2-(6-Amino-purin-9-yl)-5-(1-ethyl-hexylsulfanylmethyl)-tetrahydro-furan-3,4-diol

ID: ALA603582

Chembl Id: CHEMBL603582

PubChem CID: 46874297

Max Phase: Preclinical

Molecular Formula: C18H29N5O3S

Molecular Weight: 395.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC(CC)SC[C@H]1OC(n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C18H29N5O3S/c1-3-5-6-7-11(4-2)27-8-12-14(24)15(25)18(26-12)23-10-22-13-16(19)20-9-21-17(13)23/h9-12,14-15,18,24-25H,3-8H2,1-2H3,(H2,19,20,21)/t11?,12-,14-,15-,18?/m1/s1

Standard InChI Key:  WXUYKABDZUOGQM-WFIMNSBASA-N

Alternative Forms

1. Parent:

   

   ALA603582

   (3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(octan-3-ylsulfanylmethyl)oxolane-3,4-diol

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: 395.53

Molecular Weight (Monoisotopic): 395.1991

AlogP: 2.12

#Rotatable Bonds: 9

Polar Surface Area: 119.31

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.47

CX Basic pKa: 3.94

CX LogP: 2.34

CX LogD: 2.34

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: 0.74

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]

Source

Source(1):

• Scientific Literature