NP-MRD: Showing NP-Card for n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid (NP0228946)

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Record Information

Version

2.0

Created at

2022-09-06 08:48:19 UTC

Updated at

2022-09-06 08:48:19 UTC

NP-MRD ID

NP0228946

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid

Description

N-[(1S,4S,9R,10S)-5-acetyl-9-[(2Z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]Dodeca-6,8(12)-dien-6-yl]ethanimidic acid belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring. n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid is found in Mycale mirabilis. Based on a literature review very few articles have been published on N-[(1S,4S,9R,10S)-5-acetyl-9-[(2Z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]Dodeca-6,8(12)-dien-6-yl]ethanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062210482D          

 27 29  0  0  1  0            999 V2000
    1.5690   -5.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9306   -4.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4693   -3.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8309   -2.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3696   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5466   -2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853   -1.6275    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5082   -2.2005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -1.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578    0.0135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5127    0.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    0.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5926    0.0135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3463   -0.3220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138    0.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674   -0.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9275    0.9834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4326   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1862   -1.4781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2725   -2.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050   -2.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0261   -2.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651   -1.6275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4959   -0.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821   -1.1425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3358   -1.4781    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 15 19  1  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 19 24  2  0  0  0  0
  9 24  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
 26 27  1  1  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
    4.8809   -0.3049    2.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7313   -1.1095    2.9819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4465   -0.8611    2.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6927   -1.2259    0.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -0.3942   -0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2263    0.9997    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587    1.4517   -0.6441 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8171    2.8146   -0.2740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2467    0.6882   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5490   -0.4000   -0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0688   -0.8693   -2.1455 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0737   -1.4638   -2.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1249   -1.8150   -1.9053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5662   -1.4086   -0.5571 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5295   -0.8448    0.3480 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8049   -1.4884    0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1767   -2.7638   -0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5966   -0.9267    1.3510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036    0.3505    1.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1128    0.7324    2.0855 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3061    1.9446    2.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2533    2.2693    3.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    2.9539    1.7899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1603    1.0604    0.7768 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8198    0.1953   -2.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4731   -2.1461 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3696    2.0617   -2.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8995    0.7231    2.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8218   -0.8240    2.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8454   -0.3114    1.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9969   -2.1915    2.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5588   -0.9592    4.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7419   -1.6601    2.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9659    0.0683    2.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9775   -2.2771    0.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8086   -0.7473   -1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954    1.3899    1.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0341    1.6046   -0.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0003    2.9360    0.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -1.7463   -1.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4842   -0.7147   -3.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7736   -2.3995   -3.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3528   -2.8808   -1.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0231   -1.2133   -2.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1056   -2.2900   -0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0521   -3.1734    0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5768   -2.6800   -1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4011   -3.5500    0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4916    1.4100    4.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1608    2.7122    3.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8237    3.0973    4.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0319    3.5531    2.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256    0.4248   -3.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7808   -0.2212   -3.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2411    2.1956   -2.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1240    1.2520   -2.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070    2.4257   -3.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6870    2.9276   -2.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7 26  1  0
 26 27  1  0
 26 25  1  0
 25 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 15 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 19 24  2  0
 24  9  1  0
  9 10  2  0
  9  7  1  0
 10 11  1  0
 10 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  8 39  1  0
 26 55  1  6
 27 56  1  0
 27 57  1  0
 27 58  1  0
 25 53  1  0
 25 54  1  0
 11 40  1  1
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  1
 17 46  1  0
 17 47  1  0
 17 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
M  END


  Mrv1652309062210482D          

 27 29  0  0  1  0            999 V2000
    1.5690   -5.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9306   -4.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4693   -3.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8309   -2.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3696   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5466   -2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853   -1.6275    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5082   -2.2005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -1.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578    0.0135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5127    0.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    0.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5926    0.0135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3463   -0.3220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138    0.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674   -0.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9275    0.9834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4326   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1862   -1.4781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2725   -2.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050   -2.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0261   -2.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651   -1.6275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4959   -0.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821   -1.1425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3358   -1.4781    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 15 19  1  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 19 24  2  0  0  0  0
  9 24  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
 26 27  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0228946

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC\C=C/C[C@@]1(O)[C@@H](C)C[C@@H]2CC[C@@H]3N(C(C)=O)C(N=C(C)O)=NC1=C23

> <INCHI_IDENTIFIER>
InChI=1S/C21H31N3O3/c1-5-6-7-8-11-21(27)13(2)12-16-9-10-17-18(16)19(21)23-20(22-14(3)25)24(17)15(4)26/h7-8,13,16-17,27H,5-6,9-12H2,1-4H3,(H,22,23,25)/b8-7-/t13-,16-,17-,21+/m0/s1

> <INCHI_KEY>
QDAPAVNNGPQYEF-IJAZRJCBSA-N

> <FORMULA>
C21H31N3O3

> <MOLECULAR_WEIGHT>
373.497

> <EXACT_MASS>
373.23654187

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.29168007293967

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(1S,4S,9R,10S)-5-acetyl-9-[(2Z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-6,8(12)-dien-6-yl]ethanimidic acid

> <JCHEM_LOGP>
2.2827215453333327

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.55316660286502

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.675006123416396

> <JCHEM_PKA_STRONGEST_BASIC>
3.0227844091645517

> <JCHEM_POLAR_SURFACE_AREA>
85.49

> <JCHEM_REFRACTIVITY>
106.55370000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1S,4S,9R,10S)-5-acetyl-9-[(2Z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-6,8(12)-dien-6-yl]ethanimidic 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       2.929  -9.529   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.604  -8.145   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.743  -6.868   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.418  -5.484   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.557  -4.207   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.020  -4.315   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.159  -3.038   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.949  -4.108   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.566  -2.412   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.727  -0.880   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.481   0.025   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.957   1.490   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.497   1.490   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.973   0.025   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       4.380  -0.601   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       5.626   0.304   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.033  -0.322   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.465   1.836   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.541  -2.133   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       5.948  -2.759   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       6.109  -4.291   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.863  -5.196   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.515  -4.917   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0       3.295  -3.038   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      -0.926  -0.601   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.087  -2.133   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.494  -2.759   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   26                                             
CONECT    8    7                                                            
CONECT    9    7   10   24                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12   25                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10   15                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   15   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19    9                                                       
CONECT   25   11   26                                                       
CONECT   26   25    7   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
N-[(1S,4S,9R,10S)-5-Acetyl-9-[(2Z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0,]dodeca-6,8(12)-dien-6-yl]ethanimidate	Generator

Chemical Formula

C₂₁H₃₁N₃O₃

Average Mass

373.4970 Da

Monoisotopic Mass

373.23654 Da

IUPAC Name

N-[(1S,4S,9R,10S)-5-acetyl-9-[(2Z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-6,8(12)-dien-6-yl]ethanimidic acid

Traditional Name

N-[(1S,4S,9R,10S)-5-acetyl-9-[(2Z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-6,8(12)-dien-6-yl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

CCC\C=C/C[C@@]1(O)[C@@H](C)C[C@@H]2CC[C@@H]3N(C(C)=O)C(N=C(C)O)=NC1=C23

InChI Identifier

InChI=1S/C21H31N3O3/c1-5-6-7-8-11-21(27)13(2)12-16-9-10-17-18(16)19(21)23-20(22-14(3)25)24(17)15(4)26/h7-8,13,16-17,27H,5-6,9-12H2,1-4H3,(H,22,23,25)/b8-7-/t13-,16-,17-,21+/m0/s1

InChI Key

QDAPAVNNGPQYEF-IJAZRJCBSA-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
Arenochalina mirabilis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Quinazoline
Hydropyrimidine
1,6-dihydropyrimidine
Tertiary alcohol
Acetamide
Carboxylic acid derivative
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
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	2.28	ChemAxon
pKa (Strongest Acidic)	5.68	ChemAxon
pKa (Strongest Basic)	3.02	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.49 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	106.55 m³·mol⁻¹	ChemAxon
Polarizability	42.29 Å³	ChemAxon
Number of Rings	3	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

162970194

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,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid (NP0228946)

MOL for NP0228946 (n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid)

3D MOL for NP0228946 (n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid)

3D SDF for NP0228946 (n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid)

3D-SDF for NP0228946 (n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid)

PDB for NP0228946 (n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid)

3D PDB for NP0228946 (n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid)

SMILES for NP0228946 (n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid)

INCHI for NP0228946 (n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid)

Structure for NP0228946 (n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid)

3D Structure for NP0228946 (n-[(1s,4s,9r,10s)-5-acetyl-9-[(2z)-hex-2-en-1-yl]-9-hydroxy-10-methyl-5,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-6,8(12)-dien-6-yl]ethanimidic acid)