Mrv1652306231722422D          

 35 41  0  0  1  0            999 V2000
    1.4155   -3.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638   -2.4218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191   -1.6373    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5601   -1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8730   -0.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8469   -0.1489    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4371    0.6365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2556    0.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5543   -0.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3790   -0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6907   -0.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -1.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3221   -1.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0315   -0.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1595   -0.6451    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9449   -1.4771    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6104   -1.9798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3144   -0.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1721    0.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8935    1.2248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3959    2.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5825    2.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1086    3.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4882   -2.3919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4240    0.5595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0567   -2.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1986   -3.3775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4950   -1.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3021   -2.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8538   -1.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6743   -1.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0095   -0.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3962   -0.3176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6819   -0.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 15 14  1  6  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  1  0  0  0
 13 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 24  1  0  0  0  0
 12 25  1  0  0  0  0
  6 26  1  6  0  0  0
  2 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 31 35  2  0  0  0  0
M  END
> <DATABASE_ID>
DB13471

> <DATABASE_NAME>
drugbank

> <SMILES>
CN([C@@H]1CC[C@@]2(O)[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5)C(=O)\C=C\C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H32N2O5/c1-29(23(32)7-4-18-9-13-34-16-18)20-8-10-28(33)22-14-19-5-6-21(31)25-24(19)27(28,26(20)35-25)11-12-30(22)15-17-2-3-17/h4-7,9,13,16-17,20,22,26,31,33H,2-3,8,10-12,14-15H2,1H3/b7-4+/t20-,22-,26+,27+,28-/m1/s1

> <INCHI_KEY>
XGZZHZMWIXFATA-UEZBDDGYSA-N

> <FORMULA>
C28H32N2O5

> <MOLECULAR_WEIGHT>
476.573

> <EXACT_MASS>
476.231122138

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
51.16400415410539

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-N-[(1S,5R,13R,14R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18)-trien-14-yl]-3-(furan-3-yl)-N-methylprop-2-enamide

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
2.2386598117876972

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.615845904168754

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.292828454162096

> <JCHEM_PKA_STRONGEST_BASIC>
9.505232316263877

> <JCHEM_POLAR_SURFACE_AREA>
86.38000000000001

> <JCHEM_REFRACTIVITY>
131.32649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[(1S,5R,13R,14R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18)-trien-14-yl]-3-(furan-3-yl)-N-methylprop-2-enamide

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB13471

> <DRUG_GROUPS>
experimental; investigational

> <GENERIC_NAME>
Nalfurafine

> <SYNONYMS>
Nalfurafine

$$$$