7-(1-(cyclopropylmethyl)-5-fluoro-4-methyl-1H-benzo[d]imidazol-6-ylamino)-4-methyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

ID: ALA4744361

PubChem CID: 118288325

Max Phase: Preclinical

Molecular Formula: C20H20FN5O2

Molecular Weight: 381.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(F)c(Nc2cnc3c(c2)OCC(=O)N3C)cc2c1ncn2CC1CC1

Standard InChI:  InChI=1S/C20H20FN5O2/c1-11-18(21)14(6-15-19(11)23-10-26(15)8-12-3-4-12)24-13-5-16-20(22-7-13)25(2)17(27)9-28-16/h5-7,10,12,24H,3-4,8-9H2,1-2H3

Standard InChI Key:  FGOCVDXNGWYAMP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.6743  -18.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6731  -19.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3812  -19.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3794  -17.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0880  -18.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0883  -19.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8669  -19.4133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3480  -18.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8665  -18.0887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1197  -20.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9191  -20.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9651  -19.5731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2577  -19.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2629  -18.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5564  -17.9378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8474  -18.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8493  -19.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5565  -19.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5240  -20.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6937  -20.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1427  -19.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4339  -19.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1394  -17.9376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4317  -18.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7218  -17.9492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1359  -17.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9665  -17.9371    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.3732  -17.1156    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
  1 27  1  0
  4 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744361

   7-((1-(Cyclopropylmethyl)-5-fluoro-4-methyl-1H-benzo[d]imidazol-6-yl)amino)-4-methyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-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: 381.41

Molecular Weight (Monoisotopic): 381.1601

AlogP: 3.39

#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: 6.40

CX LogP: 2.38

CX LogD: 2.35

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: -1.28

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