Mrv1909 06022118562D          

 27 31  0  0  1  0            999 V2000
    0.0128   -2.4169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4049   -1.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2142   -1.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6328   -0.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2142   -0.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4049   -0.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0146    0.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8240    0.4440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2156    1.1422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3721    1.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6419    2.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2258    3.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2065    2.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4053    1.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4053   -0.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8240   -0.9801    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2156   -1.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0521   -1.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4809   -2.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437   -0.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0521   -0.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156   -0.2540    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6444    0.4781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0146   -0.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4809   -2.4237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020   -3.1481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  1  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  2  0  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 16  1  0  0  0  0
  8 22  1  0  0  0  0
 24 16  1  0  0  0  0
  6 24  1  0  0  0  0
  2 24  2  0  0  0  0
 25  3  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
M  END
> <DATABASE_ID>
DB12543

> <DATABASE_NAME>
drugbank

> <SMILES>
NC(=O)C1=CC=C2C[C@H]3N(CC4CC4)CC[C@@]4(CC(=O)CC[C@@]34O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O4/c22-19(26)15-4-3-13-9-16-21(27)6-5-14(24)10-20(21,17(13)18(15)25)7-8-23(16)11-12-1-2-12/h3-4,12,16,25,27H,1-2,5-11H2,(H2,22,26)/t16-,20-,21-/m1/s1

> <INCHI_KEY>
RYIDHLJADOKWFM-MAODMQOUSA-N

> <FORMULA>
C21H26N2O4

> <MOLECULAR_WEIGHT>
370.449

> <EXACT_MASS>
370.189257325

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
1.1140345949226742

> <JCHEM_AVERAGE_POLARIZABILITY>
39.393987406236306

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,9R,10S)-17-(cyclopropylmethyl)-3,10-dihydroxy-13-oxo-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-triene-4-carboxamide

> <ALOGPS_LOGP>
1.09

> <JCHEM_LOGP>
0.28873455973034834

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.696992748562304

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.920425702454652

> <JCHEM_PKA_STRONGEST_BASIC>
9.456144840597904

> <JCHEM_POLAR_SURFACE_AREA>
103.85999999999999

> <JCHEM_REFRACTIVITY>
101.03979999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9R,10S)-17-(cyclopropylmethyl)-3,10-dihydroxy-13-oxo-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-triene-4-carboxamide

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB12543

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Samidorphan

> <SYNONYMS>
Samidorphan

> <PRODUCTS>
Lybalvi

> <SALTS>
Samidorphan L-malate

$$$$