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

ID: ALA4799496

PubChem CID: 162676831

Max Phase: Preclinical

Molecular Formula: C19H20N6O2

Molecular Weight: 364.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Nc2cnc3c(c2)OCC(=O)N3C)nc2c1ncn2CC1CC1

Standard InChI:  InChI=1S/C19H20N6O2/c1-11-5-15(23-19-17(11)21-10-25(19)8-12-3-4-12)22-13-6-14-18(20-7-13)24(2)16(26)9-27-14/h5-7,10,12H,3-4,8-9H2,1-2H3,(H,22,23)

Standard InChI Key:  SLTJCGDOKDTBSL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   42.2036   -2.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2025   -3.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9105   -3.5521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.9087   -1.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6174   -2.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6176   -3.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3963   -3.3914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.8773   -2.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3958   -2.0668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.6490   -4.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4484   -4.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4944   -3.5512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7871   -3.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7922   -2.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0857   -1.9159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3767   -2.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3787   -3.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0858   -3.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0533   -4.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.2230   -4.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6721   -3.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9633   -3.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6688   -1.9157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9610   -2.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2511   -1.9273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6652   -1.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9025   -1.0937    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
  4 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4799496

   ---

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: 364.41

Molecular Weight (Monoisotopic): 364.1648

AlogP: 2.64

#Rotatable Bonds: 4

Polar Surface Area: 85.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.67

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -1.21

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