(S)-6-methyl-5-(4-propoxy-3-(trifluoromethyl)phenyl)-3,6-dihydro-2H-1,3,4-oxadiazin-2-one

ID: ALA4877229

PubChem CID: 154663839

Max Phase: Preclinical

Molecular Formula: C14H15F3N2O3

Molecular Weight: 316.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(C2=NNC(=O)O[C@H]2C)cc1C(F)(F)F

Standard InChI:  InChI=1S/C14H15F3N2O3/c1-3-6-21-11-5-4-9(7-10(11)14(15,16)17)12-8(2)22-13(20)19-18-12/h4-5,7-8H,3,6H2,1-2H3,(H,19,20)/t8-/m0/s1

Standard InChI Key:  ALOSYUZXDLJDEX-QMMMGPOBSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   17.1982   -5.5676    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.4057   -5.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6217   -6.1492    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8522   -4.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6986   -3.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6974   -4.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4096   -4.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1234   -4.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1205   -3.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4078   -2.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8283   -2.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5415   -3.2951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2497   -2.8873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2509   -2.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5377   -1.6534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8233   -2.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9627   -1.6529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1103   -1.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9894   -4.5376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2779   -4.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5657   -4.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6975   -5.7682    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  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
 11 12  2  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  9 11  1  0
 14 17  2  0
 16 18  1  6
  6 19  1  0
 19 20  1  0
 20 21  1  0
 21  4  1  0
  7  2  1  0
  2 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877229

   ---

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: 316.28

Molecular Weight (Monoisotopic): 316.1035

AlogP: 3.33

#Rotatable Bonds: 4

Polar Surface Area: 59.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.52

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.93

Np Likeness Score: -0.70

References

1. Sabnis RW..  (2021)  Novel Dihydrooxadiazinones as PDE3 Inhibitors for Treating Cancer.,  12  (7.0): [PMID:34267873] [10.1021/acsmedchemlett.1c00317]

Source

Source(1):

• Scientific Literature