4-Benzyl-1-[2-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-ethyl]-piperidine

ID: ALA422139

PubChem CID: 44366275

Max Phase: Preclinical

Molecular Formula: C17H23N3S2

Molecular Weight: 333.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nnc(SCCN2CCC(Cc3ccccc3)CC2)s1

Standard InChI:  InChI=1S/C17H23N3S2/c1-14-18-19-17(22-14)21-12-11-20-9-7-16(8-10-20)13-15-5-3-2-4-6-15/h2-6,16H,7-13H2,1H3

Standard InChI Key:  BOPKRTFJHOPUEA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    5.0292    0.3333    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2750    0.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3625    1.4958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1750    1.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5875    0.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167    0.6708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5625    0.2583    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042    0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167    1.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250    1.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0083    1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8500    0.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375    1.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7000    1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0083    0.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292    0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4042    0.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1500    1.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1500    0.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8625    1.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8625    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  5  2  0
  5  1  1  0
  6 16  1  0
  7  2  1  0
  8  6  1  0
  9  6  1  0
 10 11  1  0
 11 14  1  0
 12  7  1  0
 13 10  1  0
 14  9  1  0
 15  8  1  0
 16 12  1  0
 17  5  1  0
 18 13  1  0
 19 13  2  0
 20 18  2  0
 21 19  1  0
 22 21  2  0
  4  3  1  0
 11 15  1  0
 22 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA422139

   4-Benzyl-1-[2-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-ethyl]-piperidine

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: 333.53

Molecular Weight (Monoisotopic): 333.1333

AlogP: 3.89

#Rotatable Bonds: 6

Polar Surface Area: 29.02

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.03

CX LogP: 3.66

CX LogD: 2.94

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -1.83

References

1. Gregory TF, Wright JL, Wise LD, Meltzer LT, Serpa KA, Konkoy CS, Whittemore ER, Woodward RM..  (2000)  Parallel synthesis of a series of subtype-selective NMDA receptor antagonists.,  10  (6): [PMID:10741546] [10.1016/s0960-894x(00)00035-4]

Source

Source(1):

• Scientific Literature