4-cinnamyl-N-(4-sulfamoylphenyl)piperazine-1-carbothioamide

ID: ALA5185515

Cas Number: 664969-54-4

PubChem CID: 1213452

Product Number: L425346, Order Now?

Max Phase: Preclinical

Molecular Formula: C20H24N4O2S2

Molecular Weight: 416.57

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(NC(=S)N2CCN(C/C=C/c3ccccc3)CC2)cc1

Standard InChI:  InChI=1S/C20H24N4O2S2/c21-28(25,26)19-10-8-18(9-11-19)22-20(27)24-15-13-23(14-16-24)12-4-7-17-5-2-1-3-6-17/h1-11H,12-16H2,(H,22,27)(H2,21,25,26)/b7-4+

Standard InChI Key:  ZUQIFHLBPBLRRM-QPJJXVBHSA-N

Molfile:  

 
     RDKit          2D

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    3.9279   -0.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2178   -0.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014   -0.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868   -0.5661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721   -0.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575   -0.5661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6424    1.0879    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3571    0.6753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0559    1.8038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2307    1.8038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575   -1.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570   -1.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -1.3913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7863   -1.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5009   -1.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155   -1.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9302   -1.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6449   -1.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3571   -1.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3571   -0.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6468   -0.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9302   -0.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 26  1  0
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 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5185515

   LF3

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 416.57

Molecular Weight (Monoisotopic): 416.1341

AlogP: 2.36

#Rotatable Bonds: 5

Polar Surface Area: 78.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.31

CX Basic pKa: 6.57

CX LogP: 3.00

CX LogD: 2.94

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.73

Np Likeness Score: -1.61

References

1. McCoy MA, Spicer D, Wells N, Hoogewijs K, Fiedler M, Baud MGJ..  (2022)  Biophysical Survey of Small-Molecule β-Catenin Inhibitors: A Cautionary Tale.,  65  (10.0): [PMID:35581674] [10.1021/acs.jmedchem.2c00228]

2. Phull MS, Jadav SS, Gundla R, Mainkar PS..  (2021)  A perspective on medicinal chemistry approaches towards adenomatous polyposis coli and Wnt signal based colorectal cancer inhibitors.,  212  [PMID:33445154] [10.1016/j.ejmech.2020.113149]

3. Liu Z, Wang P, Wold EA, Song Q, Zhao C, Wang C, Zhou J..  (2021)  Small-Molecule Inhibitors Targeting the Canonical WNT Signaling Pathway for the Treatment of Cancer.,  64  (8.0): [PMID:33822624] [10.1021/acs.jmedchem.0c01799]

Source

Source(1):

• Scientific Literature