NP-MRD: Showing NP-Card for Hypecoleptopine (NP0069181)

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Record Information

Version

2.0

Created at

2022-04-28 14:30:04 UTC

Updated at

2022-04-28 14:30:04 UTC

NP-MRD ID

NP0069181

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hypecoleptopine

Description

(5R)-4'-imino-6-methyl-2,6,7,8-tetrahydro-12',14'-dioxa-6'-azaspiro[[1,3]dioxolo[4,5-g]isoquinoline-5,5'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]Heptadecane]-1',3'(8'),6',9',11'(15'),16'-hexaene-2',7'-diol belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety. Hypecoleptopine is found in Hypecoum leptocarpum . Based on a literature review very few articles have been published on (5R)-4'-imino-6-methyl-2,6,7,8-tetrahydro-12',14'-dioxa-6'-azaspiro[[1,3]dioxolo[4,5-g]isoquinoline-5,5'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]Heptadecane]-1',3'(8'),6',9',11'(15'),16'-hexaene-2',7'-diol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216302D          

 33 39  0  0  1  0            999 V2000
    7.1397    3.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8256    3.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7716    2.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0316    1.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3457    2.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3997    3.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7138    3.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9739    3.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9198    2.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6057    1.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799    2.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    1.2138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939    2.4954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5480    3.3186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2879    3.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3420    4.5067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    4.1419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9161    4.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1762    4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1221    3.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8080    2.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7540    2.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0140    1.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3281    2.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821    3.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6802    1.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9656    0.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900    0.9718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862    4.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7679    4.4131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1499    1.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9630    0.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3472    1.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14 17  1  0  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  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 17 29  1  0  0  0  0
  7 30  1  0  0  0  0
  4 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
  3 33  1  0  0  0  0
M  END

     RDKit          3D

 52 58  0  0  0  0  0  0  0  0999 V2000
    1.9412    0.3201   -1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482    0.3706   -1.7431 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042   -0.0211   -0.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0207    0.1293   -0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5413    0.0605    0.7948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9200    0.2072    0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7753    0.4195   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1228    0.5649    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9859    0.7780   -0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4421    0.8452   -2.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0843    0.7040   -2.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2375    0.4886   -1.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8823    0.3447   -1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3121    0.4054   -2.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2683    0.8782   -0.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1907    0.9661    0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8716    0.5311    1.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639   -0.1639    1.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -0.2245    3.0901 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7290   -0.3090    1.7238 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2616   -0.6223    0.3977 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6508   -0.0864    0.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9142    1.2596    0.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1800    1.8035    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2563    0.9868    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0246   -0.3537    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7332   -0.8910    0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6068   -2.3465   -0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1844   -2.5713   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2972   -2.0122    0.2119 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721   -2.8320    0.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3946    1.8031    0.2751 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0286    3.1504    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6685    3.0922    0.7135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3236    0.1511    1.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1374    1.0132   -3.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7189    0.7660   -3.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8106    0.5531   -3.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2731    2.0176    1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9394    0.3270    1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103   -0.2001    2.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0864    1.9104    0.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8609   -0.9931   -0.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3287   -2.7100   -0.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6648   -2.9274    0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1264   -2.0473   -1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748   -3.6516   -0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4731   -2.4690    2.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6055   -2.8441    0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395   -3.8731    1.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1760    3.6413   -0.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6518    3.6608    1.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 29  1  0
 29 28  1  0
 28 27  1  0
 27 22  2  0
 22 23  1  0
 23 24  2  0
 24 34  1  0
 34 33  1  0
 33 32  1  0
 32 25  1  0
 25 26  2  0
 22 21  1  0
 21 20  1  1
 20 18  1  0
 18 19  2  0
 18  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8 17  1  0
 17 16  1  0
 16 15  1  0
 15  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13  4  2  0
  4  3  1  0
  3  2  2  0
 21 30  1  0
 21  3  1  0
 26 27  1  0
  4  5  1  0
 25 24  1  0
 12  7  1  0
  9  8  1  0
 31 48  1  0
 31 49  1  0
 31 50  1  0
 29 46  1  0
 29 47  1  0
 28 44  1  0
 28 45  1  0
 23 42  1  0
 33 51  1  0
 33 52  1  0
 26 43  1  0
 20 41  1  0
  6 35  1  0
 16 39  1  0
 16 40  1  0
 10 36  1  0
 11 37  1  0
 14 38  1  0
  2  1  1  0
M  END


  Mrv1652304282216302D          

 33 39  0  0  1  0            999 V2000
    7.1397    3.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8256    3.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7716    2.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0316    1.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3457    2.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3997    3.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7138    3.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9739    3.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9198    2.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6057    1.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799    2.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    1.2138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939    2.4954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5480    3.3186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2879    3.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3420    4.5067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    4.1419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9161    4.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1762    4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1221    3.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8080    2.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7540    2.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0140    1.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3281    2.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821    3.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6802    1.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9656    0.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900    0.9718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862    4.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7679    4.4131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1499    1.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9630    0.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3472    1.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14 17  1  0  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  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 17 29  1  0  0  0  0
  7 30  1  0  0  0  0
  4 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
  3 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069181

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CCC2=C(C=C3OCOC3=C2)[C@]11NC(=O)C2=CC3=C4OCOC4=CC=C3C(O)=C2C1=N

> <INCHI_IDENTIFIER>
InChI=1S/C24H19N3O6/c1-27-5-4-11-6-17-18(32-9-31-17)8-15(11)24(27)22(25)19-14(23(29)26-24)7-13-12(20(19)28)2-3-16-21(13)33-10-30-16/h2-3,6-8,25,28H,4-5,9-10H2,1H3,(H,26,29)/t24-/m0/s1

> <INCHI_KEY>
LUXLOXDDGNJPIC-DEOSSOPVSA-N

> <FORMULA>
C24H19N3O6

> <MOLECULAR_WEIGHT>
445.431

> <EXACT_MASS>
445.127385344

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
45.60308722653116

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S)-2'-hydroxy-4'-imino-6-methyl-2,6,7,8-tetrahydro-12',14'-dioxa-6'-azaspiro[[1,3]dioxolo[4,5-g]isoquinoline-5,5'-tetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadecane]-1'(17'),2',8',10',15'-pentaen-7'-one

> <ALOGPS_LOGP>
1.43

> <JCHEM_LOGP>
2.899148222666666

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.478600064458611

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.798901567830859

> <JCHEM_PKA_STRONGEST_BASIC>
5.786701939013262

> <JCHEM_POLAR_SURFACE_AREA>
113.34000000000002

> <JCHEM_REFRACTIVITY>
127.2504

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S)-2'-hydroxy-4'-imino-6-methyl-7,8-dihydro-2H-12',14'-dioxa-6'-azaspiro[[1,3]dioxolo[4,5-g]isoquinoline-5,5'-tetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadecane]-1'(17'),2',8',10',15'-pentaen-7'-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      13.327   6.526   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.608   5.671   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.507   4.134   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.126   3.453   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.845   4.309   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.946   5.845   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.666   6.701   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.285   6.020   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.184   4.483   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.464   3.628   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.802   3.802   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.702   2.266   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       6.522   4.658   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       6.623   6.195   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.004   6.876   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       8.105   8.412   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       6.724   7.731   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       5.443   8.587   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.062   7.906   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.961   6.369   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.242   5.514   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.141   3.977   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.760   3.296   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.479   4.152   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.580   5.689   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.270   3.199   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.803   1.754   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.341   1.814   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.441   9.094   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.767   8.238   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      13.346   1.929   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      14.864   1.668   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      15.581   3.031   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5   31                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   30                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    5                                                       
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   17   21                                             
CONECT   15   14    8   16                                                  
CONECT   16   15                                                            
CONECT   17   14   18   29                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   14   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   20                                                       
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   17                                                            
CONECT   30    7                                                            
CONECT   31    4   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32    3                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₁₉N₃O₆

Average Mass

445.4310 Da

Monoisotopic Mass

445.12739 Da

IUPAC Name

(5S)-2'-hydroxy-4'-imino-6-methyl-2,6,7,8-tetrahydro-12',14'-dioxa-6'-azaspiro[[1,3]dioxolo[4,5-g]isoquinoline-5,5'-tetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadecane]-1'(17'),2',8',10',15'-pentaen-7'-one

Traditional Name

(5S)-2'-hydroxy-4'-imino-6-methyl-7,8-dihydro-2H-12',14'-dioxa-6'-azaspiro[[1,3]dioxolo[4,5-g]isoquinoline-5,5'-tetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadecane]-1'(17'),2',8',10',15'-pentaen-7'-one

CAS Registry Number

Not Available

SMILES

CN1CCC2=C(C=C3OCOC3=C2)[C@]11NC(=O)C2=CC3=C4OCOC4=CC=C3C(O)=C2C1=N

InChI Identifier

InChI=1S/C24H19N3O6/c1-27-5-4-11-6-17-18(32-9-31-17)8-15(11)24(27)22(25)19-14(23(29)26-24)7-13-12(20(19)28)2-3-16-21(13)33-10-30-16/h2-3,6-8,25,28H,4-5,9-10H2,1H3,(H,26,29)/t24-/m0/s1

InChI Key

LUXLOXDDGNJPIC-DEOSSOPVSA-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
Hypecoum leptocarpum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Isoquinolones and derivatives

Direct Parent

Isoquinolones and derivatives

Alternative Parents

Substituents

1-naphthol
Isoquinolone
Tetrahydroisoquinoline
Naphthalene
Benzodioxole
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Secondary carboxylic acid amide
Lactam
Ketimine
Carboxamide group
Oxacycle
Azacycle
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
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	1.43	ALOGPS
logP	2.9	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	7.8	ChemAxon
pKa (Strongest Basic)	5.79	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.34 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	127.25 m³·mol⁻¹	ChemAxon
Polarizability	45.6 Å³	ChemAxon
Number of Rings	7	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

162908315

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Hypecoleptopine (NP0069181)

MOL for NP0069181 (Hypecoleptopine)

3D MOL for NP0069181 (Hypecoleptopine)

3D SDF for NP0069181 (Hypecoleptopine)

3D-SDF for NP0069181 (Hypecoleptopine)

PDB for NP0069181 (Hypecoleptopine)

3D PDB for NP0069181 (Hypecoleptopine)

SMILES for NP0069181 (Hypecoleptopine)

INCHI for NP0069181 (Hypecoleptopine)

Structure for NP0069181 (Hypecoleptopine)

3D Structure for NP0069181 (Hypecoleptopine)