2-[1-[1-[4-[5-(trifluoromethyl)-2-thienyl]benzoyl]azetidin-3-yl]azetidin-3-yl]isoindolin-1-one

ID: ALA4642828

PubChem CID: 56925271

Max Phase: Preclinical

Molecular Formula: C26H22F3N3O2S

Molecular Weight: 497.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(-c2ccc(C(F)(F)F)s2)cc1)N1CC(N2CC(N3Cc4ccccc4C3=O)C2)C1

Standard InChI:  InChI=1S/C26H22F3N3O2S/c27-26(28,29)23-10-9-22(35-23)16-5-7-17(8-6-16)24(33)31-12-19(13-31)30-14-20(15-30)32-11-18-3-1-2-4-21(18)25(32)34/h1-10,19-20H,11-15H2

Standard InChI Key:  MULBVLQEOVAYOP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 35 40  0  0  0  0  0  0  0  0999 V2000
   31.6605  -12.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0823  -13.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6657  -13.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2439  -13.4103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0669  -13.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6502  -13.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2284  -13.4016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6451  -12.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0456  -13.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4602  -14.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4539  -12.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2593  -13.4190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0503  -14.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4642  -15.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2763  -14.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7731  -12.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7790  -14.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9951  -13.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9917  -13.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2792  -12.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5696  -13.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5770  -13.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2900  -14.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0210  -11.9800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6926  -14.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2923  -15.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7090  -16.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3847  -16.9736    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.9978  -17.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7011  -17.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5226  -16.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9210  -18.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1781  -18.6678    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.5872  -18.8007    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.9139  -19.1421    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  1  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  5  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  2 12  1  0
 10 13  2  0
 13 14  1  0
 14 26  2  0
 25 15  2  0
 15 10  1  0
 12 16  1  0
 16 19  1  0
 18 17  1  0
 17 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 16 24  2  0
 25 26  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 27  2  0
 26 27  1  0
 29 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4642828

   2-[1-[1-[4-[5-(trifluoromethyl)thiophen-2-yl]benzoyl]azetidin-3-yl]azetidin-3-yl]-3H-isoindol-1-one

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: 497.54

Molecular Weight (Monoisotopic): 497.1385

AlogP: 4.60

#Rotatable Bonds: 4

Polar Surface Area: 43.86

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.12

CX LogP: 4.35

CX LogD: 4.35

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.53

Np Likeness Score: -0.81

References

1. Zhu B, Connolly PJ, Zhang SP, Chevalier KM, Milligan CM, Flores CM, Macielag MJ..  (2020)  The discovery of diazetidinyl diamides as potent and reversible inhibitors of monoacylglycerol lipase (MAGL).,  30  (12): [PMID:32334914] [10.1016/j.bmcl.2020.127198]

Source

Source(1):

• Scientific Literature