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

ID: ALA4760456

PubChem CID: 162658012

Max Phase: Preclinical

Molecular Formula: C22H21N3O3

Molecular Weight: 375.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1NC(=O)N1CCOc2ccc(-c3ccncc3)cc2C1

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

Standard InChI Key:  UFNFXBOYDFUPDL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.2523   -2.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2512   -3.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9592   -3.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9574   -1.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5450   -3.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8374   -3.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1298   -3.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1287   -4.3701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8411   -4.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5457   -4.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6708   -3.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6661   -2.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3070   -1.8032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3209   -3.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1115   -1.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1239   -3.4628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4728   -2.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6402   -4.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3498   -4.8600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4469   -3.9657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9632   -4.5991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6701   -5.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1857   -5.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9933   -5.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2827   -5.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7653   -4.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0526   -3.7009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8588   -3.5672    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
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760456

   ---

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: 11.85

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: -1.52

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