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

ID: ALA539314

PubChem CID: 45265419

Max Phase: Preclinical

Molecular Formula: C19H23Cl2NS

Molecular Weight: 331.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C/C=C/C#CC(C)(C)C)Cc1cccc2scc(Cl)c12.Cl

Standard InChI:  InChI=1S/C19H22ClNS.ClH/c1-19(2,3)11-6-5-7-12-21(4)13-15-9-8-10-17-18(15)16(20)14-22-17;/h5,7-10,14H,12-13H2,1-4H3;1H/b7-5+;

Standard InChI Key:  VQSNVJYBRJRPRW-GZOLSCHFSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    5.0889    4.8919    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
   -1.0028    1.5132    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
    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
    0.2917   -0.7475    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
   -2.2935    3.7700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    2.3453    0.0000 Cl  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
   -1.0028   -1.5132    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
  2  3  2  0
  2  5  1  0
  4  6  1  0
  5  6  2  0
  7  8  3  0
  2  9  1  0
  4  9  1  0
  3 10  1  0
  7 11  1  0
  8 12  1  0
 11 13  2  0
 10 14  1  0
  5 15  1  0
  3 16  1  0
 13 17  1  0
 14 17  1  0
 16 18  2  0
  9 19  2  0
 18 19  1  0
 12 20  1  0
 12 21  1  0
 12 22  1  0
 14 23  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: 331.91

Molecular Weight (Monoisotopic): 331.1161

AlogP: 5.59

#Rotatable Bonds: 4

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.59

CX LogP: 6.02

CX LogD: 4.80

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.66

Np Likeness Score: -0.39

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