US8629158, 26

ID: ALA3694005

PubChem CID: 50901931

Max Phase: Preclinical

Molecular Formula: C27H27N3O2

Molecular Weight: 425.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C2CCC1c1c(n(C)c3cc(-n4ccc(OCc5ccccc5)cc4=O)ccc13)C2

Standard InChI:  InChI=1S/C27H27N3O2/c1-28-19-9-11-23(28)27-22-10-8-20(15-24(22)29(2)25(27)14-19)30-13-12-21(16-26(30)31)32-17-18-6-4-3-5-7-18/h3-8,10,12-13,15-16,19,23H,9,11,14,17H2,1-2H3

Standard InChI Key:  DLDZQKDOEVDXJB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 37  0  0  0  0  0  0  0  0999 V2000
    3.8738   -1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9156   -0.4401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0990    1.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324   -0.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9706   -1.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403   -1.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3117    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4584    1.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8520    1.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8985    1.9437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1402    3.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254    0.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4474    0.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992   -0.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4474   -1.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254   -1.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552   -0.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6999   -0.4676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4399    0.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9398    0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6999   -0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9601   -1.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4601   -1.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8683   -2.8047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2007   -0.4356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9594   -1.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4602   -1.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2204   -3.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7203   -3.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4602   -1.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7001   -0.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2002   -0.4172    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
  5  6  1  0
  6  2  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  3  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  7  1  0
 17 12  1  0
 14 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 18  1  0
 23 24  2  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3694005

   1-(9,15-Dimethyl-9,15-diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3(8),4,6-tetraen-6-yl)-4-phenylmethoxypyridin-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: 425.53

Molecular Weight (Monoisotopic): 425.2103

AlogP: 4.60

#Rotatable Bonds: 4

Polar Surface Area: 39.40

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.78

CX LogP: 3.86

CX LogD: 3.33

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -0.41

References

1.  (2014)  Azabicycloalkane-indole and azabicycloalkane-pyrrolo-pyridine MCH-1 antagonists, methods of making, and use thereof, 

Source

Source(1):

• BindingDB Database