1-allyl-3-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(hydroxy)methyl)piperidin-2-one

ID: ALA2271067

PubChem CID: 76315989

Max Phase: Preclinical

Molecular Formula: C17H21NO4

Molecular Weight: 303.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1CCCC(C(O)c2ccc3c(c2)OCCO3)C1=O

Standard InChI:  InChI=1S/C17H21NO4/c1-2-7-18-8-3-4-13(17(18)20)16(19)12-5-6-14-15(11-12)22-10-9-21-14/h2,5-6,11,13,16,19H,1,3-4,7-10H2

Standard InChI Key:  NTPLAUOUNDKGHK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   12.4463  -17.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4452  -18.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1532  -18.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1514  -16.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8600  -17.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8589  -18.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5651  -18.5150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2770  -18.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2781  -17.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5674  -16.8737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7385  -16.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7383  -16.0633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0309  -17.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3229  -16.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6174  -17.2852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6133  -18.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3210  -18.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0327  -18.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3240  -16.0628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9111  -16.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2020  -17.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4957  -16.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  1 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 14 19  2  0
 15 20  1  0
 20 21  1  0
 21 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271067

   3-[2,3-Dihydro-1,4-benzodioxin-6-yl(hydroxy)methyl]-1-prop-2-enylpiperidin-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: 303.36

Molecular Weight (Monoisotopic): 303.1471

AlogP: 1.92

#Rotatable Bonds: 4

Polar Surface Area: 59.00

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.96

CX Basic pKa: ┄

CX LogP: 1.38

CX LogD: 1.38

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.86

Np Likeness Score: -0.08

References

1. TSUKADA H, YAMADA N, HASHIMOTO K, TANIGUCHI E, KUWANO E.  (2001)  Inhibitory Activity of N-Substituted-2-piperidones with a 1, 4-Benzodioxan Ring on Germination of Barnyardgrass,  26  (2): [10.1584/jpestics.26.143]

Source

Source(1):

• Scientific Literature