NP-MRD: Showing NP-Card for Securamine A (NP0070416)

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Record Information

Version

2.0

Created at

2022-04-28 15:48:55 UTC

Updated at

2022-04-28 15:48:55 UTC

NP-MRD ID

NP0070416

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Securamine A

Description

(1R,9R,13Z,21S)-17-bromo-21-chloro-20,20-dimethyl-2,12,16,18-tetraazapentacyclo[10.10.0.0¹,⁹.0³,⁸.0¹⁵,¹⁹]Docosa-3,5,7,13,15(19),16-hexaen-11-one 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. Securamine A is found in Securiflustra securifrons. Based on a literature review very few articles have been published on (1R,9R,13Z,21S)-17-bromo-21-chloro-20,20-dimethyl-2,12,16,18-tetraazapentacyclo[10.10.0.0¹,⁹.0³,⁸.0¹⁵,¹⁹]Docosa-3,5,7,13,15(19),16-hexaen-11-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217492D          

 27 31  0  0  1  0            999 V2000
    4.5004   -1.2230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0609   -1.8284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9204   -1.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6887   -1.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0243   -0.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9088    0.0740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2459    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6015    0.0752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1744   -0.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9696    0.6057    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6575    1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8251    1.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6500    0.4363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2236   -0.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8369   -0.8854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0405   -0.0412    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.6584   -2.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0044   -3.2975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8491   -2.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7515   -1.5690    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1910   -0.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5936   -0.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4028   -0.4038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1712    0.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463    0.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9437   -0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -0.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  8 10  1  6  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  5 15  1  0  0  0  0
 14 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 20 19  1  6  0  0  0
  1 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
  1 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 21 27  1  0  0  0  0
M  END

     RDKit          3D

 47 51  0  0  0  0  0  0  0  0999 V2000
   -2.3647    2.3356   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1204    1.2972    0.5498 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8290    1.7943    1.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030   -0.0743    0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1663   -0.9307    1.1455 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5289   -2.0619    0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3714   -3.5869    1.3975 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026   -1.9376   -0.7232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192   -0.7152   -0.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1418   -0.1853   -2.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9110   -0.0706   -2.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2715   -0.4452   -2.0163 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3106   -1.2977   -2.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2759   -1.9883   -3.6505 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156   -1.2455   -1.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2798    0.0760   -1.0478 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9070   -0.0859    0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1163    0.4117    0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4907    0.0261    2.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6809   -0.8443    2.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -1.3136    2.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1032   -0.9381    0.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9467   -1.2121    0.1966 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755   -0.1097   -0.7210 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2855    1.1560   -0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    1.1310    0.9740 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6788   -0.3157    1.9934 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5237    3.0951   -0.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2614    2.9923   -0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5497    2.0311   -1.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0800    0.9116    2.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2017    2.4984    2.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8228    2.2219    1.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4112   -2.7042   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802    0.0969   -2.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8179    0.3742   -3.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4730   -2.0623   -1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447   -1.1845   -2.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4954    0.9599   -1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6719    1.0750    0.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4070    0.4015    2.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0568   -1.0956    3.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982   -1.9788    2.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3609   -2.0412    0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1330    1.7512   -1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1721    1.7899    0.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4649    1.9984    1.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  2 26  1  0
 26 27  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  1
 23 22  1  0
 22 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 17 16  1  0
 16 15  1  0
 15 13  1  0
 13 14  2  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  4  2  1  0
 16 24  1  0
  8  9  1  0
 12 24  1  0
 21 22  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
 26 47  1  1
 25 45  1  0
 25 46  1  0
 23 44  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 16 39  1  6
 15 37  1  0
 15 38  1  0
 11 36  1  0
 10 35  1  0
  8 34  1  0
M  END


  Mrv1652304282217492D          

 27 31  0  0  1  0            999 V2000
    4.5004   -1.2230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0609   -1.8284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9204   -1.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6887   -1.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0243   -0.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9088    0.0740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2459    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6015    0.0752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1744   -0.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9696    0.6057    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6575    1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8251    1.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6500    0.4363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2236   -0.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8369   -0.8854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0405   -0.0412    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.6584   -2.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0044   -3.2975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8491   -2.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7515   -1.5690    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1910   -0.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5936   -0.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4028   -0.4038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1712    0.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463    0.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9437   -0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -0.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  8 10  1  6  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  5 15  1  0  0  0  0
 14 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 20 19  1  6  0  0  0
  1 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
  1 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 21 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0070416

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)[C@@H](Cl)C[C@]23NC4=C(C=CC=C4)[C@H]2CC(=O)N3\C=C/C2=C1N=C(Br)N2

> <INCHI_IDENTIFIER>
InChI=1S/C20H20BrClN4O/c1-19(2)15(22)10-20-12(11-5-3-4-6-13(11)25-20)9-16(27)26(20)8-7-14-17(19)24-18(21)23-14/h3-8,12,15,25H,9-10H2,1-2H3,(H,23,24)/b8-7-/t12-,15+,20-/m1/s1

> <INCHI_KEY>
RIOWJYUGPBYKPY-IKGKZHEQSA-N

> <FORMULA>
C20H20BrClN4O

> <MOLECULAR_WEIGHT>
447.76

> <EXACT_MASS>
446.050902

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
41.20927211091215

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,9R,13Z,21S)-17-bromo-21-chloro-20,20-dimethyl-2,12,16,18-tetraazapentacyclo[10.10.0.0^{1,9}.0^{3,8}.0^{15,19}]docosa-3(8),4,6,13,15(19),17-hexaen-11-one

> <ALOGPS_LOGP>
4.50

> <JCHEM_LOGP>
4.026615183666667

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.328384583563112

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.926402619631807

> <JCHEM_PKA_STRONGEST_BASIC>
4.076301377751403

> <JCHEM_POLAR_SURFACE_AREA>
61.02

> <JCHEM_REFRACTIVITY>
110.03679999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.82e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9R,13Z,21S)-17-bromo-21-chloro-20,20-dimethyl-2,12,16,18-tetraazapentacyclo[10.10.0.0^{1,9}.0^{3,8}.0^{15,19}]docosa-3(8),4,6,13,15(19),17-hexaen-11-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       8.401  -2.283   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       9.447  -3.413   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      11.051  -3.549   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.486  -2.858   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.112  -1.387   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.896   0.138   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.659   1.157   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.456   0.140   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.659  -1.227   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0       9.277   1.131   0.000  0.00  0.00          Cl+0
HETATM   11  C   UNK     0      12.427   2.492   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.874   2.482   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      14.280   0.814   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      15.351  -0.292   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      14.629  -1.653   0.000  0.00  0.00           N+0
HETATM   16 Br   UNK     0      16.876  -0.077   0.000  0.00  0.00          Br+0
HETATM   17  C   UNK     0       8.696  -4.757   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.341  -6.155   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.185  -4.458   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.003  -2.929   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.957  -1.799   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.708  -0.455   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       8.219  -0.754   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       5.920   0.868   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.380   0.847   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.628  -0.497   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.417  -1.820   0.000  0.00  0.00           C+0
CONECT    1    2    9   20   23                                             
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7   13                                                  
CONECT    7    6    8   11   12                                             
CONECT    8    7    9   10                                                  
CONECT    9    8    1                                                       
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    7                                                            
CONECT   13    6   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14    5                                                       
CONECT   16   14                                                            
CONECT   17    2   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19    1   21                                                  
CONECT   21   20   22   27                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22    1                                                       
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   21                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀BrClN₄O

Average Mass

447.7600 Da

Monoisotopic Mass

446.05090 Da

IUPAC Name

(1R,9R,13Z,21S)-17-bromo-21-chloro-20,20-dimethyl-2,12,16,18-tetraazapentacyclo[10.10.0.0^{1,9}.0^{3,8}.0^{15,19}]docosa-3(8),4,6,13,15(19),17-hexaen-11-one

Traditional Name

(1R,9R,13Z,21S)-17-bromo-21-chloro-20,20-dimethyl-2,12,16,18-tetraazapentacyclo[10.10.0.0^{1,9}.0^{3,8}.0^{15,19}]docosa-3(8),4,6,13,15(19),17-hexaen-11-one

CAS Registry Number

Not Available

SMILES

CC1(C)[C@@H](Cl)C[C@]23NC4=C(C=CC=C4)[C@H]2CC(=O)N3\C=C/C2=C1N=C(Br)N2

InChI Identifier

InChI=1S/C20H20BrClN4O/c1-19(2)15(22)10-20-12(11-5-3-4-6-13(11)25-20)9-16(27)26(20)8-7-14-17(19)24-18(21)23-14/h3-8,12,15,25H,9-10H2,1-2H3,(H,23,24)/b8-7-/t12-,15+,20-/m1/s1

InChI Key

RIOWJYUGPBYKPY-IKGKZHEQSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Securiflustra securifrons	-	KNApSAcK

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
Dihydroindole
Indole
Secondary aliphatic/aromatic amine
Benzenoid
2-pyrrolidone
Pyrrolidone
Aryl halide
Aryl bromide
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Imidazole
Azole
Lactam
Carboxamide group
Amino acid or derivatives
Azacycle
Secondary amine
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organobromide
Organohalogen compound
Carbonyl group
Amine
Alkyl halide
Alkyl chloride
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	4.5	ALOGPS
logP	4.03	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	10.93	ChemAxon
pKa (Strongest Basic)	4.08	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	61.02 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	110.04 m³·mol⁻¹	ChemAxon
Polarizability	41.21 Å³	ChemAxon
Number of Rings	5	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

26373082

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162925434

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Securamine A (NP0070416)

MOL for NP0070416 (Securamine A)

3D MOL for NP0070416 (Securamine A)

3D SDF for NP0070416 (Securamine A)

3D-SDF for NP0070416 (Securamine A)

PDB for NP0070416 (Securamine A)

3D PDB for NP0070416 (Securamine A)

SMILES for NP0070416 (Securamine A)

INCHI for NP0070416 (Securamine A)

Structure for NP0070416 (Securamine A)

3D Structure for NP0070416 (Securamine A)