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

ID: ALA4785678

PubChem CID: 162667324

Max Phase: Preclinical

Molecular Formula: C27H23N3O2

Molecular Weight: 421.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(-c2ccccc2)c1)N1CCOc2ccc(-c3ccncc3)cc2C1

Standard InChI:  InChI=1S/C27H23N3O2/c31-27(29-25-8-4-7-22(18-25)20-5-2-1-3-6-20)30-15-16-32-26-10-9-23(17-24(26)19-30)21-11-13-28-14-12-21/h1-14,17-18H,15-16,19H2,(H,29,31)

Standard InChI Key:  PRXZVBKBKINRDZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.9504  -15.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6584  -16.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6566  -14.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.8290  -16.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8279  -17.2141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5403  -17.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2449  -17.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3701  -15.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3653  -15.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0062  -14.6471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0201  -16.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.8231  -16.3067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0490  -17.7040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1461  -16.8097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6624  -17.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3693  -18.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8849  -18.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6925  -18.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9820  -17.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4645  -17.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7857  -17.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3039  -18.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1095  -18.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3979  -17.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8746  -16.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0710  -17.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4  1  1  0
  5  6  2  0
  6  7  1  0
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  2  5  1  0
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 25 26  2  0
 26 21  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4785678

   ---

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: 421.50

Molecular Weight (Monoisotopic): 421.1790

AlogP: 5.84

#Rotatable Bonds: 3

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: 13.24

CX Basic pKa: 5.16

CX LogP: 4.80

CX LogD: 4.79

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -1.37

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