NP-MRD: Showing NP-Card for n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid (NP0236554)

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Record Information

Version

2.0

Created at

2022-09-06 19:28:55 UTC

Updated at

2022-09-06 19:28:56 UTC

NP-MRD ID

NP0236554

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid

Description

Dibohemamine A belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring. Based on a literature review very few articles have been published on Dibohemamine A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062221282D          

 39 44  0  0  1  0            999 V2000
    3.1466   -4.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941   -3.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4180   -4.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2175   -3.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -2.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4889   -2.5891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2884   -1.8141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7358   -1.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4380   -0.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6406   -0.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4248    0.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6538    0.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9632    0.4984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0086   -0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3179   -0.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3634   -1.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0995   -1.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3273   -2.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6947    1.7736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435    2.4642    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4195    2.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7609    3.1068    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4007    3.6278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5320    2.8133    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4910    1.9893    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2873    2.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9423    1.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7662    1.2577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0777    0.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0323    0.9931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7709   -0.2781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9822    0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5946   -0.2326    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4098   -0.3594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8924   -1.0020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2527   -1.5230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2981   -2.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5595   -1.0755    0.0000 N   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 25 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 11 28  1  0  0  0  0
 28 29  2  0  0  0  0
  9 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  6  0  0  0
 36 35  1  6  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
  8 39  1  0  0  0  0
 32 39  1  0  0  0  0
M  END

     RDKit          3D

 75 80  0  0  0  0  0  0  0  0999 V2000
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   -4.3092    0.7634    1.3219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7567    0.5867   -0.3566 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2489   -0.6149    0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0102   -0.7898    0.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0374    0.2848    0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1756   -0.1836   -0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4521   -0.3349    0.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9913   -0.0759    1.3061 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7679    0.9250    1.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2848    1.1599    2.8166 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1157    1.8399    0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9086    2.8868    0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2123    3.7774   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4834    3.1762    2.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4410   -1.3453   -1.5759 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.5658   -2.0141   -2.9642 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3447   -0.6995   -2.2845 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7260    0.4225   -3.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9838   -0.5449   -1.7218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0650   -0.7037   -2.3611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8510   -2.1450    1.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2245   -2.6744    1.4269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1851   -2.7354    1.1589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7091   -2.8588    2.5884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3498   -4.0532    0.4933 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7081   -4.1648   -0.8282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907   -3.9843   -0.0031 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2395   -2.5525    0.1551 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8990   -2.1183   -1.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0090   -1.8215    0.3856 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7649    4.9921   -1.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3535    4.2095   -1.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1574    5.0814    0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6802    3.5208    1.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4034    1.7774    1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1966    2.7492    2.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7151    2.8158   -1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7860    0.4867    2.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3873    0.5373    1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3634    1.2023    0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7509    1.1116    3.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7043    1.6448   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7140    3.1247   -1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2905   -1.9412   -0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0299   -3.1870   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634   -2.6626   -3.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1452   -2.2413   -3.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7824    0.0329   -4.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7196    0.8527   -2.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710    1.2413   -3.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9312   -3.2339    3.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1123   -1.8647    2.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5759   -3.5459    2.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0411   -4.9682    1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130   -4.8091    0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8968   -2.3983    1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5865   -2.9191   -1.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
 38 37  1  0
 37 36  1  0
 36 35  1  0
 35 34  1  0
 34 32  1  0
 32 33  1  1
 32 39  1  0
 39  8  1  0
  8  7  1  0
  7  5  2  0
  5  6  1  0
  5  4  1  0
  4  2  2  0
  2  1  1  0
  2  3  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
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 12 13  1  0
 13 14  2  0
 14 15  1  0
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 17 18  1  0
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 12 20  1  0
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 21 23  1  0
 23 24  1  0
 24 25  1  0
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 26 28  1  0
 28 29  2  0
  9 30  1  0
 30 31  2  0
 39 37  1  0
 28 11  1  0
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 26 20  1  0
 25 23  1  0
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 38 74  1  0
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 36 71  1  1
 34 70  1  1
 33 67  1  0
 33 68  1  0
 33 69  1  0
  6 47  1  0
  4 46  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 43  1  0
  3 44  1  0
  3 45  1  0
 10 48  1  0
 10 49  1  0
 15 50  1  0
 16 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 19 57  1  0
 21 58  1  6
 22 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  6
 25 63  1  6
 27 64  1  0
 27 65  1  0
 27 66  1  0
M  END


  Mrv1652309062221282D          

 39 44  0  0  1  0            999 V2000
    3.1466   -4.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941   -3.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4007    3.6278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2873    2.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7662    1.2577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0777    0.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0323    0.9931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7709   -0.2781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9822    0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5946   -0.2326    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4098   -0.3594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8924   -1.0020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2527   -1.5230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2981   -2.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5595   -1.0755    0.0000 N   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 25 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 11 28  1  0  0  0  0
 28 29  2  0  0  0  0
  9 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  6  0  0  0
 36 35  1  6  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
  8 39  1  0  0  0  0
 32 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0236554

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@H]2O[C@H]2[C@]2(C)N1C(N=C(O)C=C(C)C)=C(CC1=C(N=C(O)C=C(C)C)N3[C@@H](C)[C@H]4O[C@H]4[C@@]3(C)C1=O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H36N4O6/c1-12(2)9-18(34)30-26-16(22(36)28(7)24-20(38-24)14(5)32(26)28)11-17-23(37)29(8)25-21(39-25)15(6)33(29)27(17)31-19(35)10-13(3)4/h9-10,14-15,20-21,24-25H,11H2,1-8H3,(H,30,34)(H,31,35)/t14-,15-,20+,21+,24+,25+,28+,29+/m0/s1

> <INCHI_KEY>
GUONLEGRVMXNQJ-YYUXWGNSSA-N

> <FORMULA>
C29H36N4O6

> <MOLECULAR_WEIGHT>
536.629

> <EXACT_MASS>
536.263484895

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
56.94702716050089

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(1aR,2S,6aS,6bS)-5-{[(1aR,2S,6aS,6bS)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1aH,2H,6H,6aH,6bH-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1aH,2H,6H,6aH,6bH-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid

> <JCHEM_LOGP>
3.2071280212599205

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.961137511191531

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.330142532908829

> <JCHEM_PKA_STRONGEST_BASIC>
6.942730828696303

> <JCHEM_POLAR_SURFACE_AREA>
130.86

> <JCHEM_REFRACTIVITY>
163.94279999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1aR,2S,6aS,6bS)-5-{[(1aR,2S,6aS,6bS)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1aH,2H,6bH-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1aH,2H,6bH-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       5.874  -8.714   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.709  -7.421   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.247  -7.497   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.006  -6.050   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.841  -4.757   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.379  -4.833   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       6.138  -3.386   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.973  -2.092   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.418  -0.656   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.929  -0.262   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.526   1.225   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.087   1.773   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.798   0.930   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       1.883  -0.607   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.257  -1.303   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.593  -1.450   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.678  -2.987   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.052  -3.683   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.611  -3.830   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       3.164   3.311   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       2.321   4.600   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.783   4.676   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.287   5.799   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.481   6.772   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.726   5.251   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.650   3.713   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.136   4.116   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.492   2.424   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       7.030   2.348   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.612   0.316   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.527   1.854   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.906  -0.519   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.300   0.970   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.443  -0.434   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      11.965  -0.671   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      10.999  -1.870   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.805  -2.843   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.890  -4.381   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0       8.511  -2.008   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   39                                                  
CONECT    9    8   10   30                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   28                                                  
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   12   21   26                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23   25                                                       
CONECT   25   24   23   26                                                  
CONECT   26   25   20   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   11   29                                                  
CONECT   29   28                                                            
CONECT   30    9   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34   39                                             
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34   36                                                       
CONECT   36   35   34   37                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37    8   32                                                  
MASTER        0    0    0    0    0    0    0    0   39    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₆N₄O₆

Average Mass

536.6290 Da

Monoisotopic Mass

536.26348 Da

IUPAC Name

N-[(1aR,2S,6aS,6bS)-5-{[(1aR,2S,6aS,6bS)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1aH,2H,6H,6aH,6bH-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1aH,2H,6H,6aH,6bH-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid

Traditional Name

N-[(1aR,2S,6aS,6bS)-5-{[(1aR,2S,6aS,6bS)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1aH,2H,6bH-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1aH,2H,6bH-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H]2O[C@H]2[C@]2(C)N1C(N=C(O)C=C(C)C)=C(CC1=C(N=C(O)C=C(C)C)N3[C@@H](C)[C@H]4O[C@H]4[C@@]3(C)C1=O)C2=O

InChI Identifier

InChI=1S/C29H36N4O6/c1-12(2)9-18(34)30-26-16(22(36)28(7)24-20(38-24)14(5)32(26)28)11-17-23(37)29(8)25-21(39-25)15(6)33(29)27(17)31-19(35)10-13(3)4/h9-10,14-15,20-21,24-25H,11H2,1-8H3,(H,30,34)(H,31,35)/t14-,15-,20+,21+,24+,25+,28+,29+/m0/s1

InChI Key

GUONLEGRVMXNQJ-YYUXWGNSSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolizines

Sub Class

Not Available

Direct Parent

Pyrrolizines

Alternative Parents

Substituents

Pyrrolizine
Oxazinane
N-acyl-amine
Morpholine
Vinylogous amide
Pyrroline
Pyrrolidine
Secondary carboxylic acid amide
Ketone
Ketene acetal or derivatives
Carboxamide group
Oxacycle
Azacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	3.21	ChemAxon
pKa (Strongest Acidic)	4.33	ChemAxon
pKa (Strongest Basic)	6.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	130.86 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	163.94 m³·mol⁻¹	ChemAxon
Polarizability	56.95 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

58196539

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132522159

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid (NP0236554)

MOL for NP0236554 (n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid)

3D MOL for NP0236554 (n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid)

3D SDF for NP0236554 (n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid)

3D-SDF for NP0236554 (n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid)

PDB for NP0236554 (n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid)

3D PDB for NP0236554 (n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid)

SMILES for NP0236554 (n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid)

INCHI for NP0236554 (n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid)

Structure for NP0236554 (n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid)

3D Structure for NP0236554 (n-[(1ar,2s,6as,6bs)-5-{[(1ar,2s,6as,6bs)-4-[(1-hydroxy-3-methylbut-2-en-1-ylidene)amino]-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-5-yl]methyl}-2,6a-dimethyl-6-oxo-1ah,2h,6bh-oxireno[2,3-a]pyrrolizin-4-yl]-3-methylbut-2-enimidic acid)