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

ID: ALA4744210

PubChem CID: 162647230

Max Phase: Preclinical

Molecular Formula: C21H18FN3O2

Molecular Weight: 363.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(F)cc1)N1CCOc2ccc(-c3ccncc3)cc2C1

Standard InChI:  InChI=1S/C21H18FN3O2/c22-18-2-4-19(5-3-18)24-21(26)25-11-12-27-20-6-1-16(13-17(20)14-25)15-7-9-23-10-8-15/h1-10,13H,11-12,14H2,(H,24,26)

Standard InChI Key:  FURXPGXFOFXDJB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.4778   -8.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767   -9.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1847   -9.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1829   -7.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706   -9.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0629   -9.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3553   -9.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542  -10.2762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666  -10.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712  -10.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8964   -9.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8916   -8.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5325   -7.7093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5464   -9.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3370   -7.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3494   -9.3688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6984   -8.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8657  -10.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5753  -10.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6724   -9.8718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1887  -10.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8956  -11.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4112  -11.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2188  -11.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5083  -11.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9908  -10.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7360  -12.4033    0.0000 F   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
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 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
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744210

   ---

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: 363.39

Molecular Weight (Monoisotopic): 363.1383

AlogP: 4.31

#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: 13.67

CX Basic pKa: 5.16

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -1.77

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