6-(2-chloro-6-fluorophenyl)-7H-indolo[2,3-c]quinoline

ID: ALA3422779

PubChem CID: 118735879

Max Phase: Preclinical

Molecular Formula: C21H12ClFN2

Molecular Weight: 346.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cccc(Cl)c1-c1nc2ccccc2c2c1[nH]c1ccccc12

Standard InChI:  InChI=1S/C21H12ClFN2/c22-14-8-5-9-15(23)19(14)21-20-18(12-6-1-3-10-16(12)24-20)13-7-2-4-11-17(13)25-21/h1-11,24H

Standard InChI Key:  SYNKUWFKUXDYMN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
   -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
   -2.7769   -3.4008    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8682   -3.9417    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
  7  8  2  0
  8  9  1  0
  9 10  2  0
  1 10  1  0
  5 10  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 11 17  1  0
 12 17  2  0
  3 11  1  0
  4 12  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
  2 18  1  0
 23 24  1  0
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3422779

   ---

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: 346.79

Molecular Weight (Monoisotopic): 346.0673

AlogP: 6.33

#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: 12.72

CX Basic pKa: 0.62

CX LogP: 6.03

CX LogD: 6.03

Aromatic Rings: 5

Heavy Atoms: 25

QED Weighted: 0.38

Np Likeness Score: -0.80

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