6,6-Dimethyl-1-[3-(naphthalen-2-yloxymethyl)-phenyl]-1,6-dihydro-[1,3,5]triazine-2,4-diamine

ID: ALA433045

Chembl Id: CHEMBL433045

PubChem CID: 19417502

Max Phase: Preclinical

Molecular Formula: C22H23N5O

Molecular Weight: 373.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)N=C(N)N=C(N)N1c1cccc(COc2ccc3ccccc3c2)c1

Standard InChI:  InChI=1S/C22H23N5O/c1-22(2)26-20(23)25-21(24)27(22)18-9-5-6-15(12-18)14-28-19-11-10-16-7-3-4-8-17(16)13-19/h3-13H,14H2,1-2H3,(H4,23,24,25,26)

Standard InChI Key:  CRVSPVPRADASJG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA433045

   6,6-Dimethyl-1-[3-(naphthalen-2-yloxymethyl)phenyl]-1,3,5-triazine-2,4-diamine

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: 373.46

Molecular Weight (Monoisotopic): 373.1903

AlogP: 3.60

#Rotatable Bonds: 4

Polar Surface Area: 89.23

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.16

CX LogP: 3.65

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.73

Np Likeness Score: -0.47

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]

2. Selassie CD, Hansch C, Khwaja TA, Dias CB, Pentecost S..  (1984)  Comparative structure-activity relationships of antifolate triazines inhibiting murine tumor cells sensitive and resistant to methotrexate.,  27  (3): [PMID:6699880] [10.1021/jm00369a019]

Source

Source(1):

• Scientific Literature