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

ID: ALA343006

PubChem CID: 10781420

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-/m0/s1

Standard InChI Key:  ZMFSNVTVGWCNRL-INIZCTEOSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  1  0  0  0  0  0999 V2000
    2.5875   -0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792    0.4583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875   -0.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4875   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0917   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792   -0.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875   -1.6167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875    0.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -0.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792   -0.5792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1125    0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -1.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6792    0.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417    0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8917    1.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542    0.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417    1.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542    1.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6792    0.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6792    1.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    1.2875    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  1
 19 16  1  0
 20 16  2  0
 21 20  1  0
 22 19  2  0
 23 21  2  0
  8 24  1  6
  7 13  1  0
 23 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA343006

   (1-methyl-3,6-dihydro-2H-pyridin-4-yl) N-[(2S)-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