Benzo[b]thiophen-3-ylmethyl-methyl-(3-phenyl-allyl)-amine

ID: ALA2093009

PubChem CID: 70687141

Max Phase: Preclinical

Molecular Formula: C19H19NO

Molecular Weight: 277.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C/C=C/c1ccccc1)Cc1coc2ccccc12

Standard InChI:  InChI=1S/C19H19NO/c1-20(13-7-10-16-8-3-2-4-9-16)14-17-15-21-19-12-6-5-11-18(17)19/h2-12,15H,13-14H2,1H3/b10-7+

Standard InChI Key:  IOIQACBBCWWAAH-JXMROGBWSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.8831   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1086   -7.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5449   -8.1711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5052   -7.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7390   -7.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2797   -6.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259   -5.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1398   -6.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979   -5.6409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8621   -5.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7119   -6.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2881   -6.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754   -8.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979   -4.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8621   -4.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5761   -6.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8601   -7.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6221   -8.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2943   -5.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5761   -4.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2943   -4.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  4  2  0
  6  1  1  0
  7 11  1  0
  8  7  2  0
  9  6  1  0
 10  8  1  0
 11  9  1  0
 12  4  1  0
 13  5  1  0
 14  9  1  0
 15 10  2  0
 16 10  1  0
 17 12  2  0
 18 17  1  0
 19 16  2  0
 20 15  1  0
 21 19  1  0
  3  5  1  0
 18 13  2  0
 20 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2093009

   (E)-N-(1-benzofuran-3-ylmethyl)-N-methyl-3-phenylprop-2-en-1-amine

2. Alternative Forms:

   

   ALA2093009

   ---

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: 277.37

Molecular Weight (Monoisotopic): 277.1467

AlogP: 4.58

#Rotatable Bonds: 5

Polar Surface Area: 16.38

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.33

CX LogP: 4.41

CX LogD: 3.43

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: -0.33

References

1. Stütz A, Georgopoulos A, Granitzer W, Petranyi G, Berney D..  (1986)  Synthesis and structure-activity relationships of naftifine-related allylamine antimycotics.,  29  (1): [PMID:3510297] [10.1021/jm00151a019]

Source

Source(1):

• Scientific Literature