(6,6-Dimethyl-hept-2-en-4-ynyl)-methyl-(3-methylsulfanyl-benzo[b]thiophen-7-ylmethyl)-amine hydrochloride

ID: ALA542035

PubChem CID: 45262781

Max Phase: Preclinical

Molecular Formula: C20H26ClNS2

Molecular Weight: 343.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1csc2c(CN(C)C/C=C/C#CC(C)(C)C)cccc12.Cl

Standard InChI:  InChI=1S/C20H25NS2.ClH/c1-20(2,3)12-7-6-8-13-21(4)14-16-10-9-11-17-18(22-5)15-23-19(16)17;/h6,8-11,15H,13-14H2,1-5H3;1H/b8-6+;

Standard InChI Key:  QEHDLZGTZLQAFD-WVLIHFOGSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    6.1552    4.1839    0.0000 Cl  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
    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
   -1.0028    1.5132    0.0000 C   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
   -4.8749    8.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1713    9.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9971    3.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5785    7.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4677    9.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    6.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1855   -2.6254    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    3.7700    0.0000 N   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
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2878    5.2708    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
   -7.4631   10.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5094    9.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5045   10.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3352    3.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3606   -2.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  1  0
  2  5  2  0
  4  6  1  0
  3  7  1  0
  6  7  2  0
  8  9  3  0
  5 10  1  0
  8 11  1  0
  9 12  1  0
 11 13  2  0
  6 14  1  0
 10 15  1  0
  4 16  2  0
  5 17  1  0
 13 18  1  0
 15 18  1  0
 16 19  1  0
 17 19  2  0
 12 20  1  0
 12 21  1  0
 12 22  1  0
 15 23  1  0
 14 24  1  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: 343.56

Molecular Weight (Monoisotopic): 343.1428

AlogP: 5.66

#Rotatable Bonds: 5

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.74

CX LogP: 6.04

CX LogD: 4.69

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: -0.37

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