Mrv1652305152117592D
31 34 0 0 1 0 999 V2000
7.3037 3.0294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.5406 2.1391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.1545 1.7960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7245 -1.1560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.5191 2.7745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.2115 -1.3932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.0185 -1.5647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.9565 -0.6086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.5705 -0.9516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.2949 0.4125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7798 1.0799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.7079 1.2375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.5086 0.0045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.4223 0.8250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.3155 -0.1670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.9934 0.8250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7798 -0.2549 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
6.1760 1.1606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.2789 1.2375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.2789 -0.4125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.3475 1.9675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.5645 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
6.7280 0.5475 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
3.9934 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.5645 0.8250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
1.2949 -0.9224 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.2789 2.0625 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.2789 -1.2375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.4782 -0.8205 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.7079 2.0625 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
0.9548 -0.2549 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
5 1 2 0 0 0 0
7 6 2 0 0 0 0
8 6 1 0 0 0 0
9 7 1 0 0 0 0
11 10 1 0 0 0 0
13 8 2 0 0 0 0
14 12 1 0 0 0 0
14 13 1 0 0 0 0
15 9 2 0 0 0 0
15 13 1 0 0 0 0
16 12 2 0 0 0 0
17 10 1 0 0 0 0
18 14 2 0 0 0 0
19 16 1 0 0 0 0
21 2 1 0 0 0 0
21 3 1 0 0 0 0
21 5 1 0 0 0 0
21 18 1 0 0 0 0
22 17 1 0 0 0 0
22 20 1 0 0 0 0
23 15 1 0 0 0 0
23 18 1 0 0 0 0
24 16 1 0 0 0 0
24 20 2 0 0 0 0
25 11 1 0 0 0 0
25 19 1 0 0 0 0
25 22 1 0 0 0 0
17 26 1 1 0 0 0
27 19 2 0 0 0 0
28 20 1 0 0 0 0
29 4 1 0 0 0 0
22 29 1 6 0 0 0
30 12 1 0 0 0 0
17 31 1 6 0 0 0
M END
> <DATABASE_ID>
MMDBc0026328
> <DATABASE_NAME>
MIME
> <SMILES>
[H]\C(C1=C(NC2=CC=CC=C12)C(C)(C)C=C)=C1\N=C(O)[C@]2(OC)N(CC[C@]2([H])O)C1=O
> <INCHI_IDENTIFIER>
InChI=1S/C22H25N3O4/c1-5-21(2,3)18-14(13-8-6-7-9-15(13)23-18)12-16-19(27)25-11-10-17(26)22(25,29-4)20(28)24-16/h5-9,12,17,23,26H,1,10-11H2,2-4H3,(H,24,28)/b16-12-/t17-,22-/m0/s1
> <INCHI_KEY>
INUJBGLULOLOPI-NNMQJTHYSA-N
> <FORMULA>
C22H25N3O4
> <MOLECULAR_WEIGHT>
395.459
> <EXACT_MASS>
395.184506297
> <JCHEM_ACCEPTOR_COUNT>
5
> <JCHEM_ATOM_COUNT>
54
> <JCHEM_AVERAGE_POLARIZABILITY>
41.835159263479056
> <JCHEM_BIOAVAILABILITY>
1
> <JCHEM_DONOR_COUNT>
3
> <JCHEM_FORMAL_CHARGE>
0
> <JCHEM_GHOSE_FILTER>
1
> <JCHEM_IUPAC>
(3Z,8S,8aS)-1,8-dihydroxy-8a-methoxy-3-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene}-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one
> <ALOGPS_LOGP>
2.74
> <JCHEM_LOGP>
2.7405248250000005
> <ALOGPS_LOGS>
-4.00
> <JCHEM_MDDR_LIKE_RULE>
0
> <JCHEM_NUMBER_OF_RINGS>
4
> <JCHEM_PHYSIOLOGICAL_CHARGE>
0
> <JCHEM_PKA>
13.528898071974211
> <JCHEM_PKA_STRONGEST_ACIDIC>
2.164615117955526
> <JCHEM_PKA_STRONGEST_BASIC>
0.1433877189020294
> <JCHEM_POLAR_SURFACE_AREA>
98.15
> <JCHEM_REFRACTIVITY>
110.8796
> <JCHEM_ROTATABLE_BOND_COUNT>
4
> <JCHEM_RULE_OF_FIVE>
1
> <ALOGPS_SOLUBILITY>
3.98e-02 g/l
> <JCHEM_TRADITIONAL_IUPAC>
(3Z,8S,8aS)-1,8-dihydroxy-8a-methoxy-3-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene}-6H,7H,8H-pyrrolo[1,2-a]pyrazin-4-one
> <JCHEM_VEBER_RULE>
0
$$$$