NP-MRD: Showing NP-Card for (1s,9s,13z,21r)-5,17-dibromo-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 (NP0241647)

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Record Information

Version

2.0

Created at

2022-09-07 01:46:55 UTC

Updated at

2022-09-07 01:46:55 UTC

NP-MRD ID

NP0241647

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,9s,13z,21r)-5,17-dibromo-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

Description

(1S,9S,13Z,21R)-5,17-dibromo-21-chloro-20,20-dimethyl-2,12,16,18-tetraazapentacyclo[10.10.0.0¹,⁹.0³,⁸.0¹⁵,¹⁹]Docosa-3(8),4,6,13,15(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. (1s,9s,13z,21r)-5,17-dibromo-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 is found in Securiflustra securifrons. Based on a literature review very few articles have been published on (1S,9S,13Z,21R)-5,17-dibromo-21-chloro-20,20-dimethyl-2,12,16,18-tetraazapentacyclo[10.10.0.0¹,⁹.0³,⁸.0¹⁵,¹⁹]Docosa-3(8),4,6,13,15(19),16-hexaen-11-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072203462D          

 28 32  0  0  1  0            999 V2000
    5.6630    3.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0212    3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7045    3.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7273    2.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4028    3.0011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0620    2.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8508    2.7467    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.7939    1.7248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9690    1.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6892    0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9697    0.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1272    0.6586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7034   -0.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0270   -0.8082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8993    0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8260    0.9568    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2838    1.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589    1.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577    2.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4815    3.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0803    3.7412    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.3064    3.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7075    2.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5117    2.1021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5849    1.2803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0641    2.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702    2.9239    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5900    3.5104    0.0000 Cl  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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
 16 25  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  1  0  0  0
M  END

     RDKit          3D

 47 51  0  0  0  0  0  0  0  0999 V2000
   -2.6524   -0.9933   -1.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5488   -0.8146   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8874   -1.3308    0.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763    0.5993    0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8896    1.1764    1.5131 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5509    2.4611    1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0025    3.7210    2.9243 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8353    2.6942    0.4894 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965    1.5611   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9811    1.4858   -1.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0070    0.6583   -1.8236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4922   -0.2868   -0.8933 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075   -1.6009   -1.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9048   -2.2515   -2.2986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7439   -2.1638   -0.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -0.9730    0.7899 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9606   -0.0264    0.3811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2556   -0.1749   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0116    0.9293   -0.3811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4504    2.1990   -0.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5002    3.7136   -0.6684 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.1661    2.3415    0.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3826    1.2420    0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0504    1.0872    1.0060 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116   -0.1969    0.5113 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4372   -0.8532    1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4653   -1.6513    0.6095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1664   -2.7995    1.8156 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946   -1.5981   -1.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5425   -1.6254   -1.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121   -0.0497   -2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7448   -1.3826    1.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6259   -0.5402    0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0939   -2.2911    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4724    0.7082    2.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2785    2.1911   -2.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4467    0.7299   -2.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355   -2.9822    0.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7547   -2.4590   -0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9650   -1.2728    1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6900   -1.1578   -0.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0147    0.7785   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378    3.3365    0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5332    1.7692    1.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0119   -1.5361    2.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9320   -0.0702    1.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0702   -2.3012   -0.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2 27  1  0
 27 28  1  0
 27 26  1  0
 26 25  1  0
 25 24  1  6
 24 23  1  0
 23 22  2  0
 22 20  1  0
 20 21  1  0
 20 19  2  0
 19 18  1  0
 18 17  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  1  0
  6  7  1  0
  6  8  2  0
  4  2  1  0
 16 25  1  0
  8  9  1  0
 12 25  1  0
 17 23  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
 27 47  1  6
 26 45  1  0
 26 46  1  0
 24 44  1  0
 22 43  1  0
 19 42  1  0
 18 41  1  0
 16 40  1  1
 15 38  1  0
 15 39  1  0
 11 37  1  0
 10 36  1  0
  5 35  1  0
M  END


  Mrv1652309072203462D          

 28 32  0  0  1  0            999 V2000
    5.6630    3.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0212    3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7045    3.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7273    2.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4028    3.0011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0620    2.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8508    2.7467    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.7939    1.7248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9690    1.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6892    0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9697    0.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1272    0.6586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7034   -0.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0270   -0.8082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8993    0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8260    0.9568    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2838    1.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589    1.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577    2.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4815    3.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0803    3.7412    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.3064    3.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7075    2.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5117    2.1021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5849    1.2803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0641    2.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702    2.9239    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5900    3.5104    0.0000 Cl  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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
 16 25  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0241647

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)[C@H](Cl)C[C@@]23NC4=CC(Br)=CC=C4[C@@H]2CC(=O)N3\C=C/C2=C1NC(Br)=N2

> <INCHI_IDENTIFIER>
InChI=1S/C20H19Br2ClN4O/c1-19(2)15(23)9-20-12(11-4-3-10(21)7-14(11)26-20)8-16(28)27(20)6-5-13-17(19)25-18(22)24-13/h3-7,12,15,26H,8-9H2,1-2H3,(H,24,25)/b6-5-/t12-,15+,20-/m0/s1

> <INCHI_KEY>
XRFAXSYCYALISO-NOVGIDDJSA-N

> <FORMULA>
C20H19Br2ClN4O

> <MOLECULAR_WEIGHT>
526.66

> <EXACT_MASS>
523.961415

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
45.73026823756158

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,9S,13Z,21R)-5,17-dibromo-21-chloro-20,20-dimethyl-2,12,16,18-tetraazapentacyclo[10.10.0.0^{1,9}.0^{3,8}.0^{15,19}]docosa-3,5,7,13,15(19),16-hexaen-11-one

> <JCHEM_LOGP>
4.643178591333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.78191482465977

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.225642702761675

> <JCHEM_PKA_STRONGEST_BASIC>
4.022063082377389

> <JCHEM_POLAR_SURFACE_AREA>
61.02

> <JCHEM_REFRACTIVITY>
117.58450000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,9S,13Z,21R)-5,17-dibromo-21-chloro-20,20-dimethyl-2,12,16,18-tetraazapentacyclo[10.10.0.0^{1,9}.0^{3,8}.0^{15,19}]docosa-3,5,7,13,15(19),16-hexaen-11-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      10.571   6.599   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.373   5.631   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.782   7.053   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.691   4.718   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      11.952   5.602   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      13.182   4.676   0.000  0.00  0.00           C+0
HETATM    7 Br   UNK     0      14.655   5.127   0.000  0.00  0.00          Br+0
HETATM    8  N   UNK     0      12.682   3.220   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      11.142   3.246   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.620   1.732   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.277   0.956   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       7.704   1.229   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.913  -0.092   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.517  -1.509   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.412   0.252   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.275   1.786   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.263   2.947   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.723   2.971   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.974   4.317   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.765   5.638   0.000  0.00  0.00           C+0
HETATM   21 Br   UNK     0       2.017   6.984   0.000  0.00  0.00          Br+0
HETATM   22  C   UNK     0       4.305   5.614   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.054   4.268   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       6.555   3.924   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       6.692   2.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.586   3.810   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.784   5.458   0.000  0.00  0.00           C+0
HETATM   28 Cl   UNK     0       6.701   6.553   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4   27                                             
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   25                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   17   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   16   12   26                                             
CONECT   26   25   27                                                       
CONECT   27   26    2   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₉Br₂ClN₄O

Average Mass

526.6600 Da

Monoisotopic Mass

523.96142 Da

IUPAC Name

(1S,9S,13Z,21R)-5,17-dibromo-21-chloro-20,20-dimethyl-2,12,16,18-tetraazapentacyclo[10.10.0.0^{1,9}.0^{3,8}.0^{15,19}]docosa-3,5,7,13,15(19),16-hexaen-11-one

Traditional Name

(1S,9S,13Z,21R)-5,17-dibromo-21-chloro-20,20-dimethyl-2,12,16,18-tetraazapentacyclo[10.10.0.0^{1,9}.0^{3,8}.0^{15,19}]docosa-3,5,7,13,15(19),16-hexaen-11-one

CAS Registry Number

Not Available

SMILES

CC1(C)[C@H](Cl)C[C@@]23NC4=CC(Br)=CC=C4[C@@H]2CC(=O)N3\C=C/C2=C1NC(Br)=N2

InChI Identifier

InChI=1S/C20H19Br2ClN4O/c1-19(2)15(23)9-20-12(11-4-3-10(21)7-14(11)26-20)8-16(28)27(20)6-5-13-17(19)25-18(22)24-13/h3-7,12,15,26H,8-9H2,1-2H3,(H,24,25)/b6-5-/t12-,15+,20-/m0/s1

InChI Key

XRFAXSYCYALISO-NOVGIDDJSA-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
Securiflustra securifrons	LOTUS Database	35616633

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
Indole
Dihydroindole
Secondary aliphatic/aromatic amine
Aryl bromide
Aryl halide
Benzenoid
2-pyrrolidone
Pyrrolidone
Azole
Imidazole
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrole
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Lactam
Secondary amine
Carboxylic acid derivative
Azacycle
Organochloride
Amine
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organobromide
Alkyl halide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alkyl chloride
Organonitrogen compound
Organooxygen 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	4.64	ChemAxon
pKa (Strongest Acidic)	11.23	ChemAxon
pKa (Strongest Basic)	4.02	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	117.58 m³·mol⁻¹	ChemAxon
Polarizability	45.73 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

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

163194705

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,9s,13z,21r)-5,17-dibromo-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 (NP0241647)

MOL for NP0241647 ((1s,9s,13z,21r)-5,17-dibromo-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)

3D MOL for NP0241647 ((1s,9s,13z,21r)-5,17-dibromo-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)

3D SDF for NP0241647 ((1s,9s,13z,21r)-5,17-dibromo-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)

3D-SDF for NP0241647 ((1s,9s,13z,21r)-5,17-dibromo-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)

PDB for NP0241647 ((1s,9s,13z,21r)-5,17-dibromo-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)

3D PDB for NP0241647 ((1s,9s,13z,21r)-5,17-dibromo-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)

SMILES for NP0241647 ((1s,9s,13z,21r)-5,17-dibromo-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)

INCHI for NP0241647 ((1s,9s,13z,21r)-5,17-dibromo-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 for NP0241647 ((1s,9s,13z,21r)-5,17-dibromo-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)

3D Structure for NP0241647 ((1s,9s,13z,21r)-5,17-dibromo-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)