6-(5-Methoxy-1H-3-indolyl)indolo[1,2-c]quinazoline

ID: ALA1087376

PubChem CID: 135883366

Max Phase: Preclinical

Molecular Formula: C24H17N3O

Molecular Weight: 363.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2[nH]cc(-c3nc4ccccc4c4cc5ccccc5n34)c2c1

Standard InChI:  InChI=1S/C24H17N3O/c1-28-16-10-11-20-18(13-16)19(14-25-20)24-26-21-8-4-3-7-17(21)23-12-15-6-2-5-9-22(15)27(23)24/h2-14,25H,1H3

Standard InChI Key:  MXDYEFACQGZMIU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 33  0  0  0  0  0  0  0  0999 V2000
   12.1370   -1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2127   -1.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9625   -2.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8072   -0.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3208   -0.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5572   -0.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6370   -1.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8709   -1.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4481   -1.8998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8566   -2.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6874   -2.6289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6975   -1.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1067   -1.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9301   -1.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3454   -1.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9311   -0.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1091   -0.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3916   -3.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0164   -4.5816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6679   -4.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3334   -4.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5662   -3.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0002   -2.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2014   -2.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9716   -3.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5392   -4.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7795   -2.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5293   -2.4502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  7  2  0
 13 14  1  0
  5  6  1  0
 14 15  2  0
  7  9  1  0
 15 16  1  0
  8  5  2  0
 16 17  2  0
 17 12  1  0
  1  2  2  0
 10 18  1  0
  6  4  2  0
  8  9  1  0
 18 22  1  0
 21 19  1  0
 19 20  1  0
 20 18  2  0
  4  1  1  0
  9 10  1  0
 21 22  2  0
  6  7  1  0
 22 23  1  0
 10 11  2  0
 23 24  2  0
 11 13  1  0
 24 25  1  0
 12  8  1  0
 25 26  2  0
 26 21  1  0
 24 28  1  0
  2  3  1  0
 12 13  2  0
 28 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087376

   ---

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: 363.42

Molecular Weight (Monoisotopic): 363.1372

AlogP: 5.80

#Rotatable Bonds: 2

Polar Surface Area: 42.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.70

CX LogP: 4.77

CX LogD: 4.77

Aromatic Rings: 6

Heavy Atoms: 28

QED Weighted: 0.42

Np Likeness Score: -0.49

References

1. Rohini R, Muralidhar Reddy P, Shanker K, Hu A, Ravinder V..  (2010)  Antimicrobial study of newly synthesized 6-substituted indolo[1,2-c]quinazolines.,  45  (3): [PMID:20005020] [10.1016/j.ejmech.2009.11.038]

Source

Source(1):

• Scientific Literature