(E)-4-(2,4-dichloro-5-methoxyphenylamino)-7-(4-morpholinobut-1-enyl)quinoline-3-carbonitrile

ID: ALA1088121

PubChem CID: 46889033

Max Phase: Preclinical

Molecular Formula: C25H24Cl2N4O2

Molecular Weight: 483.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2c(C#N)cnc3cc(/C=C/CCN4CCOCC4)ccc23)c(Cl)cc1Cl

Standard InChI:  InChI=1S/C25H24Cl2N4O2/c1-32-24-14-23(20(26)13-21(24)27)30-25-18(15-28)16-29-22-12-17(5-6-19(22)25)4-2-3-7-31-8-10-33-11-9-31/h2,4-6,12-14,16H,3,7-11H2,1H3,(H,29,30)/b4-2+

Standard InChI Key:  SVAFKXHQTWXBPF-DUXPYHPUSA-N

Molfile:  

     RDKit          2D

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    0.1388   -1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5774   -1.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848   -1.4204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9847   -0.0520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2872   -1.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0071   -2.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7176   -1.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5394    0.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2567    0.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9730    0.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9635    1.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2400    1.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5277    1.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8077    1.9669    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.6929    0.3475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4016    0.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6782    2.0023    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5794   -2.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589   -1.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8262    0.3235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
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  7  8  3  0
  9 10  2  0
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  3  4  1  0
 31 32  1  0
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  4  5  1  0
 20 33  1  0
 33 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1088121

   (E)-4-(2,4-dichloro-5-methoxyphenylamino)-7-(4-morpholinobut-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: 7.49

CX LogP: 5.10

CX LogD: 4.75

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -1.11

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