N''-[2-(1,3-benzothiazol-2-ylthio)-4-chloro-2,3-dihydro-1H-inden-1-ylidene]carbonohydrazonic diamide dihydrochloride

ID: ALA3215583

PubChem CID: 90664307

Max Phase: Preclinical

Molecular Formula: C17H17Cl4N5S2

Molecular Weight: 387.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.Cl.NC(N)=N/N=C1\c2cccc(Cl)c2CC1Sc1nc2ccccc2s1

Standard InChI:  InChI=1S/C17H14ClN5S2.3ClH/c18-11-5-3-4-9-10(11)8-14(15(9)22-23-16(19)20)25-17-21-12-6-1-2-7-13(12)24-17;;;/h1-7,14H,8H2,(H4,19,20,23);3*1H/b22-15+;;;

Standard InChI Key:  DVWXHVFVTGESTA-MEUQDVFNSA-N

Molfile:  

     RDKit          2D

 28 28  0  0  0  0  0  0  0  0999 V2000
   11.8497    1.2138    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
   -2.3155   -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
   -1.0028    1.5132    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
    0.2917   -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
    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 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0382    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1876    2.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3007    1.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5811    2.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2685    3.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2157    5.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5164    5.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8290    5.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8731    3.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3156    0.4118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7802    0.7394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7970   -0.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9680   -0.1026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4386   -1.5098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1604    5.7704    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.8497    1.2138    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.3497    1.2138    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
 13 16  1  0
 15 14  1  0
 14 12  1  0
  4  7  2  0
  2  3  2  0
 15 16  2  0
  6  5  2  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
  8  9  1  0
 18 19  1  0
  9 10  2  0
 19 20  2  0
 20 15  1  0
 10  6  1  0
 14 21  2  0
  5  2  1  0
 21 22  1  0
  9 11  1  0
 22 23  2  0
  6  7  1  0
 23 24  1  0
 11 12  1  0
 23 25  1  0
 12 13  1  0
 17 26  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: 387.92

Molecular Weight (Monoisotopic): 387.0379

AlogP: 3.64

#Rotatable Bonds: 3

Polar Surface Area: 89.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.85

CX LogP: 4.02

CX LogD: 3.92

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.41

Np Likeness Score: -1.26

References

1. Zhang R, Dong J, Xu YG, Hua WY, Wen N, You QD..  (2009)  Synthesis and bioactivity of substituted indan-1-ylideneaminoguanidine derivatives.,  44  (9): [PMID:19482383] [10.1016/j.ejmech.2009.04.036]

Source

Source(1):

• Scientific Literature