N,N'-(Hexa-2,4-diyne-1,6-diyl)bis{(2'S)-2'-amino-4'-[5''-deoxy-5''-(methylamino)-adenosyl]butanamide}

ID: ALA1939708

Chembl Id: CHEMBL1939708

PubChem CID: 57393721

Max Phase: Preclinical

Molecular Formula: C36H50N16O8

Molecular Weight: 834.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CC[C@H](N)C(=O)NCC#CC#CCNC(=O)[C@@H](N)CCN(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/C36H50N16O8/c1-49(13-21-25(53)27(55)35(59-21)51-17-47-23-29(39)43-15-45-31(23)51)11-7-19(37)33(57)41-9-5-3-4-6-10-42-34(58)20(38)8-12-50(2)14-22-26(54)28(56)36(60-22)52-18-48-24-30(40)44-16-46-32(24)52/h15-22,25-28,35-36,53-56H,7-14,37-38H2,1-2H3,(H,41,57)(H,42,58)(H2,39,43,45)(H2,40,44,46)/t19-,20-,21+,22+,25+,26+,27+,28+,35+,36+/m0/s1

Standard InChI Key:  BODMQLYPHFJVEV-CFHXMYHJSA-N

Alternative Forms

1. Parent:

   

   ALA1939708

   (2S)-2-amino-N-[6-[[(2S)-2-amino-4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylamino]butanoyl]amino]hexa-2,4-diynyl]-4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylamino]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: 834.90

Molecular Weight (Monoisotopic): 834.3998

AlogP: -5.39

#Rotatable Bonds: 16

Polar Surface Area: 355.34

Molecular Species: BASE

HBA: 22

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.81

CX Basic pKa: 8.69

CX LogP: -5.25

CX LogD: -7.34

Aromatic Rings: 4

Heavy Atoms: 60

QED Weighted: 0.05

Np Likeness Score: 0.21

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