ID: ALA278587

Max Phase: Preclinical

Molecular Formula: C11H15N5O

Molecular Weight: 233.28

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C11H15N5O/c1-11(2)15-9(12)14-10(13)16(11)7-4-3-5-8(17)6-7/h3-6,17H,1-2H3,(H4,12,13,14,15)

Standard InChI Key:  ZABBYEDOZROWQJ-UHFFFAOYSA-N

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

Properties

Molecular Weight: 233.28

Molecular Weight (Monoisotopic): 233.1277

AlogP: 0.58

#Rotatable Bonds: 1

Polar Surface Area: 100.23

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.61

CX Basic pKa: 8.32

CX LogP: 0.63

CX LogD: -0.16

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.66

Np Likeness Score: 0.02

References

1. Booth RG, Selassie CD, Hansch C, Santi DV..  (1987)  Quantitative structure-activity relationship of triazine-antifolate inhibition of Leishmania dihydrofolate reductase and cell growth.,  30  (7): [PMID:3599028] [10.1021/jm00390a017]

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. Khwaja TA, Pentecost S, Selassie CD, Guo Z, Hansch C..  (1982)  Comparison of quantitative structure-activity relationships of the inhibition of leukemia cells in culture with the inhibition of dihydrofolate reductase from leukemia cells and other cell types.,  25  (2): [PMID:7057420] [10.1021/jm00344a012]

5. 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]

6. Selassie CD, Hansch C, Khwaja TA..  (1990)  Structure-activity relationships of antineoplastic agents in multidrug resistance.,  33  (7): [PMID:2362268] [10.1021/jm00169a014]

7. Crippen GM..  (1997)  Validation of EGSITE2, a mixed integer program for deducing objective site models for experimental binding data.,  40  (20): [PMID:9379435] [10.1021/jm970211n]

8. 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]

9. Marlowe CK, Selassie CD, Santi DV..  (1995)  Quantitative structure-activity relationships of the inhibition of Pneumocystis carinii dihydrofolate reductase by 4,6-diamino-1,2-dihydro-2,2-dimethyl-1-(X-phenyl)-s-triazines.,  38  (6): [PMID:7699713] [10.1021/jm00006a016]

Source

Source(1):

• Scientific Literature