2-[6-Ammonium-1-(2-ammonium-ethyl)-hexylsulfanylmethyl]-5-(6-amino-purin-9-yl)-tetrahydro-furan-3,4-diol

ID: ALA330673

Chembl Id: CHEMBL330673

Cas Number: 76426-40-9

PubChem CID: 100766

Max Phase: Preclinical

Molecular Formula: C18H31N7O3S

Molecular Weight: 425.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCCCC(CCN)SC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C18H31N7O3S/c19-6-3-1-2-4-11(5-7-20)29-8-12-14(26)15(27)18(28-12)25-10-24-13-16(21)22-9-23-17(13)25/h9-12,14-15,18,26-27H,1-8,19-20H2,(H2,21,22,23)/t11?,12-,14-,15-,18-/m1/s1

Standard InChI Key:  YETXSQDQSWLLJR-JJPFLPBXSA-N

Alternative Forms

1. Parent:

   

   ALA330673

   Adodato

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: 425.56

Molecular Weight (Monoisotopic): 425.2209

AlogP: 0.00

#Rotatable Bonds: 11

Polar Surface Area: 171.35

Molecular Species: BASE

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.47

CX Basic pKa: 10.49

CX LogP: -0.82

CX LogD: -6.01

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.31

Np Likeness Score: 0.83

References

1. Tang KC, Mariuza R, Coward JK..  (1981)  Synthesis and evaluation of some stable multisubstrate adducts as specific inhibitors of spermidine synthase.,  24  (11): [PMID:7310803] [10.1021/jm00143a003]

2. Woster PM, Black AY, Duff KJ, Coward JK, Pegg AE..  (1989)  Synthesis and biological evaluation of S-adenosyl-1,12-diamino-3-thio-9-azadodecane, a multisubstrate adduct inhibitor of spermine synthase.,  32  (6): [PMID:2724300] [10.1021/jm00126a026]

3. Casero RA, Woster PM..  (2001)  Terminally alkylated polyamine analogues as chemotherapeutic agents.,  44  (1): [PMID:11141084] [10.1021/jm000084m]

4. Lakanen JR, Pegg AE, Coward JK..  (1995)  Synthesis and biochemical evaluation of adenosylspermidine, a nucleoside-polyamine adduct inhibitor of spermidine synthase.,  38  (14): [PMID:7629810] [10.1021/jm00014a023]

Source

Source(1):

• Scientific Literature