6-(1-(cyclopropylmethyl)-1H-imidazo[4,5-c]pyridin-6-ylamino)-3-methylbenzo[d]oxazol-2(3H)-one

ID: ALA4741416

PubChem CID: 162646064

Max Phase: Preclinical

Molecular Formula: C18H17N5O2

Molecular Weight: 335.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(=O)oc2cc(Nc3cc4c(cn3)ncn4CC3CC3)ccc21

Standard InChI:  InChI=1S/C18H17N5O2/c1-22-14-5-4-12(6-16(14)25-18(22)24)21-17-7-15-13(8-19-17)20-10-23(15)9-11-2-3-11/h4-8,10-11H,2-3,9H2,1H3,(H,19,21)

Standard InChI Key:  HABHWSCJBONLHD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
   31.1385  -17.3921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1374  -18.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8454  -18.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8436  -16.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5523  -17.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5525  -18.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3312  -18.4599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8122  -17.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3307  -17.1354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5839  -19.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3833  -19.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4293  -18.6197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7220  -18.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7271  -17.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0206  -16.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0207  -18.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9882  -19.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1579  -19.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3136  -18.2139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3113  -17.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5324  -17.1450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0533  -17.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5361  -18.4688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2778  -16.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2361  -17.8106    0.0000 O   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  1  0
 23 19  1  0
 21 24  1  0
 22 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741416

   ---

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: 335.37

Molecular Weight (Monoisotopic): 335.1382

AlogP: 3.03

#Rotatable Bonds: 4

Polar Surface Area: 77.88

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.63

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.62

Np Likeness Score: -1.44

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