phenethyl phenyl(quinuclidin-8-yl)carbamate

ID: ALA4571841

PubChem CID: 155562882

Max Phase: Preclinical

Molecular Formula: C22H26N2O2

Molecular Weight: 350.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(OCCc1ccccc1)N(c1ccccc1)C1CN2CCC1CC2

Standard InChI:  InChI=1S/C22H26N2O2/c25-22(26-16-13-18-7-3-1-4-8-18)24(20-9-5-2-6-10-20)21-17-23-14-11-19(21)12-15-23/h1-10,19,21H,11-17H2

Standard InChI Key:  GUYHTHYSWVZNOT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.9015  -10.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2193   -9.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3319  -11.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1173  -11.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9056  -11.7172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6939  -11.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2358  -10.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8796  -11.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6016  -10.8433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2941  -11.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6311  -10.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3541   -9.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3840   -8.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6910   -8.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9665   -8.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9402   -9.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2646  -12.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0161  -10.8944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7086  -11.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4306  -10.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1231  -11.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0902  -12.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7818  -12.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5048  -12.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5318  -11.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8395  -10.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  4  1  0
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  3  7  1  0
  7  8  1  0
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  5  1  1  0
  7  2  1  0
  8  9  1  0
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  9 11  1  0
 11 12  2  0
 12 13  1  0
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 10 18  1  0
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 20 21  1  0
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 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4571841

   ---

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: 350.46

Molecular Weight (Monoisotopic): 350.1994

AlogP: 3.97

#Rotatable Bonds: 5

Polar Surface Area: 32.78

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.09

CX LogP: 4.08

CX LogD: 3.31

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: -0.27

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