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

ID: ALA4787638

PubChem CID: 162667626

Max Phase: Preclinical

Molecular Formula: C21H18ClN3O2

Molecular Weight: 379.85

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H18ClN3O2/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:  LUPOAJYFMCPOHX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.3487  -15.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0568  -15.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0550  -14.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6426  -15.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9349  -15.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274  -15.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2263  -16.6775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9387  -17.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6433  -16.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7684  -15.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636  -14.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4046  -14.1106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4184  -15.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2091  -14.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2214  -15.7702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704  -15.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7378  -16.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4474  -17.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5445  -16.2731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0608  -16.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7677  -17.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2832  -18.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0909  -18.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3803  -17.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8629  -16.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1866  -17.2698    0.0000 Cl  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
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  2  5  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
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 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:

   

   ALA4787638

   ---

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: 379.85

Molecular Weight (Monoisotopic): 379.1088

AlogP: 4.83

#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: 13.05

CX Basic pKa: 5.16

CX LogP: 3.75

CX LogD: 3.75

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -1.80

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