N-(1-(cyclopropylmethyl)-1H-imidazo[4,5-c]pyridin-6-yl)-2-methylbenzo[d]oxazol-5-amine

ID: ALA4776208

PubChem CID: 162643718

Max Phase: Preclinical

Molecular Formula: C18H17N5O

Molecular Weight: 319.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc2cc(Nc3cc4c(cn3)ncn4CC3CC3)ccc2o1

Standard InChI:  InChI=1S/C18H17N5O/c1-11-21-14-6-13(4-5-17(14)24-11)22-18-7-16-15(8-19-18)20-10-23(16)9-12-2-3-12/h4-8,10,12H,2-3,9H2,1H3,(H,19,22)

Standard InChI Key:  YJVUAYVRDJQBCX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
   31.4481   -9.6205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4469  -10.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1550  -10.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1532   -9.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8618   -9.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8621  -10.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6407  -10.6883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1217  -10.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6403   -9.3638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8935  -11.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6928  -11.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7389  -10.8481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0315  -10.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0367   -9.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3301   -9.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3302  -10.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2978  -12.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4675  -11.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6231  -10.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6208   -9.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8420   -9.3735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3629  -10.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8457  -10.6972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5457  -10.0391    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 20  2  0
 19 16  2  0
 16 13  1  0
 17 11  1  0
 18 17  1  0
 11 18  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776208

   ---

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: 319.37

Molecular Weight (Monoisotopic): 319.1433

AlogP: 4.03

#Rotatable Bonds: 4

Polar Surface Area: 68.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.55

CX LogP: 2.55

CX LogD: 2.54

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: -1.41

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