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

ID: ALA4761610

PubChem CID: 118278474

Max Phase: Preclinical

Molecular Formula: C18H18N6O2

Molecular Weight: 350.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)COc2cc(Nc3cc4c(cn3)ncn4CC3CC3)cnc21

Standard InChI:  InChI=1S/C18H18N6O2/c1-23-17(25)9-26-15-4-12(6-20-18(15)23)22-16-5-14-13(7-19-16)21-10-24(14)8-11-2-3-11/h4-7,10-11H,2-3,8-9H2,1H3,(H,19,22)

Standard InChI Key:  NIWQZRKLKJGSBU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.0727   -3.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7808   -3.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7790   -1.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4876   -2.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4879   -3.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2665   -3.3336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2661   -2.0091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5193   -4.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3186   -4.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3647   -3.4934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -3.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6625   -2.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559   -1.8581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2469   -2.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2489   -3.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9560   -3.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9236   -4.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0933   -4.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5423   -3.4981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8335   -3.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5390   -1.8580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8313   -2.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1213   -1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355   -1.0408    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
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  5  6  1  0
  6  7  1  0
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  2 12  1  0
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 23 24  1  0
 22 24  1  0
 24 25  2  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761610

   7-[[1-(Cyclopropylmethyl)imidazo[4,5-c]pyridin-6-yl]amino]-4-methylpyrido[3,2-b][1,4]oxazin-3-one

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: 350.38

Molecular Weight (Monoisotopic): 350.1491

AlogP: 2.34

#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: 5.24

CX LogP: 1.10

CX LogD: 1.10

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.78

Np Likeness Score: -1.24

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