N-(4-isopropylphenyl)-5-(3-morpholinopropoxy)quinolin-2-amine

ID: ALA4760862

PubChem CID: 162658345

Max Phase: Preclinical

Molecular Formula: C25H31N3O2

Molecular Weight: 405.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc(Nc2ccc3c(OCCCN4CCOCC4)cccc3n2)cc1

Standard InChI:  InChI=1S/C25H31N3O2/c1-19(2)20-7-9-21(10-8-20)26-25-12-11-22-23(27-25)5-3-6-24(22)30-16-4-13-28-14-17-29-18-15-28/h3,5-12,19H,4,13-18H2,1-2H3,(H,26,27)

Standard InChI Key:  RTJCGGMPIGBLLN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    4.1464   -3.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1453   -4.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8533   -4.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8516   -2.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5602   -3.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5609   -4.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2695   -4.4458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9777   -4.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9730   -3.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2639   -2.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6870   -4.4408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3931   -4.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0996   -4.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8053   -4.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8025   -3.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0883   -2.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3855   -3.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8491   -1.9973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1402   -1.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4337   -2.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7248   -1.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0183   -2.0057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3072   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6028   -2.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6011   -2.8256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3098   -3.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0204   -2.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5081   -2.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2179   -3.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5038   -1.9816    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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  4 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 15 28  1  0
 28 29  1  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760862

   ---

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: 405.54

Molecular Weight (Monoisotopic): 405.2416

AlogP: 5.20

#Rotatable Bonds: 8

Polar Surface Area: 46.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.20

CX LogP: 5.11

CX LogD: 4.90

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -1.40

References

1. El-Damasy AK,Cho NC,Pae AN,Kim EE,Keum G.  (2016)  Novel 5-substituted-2-anilinoquinolines with 3-(morpholino or 4-methylpiperazin-1-yl)propoxy moiety as broad spectrum antiproliferative agents: Synthesis, cell based assays and kinase screening.,  26  (14.0): [PMID:27241691] [10.1016/j.bmcl.2016.05.047]

Source

Source(1):

• Scientific Literature