Mrv1909 08271921272D          

 27 30  0  0  1  0            999 V2000
    1.6273   -1.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2148   -2.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6273   -3.0433    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4478   -3.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6193   -3.9365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9049   -4.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2918   -3.7970    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4848   -3.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1492   -4.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6711   -4.6359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8427   -3.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5571   -3.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5571   -2.5915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8427   -2.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1282   -2.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848   -2.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1492   -1.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6711   -1.3720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1282   -3.4165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3730   -4.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4592   -5.0925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0404   -3.7871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7941   -4.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4616   -3.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1290   -3.1529    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -4.3052    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9766   -2.9703    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
  8 19  1  0  0  0  0
 11 19  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
M  END
> <DATABASE_ID>
DB15091

> <DATABASE_NAME>
drugbank

> <SMILES>
CC[C@@H]1CN(C[C@@H]1C1=CN=C2C=NC3=C(C=CN3)N12)C(=O)NCC(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C17H19F3N6O/c1-2-10-7-25(16(27)24-9-17(18,19)20)8-11(10)13-5-22-14-6-23-15-12(26(13)14)3-4-21-15/h3-6,10-11,21H,2,7-9H2,1H3,(H,24,27)/t10-,11+/m1/s1

> <INCHI_KEY>
WYQFJHHDOKWSHR-MNOVXSKESA-N

> <FORMULA>
C17H19F3N6O

> <MOLECULAR_WEIGHT>
380.375

> <EXACT_MASS>
380.157243745

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.09280608215689

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,4R)-3-ethyl-4-{1,5,7,10-tetraazatricyclo[7.3.0.0^{2,6}]dodeca-2(6),3,7,9,11-pentaen-12-yl}-N-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
0.8463130729999997

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.6848449943767

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.993118922478569

> <JCHEM_PKA_STRONGEST_BASIC>
4.10991023290036

> <JCHEM_POLAR_SURFACE_AREA>
78.32

> <JCHEM_REFRACTIVITY>
93.03380000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4R)-3-ethyl-4-{1,5,7,10-tetraazatricyclo[7.3.0.0^{2,6}]dodeca-2(6),3,7,9,11-pentaen-12-yl}-N-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB15091

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Upadacitinib

> <SYNONYMS>
Upadacitinib

> <PRODUCTS>
Rinvoq

> <SALTS>
Upadacitinib hemihydrate; Upadacitinib tartrate

$$$$