7-(9-(cyclopropylmethyl)-9H-purin-2-ylamino)-4-methyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

ID: ALA4794600

PubChem CID: 162674318

Max Phase: Preclinical

Molecular Formula: C17H17N7O2

Molecular Weight: 351.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)COc2cc(Nc3ncc4ncn(CC5CC5)c4n3)cnc21

Standard InChI:  InChI=1S/C17H17N7O2/c1-23-14(25)8-26-13-4-11(5-18-16(13)23)21-17-19-6-12-15(22-17)24(9-20-12)7-10-2-3-10/h4-6,9-10H,2-3,7-8H2,1H3,(H,19,21,22)

Standard InChI Key:  ZFSDWMJUJLAVIU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
   18.2987  -10.4377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2976  -11.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0056  -11.6662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0038  -10.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7124  -10.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7127  -11.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4914  -11.5055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9724  -10.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4909  -10.1810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7441  -12.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5435  -12.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5895  -11.6653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8822  -11.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8873  -10.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1808  -10.0300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4718  -10.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4738  -11.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1809  -11.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1484  -12.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3181  -12.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7672  -11.6700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0583  -11.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7638  -10.0299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0561  -10.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3462  -10.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7603   -9.2127    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
 17 21  1  0
 21 22  1  0
 16 23  1  0
 23 24  1  0
 22 24  1  0
 24 25  2  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4794600

   ---

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: 351.37

Molecular Weight (Monoisotopic): 351.1444

AlogP: 1.73

#Rotatable Bonds: 4

Polar Surface Area: 98.06

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.53

CX Basic pKa: 2.38

CX LogP: 0.85

CX LogD: 0.85

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -1.27

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