N-[4-(1-Cyclobutylpiperidin-4-yloxy)-2-methylphenyl]-2-(2(R)-methylpyrrolidin-1-yl)acetamide

ID: ALA4521909

PubChem CID: 60197085

Max Phase: Preclinical

Molecular Formula: C23H35N3O2

Molecular Weight: 385.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(OC2CCN(C3CCC3)CC2)ccc1NC(=O)CN1CCC[C@H]1C

Standard InChI:  InChI=1S/C23H35N3O2/c1-17-15-21(28-20-10-13-25(14-11-20)19-6-3-7-19)8-9-22(17)24-23(27)16-26-12-4-5-18(26)2/h8-9,15,18-20H,3-7,10-14,16H2,1-2H3,(H,24,27)/t18-/m1/s1

Standard InChI Key:  VUXSSTNMCQWMII-GOSISDBHSA-N

Molfile:  

 
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   21.8921  -13.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   24.7518  -15.3006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   25.4644  -14.0620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8946  -14.8847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0150  -15.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8112  -16.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7468  -13.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6462  -15.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1973  -14.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7836  -13.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9770  -14.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3621  -13.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4521909

   N-[4-(1-cyclobutylpiperidin-4-yl)oxy-2-methylphenyl]-2-[(2R)-2-methylpyrrolidin-1-yl]acetamide

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: 385.55

Molecular Weight (Monoisotopic): 385.2729

AlogP: 3.81

#Rotatable Bonds: 6

Polar Surface Area: 44.81

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.14

CX LogP: 3.22

CX LogD: 1.07

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.81

Np Likeness Score: -1.39

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