Mrv1718012221716102D          

 30 32  0  0  0  0            999 V2000
   -0.7144    3.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3821   -2.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7738   -1.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670   -1.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2889   -0.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    0.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9232   -2.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    2.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.5096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4383   -1.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315   -0.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.0971    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0164    0.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.5096    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4081   -3.3346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.4471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    2.5096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    0.0025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0963    0.7871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    2.0971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615    0.7871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.9221    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.6846    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  2  0  0  0  0
 11  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  2  0  0  0  0
 13  4  1  0  0  0  0
 13  9  1  0  0  0  0
 14  5  2  0  0  0  0
 14  6  1  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
 16  8  1  0  0  0  0
 16 11  2  0  0  0  0
 17 11  1  0  0  0  0
 17 15  2  0  0  0  0
 12 18  1  0  0  0  0
 19 14  1  0  0  0  0
 18 20  1  0  0  0  0
 21 17  1  0  0  0  0
 22  9  3  0  0  0  0
 23 10  3  0  0  0  0
 24 16  1  0  0  0  0
 18 24  1  0  0  0  0
 25 19  2  0  0  0  0
 26 20  2  0  0  0  0
 26 25  1  0  0  0  0
 12 27  1  0  0  0  0
 28 19  1  0  0  0  0
 28 20  1  0  0  0  0
 12 29  1  1  0  0  0
 18 30  1  1  0  0  0
M  END
> <DATABASE_ID>
DB13939

> <DATABASE_NAME>
drugbank

> <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

> <DRUGBANK_ID>
DB13939

> <DRUG_GROUPS>
experimental; investigational

> <GENERIC_NAME>
RAD-140

> <SYNONYMS>
2-Chloro-4-(((1R,2S)-1-(5-(4-cyanophenyl)-1,3,4-oxadiazol-2-yl)-2-hydroxypropyl)amino)-3-methylbenzonitrile

$$$$