US8629135, SW-12

ID: ALA3693950

PubChem CID: 5066025

Max Phase: Preclinical

Molecular Formula: C24H29NO2

Molecular Weight: 363.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCCOC(=O)CC1c2ccccc2C=Cc2ccccc21

Standard InChI:  InChI=1S/C24H29NO2/c1-3-25(4-2)16-9-17-27-24(26)18-23-21-12-7-5-10-19(21)14-15-20-11-6-8-13-22(20)23/h5-8,10-15,23H,3-4,9,16-18H2,1-2H3

Standard InChI Key:  XHNZGIZVNQUFQU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   10.4680   -7.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2986   -7.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8582   -6.0372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8787   -4.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5254   -3.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3957   -5.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9554   -4.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4929   -3.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0525   -2.4938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900   -2.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7723   -3.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -0.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6852   -0.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514    1.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5913    1.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4792    3.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1278    4.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1116    3.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    1.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852   -0.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -2.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -4.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -4.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -2.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 13  1  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3693950

   3-(Diethylamino)propyl 2-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenyl)acetate

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: 363.50

Molecular Weight (Monoisotopic): 363.2198

AlogP: 4.97

#Rotatable Bonds: 8

Polar Surface Area: 29.54

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.00

CX LogP: 4.78

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: -0.22

References

1.  (2014)  Pharmaceutical compositions comprising RET inhibitors and methods for the treatment of cancer, 

Source

Source(1):

• BindingDB Database