N''-{2-[(5-methoxy-1H-benzimidazol-2-yl)thio]-2,3-dihydro-1H-inden-1-ylidene}carbonohydrazonic diamide dihydrochloride

ID: ALA3216442

PubChem CID: 44225007

Max Phase: Preclinical

Molecular Formula: C18H20Cl2N6OS

Molecular Weight: 366.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2[nH]c(SC3Cc4ccccc4/C3=N\N=C(N)N)nc2c1.Cl.Cl

Standard InChI:  InChI=1S/C18H18N6OS.2ClH/c1-25-11-6-7-13-14(9-11)22-18(21-13)26-15-8-10-4-2-3-5-12(10)16(15)23-24-17(19)20;;/h2-7,9,15H,8H2,1H3,(H,21,22)(H4,19,20,24);2*1H/b23-16+;;

Standard InChI Key:  PAVWUARYXAUCEC-CGSMVWNQSA-N

Molfile:  

     RDKit          2D

 28 29  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 N   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
   -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
   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
  2 26  1  0
 26 27  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: 366.45

Molecular Weight (Monoisotopic): 366.1263

AlogP: 2.27

#Rotatable Bonds: 4

Polar Surface Area: 114.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.71

CX Basic pKa: 7.17

CX LogP: 2.41

CX LogD: 2.21

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.37

Np Likeness Score: -0.80

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