3D structure for (1S,5S,7R)-N~7~-(BIPHENYL-4-YLMETHYL)-N~3~-HYDROXY-6,8-DIOXA-3-AZABICYCLO[3.2.1]OCTANE-3,7-DICARBOXAMIDE (DB07026)

11987860
  -OEChem-10051720553D

49 52  0     1  0  0  0  0  0999 V2000
    2.0449   -0.9760   -0.9246 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1856    0.9834   -1.4303 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9701    2.2508   -1.5793 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0740   -1.1707    1.9455 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2454   -1.2333    0.4310 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6495   -0.9692    0.1236 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5610    2.1655    0.7107 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9772   -1.1153   -0.1587 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2532   -0.2794    0.3111 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5334    1.1360   -0.1666 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0903   -0.4179   -1.7268 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4614   -0.9320    0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4052   -1.0884   -1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2785    1.9008   -0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9166   -1.0926    0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6777    2.9097    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8501    1.9838    0.5475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4557    1.4312    1.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128    1.6922   -0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0154    0.2730    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5431    0.5720    1.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4004    0.8331   -0.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1439   -0.6176    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9354   -1.9899   -0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4404   -0.1037    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0234   -2.8485   -0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5284   -0.9622   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3198   -2.3346   -0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3656   -0.3788    0.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1646    1.7144    0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8710   -0.5598   -2.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2309   -1.9784    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7030   -0.4219    1.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2266   -0.6270   -1.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756   -2.1606   -1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9123    1.8302    1.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7397    3.4469    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6603    3.6626   -0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9325   -1.3225   -1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0944    1.6560    2.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8452    2.1246   -1.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0106    0.1436    2.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7565    0.6112   -1.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5143   -0.2991    0.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9312   -2.4072   -0.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6208    0.9636    0.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8611   -3.9171   -0.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5380   -0.5622   -0.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1669   -3.0030   -0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 11  1  0  0  0  0
  2 10  1  0  0  0  0
  2 11  1  0  0  0  0
  3 14  2  0  0  0  0
  4 15  2  0  0  0  0
  5  8  1  0  0  0  0
  5 44  1  0  0  0  0
  6 12  1  0  0  0  0
  6 13  1  0  0  0  0
  6 15  1  0  0  0  0
  7 14  1  0  0  0  0
  7 16  1  0  0  0  0
  7 36  1  0  0  0  0
  8 15  1  0  0  0  0
  8 39  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
  9 29  1  0  0  0  0
 10 14  1  0  0  0  0
 10 30  1  0  0  0  0
 11 13  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 16 17  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 18 21  1  0  0  0  0
 18 40  1  0  0  0  0
 19 22  2  0  0  0  0
 19 41  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 21 42  1  0  0  0  0
 22 43  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 45  1  0  0  0  0
 25 27  2  0  0  0  0
 25 46  1  0  0  0  0
 26 28  2  0  0  0  0
 26 47  1  0  0  0  0
 27 28  1  0  0  0  0
 27 48  1  0  0  0  0
 28 49  1  0  0  0  0
M  END
> <DATABASE_ID>
DB07026

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@]12CN(C[C@]([H])(O1)[C@@]([H])(O2)C(=O)NCC1=CC=C(C=C1)C1=CC=CC=C1)C(=O)NO

> <INCHI_IDENTIFIER>
InChI=1S/C20H21N3O5/c24-19(18-16-11-23(20(25)22-26)12-17(27-16)28-18)21-10-13-6-8-15(9-7-13)14-4-2-1-3-5-14/h1-9,16-18,26H,10-12H2,(H,21,24)(H,22,25)/t16-,17-,18+/m0/s1

> <INCHI_KEY>
PPLDARNGJSQINK-OKZBNKHCSA-N

> <FORMULA>
C20H21N3O5

> <MOLECULAR_WEIGHT>
383.3978

> <EXACT_MASS>
383.148120797

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.000905934922168369

> <JCHEM_AVERAGE_POLARIZABILITY>
39.76828848357256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5S,7R)-N7-({[1,1'-biphenyl]-4-yl}methyl)-N3-hydroxy-6,8-dioxa-3-azabicyclo[3.2.1]octane-3,7-dicarboxamide

> <ALOGPS_LOGP>
1.34

> <JCHEM_LOGP>
1.5073523066666663

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.410567050076564

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.0427579181292

> <JCHEM_PKA_STRONGEST_BASIC>
-4.102401171856085

> <JCHEM_POLAR_SURFACE_AREA>
100.13000000000001

> <JCHEM_REFRACTIVITY>
99.55500000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <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 (1S,5S,7R)-N~7~-(BIPHENYL-4-YLMETHYL)-N~3~-HYDROXY-6,8-DIOXA-3-AZABICYCLO[3.2.1]OCTANE-3,7-DICARBOXAMIDE (DB07026)

Structure for (1S,5S,7R)-N~7~-(BIPHENYL-4-YLMETHYL)-N~3~-HYDROXY-6,8-DIOXA-3-AZABICYCLO[3.2.1]OCTANE-3,7-DICARBOXAMIDE (DB07026)