4-(4,6-Diamino-2,2-dimethyl-2H-[1,3,5]triazin-1-yl)-phenol

ID: ALA34158

Chembl Id: CHEMBL34158

Cas Number: 74798-26-8

PubChem CID: 456598

Max Phase: Preclinical

Molecular Formula: C11H15N5O

Molecular Weight: 233.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)N=C(N)N=C(N)N1c1ccc(O)cc1

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

Standard InChI Key:  SJSNBTUQKPFFQU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA34158

   4-(4,6-Diamino-2,2-dimethyl-1,3,5-triazin-1-yl)phenol

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: 233.28

Molecular Weight (Monoisotopic): 233.1277

AlogP: 0.58

#Rotatable Bonds: 1

Polar Surface Area: 100.23

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.74

CX Basic pKa: 8.51

CX LogP: 0.62

CX LogD: -0.32

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.66

Np Likeness Score: 0.09

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. 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]

4. 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]

5. Hansch C, Dietrich SW, Fukunaga JY..  (1981)  Inhibition of bovine and rat liver dihydrofolate reductase by 4,6-diamino-1,2-dihydro-2,2-dimethyl-1-(4-substituted-phenyl)-s-triazines.,  24  (5): [PMID:7241512] [10.1021/jm00137a013]

6. 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