1-methylpiperidin-4-yl 3,4-dimethoxyphenethyl(phenyl)carbamate

ID: ALA4516350

PubChem CID: 155540315

Max Phase: Preclinical

Molecular Formula: C23H30N2O4

Molecular Weight: 398.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CCN(C(=O)OC2CCN(C)CC2)c2ccccc2)cc1OC

Standard InChI:  InChI=1S/C23H30N2O4/c1-24-14-12-20(13-15-24)29-23(26)25(19-7-5-4-6-8-19)16-11-18-9-10-21(27-2)22(17-18)28-3/h4-10,17,20H,11-16H2,1-3H3

Standard InChI Key:  KYIAOTGZEXVAKQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.3008   -2.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0088   -2.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7185   -2.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7156   -1.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0070   -0.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0086   -3.3994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3008   -3.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3006   -4.6250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5932   -3.3990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7162   -3.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4240   -3.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1316   -3.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1275   -4.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8343   -5.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5431   -4.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5407   -3.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8333   -3.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2470   -3.3914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9561   -3.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2512   -5.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9585   -4.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8854   -3.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1771   -3.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4714   -3.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4670   -4.6162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1744   -5.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8863   -4.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7576   -5.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
  4  5  1  0
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  8  9  2  0
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 19 20  1  0
 16 21  1  0
 21 22  1  0
 10 23  1  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4516350

   ---

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: 398.50

Molecular Weight (Monoisotopic): 398.2206

AlogP: 3.98

#Rotatable Bonds: 7

Polar Surface Area: 51.24

Molecular Species: BASE

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.68

CX LogP: 3.42

CX LogD: 2.12

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -0.62

References

1. Lee NR, Gujarathi S, Bommagani S, Siripurapu K, Zheng G, Dwoskin LP..  (2019)  Muscarinic agonist, (±)-quinuclidin-3-yl-(4-fluorophenethyl)(phenyl)carbamate: High affinity, but low subtype selectivity for human M1 - M5 muscarinic acetylcholine receptors.,  29  (3): [PMID:30554957] [10.1016/j.bmcl.2018.12.022]

Source

Source(1):

• Scientific Literature