Mrv1652306131721592D          

 38 40  0  0  1  0            999 V2000
   10.1509   -2.6108    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    9.4364   -3.0233    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7219   -2.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0075   -3.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0075   -3.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2930   -4.2608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2930   -5.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4364   -3.8483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1509   -4.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8653   -3.8483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1509   -5.0858    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4834   -5.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7384   -6.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5634   -6.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8183   -5.5708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6029   -5.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7745   -4.5089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2160   -5.8679    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.0006   -5.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1722   -4.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5591   -4.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7306   -3.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5152   -3.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1283   -3.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9568   -4.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0445   -6.6748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6576   -7.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4422   -6.9719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4861   -8.0338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0992   -8.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9276   -9.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5407   -9.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3692  -10.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5846  -11.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9715  -10.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1430   -9.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8653   -3.0233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1509   -1.7858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  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
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11  9  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 18 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 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
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 31 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
M  END
> <DATABASE_ID>
DB05714

> <DATABASE_NAME>
drugbank

> <SMILES>
COCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](CC1=CC=CC=C1)NC(=O)OCC1=CC=CC=C1)B(O)O

> <INCHI_IDENTIFIER>
InChI=1S/C27H36BN3O7/c1-37-17-9-15-24(28(35)36)30-25(32)23-14-8-16-31(23)26(33)22(18-20-10-4-2-5-11-20)29-27(34)38-19-21-12-6-3-7-13-21/h2-7,10-13,22-24,35-36H,8-9,14-19H2,1H3,(H,29,34)(H,30,32)/t22-,23+,24+/m1/s1

> <INCHI_KEY>
PAOGOXGDGABPSC-SGNDLWITSA-N

> <FORMULA>
C27H36BN3O7

> <MOLECULAR_WEIGHT>
525.41

> <EXACT_MASS>
525.264631

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
56.323837610265855

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1R)-1-{[(2S)-1-[(2R)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}-4-methoxybutyl]boronic acid

> <ALOGPS_LOGP>
1.93

> <JCHEM_LOGP>
2.9177999999999975

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.884431251918432

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.643043902701256

> <JCHEM_PKA_STRONGEST_BASIC>
-3.153208152090372

> <JCHEM_POLAR_SURFACE_AREA>
137.43

> <JCHEM_REFRACTIVITY>
136.74310000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-1-{[(2S)-1-[(2R)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}-4-methoxybutylboronic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB05714

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Flovagatran

> <SYNONYMS>
Flovagatran

$$$$