US9168248, 9

ID: ALA3984902

PubChem CID: 58564277

Max Phase: Preclinical

Molecular Formula: C18H17N7O4S

Molecular Weight: 427.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cn1nnc(-c2cnc(N3CCC4(CC3)NC(=O)c3ccccc3O4)s2)n1

Standard InChI:  InChI=1S/C18H17N7O4S/c26-14(27)10-25-22-15(21-23-25)13-9-19-17(30-13)24-7-5-18(6-8-24)20-16(28)11-3-1-2-4-12(11)29-18/h1-4,9H,5-8,10H2,(H,20,28)(H,26,27)

Standard InChI Key:  ZWSJMIXLKNUYHN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    2.1437   -7.9797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9671   -8.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6223  -10.0021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4274   -8.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8578   -7.0713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2725   -6.5725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2352   -5.0730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092   -4.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9463   -5.8801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9511   -0.8815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.9815    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1406    2.0490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6406    2.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2406    3.0882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3906    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8906    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6405   -0.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8905   -1.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3905   -1.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6405   -0.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1405   -0.5490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 22 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
 29 30  1  0
 30 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3984902

   2-[5-[2-(4-oxospiro[3H-1,3-benzoxazine-2,4'-piperidine]-1'-yl)-1,3-thiazol-5-yl]tetrazol-2-yl]acetic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 427.45

Molecular Weight (Monoisotopic): 427.1063

AlogP: 1.00

#Rotatable Bonds: 4

Polar Surface Area: 135.36

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.43

CX Basic pKa: 1.30

CX LogP: 2.39

CX LogD: -1.05

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.33

References

1.  (2015)  Spiro compounds useful as inhibitors of stearoyl-coenzyme A delta-9 desaturase, 

Source

Source(1):

• BindingDB Database