Mrv1652310211600292D          

 26 27  0  0  1  0            999 V2000
    1.8904   -2.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904   -1.3187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1759   -0.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759   -0.0812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4614   -1.3187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2530   -0.9062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9347   -1.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7511   -2.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559   -2.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1442   -2.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278   -1.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7230   -1.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0244   -0.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119    0.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7962    0.4776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5766    0.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5530    1.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.9062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -1.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -2.1437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0338   -0.9062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7483   -1.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -0.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7483   -2.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0338   -0.0812    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  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 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
 15 16  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  2  0  0  0  0
 15 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 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
 23 25  1  0  0  0  0
 22 26  1  1  0  0  0
M  END
> <DATABASE_ID>
DB12463

> <DATABASE_NAME>
drugbank

> <SMILES>
CC(C)[C@H](O)C(=O)N[C@@H](C)C(=O)N[C@H]1C2=CC=CC=C2CCN(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H27N3O4/c1-11(2)16(23)18(25)20-12(3)17(24)21-15-14-8-6-5-7-13(14)9-10-22(4)19(15)26/h5-8,11-12,15-16,23H,9-10H2,1-4H3,(H,20,25)(H,21,24)/t12-,15-,16-/m0/s1

> <INCHI_KEY>
PKXWXXPNHIWQHW-RCBQFDQVSA-N

> <FORMULA>
C19H27N3O4

> <MOLECULAR_WEIGHT>
361.442

> <EXACT_MASS>
361.200156361

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
38.39456682994377

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-hydroxy-3-methyl-N-[(1S)-1-{[(1S)-3-methyl-2-oxo-2,3,4,5-tetrahydro-1H-3-benzazepin-1-yl]carbamoyl}ethyl]butanamide

> <ALOGPS_LOGP>
0.44

> <JCHEM_LOGP>
0.39059089533333335

> <ALOGPS_LOGS>
-2.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.779624454385292

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.907400721496273

> <JCHEM_PKA_STRONGEST_BASIC>
-3.694045861698041

> <JCHEM_POLAR_SURFACE_AREA>
98.74000000000001

> <JCHEM_REFRACTIVITY>
97.21940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
semagacestat

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB12463

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Semagacestat

> <SYNONYMS>
Semagacestat

$$$$