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

ID: ALA4763234

PubChem CID: 162660699

Max Phase: Preclinical

Molecular Formula: C22H18N4O2

Molecular Weight: 370.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(NC(=O)N2CCOc3ccc(-c4ccncc4)cc3C2)c1

Standard InChI:  InChI=1S/C22H18N4O2/c23-14-16-2-1-3-20(12-16)25-22(27)26-10-11-28-21-5-4-18(13-19(21)15-26)17-6-8-24-9-7-17/h1-9,12-13H,10-11,15H2,(H,25,27)

Standard InChI Key:  ZMKWHQJUHAUIFS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.2760  -16.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9840  -16.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9823  -15.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5699  -16.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8622  -16.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1546  -16.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1536  -17.7919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8659  -18.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5706  -17.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6957  -16.5661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6909  -15.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3319  -15.2249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3457  -17.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1363  -15.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1487  -16.8845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4977  -16.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6650  -17.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3746  -18.2818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4717  -17.3875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9880  -18.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6949  -18.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2105  -19.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0181  -19.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3076  -18.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7901  -17.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1129  -18.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9192  -18.2494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 11  2  0
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  4  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
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  9 10  2  0
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  2  5  1  0
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 12 13  1  0
 11 14  1  0
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 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
 27 28  3  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763234

   ---

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: 370.41

Molecular Weight (Monoisotopic): 370.1430

AlogP: 4.05

#Rotatable Bonds: 2

Polar Surface Area: 78.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.02

CX Basic pKa: 5.16

CX LogP: 3.01

CX LogD: 3.00

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.74

Np Likeness Score: -1.91

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