2-((3-bromophenyl)amino)-2-oxoethyl(E)-2-(pyridin-2-ylmethylene)hydrazine-1-carbodithioate

ID: ALA4174582

PubChem CID: 145951265

Max Phase: Preclinical

Molecular Formula: C15H13BrN4OS2

Molecular Weight: 409.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CSC(=S)N/N=C/c1ccccn1)Nc1cccc(Br)c1

Standard InChI:  InChI=1S/C15H13BrN4OS2/c16-11-4-3-6-12(8-11)19-14(21)10-23-15(22)20-18-9-13-5-1-2-7-17-13/h1-9H,10H2,(H,19,21)(H,20,22)/b18-9+

Standard InChI Key:  MPHBUSZUVYKVEA-GIJQJNRQSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   11.1906  -12.5117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4829  -12.1031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8983  -12.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6060  -12.5117    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.8983  -11.2859    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7752  -12.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0675  -12.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3598  -12.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6521  -12.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6521  -11.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3598  -10.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0675  -11.2859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3138  -12.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3138  -11.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6060  -10.8773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0215  -10.8773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7292  -11.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4369  -10.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1446  -11.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1446  -12.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4369  -12.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7292  -12.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8523  -10.8773    0.0000 Br  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
 19 23  1  0
 16 17  1  0
 14 16  1  0
  4 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4174582

   ---

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: 409.33

Molecular Weight (Monoisotopic): 407.9714

AlogP: 3.42

#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: 12.84

CX Basic pKa: 3.05

CX LogP: 4.20

CX LogD: 4.20

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.45

Np Likeness Score: -2.28

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