(5-(6-(2H-spiro[benzofuran-3,3'-pyrrolidine]-1'-yl)pyridazin-3-yl)-1,2,4-oxadiazol-3-yl)methanol

ID: ALA4075104

PubChem CID: 68556493

Max Phase: Preclinical

Molecular Formula: C18H17N5O3

Molecular Weight: 351.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCc1noc(-c2ccc(N3CCC4(COc5ccccc54)C3)nn2)n1

Standard InChI:  InChI=1S/C18H17N5O3/c24-9-15-19-17(26-22-15)13-5-6-16(21-20-13)23-8-7-18(10-23)11-25-14-4-2-1-3-12(14)18/h1-6,24H,7-11H2

Standard InChI Key:  BMEXGPOTTUHAQD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
   18.4261   -6.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8306   -6.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6268   -6.7009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9264   -7.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7436   -7.9491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9980   -7.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3350   -6.6902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6763   -7.1724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4453   -8.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6327   -8.5231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7756   -6.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3783   -7.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1552   -7.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3268   -6.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7154   -5.8696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9408   -6.1234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1040   -6.1657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7668   -6.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1754   -5.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3583   -5.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9724   -5.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7137   -5.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3717   -5.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2896   -4.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5438   -4.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8890   -4.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 22  1  0
 21  1  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  4  2  0
  4  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
 17 18  1  0
 18  1  1  0
  1 19  1  0
 19 20  1  0
 20 17  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
M  END

Alternative Forms

1. Parent:

   

   ALA4075104

   [5-(6-spiro[2H-1-benzofuran-3,3'-pyrrolidine]-1'-ylpyridazin-3-yl)-1,2,4-oxadiazol-3-yl]methanol

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: 351.37

Molecular Weight (Monoisotopic): 351.1331

AlogP: 1.56

#Rotatable Bonds: 3

Polar Surface Area: 97.40

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.20

CX Basic pKa: 1.43

CX LogP: 1.81

CX LogD: 1.81

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -1.15

References

1. Imamura K, Tomita N, Kawakita Y, Ito Y, Ono K, Nii N, Miyazaki T, Yonemori K, Tawada M, Sumi H, Satoh Y, Yamamoto Y, Miyahisa I, Sasaki M, Satomi Y, Hirayama M, Nishigaki R, Maezaki H..  (2017)  Discovery of Novel and Potent Stearoyl Coenzyme A Desaturase 1 (SCD1) Inhibitors as Anticancer Agents.,  25  (14): [PMID:28571972] [10.1016/j.bmc.2017.05.016]

Source

Source(1):

• Scientific Literature