Mrv1909 05201914452D          

 40 43  0  0  1  0            999 V2000
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    1.0887   -4.8893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4864   -4.5922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2739   -9.2671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  6  0  0  0
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M  END
> <DATABASE_ID>
DB15057

> <DATABASE_NAME>
drugbank

> <SMILES>
C[C@H](NP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)OC1=CC=CC=C1)C(=O)OCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H27F2N4O8P/c1-16(22(33)36-14-17-8-4-2-5-9-17)30-40(35,39-18-10-6-3-7-11-18)37-15-19-21(32)25(26,27)23(38-19)31-13-12-20(28)29-24(31)34/h2-13,16,19,21,23,32H,14-15H2,1H3,(H,30,35)(H2,28,29,34)/t16-,19+,21+,23+,40?/m0/s1

> <INCHI_KEY>
NHTKGYOMICWFQZ-KKQYNPQSSA-N

> <FORMULA>
C25H27F2N4O8P

> <MOLECULAR_WEIGHT>
580.482

> <EXACT_MASS>
580.153457169

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
53.239535070081686

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
benzyl (2S)-2-[({[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methoxy}(phenoxy)phosphoryl)amino]propanoate

> <ALOGPS_LOGP>
2.43

> <JCHEM_LOGP>
2.0117283546666664

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.564829866883127

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.217315949888283

> <JCHEM_PKA_STRONGEST_BASIC>
3.643373503499828

> <JCHEM_POLAR_SURFACE_AREA>
162.01

> <JCHEM_REFRACTIVITY>
134.7754

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-14-fluoro-2-methyl-6,9,10,19-tetraazapentacyclo[14.2.1.0^{2,6}.0^{8,18}.0^{12,17}]nonadeca-1(18),8,12(17),13,15-pentaen-11-one

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB15057

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
osgemcitabine palabenamide

> <SYNONYMS>
ACELARIN; BENZYL (2S)-2-((((2R,3R,5R)-5-(4-AMINO-2-OXO-PYRIMIDIN-1-YL)-4,4-DIFLUORO-3-HYDROXY-TETRAHYDROFURAN-2-YL)METHOXY-PHENOXY-PHOSPHORYL)AMINO)PROPANOATE; Fosgemcitabine palabenamide, p(rs)-; L-ALANINE, N-(2'-DEOXY-2',2'-DIFLUORO-P-PHENYL-5'-CYTIDYLYL)-, PHENYLMETHYL ESTER; L-Alanine, N-[[P(S)]-2?-deoxy-2?,2?-difluoro-P-phenyl-5?-cytidylyl]-, phenylmethyl ester; N-[[P(S)]-2?-deoxy-2?,2?-difluoro-P-phenyl-5?-cytidylyl]-L-alanine phenylmethyl ester

$$$$