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

ID: ALA343384

PubChem CID: 44360732

Max Phase: Preclinical

Molecular Formula: C12H13N3OS

Molecular Weight: 247.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H13N3OS/c1-8-7-17-12-10(14-16-6-4-13)9-3-2-5-15(9)11(8)12/h2-3,5,7H,4,6,13H2,1H3/b14-10-

Standard InChI Key:  UVZMYAXDXQFDBO-UVTDQMKNSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    3.8917   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9542   -2.2292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6875   -3.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417   -2.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292   -2.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667   -4.2042    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417   -3.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -3.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3292   -3.8667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -1.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417   -1.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7917   -1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9125   -4.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9750   -5.1625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7375   -4.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000   -2.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1500   -5.1625    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 10  2  0
 13  9  1  0
 14 17  1  0
 15 13  1  0
 16  7  1  0
 17 15  1  0
  8  7  2  0
  5  2  1  0
 12 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA343384

   2-[(3-Methylthieno[2,3-b]pyrrolizin-8-ylidene)amino]oxyethanamine

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: 247.32

Molecular Weight (Monoisotopic): 247.0779

AlogP: 1.89

#Rotatable Bonds: 3

Polar Surface Area: 52.54

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.86

CX LogP: 2.36

CX LogD: 0.89

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.57

Np Likeness Score: -0.99

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