Mrv1718009111815022D          

 24 24  0  0  0  0            999 V2000
    2.8463    1.7054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4265    2.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2467    2.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8560    0.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468    0.4655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468   -0.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8608   -0.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -2.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8608   -1.5896    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5699    0.4800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699   -0.3642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8560   -1.5992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -2.8294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279   -0.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5699   -2.0044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4328   -1.5896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7078    2.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7078    2.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -0.3545    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8608   -0.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7140   -0.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4328   -0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7140   -0.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  1  4  1  6  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  9  1  0  0  0  0
  9 20  1  1  0  0  0
 10  4  2  0  0  0  0
 11  7  1  0  0  0  0
 12  7  2  0  0  0  0
 13  8  2  0  0  0  0
 14  6  2  0  0  0  0
 15  9  1  0  0  0  0
 16  8  1  0  0  0  0
 17  2  1  0  0  0  0
 18  2  1  0  0  0  0
 19 22  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  1  0  0  0  0
 22 24  1  0  0  0  0
 23 21  1  0  0  0  0
 24 23  1  0  0  0  0
  3  2  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01597

> <DATABASE_NAME>
drugbank

> <SMILES>
CC1(C)C[C@@H]1C(=O)N\C(=C/CCCCSC[C@H](N)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H26N2O5S/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23)/b12-6-/t10-,11+/m1/s1

> <INCHI_KEY>
DHSUYTOATWAVLW-WFVMDLQDSA-N

> <FORMULA>
C16H26N2O5S

> <MOLECULAR_WEIGHT>
358.453

> <EXACT_MASS>
358.156242642

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.28482513768614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-{[(1S)-2,2-dimethylcyclopropyl]formamido}hept-2-enoic acid

> <ALOGPS_LOGP>
-0.29

> <JCHEM_LOGP>
-1.2655645198615506

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.188113909835283

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5284803772377016

> <JCHEM_PKA_STRONGEST_BASIC>
9.142241141228936

> <JCHEM_POLAR_SURFACE_AREA>
129.72

> <JCHEM_REFRACTIVITY>
92.85069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cilastatin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01597

> <SECONDARY_ACCESSION_NUMBERS>
EXPT00918

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Cilastatin

> <SYNONYMS>
(L)-7-(2-Amino-2-carboxy-ethylsulfanyl)-2-[(2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoic acid; (Z)-(S)-6-carboxy-6-[(S)-2,2-dimethylcyclopropanecarboxamido]hex-5-enyl-L-cysteine; (Z)-7-((R)-2-Amino-2-carboxy-ethylsulfanyl)-2-[((S)-2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoic acid; Cilastatin; Cilastatina; Cilastatine; Cilastatinum

> <PRODUCTS>
Cilastatin Sodium Sterile; Imipenem and Cilastatin; Imipenem and Cilastatin for Injection; Imipenem and Cilastatin for Injection USP; Imipenem and Cilastatin for Injection, USP; Primaxin; Primaxin 250; Primaxin 500; Primaxin IV; Primaxin IV 250/250 Add-vantage Vial; Primaxin IV 500; Primaxin Im; Recarbrio; Taro-imipenem-cilastatin

> <SALTS>
Cilastatin sodium

$$$$