N6-[4-[2-[3,5-di-tert-butylbenzamido]ethyl]phenyl]adenosine-5'-N-methylcarboxamide

ID: ALA1094995

PubChem CID: 46861670

Max Phase: Preclinical

Molecular Formula: C34H43N7O5

Molecular Weight: 629.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@H]1O[C@@H](n2cnc3c(Nc4ccc(CCNC(=O)c5cc(C(C)(C)C)cc(C(C)(C)C)c5)cc4)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C34H43N7O5/c1-33(2,3)21-14-20(15-22(16-21)34(4,5)6)30(44)36-13-12-19-8-10-23(11-9-19)40-28-24-29(38-17-37-28)41(18-39-24)32-26(43)25(42)27(46-32)31(45)35-7/h8-11,14-18,25-27,32,42-43H,12-13H2,1-7H3,(H,35,45)(H,36,44)(H,37,38,40)/t25-,26+,27-,32+/m0/s1

Standard InChI Key:  ORHQWTJAQBOXCQ-ACIRYHQQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1094995

   N6-[4-[2-[3,5-di-tert-butylbenzamido]ethyl]phenyl]adenosine-5''-N-methylcarboxamide

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: 629.76

Molecular Weight (Monoisotopic): 629.3326

AlogP: 3.50

#Rotatable Bonds: 8

Polar Surface Area: 163.52

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.39

CX Basic pKa: 3.37

CX LogP: 4.09

CX LogD: 4.09

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.20

Np Likeness Score: -0.33

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