(E/Z)-13-(propoxyimino)azacyclohexadecan-2-one

ID: ALA2252627

PubChem CID: 86055030

Max Phase: Preclinical

Molecular Formula: C18H34N2O2

Molecular Weight: 310.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCON=C1CCCCCCCCCCC(=O)NCCC1

Standard InChI:  InChI=1S/C18H34N2O2/c1-2-16-22-20-17-12-9-7-5-3-4-6-8-10-14-18(21)19-15-11-13-17/h2-16H2,1H3,(H,19,21)

Standard InChI Key:  RIDILXJDPSBBQW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    4.8287  -25.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2535  -25.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8331  -24.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0000  -25.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0750  -25.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4875  -26.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5839  -26.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9928  -27.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0751  -27.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2501  -27.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8178  -27.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125  -27.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2459  -27.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5293  -28.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3125  -26.4479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7250  -25.7334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5498  -24.4854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2620  -24.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3125  -25.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7250  -24.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3125  -23.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1208  -24.4778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0
  1  4  1  0
  2  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 10 13  1  0
 12 14  1  0
 13 14  1  0
  6 15  2  3
 15 16  1  0
  2 18  1  0
  3 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
  3 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252627

   13-Propoxyimino-azacyclohexadecan-2-one

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: 310.48

Molecular Weight (Monoisotopic): 310.2620

AlogP: 4.58

#Rotatable Bonds: 3

Polar Surface Area: 50.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.74

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.61

Np Likeness Score: -0.31

References

1. Huang JX, Jia YM, Liang XM, Zhu WJ, Zhang JJ, Dong YH, Yuan HZ, Qi SH, Wu JP, Chen FH, Wang DQ..  (2007)  Synthesis and fungicidal activity of macrolactams and macrolactones with an oxime ether side chain.,  55  (26): [PMID:18052123] [10.1021/jf072733+]

2. Huang JX, Liang XM, Zhang JJ, Yan XJ, Dong YH, Li CS, Zhang LP, Xu ZT, Li L, Yuan HZ, Qi SH, Chen FH, Wang DQ..  (2009)  Fungicidal activity of 12-propoxyimino-1, 15-pentadecanlactam on selected crops,  28  (11): [10.1016/j.cropro.2009.07.017]

3. Huang JX, Liang XM, Zhang JJ, Yan XJ, Dong YH, Li CS, Zhang LP, Xu ZT, Li L, Yuan HZ, Qi SH, Chen FH, Wang DQ..  (2009)  Fungicidal activity of 12-propoxyimino-1, 15-pentadecanlactam on selected crops,  28  (11): [10.1016/j.cropro.2009.07.017]

4. Huang JX, Liang XM, Zhang JJ, Yan XJ, Dong YH, Li CS, Zhang LP, Xu ZT, Li L, Yuan HZ, Qi SH, Chen FH, Wang DQ..  (2009)  Fungicidal activity of 12-propoxyimino-1, 15-pentadecanlactam on selected crops,  28  (11): [10.1016/j.cropro.2009.07.017]

Source

Source(1):

• Scientific Literature