Mrv1909 11101920092D          

 32 34  0  0  0  0            999 V2000
   -2.2334   -0.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2334    0.8032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641   -0.5787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4393   -0.4261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017    0.1357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7892    0.8502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7892    2.2793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0268    1.5647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -2.7222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0181   -0.2767    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0181    0.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5516    0.1357    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7266    0.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9234    0.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6856   -0.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3140    0.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3140   -0.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5109    0.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5109   -0.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641    0.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7892   -0.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017    1.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0268   -1.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7892   -2.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4393   -2.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0268   -2.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485    0.1357    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    2.2777    2.2793    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450    2.7222    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825    1.1217    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825    2.0077    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 28  1  0  0  0  0
  2 11  1  0  0  0  0
  2 28  1  0  0  0  0
 12  3  1  6  0  0  0
  3 21  1  0  0  0  0
  4 15  1  0  0  0  0
  5 21  2  0  0  0  0
  6 20  1  0  0  0  0
  6 23  2  0  0  0  0
  7 23  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  8 23  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  9 25  1  0  0  0  0
  9 27  2  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  6  0  0  0
 12 13  1  0  0  0  0
 12 20  1  0  0  0  0
 13 16  2  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
 14 19  1  0  0  0  0
 14 28  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  2  0  0  0  0
 21 22  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  2  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
DB07023

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]N([H])C(=NC[C@H](OC(=O)C1=CN=CC=C1)C1=CC=C(C=C1)B1OC[C@@H](CO)O1)N([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H21BN4O5/c20-18(21)23-9-16(27-17(25)13-2-1-7-22-8-13)12-3-5-14(6-4-12)19-26-11-15(10-24)28-19/h1-8,15-16,24H,9-11H2,(H4,20,21,23)/t15-,16+/m1/s1

> <INCHI_KEY>
HGLWHYRZHMOCMC-CVEARBPZSA-N

> <FORMULA>
C18H21BN4O5

> <MOLECULAR_WEIGHT>
384.194

> <EXACT_MASS>
384.160500268

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
40.431275312297785

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R)-2-[(diaminomethylidene)amino]-1-{4-[(4R)-4-(hydroxymethyl)-1,3,2-dioxaborolan-2-yl]phenyl}ethyl pyridine-3-carboxylate

> <ALOGPS_LOGP>
0.92

> <JCHEM_LOGP>
2.2075

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.487920770165335

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.65394794867134

> <JCHEM_PKA_STRONGEST_BASIC>
11.23374131198013

> <JCHEM_POLAR_SURFACE_AREA>
142.28000000000003

> <JCHEM_REFRACTIVITY>
96.0844

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,4S,5S)-3,4-dihydroxy-5-{4-oxo-1H,5H-pyrrolo[3,2-d]pyrimidin-7-yl}pyrrolidin-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB07023

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
(1R)-2-[(Diaminomethylene)amino]-1-{4-[(4R)-4-(hydroxymethyl)-1,3,2-dioxaborolan-2-yl]phenyl}ethyl nicotinate

$$$$