4-(4,9-dimethyl-10H-indolo[3,2-b]quinolin-11-yl)-N-(2-(dimethylamino)ethyl)benzamide

ID: ALA1760431

PubChem CID: 54580017

Max Phase: Preclinical

Molecular Formula: C28H28N4O

Molecular Weight: 436.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc2c(-c3ccc(C(=O)NCCN(C)C)cc3)c3[nH]c4c(C)cccc4c3nc12

Standard InChI:  InChI=1S/C28H28N4O/c1-17-7-5-9-21-23(19-11-13-20(14-12-19)28(33)29-15-16-32(3)4)27-26(30-24(17)21)22-10-6-8-18(2)25(22)31-27/h5-14,31H,15-16H2,1-4H3,(H,29,33)

Standard InChI Key:  FAQPUFKBONNWDR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -3.3290   -7.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7826   -7.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2596   -6.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1618   -7.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4605   -9.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111   -8.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4682   -6.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7158   -7.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5228   -7.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0830   -6.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8306   -6.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0242   -5.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1518  -10.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5946  -11.5998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9573  -11.1700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0424   -8.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7743   -5.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2109  -11.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4590  -10.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2645  -10.4559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125   -9.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8218  -11.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  9  1  0
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  8  5  1  0
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  5  4  2  0
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  2  3  1  0
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 12 13  2  0
 25 29  1  0
  3  6  2  0
 29 30  1  0
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 30 31  1  0
  6  7  1  0
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 14 15  2  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1760431

   N-[2-(dimethylamino)ethyl]-4-(4,9-dimethyl-10H-indolo[3,2-b]quinolin-11-yl)benzamide

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: 436.56

Molecular Weight (Monoisotopic): 436.2263

AlogP: 5.44

#Rotatable Bonds: 5

Polar Surface Area: 61.02

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.92

CX Basic pKa: 8.51

CX LogP: 5.40

CX LogD: 4.26

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -0.78

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