1-[1-(2-hydroxyphenyl)ethylideneamino]-3-(p-tolyl)thiourea

ID: ALA4776039

PubChem CID: 135490421

Max Phase: Preclinical

Molecular Formula: C16H17N3OS

Molecular Weight: 299.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(=N\NC(=S)Nc1ccc(C)cc1)c1ccccc1O

Standard InChI:  InChI=1S/C16H17N3OS/c1-11-7-9-13(10-8-11)17-16(21)19-18-12(2)14-5-3-4-6-15(14)20/h3-10,20H,1-2H3,(H2,17,19,21)/b18-12+

Standard InChI Key:  YCGQCCOZQBDGEZ-LDADJPATSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   12.3266   -3.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3255   -3.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0335   -4.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7432   -3.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7403   -3.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0317   -2.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4465   -2.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1558   -3.1030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8619   -2.6917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5712   -3.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2773   -2.6864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5742   -3.9148    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.9866   -3.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9868   -3.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6952   -4.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4023   -3.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3966   -3.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6876   -2.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4515   -4.3384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4434   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1121   -4.3091    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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 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
  4 19  1  0
  7 20  1  0
 16 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776039

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 299.40

Molecular Weight (Monoisotopic): 299.1092

AlogP: 3.41

#Rotatable Bonds: 3

Polar Surface Area: 56.65

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.70

CX Basic pKa: 1.74

CX LogP: 3.96

CX LogD: 3.94

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.46

Np Likeness Score: -1.61

References

1. Pape VF,Tóth S,Füredi A,Szebényi K,Lovrics A,Szabó P,Wiese M,Szakács G.  (2016)  Design, synthesis and biological evaluation of thiosemicarbazones, hydrazinobenzothiazoles and arylhydrazones as anticancer agents with a potential to overcome multidrug resistance.,  117  [PMID:27161177] [10.1016/j.ejmech.2016.03.078]

Source

Source(1):

• Scientific Literature