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

ID: ALA3585499

PubChem CID: 122179631

Max Phase: Preclinical

Molecular Formula: C27H31N5O3

Molecular Weight: 473.58

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H31N5O3/c1-28-11-12-29-10-9-23(33)31-13-15-32(16-14-31)27-25-19-8-7-18(35-2)17-21(19)26(34)24(25)20-5-3-4-6-22(20)30-27/h3-8,17,28-29H,9-16H2,1-2H3

Standard InChI Key:  UMJHFSPEFHMBSS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -6.2691   -0.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4271    7.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1680   16.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  9 10  1  0
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 19 20  1  0
 20 21  2  0
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 17 26  2  0
 12 27  1  0
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 27 29  1  0
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 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3585499

   ---

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: 473.58

Molecular Weight (Monoisotopic): 473.2427

AlogP: 2.30

#Rotatable Bonds: 8

Polar Surface Area: 86.80

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.64

CX LogP: 2.26

CX LogD: 0.02

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -0.46

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