N''-[2-(1H-benzimidazol-2-ylthio)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-ylidene]carbonohydrazonic diamide dihydrochloride

ID: ALA3216234

PubChem CID: 44224562

Max Phase: Preclinical

Molecular Formula: C19H22Cl2N6O2S

Molecular Weight: 396.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)/C(=N\N=C(N)N)C(Sc1nc3ccccc3[nH]1)C2.Cl.Cl

Standard InChI:  InChI=1S/C19H20N6O2S.2ClH/c1-26-14-7-10-8-16(28-19-22-12-5-3-4-6-13(12)23-19)17(24-25-18(20)21)11(10)9-15(14)27-2;;/h3-7,9,16H,8H2,1-2H3,(H,22,23)(H4,20,21,25);2*1H/b24-17+;;

Standard InChI Key:  KWUPECYVZRBRRM-LXRKVLCFSA-N

Molfile:  

     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
   10.3731    0.2552    0.0000 Cl  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
    5.2157    5.1993    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
    6.5811    2.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3007    1.5139    0.0000 N   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 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
    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 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
    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
   -1.0028    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
   -2.3155   -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
    2.1855   -2.6254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1889   -3.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -5.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8646   -6.0692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8368   -5.4139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187    1.4919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251    2.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187   -1.4919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251   -2.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8731    0.2552    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  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
 18 26  1  0
 26 27  1  0
  3  4  1  0
 19 28  1  0
 13 16  1  0
 28 29  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: 396.48

Molecular Weight (Monoisotopic): 396.1368

AlogP: 2.27

#Rotatable Bonds: 5

Polar Surface Area: 123.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.39

CX Basic pKa: 6.77

CX LogP: 2.25

CX LogD: 2.16

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.35

Np Likeness Score: -0.50

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