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Showing NP-Card for methyl (2r,3s,9s,10s,13s)-10-hydroxy-11-oxa-6,15-diazahexacyclo[12.7.0.0²,⁶.0³,¹⁰.0⁹,¹³.0¹⁶,²¹]henicosa-1(14),16,18,20-tetraene-13-carboxylate (NP0225004)

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Record Information
Version2.0
Created at2022-09-06 03:35:52 UTC
Updated at2022-09-06 03:35:52 UTC
NP-MRD IDNP0225004
Secondary Accession NumbersNone
Natural Product Identification
Common Namemethyl (2r,3s,9s,10s,13s)-10-hydroxy-11-oxa-6,15-diazahexacyclo[12.7.0.0²,⁶.0³,¹⁰.0⁹,¹³.0¹⁶,²¹]henicosa-1(14),16,18,20-tetraene-13-carboxylate
DescriptionAlpneumine F belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Based on a literature review very few articles have been published on Alpneumine F.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0225004 (methyl (2r,3s,9s,10s,13s)-10-hydroxy-11-oxa-6,15-diazahexacyclo[12.7.0.0²,⁶.0³,¹⁰.0⁹,¹³.0¹⁶,²¹]henicosa-1(14),16,18,20-tetraene-13-carboxylate)


  Mrv1652309062205352D          

 26 31  0  0  1  0            999 V2000
    0.3279   -2.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271   -1.7760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7197   -1.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5131   -1.4282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5188   -0.4018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2360   -0.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5145    0.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4673    0.2903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9729   -0.3616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929    0.7644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1918    1.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8409    2.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115    2.0236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1340    2.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3605    1.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0686    0.5023    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2576    1.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8695    0.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4853   -0.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0610   -0.9426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8009   -0.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5672   -0.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2151   -0.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0967    0.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3304    0.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825    0.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
  5 16  1  0  0  0  0
  8 16  1  0  0  0  0
 17 13  1  1  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 18 26  1  0  0  0  0
 21 26  1  0  0  0  0
M  END
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3D MOL for NP0225004 (methyl (2r,3s,9s,10s,13s)-10-hydroxy-11-oxa-6,15-diazahexacyclo[12.7.0.0²,⁶.0³,¹⁰.0⁹,¹³.0¹⁶,²¹]henicosa-1(14),16,18,20-tetraene-13-carboxylate)

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3D SDF for NP0225004 (methyl (2r,3s,9s,10s,13s)-10-hydroxy-11-oxa-6,15-diazahexacyclo[12.7.0.0²,⁶.0³,¹⁰.0⁹,¹³.0¹⁶,²¹]henicosa-1(14),16,18,20-tetraene-13-carboxylate)

  Mrv1652309062205352D          

 26 31  0  0  1  0            999 V2000
    0.3279   -2.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271   -1.7760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7197   -1.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5131   -1.4282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5188   -0.4018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2360   -0.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5145    0.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4673    0.2903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9729   -0.3616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929    0.7644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1918    1.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8409    2.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115    2.0236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1340    2.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3605    1.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0686    0.5023    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2576    1.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8695    0.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4853   -0.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0610   -0.9426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8009   -0.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5672   -0.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2151   -0.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0967    0.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3304    0.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825    0.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
  5 16  1  0  0  0  0
  8 16  1  0  0  0  0
 17 13  1  1  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 18 26  1  0  0  0  0
 21 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0225004

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@]12CO[C@]3(O)[C@H]4CCN(CC[C@@H]13)[C@H]4C1=C2NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H22N2O4/c1-25-18(23)19-10-26-20(24)12-6-8-22(9-7-14(19)20)16(12)15-11-4-2-3-5-13(11)21-17(15)19/h2-5,12,14,16,21,24H,6-10H2,1H3/t12-,14-,16+,19-,20+/m0/s1

> <INCHI_KEY>
ASELQGFIWGKGJJ-KCFDGDNXSA-N

> <FORMULA>
C20H22N2O4

> <MOLECULAR_WEIGHT>
354.406

> <EXACT_MASS>
354.157957196

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
39.76012838202078

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2R,3S,9S,10S,13S)-10-hydroxy-11-oxa-6,15-diazahexacyclo[12.7.0.0^{2,6}.0^{3,10}.0^{9,13}.0^{16,21}]henicosa-1(14),16,18,20-tetraene-13-carboxylate

> <JCHEM_LOGP>
1.4112075610000003

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.051797513435801

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.549912665728518

> <JCHEM_PKA_STRONGEST_BASIC>
8.938090478038237

> <JCHEM_POLAR_SURFACE_AREA>
74.79

> <JCHEM_REFRACTIVITY>
94.48850000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2R,3S,9S,10S,13S)-10-hydroxy-11-oxa-6,15-diazahexacyclo[12.7.0.0^{2,6}.0^{3,10}.0^{9,13}.0^{16,21}]henicosa-1(14),16,18,20-tetraene-13-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0225004 (methyl (2r,3s,9s,10s,13s)-10-hydroxy-11-oxa-6,15-diazahexacyclo[12.7.0.0²,⁶.0³,¹⁰.0⁹,¹³.0¹⁶,²¹]henicosa-1(14),16,18,20-tetraene-13-carboxylate)
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PDB for NP0225004 (methyl (2r,3s,9s,10s,13s)-10-hydroxy-11-oxa-6,15-diazahexacyclo[12.7.0.0²,⁶.0³,¹⁰.0⁹,¹³.0¹⁶,²¹]henicosa-1(14),16,18,20-tetraene-13-carboxylate)
HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       0.612  -4.809   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.237  -3.315   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.343  -2.244   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.824  -2.666   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.968  -0.750   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.440  -1.413   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.960   0.058   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.872   0.542   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.816  -0.675   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.787   1.427   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.091   2.477   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.436   4.027   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.888   3.777   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       0.250   3.743   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.673   2.456   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.128   0.938   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.348   2.272   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.490   0.706   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.773  -0.656   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       3.847  -1.760   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       5.228  -1.078   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.659  -1.649   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.868  -0.696   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.647   0.828   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.217   1.399   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.007   0.446   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   16   19                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   16                                             
CONECT    9    8                                                            
CONECT   10    8   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    5    8                                                  
CONECT   17   13   10   18                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18    5   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   18   21                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   62    0
END

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3D PDB for NP0225004 (methyl (2r,3s,9s,10s,13s)-10-hydroxy-11-oxa-6,15-diazahexacyclo[12.7.0.0²,⁶.0³,¹⁰.0⁹,¹³.0¹⁶,²¹]henicosa-1(14),16,18,20-tetraene-13-carboxylate)
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SMILES for NP0225004 (methyl (2r,3s,9s,10s,13s)-10-hydroxy-11-oxa-6,15-diazahexacyclo[12.7.0.0²,⁶.0³,¹⁰.0⁹,¹³.0¹⁶,²¹]henicosa-1(14),16,18,20-tetraene-13-carboxylate)
COC(=O)[C@@]12CO[C@]3(O)[C@H]4CCN(CC[C@@H]13)[C@H]4C1=C2NC2=CC=CC=C12
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INCHI for NP0225004 (methyl (2r,3s,9s,10s,13s)-10-hydroxy-11-oxa-6,15-diazahexacyclo[12.7.0.0²,⁶.0³,¹⁰.0⁹,¹³.0¹⁶,²¹]henicosa-1(14),16,18,20-tetraene-13-carboxylate)
InChI=1S/C20H22N2O4/c1-25-18(23)19-10-26-20(24)12-6-8-22(9-7-14(19)20)16(12)15-11-4-2-3-5-13(11)21-17(15)19/h2-5,12,14,16,21,24H,6-10H2,1H3/t12-,14-,16+,19-,20+/m0/s1
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SynonymsNot Available
Chemical FormulaC20H22N2O4
Average Mass354.4060 Da
Monoisotopic Mass354.15796 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
COC(=O)[C@@]12CO[C@]3(O)[C@H]4CCN(CC[C@@H]13)[C@H]4C1=C2NC2=CC=CC=C12
InChI Identifier
InChI=1S/C20H22N2O4/c1-25-18(23)19-10-26-20(24)12-6-8-22(9-7-14(19)20)16(12)15-11-4-2-3-5-13(11)21-17(15)19/h2-5,12,14,16,21,24H,6-10H2,1H3/t12-,14-,16+,19-,20+/m0/s1
InChI KeyASELQGFIWGKGJJ-KCFDGDNXSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassIndoles  
Direct Parent3-alkylindoles  
Alternative Parents
Substituents
  • 3-alkylindole
    • 

  • Azepane
    • 

  • Aralkylamine
    • 

  • N-alkylpyrrolidine
    • 

  • Benzenoid
    • 

  • Oxolane
    • 

  • Pyrrole
    • 

  • Pyrrolidine
    • 

  • Heteroaromatic compound
    • 

  • Methyl ester
    • 

  • Amino acid or derivatives
    • 

  • Carboxylic acid ester
    • 

  • Hemiacetal
    • 

  • Tertiary amine
    • 

  • Tertiary aliphatic amine
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Hydrocarbon derivative
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID25034035  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound46906305  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]