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

ID: ALA3585498

PubChem CID: 122179630

Max Phase: Preclinical

Molecular Formula: C26H28N4O4

Molecular Weight: 460.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)C(=O)c1c-2c(N2CCN(C(=O)CCNCCO)CC2)nc2ccccc12

Standard InChI:  InChI=1S/C26H28N4O4/c1-34-17-6-7-18-20(16-17)25(33)23-19-4-2-3-5-21(19)28-26(24(18)23)30-13-11-29(12-14-30)22(32)8-9-27-10-15-31/h2-7,16,27,31H,8-15H2,1H3

Standard InChI Key:  CBQBVWNXIQFQIK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.5632   -2.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    1.5812   -0.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
   -0.7893    6.3217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1451    4.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0891   -0.4677    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
   -0.1740   12.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8295   13.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4586   15.0931    0.0000 O   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
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3585498

   ---

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: 460.53

Molecular Weight (Monoisotopic): 460.2111

AlogP: 2.08

#Rotatable Bonds: 7

Polar Surface Area: 95.00

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.13

CX LogP: 1.94

CX LogD: 0.21

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -0.52

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