NP-MRD: Showing NP-Card for 3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol (NP0224938)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 03:30:39 UTC

Updated at

2022-09-06 03:30:40 UTC

NP-MRD ID

NP0224938

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol

Description

3,21-Dibenzyl-6,9-bis(butan-2-yl)-12-(1-hydroxyethyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. 3,21-Dibenzyl-6,9-bis(butan-2-yl)-12-(1-hydroxyethyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol is a very weakly acidic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241508062D          

 57 59  0  0  0  0            999 V2000
    4.2090    9.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226    8.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2194    8.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8028    8.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4330    7.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8496    6.7498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    7.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    7.9873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    6.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    5.9248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6238    5.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0404    6.2946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4103    4.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9936    4.3310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5811    3.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561    3.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9936    2.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8186    2.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0321    2.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4488    1.5218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290    1.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5558    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5558    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2703    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2703    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5558   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6382    3.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2216    2.9302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8518    4.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2684    4.8938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6809    5.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059    5.6082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2684    6.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6809    7.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059    7.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9184    7.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7434    7.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1559    7.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7434    6.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9184    6.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4434    6.3227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2299    7.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8132    7.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6134    4.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300    5.2842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    7.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    6.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    7.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    8.3998    0.0000 C   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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
 40 48  1  0  0  0  0
 48 49  1  0  0  0  0
  5 49  1  0  0  0  0
 49 50  2  0  0  0  0
 13 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
  9 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END


  Mrv1533004241508062D          

 57 59  0  0  0  0            999 V2000
    4.2090    9.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226    8.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2194    8.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8028    8.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4330    7.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8496    6.7498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    7.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    7.9873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    6.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    5.9248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6238    5.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0404    6.2946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4103    4.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9936    4.3310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5811    3.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561    3.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9936    2.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8186    2.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0321    2.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4488    1.5218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290    1.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5558    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5558    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2703    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2703    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5558   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6382    3.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2216    2.9302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8518    4.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2684    4.8938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6809    5.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059    5.6082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2684    6.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6809    7.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059    7.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9184    7.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7434    7.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1559    7.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7434    6.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9184    6.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4434    6.3227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2299    7.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8132    7.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6134    4.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300    5.2842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    7.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    6.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    7.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    8.3998    0.0000 C   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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
 40 48  1  0  0  0  0
 48 49  1  0  0  0  0
  5 49  1  0  0  0  0
 49 50  2  0  0  0  0
 13 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
  9 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224938

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C1NC(=O)C(NC(=O)C(NC(=O)CNC(=O)CNC(=O)C(CC2=CC=CC=C2)NC(=O)CNC(=O)C(CC2=CC=CC=C2)NC1=O)C(C)O)C(C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C40H56N8O9/c1-6-23(3)33-38(55)45-29(19-27-16-12-9-13-17-27)37(54)43-22-31(51)44-28(18-26-14-10-8-11-15-26)36(53)42-20-30(50)41-21-32(52)46-35(25(5)49)40(57)48-34(24(4)7-2)39(56)47-33/h8-17,23-25,28-29,33-35,49H,6-7,18-22H2,1-5H3,(H,41,50)(H,42,53)(H,43,54)(H,44,51)(H,45,55)(H,46,52)(H,47,56)(H,48,57)

> <INCHI_KEY>
WXWINKBXSHKMAQ-UHFFFAOYSA-N

> <FORMULA>
C40H56N8O9

> <MOLECULAR_WEIGHT>
792.935

> <EXACT_MASS>
792.417025415

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
113

> <JCHEM_AVERAGE_POLARIZABILITY>
82.54798076691091

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,21-dibenzyl-6,9-bis(butan-2-yl)-12-(1-hydroxyethyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosan-2,5,8,11,14,17,20,23-octone

> <ALOGPS_LOGP>
1.40

> <JCHEM_LOGP>
-0.6519991396666699

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.794036793777456

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.417558383558495

> <JCHEM_POLAR_SURFACE_AREA>
253.02999999999997

> <JCHEM_REFRACTIVITY>
207.29120000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosan-2,5,8,11,14,17,20,23-octone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       7.857  17.062   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.255  15.575   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.743  15.176   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.832  16.265   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.142  13.689   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       9.053  12.600   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       7.719  13.370   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.719  14.910   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.385  12.600   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       6.385  11.060   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       4.898  10.661   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.809  11.750   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.499   9.173   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       5.588   8.085   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       4.818   6.751   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.278   6.751   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.588   5.417   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       7.128   5.417   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       7.527   3.930   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.438   2.841   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.014   3.531   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      10.103   4.620   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      11.437   3.850   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.437   2.310   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      12.770   4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.104   3.850   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.104   2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.438   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.438   0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.104  -0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.770   0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.770   1.540   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      12.770   6.160   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      14.258   6.559   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      15.347   5.470   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      14.657   8.046   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0      13.568   9.135   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0      14.338  10.469   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      15.878  10.469   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      13.568  11.802   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      14.338  13.136   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      15.878  13.136   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      16.648  14.470   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      18.188  14.470   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      18.958  13.136   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      18.188  11.802   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      16.648  11.802   0.000  0.00  0.00           C+0
HETATM   48  N   UNK     0      12.028  11.802   0.000  0.00  0.00           N+0
HETATM   49  C   UNK     0      11.629  13.290   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      12.718  14.379   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       3.012   8.775   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       2.613   7.287   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       1.923   9.864   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       5.052  13.370   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       3.718  12.600   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       5.052  14.910   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       6.385  15.680   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   49                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   54                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   51                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   27                                                       
CONECT   33   25   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   48                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   47                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   42                                                       
CONECT   48   40   49                                                       
CONECT   49   48    5   50                                                  
CONECT   50   49                                                            
CONECT   51   13   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54    9   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57                                                       
CONECT   57   56                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₅₆N₈O₉

Average Mass

792.9350 Da

Monoisotopic Mass

792.41703 Da

IUPAC Name

3,21-dibenzyl-6,9-bis(butan-2-yl)-12-(1-hydroxyethyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosan-2,5,8,11,14,17,20,23-octone

Traditional Name

3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosan-2,5,8,11,14,17,20,23-octone

CAS Registry Number

Not Available

SMILES

CCC(C)C1NC(=O)C(NC(=O)C(NC(=O)CNC(=O)CNC(=O)C(CC2=CC=CC=C2)NC(=O)CNC(=O)C(CC2=CC=CC=C2)NC1=O)C(C)O)C(C)CC

InChI Identifier

InChI=1S/C40H56N8O9/c1-6-23(3)33-38(55)45-29(19-27-16-12-9-13-17-27)37(54)43-22-31(51)44-28(18-26-14-10-8-11-15-26)36(53)42-20-30(50)41-21-32(52)46-35(25(5)49)40(57)48-34(24(4)7-2)39(56)47-33/h8-17,23-25,28-29,33-35,49H,6-7,18-22H2,1-5H3,(H,41,50)(H,42,53)(H,43,54)(H,44,51)(H,45,55)(H,46,52)(H,47,56)(H,48,57)

InChI Key

WXWINKBXSHKMAQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Monocyclic benzene moiety
Benzenoid
Cyclic carboximidic acid
Secondary alcohol
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Alcohol
Organic nitrogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.4	ALOGPS
logP	-0.65	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	11.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	253.03 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	207.29 m³·mol⁻¹	ChemAxon
Polarizability	82.55 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol (NP0224938)

MOL for NP0224938 (3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol)

3D MOL for NP0224938 (3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol)

3D SDF for NP0224938 (3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol)

3D-SDF for NP0224938 (3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol)

PDB for NP0224938 (3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol)

3D PDB for NP0224938 (3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol)

SMILES for NP0224938 (3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol)

INCHI for NP0224938 (3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol)

Structure for NP0224938 (3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol)

3D Structure for NP0224938 (3,21-dibenzyl-12-(1-hydroxyethyl)-6,9-bis(sec-butyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol)