7-(1-(cyclopropylmethyl)-1H-imidazo[4,5-c]pyridin-6-ylamino)-2H-benzo[b][1,4]oxazin-3(4H)-one

ID: ALA4759403

PubChem CID: 162657455

Max Phase: Preclinical

Molecular Formula: C18H17N5O2

Molecular Weight: 335.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1COc2cc(Nc3cc4c(cn3)ncn4CC3CC3)ccc2N1

Standard InChI:  InChI=1S/C18H17N5O2/c24-18-9-25-16-5-12(3-4-13(16)22-18)21-17-6-15-14(7-19-17)20-10-23(15)8-11-1-2-11/h3-7,10-11H,1-2,8-9H2,(H,19,21)(H,22,24)

Standard InChI Key:  NQOIVTNXEBEPQR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
    6.3545  -17.4994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3534  -18.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0614  -18.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0596  -17.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7682  -17.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7685  -18.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5472  -18.5672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0282  -17.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5467  -17.2427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7999  -19.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5993  -19.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6453  -18.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9380  -18.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9431  -17.5008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2366  -17.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5276  -17.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5296  -18.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2367  -18.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2042  -20.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3739  -19.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8230  -18.7317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1141  -18.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8196  -17.0916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1119  -17.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4020  -17.1031    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 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
 17 21  1  0
 21 22  1  0
 16 23  1  0
 23 24  1  0
 22 24  1  0
 24 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759403

   ---

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: 2.92

#Rotatable Bonds: 4

Polar Surface Area: 81.07

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.17

CX Basic pKa: 5.71

CX LogP: 1.86

CX LogD: 1.85

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -1.38

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