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

ID: ALA4792380

PubChem CID: 162671468

Max Phase: Preclinical

Molecular Formula: C17H18N4O

Molecular Weight: 294.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2cc3c(cn2)ncn3CC2CC2)cc1

Standard InChI:  InChI=1S/C17H18N4O/c1-22-14-6-4-13(5-7-14)20-17-8-16-15(9-18-17)19-11-21(16)10-12-2-3-12/h4-9,11-12H,2-3,10H2,1H3,(H,18,20)

Standard InChI Key:  SODIMCQABALFOL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   18.2451   -2.0553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2439   -2.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9520   -3.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9502   -1.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6588   -2.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6591   -2.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4377   -3.1231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9187   -2.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4373   -1.7986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6905   -3.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4898   -4.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5359   -3.2829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8285   -2.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8337   -2.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1271   -1.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4181   -2.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4201   -2.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1272   -3.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0948   -4.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2644   -3.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7102   -1.6475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7098   -0.8303    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
 19 11  1  0
 20 19  1  0
 11 20  1  0
 16 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4792380

   ---

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: 294.36

Molecular Weight (Monoisotopic): 294.1481

AlogP: 3.59

#Rotatable Bonds: 5

Polar Surface Area: 51.97

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.98

CX LogP: 2.92

CX LogD: 2.91

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: -1.17

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