1-(3,4-Dimethoxy)phenyl-10H-[1,2,4]triazolo[3',4':3,4][1,2,4]triazino[5,6-b]indole

ID: ALA2296702

PubChem CID: 136240226

Max Phase: Preclinical

Molecular Formula: C18H14N6O2

Molecular Weight: 346.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nnc3nnc4c5ccccc5[nH]c4n23)cc1OC

Standard InChI:  InChI=1S/C18H14N6O2/c1-25-13-8-7-10(9-14(13)26-2)16-21-23-18-22-20-15-11-5-3-4-6-12(11)19-17(15)24(16)18/h3-9,19H,1-2H3

Standard InChI Key:  AUYRDYIHXDLXCT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
    1.5961   -0.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1007   -1.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186   -2.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4051   -0.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -1.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -2.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7002   -2.8446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5035   -1.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -2.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277   -1.8027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193   -1.3781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9159   -2.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1923   -3.0246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3472   -3.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1660   -3.9393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5176   -3.1923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9506   -4.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1323   -4.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7331   -5.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1510   -5.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9723   -5.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3678   -5.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3926   -6.6565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9958   -7.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7526   -6.6826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355   -6.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  8  5  1  0
  8  9  2  0
  8 11  1  0
  9 13  1  0
 12 10  1  0
 10 11  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 14 17  1  0
 21 23  1  0
 23 24  1  0
 20 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2296702

   ---

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: 346.35

Molecular Weight (Monoisotopic): 346.1178

AlogP: 2.84

#Rotatable Bonds: 3

Polar Surface Area: 90.22

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.06

CX Basic pKa: 0.60

CX LogP: 1.36

CX LogD: 1.36

Aromatic Rings: 5

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: -0.78

References

1. Upadhyay K, Manvar A, Loddo R, Colla PL, Virsodiya V, Trivedi J, Chaniyara R, Shah A.  (2013)  Syntheses and in vitro biological screening of 1-aryl-10H-[1,2,4]triazolo[3,4:3,4][1,2,4]triazino[5,6-b]indoles,  22  (8): [10.1007/s00044-012-0342-1]

Source

Source(1):

• Scientific Literature