2-((4-(tert-Butyl)phenyl)amino)-2-oxoethyl(E)-2-(pyridin-2-ylmethylene)hydrazine-1-carbodithioate

ID: ALA4176894

PubChem CID: 145971246

Max Phase: Preclinical

Molecular Formula: C19H22N4OS2

Molecular Weight: 386.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(NC(=O)CSC(=S)N/N=C/c2ccccn2)cc1

Standard InChI:  InChI=1S/C19H22N4OS2/c1-19(2,3)14-7-9-15(10-8-14)22-17(24)13-26-18(25)23-21-12-16-6-4-5-11-20-16/h4-12H,13H2,1-3H3,(H,22,24)(H,23,25)/b21-12+

Standard InChI Key:  ANZOBRRZWYTMPC-CIAFOILYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    9.9056  -15.0495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1979  -14.6409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6133  -14.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3210  -15.0495    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.6133  -13.8237    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.4902  -15.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7824  -14.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0747  -15.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3670  -14.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3670  -13.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0747  -13.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7824  -13.8237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0287  -14.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0287  -13.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3210  -13.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7364  -13.4151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4441  -13.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1518  -13.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8595  -13.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8595  -14.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1518  -15.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4441  -14.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5672  -15.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5672  -15.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2749  -14.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2695  -15.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  4  1  0
  3  5  2  0
  1  3  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
  6  7  1  0
  2  6  2  0
 13 14  1  0
 14 15  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 20 23  1  0
 16 17  1  0
 14 16  1  0
  4 13  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4176894

   ---

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: 386.55

Molecular Weight (Monoisotopic): 386.1235

AlogP: 3.96

#Rotatable Bonds: 5

Polar Surface Area: 66.38

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.92

CX Basic pKa: 3.05

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: -2.07

References

1. Bhattacharjee A, Sinha A, Ratia K, Yin L, Delgado-Rivera L, Petukhov PA, Thatcher GRJ, Wardrop DJ..  (2017)  2-Arylidene Hydrazinecarbodithioates as Potent, Selective Inhibitors of Cystathionine γ-Lyase (CSE).,  8  (12): [PMID:29259741] [10.1021/acsmedchemlett.7b00313]

Source

Source(1):

• Scientific Literature