6-Isopropyl-7H-indolo[2,3-c]quinoline

ID: ALA3422780

PubChem CID: 118735880

Max Phase: Preclinical

Molecular Formula: C18H16N2

Molecular Weight: 260.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1nc2ccccc2c2c1[nH]c1ccccc12

Standard InChI:  InChI=1S/C18H16N2/c1-11(2)17-18-16(12-7-3-5-9-14(12)19-17)13-8-4-6-10-15(13)20-18/h3-11,20H,1-2H3

Standard InChI Key:  FHFVCXOPDCYYIF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  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
   -0.4297   -3.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5250   -4.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5423   -4.2268    0.0000 C   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
  2 18  1  0
 18 19  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3422780

   ---

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: 260.34

Molecular Weight (Monoisotopic): 260.1313

AlogP: 4.99

#Rotatable Bonds: 1

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.51

CX Basic pKa: 3.45

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 4

Heavy Atoms: 20

QED Weighted: 0.51

Np Likeness Score: -0.23

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