NP-MRD: Showing NP-Card for (2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid (NP0325438)

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Record Information

Version

2.0

Created at

2022-09-12 06:11:51 UTC

Updated at

2022-09-12 06:11:52 UTC

NP-MRD ID

NP0325438

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid

Description

(2S,3S)-N-[(2S)-1-[(3S,7S,10R,13E)-10-[(2S)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]Nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. (2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid is found in Paliurus ramosissimus. Based on a literature review very few articles have been published on (2S,3S)-N-[(2S)-1-[(3S,7S,10R,13E)-10-[(2S)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]Nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122208112D          

 48 51  0  0  1  0            999 V2000
   -3.8571   -3.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5728   -2.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1013   -2.2306    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9142   -2.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170   -1.4562    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0041   -1.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4756   -1.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7198   -0.5407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -0.3997    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6226    0.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1511    1.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9639    0.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4925    1.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081    2.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953    2.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8667    1.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3784   -1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6627   -1.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5655   -0.8922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2018   -0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6149   -0.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7559   -1.0817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0735   -0.3203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958   -0.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5795    0.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212   -0.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3793   -1.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1582   -1.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7831   -0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060   -1.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863   -1.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7392   -2.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9936   -2.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -3.7328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1812   -4.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1143   -4.9083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5025   -3.6169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2430   -3.9702    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9217   -3.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3099   -4.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -5.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5694   -2.7947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1093   -2.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8677   -2.6504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0263   -1.4670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3455   -0.8227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1584   -0.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0611   -0.0482    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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  4  0  0  0
  6  8  2  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  2  0  0  0  0
 24 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 33  1  4  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 37 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  4  0  0  0
 43 45  1  0  0  0  0
 22 45  1  0  0  0  0
 45 19  1  1  0  0  0
  5 46  1  6  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
M  END


  Mrv1652309122208112D          

 48 51  0  0  1  0            999 V2000
   -3.8571   -3.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5728   -2.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1013   -2.2306    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9142   -2.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170   -1.4562    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0041   -1.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4756   -1.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7198   -0.5407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -0.3997    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6226    0.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1511    1.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9639    0.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4925    1.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081    2.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953    2.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8667    1.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3784   -1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6627   -1.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5655   -0.8922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2018   -0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6149   -0.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7559   -1.0817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0735   -0.3203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958   -0.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5795    0.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212   -0.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3793   -1.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1582   -1.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7831   -0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060   -1.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863   -1.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7392   -2.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9936   -2.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -3.7328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1812   -4.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1143   -4.9083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5025   -3.6169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2430   -3.9702    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9217   -3.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3099   -4.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -5.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5694   -2.7947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1093   -2.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8677   -2.6504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0263   -1.4670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3455   -0.8227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1584   -0.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0611   -0.0482    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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  4  0  0  0
  6  8  2  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  2  0  0  0  0
 24 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 33  1  4  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 37 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  4  0  0  0
 43 45  1  0  0  0  0
 22 45  1  0  0  0  0
 45 19  1  1  0  0  0
  5 46  1  6  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0325438

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)[C@H](N(C)C)C(O)=N[C@@H](CC1=CC=CC=C1)C(=O)N1CC[C@@H]2OC3=CC=C(OC)C(=C3)\C=C\N=C(O)[C@H](N=C(O)[C@@H]12)[C@@H](C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C37H51N5O6/c1-8-23(3)31-34(43)38-19-17-26-22-27(15-16-29(26)47-7)48-30-18-20-42(33(30)36(45)40-31)37(46)28(21-25-13-11-10-12-14-25)39-35(44)32(41(5)6)24(4)9-2/h10-17,19,22-24,28,30-33H,8-9,18,20-21H2,1-7H3,(H,38,43)(H,39,44)(H,40,45)/b19-17+/t23-,24-,28-,30-,31+,32-,33-/m0/s1

> <INCHI_KEY>
IQWOZPMCQYCQOS-XRXALFCLSA-N

> <FORMULA>
C37H51N5O6

> <MOLECULAR_WEIGHT>
661.844

> <EXACT_MASS>
661.383934382

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
71.65634494084641

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-N-[(2S)-1-[(3S,7S,10R,13E)-10-[(2S)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0^{3,7}]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid

> <JCHEM_LOGP>
-1.7305927657334852

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
-4.735855718718271

> <JCHEM_PKA_STRONGEST_ACIDIC>
-7.7418514083475705

> <JCHEM_PKA_STRONGEST_BASIC>
14.951405660103424

> <JCHEM_POLAR_SURFACE_AREA>
139.78000000000003

> <JCHEM_REFRACTIVITY>
185.68780000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-N-[(2S)-1-[(3S,7S,10R,13E)-10-[(2S)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0^{3,7}]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.200  -6.792   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.669  -5.346   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.656  -4.164   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.173  -4.427   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.125  -2.718   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.608  -2.455   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.621  -3.637   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      -5.077  -1.009   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -3.560  -0.746   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.029   0.699   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.015   1.882   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.533   1.619   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.519   2.801   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.989   4.247   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.471   4.510   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.485   3.328   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.573  -1.929   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.104  -3.374   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      -1.056  -1.666   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -0.377  -0.283   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.148  -0.502   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.411  -2.019   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.004  -0.598   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.539  -0.723   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.815   0.139   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.200  -0.535   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.308  -2.071   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.762  -2.579   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.928  -1.573   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.238  -3.239   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.894  -2.221   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.113  -4.773   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.721  -5.433   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       3.597  -6.968   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       2.205  -7.627   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.080  -9.162   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       0.938  -6.752   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.454  -7.411   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.721  -6.535   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.578  -8.946   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.970  -9.605   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0       1.063  -5.217   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0      -0.204  -4.341   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -1.620  -4.947   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       0.049  -2.738   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      -8.112  -1.536   0.000  0.00  0.00           N+0
HETATM   47  C   UNK     0      -9.629  -1.799   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -7.581  -0.090   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   46                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    9   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   45                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   45                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30   24                                                       
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   42                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40                                                            
CONECT   42   37   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   22   19                                                  
CONECT   46    5   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  102    0
END

View in JSmol

Synonyms

Value	Source
(2S,3S)-N-[(2S)-1-[(3S,7S,10R,13E)-10-[(2S)-Butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0,]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidate	Generator

Chemical Formula

C₃₇H₅₁N₅O₆

Average Mass

661.8440 Da

Monoisotopic Mass

661.38393 Da

IUPAC Name

(2S,3S)-N-[(2S)-1-[(3S,7S,10R,13E)-10-[(2S)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0^{3,7}]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@H](C)[C@H](N(C)C)C(O)=N[C@@H](CC1=CC=CC=C1)C(=O)N1CC[C@@H]2OC3=CC=C(OC)C(=C3)\C=C\N=C(O)[C@H](N=C(O)[C@@H]12)[C@@H](C)CC

InChI Identifier

InChI=1S/C37H51N5O6/c1-8-23(3)31-34(43)38-19-17-26-22-27(15-16-29(26)47-7)48-30-18-20-42(33(30)36(45)40-31)37(46)28(21-25-13-11-10-12-14-25)39-35(44)32(41(5)6)24(4)9-2/h10-17,19,22-24,28,30-33H,8-9,18,20-21H2,1-7H3,(H,38,43)(H,39,44)(H,40,45)/b19-17+/t23-,24-,28-,30-,31+,32-,33-/m0/s1

InChI Key

IQWOZPMCQYCQOS-XRXALFCLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Paliurus ramosissimus	LOTUS Database	35616633

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
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Amphetamine or derivatives
Alpha-amino acid or derivatives
N-acylpyrrolidine
Anisole
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Carboxamide group
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	-1.7	ChemAxon
pKa (Strongest Acidic)	-7.7	ChemAxon
pKa (Strongest Basic)	14.95	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.78 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	185.69 m³·mol⁻¹	ChemAxon
Polarizability	71.66 Å³	ChemAxon
Number of Rings	4	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

162953671

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid (NP0325438)

MOL for NP0325438 ((2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid)

3D MOL for NP0325438 ((2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid)

3D SDF for NP0325438 ((2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid)

3D-SDF for NP0325438 ((2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid)

PDB for NP0325438 ((2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid)

3D PDB for NP0325438 ((2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid)

SMILES for NP0325438 ((2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid)

INCHI for NP0325438 ((2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid)

Structure for NP0325438 ((2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid)

3D Structure for NP0325438 ((2s,3s)-n-[(2s)-1-[(3s,7s,10r,13e)-10-[(2s)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl]-2-(dimethylamino)-3-methylpentanimidic acid)