9-Methoxy-6-{4-[3-(methylamino)propanoyl]piperazin-1-yl}-11H-indeno[1,2-c]quinolin-11-one

ID: ALA3585496

PubChem CID: 101885914

Max Phase: Preclinical

Molecular Formula: C25H26N4O3

Molecular Weight: 430.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCC(=O)N1CCN(c2nc3ccccc3c3c2-c2ccc(OC)cc2C3=O)CC1

Standard InChI:  InChI=1S/C25H26N4O3/c1-26-10-9-21(30)28-11-13-29(14-12-28)25-23-17-8-7-16(32-2)15-19(17)24(31)22(23)18-5-3-4-6-20(18)27-25/h3-8,15,26H,9-14H2,1-2H3

Standard InChI Key:  YLGKOVTXSIVBDC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.5431   -1.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0754    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0934    1.7370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236    2.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1433    3.4707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3241    3.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8103    0.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7636   -0.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2691   -0.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6106   -1.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0528   -2.5584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2532    7.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4271    7.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2497    8.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   10.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2899   11.4085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0810   12.5497    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 16  1  0
 15  5  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  8  9  1  0
 15 16  2  0
 16 19  1  0
 18 17  1  0
 17 15  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 22 24  1  0
 24 25  1  0
 17 26  2  0
 12 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3585496

   9-Methoxy-6-[4-[3-(methylamino)propanoyl]piperazin-1-yl]indeno[1,2-c]quinolin-11-one

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: 430.51

Molecular Weight (Monoisotopic): 430.2005

AlogP: 2.71

#Rotatable Bonds: 5

Polar Surface Area: 74.77

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.63

CX LogP: 2.63

CX LogD: 0.44

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -0.47

References

1. Tseng C, Tzeng C, Chiu C, Yang C, Lu P, Chou C, Liu C, Chen Y.  (2014)  Synthesis and antiproliferative evaluation of 9-methoxy-6-(piperazin-1-yl)-11H-indeno[1,2-c]quinoline-11-one derivatives. Part 4,  5  (7): [10.1039/C4MD00133H]

Source

Source(1):

• Scientific Literature