155210486
  -OEChem-09082313493D

 55 58  0     1  0  0  0  0  0999 V2000
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   -5.0696   -1.2038   -1.9467 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2609   -0.7177    0.1084 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1304    2.2599   -1.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9476   -0.7430    0.0176 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9104   -0.5647   -0.0618 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692    1.4583   -0.1745 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -2.1731    0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6461   -2.8686   -1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5847   -2.7152    1.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535   -4.2875   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8145   -4.1887    1.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7290   -0.0067   -0.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1829    0.1244   -0.1179 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1891   -0.1138    0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7762    1.3897   -0.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2769   -0.8382   -0.5883 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5258    0.6908    1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5185   -0.6494   -0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2139    1.3837   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0774    2.1020   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692    0.1174   -0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6484   -0.1796   -0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9369    1.2675    1.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4548    2.0544   -0.2023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0131    3.6011   -0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5315    2.0539   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0847    2.4669    1.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8967   -2.5995    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6199   -2.4351   -1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0686   -2.8649   -1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568   -2.5955    2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5455   -2.2550    1.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7995   -4.7086   -0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0499   -4.9454   -0.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9926   -4.7993    1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7403   -4.5568    1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1203    0.9404   -0.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2528   -1.7509    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8107    1.4629    1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686   -0.1124    2.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639   -1.7174    0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8969   -1.4972    0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7573    0.6529   -1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4331   -0.9009   -0.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2046    1.5935    2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5240    3.1359   -0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4850    3.8564   -1.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0037    4.0598   -0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2018    3.5534    1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4146    2.1719    2.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
DB18039

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/PITORJXKOJWMTN-SJLPKXTDSA-N/SDF?record_type=3d

> <SMILES>
CC(=O)C1=C(C)C2=CN=C(N[C@@H]3CCOC[C@H]3O)C=C2N(C2CCCC2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H27N3O4/c1-12-15-10-22-19(23-16-7-8-28-11-18(16)26)9-17(15)24(14-5-3-4-6-14)21(27)20(12)13(2)25/h9-10,14,16,18,26H,3-8,11H2,1-2H3,(H,22,23)/t16-,18+/m1/s1

> <INCHI_KEY>
PITORJXKOJWMTN-SJLPKXTDSA-N

> <FORMULA>
C21H27N3O4

> <MOLECULAR_WEIGHT>
385.464

> <EXACT_MASS>
385.200156361

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
1.006954019234075

> <JCHEM_AVERAGE_POLARIZABILITY>
42.13421315663372

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-acetyl-1-cyclopentyl-7-{[(3S,4R)-3-hydroxyoxan-4-yl]amino}-4-methyl-1,2-dihydro-1,6-naphthyridin-2-one

> <JCHEM_LOGP>
1.1526281386666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.39713623392185

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.807219050345228

> <JCHEM_PKA_STRONGEST_BASIC>
5.659748197899811

> <JCHEM_POLAR_SURFACE_AREA>
91.75999999999999

> <JCHEM_REFRACTIVITY>
106.63869999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-acetyl-1-cyclopentyl-7-{[(3S,4R)-3-hydroxyoxan-4-yl]amino}-4-methyl-1,6-naphthyridin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$