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

ID: ALA32063

Chembl Id: CHEMBL32063

Cas Number: 70650-60-1

PubChem CID: 44279281

Max Phase: Preclinical

Molecular Formula: C17H27N5

Molecular Weight: 301.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCc1cccc(N2C(N)=NC(N)=NC2(C)C)c1

Standard InChI:  InChI=1S/C17H27N5/c1-4-5-6-7-9-13-10-8-11-14(12-13)22-16(19)20-15(18)21-17(22,2)3/h8,10-12H,4-7,9H2,1-3H3,(H4,18,19,20,21)

Standard InChI Key:  JBQZDFMQAURRMI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA32063

   1-(3-Hexylphenyl)-6,6-dimethyl-1,6-dihydro-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: 301.44

Molecular Weight (Monoisotopic): 301.2266

AlogP: 2.99

#Rotatable Bonds: 6

Polar Surface Area: 80.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.27

CX LogP: 3.83

CX LogD: 2.92

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -0.07

References

1. Doweyko AM..  (1988)  The hypothetical active site lattice. An approach to modelling active sites from data on inhibitor molecules.,  31  (7): [PMID:3290487] [10.1021/jm00402a025]

2. Coats EA, Genther CS, Dietrich SW, Guo ZR, Hansch C..  (1981)  Comparison of the inhibition of methotrexate-sensitive and -resistant Lactobacillus casei cell cultures with purified Lactobacillus casei dihydrofolate reductase by 4,6-diamino-1,2-dihydro-2,2-dimethyl-1-(3-substituted-phenyl)-s-triazines. Use of quantitative structure-activity relationships in making inferences about the mechanism of resistance and the structure of the enzyme is situ compared with the enzyme in vitro.,  24  (12): [PMID:6796688] [10.1021/jm00144a010]

3. 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]

4. Selassie CD, Guo Z, Hansch C, Khwaja TA, Pentecost S..  (1982)  A comparison of the inhibition of growth of methotrexate-resistant and -sensitive leukemia cells in culture by triazines. Evidence for a new mechanism of cell resistance to methotrexate.,  25  (2): [PMID:7057421] [10.1021/jm00344a013]

5. Coats EA, Genther CS, Selassie CD, Strong CD, Hansch C..  (1985)  Quantitative structure-activity relationship of antifolate inhibition of bacteria cell cultures resistant and sensitive to methotrexate.,  28  (12): [PMID:3934385] [10.1021/jm00150a026]

6. 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