44200882
  -OEChem-12221716103D

 44 46  0     1  0  0  0  0  0999 V2000
    6.1777   -1.4279    1.0636 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2788    0.9561   -0.3951 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9357    4.1538    0.2608 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2376    1.6263   -0.1199 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1694    1.3273    1.5118 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968    0.7777    1.8318 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9331   -4.5632   -0.5013 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1721   -2.0116   -0.6325 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9453    1.9370   -0.7092 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8690    3.4529   -0.9848 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1443    1.4129    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8177    0.3753   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0277    3.9657   -1.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0613    0.1329    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.6544   -0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0102    0.5776    0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6288   -1.1393    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711    1.2520    1.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7093   -1.9263   -0.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9530   -2.1689   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3070    0.0318    0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1281   -0.3842    1.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7471   -0.0828   -0.9077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3894   -0.9147    1.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0083   -0.6135   -1.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8296   -1.0293   -0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4945   -3.4918   -0.4208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1222   -1.5713   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8457    1.4670   -1.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0895    3.6983   -1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6387    2.3210    0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9878    3.8867   -1.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8886    5.0298   -2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    3.4250   -2.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1720   -0.5377   -1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8351    5.1020    0.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2915    1.4528    2.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8325    1.0782    1.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7495    2.1646    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1681   -2.7181   -1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8055   -0.3041    2.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1363    0.2302   -1.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0182   -1.2343    2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3379   -0.6966   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2 11  1  0  0  0  0
  2 16  1  0  0  0  0
  3 10  1  0  0  0  0
  3 36  1  0  0  0  0
  4  9  1  0  0  0  0
  4 12  1  0  0  0  0
  4 31  1  0  0  0  0
  5  6  1  0  0  0  0
  5 11  2  0  0  0  0
  6 16  2  0  0  0  0
  7 27  3  0  0  0  0
  8 28  3  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 29  1  0  0  0  0
 10 13  1  0  0  0  0
 10 30  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 14 17  1  0  0  0  0
 14 18  1  0  0  0  0
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 17 20  2  0  0  0  0
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 18 38  1  0  0  0  0
 18 39  1  0  0  0  0
 19 20  1  0  0  0  0
 19 40  1  0  0  0  0
 20 27  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 41  1  0  0  0  0
 23 25  2  0  0  0  0
 23 42  1  0  0  0  0
 24 26  2  0  0  0  0
 24 43  1  0  0  0  0
 25 26  1  0  0  0  0
 25 44  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
DB13939

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/XMBUPPIEVAFYHO-KPZWWZAWSA-N/SDF?record_type=3d

> <SMILES>
[H][C@@](C)(O)[C@@]([H])(NC1=C(C)C(Cl)=C(C=C1)C#N)C1=NN=C(O1)C1=CC=C(C=C1)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C20H16ClN5O2/c1-11-16(8-7-15(10-23)17(11)21)24-18(12(2)27)20-26-25-19(28-20)14-5-3-13(9-22)4-6-14/h3-8,12,18,24,27H,1-2H3/t12-,18+/m0/s1

> <INCHI_KEY>
XMBUPPIEVAFYHO-KPZWWZAWSA-N

> <FORMULA>
C20H16ClN5O2

> <MOLECULAR_WEIGHT>
393.83

> <EXACT_MASS>
393.0992525

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
40.47247753841412

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-chloro-4-{[(1R,2S)-1-[5-(4-cyanophenyl)-1,3,4-oxadiazol-2-yl]-2-hydroxypropyl]amino}-3-methylbenzonitrile

> <ALOGPS_LOGP>
3.16

> <JCHEM_LOGP>
3.017961229

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.389748847600547

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.174873122186735

> <JCHEM_PKA_STRONGEST_BASIC>
-1.105968838406318

> <JCHEM_POLAR_SURFACE_AREA>
118.76

> <JCHEM_REFRACTIVITY>
117.9642

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-chloro-4-{[(1R,2S)-1-[5-(4-cyanophenyl)-1,3,4-oxadiazol-2-yl]-2-hydroxypropyl]amino}-3-methylbenzonitrile

> <JCHEM_VEBER_RULE>
0

$$$$