(E)-2-benzylidene-N-(naphthalen-1-yl)hydrazine-carbothioamide

ID: ALA4294110

PubChem CID: 145993872

Max Phase: Preclinical

Molecular Formula: C18H15N3S

Molecular Weight: 305.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  S=C(N/N=C/c1ccccc1)Nc1cccc2ccccc12

Standard InChI:  InChI=1S/C18H15N3S/c22-18(21-19-13-14-7-2-1-3-8-14)20-17-12-6-10-15-9-4-5-11-16(15)17/h1-13H,(H2,20,21,22)/b19-13+

Standard InChI Key:  RVWFIRJDRYLREE-CPNJWEJPSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.9602   -3.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9591   -4.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6671   -5.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6653   -3.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3740   -3.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747   -4.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0833   -5.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7915   -4.7449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7868   -3.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0777   -3.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0733   -2.7022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7789   -2.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7745   -1.4727    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4887   -2.6947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1943   -2.2823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9041   -2.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6097   -2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3175   -2.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0225   -2.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0186   -1.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3038   -1.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6017   -1.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4294110

   ---

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: 305.41

Molecular Weight (Monoisotopic): 305.0987

AlogP: 4.16

#Rotatable Bonds: 3

Polar Surface Area: 36.42

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.40

CX Basic pKa: 2.77

CX LogP: 4.90

CX LogD: 4.90

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.43

Np Likeness Score: -1.77

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