2-(6-Benzylsulfanyl-8-pentylamino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol

ID: ALA610047

PubChem CID: 46877189

Max Phase: Preclinical

Molecular Formula: C22H29N5O4S

Molecular Weight: 459.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCNc1nc2c(SCc3ccccc3)ncnc2n1C1O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C22H29N5O4S/c1-2-3-7-10-23-22-26-16-19(27(22)21-18(30)17(29)15(11-28)31-21)24-13-25-20(16)32-12-14-8-5-4-6-9-14/h4-6,8-9,13,15,17-18,21,28-30H,2-3,7,10-12H2,1H3,(H,23,26)/t15-,17-,18-,21?/m1/s1

Standard InChI Key:  WJQWAYAXBWACGA-GWRCBPMCSA-N

Molfile:  

     RDKit          2D

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    0.3542    1.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542    2.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667    0.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7000    1.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    1.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1042    2.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792    1.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667    2.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875    2.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  5  2  2  0
  6  4  2  0
  7  3  1  0
  8  3  1  0
  9  7  1  0
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 13 15  1  0
 14 11  1  0
 15 12  2  0
 16  2  1  0
  7 17  1  6
  9 18  1  6
 19 14  1  0
 10 20  1  1
 21 19  1  0
 22 20  1  0
 23 16  1  0
 24 21  2  0
 25 21  1  0
 26 23  1  0
 27 28  1  0
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 29 27  1  0
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 32 31  1  0
  6  5  1  0
 10  9  1  0
 11 13  2  0
 30 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA610047

   (3R,4S,5R)-2-[6-benzylsulfanyl-8-(pentylamino)purin-9-yl]-5-(hydroxymethyl)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: 459.57

Molecular Weight (Monoisotopic): 459.1940

AlogP: 2.33

#Rotatable Bonds: 10

Polar Surface Area: 125.55

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.45

CX Basic pKa: 2.77

CX LogP: 2.91

CX LogD: 2.91

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.21

Np Likeness Score: -0.22

References

1. Tromp RA, Spanjersberg RF, von Frijtag Drabbe Künzel JK, IJzerman AP..  (2005)  Inhibition of nucleoside transport proteins by C8-alkylamine-substituted purines.,  48  (1): [PMID:15634027] [10.1021/jm049303k]

Source

Source(1):

• Scientific Literature