1-(7-(pyridin-4-yl)-2,3-dihydrobenzo[f][1,4]oxazepin-4(5H)-yl)-2-(3-(trifluoromethyl)phenyl)ethanone

ID: ALA4781022

PubChem CID: 162663630

Max Phase: Preclinical

Molecular Formula: C23H19F3N2O2

Molecular Weight: 412.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cc1cccc(C(F)(F)F)c1)N1CCOc2ccc(-c3ccncc3)cc2C1

Standard InChI:  InChI=1S/C23H19F3N2O2/c24-23(25,26)20-3-1-2-16(12-20)13-22(29)28-10-11-30-21-5-4-18(14-19(21)15-28)17-6-8-27-9-7-17/h1-9,12,14H,10-11,13,15H2

Standard InChI Key:  HQEUKJIRGINGJB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.5058   -4.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2114   -4.4002    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.6697   -2.1791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6685   -2.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3766   -3.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3748   -1.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9624   -3.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2547   -2.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5472   -3.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5461   -4.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   17.0882   -2.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0834   -2.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7244   -1.6546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7382   -3.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5289   -1.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5412   -3.3142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8902   -2.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0575   -3.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7671   -4.7115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8642   -3.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3806   -4.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0874   -5.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6030   -5.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4107   -5.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7001   -4.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1827   -4.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0249   -5.4454    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6 14  2  0
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  7  4  1  0
  8  9  2  0
  9 10  1  0
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 12 13  2  0
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  5  8  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 16 18  1  0
 17 19  1  0
 18 20  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 28  2  1  0
  2 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781022

   ---

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: 412.41

Molecular Weight (Monoisotopic): 412.1399

AlogP: 4.73

#Rotatable Bonds: 3

Polar Surface Area: 42.43

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.16

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.47

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