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

ID: ALA4779820

PubChem CID: 162663561

Max Phase: Preclinical

Molecular Formula: C21H19N3O2

Molecular Weight: 345.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1)N1CCOc2ccc(-c3ccncc3)cc2C1

Standard InChI:  InChI=1S/C21H19N3O2/c25-21(23-19-4-2-1-3-5-19)24-12-13-26-20-7-6-17(14-18(20)15-24)16-8-10-22-11-9-16/h1-11,14H,12-13,15H2,(H,23,25)

Standard InChI Key:  UAEFPHNMFTWWBW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    3.0073   -1.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062   -2.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7142   -3.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -1.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3001   -3.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5924   -2.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8848   -3.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8837   -3.8749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5961   -4.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007   -3.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259   -2.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4211   -1.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0620   -1.3079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0759   -3.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8665   -1.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8789   -2.9675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2278   -2.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3952   -3.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1048   -4.3648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2019   -3.4705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7182   -4.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4251   -4.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9407   -5.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7483   -5.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0378   -4.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5203   -3.9707    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
M  END

Alternative Forms

1. Parent:

   

   ALA4779820

   ---

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: 345.40

Molecular Weight (Monoisotopic): 345.1477

AlogP: 4.18

#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: 13.38

CX Basic pKa: 5.16

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -1.53

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