Mrv1909 12181922162D          

 54 59  0  0  0  0            999 V2000
   -0.0592    0.2673    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7737   -0.1451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4883    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2026   -0.1451    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6551   -0.1451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605   -0.1453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605   -0.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7750    0.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3461    0.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7750   -1.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3461   -1.3828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4896   -0.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7750   -2.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3461   -2.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2040    0.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4896    1.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6317   -0.9703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605   -2.6203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4896   -2.6203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6317   -2.6203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2040    1.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4896    2.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9171    1.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9186    1.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2027   -0.9701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0592    1.0923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695    1.0923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6317   -0.1453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9171    0.2671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0841   -0.1451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972    0.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4818    0.1519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1492    0.6368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7367   -0.6325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8167    0.1519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5617   -0.6325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2518   -1.2999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0466   -1.2999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695    0.2673    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695   -0.5577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0592   -0.5577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6012    0.4070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8562    1.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2687   -0.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6812    1.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436    1.9060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9362    0.4070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0936    1.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8561    2.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6811    2.6204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9186    1.9060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9185   -0.1453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  2  0  0  0  0
  1 43  1  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
 31  4  1  0  0  0  0
  4 27  1  1  0  0  0
  1  5  1  0  0  0  0
  5 41  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  2  0  0  0  0
  8 12  2  0  0  0  0
  8 13  1  0  0  0  0
  9 30  1  0  0  0  0
 10 14  2  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 12 14  1  0  0  0  0
 13 18  2  0  0  0  0
 15 20  1  0  0  0  0
 15 21  2  0  0  0  0
 16 22  2  0  0  0  0
 16 20  1  0  0  0  0
 17 23  2  0  0  0  0
 18 24  1  0  0  0  0
 18 23  1  0  0  0  0
 30 19  1  1  0  0  0
 23 26  1  0  0  0  0
 31 25  1  6  0  0  0
 41 29  2  0  0  0  0
 30 31  1  0  0  0  0
 41 32  1  0  0  0  0
 32 33  1  0  0  0  0
 34 33  1  1  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 35 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  6  0  0  0
 37 44  1  1  0  0  0
 37 38  1  0  0  0  0
 38 40  1  6  0  0  0
 41 42  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 45 47  2  0  0  0  0
 45 48  1  0  0  0  0
 46 49  2  0  0  0  0
 47 50  1  0  0  0  0
 47 49  1  0  0  0  0
 48 51  2  0  0  0  0
 50 52  2  0  0  0  0
 50 53  1  0  0  0  0
 51 52  1  0  0  0  0
 17 54  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02654

> <DATABASE_NAME>
drugbank

> <SMILES>
CC1=CC2=C(N=C3C(=O)NC(=O)N=C3N2C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)C(O)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C27H33N9O16P2/c1-9-3-11-15(18(39)10(9)2)32-17-24(33-27(44)34-25(17)43)35(11)4-12(37)19(40)13(38)5-49-53(45,46)52-54(47,48)50-6-14-20(41)21(42)26(51-14)36-8-31-16-22(28)29-7-30-23(16)36/h3,7-8,12-14,19-21,26,37-42H,4-6H2,1-2H3,(H,45,46)(H,47,48)(H2,28,29,30)(H,34,43,44)/t12-,13+,14+,19-,20+,21+,26+/m0/s1

> <INCHI_KEY>
BJSUUWFQAMLNKU-OKXKTURISA-N

> <FORMULA>
C27H33N9O16P2

> <MOLECULAR_WEIGHT>
801.5491

> <EXACT_MASS>
801.152049077

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-2.9223852074437717

> <JCHEM_AVERAGE_POLARIZABILITY>
71.75922324571806

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(2R,3S,4S)-2,3,4-trihydroxy-5-{6-hydroxy-7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}pentyl]oxy})phosphoryl]oxy})phosphinic acid

> <ALOGPS_LOGP>
-1.00

> <JCHEM_LOGP>
-5.079460927173322

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-3

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.283015048634752

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8542541448346967

> <JCHEM_PKA_STRONGEST_BASIC>
4.892719133439931

> <JCHEM_POLAR_SURFACE_AREA>
376.6499999999999

> <JCHEM_REFRACTIVITY>
179.41170000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.66e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
doravirine

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB02654

> <SECONDARY_ACCESSION_NUMBERS>
EXPT00285

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
6-hydroxy-FAD

> <SYNONYMS>
6-HO-FAD; 6-hydroxy-flavin-adenine dinucleotide; 6-hydroxyflavin-adenine dinucleotide; 6-hydroxyflavine-adenine dinucleotide

$$$$