Mrv1909 04232020232D          

 22 25  0  0  0  0            999 V2000
   -2.2508    1.9252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2508    1.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8216    1.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8216    1.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362    2.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362    0.6877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177    0.0606    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2671   -0.6067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177   -1.2741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0023   -1.0192    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0023   -0.1942    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6698    0.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6153   -1.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0462   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6592   -2.6331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2508   -2.5498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4439   -2.3783    0.0000 P   0  0  2  0  0  0  0  0  0  0  0  0
    1.6989   -3.1627    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0372    0.8455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4478    1.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0372    2.1801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362    3.1627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3 21  1  0  0  0  0
  3  4  1  0  0  0  0
  4 19  1  0  0  0  0
  5  1  1  0  0  0  0
  3  5  2  0  0  0  0
 22  5  1  0  0  0  0
  6  2  1  0  0  0  0
  4  6  2  0  0  0  0
  7 19  1  1  0  0  0
  8  7  1  0  0  0  0
  7 11  1  0  0  0  0
  9  8  1  0  0  0  0
  9 14  1  1  0  0  0
  9 10  1  0  0  0  0
 10 13  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 13 17  1  0  0  0  0
 15 14  1  0  0  0  0
 17 15  1  0  0  0  0
 17 16  2  0  0  0  0
 17 18  1  6  0  0  0
 20 19  1  0  0  0  0
 21 20  2  0  0  0  0
M  END
> <DATABASE_ID>
DB01790

> <DATABASE_NAME>
drugbank

> <SMILES>
NC1=C2N=CN([C@@H]3O[C@@H]4CO[P@](S)(=O)O[C@H]4[C@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N5O5PS/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(19-10)1-18-21(17,22)20-7/h2-4,6-7,10,16H,1H2,(H,17,22)(H2,11,12,13)/t4-,6-,7-,10-,21-/m1/s1

> <INCHI_KEY>
SMPNJFHAPJOHPP-PUHOFUEYSA-N

> <FORMULA>
C10H12N5O5PS

> <MOLECULAR_WEIGHT>
345.272

> <EXACT_MASS>
345.029675721

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.991769461584655

> <JCHEM_AVERAGE_POLARIZABILITY>
30.68957891259122

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-7-hydroxy-2-sulfanyl-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one

> <ALOGPS_LOGP>
-0.63

> <JCHEM_LOGP>
-3.1749455969195486

> <ALOGPS_LOGS>
-2.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.590942257607264

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9729113901592046

> <JCHEM_PKA_STRONGEST_BASIC>
3.939229667970096

> <JCHEM_POLAR_SURFACE_AREA>
134.61

> <JCHEM_REFRACTIVITY>
74.2807

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,5S,6S,7R)-1,3-dibenzyl-5,6-dihydroxy-4,7-bis(phenoxymethyl)-1,3-diazepan-2-one

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01790

> <SECONDARY_ACCESSION_NUMBERS>
EXPT02808; EXPT02940

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
(Rp)-cAMPS

> <SYNONYMS>
(Rp)-adenosine-3',5'-cyclic monophosphorothioate; adenosine-3',5'-cyclic monophosphorothioate, Rp-isomer; Rp-cAMPS

$$$$