N6-[4-[2-[3,5-Di-tert-butyl-4-hydroxybenzamido]ethyl]benzyl]adenosine-5'-N-methylcarboxamide

ID: ALA1094998

PubChem CID: 46861672

Max Phase: Preclinical

Molecular Formula: C34H43N7O6

Molecular Weight: 645.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@H]1O[C@@H](n2cnc3c(NCc4ccc(CNC(=O)c5cc(C(C)(C)C)c(O)c(C(C)(C)C)c5)cc4)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C34H43N7O6/c1-33(2,3)21-12-20(13-22(24(21)42)34(4,5)6)30(45)37-15-19-10-8-18(9-11-19)14-36-28-23-29(39-16-38-28)41(17-40-23)32-26(44)25(43)27(47-32)31(46)35-7/h8-13,16-17,25-27,32,42-44H,14-15H2,1-7H3,(H,35,46)(H,37,45)(H,36,38,39)/t25-,26+,27-,32+/m0/s1

Standard InChI Key:  CAPBGGGWABFJCR-ACIRYHQQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1094998

   (2S,3S,4R,5R)-5-[6-[[4-[[(3,5-ditert-butyl-4-hydroxybenzoyl)amino]methyl]phenyl]methylamino]purin-9-yl]-3,4-dihydroxy-N-methyloxolane-2-carboxamide

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: 645.76

Molecular Weight (Monoisotopic): 645.3275

AlogP: 3.03

#Rotatable Bonds: 8

Polar Surface Area: 183.75

Molecular Species: NEUTRAL

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.75

CX Basic pKa: 4.69

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.17

Np Likeness Score: -0.16

References

1. Devine SM, Gregg A, Figler H, McIntosh K, Urmaliya V, Linden J, Pouton CW, White PJ, Bottle SE, Scammells PJ..  (2010)  Synthesis and evaluation of new N6-substituted adenosine-5'-N-methylcarboxamides as A3 adenosine receptor agonists.,  18  (9): [PMID:20385496] [10.1016/j.bmc.2010.03.047]

Source

Source(1):

• Scientific Literature