1-(3,4-Dimethoxy-phenyl)-6,6-dimethyl-1,6-dihydro-[1,3,5]triazine-2,4-diamine

ID: ALA33696

PubChem CID: 3563970

Max Phase: Preclinical

Molecular Formula: C13H19N5O2

Molecular Weight: 277.33

Molecule Type: Small molecule

Names and Identifiers

Synonyms from Alternative Forms(1): TCMDC-124282

Canonical SMILES:  COc1ccc(N2C(N)=NC(N)=NC2(C)C)cc1OC

Standard InChI:  InChI=1S/C13H19N5O2/c1-13(2)17-11(14)16-12(15)18(13)8-5-6-9(19-3)10(7-8)20-4/h5-7H,1-4H3,(H4,14,15,16,17)

Standard InChI Key:  VQRSVBFYTHVYJT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    4.3827    3.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6682    2.6036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6682    1.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538    1.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538    0.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6682    0.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827    0.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827    1.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972    1.7786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8116    1.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6682   -0.6964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538   -1.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393   -0.6964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538   -1.9339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6682   -2.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6682   -3.1714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -1.9339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -1.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8199   -0.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2072   -1.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  8  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 18  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA33696

   1-(3,4-Dimethoxyphenyl)-6,6-dimethyl-1,3,5-triazine-2,4-diamine

2. Alternative Forms:

   

   ALA33696

   1-(3,4-Dimethoxyphenyl)-6,6-dimethyl-1,3,5-triazine-2,4-diamine;hydrochloride

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: 277.33

Molecular Weight (Monoisotopic): 277.1539

AlogP: 0.89

#Rotatable Bonds: 3

Polar Surface Area: 98.46

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.15

CX LogP: 0.78

CX LogD: -0.03

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.85

Np Likeness Score: -0.27

References

1. Hansch C, Hathaway BA, Guo ZR, Selassie CD, Dietrich SW, Blaney JM, Langridge R, Volz KW, Kaufman BT..  (1984)  Crystallography, quantitative structure-activity relationships, and molecular graphics in a comparative analysis of the inhibition of dihydrofolate reductase from chicken liver and Lactobacillus casei by 4,6-diamino-1,2-dihydro-2,2-dimethyl-1-(substituted-phenyl)-s-triazine s.,  27  (2): [PMID:6420569] [10.1021/jm00368a006]

Source

Source(1):

• Scientific Literature