Thonzylamine

ID: ALA1623738

Cas Number: 91-85-0

PubChem CID: 5457

Product Number: T413469, Order Now?

Max Phase: Phase

Molecular Formula: C16H22N4O

Molecular Weight: 286.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Tonamil | thonzylamine|91-85-0|Neohetramine|N1-(4-Methoxybenzyl)-N2,N2-dimethyl-N1-(pyrimidin-2-yl)ethane-1,2-diamine|Tonzilamine|Tonamil|NCI-C60708|N'-[(4-methoxyphenyl)methyl]-N,N-dimethyl-N'-pyrimidin-2-ylethane-1,2-diamine|2-((2-(Dimethylamino)ethyl)(p-methoxybenzyl)amino)pyrimidine|N,N-Dimethyl-N'-(p-methoxybenzyl)-N'-(2-pyrimidyl)ethylenediamine|Ethylenediamine, N-(p-methoxybenzyl)-N',N'-dimethyl-N-2-pyrimidinyl-|Thonzylamine (INN)|R79646H5Z8|Pyrimidine, 2-[[2-(dimethylamino)ethyl](p-methoShow More⌵

Synonyms from Alternative Forms(3): Thonzylamine hcl | Thonzylamine hydrochloride | NSC-758388

Canonical SMILES:  COc1ccc(CN(CCN(C)C)c2ncccn2)cc1

Standard InChI:  InChI=1S/C16H22N4O/c1-19(2)11-12-20(16-17-9-4-10-18-16)13-14-5-7-15(21-3)8-6-14/h4-10H,11-13H2,1-3H3

Standard InChI Key:  GULNIHOSWFYMRN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    5.9750   -6.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9750   -5.3542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792   -6.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5792   -6.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -4.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5792   -4.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7667   -5.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2042   -3.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5792   -4.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167   -6.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7667   -6.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -4.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167   -5.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -6.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9750   -7.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167   -6.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5792   -7.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792   -7.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2042   -3.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8375   -4.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042   -6.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  2  0
  5  2  1  0
  6  2  1  0
  7  5  1  0
  8  9  1  0
  9  6  1  0
 10 14  1  0
 11  7  1  0
 12  7  2  0
 13 12  1  0
 14 11  2  0
 15 17  2  0
 16 10  1  0
 17  4  1  0
 18  3  2  0
 19  8  1  0
 20  8  1  0
 21 16  1  0
 18 15  1  0
 13 10  2  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA1623738

   Thonzylamine hydrochloride

2. Parent:

   

   ALA1623738

   Thonzylamine

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 286.38

Molecular Weight (Monoisotopic): 286.1794

AlogP: 2.05

#Rotatable Bonds: 7

Polar Surface Area: 41.49

Molecular Species: BASE

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.62

CX LogP: 2.42

CX LogD: 1.18

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.78

Np Likeness Score: -1.03

References

1. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

2. WHO Anatomical Therapeutic Chemical Classification, 

3. Katie Heiser, Peter F. McLean, Chadwick T. Davis, Ben Fogelson, Hannah B. Gordon, Pamela Jacobson, Brett Hurst, Ben Miller, Ronald W. Alfa, Berton A. Earnshaw, Mason L. Victors, Yolanda T. Chong, Imran S. Haque, Adeline S. Low, Christopher C. Gibson.  (2020)  Identification of potential treatments for COVID-19 through artificial intelligence-enabled phenomic analysis of human cells infected with SARS-CoV-2,  [10.1101/2020.04.21.054387]

4. Ellen Van Damme.  (2021)  Screening of ~5500 FDA-approved drugs and clinical candidates for anti-SARS-CoV-2 activity,  [10.6019/CHEMBL4651402]

5. Bernhard Ellinger, Justus Dick, Vanessa Lage-Rupprecht, Bruce Schultz, Andrea Zaliani, Marcin Namysl, Stephan Gebel, Ole Pless, Jeanette Reinshagen, Christian Ebeling, Alexander Esser, Marc Jacobs, Carsten Claussen, and Martin Hofmann-Apitius.  (2021)  HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators,  [10.6019/CHEMBL4808148]

Source

Source(5):

• Scientific Literature
• WHO Anatomical Therapeutic Chemical Classification
• SARS-CoV-2 Screening Data 2020-21
• IMI-CARE SARS-CoV-2 Data
• Fraunhofer HDAC6