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

ID: ALA4756931

PubChem CID: 162656305

Max Phase: Preclinical

Molecular Formula: C27H23N3O3

Molecular Weight: 437.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(Oc2ccccc2)c1)N1CCOc2ccc(-c3ccncc3)cc2C1

Standard InChI:  InChI=1S/C27H23N3O3/c31-27(29-23-5-4-8-25(18-23)33-24-6-2-1-3-7-24)30-15-16-32-26-10-9-21(17-22(26)19-30)20-11-13-28-14-12-20/h1-14,17-18H,15-16,19H2,(H,29,31)

Standard InChI Key:  WYIJQVYRDZGFGZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   17.0688  -21.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0677  -22.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7757  -22.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7739  -21.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3615  -22.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6538  -22.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9463  -22.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9452  -23.6443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6576  -24.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3622  -23.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4873  -22.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4825  -21.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1235  -21.0773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1373  -22.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9280  -21.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9403  -22.7369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2893  -21.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4567  -23.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1663  -24.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2634  -23.2399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7797  -23.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4866  -24.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0022  -25.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8098  -25.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0992  -24.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5818  -23.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9055  -24.2366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4240  -24.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1348  -25.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6526  -26.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4598  -26.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7465  -25.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2269  -24.7324    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
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756931

   ---

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: 437.50

Molecular Weight (Monoisotopic): 437.1739

AlogP: 5.97

#Rotatable Bonds: 4

Polar Surface Area: 63.69

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.94

CX Basic pKa: 5.16

CX LogP: 4.65

CX LogD: 4.65

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.43

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