ID: ALA3234407

Max Phase: Preclinical

Molecular Formula: C22H32O4

Molecular Weight: 360.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC/C=C\C[C@H](O)/C=C\C=C\C=C\[C@H](O)C/C=C\C/C=C\CCC(=O)O

Standard InChI:  InChI=1S/C22H32O4/c1-2-3-10-15-20(23)17-12-8-9-13-18-21(24)16-11-6-4-5-7-14-19-22(25)26/h3,5-13,17-18,20-21,23-24H,2,4,14-16,19H2,1H3,(H,25,26)/b7-5-,9-8+,10-3-,11-6-,17-12-,18-13+/t20-,21+/m0/s1

Standard InChI Key:  CRDZYJSQHCXHEG-SFVBTVKNSA-N

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

Properties

Molecular Weight: 360.49

Molecular Weight (Monoisotopic): 360.2301

AlogP: 4.49

#Rotatable Bonds: 14

Polar Surface Area: 77.76

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.82

CX Basic pKa:

CX LogP: 4.29

CX LogD: 1.75

Aromatic Rings: 0

Heavy Atoms: 26

QED Weighted: 0.31

Np Likeness Score: 1.80

References

1. Aursnes M, Tungen JE, Vik A, Colas R, Cheng CY, Dalli J, Serhan CN, Hansen TV..  (2014)  Total synthesis of the lipid mediator PD1n-3 DPA: configurational assignments and anti-inflammatory and pro-resolving actions.,  77  (4): [PMID:24576195] [10.1021/np4009865]

2. Tungen JE, Aursnes M, Vik A, Ramon S, Colas RA, Dalli J, Serhan CN, Hansen TV..  (2014)  Synthesis and anti-inflammatory and pro-resolving activities of 22-OH-PD1, a monohydroxylated metabolite of protectin D1.,  77  (10): [PMID:25247845] [10.1021/np500498j]

3. Balas L, Risé P, Gandrath D, Rovati G, Bolego C, Stellari F, Trenti A, Buccellati C, Durand T, Sala A..  (2019)  Rapid Metabolization of Protectin D1 by β-Oxidation of Its Polar Head Chain.,  62  (21): [PMID:31626541] [10.1021/acs.jmedchem.9b01463]

Source

Source(1):

• Scientific Literature