N-(9-(1-[(1,3-dihydroxypropan-2-yl)oxy]-2-hydroxyethyl)-9H-purin-6-yl)benzamide

ID: ALA3792571

Chembl Id: CHEMBL3792571

PubChem CID: 3338867

Max Phase: Preclinical

Molecular Formula: C17H19N5O5

Molecular Weight: 373.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ncnc2c1ncn2C(CO)OC(CO)CO)c1ccccc1

Standard InChI:  InChI=1S/C17H19N5O5/c23-6-12(7-24)27-13(8-25)22-10-20-14-15(18-9-19-16(14)22)21-17(26)11-4-2-1-3-5-11/h1-5,9-10,12-13,23-25H,6-8H2,(H,18,19,21,26)

Standard InChI Key:  SXELZTFNKQYQAR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3792571

   N-[9-[1-(1,3-dihydroxypropan-2-yloxy)-2-hydroxyethyl]purin-6-yl]benzamide

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: 373.37

Molecular Weight (Monoisotopic): 373.1386

AlogP: -0.06

#Rotatable Bonds: 8

Polar Surface Area: 142.62

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.23

CX Basic pKa: 1.00

CX LogP: -0.12

CX LogD: -0.12

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.43

Np Likeness Score: -0.53

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]

Source

Source(1):

• Scientific Literature