NP-MRD: Showing NP-Card for Tjipanazole C2 (NP0070530)

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Record Information

Version

2.0

Created at

2022-04-28 15:55:18 UTC

Updated at

2022-04-28 15:55:18 UTC

NP-MRD ID

NP0070530

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tjipanazole C2

Description

(2R,3R,4R,5R,6R)-2-{7-chloro-3,20-diazapentacyclo[11.7.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]Icosa-1(13),2(10),4(9),5,7,11,14,16,18-nonaen-3-yl}-6-methyloxane-3,4,5-triol belongs to the class of organic compounds known as indolocarbazoles. These are polycyclic aromatic compounds containing an indole fused to a carbazole. Tjipanazole C2 is found in Tolypothrix tjipanasensis DB-1-1A. Based on a literature review very few articles have been published on (2R,3R,4R,5R,6R)-2-{7-chloro-3,20-diazapentacyclo[11.7.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]Icosa-1(13),2(10),4(9),5,7,11,14,16,18-nonaen-3-yl}-6-methyloxane-3,4,5-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217552D          

 31 36  0  0  1  0            999 V2000
    2.6876    0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2751    0.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6876    1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5126    1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9251    0.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5126    0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0647   -0.4080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8183   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1532    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2394    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5720   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356   -0.4080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3071   -1.2150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0917   -1.4699    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2633   -2.2769    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6502   -2.8289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8655   -2.5740    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6940   -1.7670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2525   -3.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8217   -3.6359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0479   -2.5318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048   -0.9179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204    1.3823    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  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
  1  6  1  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
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  2  0  0  0  0
  2 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  1 16  1  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 21 23  1  1  0  0  0
 20 24  1  1  0  0  0
 19 25  1  6  0  0  0
 18 26  1  6  0  0  0
 15 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 14 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 52 57  0  0  0  0  0  0  0  0999 V2000
    2.9439   -2.4006    1.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6730   -1.5317    0.1675 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4293   -1.0645    0.0515 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273   -0.0210   -0.7763 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2571    0.9402   -0.2099 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468    2.2210    0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6968    2.9698    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7107    4.2932    0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5977    4.9226    0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6656    6.6034    1.4185 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514    4.1737    1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564    2.8567    0.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5702    1.9308    0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876    2.0112    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7208    0.9354    0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1910   -0.2282    0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7707   -1.4866    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0645   -1.9007    0.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3967   -3.2176    0.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4372   -4.0493   -0.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1396   -3.6194   -0.5799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8053   -2.3016   -0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6441   -1.6077   -0.4207 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8633   -0.3612    0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370    0.7560    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412    0.3324   -1.6641 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1618   -0.5573   -2.8066 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    0.1321   -1.2160 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3892   -0.7796   -2.0021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7293   -0.4273    0.1821 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4948    0.4582    1.1922 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7621   -1.8036    2.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0469   -2.6282    1.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3356   -3.3317    1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9231   -2.1475   -0.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250   -0.5573   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5748    2.4985   -0.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6716    4.8093    0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4550    4.6078    1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2100    2.9820    1.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7363    0.9767    1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7751   -1.2073    0.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4063   -3.5208    0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7399   -5.0782   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3988   -4.2625   -0.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8116   -2.0864   -0.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0575    1.2910   -2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2174   -0.5253   -3.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2622    1.0593   -1.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3388   -0.6488   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7148   -0.9422    0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5323    0.5327    1.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  4  5  1  0
  5  6  1  0
  6 12  1  0
 12 11  2  0
 11  9  1  0
  9 10  1  0
  9  8  2  0
  8  7  1  0
 12 13  1  0
 13 25  2  0
 25 24  1  0
 24 16  2  0
 16 15  1  0
 15 14  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 30  2  1  0
 25  5  1  0
 23 24  1  0
  7  6  2  0
 14 13  1  0
 22 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  6
  4 36  1  6
 26 47  1  6
 27 48  1  0
 28 49  1  1
 29 50  1  0
 30 51  1  1
 31 52  1  0
 11 39  1  0
  8 38  1  0
  7 37  1  0
 15 41  1  0
 14 40  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 23 46  1  0
M  END


  Mrv1652304282217552D          

 31 36  0  0  1  0            999 V2000
    2.6876    0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2751    0.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6876    1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5126    1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9251    0.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5126    0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0647   -0.4080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8183   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1532    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2394    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5720   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356   -0.4080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3071   -1.2150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0917   -1.4699    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2633   -2.2769    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6502   -2.8289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8655   -2.5740    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6940   -1.7670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2525   -3.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8217   -3.6359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0479   -2.5318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048   -0.9179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204    1.3823    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  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
  1  6  1  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
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  2  0  0  0  0
  2 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  1 16  1  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 21 23  1  1  0  0  0
 20 24  1  1  0  0  0
 19 25  1  6  0  0  0
 18 26  1  6  0  0  0
 15 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 14 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0070530

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@H]([C@H](O)[C@H](O)[C@H]1O)N1C2=C(C=C(Cl)C=C2)C2=C1C1=C(C=C2)C2=CC=CC=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C24H21ClN2O4/c1-11-21(28)22(29)23(30)24(31-11)27-18-9-6-12(25)10-16(18)15-8-7-14-13-4-2-3-5-17(13)26-19(14)20(15)27/h2-11,21-24,26,28-30H,1H3/t11-,21+,22-,23-,24-/m1/s1

> <INCHI_KEY>
LBDPGQPRGMVQFN-HHTRDJEISA-N

> <FORMULA>
C24H21ClN2O4

> <MOLECULAR_WEIGHT>
436.89

> <EXACT_MASS>
436.1189849

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
46.48869997565566

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4R,5R,6R)-2-{7-chloro-3,20-diazapentacyclo[11.7.0.0^{2,10}.0^{4,9}.0^{14,19}]icosa-1(13),2(10),4(9),5,7,11,14,16,18-nonaen-3-yl}-6-methyloxane-3,4,5-triol

> <ALOGPS_LOGP>
3.70

> <JCHEM_LOGP>
3.6691941219999995

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.295129713306181

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.372847540607687

> <JCHEM_PKA_STRONGEST_BASIC>
-3.610966730112186

> <JCHEM_POLAR_SURFACE_AREA>
90.64

> <JCHEM_REFRACTIVITY>
116.7063

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5R,6R)-2-{7-chloro-3,20-diazapentacyclo[11.7.0.0^{2,10}.0^{4,9}.0^{14,19}]icosa-1(13),2(10),4(9),5,7,11,14,16,18-nonaen-3-yl}-6-methyloxane-3,4,5-triol

> <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       5.017   0.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.247   1.717   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.017   3.050   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.557   3.050   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.327   1.717   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.557   0.383   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       7.587  -0.762   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.994  -0.135   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.833   1.396   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.079   2.302   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.486   1.675   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.647   0.144   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.401  -0.762   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.741   1.396   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.580  -0.135   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       3.986  -0.762   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       4.307  -2.268   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.771  -2.744   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.091  -4.250   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.947  -5.281   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.482  -4.805   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.162  -3.298   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.338  -5.835   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.267  -6.787   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.556  -4.726   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.916  -1.713   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.173  -0.762   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.073   0.144   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.088   1.675   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.495   2.302   0.000  0.00  0.00           C+0
HETATM   31 Cl   UNK     0      -1.158   2.580   0.000  0.00  0.00          Cl+0
CONECT    1    2    6   16                                                  
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8    5   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    2   15   30                                                  
CONECT   15   14   16   27                                                  
CONECT   16   15    1   17                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18   20   25                                                  
CONECT   20   19   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   17                                                       
CONECT   23   21                                                            
CONECT   24   20                                                            
CONECT   25   19                                                            
CONECT   26   18                                                            
CONECT   27   15   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29   14                                                       
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₁ClN₂O₄

Average Mass

436.8900 Da

Monoisotopic Mass

436.11898 Da

IUPAC Name

(2R,3R,4R,5R,6R)-2-{7-chloro-3,20-diazapentacyclo[11.7.0.0^{2,10}.0^{4,9}.0^{14,19}]icosa-1(13),2(10),4(9),5,7,11,14,16,18-nonaen-3-yl}-6-methyloxane-3,4,5-triol

Traditional Name

(2R,3R,4R,5R,6R)-2-{7-chloro-3,20-diazapentacyclo[11.7.0.0^{2,10}.0^{4,9}.0^{14,19}]icosa-1(13),2(10),4(9),5,7,11,14,16,18-nonaen-3-yl}-6-methyloxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@H]([C@H](O)[C@H](O)[C@H]1O)N1C2=C(C=C(Cl)C=C2)C2=C1C1=C(C=C2)C2=CC=CC=C2N1

InChI Identifier

InChI=1S/C24H21ClN2O4/c1-11-21(28)22(29)23(30)24(31-11)27-18-9-6-12(25)10-16(18)15-8-7-14-13-4-2-3-5-17(13)26-19(14)20(15)27/h2-11,21-24,26,28-30H,1H3/t11-,21+,22-,23-,24-/m1/s1

InChI Key

LBDPGQPRGMVQFN-HHTRDJEISA-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
Tolypothrix tjipanasensis DB-1-1A	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolocarbazoles. These are polycyclic aromatic compounds containing an indole fused to a carbazole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Indolocarbazoles

Alternative Parents

Substituents

Indolocarbazole
Pyrrolo[2,3-a]carbazole
Pyrroloindole
Glycosyl compound
N-glycosyl compound
N-alkylindole
Indole
Aryl chloride
Aryl halide
Oxane
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Secondary alcohol
Polyol
Azacycle
Oxacycle
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen 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	3.7	ALOGPS
logP	3.67	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	12.37	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	90.64 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	116.71 m³·mol⁻¹	ChemAxon
Polarizability	46.49 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

162850461

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Tjipanazole C2 (NP0070530)

MOL for NP0070530 (Tjipanazole C2)

3D MOL for NP0070530 (Tjipanazole C2)

3D SDF for NP0070530 (Tjipanazole C2)

3D-SDF for NP0070530 (Tjipanazole C2)

PDB for NP0070530 (Tjipanazole C2)

3D PDB for NP0070530 (Tjipanazole C2)

SMILES for NP0070530 (Tjipanazole C2)

INCHI for NP0070530 (Tjipanazole C2)

Structure for NP0070530 (Tjipanazole C2)

3D Structure for NP0070530 (Tjipanazole C2)