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

ID: ALA4781458

PubChem CID: 162664225

Max Phase: Preclinical

Molecular Formula: C22H19N5O2

Molecular Weight: 385.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(NC(=O)N2CCOc3ccc(-c4ccnc(N)c4)cc3C2)c1

Standard InChI:  InChI=1S/C22H19N5O2/c23-13-15-2-1-3-19(10-15)26-22(28)27-8-9-29-20-5-4-16(11-18(20)14-27)17-6-7-25-21(24)12-17/h1-7,10-12H,8-9,14H2,(H2,24,25)(H,26,28)

Standard InChI Key:  PWFUQVAPDVWAQX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.2166  -29.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2155  -30.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9235  -31.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9217  -29.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5093  -31.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017  -30.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0941  -31.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930  -31.9772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8054  -32.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5100  -31.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6351  -30.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6303  -29.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2713  -29.4102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2851  -31.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0758  -29.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0881  -31.0698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4371  -30.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6045  -31.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3141  -32.4671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4112  -31.5728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9275  -32.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6344  -32.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1500  -33.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9576  -33.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2470  -32.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7296  -32.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3869  -30.7496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0524  -32.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8586  -32.4346    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
 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
  7 27  1  0
 28 29  3  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781458

   ---

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: 385.43

Molecular Weight (Monoisotopic): 385.1539

AlogP: 3.63

#Rotatable Bonds: 2

Polar Surface Area: 104.27

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.02

CX Basic pKa: 6.89

CX LogP: 2.77

CX LogD: 2.66

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: -1.43

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