Mrv1652307071701022D          

 44 51  0  0  0  0            999 V2000
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    2.0689   -2.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8808   -2.5715    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.1543   -3.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3027   -3.3358    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6706   -3.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0627   -2.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9176   -4.0689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2722   -4.7908    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1572   -4.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5611   -4.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3602   -4.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7872   -3.3256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6677   -5.4861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4827   -5.5646    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0742   -4.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4616   -5.1457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6645   -4.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8343   -4.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2749   -5.4861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9358   -3.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0678   -2.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4777   -3.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  6  1  0  0  0  0
  2 22  1  0  0  0  0
  3  5  2  0  0  0  0
  4  3  1  0  0  0  0
  4 31  1  0  0  0  0
  7  1  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  9 29  2  0  0  0  0
 10 11  1  0  0  0  0
 10 26  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
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 13 38  1  0  0  0  0
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 29 28  1  0  0  0  0
 29 30  1  0  0  0  0
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 32 33  1  0  0  0  0
 32  5  1  0  0  0  0
 33 36  2  0  0  0  0
 33 42  1  0  0  0  0
 34 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 34  2  0  0  0  0
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 40 39  1  0  0  0  0
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 42 35  2  0  0  0  0
 13 17  1  0  0  0  0
 15 44  1  1  0  0  0
M  END
> <DATABASE_ID>
DB11691

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12OC3=C4C(C[C@@]5([H])N(CC6CC6)CC[C@@]14[C@@]5(O)CC(C(=O)NC(C)(C)C1=NC(=NO1)C1=CC=CC=C1)=C2O)=CC=C3O

> <INCHI_IDENTIFIER>
InChI=1S/C32H34N4O6/c1-30(2,29-33-27(35-42-29)18-6-4-3-5-7-18)34-28(39)20-15-32(40)22-14-19-10-11-21(37)25-23(19)31(32,26(41-25)24(20)38)12-13-36(22)16-17-8-9-17/h3-7,10-11,17,22,26,37-38,40H,8-9,12-16H2,1-2H3,(H,34,39)/t22-,26+,31+,32-/m1/s1

> <INCHI_KEY>
AXQACEQYCPKDMV-RZAWKFBISA-N

> <FORMULA>
C32H34N4O6

> <MOLECULAR_WEIGHT>
570.646

> <EXACT_MASS>
570.247834831

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
61.3439354628904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,5R,13R,17S)-4-(cyclopropylmethyl)-10,14,17-trihydroxy-N-[2-(3-phenyl-1,2,4-oxadiazol-5-yl)propan-2-yl]-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18),14-tetraene-15-carboxamide

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
2.4256560882356637

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.4436482239588

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.85641313843716

> <JCHEM_PKA_STRONGEST_BASIC>
9.05279920654814

> <JCHEM_POLAR_SURFACE_AREA>
141.18

> <JCHEM_REFRACTIVITY>
165.78439999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5R,13R,17S)-4-(cyclopropylmethyl)-10,14,17-trihydroxy-N-[2-(3-phenyl-1,2,4-oxadiazol-5-yl)propan-2-yl]-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18),14-tetraene-15-carboxamide

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11691

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Naldemedine

> <SYNONYMS>
Naldemedine

> <PRODUCTS>
Rizmoic; Symproic

> <SALTS>
Naldemedine tosylate

$$$$