1-benzyl-3-(cyclohexyl(hydroxy)methyl)piperidin-2-one

ID: ALA2271033

PubChem CID: 76308777

Max Phase: Preclinical

Molecular Formula: C19H27NO2

Molecular Weight: 301.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(C(O)C2CCCCC2)CCCN1Cc1ccccc1

Standard InChI:  InChI=1S/C19H27NO2/c21-18(16-10-5-2-6-11-16)17-12-7-13-20(19(17)22)14-15-8-3-1-4-9-15/h1,3-4,8-9,16-18,21H,2,5-7,10-14H2

Standard InChI Key:  IBVAZGZRQRVQRN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   27.9399   -2.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9388   -2.9326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6468   -3.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3565   -2.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3537   -2.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6450   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0598   -1.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7691   -2.1042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7695   -2.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4747   -3.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1833   -2.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1822   -2.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4725   -1.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4685   -0.8710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8897   -1.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5976   -2.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8895   -0.8725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5938   -2.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2976   -3.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0075   -2.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0092   -2.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3009   -1.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 16 18  1  0
 16 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271033

   1-Benzyl-3-[cyclohexyl(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: 301.43

Molecular Weight (Monoisotopic): 301.2042

AlogP: 3.37

#Rotatable Bonds: 4

Polar Surface Area: 40.54

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.93

Np Likeness Score: -0.17

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