6-(4-(trifluoromethyl)phenyl)-7H-indolo[2,3-c]quinoline

ID: ALA3422777

PubChem CID: 118735877

Max Phase: Preclinical

Molecular Formula: C22H13F3N2

Molecular Weight: 362.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1ccc(-c2nc3ccccc3c3c2[nH]c2ccccc23)cc1

Standard InChI:  InChI=1S/C22H13F3N2/c23-22(24,25)14-11-9-13(10-12-14)20-21-19(15-5-1-3-7-17(15)26-20)16-6-2-4-8-18(16)27-21/h1-12,27H

Standard InChI Key:  FOCBTOAODXDOBA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.4930   -1.1228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747   -2.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -1.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542    0.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358    0.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2031    2.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9794    3.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3530    2.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5203    1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3258    0.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4367   -2.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7114    0.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4758    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9928    1.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7333    0.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9569   -0.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4400   -0.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4368   -3.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7665   -4.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5931   -5.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7840   -6.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9876   -5.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8141   -4.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9575   -7.9929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049   -8.7097    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0593   -8.4684    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968   -9.1848    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
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  1 10  1  0
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  3 11  1  0
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  2 18  1  0
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 24 27  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3422777

   ---

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: 362.35

Molecular Weight (Monoisotopic): 362.1031

AlogP: 6.56

#Rotatable Bonds: 1

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.08

CX Basic pKa: 2.56

CX LogP: 6.16

CX LogD: 6.16

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: -0.60

References

1. Srihari P, Padmabhavani B, Ramesh S, Bharath Kumar Y, Singh A, Ummanni R..  (2015)  PMA-SiO2 catalyzed synthesis of indolo[2,3-c]quinolines as potent anti cancer agents.,  25  (11): [PMID:25933593] [10.1016/j.bmcl.2015.04.018]

Source

Source(1):

• Scientific Literature