N-(2-fluorophenyl)-7-(pyridin-4-yl)-2,3-dihydrobenzo[f][1,4]oxazepine-4(5H)-carboxamide

ID: ALA4781462

PubChem CID: 162664227

Max Phase: Preclinical

Molecular Formula: C21H18FN3O2

Molecular Weight: 363.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1F)N1CCOc2ccc(-c3ccncc3)cc2C1

Standard InChI:  InChI=1S/C21H18FN3O2/c22-18-3-1-2-4-19(18)24-21(26)25-11-12-27-20-6-5-16(13-17(20)14-25)15-7-9-23-10-8-15/h1-10,13H,11-12,14H2,(H,24,26)

Standard InChI Key:  SWCCJWZJURVVSG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.8964   -3.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8953   -3.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6033   -4.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6016   -2.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1892   -4.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4815   -3.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7739   -4.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7729   -5.0594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4852   -5.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1899   -5.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3150   -3.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3102   -3.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9512   -2.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9650   -4.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7556   -2.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7680   -4.1520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1170   -3.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2843   -4.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9939   -5.5493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0910   -4.6550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6074   -5.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3142   -6.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8298   -6.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6374   -6.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9269   -5.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4094   -5.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6967   -4.3902    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 11  2  0
 12  4  2  0
  4  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2  5  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 13 15  1  0
 14 16  1  0
 15 17  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781462

   ---

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: 363.39

Molecular Weight (Monoisotopic): 363.1383

AlogP: 4.31

#Rotatable Bonds: 2

Polar Surface Area: 54.46

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.40

CX Basic pKa: 5.16

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -1.84

References

1. Wilson JE,Kurukulasuriya R,Sinz C,Lombardo M,Bender K,Parker D,Sherer EC,Costa M,Dingley K,Li X,Mitelman S,Tong S,Bugianesi R,Ehrhardt A,Priest B,Ratliff K,Ujjainwalla F,Nargund R,Hagmann WK,Edmondson S.  (2016)  Discovery and development of benzo-[1,2,4]-triazolo-[1,4]-oxazepine GPR142 agonists for the treatment of diabetes.,  26  (12.0): [PMID:27240550] [10.1016/j.bmcl.2016.04.018]

Source

Source(1):

• Scientific Literature