Mrv1909 11261921532D          

 53 57  0  0  0  0            999 V2000
    0.7144    5.1722    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -4.5451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.6027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.4902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433   -0.6027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.1097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.4902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    0.2222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    1.8722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.6347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    4.3472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    5.1722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.9347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.1097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.3152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6674   -4.8001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6674   -4.8001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4125   -5.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4520   -4.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -2.2527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7144   -3.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.0152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    0.6347    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7144   -0.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433   -2.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    0.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    2.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433   -3.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9848    0.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1598   -0.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -2.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    5.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    2.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    4.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -3.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    4.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4429   -3.2344    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    1.1462    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 50  1  0  0  0  0
 17  2  1  1  0  0  0
 24  3  1  1  0  0  0
  4 22  2  0  0  0  0
  5 31  2  0  0  0  0
  6 34  2  0  0  0  0
 15  7  1  1  0  0  0
  7 22  1  0  0  0  0
  7 52  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
  9 30  1  0  0  0  0
  9 34  1  0  0  0  0
 10 31  1  0  0  0  0
 10 33  1  0  0  0  0
 10 53  1  0  0  0  0
 11 43  1  0  0  0  0
 11 44  1  0  0  0  0
 11 49  1  0  0  0  0
 12 46  1  0  0  0  0
 12 47  1  0  0  0  0
 12 51  1  0  0  0  0
 13 37  1  0  0  0  0
 13 50  2  0  0  0  0
 14 45  1  0  0  0  0
 14 49  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 20  1  1  0  0  0
 17 19  1  0  0  0  0
 18 19  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  1  0  0  0
 21 29  1  0  0  0  0
 23 24  1  0  0  0  0
 24 26  1  0  0  0  0
 25 28  1  0  0  0  0
 25 31  1  6  0  0  0
 27 30  1  0  0  0  0
 29 32  1  0  0  0  0
 32 35  2  0  0  0  0
 32 36  1  0  0  0  0
 33 38  1  0  0  0  0
 33 39  1  0  0  0  0
 33 40  1  0  0  0  0
 34 37  1  0  0  0  0
 35 41  1  0  0  0  0
 36 42  2  0  0  0  0
 37 45  2  0  0  0  0
 41 48  2  0  0  0  0
 42 48  1  0  0  0  0
 43 46  1  0  0  0  0
 44 47  1  0  0  0  0
 49 50  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02785

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]N([C@H]1[C@@H](C)CC[C@H]1O)C(=O)[C@@H](C[C@H](O)CN1CCN(C[C@H]1C(=O)N([H])C(C)(C)C)C(=O)C1=CN=C(N2CCN(C)CC2)C(Cl)=N1)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C37H55ClN8O5/c1-24-11-12-30(48)31(24)41-34(49)26(19-25-9-7-6-8-10-25)20-27(47)22-45-17-18-46(23-29(45)35(50)42-37(2,3)4)36(51)28-21-39-33(32(38)40-28)44-15-13-43(5)14-16-44/h6-10,21,24,26-27,29-31,47-48H,11-20,22-23H2,1-5H3,(H,41,49)(H,42,50)/t24-,26+,27-,29-,30+,31-/m0/s1

> <INCHI_KEY>
SQZXWXXIPWXBCL-CYTJBAGBSA-N

> <FORMULA>
C37H55ClN8O5

> <MOLECULAR_WEIGHT>
727.336

> <EXACT_MASS>
726.398394617

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
106

> <JCHEM_AVERAGE_POLARIZABILITY>
80.35667891782619

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-4-{[(1S,2R,5S)-2-hydroxy-5-methylcyclopentyl]carbamoyl}butyl]-N-tert-butyl-4-[6-chloro-5-(4-methylpiperazin-1-yl)pyrazine-2-carbonyl]piperazine-2-carboxamide

> <ALOGPS_LOGP>
2.61

> <JCHEM_LOGP>
2.159524570666666

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.617966713201886

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.13661234133008

> <JCHEM_PKA_STRONGEST_BASIC>
6.423853264642547

> <JCHEM_POLAR_SURFACE_AREA>
154.46999999999997

> <JCHEM_REFRACTIVITY>
199.04399999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(1S)-1-{[(1S)-1-carbamoyl-2-carboxyethyl]carbamoyl}-2-phenylethyl]amino}-4-phenylbutanoic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB02785

> <SECONDARY_ACCESSION_NUMBERS>
EXPT00175

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
(2S)-1-[(2S,4R)-4-Benzyl-2-hydroxy-5-{[(1S,2R,5S)-2-hydroxy-5-methylcyclopentyl]amino}-5-oxopentyl]-4-{[6-chloro-5-(4-methyl-1-piperazinyl)-2-pyrazinyl]carbonyl}-N-(2-methyl-2-propanyl)-2-piperazineca rboxamide

$$$$