US8629158, 16::US8629158, 4

ID: ALA3693991

PubChem CID: 50903066

Max Phase: Preclinical

Molecular Formula: C25H21F3N4O

Molecular Weight: 450.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c2c(c3ccc(-n4ccc(-c5ccc(C(F)(F)F)cn5)cc4=O)cc31)C1CCC(C2)N1

Standard InChI:  InChI=1S/C25H21F3N4O/c1-31-21-12-17(4-5-18(21)24-20-7-3-16(30-20)11-22(24)31)32-9-8-14(10-23(32)33)19-6-2-15(13-29-19)25(26,27)28/h2,4-6,8-10,12-13,16,20,30H,3,7,11H2,1H3

Standard InChI Key:  WSPSSCWJQMVPSM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 38  0  0  0  0  0  0  0  0999 V2000
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   -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
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   -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
  -10.2007   -0.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9586   -1.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4586   -1.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2008   -0.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4430    0.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9431    0.8557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7016   -0.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3085   -1.4561    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2950    0.6222    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9016   -0.4131    0.0000 F   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
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 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  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3693991

   CID 50903066

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: 450.46

Molecular Weight (Monoisotopic): 450.1667

AlogP: 4.76

#Rotatable Bonds: 2

Polar Surface Area: 51.85

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.11

CX LogP: 3.60

CX LogD: 1.00

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: -0.69

References

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

Source

Source(1):

• BindingDB Database