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

ID: ALA2271065

PubChem CID: 76319720

Max Phase: Preclinical

Molecular Formula: C22H23NO4

Molecular Weight: 365.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(C(O)c2ccc3c(c2)OCCO3)CCCN1/C=C/c1ccccc1

Standard InChI:  InChI=1S/C22H23NO4/c24-21(17-8-9-19-20(15-17)27-14-13-26-19)18-7-4-11-23(22(18)25)12-10-16-5-2-1-3-6-16/h1-3,5-6,8-10,12,15,18,21,24H,4,7,11,13-14H2/b12-10+

Standard InChI Key:  SAYIMDCHIWSTPC-ZRDIBKRKSA-N

Molfile:  

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   32.2416  -19.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2398  -18.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9485  -18.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9473  -19.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.4113  -18.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7058  -18.4656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   27.2904  -18.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5841  -18.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5904  -17.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8850  -16.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1749  -17.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1746  -18.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8806  -18.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271065

   3-[2,3-dihydro-1,4-benzodioxin-6-yl(hydroxy)methyl]-1-[(E)-2-phenylethenyl]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: 365.43

Molecular Weight (Monoisotopic): 365.1627

AlogP: 3.40

#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: 2.76

CX LogD: 2.76

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.90

Np Likeness Score: 0.12

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