2-((4-(tert-Butyl)phenyl)amino)-2-oxoethyl(E)-2-(pyridin-3-ylmethylene)hydrazine-1-carbodithioate

ID: ALA4174098

PubChem CID: 145952322

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/c2cccnc2)cc1

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

Standard InChI Key:  KHQAYEWCFXQLJP-CIAFOILYSA-N

Molfile:  

     RDKit          2D

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   10.2090  -13.2335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6245  -13.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3322  -13.6421    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.6245  -12.4163    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.5013  -13.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3782  -13.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3782  -12.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0859  -12.0077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0399  -13.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0399  -12.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3322  -12.0077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7476  -12.0077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4553  -12.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1630  -12.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8707  -12.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8707  -13.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1630  -13.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4553  -13.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5784  -13.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5784  -14.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2861  -13.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2807  -14.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  8  9  2  0
  9 10  1  0
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  7 12  2  0
  6  8  1  0
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 19 20  1  0
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 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:

   

   ALA4174098

   ---

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: 12.96

CX Basic pKa: 4.38

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: -2.02

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