Mrv1652303082008102D
32 35 0 0 1 0 999 V2000
-0.6002 1.7699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.2655 2.8921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.9384 -0.0098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7922 0.0340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.3685 0.9357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.6255 0.5772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.8879 2.0566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.0987 1.1228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.1893 1.5306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.4743 0.7163 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
2.1358 0.8324 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
4.4296 1.7584 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
2.2359 2.1841 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
3.0045 1.8641 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
2.0685 2.9919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.3232 2.8137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8021 0.2286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.7476 2.2226 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
1.6465 1.5733 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
2.9435 1.0414 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
5.1726 2.1169 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.2852 3.2508 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.6844 3.5408 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0
5.1228 2.6107 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.0992 3.6077 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0
2.1532 -0.2807 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.4353 -0.3001 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0
-0.2675 0.3555 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
1.3141 0.7593 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
4.4906 2.5811 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
1.4434 2.4134 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
2.9818 2.6888 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
4 3 1 0 0 0 0
6 5 1 0 0 0 0
9 1 2 0 0 0 0
9 7 1 0 0 0 0
10 3 1 0 0 0 0
10 8 1 0 0 0 0
10 9 1 0 0 0 0
11 4 1 0 0 0 0
12 5 1 0 0 0 0
14 13 1 0 0 0 0
13 15 1 1 0 0 0
18 2 1 1 0 0 0
18 12 1 0 0 0 0
18 14 1 0 0 0 0
18 16 1 6 0 0 0
19 7 1 0 0 0 0
19 8 1 6 0 0 0
19 11 1 0 0 0 0
19 13 1 0 0 0 0
20 6 1 0 0 0 0
20 11 1 0 0 0 0
20 14 1 0 0 0 0
20 17 1 6 0 0 0
12 21 1 1 0 0 0
22 15 2 0 0 0 0
23 15 1 0 0 0 0
24 16 2 0 0 0 0
25 16 1 0 0 0 0
26 17 2 0 0 0 0
27 17 1 0 0 0 0
10 28 1 6 0 0 0
11 29 1 1 0 0 0
12 30 1 6 0 0 0
13 31 1 6 0 0 0
14 32 1 1 0 0 0
M CHG 3 23 -1 25 -1 27 -1
M END
> <DATABASE_ID>
MMDBc0053275
> <DATABASE_NAME>
MIME
> <SMILES>
[H][C@@]12C[C@@]3(CC1=C)[C@@]([H])(CC2)[C@@]1(CC[C@]([H])(O)[C@@](C)(C([O-])=O)[C@@]1([H])[C@]3([H])C([O-])=O)C([O-])=O
> <INCHI_IDENTIFIER>
InChI=1S/C20H26O7/c1-9-7-19-8-10(9)3-4-11(19)20(17(26)27)6-5-12(21)18(2,16(24)25)14(20)13(19)15(22)23/h10-14,21H,1,3-8H2,2H3,(H,22,23)(H,24,25)(H,26,27)/p-3/t10-,11-,12+,13-,14-,18-,19+,20-/m1/s1
> <INCHI_KEY>
UYRCHWLYXIQJKK-HMRRIYTKSA-K
> <FORMULA>
C20H23O7
> <MOLECULAR_WEIGHT>
375.399
> <EXACT_MASS>
375.14602382
> <JCHEM_ACCEPTOR_COUNT>
7
> <JCHEM_ATOM_COUNT>
50
> <JCHEM_AVERAGE_POLARIZABILITY>
36.58709917247117
> <JCHEM_BIOAVAILABILITY>
1
> <JCHEM_DONOR_COUNT>
1
> <JCHEM_FORMAL_CHARGE>
-3
> <JCHEM_GHOSE_FILTER>
1
> <JCHEM_IUPAC>
(1R,2S,3S,4S,5S,8R,9R,12R)-5-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane-2,4,8-tricarboxylate
> <ALOGPS_LOGP>
1.68
> <JCHEM_LOGP>
1.5468881446666674
> <ALOGPS_LOGS>
-2.58
> <JCHEM_MDDR_LIKE_RULE>
0
> <JCHEM_NUMBER_OF_RINGS>
4
> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3
> <JCHEM_PKA>
4.19940341505142
> <JCHEM_PKA_STRONGEST_ACIDIC>
3.657945865782493
> <JCHEM_PKA_STRONGEST_BASIC>
-3.0388944381301153
> <JCHEM_POLAR_SURFACE_AREA>
140.62
> <JCHEM_REFRACTIVITY>
124.7465
> <JCHEM_ROTATABLE_BOND_COUNT>
3
> <JCHEM_RULE_OF_FIVE>
1
> <ALOGPS_SOLUBILITY>
1.13e+00 g/l
> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3S,4S,5S,8R,9R,12R)-5-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane-2,4,8-tricarboxylate
> <JCHEM_VEBER_RULE>
0
$$$$