((R)-1-Methyl-2-phenyl-ethyl)-prop-2-ynyl-carbamic acid 1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl ester

ID: ALA145281

PubChem CID: 9839774

Max Phase: Preclinical

Molecular Formula: C19H24N2O2

Molecular Weight: 312.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCN(C(=O)OC1=CCN(C)CC1)[C@H](C)Cc1ccccc1

Standard InChI:  InChI=1S/C19H24N2O2/c1-4-12-21(16(2)15-17-8-6-5-7-9-17)19(22)23-18-10-13-20(3)14-11-18/h1,5-10,16H,11-15H2,2-3H3/t16-/m1/s1

Standard InChI Key:  ZMFSNVTVGWCNRL-MRXNPFEDSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  1  0  0  0  0  0999 V2000
    4.3292    1.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292    1.6833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9375    1.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2292    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8375    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1250    1.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8292   -0.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292    2.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8250    0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0250    0.6458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542    1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9292    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2375   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4250    1.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3875    2.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1250   -0.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8042    2.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9042    1.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3875    2.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9042    3.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4292    2.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4292    2.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375    2.7333    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  1  0
  5  4  2  0
  6 15  1  0
  7 14  1  0
  8  2  1  0
  9  6  3  0
 10  1  2  0
 11  8  1  0
 12  4  1  0
 13  5  1  0
 14 12  1  0
 15  2  1  0
 16 11  1  0
 17  7  1  0
  8 18  1  6
 19 16  1  0
 20 16  2  0
 21 20  1  0
 22 19  2  0
 23 21  2  0
  8 24  1  1
  7 13  1  0
 23 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA145281

   (1-methyl-3,6-dihydro-2H-pyridin-4-yl) N-[(2R)-1-phenylpropan-2-yl]-N-prop-2-ynylcarbamate

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: 312.41

Molecular Weight (Monoisotopic): 312.1838

AlogP: 2.91

#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: 7.81

CX LogP: 2.62

CX LogD: 2.06

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: -0.51

References

1. Flaherty P, Castagnoli K, Wang YX, Castagnoli N..  (1996)  Synthesis and selective monoamine oxidase B-inhibiting properties of 1-methyl-1,2,3,6-tetrahydropyrid-4-yl carbamate derivatives: potential prodrugs of (R)- and (S)-nordeprenyl.,  39  (24): [PMID:8941389] [10.1021/jm960477e]

Source

Source(1):

• Scientific Literature