5-[2-(4-Benzyl-piperidin-1-yl)-ethylsulfanyl]-[1,3,4]thiadiazol-2-ylamine

ID: ALA358256

PubChem CID: 34924882

Max Phase: Preclinical

Molecular Formula: C16H22N4S2

Molecular Weight: 334.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nnc(SCCN2CCC(Cc3ccccc3)CC2)s1

Standard InChI:  InChI=1S/C16H22N4S2/c17-15-18-19-16(22-15)21-11-10-20-8-6-14(7-9-20)12-13-4-2-1-3-5-13/h1-5,14H,6-12H2,(H2,17,18)

Standard InChI Key:  JPGHGALWWFYFIQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.5542    0.2583    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917    0.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1042    0.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917    1.5833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792    1.4208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0583    0.5958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792    0.1833    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9292    0.7833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0583    1.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7708    0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2083    1.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833    1.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667    0.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    1.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833    0.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7833    1.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542    0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    0.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6333    1.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6333    0.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458    1.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458    0.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  2  0
  5  2  2  0
  6 17  1  0
  7  2  1  0
  8  3  1  0
  9  6  1  0
 10  6  1  0
 11 12  1  0
 12 15  1  0
 13  7  1  0
 14 11  1  0
 15 10  1  0
 16  9  1  0
 17 13  1  0
 18 14  1  0
 19 14  2  0
 20 18  2  0
 21 19  1  0
 22 21  2  0
  4  5  1  0
 16 12  1  0
 22 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA358256

   5-[2-(4-Benzyl-piperidin-1-yl)-ethylsulfanyl]-[1,3,4]thiadiazol-2-ylamine

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: 334.51

Molecular Weight (Monoisotopic): 334.1286

AlogP: 3.17

#Rotatable Bonds: 6

Polar Surface Area: 55.04

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.07

CX LogP: 3.39

CX LogD: 2.63

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.82

Np Likeness Score: -1.80

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