4,9-dimethoxy-11-(4-methoxycarbonylyphenyl)-10H-indolo[3,2-b]quinoline

ID: ALA1760430

PubChem CID: 54581013

Max Phase: Preclinical

Molecular Formula: C25H20N2O4

Molecular Weight: 412.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(-c2c3cccc(OC)c3nc3c2[nH]c2c(OC)cccc23)cc1

Standard InChI:  InChI=1S/C25H20N2O4/c1-29-18-8-4-6-16-20(14-10-12-15(13-11-14)25(28)31-3)24-23(26-21(16)18)17-7-5-9-19(30-2)22(17)27-24/h4-13,27H,1-3H3

Standard InChI Key:  SQTAVXTVQDOFPI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.7953   -0.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2226    0.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2227   -0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0084   -1.0505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0082    0.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4905   -0.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7568   -2.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0926   -1.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4899    1.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2448   -2.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9094   -3.7188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0652   -2.8788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0890   -3.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5118   -2.0376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7985   -2.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0033    2.5419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3370    3.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
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  5  6  1  0
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  2  3  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1760430

   methyl 4-(4,9-dimethoxy-10H-indolo[3,2-b]quinolin-11-yl)benzoate

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: 412.45

Molecular Weight (Monoisotopic): 412.1423

AlogP: 5.34

#Rotatable Bonds: 4

Polar Surface Area: 73.44

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.28

CX Basic pKa: 2.93

CX LogP: 4.97

CX LogD: 4.97

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -0.02

References

1. Riechert-Krause F, Eick A, Grünert R, Bednarski PJ, Weisz K..  (2011)  In vitro anticancer activity and evaluation of DNA duplex binding affinity of phenyl-substituted indoloquinolines.,  21  (8): [PMID:21414783] [10.1016/j.bmcl.2011.02.088]

Source

Source(1):

• Scientific Literature