3-Methyl-thieno[2,3-b]pyrrolizin-8-one O-(2-piperidin-1-yl-ethyl)-oxime

ID: ALA342138

PubChem CID: 44360710

Max Phase: Preclinical

Molecular Formula: C17H21N3OS

Molecular Weight: 315.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1csc2c1-n1cccc1/C2=N/OCCN1CCCCC1

Standard InChI:  InChI=1S/C17H21N3OS/c1-13-12-22-17-15(14-6-5-9-20(14)16(13)17)18-21-11-10-19-7-3-2-4-8-19/h5-6,9,12H,2-4,7-8,10-11H2,1H3/b18-15-

Standard InChI Key:  MPZDFMTUBDIVPH-SDXDJHTJSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    4.9167   -2.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9792   -1.4542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7167   -2.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -2.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7542   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -3.4292    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6667   -2.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -3.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3542   -3.0875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0250   -0.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2750   -1.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0042   -4.3792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9417   -3.6667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1792   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292   -1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4167   -5.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4125   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2375   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2375   -5.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6417   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  1  1  0
  4  1  2  0
  5  3  1  0
  6  1  1  0
  7  4  1  0
  8  6  1  0
  9  3  2  0
 10  2  1  0
 11  5  2  0
 12 16  1  0
 13 10  2  0
 14  9  1  0
 15 14  1  0
 16 15  1  0
 17  7  1  0
 18 12  1  0
 19 12  1  0
 20 19  1  0
 21 18  1  0
 22 20  1  0
  8  7  2  0
  5  2  1  0
 13 11  1  0
 22 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA342138

   3-methyl-N-(2-piperidin-1-ylethoxy)thieno[2,3-b]pyrrolizin-8-imine

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: 315.44

Molecular Weight (Monoisotopic): 315.1405

AlogP: 3.42

#Rotatable Bonds: 4

Polar Surface Area: 29.76

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.92

CX LogP: 4.02

CX LogD: 3.39

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.55

Np Likeness Score: -1.27

References

1. Baglin I, Daveu C, Lancelot JC, Bureau R, Dauphin F, Pfeiffer B, Renard P, Delagrange P, Rault S..  (2001)  First tricyclic oximino derivatives as 5-HT3 ligands.,  11  (4): [PMID:11229746] [10.1016/s0960-894x(00)00691-0]

Source

Source(1):

• Scientific Literature