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

ID: ALA2271068

PubChem CID: 76326907

Max Phase: Preclinical

Molecular Formula: C14H17NO4

Molecular Weight: 263.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NCCCC1C(O)c1ccc2c(c1)OCCO2

Standard InChI:  InChI=1S/C14H17NO4/c16-13(10-2-1-5-15-14(10)17)9-3-4-11-12(8-9)19-7-6-18-11/h3-4,8,10,13,16H,1-2,5-7H2,(H,15,17)

Standard InChI Key:  JZDXWDLPGPFBFQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    3.5315  -17.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5303  -17.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2384  -18.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2366  -16.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9452  -17.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9441  -17.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6503  -18.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3621  -17.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3633  -17.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6526  -16.6963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8237  -16.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8235  -15.8858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1161  -17.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4081  -16.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7026  -17.1078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985  -17.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4062  -18.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1179  -17.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092  -15.8853    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA2271068

   3-[2,3-Dihydro-1,4-benzodioxin-6-yl(hydroxy)methyl]piperidin-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: 263.29

Molecular Weight (Monoisotopic): 263.1158

AlogP: 1.02

#Rotatable Bonds: 2

Polar Surface Area: 67.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.64

CX Basic pKa: ┄

CX LogP: 0.42

CX LogD: 0.42

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.84

Np Likeness Score: 0.26

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