NP-MRD: Showing NP-Card for (8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one (NP0248576)

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Record Information

Version

2.0

Created at

2022-09-07 10:52:58 UTC

Updated at

2022-09-07 10:52:58 UTC

NP-MRD ID

NP0248576

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one

Description

Leucamide A belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. (8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one is found in Leucetta microraphis. (8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one was first documented in 2003 (PMID: 12585925). Based on a literature review a small amount of articles have been published on leucamide A (PMID: 24487969) (PMID: 23222900).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072212522D          

 43 47  0  0  1  0            999 V2000
   -1.3347    1.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5639    1.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4684    2.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687    1.3820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    0.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3455    0.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2601   -0.5431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1940   -1.0500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.6191   -0.9453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  4 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 39 43  1  0  0  0  0
M  END

     RDKit          3D

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 38 79  1  0
M  END


  Mrv1652309072212522D          

 43 47  0  0  1  0            999 V2000
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    3.3000   -1.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0155   -2.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905   -2.1940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0439   -1.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7248   -1.5199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1067   -0.2316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8954    0.0104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4994   -0.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2881   -0.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4728    0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8920   -0.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9557    0.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9051    0.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4762    1.3765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1127    0.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8086    1.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6022    2.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7788    2.1440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2653    2.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5679    3.5573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4494    2.6680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379    3.3831    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4515    4.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0400    4.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2765    4.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2129    3.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7994    2.6705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9838    2.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8998    3.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437    3.9815    0.0000 S   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  2  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  4  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  2  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
 12 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  4  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 27  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  4  0  0  0
 32 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 35 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
  4 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 39 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0248576

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@@H]1N=C(O)C2=COC(=N2)[C@H](C)N=C(O)C2=C(C)OC(=N2)C2=CSC(=N2)[C@@H](N=C(O)[C@@H]2CCCN2C1=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C29H37N7O6S/c1-13(2)10-17-29(40)36-9-7-8-20(36)24(38)34-21(14(3)4)28-33-19(12-43-28)27-35-22(16(6)42-27)25(39)30-15(5)26-32-18(11-41-26)23(37)31-17/h11-15,17,20-21H,7-10H2,1-6H3,(H,30,39)(H,31,37)(H,34,38)/t15-,17-,20-,21-/m0/s1

> <INCHI_KEY>
LTRLGDUGAPGZOA-OQRYQMPQSA-N

> <FORMULA>
C29H37N7O6S

> <MOLECULAR_WEIGHT>
611.72

> <EXACT_MASS>
611.252603113

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
65.50160350714836

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8S,15S,21S,24S)-6,13,22-trihydroxy-4,8-dimethyl-15-(2-methylpropyl)-24-(propan-2-yl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1^{2,5}.1^{9,12}.0^{17,21}]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one

> <JCHEM_LOGP>
4.295996536411723

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
6.837914825031075

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.020505544919775

> <JCHEM_PKA_STRONGEST_BASIC>
2.0856594841164813

> <JCHEM_POLAR_SURFACE_AREA>
183.02999999999997

> <JCHEM_REFRACTIVITY>
167.09789999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(8S,15S,21S,24S)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1^{2,5}.1^{9,12}.0^{17,21}]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.491   1.885   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.053   2.434   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.663   3.924   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.874   4.014   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.435   2.580   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       0.305   1.534   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.645   0.032   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.485  -1.014   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       2.116  -0.424   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.229  -1.960   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.955  -2.826   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.615  -2.630   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       4.889  -1.765   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       6.160  -2.634   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.629  -4.098   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.089  -4.096   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.549  -1.968   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.820  -2.837   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       7.666  -0.432   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       9.138   0.019   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.265  -1.030   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.738  -0.578   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.083   0.923   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.865  -1.627   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.251   1.152   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      11.023   1.495   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0       8.356   2.569   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       9.544   1.590   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.843   2.417   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.457   3.908   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.920   4.002   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.962   5.208   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.527   6.640   0.000  0.00  0.00           O+0
HETATM   34  N   UNK     0       6.439   4.980   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       5.671   6.315   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.443   7.648   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.675   8.983   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.983   7.645   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.131   6.317   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0       3.359   4.985   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0       1.836   5.217   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.680   6.766   0.000  0.00  0.00           C+0
HETATM   43  S   UNK     0       3.068   7.432   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   41                                                  
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   12                                                       
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   31                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   27   32                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36   39                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   35   40   43                                                  
CONECT   40   39   41                                                       
CONECT   41   40    4   42                                                  
CONECT   42   41   43                                                       
CONECT   43   42   39                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₇N₇O₆S

Average Mass

611.7200 Da

Monoisotopic Mass

611.25260 Da

IUPAC Name

(8S,15S,21S,24S)-6,13,22-trihydroxy-4,8-dimethyl-15-(2-methylpropyl)-24-(propan-2-yl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1^{2,5}.1^{9,12}.0^{17,21}]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one

Traditional Name

(8S,15S,21S,24S)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1^{2,5}.1^{9,12}.0^{17,21}]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one

CAS Registry Number

Not Available

SMILES

CC(C)C[C@@H]1N=C(O)C2=COC(=N2)[C@H](C)N=C(O)C2=C(C)OC(=N2)C2=CSC(=N2)[C@@H](N=C(O)[C@@H]2CCCN2C1=O)C(C)C

InChI Identifier

InChI=1S/C29H37N7O6S/c1-13(2)10-17-29(40)36-9-7-8-20(36)24(38)34-21(14(3)4)28-33-19(12-43-28)27-35-22(16(6)42-27)25(39)30-15(5)26-32-18(11-41-26)23(37)31-17/h11-15,17,20-21H,7-10H2,1-6H3,(H,30,39)(H,31,37)(H,34,38)/t15-,17-,20-,21-/m0/s1

InChI Key

LTRLGDUGAPGZOA-OQRYQMPQSA-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
Leucetta microraphis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Alpha-dipeptide
Cyclic alpha peptide
Macrolactam
Alpha-amino acid or derivatives
2-heteroaryl carboxamide
Azole
Heteroaromatic compound
Oxazole
Pyrrolidine
Tertiary carboxylic acid amide
Thiazole
Carboxamide group
Lactam
Secondary carboxylic acid amide
Oxacycle
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organic oxygen 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	4.3	ChemAxon
pKa (Strongest Acidic)	4.02	ChemAxon
pKa (Strongest Basic)	2.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	183.03 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	167.1 m³·mol⁻¹	ChemAxon
Polarizability	65.5 Å³	ChemAxon
Number of Rings	5	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

C00027916

Chemspider ID

8433678

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10258195

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yang L, Shi LP, Chen HJ, Tong XK, Wang GF, Zhang YM, Wang WL, Feng CL, He PL, Zhu FH, Hao YH, Wang BJ, Yang DL, Tang W, Nan FJ, Zuo JP: Isothiafludine, a novel non-nucleoside compound, inhibits hepatitis B virus replication through blocking pregenomic RNA encapsidation. Acta Pharmacol Sin. 2014 Mar;35(3):410-8. doi: 10.1038/aps.2013.175. Epub 2014 Feb 3. [PubMed:24487969 ]
Wang WL, Chen HJ, Ma WP, Gu M, Fan MZ, Li JY, Feng B, Nan FJ: Synthesis and antiviral activity of conformational analogues of leucamide A. Molecules. 2012 Dec 7;17(12):14522-30. doi: 10.3390/molecules171214522. [PubMed:23222900 ]
Wang W, Nan F: First total synthesis of leucamide A. J Org Chem. 2003 Feb 21;68(4):1636-9. doi: 10.1021/jo026799+. [PubMed:12585925 ]
LOTUS database [Link]

Showing NP-Card for (8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one (NP0248576)

MOL for NP0248576 ((8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one)

3D MOL for NP0248576 ((8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one)

3D SDF for NP0248576 ((8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one)

3D-SDF for NP0248576 ((8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one)

PDB for NP0248576 ((8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one)

3D PDB for NP0248576 ((8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one)

SMILES for NP0248576 ((8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one)

INCHI for NP0248576 ((8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one)

Structure for NP0248576 ((8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one)

3D Structure for NP0248576 ((8s,15s,21s,24s)-6,13,22-trihydroxy-24-isopropyl-4,8-dimethyl-15-(2-methylpropyl)-3,10-dioxa-26-thia-7,14,17,23,28,29,30-heptaazapentacyclo[23.2.1.1²,⁵.1⁹,¹².0¹⁷,²¹]triaconta-1(27),2(30),4,6,9(29),11,13,22,25(28)-nonaen-16-one)