NP-MRD: Showing NP-Card for (3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol (NP0273573)

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Record Information

Version

2.0

Created at

2022-09-08 20:39:45 UTC

Updated at

2022-09-08 20:39:45 UTC

NP-MRD ID

NP0273573

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol

Description

SCHEMBL16432059 belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids. (3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol is found in Streptomyces blastmyceticus. Based on a literature review very few articles have been published on SCHEMBL16432059.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082222392D          

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M  END

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M  END


  Mrv1652309082222392D          

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 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  4  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
  7 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0273573

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H]1N(C)C2=C3C(C[C@@H](CO)N=C1O)=CN1C\C=C(C)/CC[C@@H](C(C=C2)=C31)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H41N3O2/c1-17(2)25-27(33)29-20(16-32)14-19-15-31-13-12-18(3)8-10-22(28(4,5)6)21-9-11-23(30(25)7)24(19)26(21)31/h9,11-12,15,17,20,22,25,32H,8,10,13-14,16H2,1-7H3,(H,29,33)/b18-12-/t20-,22-,25-/m0/s1

> <INCHI_KEY>
WCIQDSKJGCJFDR-WIICECNVSA-N

> <FORMULA>
C28H41N3O2

> <MOLECULAR_WEIGHT>
451.655

> <EXACT_MASS>
451.319877572

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
52.97308474787225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3Z,7R,13S,16S)-7-tert-butyl-16-(hydroxymethyl)-4,12-dimethyl-13-(propan-2-yl)-1,12,15-triazatetracyclo[16.2.1.0^{8,20}.0^{11,19}]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol

> <JCHEM_LOGP>
5.608483619751204

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.085929977273576

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.086467548532524

> <JCHEM_PKA_STRONGEST_BASIC>
5.200737187065111

> <JCHEM_POLAR_SURFACE_AREA>
60.989999999999995

> <JCHEM_REFRACTIVITY>
137.68810000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3Z,7R,13S,16S)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0^{8,20}.0^{11,19}]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       0.113   0.324   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.541  -0.253   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.572   0.891   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.097   1.106   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.403   0.290   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.649   1.195   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.895   0.290   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.419  -1.175   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.996  -2.603   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.419  -3.842   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.879  -3.842   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.302  -2.603   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.879  -1.175   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.942  -3.326   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.156  -4.851   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.371  -6.376   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.631  -5.065   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.681  -4.637   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.436  -3.006   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.488  -1.792   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       9.355  -3.326   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       9.141  -4.851   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.862  -3.006   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.678  -4.312   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.217  -4.258   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.955  -5.671   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.810  -1.792   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      13.274  -2.268   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0      11.756  -0.253   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      10.726   0.891   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.449   2.251   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      10.633   3.557   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       9.201   1.106   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   33                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12    8    5                                                  
CONECT   14   12   15   19                                                  
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   14   20                                                       
CONECT   20   19    2                                                       
CONECT   21    9   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30    7                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₁N₃O₂

Average Mass

451.6550 Da

Monoisotopic Mass

451.31988 Da

IUPAC Name

(3Z,7R,13S,16S)-7-tert-butyl-16-(hydroxymethyl)-4,12-dimethyl-13-(propan-2-yl)-1,12,15-triazatetracyclo[16.2.1.0^{8,20}.0^{11,19}]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol

Traditional Name

(3Z,7R,13S,16S)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0^{8,20}.0^{11,19}]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H]1N(C)C2=C3C(C[C@@H](CO)N=C1O)=CN1C\C=C(C)/CC[C@@H](C(C=C2)=C31)C(C)(C)C

InChI Identifier

InChI=1S/C28H41N3O2/c1-17(2)25-27(33)29-20(16-32)14-19-15-31-13-12-18(3)8-10-22(28(4,5)6)21-9-11-23(30(25)7)24(19)26(21)31/h9,11-12,15,17,20,22,25,32H,8,10,13-14,16H2,1-7H3,(H,29,33)/b18-12-/t20-,22-,25-/m0/s1

InChI Key

WCIQDSKJGCJFDR-WIICECNVSA-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
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Benzenoid
Heteroaromatic compound
Pyrrole
Carboxamide group
Lactam
Secondary carboxylic acid amide
Tertiary amine
Organoheterocyclic compound
Azacycle
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Amine
Alcohol
Hydrocarbon derivative
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	5.61	ChemAxon
pKa (Strongest Acidic)	3.09	ChemAxon
pKa (Strongest Basic)	5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	60.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	137.69 m³·mol⁻¹	ChemAxon
Polarizability	52.97 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

10320924

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14314319

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol (NP0273573)

MOL for NP0273573 ((3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

3D MOL for NP0273573 ((3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

3D SDF for NP0273573 ((3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

3D-SDF for NP0273573 ((3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

PDB for NP0273573 ((3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

3D PDB for NP0273573 ((3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

SMILES for NP0273573 ((3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

INCHI for NP0273573 ((3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

Structure for NP0273573 ((3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

3D Structure for NP0273573 ((3z,7r,13s,16s)-7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)