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

ID: ALA4440346

PubChem CID: 155385945

Max Phase: Preclinical

Molecular Formula: C20H21Cl2NO2

Molecular Weight: 378.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(C(=O)/C=C/c2ccc(N(CCCl)CCCl)cc2)c1

Standard InChI:  InChI=1S/C20H21Cl2NO2/c1-25-19-4-2-3-17(15-19)20(24)10-7-16-5-8-18(9-6-16)23(13-11-21)14-12-22/h2-10,15H,11-14H2,1H3/b10-7+

Standard InChI Key:  FDGNRFLWAKBGSV-JXMROGBWSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   15.4963   -2.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4952   -3.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2032   -3.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9129   -3.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9101   -2.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2014   -1.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6162   -1.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3255   -2.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0316   -1.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7409   -2.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6131   -1.1452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7409   -3.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4493   -3.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1564   -3.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1507   -2.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4417   -1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8662   -3.5786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8704   -4.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5801   -4.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5843   -5.6179    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.5718   -3.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2816   -3.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9872   -3.1591    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.2030   -4.4229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4952   -4.8314    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  1  0
  8  9  2  0
  9 10  1  0
  7 11  2  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 10  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
  3 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4440346

   ---

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: 378.30

Molecular Weight (Monoisotopic): 377.0949

AlogP: 4.88

#Rotatable Bonds: 9

Polar Surface Area: 29.54

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.56

CX LogP: 5.17

CX LogD: 5.17

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.35

Np Likeness Score: -0.54

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