(1-(1-(2-aminophenyl)ethylidene)amino)-3-(4'-methoxyphenyl)thiourea

ID: ALA4781807

PubChem CID: 162665226

Max Phase: Preclinical

Molecular Formula: C16H18N4OS

Molecular Weight: 314.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=S)N/N=C(\C)c2ccccc2N)cc1

Standard InChI:  InChI=1S/C16H18N4OS/c1-11(14-5-3-4-6-15(14)17)19-20-16(22)18-12-7-9-13(21-2)10-8-12/h3-10H,17H2,1-2H3,(H2,18,20,22)/b19-11+

Standard InChI Key:  AHOUMNYBSSYWRI-YBFXNURJSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    2.8670  -26.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8659  -27.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5739  -27.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2836  -27.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2807  -26.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721  -25.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9869  -25.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6961  -26.2526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4023  -25.8413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1116  -26.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8177  -25.8360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1146  -27.0644    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5270  -26.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5272  -27.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2356  -27.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9427  -27.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9370  -26.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2280  -25.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9838  -25.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9919  -27.4881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6525  -27.4587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6567  -28.2759    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
  7 19  1  0
  4 20  1  0
 16 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781807

   ---

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: 314.41

Molecular Weight (Monoisotopic): 314.1201

AlogP: 2.99

#Rotatable Bonds: 4

Polar Surface Area: 71.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.35

CX Basic pKa: 3.52

CX LogP: 2.77

CX LogD: 2.76

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.35

Np Likeness Score: -1.52

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