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

ID: ALA4559952

PubChem CID: 155510347

Max Phase: Preclinical

Molecular Formula: C23H30N2O4

Molecular Weight: 398.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CCN(C(=O)OC2CCCN(C)C2)c2ccccc2)cc1OC

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

Standard InChI Key:  RXRKWRRWTOGCKS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.0771   -2.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7852   -2.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4948   -2.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4920   -1.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7834   -1.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7850   -3.6594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0772   -4.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0770   -4.8850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3695   -3.6591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4926   -4.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2004   -3.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9080   -4.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9039   -4.8836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6107   -5.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3194   -4.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3170   -4.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6097   -3.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0234   -3.6515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7324   -4.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0276   -5.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7349   -4.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6617   -4.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9534   -3.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2477   -4.0587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2433   -4.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9508   -5.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6626   -4.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5417   -3.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  3  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 17 19  1  0
 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
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559952

   ---

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: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.97

CX LogP: 3.88

CX LogD: 3.20

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -0.55

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