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

ID: ALA3422778

PubChem CID: 118735878

Max Phase: Preclinical

Molecular Formula: C24H18N2O

Molecular Weight: 350.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCOc1ccc(-c2nc3ccccc3c3c2[nH]c2ccccc23)cc1

Standard InChI:  InChI=1S/C24H18N2O/c1-2-15-27-17-13-11-16(12-14-17)23-24-22(18-7-3-5-9-20(18)25-23)19-8-4-6-10-21(19)26-24/h2-14,26H,1,15H2

Standard InChI Key:  HYEOXZOHULSALP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -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
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    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
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    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
   -0.9606   -7.9926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3392   -8.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5159  -10.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6182  -10.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  2 18  1  0
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 25 26  1  0
 26 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3422778

   ---

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: 350.42

Molecular Weight (Monoisotopic): 350.1419

AlogP: 6.10

#Rotatable Bonds: 4

Polar Surface Area: 37.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.11

CX Basic pKa: 2.67

CX LogP: 5.86

CX LogD: 5.86

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.40

Np Likeness Score: -0.33

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