3-(dimethylamino)butyl methylcarbamate

ID: ALA466400

Chembl Id: CHEMBL466400

PubChem CID: 44593550

Max Phase: Preclinical

Molecular Formula: C8H18N2O2

Molecular Weight: 174.24

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3-(Dimethylamino)Butyl Methylcarbamate | CHEMBL466400|3-(Dimethylamino)Butyl Methylcarbamate|BDBM50254538|PD092024

Canonical SMILES:  CNC(=O)OCCC(C)N(C)C

Standard InChI:  InChI=1S/C8H18N2O2/c1-7(10(3)4)5-6-12-8(11)9-2/h7H,5-6H2,1-4H3,(H,9,11)

Standard InChI Key:  VEDPMPOSMIIBBR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA466400

   3-(Dimethylamino)Butyl Methylcarbamate

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: 174.24

Molecular Weight (Monoisotopic): 174.1368

AlogP: 0.68

#Rotatable Bonds: 4

Polar Surface Area: 41.57

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.44

CX LogP: 0.31

CX LogD: -1.72

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.68

Np Likeness Score: -0.36

References

1. Hansen CP, Jensen AA, Balle T, Bitsch-Jensen K, Hassan MM, Liljefors T, Frølund B..  (2009)  Carbamoylcholine analogs as nicotinic acetylcholine receptor agonists--structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC).,  19  (1): [PMID:19027295] [10.1016/j.bmcl.2008.11.011]

2. Hansen CP, Jensen AA, Christensen JK, Balle T, Liljefors T, Frølund B..  (2008)  Novel acetylcholine and carbamoylcholine analogues: development of a functionally selective alpha4beta2 nicotinic acetylcholine receptor agonist.,  51  (23): [PMID:18989912] [10.1021/jm701625v]

3. Bach TB, Jensen AA, Petersen JG, Sørensen TE, Della Volpe S, Liu J, Blaazer AR, van Muijlwijk-Koezen JE, Balle T, Frølund B..  (2015)  Exploration of the molecular architecture of the orthosteric binding site in the α4β2 nicotinic acetylcholine receptor with analogs of 3-(dimethylamino)butyl dimethylcarbamate (DMABC) and 1-(pyridin-3-yl)-1,4-diazepane.,  102  [PMID:26301559] [10.1016/j.ejmech.2015.07.024]

4. de la Fuente Revenga M, Balle T, Jensen AA, Frølund B..  (2015)  Conformationally restrained carbamoylcholine homologues. Synthesis, pharmacology at neuronal nicotinic acetylcholine receptors and biostructural considerations.,  102  [PMID:26298493] [10.1016/j.ejmech.2015.07.029]

Source

Source(1):

• Scientific Literature