(E)-4-(2,4-dichloro-5-methoxyphenylamino)-8-(4-morpholinobut-1-enyl)quinoline-3-carbonitrile

ID: ALA1088697

PubChem CID: 46889035

Max Phase: Preclinical

Molecular Formula: C25H24Cl2N4O2

Molecular Weight: 483.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2c(C#N)cnc3c(/C=C/CCN4CCOCC4)cccc23)c(Cl)cc1Cl

Standard InChI:  InChI=1S/C25H24Cl2N4O2/c1-32-23-14-22(20(26)13-21(23)27)30-25-18(15-28)16-29-24-17(6-4-7-19(24)25)5-2-3-8-31-9-11-33-12-10-31/h2,4-7,13-14,16H,3,8-12H2,1H3,(H,29,30)/b5-2+

Standard InChI Key:  HXCCICBZAOSHPL-GORDUTHDSA-N

Molfile:  

     RDKit          2D

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    0.4507   -2.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2665   -3.9881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1587   -4.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8758   -3.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8758   -3.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2992   -3.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2992   -3.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0122   -4.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7293   -3.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7293   -3.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0122   -2.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0122   -1.9332    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.4423   -4.4066    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5885   -2.7509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0112   -5.2316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7251   -5.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0
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  7  8  2  0
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 22 31  1  0
 31 23  1  0
 25 32  1  0
  1  2  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1088697

   4-(2,4-dichloro-5-methoxyanilino)-8-[(E)-4-morpholin-4-ylbut-1-enyl]quinoline-3-carbonitrile

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: 483.40

Molecular Weight (Monoisotopic): 482.1276

AlogP: 5.90

#Rotatable Bonds: 7

Polar Surface Area: 70.41

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.60

CX LogP: 5.10

CX LogD: 4.68

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -1.13

References

1. Boschelli DH, Wang D, Wang Y, Wu B, Honores EE, Barrios Sosa AC, Chaudhary I, Golas J, Lucas J, Boschelli F..  (2010)  Optimization of 7-alkene-3-quinolinecarbonitriles as Src kinase inhibitors.,  20  (9): [PMID:20363128] [10.1016/j.bmcl.2010.03.025]

Source

Source(1):

• Scientific Literature