(E)-3-(4-(Bis(2-chloroethyl)amino)phenyl)-1-(4-(methylsulfonyl)phenyl)prop-2-en-1-one

ID: ALA4559596

PubChem CID: 155385985

Max Phase: Preclinical

Molecular Formula: C20H21Cl2NO3S

Molecular Weight: 426.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc(C(=O)/C=C/c2ccc(N(CCCl)CCCl)cc2)cc1

Standard InChI:  InChI=1S/C20H21Cl2NO3S/c1-27(25,26)19-9-5-17(6-10-19)20(24)11-4-16-2-7-18(8-3-16)23(14-12-21)15-13-22/h2-11H,12-15H2,1H3/b11-4+

Standard InChI Key:  RQLHFFBAACFJLF-NYYWCZLTSA-N

Molfile:  

 
     RDKit          2D

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    2.7776   -4.7504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3690   -4.0406    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -4.7478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0857   -2.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0846   -3.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7968   -4.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -3.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077   -2.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7950   -2.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2180   -2.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9273   -2.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6376   -2.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3509   -2.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2149   -1.5703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3509   -3.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0635   -4.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7747   -3.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7690   -2.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0559   -2.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4886   -4.0160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4928   -4.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2067   -5.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2109   -6.0678    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.1984   -3.6038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9082   -4.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6179   -3.5966    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6609   -3.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
 10 11  1  0
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 10 14  2  0
 13 15  2  0
 15 16  1  0
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 17 18  1  0
 18 19  2  0
 19 13  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 20 24  1  0
 24 25  1  0
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  5  2  1  0
  2 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559596

   ---

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: 426.37

Molecular Weight (Monoisotopic): 425.0619

AlogP: 4.27

#Rotatable Bonds: 9

Polar Surface Area: 54.45

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.56

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.34

Np Likeness Score: -0.77

References

1. Elkhalifa D, Siddique AB, Qusa M, Cyprian FS, El Sayed K, Alali F, Al Moustafa AE, Khalil A..  (2020)  Design, synthesis, and validation of novel nitrogen-based chalcone analogs against triple negative breast cancer.,  187  [PMID:31838326] [10.1016/j.ejmech.2019.111954]

Source

Source(1):

• Scientific Literature