Acetic acid 3,4-diacetoxy-5-[2-acetylamino-6-(4-bromo-benzyloxy)-purin-9-yl]-tetrahydro-furan-2-yl ester

ID: ALA98648

Chembl Id: CHEMBL98648

PubChem CID: 44330223

Max Phase: Preclinical

Molecular Formula: C24H24BrN5O9

Molecular Weight: 606.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1nc(OCc2ccc(Br)cc2)c2ncn(C3OC(OC(C)=O)C(OC(C)=O)C3OC(C)=O)c2n1

Standard InChI:  InChI=1S/C24H24BrN5O9/c1-11(31)27-24-28-20-17(21(29-24)35-9-15-5-7-16(25)8-6-15)26-10-30(20)22-18(36-12(2)32)19(37-13(3)33)23(39-22)38-14(4)34/h5-8,10,18-19,22-23H,9H2,1-4H3,(H,27,28,29,31)

Standard InChI Key:  XOFJKHWIDWNTPG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA98648

   [2-[2-Acetamido-6-[(4-bromophenyl)methoxy]purin-9-yl]-4,5-diacetyloxyoxolan-3-yl] acetate

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: 606.39

Molecular Weight (Monoisotopic): 605.0757

AlogP: 2.41

#Rotatable Bonds: 8

Polar Surface Area: 170.06

Molecular Species: NEUTRAL

HBA: 13

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.99

CX Basic pKa: 1.69

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.29

Np Likeness Score: 0.15

References

1. Mounetou E, Debiton E, Buchdahl C, Gardette D, Gramain JC, Maurizis JC, Veyre A, Madelmont JC..  (1997)  O6-(alkyl/aralkyl)guanosine and 2'-deoxyguanosine derivatives: synthesis and ability to enhance chloroethylnitrosourea antitumor action.,  40  (18): [PMID:9288172] [10.1021/jm960881d]

Source

Source(1):

• Scientific Literature