NP-MRD: Showing NP-Card for (10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol (NP0330718)

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Record Information

Version

2.0

Created at

2022-09-12 16:20:20 UTC

Updated at

2022-09-12 16:20:20 UTC

NP-MRD ID

NP0330718

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol

Description

SCHEMBL16431337 belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids. (10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol is found in Streptomyces blastmyceticus. Based on a literature review very few articles have been published on SCHEMBL16431337.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122218202D          

 35 37  0  0  1  0            999 V2000
    0.2694    0.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309122218202D          

 35 37  0  0  1  0            999 V2000
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    3.0127    2.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4312    2.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7691    0.6785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3189    1.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  1  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  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 21  2  0  0  0  0
 17 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  4  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 30 34  1  0  0  0  0
 16 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330718

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC[C@@H]1CC2=CNC3=C(C=CC(N(C)[C@@H](C(C)C)C(O)=N1)=C23)[C@](C)(CCC(C)(O)C(C)C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C29H45N3O3/c1-10-28(6,13-14-29(7,34)19(4)5)22-11-12-23-24-20(16-30-25(22)24)15-21(17-35-9)31-27(33)26(18(2)3)32(23)8/h10-12,16,18-19,21,26,30,34H,1,13-15,17H2,2-9H3,(H,31,33)/t21-,26-,28-,29?/m0/s1

> <INCHI_KEY>
WEUZJJDCWFFQKO-PTCIHMMMSA-N

> <FORMULA>
C29H45N3O3

> <MOLECULAR_WEIGHT>
483.697

> <EXACT_MASS>
483.346092321

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
56.58270226904566

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(10S,13S)-5-[(3R)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-13-(methoxymethyl)-9-methyl-10-(propan-2-yl)-3,9,12-triazatricyclo[6.6.1.0^{4,15}]pentadeca-1,4,6,8(15),11-pentaen-11-ol

> <JCHEM_LOGP>
6.126054663666668

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.80401583990496

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.210843257269268

> <JCHEM_PKA_STRONGEST_BASIC>
3.1539016442033336

> <JCHEM_POLAR_SURFACE_AREA>
81.08

> <JCHEM_REFRACTIVITY>
144.9054

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(10S,13S)-5-[(3R)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0^{4,15}]pentadeca-1,4,6,8(15),11-pentaen-11-ol

> <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       0.503   0.732   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.379  -0.531   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.274  -1.926   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.926  -3.321   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.121  -2.578   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.384  -1.697   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.779  -2.349   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.126  -3.744   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.431  -0.954   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.173  -3.002   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.436  -2.120   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.306  -4.536   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.669  -1.273   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.801   0.261   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.196   0.914   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.244   0.035   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.326  -1.502   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.378  -2.627   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.633  -3.975   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       3.121  -3.683   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       2.931  -2.155   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.907  -2.813   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.197  -1.973   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.428  -2.898   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.243  -4.427   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      10.474  -5.352   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       8.646  -0.499   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       8.042   0.917   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.167   1.969   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.669   1.615   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.855   3.144   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.624   4.069   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.272   3.747   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       5.169   1.267   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       4.329   2.557   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   13                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    3   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   34                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   13   17                                                  
CONECT   22   18   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   23   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   34                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   30   16   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₅N₃O₃

Average Mass

483.6970 Da

Monoisotopic Mass

483.34609 Da

IUPAC Name

(10S,13S)-5-[(3R)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-13-(methoxymethyl)-9-methyl-10-(propan-2-yl)-3,9,12-triazatricyclo[6.6.1.0^{4,15}]pentadeca-1,4,6,8(15),11-pentaen-11-ol

Traditional Name

(10S,13S)-5-[(3R)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0^{4,15}]pentadeca-1,4,6,8(15),11-pentaen-11-ol

CAS Registry Number

Not Available

SMILES

COC[C@@H]1CC2=CNC3=C(C=CC(N(C)[C@@H](C(C)C)C(O)=N1)=C23)[C@](C)(CCC(C)(O)C(C)C)C=C

InChI Identifier

InChI=1S/C29H45N3O3/c1-10-28(6,13-14-29(7,34)19(4)5)22-11-12-23-24-20(16-30-25(22)24)15-21(17-35-9)31-27(33)26(18(2)3)32(23)8/h10-12,16,18-19,21,26,30,34H,1,13-15,17H2,2-9H3,(H,31,33)/t21-,26-,28-,29?/m0/s1

InChI Key

WEUZJJDCWFFQKO-PTCIHMMMSA-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

Species Name	Source	Reference
Streptomyces blastmyceticus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid amides

Alternative Parents

Substituents

Alpha-amino acid amide
3-alkylindole
Indole
Indole or derivatives
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Benzenoid
Pyrrole
Heteroaromatic compound
Tertiary alcohol
Carboxamide group
Lactam
Secondary carboxylic acid amide
Tertiary amine
Ether
Dialkyl ether
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Alcohol
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	6.13	ChemAxon
pKa (Strongest Acidic)	5.21	ChemAxon
pKa (Strongest Basic)	3.15	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	81.08 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	144.91 m³·mol⁻¹	ChemAxon
Polarizability	56.58 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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

10320923

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14829373

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol (NP0330718)

MOL for NP0330718 ((10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol)

3D MOL for NP0330718 ((10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol)

3D SDF for NP0330718 ((10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol)

3D-SDF for NP0330718 ((10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol)

PDB for NP0330718 ((10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol)

3D PDB for NP0330718 ((10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol)

SMILES for NP0330718 ((10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol)

INCHI for NP0330718 ((10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol)

Structure for NP0330718 ((10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol)

3D Structure for NP0330718 ((10s,13s)-5-[(3r)-6-hydroxy-3,6,7-trimethyloct-1-en-3-yl]-10-isopropyl-13-(methoxymethyl)-9-methyl-3,9,12-triazatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1,4,6,8(15),11-pentaen-11-ol)