2-((1-(3-(2-allylphenoxy)-2-hydroxypropyl)piperidin-4-yl)methyl)isoindoline-1,3-dione

ID: ALA1085016

PubChem CID: 46889729

Max Phase: Preclinical

Molecular Formula: C26H30N2O4

Molecular Weight: 434.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCc1ccccc1OCC(O)CN1CCC(CN2C(=O)c3ccccc3C2=O)CC1

Standard InChI:  InChI=1S/C26H30N2O4/c1-2-7-20-8-3-6-11-24(20)32-18-21(29)17-27-14-12-19(13-15-27)16-28-25(30)22-9-4-5-10-23(22)26(28)31/h2-6,8-11,19,21,29H,1,7,12-18H2

Standard InChI Key:  ZRTLUFPYPDJNIH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   20.5081  -18.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2245  -18.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2216  -17.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9346  -16.9853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6506  -17.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3635  -16.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0795  -17.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3604  -16.1549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7924  -16.9745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5083  -17.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2191  -16.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2203  -16.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5044  -15.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7874  -16.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9347  -15.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6492  -16.1505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7932  -18.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7899  -17.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5021  -16.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7356  -16.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4030  -15.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9551  -16.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5411  -17.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9490  -17.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7708  -17.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1829  -17.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7726  -16.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5728  -15.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1240  -17.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4994  -16.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2125  -15.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2098  -14.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 15  1  0
  6  7  1  0
 15 16  1  0
 17 18  2  0
  3 19  2  0
 18 19  1  0
  6  8  1  0
 16 20  1  0
  7  9  1  0
  9 10  1  0
 20 23  1  0
 22 21  1  0
 21 16  1  0
  3  4  1  0
  1  2  2  0
 22 23  2  0
  4  5  1  0
 23 24  1  0
 17  1  1  0
 24 25  2  0
  5  6  1  0
 25 26  1  0
  9 14  1  0
 26 27  2  0
 27 22  1  0
 10 11  1  0
 21 28  2  0
 11 12  1  0
 20 29  2  0
 12 13  1  0
 19 30  1  0
 13 14  1  0
 30 31  1  0
  2  3  1  0
 31 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1085016

   2-((1-(3-(2-Allylphenoxy)-2-hydroxypropyl)piperidin-4-yl)methyl)isoindoline-1,3-dione

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: 434.54

Molecular Weight (Monoisotopic): 434.2206

AlogP: 3.16

#Rotatable Bonds: 9

Polar Surface Area: 70.08

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.54

CX LogP: 3.52

CX LogD: 2.34

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -0.76

References

1. Tasler S, Baumgartner R, Aschenbrenner A, Ammendola A, Wolf K, Wieber T, Schachtner J, Blisse M, Quotschalla U, Ney P..  (2010)  A vHTS approach for the identification of beta-adrenoceptor ligands.,  20  (11): [PMID:20434333] [10.1016/j.bmcl.2010.04.009]

Source

Source(1):

• Scientific Literature