1-(cyclopropylmethyl)-N-(2,4-dimethoxyphenyl)-1H-imidazo[4,5-c]pyridin-6-amine

ID: ALA4778552

PubChem CID: 162661977

Max Phase: Preclinical

Molecular Formula: C18H20N4O2

Molecular Weight: 324.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2cc3c(cn2)ncn3CC2CC2)c(OC)c1

Standard InChI:  InChI=1S/C18H20N4O2/c1-23-13-5-6-14(17(7-13)24-2)21-18-8-16-15(9-19-18)20-11-22(16)10-12-3-4-12/h5-9,11-12H,3-4,10H2,1-2H3,(H,19,21)

Standard InChI Key:  QIATUTKVKGZJDQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    6.4990   -2.5423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4978   -3.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2059   -3.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2041   -2.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9127   -2.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9130   -3.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6916   -3.6101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1726   -2.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6912   -2.2856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9444   -4.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7437   -4.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7898   -3.7699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0824   -3.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0876   -2.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3810   -2.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6720   -2.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740   -3.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3811   -3.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9641   -2.1345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9637   -1.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3487   -5.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5184   -4.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841   -4.5867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6778   -4.9978    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
 10 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 21 11  1  0
 22 21  1  0
 11 22  1  0
 18 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778552

   ---

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: 324.38

Molecular Weight (Monoisotopic): 324.1586

AlogP: 3.60

#Rotatable Bonds: 6

Polar Surface Area: 61.20

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.47

CX LogP: 2.77

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -1.12

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