Mrv0541 02231216172D          

 37 39  0  0  1  0            999 V2000
    8.2762   -4.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5463   -3.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3564   -3.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0062   -2.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2762   -2.1729    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7362   -1.5493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -1.7052    0.0000 P   0  0  2  0  0  0  0  0  0  0  0  0
    7.0819   -2.5153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7701   -0.8951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1159   -1.8611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7657   -1.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256   -0.7697    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4154   -0.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4956    0.0098    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9555    0.6334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3058    0.1657    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5758    0.9453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8458   -0.4579    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6560   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0864   -2.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3564   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6265   -2.6407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4366   -2.4848    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9767   -3.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7868   -2.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1369   -2.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9555   -2.3075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1114   -3.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8178   -3.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8019   -4.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0796   -4.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3732   -4.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3891   -3.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7066   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1666   -1.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5168   -1.5493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  1  0  0  0
  7  8  1  6  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  6  0  0  0
  5 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  4  0  0  0  0
 27 28  4  0  0  0  0
 28 29  4  0  0  0  0
 29 30  4  0  0  0  0
 30 31  4  0  0  0  0
 31 32  4  0  0  0  0
 32 33  4  0  0  0  0
 33 34  4  0  0  0  0
 26 34  4  0  0  0  0
 29 34  4  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
M  END
> <DATABASE_ID>
DB02557

> <DATABASE_NAME>
drugbank

> <SMILES>
CC(C)C[C@@H](N[P@](O)(=O)O[C@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@@H]1O)C(=O)N[C@H](Cc1cnc2ccccc12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H33N3O10P/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15/h4-7,10-12,16-20,23,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34)/t12-,16+,17+,18-,19+,20-,23+/m0/s1

> <INCHI_KEY>
InChIKey=BWSDNRQVTFZQQD-AYVHNPTNSA-N

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
51.592345340272956

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_EXACT_MASS>
542.190355803

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_FORMULA>
C23H33N3O10P

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(2R)-2-{[hydroxy({[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy})phosphoryl]amino}-4-methylpentanamido]-3-(indol-3-yl)propanoic acid

> <ALOGPS_LOGP>
-0.04

> <JCHEM_LOGP>
-1.9734709999906817

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MASS>
542.496

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.7975889205434057

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.475479919425214

> <JCHEM_PKA_STRONGEST_BASIC>
5.192205959630409

> <JCHEM_POLAR_SURFACE_AREA>
207.77

> <JCHEM_REFRACTIVITY>
127.43149999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2R)-2-({hydroxy[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphosphoryl}amino)-4-methylpentanamido]-3-(indol-3-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB02557

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Phosphoramidon

$$$$