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

ID: ALA4753373

PubChem CID: 162653622

Max Phase: Preclinical

Molecular Formula: C21H17ClFN3O2

Molecular Weight: 397.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(F)c(Cl)c1)N1CCOc2ccc(-c3ccncc3)cc2C1

Standard InChI:  InChI=1S/C21H17ClFN3O2/c22-18-12-17(2-3-19(18)23)25-21(27)26-9-10-28-20-4-1-15(11-16(20)13-26)14-5-7-24-8-6-14/h1-8,11-12H,9-10,13H2,(H,25,27)

Standard InChI Key:  IKKOTZMFEYXSSB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.4684   -2.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1765   -2.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747   -1.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7623   -2.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0546   -2.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3471   -2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3460   -3.6355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0584   -4.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630   -3.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8881   -2.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8833   -1.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243   -1.0685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5381   -2.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3288   -1.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3411   -2.7281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6901   -1.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8574   -3.3615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5671   -4.1254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6642   -3.2311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1805   -3.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8874   -4.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4029   -5.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2106   -5.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5000   -4.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9826   -3.7313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3063   -4.2278    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.7278   -5.7625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 25 27  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753373

   ---

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: 397.84

Molecular Weight (Monoisotopic): 397.0993

AlogP: 4.97

#Rotatable Bonds: 2

Polar Surface Area: 54.46

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.36

CX Basic pKa: 5.16

CX LogP: 3.90

CX LogD: 3.89

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -2.03

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