Mrv1652305221920352D
31 33 0 0 1 0 999 V2000
1.4289 0.8250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.1434 1.2375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.4289 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.2868 0.8250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.7145 -1.2375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8579 0.8250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.5724 1.2375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.1434 -0.4125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0000 -1.6500 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
4.2868 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8579 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0000 -2.4750 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
0.7145 -2.8875 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
1.4289 -2.4750 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
3.5724 2.0625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.4289 -1.6500 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
3.5724 -0.4125 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
-1.4289 -1.6500 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
5.0013 -0.4125 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.7145 -2.8875 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.7145 -3.7125 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.1434 -2.8875 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.8579 2.4750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.2868 2.4750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.1434 -1.2375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.7145 -1.2375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.7145 -2.0625 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
0.0000 -3.3000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
0.7145 -2.0625 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
1.4289 -3.3000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
2.1434 -2.0625 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
2 1 2 0 0 0 0
3 1 1 0 0 0 0
6 2 1 0 0 0 0
7 4 2 0 0 0 0
7 6 1 0 0 0 0
8 3 2 0 0 0 0
9 5 1 1 0 0 0
10 4 1 0 0 0 0
11 6 2 0 0 0 0
11 8 1 0 0 0 0
12 9 1 0 0 0 0
13 12 1 0 0 0 0
14 13 1 0 0 0 0
15 7 1 0 0 0 0
16 14 1 0 0 0 0
17 10 2 0 0 0 0
17 11 1 0 0 0 0
18 5 1 0 0 0 0
19 10 1 0 0 0 0
12 20 1 6 0 0 0
13 21 1 6 0 0 0
14 22 1 6 0 0 0
23 15 2 0 0 0 0
24 15 1 0 0 0 0
25 8 1 0 0 0 0
16 25 1 1 0 0 0
26 9 1 0 0 0 0
26 16 1 0 0 0 0
9 27 1 6 0 0 0
12 28 1 1 0 0 0
13 29 1 6 0 0 0
14 30 1 1 0 0 0
16 31 1 6 0 0 0
M END
> <DATABASE_ID>
NP0049247
> <DATABASE_NAME>
NP-MRD
> <SMILES>
[H][C@]1(CO)O[C@@]([H])(OC2=CC=CC3=C2N=C(O)C=C3C(O)=O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O
> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO9/c18-5-9-12(20)13(21)14(22)16(26-9)25-8-3-1-2-6-7(15(23)24)4-10(19)17-11(6)8/h1-4,9,12-14,16,18,20-22H,5H2,(H,17,19)(H,23,24)/t9-,12-,13+,14-,16-/m1/s1
> <INCHI_KEY>
GRKTWUMXBYWXNZ-JCILWVLBSA-N
> <FORMULA>
C16H17NO9
> <MOLECULAR_WEIGHT>
367.3075
> <EXACT_MASS>
367.090331147
> <JCHEM_ACCEPTOR_COUNT>
10
> <JCHEM_ATOM_COUNT>
43
> <JCHEM_AVERAGE_POLARIZABILITY>
34.21727661137587
> <JCHEM_BIOAVAILABILITY>
1
> <JCHEM_DONOR_COUNT>
6
> <JCHEM_FORMAL_CHARGE>
0
> <JCHEM_GHOSE_FILTER>
0
> <JCHEM_IUPAC>
2-hydroxy-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}quinoline-4-carboxylic acid
> <ALOGPS_LOGP>
-0.42
> <JCHEM_LOGP>
-0.49225782733333284
> <ALOGPS_LOGS>
-1.86
> <JCHEM_MDDR_LIKE_RULE>
0
> <JCHEM_NUMBER_OF_RINGS>
3
> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1
> <JCHEM_PKA>
11.54329792427563
> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5564029492536675
> <JCHEM_PKA_STRONGEST_BASIC>
-2.4501606046747657
> <JCHEM_POLAR_SURFACE_AREA>
169.79999999999998
> <JCHEM_REFRACTIVITY>
83.6552
> <JCHEM_ROTATABLE_BOND_COUNT>
4
> <JCHEM_RULE_OF_FIVE>
0
> <ALOGPS_SOLUBILITY>
5.05e+00 g/l
> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}quinoline-4-carboxylic acid
> <JCHEM_VEBER_RULE>
0
$$$$