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

ID: ALA4756319

PubChem CID: 162655529

Max Phase: Preclinical

Molecular Formula: C22H18F3N3O2

Molecular Weight: 413.40

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H18F3N3O2/c23-22(24,25)18-2-1-3-19(13-18)27-21(29)28-10-11-30-20-5-4-16(12-17(20)14-28)15-6-8-26-9-7-15/h1-9,12-13H,10-11,14H2,(H,27,29)

Standard InChI Key:  FDJUZSJNAVXCHM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.6388  -21.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377  -22.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3457  -23.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3439  -21.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9315  -23.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2238  -22.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5163  -23.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5152  -23.9538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0573  -22.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0525  -21.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6935  -21.3869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7073  -23.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5103  -23.0465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8593  -22.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7363  -24.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8334  -23.5494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3497  -24.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0566  -24.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5722  -25.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3798  -25.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6692  -24.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1518  -24.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9940  -25.1777    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  4  5  2  0
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  6 14  2  0
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  9 10  1  0
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  5  8  1  0
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 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:

   

   ALA4756319

   ---

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: 413.40

Molecular Weight (Monoisotopic): 413.1351

AlogP: 5.19

#Rotatable Bonds: 2

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: 13.13

CX Basic pKa: 5.16

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.63

Np Likeness Score: -1.75

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