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

ID: ALA3585504

PubChem CID: 68766753

Max Phase: Preclinical

Molecular Formula: C25H28N4O3

Molecular Weight: 432.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCC(O)CN1CCN(c2nc3ccccc3c3c2-c2ccc(OC)cc2C3=O)CC1

Standard InChI:  InChI=1S/C25H28N4O3/c1-26-14-16(30)15-28-9-11-29(12-10-28)25-23-18-8-7-17(32-2)13-20(18)24(31)22(23)19-5-3-4-6-21(19)27-25/h3-8,13,16,26,30H,9-12,14-15H2,1-2H3

Standard InChI Key:  LFBTWBGFPKJTGS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
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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
    2.0934   -2.2270    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
   -1.7907    5.2049    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
   -0.2497    8.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242    8.6160    0.0000 O   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  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3585504

   6-[4-[2-Hydroxy-3-(methylamino)propyl]piperazin-1-yl]-9-methoxyindeno[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: 432.52

Molecular Weight (Monoisotopic): 432.2161

AlogP: 2.16

#Rotatable Bonds: 6

Polar Surface Area: 77.93

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.55

CX LogP: 2.66

CX LogD: 0.54

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -0.36

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