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

ID: ALA604816

Chembl Id: CHEMBL604816

PubChem CID: 46874023

Max Phase: Preclinical

Molecular Formula: C21H36N6O3S

Molecular Weight: 452.63

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H36N6O3S/c1-3-9-23-10-7-5-6-8-14(4-2)31-11-15-17(28)18(29)21(30-15)27-13-26-16-19(22)24-12-25-20(16)27/h12-15,17-18,21,23,28-29H,3-11H2,1-2H3,(H2,22,24,25)/t14?,15-,17-,18-,21?/m1/s1

Standard InChI Key:  APKVRYIJPJUEJF-RXHHNXKZSA-N

Alternative Forms

1. Parent:

   

   ALA604816

   (3R,4S,5S)-2-(6-aminopurin-9-yl)-5-[8-(propylamino)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: 452.63

Molecular Weight (Monoisotopic): 452.2570

AlogP: 2.10

#Rotatable Bonds: 13

Polar Surface Area: 131.34

Molecular Species: BASE

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.48

CX Basic pKa: 10.74

CX LogP: 1.95

CX LogD: -0.89

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.34

Np Likeness Score: 0.57

References

1. 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