NP-MRD: Showing NP-Card for 1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione (NP0321551)

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Record Information

Version

2.0

Created at

2022-09-11 23:48:53 UTC

Updated at

2022-09-11 23:48:53 UTC

NP-MRD ID

NP0321551

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione

Description

1,22-Dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]Tricosa-2(11),3,5(10),8-tetraene-15,21-dione belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. 1,22-Dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]Tricosa-2(11),3,5(10),8-tetraene-15,21-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231523472D          

 34 39  0  0  0  0            999 V2000
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M  END

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M  END


  Mrv1533004231523472D          

 34 39  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0321551

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(C=C)C12NC3=C4C=CC(C)(C)OC4=CC=C3C1(O)CC1(O)N2C(=O)C2CCCN2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H31N3O5/c1-6-22(2,3)26-24(32,14-25(33)21(31)28-13-7-8-17(28)20(30)29(25)26)16-9-10-18-15(19(16)27-26)11-12-23(4,5)34-18/h6,9-12,17,27,32-33H,1,7-8,13-14H2,2-5H3

> <INCHI_KEY>
YDQXTEHATGRQDU-UHFFFAOYSA-N

> <FORMULA>
C26H31N3O5

> <MOLECULAR_WEIGHT>
465.55

> <EXACT_MASS>
465.22637111

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.423441079667114

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2,4,8,10-tetraene-15,21-dione

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
2.670632267666665

> <ALOGPS_LOGS>
-3.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.865630320786408

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.932277037513172

> <JCHEM_PKA_STRONGEST_BASIC>
0.21692898356889856

> <JCHEM_POLAR_SURFACE_AREA>
102.34

> <JCHEM_REFRACTIVITY>
127.17269999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.75e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2,4,8,10-tetraene-15,21-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       5.924   2.343   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.398   1.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.872   1.451   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.952   0.423   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.005  -0.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.843   3.371   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       9.108   2.491   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      10.335   3.422   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.847   3.132   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.353   1.678   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.866   1.388   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.872   2.553   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.845   1.359   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.217   3.304   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.367   4.008   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.854   4.297   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.349   5.752   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.836   6.041   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.829   4.876   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.289   4.845   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.735   6.319   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.025   5.724   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.798   4.794   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.447   6.293   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0       6.304   3.339   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       5.297   2.174   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.803   0.720   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.784   2.464   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.557   1.533   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.293   2.413   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.739   3.887   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       3.279   3.918   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0       4.286   5.083   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.780   6.538   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    6                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7   20   25                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16                                                       
CONECT   16   15    9   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    8   20                                                  
CONECT   20   19    6   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25   33                                             
CONECT   24   23                                                            
CONECT   25   23    6   26                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   28   33                                                  
CONECT   33   32   23   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₁N₃O₅

Average Mass

465.5500 Da

Monoisotopic Mass

465.22637 Da

IUPAC Name

1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2,4,8,10-tetraene-15,21-dione

Traditional Name

1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2,4,8,10-tetraene-15,21-dione

CAS Registry Number

Not Available

SMILES

CC(C)(C=C)C12NC3=C4C=CC(C)(C)OC4=CC=C3C1(O)CC1(O)N2C(=O)C2CCCN2C1=O

InChI Identifier

InChI=1S/C26H31N3O5/c1-6-22(2,3)26-24(32,14-25(33)21(31)28-13-7-8-17(28)20(30)29(25)26)16-9-10-18-15(19(16)27-26)11-12-23(4,5)34-18/h6,9-12,17,27,32-33H,1,7-8,13-14H2,2-5H3

InChI Key

YDQXTEHATGRQDU-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 pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Pyrroloindole
2,2-dimethyl-1-benzopyran
Benzopyran
1-benzopyran
Alpha-amino acid or derivatives
Indole
Dihydroindole
Dioxopiperazine
2,5-dioxopiperazine
N-alkylpiperazine
Alkyl aryl ether
1,4-diazinane
Benzenoid
Piperazine
Tertiary carboxylic acid amide
Tertiary alcohol
Pyrrolidine
Pyrrole
Carboxamide group
Lactam
Azacycle
Ether
Oxacycle
Carboxylic acid derivative
Alkanolamine
Organooxygen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Amine
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
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	1.99	ALOGPS
logP	2.67	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	10.93	ChemAxon
pKa (Strongest Basic)	0.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	102.34 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	127.17 m³·mol⁻¹	ChemAxon
Polarizability	49.42 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione (NP0321551)

MOL for NP0321551 (1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione)

3D MOL for NP0321551 (1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione)

3D SDF for NP0321551 (1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione)

3D-SDF for NP0321551 (1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione)

PDB for NP0321551 (1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione)

3D PDB for NP0321551 (1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione)

SMILES for NP0321551 (1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione)

INCHI for NP0321551 (1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione)

Structure for NP0321551 (1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione)

3D Structure for NP0321551 (1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione)