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

ID: ALA3585492

PubChem CID: 24205990

Max Phase: Preclinical

Molecular Formula: C27H31N5O3

Molecular Weight: 473.58

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H31N5O3/c1-30(2)11-10-28-17-23(33)31-12-14-32(15-13-31)27-25-19-9-8-18(35-3)16-21(19)26(34)24(25)20-6-4-5-7-22(20)29-27/h4-9,16,28H,10-15,17H2,1-3H3

Standard InChI Key:  PMUCSJCBCXSQLR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.1433    3.4707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3110    9.4153    0.0000 N   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
   -2.8728    2.0488    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
   -6.7567   11.3900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  4 16  2  0
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  2  1  2  0
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  8 10  1  0
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 21 20  2  0
 11  2  1  0
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  6 31  2  0
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 10 18  2  0
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  2 13  1  0
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 18 15  1  0
 12 33  1  0
 33 34  1  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3585492

   6-[4-[2-[2-(Dimethylamino)ethylamino]acetyl]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: 473.58

Molecular Weight (Monoisotopic): 473.2427

AlogP: 2.25

#Rotatable Bonds: 7

Polar Surface Area: 78.01

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.63

CX LogP: 2.41

CX LogD: 1.16

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.41

Np Likeness Score: -0.84

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