(Z)-16-(2-(methylamino)-2-oxoacetamido)hexadec-11-enoic acid

ID: ALA1802692

Cas Number: 1235543-17-5

PubChem CID: 46852951

Max Phase: Preclinical

Molecular Formula: C19H34N2O4

Molecular Weight: 354.49

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CNC(=O)C(=O)NCCCC/C=C\CCCCCCCCCC(=O)O

Standard InChI:  InChI=1S/C19H34N2O4/c1-20-18(24)19(25)21-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17(22)23/h6,8H,2-5,7,9-16H2,1H3,(H,20,24)(H,21,25)(H,22,23)/b8-6-

Standard InChI Key:  WKESFWWKRDQART-VURMDHGXSA-N

Molfile:  

     RDKit          2D

 25 24  0  0  0  0  0  0  0  0999 V2000
   -2.4988  -22.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2084  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2113  -24.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2213  -23.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5049  -23.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4951  -24.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9252  -22.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4851  -25.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7647  -26.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0542  -25.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338  -26.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3766  -25.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971  -26.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1092  -26.8408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8097  -25.5960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9277  -23.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6443  -23.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585  -23.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0797  -23.5791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0779  -24.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3560  -24.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3434  -25.6351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6258  -26.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7876  -24.8204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6509  -24.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  2  7  1  0
  1  5  1  0
 13 14  1  0
 13 15  2  0
  6  8  1  0
  7 16  1  0
  3  4  1  0
 16 17  1  0
  8  9  1  0
 17 18  1  0
  4  5  1  0
 19 18  1  0
 19 20  1  0
  9 10  1  0
  1  2  2  0
 20 21  1  0
 10 11  1  0
 21 22  1  0
  3  6  1  0
 22 23  1  0
 11 12  1  0
 20 24  2  0
 21 25  2  0
M  END

Associated Targets(Human)

EPHX2 Tchem Epoxide hydratase (3844 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2B6 Tchem Cytochrome P450 2B6 (1338 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C8 Tchem Cytochrome P450 2C8 (1492 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2J2 Tchem Cytochrome P450 2J2 (258 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EPHX1 Tchem Epoxide hydrolase 1/Bifunctional epoxide hydrolase 2 (8 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 (380 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Liver (4264 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Biocomponents

Calculated Properties

Molecular Weight: 354.49Molecular Weight (Monoisotopic): 354.2519AlogP: 3.17#Rotatable Bonds: 15
Polar Surface Area: 95.50Molecular Species: ACIDHBA: 3HBD: 3
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 4.95CX Basic pKa: CX LogP: 3.55CX LogD: 1.13
Aromatic Rings: Heavy Atoms: 25QED Weighted: 0.24Np Likeness Score: 0.19

References

1. Falck JR, Wallukat G, Puli N, Goli M, Arnold C, Konkel A, Rothe M, Fischer R, Müller DN, Schunck WH..  (2011)  17(R),18(S)-epoxyeicosatetraenoic acid, a potent eicosapentaenoic acid (EPA) derived regulator of cardiomyocyte contraction: structure-activity relationships and stable analogues.,  54  (12): [PMID:21591683] [10.1021/jm200132q]
2. Adebesin AM, Wesser T, Vijaykumar J, Konkel A, Paudyal MP, Lossie J, Zhu C, Westphal C, Puli N, Fischer R, Schunck WH, Falck JR..  (2019)  Development of Robust 17(R),18(S)-Epoxyeicosatetraenoic Acid (17,18-EEQ) Analogues as Potential Clinical Antiarrhythmic Agents.,  62  (22): [PMID:31693857] [10.1021/acs.jmedchem.9b00952]

Source