3-(6-Amino-purin-9-yl)-nonan-2-ol

ID: ALA2114367

Cas Number: 79854-83-4

PubChem CID: 149792

Max Phase: Preclinical

Molecular Formula: C14H23N5O

Molecular Weight: 277.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC[C@H]([C@@H](C)O)n1cnc2c(N)ncnc21

Standard InChI:  InChI=1S/C14H23N5O/c1-3-4-5-6-7-11(10(2)20)19-9-18-12-13(15)16-8-17-14(12)19/h8-11,20H,3-7H2,1-2H3,(H2,15,16,17)/t10-,11-/m1/s1

Standard InChI Key:  IOSAAWHGJUZBOG-GHMZBOCLSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  1  0  0  0  0  0999 V2000
    6.6250   -3.8125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4042   -3.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4042   -2.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6250   -2.4792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375   -3.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1167   -2.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1167   -3.9750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3667   -4.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8375   -2.7375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8375   -3.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9250   -5.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1167   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6667   -6.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5625   -4.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7250   -5.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3125   -5.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500   -6.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2500   -6.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5042   -5.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917   -7.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  5  2  0
  5  1  1  0
  6  3  1  0
  7  2  1  0
  8  1  1  1
  9 10  1  0
 10  7  2  0
 11  8  1  0
 12  6  1  0
 11 13  1  1
 14  8  1  0
 15 11  1  0
 16 14  1  0
 17 18  1  0
 18 19  1  0
 19 16  1  0
 20 17  1  0
  3  4  1  0
  6  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2114367

   9H-Purine-9-ethanol, 6-amino-beta-hexyl-alpha-methyl-, (R,(R*,R*))-

Molecule Features

Natural Product: Yes

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: 277.37

Molecular Weight (Monoisotopic): 277.1903

AlogP: 2.30

#Rotatable Bonds: 7

Polar Surface Area: 89.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.70

CX LogP: 2.14

CX LogD: 2.14

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.76

Np Likeness Score: 0.00

References

1. Bastian G, Bessodes M, Panzica RP, Abushanab E, Chen SF, Stoeckler JD, Parks RE..  (1981)  Adenosine deaminase inhibitors. Conversion of a single chiral synthon into erythro- and threo-9-(2-hydroxy-3-nonyl)adenines.,  24  (12): [PMID:7310814] [10.1021/jm00144a002]

Source

Source(1):

• Scientific Literature