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

ID: ALA1555103

Cas Number: 51350-19-7

PubChem CID: 149793

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-/m0/s1

Standard InChI Key:  IOSAAWHGJUZBOG-QWRGUYRKSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  1  0  0  0  0  0999 V2000
    0.2021    2.3046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7422    0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2229   -0.4842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5775    1.4738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7171    0.6117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5404   -0.8062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0798    0.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4008    0.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2823    1.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2194   -0.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293   -0.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0122    2.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3962    1.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0924    1.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325    1.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5523    2.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4426    1.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9827    2.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7928    2.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    2.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  1
  2  7  1  0
  2  9  1  0
  2 11  1  0
  3  8  1  0
  3 11  2  0
  4  7  1  0
  4 13  2  0
  5 10  2  0
  5 13  1  0
  6 10  1  0
  7  8  2  0
  8 10  1  0
  9 12  1  0
  9 14  1  6
 12 16  1  0
 14 15  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1555103

   6-Amino-beta-hexyl-alpha-methyl-9H-purine-9-ethanol

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]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays