N-Methyl-N-(1-methyl-4-pyrrolidin-1-yl-but-2-ynyl)-acetamide

ID: ALA310852

Chembl Id: CHEMBL310852

Cas Number: 83481-69-0

PubChem CID: 55005

Max Phase: Preclinical

Molecular Formula: C12H20N2O

Molecular Weight: 208.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N(C)C(C)C#CCN1CCCC1

Standard InChI:  InChI=1S/C12H20N2O/c1-11(13(3)12(2)15)7-6-10-14-8-4-5-9-14/h11H,4-5,8-10H2,1-3H3

Standard InChI Key:  VHYUYQHTMPWAPK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA310852

   N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 208.30

Molecular Weight (Monoisotopic): 208.1576

AlogP: 0.95

#Rotatable Bonds: 2

Polar Surface Area: 23.55

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.14

CX LogP: 0.73

CX LogD: -0.08

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.63

Np Likeness Score: -0.64

References

1. Moon MW, Chidester CG, Heier RF, Morris JK, Collins RJ, Russell RR, Francis JW, Sage GP, Sethy VH..  (1991)  Cholinergic activity of acetylenic imidazoles and related compounds.,  34  (8): [PMID:1875333] [10.1021/jm00112a002]

2. Nilsson BM, Vargas HM, Ringdahl B, Hacksell U..  (1992)  Phenyl-substituted analogues of oxotremorine as muscarinic antagonists.,  35  (2): [PMID:1732545] [10.1021/jm00080a013]

3. Trybulski EJ, Kramss RH, Mangano RM, Rusinko A..  (1990)  Chemical and biochemical studies of 2-propynylpyrrolidine derivatives. Restricted-rotation analogues of N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide (BM-5).,  33  (12): [PMID:2258905] [10.1021/jm00174a015]

4. Nilsson BM, Vargas HM, Hacksell U..  (1992)  Urea and 2-imidazolidone derivatives of the muscarinic agents oxotremorine and N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide.,  35  (17): [PMID:1507212] [10.1021/jm00095a025]

5. Trybulski EJ, Zhang J, Kramss RH, Mangano RM..  (1993)  The synthesis and biochemical pharmacology of enantiomerically pure methylated oxotremorine derivatives.,  36  (23): [PMID:8246221] [10.1021/jm00075a007]

6. Nilsson BM, Ringdahl B, Hacksell U..  (1988)  Derivatives of the muscarinic agent N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide.,  31  (3): [PMID:3346873] [10.1021/jm00398a015]

7. Ringdahl B..  (1988)  5-Methyl-2-pyrrolidone analogues of oxotremorine as selective muscarinic agonists.,  31  (3): [PMID:3346881] [10.1021/jm00398a031]

8. Bradbury BJ, Baumgold J, Jacobson KA..  (1990)  Functionalized congener approach for the design of novel muscarinic agents. Synthesis and pharmacological evaluation of N-methyl-N-[4-(1-pyrrolidinyl)-2-butynyl] amides.,  33  (2): [PMID:2153827] [10.1021/jm00164a044]

9. Lundkvist JR, Ringdahl B, Hacksell U..  (1989)  Conformationally restricted analogues of the muscarinic agent N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide.,  32  (4): [PMID:2704032] [10.1021/jm00124a022]

Source

Source(1):

• Scientific Literature