(E)-3-(3-((7-Chloroquinolin-4-yl)amino)phenyl)-1-(4-methoxyphenyl)prop-2-en-1-one

ID: ALA4088604

PubChem CID: 25114161

Max Phase: Preclinical

Molecular Formula: C25H19ClN2O2

Molecular Weight: 414.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)/C=C/c2cccc(Nc3ccnc4cc(Cl)ccc34)c2)cc1

Standard InChI:  InChI=1S/C25H19ClN2O2/c1-30-21-9-6-18(7-10-21)25(29)12-5-17-3-2-4-20(15-17)28-23-13-14-27-24-16-19(26)8-11-22(23)24/h2-16H,1H3,(H,27,28)/b12-5+

Standard InChI Key:  USJXOUQFTMXFGK-LFYBBSHMSA-N

Molfile:  

     RDKit          2D

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   26.4695   -5.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1817   -5.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1799   -4.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8926   -4.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8934   -5.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6060   -5.8862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3184   -5.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3137   -4.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6005   -4.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5961   -3.4203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3058   -3.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.7202   -3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7164   -2.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9974   -1.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2953   -2.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4340   -3.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7573   -5.8913    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.1439   -2.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8577   -3.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5676   -2.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8616   -4.2242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2781   -3.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9875   -2.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9840   -2.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2652   -1.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5587   -2.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6891   -1.7478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4035   -2.1561    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
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 15 16  1  0
 16 17  2  0
 17 12  1  0
 14 18  1  0
  2 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 22  1  0
 26 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088604

   (E)-3-[3-[(7-chloroquinolin-4-yl)amino]phenyl]-1-(4-methoxyphenyl)prop-2-en-1-one

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: 414.89

Molecular Weight (Monoisotopic): 414.1135

AlogP: 6.54

#Rotatable Bonds: 6

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.46

CX LogP: 5.93

CX LogD: 5.89

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.29

Np Likeness Score: -0.83

References

1. Ramírez-Prada J, Robledo SM, Vélez ID, Crespo MDP, Quiroga J, Abonia R, Montoya A, Svetaz L, Zacchino S, Insuasty B..  (2017)  Synthesis of novel quinoline-based 4,5-dihydro-1H-pyrazoles as potential anticancer, antifungal, antibacterial and antiprotozoal agents.,  131  [PMID:28329730] [10.1016/j.ejmech.2017.03.016]

Source

Source(1):

• Scientific Literature