(E)-3-(4-Allyloxy-phenyl)-N-[(2S,3S,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl]-2-methyl-acrylamide

ID: ALA100882

Chembl Id: CHEMBL100882

PubChem CID: 44331809

Max Phase: Preclinical

Molecular Formula: C25H30N6O5

Molecular Weight: 494.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCOc1ccc(/C=C(\C)C(=O)N[C@H]2C(O)[C@H](n3cnc4c(N(C)C)ncnc43)O[C@@H]2CO)cc1

Standard InChI:  InChI=1S/C25H30N6O5/c1-5-10-35-17-8-6-16(7-9-17)11-15(2)24(34)29-19-18(12-32)36-25(21(19)33)31-14-28-20-22(30(3)4)26-13-27-23(20)31/h5-9,11,13-14,18-19,21,25,32-33H,1,10,12H2,2-4H3,(H,29,34)/b15-11+/t18-,19-,21?,25-/m1/s1

Standard InChI Key:  QLXTUJBAXOWFSW-SRKAHGEFSA-N

Alternative Forms

1. Parent:

   

   ALA100882

   (E)-N-[(2S,3S,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-2-methyl-3-(4-prop-2-enoxyphenyl)prop-2-enamide

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: 494.55

Molecular Weight (Monoisotopic): 494.2278

AlogP: 1.30

#Rotatable Bonds: 9

Polar Surface Area: 134.86

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.84

CX Basic pKa: 4.62

CX LogP: 1.89

CX LogD: 1.89

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.30

Np Likeness Score: 0.26

References

1. Hecker SJ, Lilley SC, Minich ML, Werner KM.  (1993)  Application of hygromycin a structure activity relationships to the antibiotic A201A.,  3  (2): [10.1016/S0960-894X(01)80896-9]

Source

Source(1):

• Scientific Literature