(E)-2-(4-(dimethylamino)benzylidene)-N-p-tolylhydrazinecarbothioamide

ID: ALA4290703

PubChem CID: 9616383

Max Phase: Preclinical

Molecular Formula: C17H20N4S

Molecular Weight: 312.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=S)N/N=C/c2ccc(N(C)C)cc2)cc1

Standard InChI:  InChI=1S/C17H20N4S/c1-13-4-8-15(9-5-13)19-17(22)20-18-12-14-6-10-16(11-7-14)21(2)3/h4-12H,1-3H3,(H2,19,20,22)/b18-12+

Standard InChI Key:  YHHMOFBXKAZYNE-LDADJPATSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   11.9507  -11.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9514  -12.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6668  -12.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3818  -12.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3770  -11.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6612  -10.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6568   -9.9863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3690   -9.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3647   -8.7450    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0857   -9.9787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7980   -9.5624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5146   -9.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2269   -9.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9414   -9.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6533   -9.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6493   -8.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9276   -8.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2188   -8.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6685  -13.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3610   -8.3092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0781   -8.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3610   -7.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  3 19  1  0
 16 20  1  0
 20 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4290703

   1-[(E)-[4-(dimethylamino)phenyl]methylideneamino]-3-(4-methylphenyl)thiourea

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: 312.44

Molecular Weight (Monoisotopic): 312.1409

AlogP: 3.38

#Rotatable Bonds: 4

Polar Surface Area: 39.66

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.41

CX Basic pKa: 4.56

CX LogP: 4.53

CX LogD: 4.53

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.52

Np Likeness Score: -2.16

References

1. Sens L, de Souza ACA, Pacheco LA, Menegatti ACO, Mori M, Mascarello A, Nunes RJ, Terenzi H..  (2018)  Synthetic thiosemicarbazones as a new class of Mycobacterium tuberculosis protein tyrosine phosphatase A inhibitors.,  26  (21): [PMID:30389409] [10.1016/j.bmc.2018.10.030]

Source

Source(1):

• Scientific Literature