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

ID: ALA4754434

PubChem CID: 162654686

Max Phase: Preclinical

Molecular Formula: C21H17Cl2N3O2

Molecular Weight: 414.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(Cl)c1Cl)N1CCOc2ccc(-c3ccncc3)cc2C1

Standard InChI:  InChI=1S/C21H17Cl2N3O2/c22-17-2-1-3-18(20(17)23)25-21(27)26-10-11-28-19-5-4-15(12-16(19)13-26)14-6-8-24-9-7-14/h1-9,12H,10-11,13H2,(H,25,27)

Standard InChI Key:  DIVQRWBCIWJRPQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.8367  -29.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8356  -30.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5436  -30.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5419  -29.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1295  -30.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4218  -30.3390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7142  -30.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7132  -31.5644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4255  -31.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1301  -31.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2553  -30.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2505  -29.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8915  -28.9975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9053  -30.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6959  -29.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7083  -30.6571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0573  -29.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2246  -31.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9342  -32.0544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0313  -31.1600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5476  -31.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2545  -32.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7701  -33.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5777  -33.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8672  -32.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3497  -31.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6734  -32.1567    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.6370  -30.8952    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
 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
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4754434

   ---

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: 414.29

Molecular Weight (Monoisotopic): 413.0698

AlogP: 5.48

#Rotatable Bonds: 2

Polar Surface Area: 54.46

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.91

CX Basic pKa: 5.16

CX LogP: 4.36

CX LogD: 4.36

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: -1.77

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