3-(3-(4,5-Dihydro-1H-imidazol-2-yl)phenyl)-5-(thiophen-2-yl)-1,2,4-oxadiazole

ID: ALA4476431

PubChem CID: 155538450

Max Phase: Preclinical

Molecular Formula: C15H12N4OS

Molecular Weight: 296.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1cc(C2=NCCN2)cc(-c2noc(-c3cccs3)n2)c1

Standard InChI:  InChI=1S/C15H12N4OS/c1-3-10(13-16-6-7-17-13)9-11(4-1)14-18-15(20-19-14)12-5-2-8-21-12/h1-5,8-9H,6-7H2,(H,16,17)

Standard InChI Key:  STWBGRSXIAHZNN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   26.2189  -18.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2177  -18.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9258  -19.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6354  -18.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6326  -18.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9240  -17.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5110  -17.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4254  -16.8775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6260  -16.7078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2175  -17.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7646  -18.0227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3384  -17.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0862  -18.0100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6307  -17.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2194  -16.6945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4208  -16.8675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4466  -17.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9300  -18.0576    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.7059  -17.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7056  -16.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9295  -16.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
  1  7  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 12  2  0
  5 12  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476431

   ---

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: 296.36

Molecular Weight (Monoisotopic): 296.0732

AlogP: 2.81

#Rotatable Bonds: 3

Polar Surface Area: 63.31

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.94

CX LogP: 3.25

CX LogD: 1.75

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: -1.99

References

1. Shetnev A, Osipyan A, Baykov S, Sapegin A, Chirkova Z, Korsakov M, Petzer A, Engelbrecht I, Petzer JP..  (2019)  Novel monoamine oxidase inhibitors based on the privileged 2-imidazoline molecular framework.,  29  (1): [PMID:30455149] [10.1016/j.bmcl.2018.11.018]

Source

Source(1):

• Scientific Literature