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

ID: ALA1939722

Chembl Id: CHEMBL1939722

PubChem CID: 57398973

Max Phase: Preclinical

Molecular Formula: C34H52N14O8

Molecular Weight: 784.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CCCC(=O)NCCCCNC(=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/C34H52N14O8/c1-45(13-19-25(51)27(53)33(55-19)47-17-43-23-29(35)39-15-41-31(23)47)11-5-7-21(49)37-9-3-4-10-38-22(50)8-6-12-46(2)14-20-26(52)28(54)34(56-20)48-18-44-24-30(36)40-16-42-32(24)48/h15-20,25-28,33-34,51-54H,3-14H2,1-2H3,(H,37,49)(H,38,50)(H2,35,39,41)(H2,36,40,42)/t19-,20-,25-,26-,27-,28-,33-,34-/m1/s1

Standard InChI Key:  LGCCXHCMWIJPHX-DXWBXROUSA-N

Alternative Forms

1. Parent:

   

   ALA1939722

   4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylamino]-N-[4-[4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylamino]butanoylamino]butyl]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: 784.88

Molecular Weight (Monoisotopic): 784.4093

AlogP: -2.49

#Rotatable Bonds: 19

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: -3.52

CX LogD: -5.57

Aromatic Rings: 4

Heavy Atoms: 56

QED Weighted: 0.05

Np Likeness Score: 0.01

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