3D structure for (2R)-N~4~-hydroxy-2-(3-hydroxybenzyl)-N~1~-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]butanediamide (DB06837)

11143173
  -OEChem-10051720513D

49 51  0     1  0  0  0  0  0999 V2000
    0.0251    2.4481    0.1617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -1.0965    2.3183 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1474   -3.7992    1.1449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922    3.3993    0.6595 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303   -4.6362   -1.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4242   -0.2572    0.3500 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5310   -4.1968   -1.0431 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4116    0.5965    0.9446 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9145    2.0360    1.2033 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1650    2.9337    1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6114    0.8499    0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417    2.1768    0.2162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3851   -1.8681    0.2037 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4484   -1.0421    1.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3076   -0.0411   -0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1673    2.6384   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8531   -1.4636    0.4582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1385   -3.3673    0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4362    0.4198   -1.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8629    1.7498   -1.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2422   -0.1498   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047   -3.7956    0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0833    1.0242    0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7515   -0.1389   -1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4426    2.2390   -0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1109    1.0761   -2.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9565    2.2649   -1.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7608    0.1550    1.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3654    2.1158    2.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9493    3.9414    0.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6486    2.9742    2.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3427   -0.2488   -0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1455   -1.6815   -0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9931   -1.0748   -0.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5054    3.6627   -0.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0605   -1.4251    1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5195   -2.2440    0.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3989   -3.6198    1.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7949   -3.9703   -0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2582    3.3562    0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9953   -0.2596   -2.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7472    2.0877   -1.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6848    1.0097    1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8730   -1.0590   -2.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5102    1.0964   -3.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1669   -4.3205   -1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2400    3.2048   -1.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5880    4.1405    0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2187   -3.8131   -1.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 40  1  0  0  0  0
  2 14  2  0  0  0  0
  3 22  2  0  0  0  0
  4 25  1  0  0  0  0
  4 48  1  0  0  0  0
  5  7  1  0  0  0  0
  5 49  1  0  0  0  0
  6  8  1  0  0  0  0
  6 14  1  0  0  0  0
  6 32  1  0  0  0  0
  7 22  1  0  0  0  0
  7 46  1  0  0  0  0
  8  9  1  0  0  0  0
  8 11  1  0  0  0  0
  8 28  1  0  0  0  0
  9 10  1  0  0  0  0
  9 29  1  0  0  0  0
 10 12  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  2  0  0  0  0
 12 16  2  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  0  0  0  0
 13 33  1  0  0  0  0
 15 19  1  0  0  0  0
 15 34  1  0  0  0  0
 16 20  1  0  0  0  0
 16 35  1  0  0  0  0
 17 21  1  0  0  0  0
 17 36  1  0  0  0  0
 17 37  1  0  0  0  0
 18 22  1  0  0  0  0
 18 38  1  0  0  0  0
 18 39  1  0  0  0  0
 19 20  2  0  0  0  0
 19 41  1  0  0  0  0
 20 42  1  0  0  0  0
 21 23  2  0  0  0  0
 21 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 43  1  0  0  0  0
 24 26  2  0  0  0  0
 24 44  1  0  0  0  0
 25 27  2  0  0  0  0
 26 27  1  0  0  0  0
 26 45  1  0  0  0  0
 27 47  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06837

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@](CC(=O)NO)(CC1=CC(O)=CC=C1)C(=O)N[C@@]1([H])C2=C(C[C@@]1([H])O)C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H22N2O5/c23-15-6-3-4-12(9-15)8-14(11-18(25)22-27)20(26)21-19-16-7-2-1-5-13(16)10-17(19)24/h1-7,9,14,17,19,23-24,27H,8,10-11H2,(H,21,26)(H,22,25)/t14-,17-,19+/m1/s1

> <INCHI_KEY>
VXDKQRWTOJFQKH-BJZITVGISA-N

> <FORMULA>
C20H22N2O5

> <MOLECULAR_WEIGHT>
370.3991

> <EXACT_MASS>
370.152871824

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.019225373608462607

> <JCHEM_AVERAGE_POLARIZABILITY>
38.08422429012896

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-N'-hydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2-[(3-hydroxyphenyl)methyl]butanediamide

> <ALOGPS_LOGP>
0.70

> <JCHEM_LOGP>
1.2197134896666668

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.568195091555689

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.794527773053664

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3698265085064618

> <JCHEM_POLAR_SURFACE_AREA>
118.88999999999999

> <JCHEM_REFRACTIVITY>
98.64899999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for (2R)-N~4~-hydroxy-2-(3-hydroxybenzyl)-N~1~-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]butanediamide (DB06837)

Structure for (2R)-N~4~-hydroxy-2-(3-hydroxybenzyl)-N~1~-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]butanediamide (DB06837)