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

ID: ALA20874

Chembl Id: CHEMBL20874

Cas Number: 87739-76-2

PubChem CID: 16072558

Max Phase: Preclinical

Molecular Formula: C13H19N5

Molecular Weight: 245.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cccc(N2C(N)=NC(N)=NC2(C)C)c1

Standard InChI:  InChI=1S/C13H19N5/c1-4-9-6-5-7-10(8-9)18-12(15)16-11(14)17-13(18,2)3/h5-8H,4H2,1-3H3,(H4,14,15,16,17)

Standard InChI Key:  MBNBZXNACITBKV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA20874

   1-(3-Ethylphenyl)-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: 245.33

Molecular Weight (Monoisotopic): 245.1640

AlogP: 1.43

#Rotatable Bonds: 2

Polar Surface Area: 80.00

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.56

CX LogP: 2.06

CX LogD: 0.91

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: -0.48

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. 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]

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. 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