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

ID: ALA537250

PubChem CID: 6918069

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)Cc1cccc2c(Cl)csc12.Cl

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

Standard InChI Key:  INNKFGGCJAUIMK-GZOLSCHFSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    5.6632    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5774    1.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3620    1.4041    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5774    2.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8629    1.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3620    2.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470    2.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2805   -2.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9949   -2.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8629    0.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5660   -2.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7094   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5660   -1.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    0.0090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6170    3.5236    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8629    2.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    1.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485   -0.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    2.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4239   -3.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2969   -4.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1219   -2.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5660    0.4215    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
 10 14  1  0
  6 15  1  0
  4 16  2  0
  5 17  1  0
 13 18  1  0
 14 18  1  0
 16 19  1  0
 17 19  2  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: 8.68

CX LogP: 6.02

CX LogD: 4.72

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.66

Np Likeness Score: -0.30

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