Mrv1718011211716142D          

 16 17  0  0  0  0            999 V2000
   -0.7029   -1.4597    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0115   -1.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0115   -0.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7260    0.1902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4405   -0.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1549    0.1902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4405   -1.0472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7260   -1.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7260   -2.2847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7029    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7029    1.0152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3703    1.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1549    1.2452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1154    2.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2904    2.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354    1.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
M  END
> <DATABASE_ID>
DB09343

> <DATABASE_NAME>
drugbank

> <SMILES>
ClC1=C(CN2CCCC2=N)NC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H11ClN4O2/c10-7-5(12-9(16)13-8(7)15)4-14-3-1-2-6(14)11/h11H,1-4H2,(H2,12,13,15,16)

> <INCHI_KEY>
QQHMKNYGKVVGCZ-UHFFFAOYSA-N

> <FORMULA>
C9H11ClN4O2

> <MOLECULAR_WEIGHT>
242.662

> <EXACT_MASS>
242.057053323

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
22.48323009207064

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

> <ALOGPS_LOGP>
-0.21

> <JCHEM_LOGP>
-1.9810753469509712

> <ALOGPS_LOGS>
-2.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.694650414934149

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.277145223168521

> <JCHEM_PKA_STRONGEST_BASIC>
11.55192395505324

> <JCHEM_POLAR_SURFACE_AREA>
85.29

> <JCHEM_REFRACTIVITY>
69.8867

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
C9H11clN4O2

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB09343

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Tipiracil

> <SYNONYMS>
5-chloro-6-(2-iminopyrrolidin-1-yl)methyl-2,4(1H,3H)-pyrimidinedione; 5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1H-pyrimidine-2,4-dione; Tipiracil; Tipiracilo

> <PRODUCTS>
Lonsurf

> <SALTS>
Tipiracil hydrochloride

$$$$