ID: ALA21032

Max Phase: Preclinical

Molecular Formula: C17H27N5O

Molecular Weight: 317.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCOc1cccc(N2C(N)=NC(N)=NC2(C)C)c1

Standard InChI:  InChI=1S/C17H27N5O/c1-4-5-6-7-11-23-14-10-8-9-13(12-14)22-16(19)20-15(18)21-17(22,2)3/h8-10,12H,4-7,11H2,1-3H3,(H4,18,19,20,21)

Standard InChI Key:  XHJWGOAUOQPFMU-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: 317.44

Molecular Weight (Monoisotopic): 317.2216

AlogP: 2.83

#Rotatable Bonds: 7

Polar Surface Area: 89.23

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.06

CX LogP: 3.15

CX LogD: 2.41

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.76

Np Likeness Score: -0.46

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