NP-MRD: Showing NP-Card for n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid (NP0319973)

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Record Information

Version

2.0

Created at

2022-09-11 21:17:14 UTC

Updated at

2022-09-11 21:17:14 UTC

NP-MRD ID

NP0319973

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid

Description

N-[(1S,2R,7R,10S,11S,14S,15S)-14-[(1R)-1-(dimethylamino)ethyl]-2,15-dimethyl-6-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-4-en-5-yl]carboximidic acid belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton. n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid is found in Sarcococca hookeriana. Based on a literature review very few articles have been published on N-[(1S,2R,7R,10S,11S,14S,15S)-14-[(1R)-1-(dimethylamino)ethyl]-2,15-dimethyl-6-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-4-en-5-yl]carboximidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112223172D          

 28 31  0  0  1  0            999 V2000
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7019   -0.3836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2974   -2.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1095   -2.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -3.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -2.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 13 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  6 24  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  1  0  0  0
  2 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END

     RDKit          3D

 66 69  0  0  0  0  0  0  0  0999 V2000
   -4.0192    1.4207   -1.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1394    0.9961   -0.1790 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8948    0.9179    0.5295 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0397    0.5167    2.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5699    0.5991    2.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7743    0.6928    1.2163 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5041   -0.0410    1.1914 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3893    0.2479    2.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726   -0.5618    2.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3801    0.1083    1.0145 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7447   -0.4307    0.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2981   -1.2860    1.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4420    0.1187   -0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8591    0.0990   -0.4544 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5299   -0.8382   -0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9153   -0.8223   -1.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6980    0.6267   -1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2291    0.6825   -1.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5789   -0.0934   -0.2404 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5831   -1.5612   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1662    0.3717   -0.1239 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3189   -0.2597   -1.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1157    0.2264   -1.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7611    0.0558    0.1877 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8118   -1.3753    0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1397   -0.0324    0.0041 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4911    0.4578   -0.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9496   -1.1163   -0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2285    2.2016   -1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0072    1.8735   -1.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8015    0.6284   -2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6867    1.9177    0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4838    1.9816    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561   -0.4806    2.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6579    1.2848    2.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4827    1.5901    2.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2918   -0.1624    3.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6566    1.7213    0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396   -1.1484    1.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9028   -0.2071    3.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6241    1.3063    2.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892   -1.5961    1.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3094   -0.5789    3.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4768    1.1916    1.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0247   -1.6801   -1.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4660   -0.0680   -1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1752    1.0544   -2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7889    0.4174   -2.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558    1.7592   -1.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3362   -1.6027   -1.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642   -2.0389   -0.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8442   -2.1475   -0.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730    1.4720   -0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -1.3530   -1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7163    0.0960   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6772   -0.3742   -1.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0771    1.3185   -1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0855   -1.9527    0.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4499   -1.5260    1.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603   -1.8841    0.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8380    1.1189    0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5558    0.8683   -1.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1276   -0.4703   -0.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6945   -1.0606   -1.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1286   -2.0593   -0.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9143   -1.1306   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
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 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 13 14  1  0
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  2 26  1  0
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 26 28  1  0
 24  3  1  0
 24  6  1  0
 21  7  1  0
 19 10  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  1
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  6
  7 39  1  6
  8 40  1  0
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 18 48  1  0
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 27 61  1  0
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 28 64  1  0
 28 65  1  0
 28 66  1  0
M  END


  Mrv1652309112223172D          

 28 31  0  0  1  0            999 V2000
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7019   -0.3836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2974   -2.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1095   -2.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -3.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -2.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 13 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
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 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
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  6 24  1  0  0  0  0
  3 24  1  0  0  0  0
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 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0319973

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]([C@H]1CC[C@H]2[C@@H]3CC[C@H]4C(=O)C(=CC[C@]4(C)[C@H]3CC[C@]12C)N=CO)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C24H38N2O2/c1-15(26(4)5)17-8-9-18-16-6-7-20-22(28)21(25-14-27)11-13-24(20,3)19(16)10-12-23(17,18)2/h11,14-20H,6-10,12-13H2,1-5H3,(H,25,27)/t15-,16+,17-,18+,19+,20+,23-,24-/m1/s1

> <INCHI_KEY>
BRKREXSOPCTPTI-UPVUKQMHSA-N

> <FORMULA>
C24H38N2O2

> <MOLECULAR_WEIGHT>
386.58

> <EXACT_MASS>
386.293328472

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.853696752034935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(1S,2R,7R,10S,11S,14S,15S)-14-[(1R)-1-(dimethylamino)ethyl]-2,15-dimethyl-6-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-4-en-5-yl]carboximidic acid

> <JCHEM_LOGP>
1.6519107992507545

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.334350771559654

> <JCHEM_PKA_STRONGEST_BASIC>
9.600299342130533

> <JCHEM_POLAR_SURFACE_AREA>
52.9

> <JCHEM_REFRACTIVITY>
114.85259999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1S,2R,7R,10S,11S,14S,15S)-14-[(1R)-1-(dimethylamino)ethyl]-2,15-dimethyl-6-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-4-en-5-yl]carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       5.363  -7.289   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      14.377  -0.716   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      16.362  -3.071   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      17.355  -4.248   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      18.871  -3.977   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       3.257  -5.652   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       2.312  -6.868   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.676  -4.226   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   24                                                  
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   13   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   10   20   21                                             
CONECT   20   19                                                            
CONECT   21   19    7   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    6    3   25                                             
CONECT   25   24                                                            
CONECT   26    2   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
N-[(1S,2R,7R,10S,11S,14S,15S)-14-[(1R)-1-(Dimethylamino)ethyl]-2,15-dimethyl-6-oxotetracyclo[8.7.0.0,.0,]heptadec-4-en-5-yl]carboximidate	Generator

Chemical Formula

C₂₄H₃₈N₂O₂

Average Mass

386.5800 Da

Monoisotopic Mass

386.29333 Da

IUPAC Name

N-[(1S,2R,7R,10S,11S,14S,15S)-14-[(1R)-1-(dimethylamino)ethyl]-2,15-dimethyl-6-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-4-en-5-yl]carboximidic acid

Traditional Name

N-[(1S,2R,7R,10S,11S,14S,15S)-14-[(1R)-1-(dimethylamino)ethyl]-2,15-dimethyl-6-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-4-en-5-yl]carboximidic acid

CAS Registry Number

Not Available

SMILES

C[C@H]([C@H]1CC[C@H]2[C@@H]3CC[C@H]4C(=O)C(=CC[C@]4(C)[C@H]3CC[C@]12C)N=CO)N(C)C

InChI Identifier

InChI=1S/C24H38N2O2/c1-15(26(4)5)17-8-9-18-16-6-7-20-22(28)21(25-14-27)11-13-24(20,3)19(16)10-12-23(17,18)2/h11,14-20H,6-10,12-13H2,1-5H3,(H,25,27)/t15-,16+,17-,18+,19+,20+,23-,24-/m1/s1

InChI Key

BRKREXSOPCTPTI-UPVUKQMHSA-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
Sarcococca hookeriana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

Oxosteroids

Alternative Parents

Substituents

22-azasteroid
Pregnane-skeleton
Pregnane-type alkaloid
Steroidal alkaloid
Oxosteroid
4-oxosteroid
Azasteroid
Alkaloid or derivatives
Cyclohexenone
Tertiary aliphatic amine
Tertiary amine
Ketone
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Carboximidic acid
Carboximidic acid derivative
Amine
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	1.65	ChemAxon
pKa (Strongest Acidic)	4.33	ChemAxon
pKa (Strongest Basic)	9.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	114.85 m³·mol⁻¹	ChemAxon
Polarizability	46.85 Å³	ChemAxon
Number of Rings	4	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

163010893

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid (NP0319973)

MOL for NP0319973 (n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid)

3D MOL for NP0319973 (n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid)

3D SDF for NP0319973 (n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid)

3D-SDF for NP0319973 (n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid)

PDB for NP0319973 (n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid)

3D PDB for NP0319973 (n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid)

SMILES for NP0319973 (n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid)

INCHI for NP0319973 (n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid)

Structure for NP0319973 (n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid)

3D Structure for NP0319973 (n-[(1s,3as,3bs,5ar,9ar,9bs,11as)-1-[(1r)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-6-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]carboximidic acid)