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

ID: ALA34794

Chembl Id: CHEMBL34794

PubChem CID: 44280942

Max Phase: Preclinical

Molecular Formula: C22H37N5O

Molecular Weight: 387.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCOc1ccc(N2C(N)=NC(N)=NC2(C)C)cc1

Standard InChI:  InChI=1S/C22H37N5O/c1-4-5-6-7-8-9-10-11-12-17-28-19-15-13-18(14-16-19)27-21(24)25-20(23)26-22(27,2)3/h13-16H,4-12,17H2,1-3H3,(H4,23,24,25,26)

Standard InChI Key:  ZRYBMSQUMSNNKM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA34794

   6,6-Dimethyl-1-(4-undecoxyphenyl)-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: 387.57

Molecular Weight (Monoisotopic): 387.2998

AlogP: 4.78

#Rotatable Bonds: 12

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: 8.25

CX LogP: 5.38

CX LogD: 4.48

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -0.23

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. Hathaway BA, Guo ZR, Hansch C, Delcamp TJ, Susten SS, Freisheim JH..  (1984)  Inhibition of human dihydrofolate reductase by 4,6-diamino-1,2-dihydro-2,2-dimethyl-1-(substituted-phenyl)-s-triazine s. A quantitative structure-activity relationship analysis.,  27  (2): [PMID:6694162] [10.1021/jm00368a007]

3. 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