6-(3-Methyl-2-butenylamino)-9-(5'-deoxy-beta-D-ribofuranosyl)-purine

ID: ALA1163920

Chembl Id: CHEMBL1163920

PubChem CID: 46906472

Max Phase: Preclinical

Molecular Formula: C15H21N5O3

Molecular Weight: 319.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](C)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C15H21N5O3/c1-8(2)4-5-16-13-10-14(18-6-17-13)20(7-19-10)15-12(22)11(21)9(3)23-15/h4,6-7,9,11-12,15,21-22H,5H2,1-3H3,(H,16,17,18)/t9-,11-,12-,15-/m1/s1

Standard InChI Key:  QANLTHMDTMGPEL-SDBHATRESA-N

Alternative Forms

1. Parent:

   

   ALA1163920

   5-Deoxy-deoxyzeatin riboside

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: 319.37

Molecular Weight (Monoisotopic): 319.1644

AlogP: 0.84

#Rotatable Bonds: 4

Polar Surface Area: 105.32

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.48

CX Basic pKa: 3.72

CX LogP: 0.62

CX LogD: 0.62

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: 1.11

References

1. Ottria R, Casati S, Manzocchi A, Baldoli E, Mariotti M, Maier JA, Ciuffreda P..  (2010)  Synthesis and evaluation of in vitro anticancer activity of some novel isopentenyladenosine derivatives.,  18  (12): [PMID:20494583] [10.1016/j.bmc.2010.04.093]

2. Drenichev MS, Oslovsky VE, Sun L, Tijsma A, Kurochkin NN, Tararov VI, Chizhov AO, Neyts J, Pannecouque C, Leyssen P, Mikhailov SN..  (2016)  Modification of the length and structure of the linker of N(6)-benzyladenosine modulates its selective antiviral activity against enterovirus 71.,  111  [PMID:26854380] [10.1016/j.ejmech.2016.01.036]

Source

Source(1):

• Scientific Literature