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

ID: ALA4800521

PubChem CID: 162676597

Max Phase: Preclinical

Molecular Formula: C19H18FN5O2

Molecular Weight: 367.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)COc2cc(Nc3cc4c(cc3F)ncn4CC3CC3)cnc21

Standard InChI:  InChI=1S/C19H18FN5O2/c1-24-18(26)9-27-17-4-12(7-21-19(17)24)23-14-6-16-15(5-13(14)20)22-10-25(16)8-11-2-3-11/h4-7,10-11,23H,2-3,8-9H2,1H3

Standard InChI Key:  QPFNICYWQZAOPO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
    6.5774  -17.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5762  -18.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2843  -19.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2825  -17.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9911  -17.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9914  -18.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7700  -19.0088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2511  -18.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7696  -17.6843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0228  -19.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8222  -19.9556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8682  -19.1686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1608  -18.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1660  -17.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4595  -17.5333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7504  -17.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7524  -18.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596  -19.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4271  -20.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5968  -19.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0458  -19.1733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3370  -18.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0425  -17.5332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3348  -17.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6249  -17.5447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0390  -16.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8696  -17.5326    0.0000 F   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
M  END

Alternative Forms

1. Parent:

   

   ALA4800521

   ---

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: 367.38

Molecular Weight (Monoisotopic): 367.1445

AlogP: 3.08

#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: 5.99

CX LogP: 1.87

CX LogD: 1.85

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -1.63

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