Mrv1652305152109362D
29 32 0 0 1 0 999 V2000
7.6641 -5.3666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.7079 -4.3047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.3335 -2.2406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.8185 -2.9080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.1056 -4.0076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.2766 -0.5364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.4696 -0.7079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.9341 -3.2006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.8185 -1.5732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.5736 -1.9341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.7465 -1.4156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.4925 -4.5596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.8286 -1.1495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.2146 -1.4925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.4610 -1.8281 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.5472 -2.6486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.7667 -2.1056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.0320 -1.8281 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
5.6031 -2.6531 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
6.3176 -3.0656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.3176 -1.4156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.3542 -2.8201 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
7.0320 -2.6531 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
5.6031 -1.8281 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
11.6356 -0.9780 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
6.3176 -3.8906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
6.3176 -0.5906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
7.0320 -1.0031 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
5.5168 -3.4736 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
4 3 1 0 0 0 0
7 6 2 0 0 0 0
8 5 1 0 0 0 0
9 3 1 0 0 0 0
12 1 1 0 0 0 0
12 2 1 0 0 0 0
12 5 2 0 0 0 0
13 6 1 0 0 0 0
13 10 2 0 0 0 0
14 7 1 0 0 0 0
15 11 1 0 0 0 0
15 14 1 0 0 0 0
16 8 1 0 0 0 0
16 15 2 0 0 0 0
17 10 1 0 0 0 0
17 14 2 0 0 0 0
18 11 1 6 0 0 0
19 4 1 0 0 0 0
20 19 1 0 0 0 0
21 18 1 0 0 0 0
22 16 1 0 0 0 0
22 17 1 0 0 0 0
23 18 1 0 0 0 0
23 20 2 0 0 0 0
24 9 1 0 0 0 0
24 19 1 0 0 0 0
24 21 1 0 0 0 0
25 13 1 0 0 0 0
26 20 1 0 0 0 0
27 21 2 0 0 0 0
18 28 1 1 0 0 0
19 29 1 1 0 0 0
M END
> <DATABASE_ID>
MMDBc0017143
> <DATABASE_NAME>
MIME
> <SMILES>
[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=C(CC=C(C)C)NC3=C1C=CC(O)=C3)N=C2O
> <INCHI_IDENTIFIER>
InChI=1S/C21H25N3O3/c1-12(2)5-8-16-15(14-7-6-13(25)10-17(14)22-16)11-18-21(27)24-9-3-4-19(24)20(26)23-18/h5-7,10,18-19,22,25H,3-4,8-9,11H2,1-2H3,(H,23,26)/t18-,19-/m0/s1
> <INCHI_KEY>
CBQDILZSSFDSDL-OALUTQOASA-N
> <FORMULA>
C21H25N3O3
> <MOLECULAR_WEIGHT>
367.449
> <EXACT_MASS>
367.189591677
> <JCHEM_ACCEPTOR_COUNT>
4
> <JCHEM_ATOM_COUNT>
52
> <JCHEM_AVERAGE_POLARIZABILITY>
40.20272165683909
> <JCHEM_BIOAVAILABILITY>
1
> <JCHEM_DONOR_COUNT>
3
> <JCHEM_FORMAL_CHARGE>
0
> <JCHEM_GHOSE_FILTER>
1
> <JCHEM_IUPAC>
(3S,8aS)-1-hydroxy-3-{[6-hydroxy-2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one
> <ALOGPS_LOGP>
2.82
> <JCHEM_LOGP>
2.9634154120000007
> <ALOGPS_LOGS>
-3.65
> <JCHEM_MDDR_LIKE_RULE>
0
> <JCHEM_NUMBER_OF_RINGS>
4
> <JCHEM_PHYSIOLOGICAL_CHARGE>
0
> <JCHEM_PKA>
9.52236327260989
> <JCHEM_PKA_STRONGEST_ACIDIC>
4.425238038810154
> <JCHEM_PKA_STRONGEST_BASIC>
1.2978129366345084
> <JCHEM_POLAR_SURFACE_AREA>
88.92000000000002
> <JCHEM_REFRACTIVITY>
104.7663
> <JCHEM_ROTATABLE_BOND_COUNT>
4
> <JCHEM_RULE_OF_FIVE>
1
> <ALOGPS_SOLUBILITY>
8.28e-02 g/l
> <JCHEM_TRADITIONAL_IUPAC>
(3S,8aS)-1-hydroxy-3-{[6-hydroxy-2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}-3H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one
> <JCHEM_VEBER_RULE>
0
$$$$