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

ID: ALA319761

Chembl Id: CHEMBL319761

PubChem CID: 44331842

Max Phase: Preclinical

Molecular Formula: C25H30N6O6

Molecular Weight: 510.55

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)cc1O

Standard InChI:  InChI=1S/C25H30N6O6/c1-5-8-36-17-7-6-15(10-16(17)33)9-14(2)24(35)29-19-18(11-32)37-25(21(19)34)31-13-28-20-22(30(3)4)26-12-27-23(20)31/h5-7,9-10,12-13,18-19,21,25,32-34H,1,8,11H2,2-4H3,(H,29,35)/b14-9+/t18-,19-,21?,25-/m1/s1

Standard InChI Key:  BXUIHNPXULZWET-WMKFJHFSSA-N

Alternative Forms

1. Parent:

   

   ALA319761

   (E)-N-[(2S,3S,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(3-hydroxy-4-prop-2-enoxyphenyl)-2-methylprop-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: 510.55

Molecular Weight (Monoisotopic): 510.2227

AlogP: 1.00

#Rotatable Bonds: 9

Polar Surface Area: 155.09

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.79

CX Basic pKa: 4.62

CX LogP: 1.58

CX LogD: 1.58

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: 0.50

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