NP-MRD: Showing NP-Card for (1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol (NP0150643)

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Record Information

Version

2.0

Created at

2022-09-02 06:49:11 UTC

Updated at

2022-09-02 06:49:11 UTC

NP-MRD ID

NP0150643

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol

Description

(1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol is found in Hapalosiphon delicatulus. Based on a literature review very few articles have been published on (1S,3S,4R,5S,6S,8S,19S)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]Icosa-10(18),12,14,16-tetraen-19-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022208492D          

 31 36  0  0  1  0            999 V2000
    4.4743   -2.0162    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    3.6577   -1.8985    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.8412   -1.7809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4686   -1.2452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1689   -0.8091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4411   -0.4207    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7793    0.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4067    0.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3967    0.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9815   -0.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890    0.3922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417   -0.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3826   -0.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8243   -0.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4417   -1.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3826   -1.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243   -0.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6486   -0.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0312   -1.6242    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5237   -0.9624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5894   -2.3210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9720   -3.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7963   -3.0861    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1789   -3.8170    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -2.3893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0478   -2.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9646   -2.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896   -3.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651   -2.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7023   -3.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0480   -2.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  6  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 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
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10 18  2  0  0  0  0
 18 19  1  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  1  0  0  0
 27 28  2  0  0  0  0
 21 29  1  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  CHG  2   1  -1   2   1
M  END

     RDKit          3D

 60 65  0  0  0  0  0  0  0  0999 V2000
    0.6078   -1.2069   -3.1572 C   0  0  0  0  0  3  0  0  0  0  0  0
    0.9148   -0.8921   -2.0573 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.3317   -0.4907   -0.7349 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0856    0.7307   -0.8785 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2843    1.1032   -0.3438 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2488    1.5745    0.3683 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4201    2.7933    0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706    3.4116   -1.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425    3.7871    1.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0012    2.2620    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722    3.0950   -0.0742 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1990    2.4064   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5645    2.7081   -0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5059    1.6989   -0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089    0.3572   -0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7629    0.0592    0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8752    1.0954   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5053    0.9928    0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1026   -0.3304    0.1075 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3677   -0.6914    1.4594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8326   -1.4414   -0.3589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1743   -2.7140    0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2087   -2.8936   -0.3288 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9378   -4.3192    0.4263 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0971   -1.7072   -0.2418 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1645   -1.9277   -1.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460   -1.5094    0.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6858   -2.0347    2.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2315   -1.3309    0.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4306   -1.8660    1.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1161   -2.1885   -0.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017    1.2975   -1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0820    1.1381    1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8727    3.0486   -1.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1801    3.1851   -2.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9996    4.5177   -1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228    4.2248    1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699    4.6322    0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0091    3.3771    2.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0041    4.1409   -0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8370    3.7668   -0.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5615    1.9579   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8203   -0.4382   -0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0606    0.0547    2.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845   -1.5567   -1.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1945   -2.7851    1.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7968   -3.5501   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971   -3.1738   -1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050   -2.3039   -2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9547   -2.5945   -0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5607   -0.9281   -1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6997   -0.7918    0.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3380   -1.7767    2.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9045   -2.7399    2.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3655   -1.4217    1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6193   -1.6504    2.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6226   -2.9769    1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6521   -3.1747   -0.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2458   -1.6233   -1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0930   -2.3872   -0.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 31  1  0
 29 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  1
 27 28  2  3
 25  3  1  0
  3  2  1  6
  2  1  3  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 18  2  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 18 19  1  0
 19 20  1  1
 16 29  1  0
 19 21  1  0
 19  3  1  0
  6  4  1  0
 11 10  1  0
 12 17  1  0
 30 55  1  0
 30 56  1  0
 30 57  1  0
 31 58  1  0
 31 59  1  0
 31 60  1  0
 21 45  1  6
 22 46  1  0
 22 47  1  0
 23 48  1  6
 26 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
  4 32  1  6
  6 33  1  1
  8 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
 15 43  1  0
 14 42  1  0
 13 41  1  0
 11 40  1  0
 20 44  1  0
M  CHG  2   1  -1   2   1
M  END


  Mrv1652309022208492D          

 31 36  0  0  1  0            999 V2000
    4.4743   -2.0162    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    3.6577   -1.8985    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.8412   -1.7809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4686   -1.2452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1689   -0.8091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4411   -0.4207    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7793    0.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4067    0.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3967    0.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9815   -0.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4417   -0.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8243   -0.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5237   -0.9624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5894   -2.3210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9720   -3.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7963   -3.0861    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1789   -3.8170    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -2.3893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0478   -2.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9646   -2.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896   -3.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651   -2.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7023   -3.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0480   -2.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  6  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
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 27 28  2  0  0  0  0
 21 29  1  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  CHG  2   1  -1   2   1
M  END
> <DATABASE_ID>
NP0150643

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)[C@@H]2C[C@H](Cl)[C@](C)(C=C)[C@]3([N+]#[C-])[C@@H]4O[C@H]4C(C)(C)C4=C(C5=C1C=CC=C5N4)[C@@]23O

> <INCHI_IDENTIFIER>
InChI=1S/C26H29ClN2O2/c1-8-24(6)16(27)12-15-22(2,3)13-10-9-11-14-17(13)18-19(29-14)23(4,5)20-21(31-20)26(24,28-7)25(15,18)30/h8-11,15-16,20-21,29-30H,1,12H2,2-6H3/t15-,16-,20+,21+,24-,25-,26+/m0/s1

> <INCHI_KEY>
LYCKQMCCONKVPQ-ZHOOUNCMSA-N

> <FORMULA>
C26H29ClN2O2

> <MOLECULAR_WEIGHT>
436.98

> <EXACT_MASS>
436.1917559

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
47.28460178166341

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,4R,5S,6S,8S,19S)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0^{5,19}.0^{6,8}.0^{10,18}.0^{12,17}]icosa-10(18),12,14,16-tetraen-19-ol

> <ALOGPS_LOGP>
6.17

> <JCHEM_LOGP>
2.6051284621240547

> <ALOGPS_LOGS>
-5.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.615790043709488

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.081022566615799

> <JCHEM_PKA_STRONGEST_BASIC>
-4.075449101600438

> <JCHEM_POLAR_SURFACE_AREA>
52.91

> <JCHEM_REFRACTIVITY>
130.05189999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,4R,5S,6S,8S,19S)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0^{5,19}.0^{6,8}.0^{10,18}.0^{12,17}]icosa-10(18),12,14,16-tetraen-19-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       8.352  -3.764   0.000  0.00  0.00           C-1
HETATM    2  N   UNK     0       6.828  -3.544   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       5.303  -3.324   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.475  -2.324   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.782  -1.510   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.423  -0.785   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.188   0.134   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.359   1.134   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.474   1.499   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.699  -0.258   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.406   0.732   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       0.825  -0.239   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.714  -0.176   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.539  -1.476   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.825  -2.841   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.714  -2.904   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.539  -1.604   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.077  -1.667   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.791  -3.032   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.711  -1.796   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.967  -4.333   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.681  -5.697   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.220  -5.761   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0       5.934  -7.125   0.000  0.00  0.00          Cl+0
HETATM   25  C   UNK     0       6.044  -4.460   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.556  -4.166   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.401  -5.189   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.447  -6.729   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.428  -4.269   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.311  -5.804   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.090  -5.030   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19   25                                             
CONECT    4    3    5    6                                                  
CONECT    5    4    6                                                       
CONECT    6    5    4    7                                                  
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   29                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17   10   19                                                  
CONECT   19   18    3   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    3   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   21   16   30   31                                             
CONECT   30   29                                                            
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

C₂₆H₂₉ClN₂O₂

Average Mass

436.9800 Da

Monoisotopic Mass

436.19176 Da

IUPAC Name

(1S,3S,4R,5S,6S,8S,19S)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0^{5,19}.0^{6,8}.0^{10,18}.0^{12,17}]icosa-10(18),12,14,16-tetraen-19-ol

Traditional Name

(1S,3S,4R,5S,6S,8S,19S)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0^{5,19}.0^{6,8}.0^{10,18}.0^{12,17}]icosa-10(18),12,14,16-tetraen-19-ol

CAS Registry Number

Not Available

SMILES

CC1(C)[C@@H]2C[C@H](Cl)[C@](C)(C=C)[C@]3([N+]#[C-])[C@@H]4O[C@H]4C(C)(C)C4=C(C5=C1C=CC=C5N4)[C@@]23O

InChI Identifier

InChI=1S/C26H29ClN2O2/c1-8-24(6)16(27)12-15-22(2,3)13-10-9-11-14-17(13)18-19(29-14)23(4,5)20-21(31-20)26(24,28-7)25(15,18)30/h8-11,15-16,20-21,29-30H,1,12H2,2-6H3/t15-,16-,20+,21+,24-,25-,26+/m0/s1

InChI Key

LYCKQMCCONKVPQ-ZHOOUNCMSA-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
Hapalosiphon delicatulus	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	6.17	ALOGPS
logP	2.61	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	12.08	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.91 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	130.05 m³·mol⁻¹	ChemAxon
Polarizability	47.28 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

163190271

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol (NP0150643)

MOL for NP0150643 ((1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol)

3D MOL for NP0150643 ((1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol)

3D SDF for NP0150643 ((1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol)

3D-SDF for NP0150643 ((1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol)

PDB for NP0150643 ((1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol)

3D PDB for NP0150643 ((1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol)

SMILES for NP0150643 ((1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol)

INCHI for NP0150643 ((1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol)

Structure for NP0150643 ((1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol)

3D Structure for NP0150643 ((1s,3s,4r,5s,6s,8s,19s)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10(18),12,14,16-tetraen-19-ol)