US8629158, 29

ID: ALA3694008

PubChem CID: 50901936

Max Phase: Preclinical

Molecular Formula: C27H25FN4O3

Molecular Weight: 472.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1C2CCC1c1c(n(C)c3cc(-n4ccc(OCc5ccc(F)cn5)cc4=O)ccc13)C2

Standard InChI:  InChI=1S/C27H25FN4O3/c1-16(33)32-20-6-8-23(32)27-22-7-5-19(11-24(22)30(2)25(27)12-20)31-10-9-21(13-26(31)34)35-15-18-4-3-17(28)14-29-18/h3-5,7,9-11,13-14,20,23H,6,8,12,15H2,1-2H3

Standard InChI Key:  VMFGTMNOAVARSY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.1151   -1.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9707   -2.5337    0.0000 O   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
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   -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
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   -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
  -16.6602   -1.6894    0.0000 F   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 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
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 17 18  1  0
 18 19  2  0
 19  9  1  0
 19 14  1  0
 16 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 20  1  0
 25 26  2  0
 23 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32 34  1  0
 34 35  2  0
 35 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3694008

   1-(15-Acetyl-9-methyl-9,15-diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3(8),4,6-tetraen-6-yl)-4-[(5-fluoropyridin-2-yl)methoxy]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: 472.52

Molecular Weight (Monoisotopic): 472.1911

AlogP: 4.05

#Rotatable Bonds: 4

Polar Surface Area: 69.36

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.33

CX LogP: 2.09

CX LogD: 2.09

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: -0.82

References

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

Source

Source(1):

• BindingDB Database