N-[4-(4-Cyclobutyl-piperazin-1-yl)phenyl]-2-(morpholin-4-yl)acetamide

ID: ALA4525544

PubChem CID: 155543125

Max Phase: Preclinical

Molecular Formula: C20H30N4O2

Molecular Weight: 358.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CN1CCOCC1)Nc1ccc(N2CCN(C3CCC3)CC2)cc1

Standard InChI:  InChI=1S/C20H30N4O2/c25-20(16-22-12-14-26-15-13-22)21-17-4-6-19(7-5-17)24-10-8-23(9-11-24)18-2-1-3-18/h4-7,18H,1-3,8-16H2,(H,21,25)

Standard InChI Key:  QURUVMRHRAOHBL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.8047  -21.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5195  -22.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2359  -21.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2331  -20.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5176  -20.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9509  -22.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6648  -21.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3799  -22.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6635  -20.7821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0936  -21.6048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8093  -22.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5210  -21.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5239  -20.7874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8090  -20.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0911  -20.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0913  -20.3702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0938  -19.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3834  -19.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6667  -19.5413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6648  -20.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3798  -20.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9547  -19.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7440  -18.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9463  -18.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1571  -19.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  6  1  1  0
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  8  9  1  0
  8 10  2  0
  9 11  1  0
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 11 16  1  0
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 13 14  1  0
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  1 17  1  0
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 20 21  1  0
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 23 24  1  0
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 26 23  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525544

   ---

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: 358.49

Molecular Weight (Monoisotopic): 358.2369

AlogP: 1.63

#Rotatable Bonds: 5

Polar Surface Area: 48.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.39

CX LogP: 1.75

CX LogD: 0.72

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.87

Np Likeness Score: -2.05

References

1. Nirogi R, Shinde A, Mohammed AR, Badange RK, Reballi V, Bandyala TR, Saraf SK, Bojja K, Manchineella S, Achanta PK, Kandukuri KK, Subramanian R, Benade V, Palacharla RC, Jayarajan P, Pandey S, Jasti V..  (2019)  Discovery and Development of N-[4-(1-Cyclobutylpiperidin-4-yloxy)phenyl]-2-(morpholin-4-yl)acetamide Dihydrochloride (SUVN-G3031): A Novel, Potent, Selective, and Orally Active Histamine H₃ Receptor Inverse Agonist with Robust Wake-Promoting Activity.,  62  (3): [PMID:30629436] [10.1021/acs.jmedchem.8b01280]

Source

Source(1):

• Scientific Literature