3-(5-Chlorobenzo[d]thiazol-2-yl)-5,6-dihydro-4H-cyclopenta[b]thiophen-2-amine

ID: ALA2420747

PubChem CID: 43328001

Max Phase: Preclinical

Molecular Formula: C14H11ClN2S2

Molecular Weight: 306.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1sc2c(c1-c1nc3cc(Cl)ccc3s1)CCC2

Standard InChI:  InChI=1S/C14H11ClN2S2/c15-7-4-5-11-9(6-7)17-14(19-11)12-8-2-1-3-10(8)18-13(12)16/h4-6H,1-3,16H2

Standard InChI Key:  PIRGZBXWCHFVKB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
   20.7123  -13.4143    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.9493  -12.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2838  -12.1678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7225  -12.3735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2671  -11.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9164  -10.8604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5945  -10.8875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.8310  -10.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6477  -10.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0426   -9.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6219   -8.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8021   -8.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4109   -9.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0166   -7.9634    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.8905  -13.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6328  -12.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8167  -12.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5699  -13.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2335  -13.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  0
  1  2  1  0
  2  3  2  0
  3 16  1  0
  2  4  1  0
  3  5  1  0
  5  6  2  0
  6  9  1  0
  8  7  1  0
  7  5  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 11 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2420747

   3-(5-chloro-1,3-benzothiazol-2-yl)-5,6-dihydro-4H-cyclopenta[b]thiophen-2-amine

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: 306.84

Molecular Weight (Monoisotopic): 306.0052

AlogP: 4.75

#Rotatable Bonds: 1

Polar Surface Area: 38.91

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.58

CX LogP: 5.00

CX LogD: 5.00

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.70

Np Likeness Score: -2.18

References

1. Ke S, Wei Y, Yang Z, Wang K, Liang Y, Shi L..  (2013)  Novel cycloalkylthiophene-imine derivatives bearing benzothiazole scaffold: synthesis, characterization and antiviral activity evaluation.,  23  (18): [PMID:23920438] [10.1016/j.bmcl.2013.07.023]

Source

Source(1):

• Scientific Literature