2413160

Chembl Id: CHEMBL2413160

Cas Number: 883715-22-8

PubChem CID: 73346043

Max Phase: Preclinical

Molecular Formula: C26H41NO2

Molecular Weight: 399.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC/C=C\C/C=C\CCCCCCCC(=O)NCc1cccc(OC)c1

Standard InChI:  InChI=1S/C26H41NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-26(28)27-23-24-19-18-20-25(22-24)29-2/h7-8,10-11,18-20,22H,3-6,9,12-17,21,23H2,1-2H3,(H,27,28)/b8-7-,11-10-

Standard InChI Key:  BMQBTHWVNBJSPS-NQLNTKRDSA-N

Alternative Forms

1. Parent:

   

   ALA2413160

   (9Z,12Z)-N-(3-Methoxybenzyl)octadeca-9,12-dienamide

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: 399.62

Molecular Weight (Monoisotopic): 399.3137

AlogP: 7.12

#Rotatable Bonds: 17

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.41

CX LogD: 7.41

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.22

Np Likeness Score: 0.10

References

1. Wu H, Kelley CJ, Pino-Figueroa A, Vu HD, Maher TJ..  (2013)  Macamides and their synthetic analogs: evaluation of in vitro FAAH inhibition.,  21  (17): [PMID:23891163] [10.1016/j.bmc.2013.06.034]

2. Cunningham CW..  (2019)  Plant-Based Modulators of Endocannabinoid Signaling.,  82  (3): [PMID:30816712] [10.1021/acs.jnatprod.8b00874]

3. Singh N,Barnych B,Morisseau C,Wagner KM,Wan D,Takeshita A,Pham H,Xu T,Dandekar A,Liu JY,Hammock BD.  (2020)  N-Benzyl-linoleamide, a Constituent of Lepidium meyenii (Maca), Is an Orally Bioavailable Soluble Epoxide Hydrolase Inhibitor That Alleviates Inflammatory Pain.,  83  (12): [PMID:33320645] [10.1021/acs.jnatprod.0c00938]

Source

Source(1):

• Scientific Literature