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

ID: ALA4792959

PubChem CID: 162671374

Max Phase: Preclinical

Molecular Formula: C21H18FN3O2

Molecular Weight: 363.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(F)c1)N1CCOc2ccc(-c3ccncc3)cc2C1

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

Standard InChI Key:  MPAVXYLHUSVJHL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   28.2949   -9.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2937  -10.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0018  -10.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0000   -9.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5876  -10.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8799  -10.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1724  -10.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1713  -11.6712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8836  -12.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5883  -11.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7134  -10.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7086   -9.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3496   -9.1043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3634  -10.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1540   -9.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1664  -10.7638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5154  -10.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6827  -11.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3923  -12.1611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4894  -11.2668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0058  -11.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7126  -12.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2282  -13.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0359  -13.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3253  -12.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8079  -11.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1315  -12.2635    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
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4792959

   ---

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: 12.83

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: -1.86

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