2-[5-Amino-3-(4-amino-butylamino)-pentyl]-5-(6-amino-purin-9-yl)-tetrahydro-furan-3,4-diol

ID: ALA608868

Chembl Id: CHEMBL608868

PubChem CID: 46875076

Max Phase: Preclinical

Molecular Formula: C18H32N8O3

Molecular Weight: 408.51

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H32N8O3/c19-6-1-2-8-22-11(5-7-20)3-4-12-14(27)15(28)18(29-12)26-10-25-13-16(21)23-9-24-17(13)26/h9-12,14-15,18,22,27-28H,1-8,19-20H2,(H2,21,23,24)/t11?,12-,14-,15-,18?/m1/s1

Standard InChI Key:  QWWYIMOIEWLIOP-WFIMNSBASA-N

Alternative Forms

1. Parent:

   

   ALA608868

   (2R,3S,4R)-2-[5-amino-3-(4-aminobutylamino)pentyl]-5-(6-aminopurin-9-yl)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: 408.51

Molecular Weight (Monoisotopic): 408.2597

AlogP: -1.15

#Rotatable Bonds: 11

Polar Surface Area: 183.38

Molecular Species: BASE

HBA: 11

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.48

CX Basic pKa: 10.77

CX LogP: -2.24

CX LogD: -8.50

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.25

Np Likeness Score: 1.23

References

1. 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