N6-(5-hexene-2-yne-1-yl)adenosine

ID: ALA3792626

Chembl Id: CHEMBL3792626

PubChem CID: 127030614

Max Phase: Preclinical

Molecular Formula: C16H19N5O4

Molecular Weight: 345.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCC#CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C16H19N5O4/c1-2-3-4-5-6-17-14-11-15(19-8-18-14)21(9-20-11)16-13(24)12(23)10(7-22)25-16/h2,8-10,12-13,16,22-24H,1,3,6-7H2,(H,17,18,19)/t10-,12-,13-,16-/m1/s1

Standard InChI Key:  DGQMOLKJZRKQTA-XNIJJKJLSA-N

Alternative Forms

1. Parent:

   

   ALA3792626

   ---

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: 345.36

Molecular Weight (Monoisotopic): 345.1437

AlogP: -0.57

#Rotatable Bonds: 5

Polar Surface Area: 125.55

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.45

CX Basic pKa: 3.65

CX LogP: -0.14

CX LogD: -0.14

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.42

Np Likeness Score: 1.12

References

1. 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]

2. Orlov AA, Drenichev MS, Oslovsky VE, Kurochkin NN, Solyev PN, Kozlovskaya LI, Palyulin VA, Karganova GG, Mikhailov SN, Osolodkin DI..  (2017)  New tools in nucleoside toolbox of tick-borne encephalitis virus reproduction inhibitors.,  27  (5): [PMID:28159412] [10.1016/j.bmcl.2017.01.040]

Source

Source(1):

• Scientific Literature