(E)-4-(2,4-dichloro-5-methoxyphenylamino)-6-(4-morpholinobut-1-enyl)quinoline-3-carbonitrile

ID: ALA1086679

PubChem CID: 46889053

Max Phase: Preclinical

Molecular Formula: C25H24Cl2N4O2

Molecular Weight: 483.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2c(C#N)cnc3ccc(/C=C/CCN4CCOCC4)cc23)c(Cl)cc1Cl

Standard InChI:  InChI=1S/C25H24Cl2N4O2/c1-32-24-14-23(20(26)13-21(24)27)30-25-18(15-28)16-29-22-6-5-17(12-19(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:  UGAHJWPETPCBFZ-DUXPYHPUSA-N

Molfile:  

     RDKit          2D

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   12.3137   -6.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5974   -6.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8900   -6.7443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8975   -7.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.4631   -7.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1684   -7.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8798   -6.5968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.3358   -8.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0545   -9.0911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7575   -8.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7447   -7.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0145   -7.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7224   -6.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4397   -6.6041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1466   -5.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4230   -4.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7106   -5.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9907   -4.9768    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.8613   -4.9414    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.0091   -6.6202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  2  0
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 28 32  1  0
 19 10  1  0
  2  3  1  0
 25 33  1  0
 33 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1086679

   (E)-4-(2,4-dichloro-5-methoxyphenylamino)-6-(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: 7.52

CX LogP: 5.10

CX LogD: 4.73

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