N-[1-[1-[3-chloro-6-(trifluoromethyl)benzothiophene-2-carbonyl]azetidin-3-yl]azetidin-3-yl]thiazole-4-carboxamide

ID: ALA4649126

PubChem CID: 56925155

Max Phase: Preclinical

Molecular Formula: C20H16ClF3N4O2S2

Molecular Weight: 500.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NC1CN(C2CN(C(=O)c3sc4cc(C(F)(F)F)ccc4c3Cl)C2)C1)c1cscn1

Standard InChI:  InChI=1S/C20H16ClF3N4O2S2/c21-16-13-2-1-10(20(22,23)24)3-15(13)32-17(16)19(30)28-6-12(7-28)27-4-11(5-27)26-18(29)14-8-31-9-25-14/h1-3,8-9,11-12H,4-7H2,(H,26,29)

Standard InChI Key:  PLDKGFRZXVZDGP-UHFFFAOYSA-N

Molfile:  

 
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   10.1357  -13.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9274  -13.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1365  -12.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5557  -11.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0350  -10.7834    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.5070  -13.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2979  -14.5685    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.2957  -13.5646    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.0845  -14.3545    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4649126

   N-[1-[1-[3-chloro-6-(trifluoromethyl)-1-benzothiophene-2-carbonyl]azetidin-3-yl]azetidin-3-yl]-1,3-thiazole-4-carboxamide

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: 500.96

Molecular Weight (Monoisotopic): 500.0355

AlogP: 3.97

#Rotatable Bonds: 4

Polar Surface Area: 65.54

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.22

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.59

Np Likeness Score: -2.10

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