US9168248, 42

ID: ALA3979824

PubChem CID: 46871588

Max Phase: Preclinical

Molecular Formula: C20H22N6O3S

Molecular Weight: 426.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc2c1CCC1(CCN(c3ncc(-c4nnn(CC(=O)O)n4)s3)CC1)O2

Standard InChI:  InChI=1S/C20H22N6O3S/c1-13-3-2-4-15-14(13)5-6-20(29-15)7-9-25(10-8-20)19-21-11-16(30-19)18-22-24-26(23-18)12-17(27)28/h2-4,11H,5-10,12H2,1H3,(H,27,28)

Standard InChI Key:  ZGNDLGFUYNRRBQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    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
   -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
   -2.5981   -1.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1438   -3.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8938   -4.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1438   -5.6774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6438   -5.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8938   -4.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8942   -6.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3748   -7.1173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6843   -8.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3841   -9.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2710   -8.3275    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2248  -10.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2571  -11.8893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5396  -13.2065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0651  -12.9312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9747  -13.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5369  -13.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636  -14.3515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2604  -12.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8713  -11.4437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0000    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  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  8  1  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 22 27  1  0
 27 19  2  0
  8 28  1  0
 28 29  1  0
 29 30  1  0
 30  2  1  0
 30  6  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3979824

   2-[5-[2-(5-Methylspiro[3,4-dihydrochromene-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: 426.50

Molecular Weight (Monoisotopic): 426.1474

AlogP: 2.55

#Rotatable Bonds: 4

Polar Surface Area: 106.26

Molecular Species: ACID

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.43

CX Basic pKa: 1.30

CX LogP: 3.48

CX LogD: 0.04

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -1.31

References

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

Source

Source(1):

• BindingDB Database