(Z)-9-(4-Ammoniumhydrochloride-2-butanyl)-2,6-diaminopurine

ID: ALA2261781

PubChem CID: 76326575

Max Phase: Preclinical

Molecular Formula: C9H16ClN7

Molecular Weight: 221.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NCCCCn1cnc2c(N)nc(N)nc21

Standard InChI:  InChI=1S/C9H15N7.ClH/c10-3-1-2-4-16-5-13-6-7(11)14-9(12)15-8(6)16;/h5H,1-4,10H2,(H4,11,12,14,15);1H

Standard InChI Key:  YHHCLLVOBVLRNS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   12.2388  -13.4325    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.1647  -14.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4519  -14.5255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5611  -14.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7307  -13.2900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4320  -13.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1647  -13.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4519  -12.0507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9465  -14.3686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7307  -14.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3681  -14.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0112  -15.3262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9465  -13.0367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9182  -14.2723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4519  -12.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2001  -15.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0207  -14.5279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 15  8  1  0
 12  4  1  0
 13  7  1  0
  6  9  1  0
  4 11  1  0
  9 16  1  0
 13  6  2  0
  9  2  1  0
 10  5  1  0
  5 15  2  0
 16 12  1  0
  3 10  2  0
  2  3  1  0
 11 14  1  0
 15  7  1  0
  2  7  2  0
 10 17  1  0
M  END

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: 221.27

Molecular Weight (Monoisotopic): 221.1389

AlogP: -0.27

#Rotatable Bonds: 4

Polar Surface Area: 121.66

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.20

CX LogP: -0.68

CX LogD: -3.29

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.61

Np Likeness Score: -0.76

References

1. Wittine K, Benci K, Kraljevic Pavelic S, Pavelic K, Bratulic S, Hock K, Balzarini J, Mintas M.  (2011)  Synthesis, cytostatic and anti-viral activity evaluation of the novel acyclic nucleoside analogues containing a sterically constrained (Z)-4-amino-2-butenyl moiety,  20  (3): [10.1007/s00044-010-9318-1]

Source

Source(1):

• Scientific Literature