49866449
  -OEChem-01072015443D

 49 50  0     1  0  0  0  0  0999 V2000
   -4.1905    1.9431   -0.6079 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7662    0.6063    1.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5910    0.6184    0.3923 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4814    2.5697    1.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9693    1.8606    0.4522 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9977   -2.4645    1.5820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7394    0.9382   -1.7918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9975    3.4065   -1.2684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0015   -4.9130   -0.8996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5505    1.6833   -0.0290 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1089   -1.3676    0.7568 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936   -3.6738    0.3428 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    0.7957    0.3298 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7665    2.1813    0.7684 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4451   -0.0886    1.3142 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6890    1.9612    1.1574 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6521    2.0935   -0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2482    1.1888   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0654   -1.4854    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9441   -2.4926    0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7449    0.9420   -0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4935   -2.6170   -0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5161    1.5430   -1.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6656   -3.8429   -0.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615   -2.7181   -1.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0139    1.3320   -1.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8309    0.6004   -0.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    2.9534    0.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0243   -0.2348    2.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0083    2.6139    1.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196    1.3950   -0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925    3.1095   -0.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1497    3.4443    2.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0529    2.2659   -0.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728    0.7240   -1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6729   -0.6008   -0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9323   -0.1371   -0.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1019    1.3662    0.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0798   -4.4949    0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3116    2.6178   -1.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1806    1.0880   -2.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5476   -3.0019   -2.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3093   -1.7710   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234   -3.4724   -0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3864    1.8060   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5465    1.7688   -2.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2574    0.2655   -1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6786    3.7399   -1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3624    0.7625   -2.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  7  1  0  0  0  0
  1  8  1  0  0  0  0
  1 10  2  0  0  0  0
  2 15  1  0  0  0  0
  2 16  1  0  0  0  0
  3 13  1  0  0  0  0
  3 18  1  0  0  0  0
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  4 33  1  0  0  0  0
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 26 47  1  0  0  0  0
M  END
> <DATABASE_ID>
DB04587

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/WSAMAMLAATZRPR-PRULPYPASA-N/SDF?record_type=3d

> <SMILES>
CCCCO[C@@H]1[C@H](O)[C@@H](COP(O)(O)=O)O[C@H]1N1C=C(C)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H23N2O9P/c1-3-4-5-23-11-10(17)9(7-24-26(20,21)22)25-13(11)16-6-8(2)12(18)15-14(16)19/h6,9-11,13,17H,3-5,7H2,1-2H3,(H,15,18,19)(H2,20,21,22)/t9-,10-,11-,13-/m1/s1

> <INCHI_KEY>
WSAMAMLAATZRPR-PRULPYPASA-N

> <FORMULA>
C14H23N2O9P

> <MOLECULAR_WEIGHT>
394.3142

> <EXACT_MASS>
394.114116856

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.9192356628576037

> <JCHEM_AVERAGE_POLARIZABILITY>
36.527876557475395

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[(2R,3R,4R,5R)-4-butoxy-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-0.47

> <JCHEM_LOGP>
-0.17623216533333436

> <ALOGPS_LOGS>
-2.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.251208862622961

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2254779259174557

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6687663413705685

> <JCHEM_POLAR_SURFACE_AREA>
154.86

> <JCHEM_REFRACTIVITY>
86.4204

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.90e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R)-1-({4-chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoyloxy}methyl)-3,4,5,6-tetrahydroxy-1lambda3-oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$