NP-MRD: Showing NP-Card for 15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol (NP0308692)

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Record Information

Version

2.0

Created at

2022-09-11 02:40:06 UTC

Updated at

2022-09-11 02:40:06 UTC

NP-MRD ID

NP0308692

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol

Description

18,19-Dimethyl-15-(propan-2-yl)-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]Tetracosa-2(14),4(12),5,7,9-pentaen-22-ol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 18,19-Dimethyl-15-(propan-2-yl)-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]Tetracosa-2(14),4(12),5,7,9-pentaen-22-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191517152D          

 30 35  0  0  0  0            999 V2000
    4.7481   -2.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9231   -2.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5141   -3.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5072   -1.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6200   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0895   -1.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089   -0.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9564   -0.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5129    0.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107   -0.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5723    1.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874    1.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0576    1.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7297    1.5899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1191    0.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4073   -0.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9329   -1.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9780   -0.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0737   -0.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8312   -1.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4930   -0.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3019   -0.8718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7061   -0.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5111    0.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7569    0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1978    1.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 15  1  0  0  0  0
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M  END

     RDKit          3D

 67 72  0  0  0  0  0  0  0  0999 V2000
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    4.3302   -0.2866   -1.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004191517152D          

 30 35  0  0  0  0            999 V2000
    4.7481   -2.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9231   -2.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8312   -1.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4930   -0.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3019   -0.8718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0308692

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C12CCC3(C(O)CCC(C)C3(C)CC1)C1=C2CC2=C(C1)C1=CC=CC=C1N2

> <INCHI_IDENTIFIER>
InChI=1S/C28H37NO/c1-17(2)27-12-11-26(4)18(3)9-10-25(30)28(26,14-13-27)22-15-20-19-7-5-6-8-23(19)29-24(20)16-21(22)27/h5-8,17-18,25,29-30H,9-16H2,1-4H3

> <INCHI_KEY>
ARUCPINIFJXYOH-UHFFFAOYSA-N

> <FORMULA>
C28H37NO

> <MOLECULAR_WEIGHT>
403.61

> <EXACT_MASS>
403.287514815

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
49.13723706219495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
18,19-dimethyl-15-(propan-2-yl)-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol

> <ALOGPS_LOGP>
6.16

> <JCHEM_LOGP>
5.793816621999999

> <ALOGPS_LOGS>
-6.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.63625727718492

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.578410904156367

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9638355367205875

> <JCHEM_POLAR_SURFACE_AREA>
36.019999999999996

> <JCHEM_REFRACTIVITY>
124.22200000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.49e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       8.863  -4.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.323  -4.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.560  -5.728   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.547  -3.060   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.891  -3.267   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.900  -1.936   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.310  -0.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.519  -1.264   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.824   0.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.513  -0.500   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.935   1.868   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.270   2.692   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.707   2.075   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.962   2.968   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.822   0.479   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.360  -0.883   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.475  -2.033   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.426  -0.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.604  -1.634   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.018  -2.244   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.254  -1.325   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      11.764  -1.627   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      12.518  -0.285   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.021   0.053   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.480   1.523   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.436   2.655   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.933   2.318   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.474   0.848   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.075   0.205   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.661   0.815   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   17   19                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   15                                             
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    7   16   18                                             
CONECT   16   15   17                                                       
CONECT   17   16    4                                                       
CONECT   18   15   19   30                                                  
CONECT   19   18    4   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23   29                                                  
CONECT   29   28   21   30                                                  
CONECT   30   29   18                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₇NO

Average Mass

403.6100 Da

Monoisotopic Mass

403.28751 Da

IUPAC Name

18,19-dimethyl-15-(propan-2-yl)-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol

Traditional Name

15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol

CAS Registry Number

Not Available

SMILES

CC(C)C12CCC3(C(O)CCC(C)C3(C)CC1)C1=C2CC2=C(C1)C1=CC=CC=C1N2

InChI Identifier

InChI=1S/C28H37NO/c1-17(2)27-12-11-26(4)18(3)9-10-25(30)28(26,14-13-27)22-15-20-19-7-5-6-8-23(19)29-24(20)16-21(22)27/h5-8,17-18,25,29-30H,9-16H2,1-4H3

InChI Key

ARUCPINIFJXYOH-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 sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Carbazole
3-alkylindole
Indole
Indole or derivatives
Benzenoid
Pyrrole
Cyclic alcohol
Heteroaromatic compound
Secondary alcohol
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Alcohol
Organic nitrogen compound
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	6.16	ALOGPS
logP	5.79	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	14.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	36.02 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	124.22 m³·mol⁻¹	ChemAxon
Polarizability	49.14 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

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

85342428

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol (NP0308692)

MOL for NP0308692 (15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol)

3D MOL for NP0308692 (15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol)

3D SDF for NP0308692 (15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol)

3D-SDF for NP0308692 (15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol)

PDB for NP0308692 (15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol)

3D PDB for NP0308692 (15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol)

SMILES for NP0308692 (15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol)

INCHI for NP0308692 (15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol)

Structure for NP0308692 (15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol)

3D Structure for NP0308692 (15-isopropyl-18,19-dimethyl-11-azahexacyclo[13.7.2.0¹,¹⁸.0²,¹⁴.0⁴,¹².0⁵,¹⁰]tetracosa-2(14),4(12),5,7,9-pentaen-22-ol)