739
  Mrv0541 02231214582D          

 28 31  0  0  1  0            999 V2000
    7.4805    0.5950    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2819   -1.0729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0907    0.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1834   -2.1376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5424   -1.6960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6959   -0.4849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2819    0.9280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6784    2.1187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6959    0.3401    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8640    0.3435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4805   -0.7399    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9654   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8640   -0.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4126    1.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4668    0.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0938    1.5365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6329   -0.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6329    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7355   -1.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2272    1.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7886    2.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2791    1.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7586    1.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9851    2.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9440    1.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705    2.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5940    0.9922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 12  1  0  0  0  0
  2 13  2  0  0  0  0
  3 15  2  0  0  0  0
  4 19  1  0  0  0  0
  5 19  2  0  0  0  0
  6  9  1  0  0  0  0
  6 11  1  0  0  0  0
  6 13  1  0  0  0  0
 10  7  1  1  0  0  0
  7 14  1  0  0  0  0
  7 15  1  0  0  0  0
  8 14  1  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
  9 28  1  6  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 19  1  6  0  0  0
 12 17  1  0  0  0  0
 12 18  1  0  0  0  0
 14 20  1  0  0  0  0
 14 21  1  0  0  0  0
 15 16  1  0  0  0  0
 16 22  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  2  0  0  0  0
 25 27  2  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
DB00739

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2N1C(=O)[C@H](NC1(C)C)C1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H23N3O4S/c1-18(2)13(17(25)26)21-15(24)12(16(21)27-18)22-14(23)11(20-19(22,3)4)10-8-6-5-7-9-10/h5-9,11-13,16,20H,1-4H3,(H,25,26)/t11-,12-,13+,16-/m1/s1

> <INCHI_KEY>
DXVUYOAEDJXBPY-NFFDBFGFSA-N

> <FORMULA>
C19H23N3O4S

> <MOLECULAR_WEIGHT>
389.469

> <EXACT_MASS>
389.140926929

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.9961301591832201

> <JCHEM_AVERAGE_POLARIZABILITY>
39.46413444225472

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,5R,6R)-6-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <ALOGPS_LOGP>
0.85

> <JCHEM_LOGP>
0.05567547727968129

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.993524451961395

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.331577957153467

> <JCHEM_PKA_STRONGEST_BASIC>
4.788848044454025

> <JCHEM_POLAR_SURFACE_AREA>
89.94999999999999

> <JCHEM_REFRACTIVITY>
99.89940000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.12e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00739

> <SECONDARY_ACCESSION_NUMBERS>
APRD01012

> <DRUG_GROUPS>
approved; vet_approved; withdrawn

> <GENERIC_NAME>
Hetacillin

> <SYNONYMS>
(2S,5R,6R)-6-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 6β-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]penicillanic acid; Hetacilina; Hetacillin; Hétacilline; Hetacillinum

> <INTERNATIONAL_BRANDS>
Natacillin; Versapen

> <SALTS>
Hetacillin potassium

$$$$