Mrv1909 11261917152D          

 19 20  0  0  0  0            999 V2000
   -1.0970   -1.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8115   -1.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3825   -0.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3825   -1.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8115   -0.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021   -0.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8869   -1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021   -1.7655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4639    0.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7189    1.3100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258    1.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6569    0.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1669    1.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0970   -0.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0970    0.5518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5259    0.5518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8115    1.7893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8115    0.9643    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250    0.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  6  1  0  0  0  0
  4  1  1  0  0  0  0
  3  4  2  0  0  0  0
  4  8  1  0  0  0  0
  3 14  1  0  0  0  0
 14  5  2  0  0  0  0
  5  2  1  0  0  0  0
  6  7  2  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
 12  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
 10 11  1  0  0  0  0
 14 15  1  0  0  0  0
 15 18  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  2  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11664

> <DATABASE_NAME>
drugbank

> <SMILES>
CN(C)CCC1=CNC2=C1C(OP(O)(O)=O)=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C12H17N2O4P/c1-14(2)7-6-9-8-13-10-4-3-5-11(12(9)10)18-19(15,16)17/h3-5,8,13H,6-7H2,1-2H3,(H2,15,16,17)

> <INCHI_KEY>
QVDSEJDULKLHCG-UHFFFAOYSA-N

> <FORMULA>
C12H17N2O4P

> <MOLECULAR_WEIGHT>
284.2481

> <EXACT_MASS>
284.092593554

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.73480436511862

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
({3-[2-(dimethylamino)ethyl]-1H-indol-4-yl}oxy)phosphonic acid

> <ALOGPS_LOGP>
1.25

> <JCHEM_LOGP>
-0.1363668296579714

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.714547579942402

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7443777657361865

> <JCHEM_PKA_STRONGEST_BASIC>
9.536625544579383

> <JCHEM_POLAR_SURFACE_AREA>
85.79

> <JCHEM_REFRACTIVITY>
73.296

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.70e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
psilocybin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11664

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Psilocybin

> <SYNONYMS>
Psilocibina; Psilocybin; Psilocybine; Psilocybinum

$$$$