3-(2-(4-Amino-6-(4-methoxybenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)hydrazono)indolin-2-one

ID: ALA2013100

PubChem CID: 135972876

Max Phase: Preclinical

Molecular Formula: C19H17N7O3

Molecular Weight: 391.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cc2nnc(N/N=C3\C(=O)Nc4ccccc43)n(N)c2=O)cc1

Standard InChI:  InChI=1S/C19H17N7O3/c1-29-12-8-6-11(7-9-12)10-15-18(28)26(20)19(24-22-15)25-23-16-13-4-2-3-5-14(13)21-17(16)27/h2-9H,10,20H2,1H3,(H,24,25)(H,21,23,27)

Standard InChI Key:  HYUWJSXKEVNZFH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   16.8624  -16.5494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0897  -16.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1257  -15.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9199  -15.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2861  -14.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1070  -14.4246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5656  -15.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1994  -15.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3747  -15.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4041  -16.7208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4761  -14.9273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7734  -15.3545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3097  -13.7363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0326  -14.1307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0477  -14.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3437  -15.3862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6180  -14.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6030  -14.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9113  -15.4128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8812  -13.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1745  -14.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1896  -15.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4869  -15.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7611  -15.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7449  -14.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4516  -13.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3588  -16.2106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0551  -15.4690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3324  -15.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  1  9  1  0
  4  9  2  0
  2 10  2  0
 11 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 18  2  0
 17 19  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 18 20  1  0
 16 27  1  0
 12 15  1  0
  3 11  2  0
 24 28  1  0
  1  2  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2013100

   ---

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: 391.39

Molecular Weight (Monoisotopic): 391.1393

AlogP: 0.72

#Rotatable Bonds: 5

Polar Surface Area: 136.52

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.47

CX Basic pKa: 1.22

CX LogP: 1.66

CX LogD: 1.65

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: -1.00

References

1. El Massry AM, Asal AM, Khattab SN, Haiba NS, Awney HA, Helmy M, Langer V, Amer A..  (2012)  Synthesis and structure elucidation of novel fused 1,2,4-triazine derivatives as potent inhibitors targeting CYP1A1 activity.,  20  (8): [PMID:22414679] [10.1016/j.bmc.2012.02.041]

Source

Source(1):

• Scientific Literature