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

ID: ALA4751866

PubChem CID: 162653035

Max Phase: Preclinical

Molecular Formula: C22H21N3O3

Molecular Weight: 375.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)N2CCOc3ccc(-c4ccncc4)cc3C2)cc1

Standard InChI:  InChI=1S/C22H21N3O3/c1-27-20-5-3-19(4-6-20)24-22(26)25-12-13-28-21-7-2-17(14-18(21)15-25)16-8-10-23-11-9-16/h2-11,14H,12-13,15H2,1H3,(H,24,26)

Standard InChI Key:  BSYSEKWYVIXZSN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.0329   -3.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0318   -3.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7398   -4.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7380   -2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3256   -4.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6180   -3.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9104   -4.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9093   -5.1089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6217   -5.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3263   -5.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4514   -3.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4467   -3.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0876   -2.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1015   -4.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8921   -2.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9045   -4.2016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2534   -3.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4208   -4.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1304   -5.5988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2275   -4.7045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7438   -5.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4507   -6.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9663   -6.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7739   -6.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0633   -5.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5459   -5.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2911   -7.2360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0017   -8.0002    0.0000 C   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
 24 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751866

   ---

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: 375.43

Molecular Weight (Monoisotopic): 375.1583

AlogP: 4.18

#Rotatable Bonds: 3

Polar Surface Area: 63.69

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.99

CX Basic pKa: 5.16

CX LogP: 2.99

CX LogD: 2.99

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: -1.43

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