N,N'-(Biphenyl-2,2'-diylbismethylene)bis{(2''S)-2''-amino-4''-[5'''-deoxy-5'''-(methylamino)-adenosyl]butanamide}

ID: ALA1939710

Chembl Id: CHEMBL1939710

PubChem CID: 57402463

Max Phase: Preclinical

Molecular Formula: C44H58N16O8

Molecular Weight: 939.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CC[C@H](N)C(=O)NCc1ccccc1-c1ccccc1CNC(=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/C44H58N16O8/c1-57(17-29-33(61)35(63)43(67-29)59-21-55-31-37(47)51-19-53-39(31)59)13-11-27(45)41(65)49-15-23-7-3-5-9-25(23)26-10-6-4-8-24(26)16-50-42(66)28(46)12-14-58(2)18-30-34(62)36(64)44(68-30)60-22-56-32-38(48)52-20-54-40(32)60/h3-10,19-22,27-30,33-36,43-44,61-64H,11-18,45-46H2,1-2H3,(H,49,65)(H,50,66)(H2,47,51,53)(H2,48,52,54)/t27-,28-,29+,30+,33+,34+,35+,36+,43+,44+/m0/s1

Standard InChI Key:  MKXHZNUFJMPTAS-GOGOWKJJSA-N

Alternative Forms

1. Parent:

   

   ALA1939710

   (2S)-2-amino-N-[[2-[2-[[[(2S)-2-amino-4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylamino]butanoyl]amino]methyl]phenyl]phenyl]methyl]-4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylamino]butan

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: 939.05

Molecular Weight (Monoisotopic): 938.4624

AlogP: -2.03

#Rotatable Bonds: 19

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: 12.16

CX Basic pKa: 8.69

CX LogP: -2.90

CX LogD: -4.99

Aromatic Rings: 6

Heavy Atoms: 68

QED Weighted: 0.04

Np Likeness Score: 0.04

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