(E)-3-(3-amino-4-methoxyphenyl)-2-methyl-1-(2-methylquinolin-4-yl)prop-2-en-1-one

ID: ALA4466190

PubChem CID: 155531539

Max Phase: Preclinical

Molecular Formula: C21H20N2O2

Molecular Weight: 332.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C(\C)C(=O)c2cc(C)nc3ccccc23)cc1N

Standard InChI:  InChI=1S/C21H20N2O2/c1-13(10-15-8-9-20(25-3)18(22)12-15)21(24)17-11-14(2)23-19-7-5-4-6-16(17)19/h4-12H,22H2,1-3H3/b13-10+

Standard InChI Key:  ODWPCGJOLIGRRN-JLHYYAGUSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    9.7966   -3.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7955   -4.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5035   -5.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5017   -3.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2104   -3.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2111   -4.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9196   -5.1846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6279   -4.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6232   -3.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9141   -3.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3372   -5.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9097   -2.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6153   -2.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1999   -2.3263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3251   -2.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0307   -2.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7390   -2.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4441   -2.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4402   -1.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7253   -1.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0232   -1.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1537   -2.7144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1451   -1.0779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8555   -1.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6109   -1.5016    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
 10  5  1  0
  8 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 18 22  1  0
 19 23  1  0
 23 24  1  0
 13 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4466190

   ---

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: 332.40

Molecular Weight (Monoisotopic): 332.1525

AlogP: 4.42

#Rotatable Bonds: 4

Polar Surface Area: 65.21

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.12

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.44

Np Likeness Score: -0.45

References

1. Li W, Xu F, Shuai W, Sun H, Yao H, Ma C, Xu S, Yao H, Zhu Z, Yang DH, Chen ZS, Xu J..  (2019)  Discovery of Novel Quinoline-Chalcone Derivatives as Potent Antitumor Agents with Microtubule Polymerization Inhibitory Activity.,  62  (2): [PMID:30525584] [10.1021/acs.jmedchem.8b01755]

Source

Source(1):

• Scientific Literature