NP-MRD: Showing NP-Card for (2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid (NP0248941)

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Record Information

Version

2.0

Created at

2022-09-07 11:22:13 UTC

Updated at

2022-09-07 11:22:13 UTC

NP-MRD ID

NP0248941

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid

Description

(2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid is found in Melochia corchorifolia.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217222D          

 35 36  0  0  1  0            999 V2000
   -1.0134    3.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5870    2.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5253    1.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0239    2.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1824    2.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6526    3.2088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5006    3.0726    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1156    2.4634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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  8 33  1  1  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652304282217222D          

 35 36  0  0  1  0            999 V2000
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 18 20  1  0  0  0  0
 17 21  1  1  0  0  0
  9 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  3 30  1  0  0  0  0
 25 31  1  1  0  0  0
 31 32  1  0  0  0  0
  8 33  1  1  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0248941

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H]1NC(=O)[C@@H](NC(=O)[C@@H]([C@H](O)C(C)C)N(C)C)[C@@H](OC2=CC=C(C=C2)\C=C/NC1=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C26H40N4O5/c1-8-19-24(32)27-14-13-17-9-11-18(12-10-17)35-23(16(4)5)20(25(33)28-19)29-26(34)21(30(6)7)22(31)15(2)3/h9-16,19-23,31H,8H2,1-7H3,(H,27,32)(H,28,33)(H,29,34)/b14-13-/t19-,20-,21+,22+,23-/m0/s1

> <INCHI_KEY>
YTKIUQMMCNEDNK-SLAANYCLSA-N

> <FORMULA>
C26H40N4O5

> <MOLECULAR_WEIGHT>
488.629

> <EXACT_MASS>
488.299870404

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
51.906793047150764

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R)-2-(dimethylamino)-N-[(3S,4S,7S,10E)-7-ethyl-5,8-dioxo-3-(propan-2-yl)-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-hydroxy-4-methylpentanamide

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
2.0861745976666644

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.426097765258028

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.289410584268653

> <JCHEM_PKA_STRONGEST_BASIC>
7.3427790970090525

> <JCHEM_POLAR_SURFACE_AREA>
120.0

> <JCHEM_REFRACTIVITY>
133.9831

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2-(dimethylamino)-N-[(3S,4S,7S,10E)-7-ethyl-3-isopropyl-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-hydroxy-4-methylpentanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.892   5.783   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.962   4.666   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.521   3.152   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.981   2.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.045   4.070   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.341   5.556   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.218   5.990   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.801   5.736   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.949   4.598   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       5.283   5.368   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       6.617   4.598   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.617   3.058   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.950   5.368   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       7.950   6.908   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       9.284   7.678   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.617   7.678   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.284   4.598   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.618   5.368   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.951   4.598   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.618   6.908   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.284   3.058   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.361   3.031   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.901   3.049   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0       3.990   1.477   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       2.998   0.280   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.589  -0.375   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.915  -1.880   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0       0.033  -0.362   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -1.377   0.327   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.395   1.537   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.938  -0.940   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.465  -0.735   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.499   7.109   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.036   7.191   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.658   8.399   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   33                                                  
CONECT    9    8   10   22                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   13   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17                                                            
CONECT   22    9   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    3                                                       
CONECT   31   25   32                                                       
CONECT   32   31                                                            
CONECT   33    8   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₄₀N₄O₅

Average Mass

488.6290 Da

Monoisotopic Mass

488.29987 Da

IUPAC Name

(2R,3R)-2-(dimethylamino)-N-[(3S,4S,7S,10E)-7-ethyl-5,8-dioxo-3-(propan-2-yl)-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-hydroxy-4-methylpentanamide

Traditional Name

(2R,3R)-2-(dimethylamino)-N-[(3S,4S,7S,10E)-7-ethyl-3-isopropyl-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-hydroxy-4-methylpentanamide

CAS Registry Number

Not Available

SMILES

CC[C@@H]1NC(=O)[C@@H](NC(=O)[C@@H]([C@H](O)C(C)C)N(C)C)[C@@H](OC2=CC=C(C=C2)\C=C/NC1=O)C(C)C

InChI Identifier

InChI=1S/C26H40N4O5/c1-8-19-24(32)27-14-13-17-9-11-18(12-10-17)35-23(16(4)5)20(25(33)28-19)29-26(34)21(30(6)7)22(31)15(2)3/h9-16,19-23,31H,8H2,1-7H3,(H,27,32)(H,28,33)(H,29,34)/b14-13-/t19-,20-,21+,22+,23-/m0/s1

InChI Key

YTKIUQMMCNEDNK-SLAANYCLSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Melochia corchorifolia	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	2.05	ALOGPS
logP	2.09	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	11.29	ChemAxon
pKa (Strongest Basic)	7.34	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	120 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	133.98 m³·mol⁻¹	ChemAxon
Polarizability	51.91 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid (NP0248941)

MOL for NP0248941 ((2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

3D MOL for NP0248941 ((2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

3D SDF for NP0248941 ((2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

3D-SDF for NP0248941 ((2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

PDB for NP0248941 ((2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

3D PDB for NP0248941 ((2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

SMILES for NP0248941 ((2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

INCHI for NP0248941 ((2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

Structure for NP0248941 ((2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

3D Structure for NP0248941 ((2r,3r)-2-(dimethylamino)-n-[(3s,4s,7s,10e)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)