3-(cyclopropylmethyl)-7-methyl-N-(5-(5-methyl-1,3,4-oxadiazol-2-yl)pyridin-2-yl)-3H-imidazo[4,5-b]pyridin-5-amine

ID: ALA4756857

PubChem CID: 118288357

Max Phase: Preclinical

Molecular Formula: C19H19N7O

Molecular Weight: 361.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nnc(-c2ccc(Nc3cc(C)c4ncn(CC5CC5)c4n3)nc2)o1

Standard InChI:  InChI=1S/C19H19N7O/c1-11-7-16(23-18-17(11)21-10-26(18)9-13-3-4-13)22-15-6-5-14(8-20-15)19-25-24-12(2)27-19/h5-8,10,13H,3-4,9H2,1-2H3,(H,20,22,23)

Standard InChI Key:  ZOHMSPFZPHPQOZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.5764  -27.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2912  -27.8769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2894  -26.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0047  -26.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0050  -27.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7911  -27.7147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2767  -27.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7907  -26.3775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0463  -28.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8533  -28.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8616  -27.8760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1475  -27.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1527  -26.6381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4394  -26.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7236  -26.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7257  -27.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4396  -27.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4640  -29.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6353  -28.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0079  -26.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9212  -25.4009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1142  -25.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020  -25.9447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544  -26.5572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782  -24.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2831  -25.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  7 10  1  0
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  2 12  1  0
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 13 14  2  0
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 17 18  2  0
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 20 19  1  0
 11 20  1  0
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 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 21  2  0
 16 21  1  0
 23 26  1  0
  4 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756857

   3-(cyclopropylmethyl)-7-methyl-N-[5-(5-methyl-1,3,4-oxadiazol-2-yl)pyridin-2-yl]imidazo[4,5-b]pyridin-5-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 361.41

Molecular Weight (Monoisotopic): 361.1651

AlogP: 3.65

#Rotatable Bonds: 5

Polar Surface Area: 94.55

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.71

CX Basic pKa: 3.61

CX LogP: 2.47

CX LogD: 2.47

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -1.49

References

1. Lewis A,Beresford A,Chambers MS,Clark G,Hartley DC,Hirst KL,Higashino M,Kawahadara S,Nakanishi M,Saito T,Imagawa A,Habashita H,Maidment S,Macleod AM,Owens AP,Rae A,Rouse C,Wishart G.  (2020)  Discovery of ONO-8590580: A novel, potent and selective GABA α negative allosteric modulator for the treatment of cognitive disorders.,  30  (22): [PMID:32898695] [10.1016/j.bmcl.2020.127536]

Source

Source(1):

• Scientific Literature