Mrv1652310201622382D          

 36 37  0  0  1  0            999 V2000
   -5.7627   12.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9780   12.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3650   12.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5365   11.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3211   11.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9342   11.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9234   10.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1388   10.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5257   10.4287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7410   10.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1280   10.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3433   10.3865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0884   11.1711    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7366   11.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915   10.3865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3241    9.9016    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3241    9.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3904    8.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3904    7.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3241    7.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0386    7.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7530    7.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4675    7.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4675    8.6641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1820    7.4266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8965    7.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6109    7.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3254    7.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0399    7.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7543    7.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4688    7.4266    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    8.1833    7.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4688    6.6016    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.7762   10.1316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5733   11.8386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6972    9.6217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  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
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  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  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 15 34  1  6  0  0  0
 13 35  1  6  0  0  0
  9 36  1  1  0  0  0
M  CHG  2  31   1  33  -1
M  END
> <DATABASE_ID>
DB11660

> <DATABASE_NAME>
drugbank

> <SMILES>
O[C@H](CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(=O)OCCCCO[N+]([O-])=O)CCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H41NO8/c29-22(15-14-21-10-4-3-5-11-21)16-17-24-23(25(30)20-26(24)31)12-6-1-2-7-13-27(32)35-18-8-9-19-36-28(33)34/h1,3-6,10-11,22-26,29-31H,2,7-9,12-20H2/b6-1-/t22-,23+,24+,25-,26+/m0/s1

> <INCHI_KEY>
LOVMMUBRQUFEAH-UIEAZXIASA-N

> <FORMULA>
C27H41NO8

> <MOLECULAR_WEIGHT>
507.624

> <EXACT_MASS>
507.283217284

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
56.949109575762954

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(nitrooxy)butyl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate

> <ALOGPS_LOGP>
3.94

> <JCHEM_LOGP>
3.7933643519999993

> <ALOGPS_LOGS>
-5.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.030507756558752

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.468506924942975

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6894106134355082

> <JCHEM_POLAR_SURFACE_AREA>
139.36

> <JCHEM_REFRACTIVITY>
136.66230000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.20e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(nitrooxy)butyl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11660

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Latanoprostene bunod

> <SYNONYMS>
Latanoprostene bunod

> <PRODUCTS>
Vyzulta

$$$$