dimethyl 15-(2-(methylamino)-2-oxoacetamido)pentadec-10(Z)-enylphosphonate

ID: ALA4536701

PubChem CID: 118256714

Max Phase: Preclinical

Molecular Formula: C20H39N2O5P

Molecular Weight: 418.52

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H39N2O5P/c1-21-19(23)20(24)22-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-28(25,26-2)27-3/h7,9H,4-6,8,10-18H2,1-3H3,(H,21,23)(H,22,24)/b9-7-

Standard InChI Key:  GJIOPZCVVADZFE-CLFYSBASSA-N

Molfile:  

 
     RDKit          2D

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   16.7318  -22.9887    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.0544  -23.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8716  -23.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6458  -24.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8286  -24.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4200  -25.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8286  -25.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2802  -24.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0974  -24.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6458  -25.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0544  -25.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8716  -25.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2802  -25.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0974  -25.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5060  -26.5294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3232  -26.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7318  -27.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7318  -25.8217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5490  -27.2371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9576  -27.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5060  -23.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3232  -23.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3232  -27.9448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3223  -22.2815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5490  -22.9876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1363  -22.2788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9585  -23.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9534  -22.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  3  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
  9 21  1  0
 21 22  1  0
 17 23  2  0
 22  1  1  0
  1 24  2  0
  1 25  1  0
  1 26  1  0
 25 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536701

   N'-[(Z)-15-dimethoxyphosphorylpentadec-5-enyl]-N-methyloxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 418.52

Molecular Weight (Monoisotopic): 418.2597

AlogP: 4.18

#Rotatable Bonds: 17

Polar Surface Area: 93.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.59

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: 3.18

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.16

Np Likeness Score: 0.02

References

1. 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

Source(1):

• Scientific Literature