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2-Amino-8-benzyloxy-9-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one ID: ALA3143094
Cas Number: 96964-90-8
PubChem CID: 135476520
Product Number: B336591, Order Now?
Max Phase: Preclinical
Molecular Formula: C17H19N5O5
Molecular Weight: 373.37
Molecule Type: Small molecule
Associated Items:
Names and Identifiers Canonical SMILES: Nc1nc(O)c2nc(OCc3ccccc3)n([C@H]3C[C@H](O)[C@@H](CO)O3)c2n1
Standard InChI: InChI=1S/C17H19N5O5/c18-16-20-14-13(15(25)21-16)19-17(26-8-9-4-2-1-3-5-9)22(14)12-6-10(24)11(7-23)27-12/h1-5,10-12,23-24H,6-8H2,(H3,18,20,21,25)/t10-,11+,12+/m0/s1
Standard InChI Key: AMEUNRVTNJBDJN-QJPTWQEYSA-N
Molfile:
RDKit 2D
27 30 0 0 0 0 0 0 0 0999 V2000
2.9591 -0.4033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.1745 -0.1484 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.9591 -1.2283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.6896 -0.8158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.1745 -1.4832 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
3.6736 0.0092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
1.9196 0.6363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.6736 -1.6408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.3881 -1.2283 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
4.3881 -0.4033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.4045 1.3037 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.1350 0.8912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.9196 1.9711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.8646 -0.8158 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.1350 1.7162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.6736 -2.4658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
5.1026 0.0092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
0.4521 -1.5303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.4675 2.2011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.1745 2.7558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.3729 -1.5303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.6225 3.3689 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.7854 -0.8158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.7854 -2.2447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.6104 -2.2447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.6104 -0.8158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.0229 -1.5303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2 1 1 0
3 1 1 0
4 2 1 0
5 3 1 0
6 1 2 0
7 2 1 1
8 3 2 0
9 10 2 0
10 6 1 0
11 7 1 0
12 7 1 0
13 11 1 0
14 4 1 0
15 12 1 0
16 8 1 0
17 10 1 0
18 14 1 0
15 19 1 6
13 20 1 1
21 18 1 0
22 20 1 0
23 21 2 0
24 21 1 0
25 24 2 0
26 23 1 0
27 25 1 0
5 4 2 0
9 8 1 0
15 13 1 0
27 26 2 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 373.37Molecular Weight (Monoisotopic): 373.1386AlogP: 0.33#Rotatable Bonds: 5Polar Surface Area: 148.77Molecular Species: NEUTRALHBA: 10HBD: 4#RO5 Violations: ┄HBA (Lipinski): 10HBD (Lipinski): 5#RO5 Violations (Lipinski): ┄CX Acidic pKa: 11.37CX Basic pKa: ┄CX LogP: 1.44CX LogD: 1.44Aromatic Rings: 3Heavy Atoms: 27QED Weighted: 0.50Np Likeness Score: 0.35
References 1. Lin TS, Cheng JC, Ishiguro K, Sartorelli AC.. (1985) 8-Substituted guanosine and 2'-deoxyguanosine derivatives as potential inducers of the differentiation of Friend erythroleukemia cells., 28 (9): [PMID:3861870 ] [10.1021/jm00147a012 ]