Benzo[b]thiophen-3-ylmethyl-(6,6-dimethyl-hept-2-en-4-ynyl)-methyl-amine hydrochloride

ID: ALA534450

PubChem CID: 13576477

Max Phase: Preclinical

Molecular Formula: C19H24ClNS

Molecular Weight: 297.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C/C=C/C#CC(C)(C)C)Cc1csc2ccccc12.Cl

Standard InChI:  InChI=1S/C19H23NS.ClH/c1-19(2,3)12-8-5-9-13-20(4)14-16-15-21-18-11-7-6-10-17(16)18;/h5-7,9-11,15H,13-14H2,1-4H3;1H/b9-5+;

Standard InChI Key:  ZQSAXTAXWFVPGS-SZKNIZGXSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
   14.4305    3.4668    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5241    6.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9928    6.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1812    2.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0553    6.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4616    7.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870    4.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500    2.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1182    4.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8360    8.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2621    6.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6362    7.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505    2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  2  5  1  0
  6  7  3  0
  4  8  1  0
  5  8  1  0
  2  9  1  0
  6 10  1  0
  7 11  1  0
 10 12  2  0
  9 13  1  0
 12 14  1  0
 13 14  1  0
  5 15  2  0
  8 16  2  0
 11 17  1  0
 11 18  1  0
 11 19  1  0
 13 20  1  0
 15 21  1  0
 16 22  1  0
 21 22  2  0
M  END

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: 297.47

Molecular Weight (Monoisotopic): 297.1551

AlogP: 4.94

#Rotatable Bonds: 4

Polar Surface Area: 3.24

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.31

CX LogP: 5.41

CX LogD: 4.46

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.72

Np Likeness Score: -0.56

References

1. Nussbaumer P, Petranyi G, Stütz A..  (1991)  Synthesis and structure-activity relationships of benzo[b]thienylallylamine antimycotics.,  34  (1): [PMID:1992153] [10.1021/jm00105a011]

Source

Source(1):

• Scientific Literature