US8629158, 23

ID: ALA3694004

PubChem CID: 50901932

Max Phase: Preclinical

Molecular Formula: C25H24N4O2

Molecular Weight: 412.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c2c(c3ccc(-n4ccc(OCc5ccccn5)cc4=O)cc31)C1CCC(C2)N1

Standard InChI:  InChI=1S/C25H24N4O2/c1-28-22-13-18(6-7-20(22)25-21-8-5-16(27-21)12-23(25)28)29-11-9-19(14-24(29)30)31-15-17-4-2-3-10-26-17/h2-4,6-7,9-11,13-14,16,21,27H,5,8,12,15H2,1H3

Standard InChI Key:  KHANLFXXTGWBLA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 36  0  0  0  0  0  0  0  0999 V2000
   -1.1402    3.1191    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
    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
    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
    2.9156   -0.4401    0.0000 N   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
   -1.1552   -0.4768    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
   -3.4474   -1.7970    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    0.8068    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
   -5.6999   -0.4676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4557   -1.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9557   -1.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7000   -0.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9443    0.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4443    0.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8398    1.8713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2008   -0.4447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9436    0.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4444    0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1888    2.1714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6887    2.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4445    0.8824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7002   -0.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2003   -0.4266    0.0000 N   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  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  1  0
 10  3  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  2  1  0
 16 11  1  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 17  1  0
 22 23  2  0
 20 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3694004

   1-(9-Methyl-9,15-diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3(8),4,6-tetraen-6-yl)-4-(pyridin-2-ylmethoxy)pyridin-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: 412.49

Molecular Weight (Monoisotopic): 412.1899

AlogP: 3.65

#Rotatable Bonds: 4

Polar Surface Area: 61.08

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.11

CX LogP: 2.34

CX LogD: -0.26

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.56

Np Likeness Score: -0.65

References

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

Source

Source(1):

• BindingDB Database