N,N'-Di-[5'-deoxy-5'-N-methyl-N'-(4-butyryl)-adenosine]-1,6-diaminohexane

ID: ALA1939723

Chembl Id: CHEMBL1939723

PubChem CID: 57395442

Max Phase: Preclinical

Molecular Formula: C36H56N14O8

Molecular Weight: 812.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CCCC(=O)NCCCCCCNC(=O)CCCN(C)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C36H56N14O8/c1-47(15-21-27(53)29(55)35(57-21)49-19-45-25-31(37)41-17-43-33(25)49)13-7-9-23(51)39-11-5-3-4-6-12-40-24(52)10-8-14-48(2)16-22-28(54)30(56)36(58-22)50-20-46-26-32(38)42-18-44-34(26)50/h17-22,27-30,35-36,53-56H,3-16H2,1-2H3,(H,39,51)(H,40,52)(H2,37,41,43)(H2,38,42,44)/t21-,22-,27-,28-,29-,30-,35-,36-/m1/s1

Standard InChI Key:  MFEJXSLVZJXWLU-VCJUVLFBSA-N

Alternative Forms

1. Parent:

   

   ALA1939723

   4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylamino]-N-[6-[4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylamino]butanoylamino]hexyl]butanamide

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: 812.93

Molecular Weight (Monoisotopic): 812.4406

AlogP: -1.71

#Rotatable Bonds: 21

Polar Surface Area: 303.30

Molecular Species: BASE

HBA: 20

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.17

CX Basic pKa: 8.69

CX LogP: -2.63

CX LogD: -4.68

Aromatic Rings: 4

Heavy Atoms: 58

QED Weighted: 0.04

Np Likeness Score: 0.03

References

1. Joce C, White R, Stockley PG, Warriner S, Turnbull WB, Nelson A..  (2012)  Design, synthesis and in vitro evaluation of novel bivalent S-adenosylmethionine analogues.,  22  (1): [PMID:22137339] [10.1016/j.bmcl.2011.11.017]

Source

Source(1):

• Scientific Literature