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

ID: ALA4764668

PubChem CID: 162661589

Max Phase: Preclinical

Molecular Formula: C20H21N5O2

Molecular Weight: 363.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1Oc2cc(Nc3cc4c(cn3)ncn4CC3CC3)ccc2N(C)C1=O

Standard InChI:  InChI=1S/C20H21N5O2/c1-12-20(26)24(2)16-6-5-14(7-18(16)27-12)23-19-8-17-15(9-21-19)22-11-25(17)10-13-3-4-13/h5-9,11-13H,3-4,10H2,1-2H3,(H,21,23)

Standard InChI Key:  JSRHINWXQLPSBQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.6310  -25.9602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6299  -26.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3379  -27.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3361  -25.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0448  -25.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0450  -26.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8237  -27.0280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3047  -26.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8233  -25.7035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0764  -27.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8758  -27.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9219  -27.1878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2145  -26.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197  -25.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5131  -25.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8041  -25.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8061  -26.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5132  -27.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4808  -28.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6504  -27.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0995  -27.1925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3907  -26.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962  -25.5524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3884  -25.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6785  -25.5640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6841  -27.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0926  -24.7352    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
 22 26  1  0
 23 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764668

   ---

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: 363.42

Molecular Weight (Monoisotopic): 363.1695

AlogP: 3.33

#Rotatable Bonds: 4

Polar Surface Area: 72.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.70

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -1.16

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