Phyllocactin
  Mrv2104 06072104222D          

 46 49  0  0  1  0            999 V2000
   22.2984  -15.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0143  -15.2963    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.0097  -14.4715    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.2907  -14.0591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.5748  -14.4777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.5777  -15.3089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9619  -19.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9577  -18.8596    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   19.5338  -17.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3153  -18.3720    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.3631  -17.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6178  -18.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4201  -18.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9735  -17.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7186  -17.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9105  -16.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8007  -17.9218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3026  -16.5441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6597  -18.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3958  -19.4241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7304  -15.7109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2857  -13.2277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7220  -14.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8557  -18.2840    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   19.2495  -20.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2495  -20.9298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5350  -21.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5350  -22.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2495  -22.5798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9640  -22.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9640  -21.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8206  -22.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1061  -22.1675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8206  -23.4050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6785  -22.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6784  -23.4050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3930  -22.1675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8585  -14.0684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1458  -14.4841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4295  -14.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7169  -14.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0006  -14.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2880  -14.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5717  -14.0876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2917  -15.3219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1495  -15.3091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0  0  0  0
  8 12  1  0  0  0  0
 11  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  8  1  0  0  0  0
 11 12  1  0  0  0  0
  5  6  1  0  0  0  0
 11 16  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
  1  2  1  0  0  0  0
 10 19  1  6  0  0  0
 19 20  2  0  0  0  0
  1  6  1  0  0  0  0
 18  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2 21  1  1  0  0  0
  4 22  1  1  0  0  0
  3  4  1  0  0  0  0
  3 23  1  6  0  0  0
  4  5  1  0  0  0  0
 19 24  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 28  1  0  0  0  0
 30 31  2  0  0  0  0
 26 27  1  0  0  0  0
 26 31  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 32  1  0  0  0  0
 32 34  2  0  0  0  0
 32 33  1  0  0  0  0
 30 35  1  1  0  0  0
 35 37  1  0  0  0  0
 35 36  2  0  0  0  0
  5 38  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 39 46  2  0  0  0  0
 43 45  2  0  0  0  0
M  CHG  2   8   1  24  -1
M  END
> <DATABASE_ID>
PHUB000426

> <DATABASE_NAME>
phytohub

> <SMILES>
O[C@H]1[C@H](O)[C@@H](OC(=O)CCCC(O)=O)OC(OC2=C(O)C=C3C(C[C@@H](C([O-])=O)\[N+]3=C/C=C3/CC(NC(=C3)C(O)=O)C(O)=O)=C2)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C28H30N2O16/c31-17-10-15-12(8-16(26(42)43)30(15)5-4-11-6-13(24(38)39)29-14(7-11)25(40)41)9-18(17)44-27-22(36)21(35)23(37)28(46-27)45-20(34)3-1-2-19(32)33/h4-6,9-10,14,16,21-23,27-28,35-37H,1-3,7-8H2,(H5,31,32,33,38,39,40,41,42,43)/t14?,16-,21+,22+,23-,27?,28-/m0/s1

> <INCHI_KEY>
DCGMVLYJFORYIG-VJCXAXFISA-N

> <FORMULA>
C28H30N2O16

> <MOLECULAR_WEIGHT>
650.546

> <EXACT_MASS>
650.159532894

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-2.0336549263301196

> <JCHEM_AVERAGE_POLARIZABILITY>
61.28739498176863

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1E,2S)-5-{[(3R,4R,5S,6R)-6-[(4-carboxybutanoyl)oxy]-3,4,5-trihydroxyoxan-2-yl]oxy}-1-{2-[(4Z)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-6-hydroxy-2,3-dihydro-1H-1lambda5-indol-1-ylium-2-carboxylate

> <ALOGPS_LOGP>
0.16

> <JCHEM_LOGP>
-4.401994641805079

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2558701255479408

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.3794438804598657

> <JCHEM_PKA_STRONGEST_BASIC>
-3.958245750419876

> <JCHEM_POLAR_SURFACE_AREA>
292.74999999999994

> <JCHEM_REFRACTIVITY>
169.41900000000012

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.97e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1E,2S)-5-{[(3R,4R,5S,6R)-6-[(4-carboxybutanoyl)oxy]-3,4,5-trihydroxyoxan-2-yl]oxy}-1-{2-[(4Z)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene}-6-hydroxy-2,3-dihydro-1H-1lambda5-indol-1-ylium-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$