NP-MRD: Showing NP-Card for octacyclin A (NP0333732)

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Record Information

Version

2.0

Created at

2024-08-17 04:45:16 UTC

Updated at

2024-09-16 10:47:03 UTC

NP-MRD ID

NP0333732

Natural Product DOI

https://doi.org/10.57994/3211

Secondary Accession Numbers

None

Natural Product Identification

Common Name

octacyclin A

Description

Based on a literature review very few articles have been published on octacyclin A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05012307182D          

 49 56  0  0  1  0            999 V2000
    5.3717   -4.7430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5983   -3.8973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9075   -3.3793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2069   -2.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2346   -2.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5345   -1.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7788   -2.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4789   -3.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2728   -2.7566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5705   -2.3238    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6996   -2.0965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9866   -1.6278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6019   -2.5557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3081   -2.2069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0259   -1.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7443   -1.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8698   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336   -0.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1594   -0.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7200   -1.5142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3357   -0.9650    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0719   -1.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9694   -2.8122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1357   -2.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5407   -3.3662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9666   -4.0728    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2922   -2.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3749   -2.0992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1899   -1.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3904   -0.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2417   -1.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9622   -2.4970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9237   -3.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8350   -3.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7749   -3.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1993   -3.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4180   -3.4172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6194   -4.4687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2457   -5.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2878   -5.7968    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0697   -6.6318    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6299   -7.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2976   -7.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384   -7.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4052   -5.5939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5195   -5.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8702   -4.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8591   -5.9585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  3 10  1  6  0  0  0
 10 11  1  0  0  0  0
 12 10  1  6  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 14 12  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 24  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 19 31  1  0  0  0  0
 31 32  2  0  0  0  0
 16 32  1  0  0  0  0
 33 32  1  1  0  0  0
 12 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 26 36  1  0  0  0  0
 35 37  2  0  0  0  0
 14 37  1  0  0  0  0
 38 14  1  0  0  0  0
  2 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 41 40  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 41 46  1  6  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 40 49  2  0  0  0  0
M  END


  Mrv2104 05012307182D          

 49 56  0  0  1  0            999 V2000
    5.3717   -4.7430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5983   -3.8973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9075   -3.3793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2069   -2.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2346   -2.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5345   -1.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7788   -2.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4789   -3.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2728   -2.7566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5705   -2.3238    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6996   -2.0965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9866   -1.6278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6019   -2.5557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3081   -2.2069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0259   -1.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7443   -1.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8698   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336   -0.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1594   -0.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7200   -1.5142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3357   -0.9650    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0719   -1.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9694   -2.8122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1357   -2.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5407   -3.3662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9666   -4.0728    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2922   -2.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3749   -2.0992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1899   -1.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3904   -0.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2417   -1.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9622   -2.4970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9237   -3.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8350   -3.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7749   -3.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1993   -3.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4180   -3.4172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6194   -4.4687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2457   -5.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2878   -5.7968    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0697   -6.6318    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6299   -7.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2976   -7.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384   -7.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4052   -5.5939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5195   -5.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8702   -4.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8591   -5.9585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  3 10  1  6  0  0  0
 10 11  1  0  0  0  0
 12 10  1  6  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 14 12  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 24  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 19 31  1  0  0  0  0
 31 32  2  0  0  0  0
 16 32  1  0  0  0  0
 33 32  1  1  0  0  0
 12 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 26 36  1  0  0  0  0
 35 37  2  0  0  0  0
 14 37  1  0  0  0  0
 38 14  1  0  0  0  0
  2 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 41 40  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 41 46  1  6  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 40 49  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0333732

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1[C@@H]2[C@@H](O)[C@H](OC(=O)[C@H]([C@@H](C)CC)N(C)C)[C@]34OC5=CC=C6C[C@]7([H])CN(C)[C@@]([H])(CN7C)CC(C[C@H](C5=C6)[C@]13OC1=C2C=CC=C1)=C4

> <INCHI_IDENTIFIER>
InChI=1S/C37H48N4O5/c1-7-21(2)32(39(3)4)35(43)44-34-33(42)31-26-10-8-9-11-29(26)46-37(38-31)28-17-23-15-25-20-40(5)24(19-41(25)6)14-22-12-13-30(27(28)16-22)45-36(34,37)18-23/h8-13,16,18,21,24-25,28,31-34,38,42H,7,14-15,17,19-20H2,1-6H3/t21-,24+,25+,28+,31?,32-,33+,34-,36-,37+/m0/s1

> <INCHI_KEY>
BWDHOSBTWIPZJK-AXCCKXTJSA-N

> <FORMULA>
C37H48N4O5

> <MOLECULAR_WEIGHT>
628.814

> <EXACT_MASS>
628.362470662

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
69.17847694508552

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,10S,11R,12S,13S,20R,23R)-11-hydroxy-21,30-dimethyl-3,14-dioxa-21,30,32-triazaoctacyclo[16.8.2.2^{20,23}.1^{2,10}.1^{13,25}.0^{2,13}.0^{4,9}.0^{15,27}]dotriaconta-4(9),5,7,15,17,25(29),27-heptaen-12-yl (2S,3S)-2-(dimethylamino)-3-methylpentanoate

> <JCHEM_LOGP>
4.717834067333332

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.32057688482994

> <JCHEM_PKA_STRONGEST_BASIC>
8.755976876347987

> <JCHEM_POLAR_SURFACE_AREA>
86.74000000000001

> <JCHEM_REFRACTIVITY>
176.56259999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,10S,11R,12S,13S,20R,23R)-11-hydroxy-21,30-dimethyl-3,14-dioxa-21,30,32-triazaoctacyclo[16.8.2.2^{20,23}.1^{2,10}.1^{13,25}.0^{2,13}.0^{4,9}.0^{15,27}]dotriaconta-4(9),5,7,15,17,25(29),27-heptaen-12-yl (2S,3S)-2-(dimethylamino)-3-methylpentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-MAY-23         0                                  
HETATM    1  O   UNK     0      10.027  -8.854   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      10.450  -7.275   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.161  -6.308   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.853  -5.399   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.905  -3.859   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.598  -3.045   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.239  -3.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.187  -5.309   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.494  -6.123   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       9.843  -5.146   0.000  0.00  0.00           N+0
HETATM   11  H   UNK     0       8.532  -4.338   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0      10.639  -3.913   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.308  -3.039   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.324  -4.771   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.642  -4.120   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      13.115  -2.809   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.456  -2.133   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.690  -0.529   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.503  -0.235   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.231  -1.345   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.277  -2.827   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      17.427  -1.801   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0      15.068  -3.707   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      14.876  -5.249   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      13.320  -4.929   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.943  -6.284   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0      16.738  -7.602   0.000  0.00  0.00           H+0
HETATM   28  C   UNK     0      17.345  -5.519   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      17.500  -3.919   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      19.021  -3.406   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.929  -0.867   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.651  -2.557   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.129  -4.661   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.058  -6.441   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.759  -7.079   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.513  -7.233   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.439  -5.794   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.980  -6.379   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      12.356  -8.341   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      11.659  -9.969   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.871 -10.821   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.463 -12.379   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      10.509 -13.579   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.022 -13.074   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       7.352 -14.495   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0       8.223 -10.442   0.000  0.00  0.00           N+0
HETATM   47  C   UNK     0       6.570 -10.594   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       7.224  -9.231   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      12.804 -11.123   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   38                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    3   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14   33                                             
CONECT   13   12    5                                                       
CONECT   14   12   15   37   38                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   32                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   31                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23   29                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28   36                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   21   30                                                  
CONECT   30   29                                                            
CONECT   31   19   32                                                       
CONECT   32   31   16   33                                                  
CONECT   33   32   12   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35   26                                                       
CONECT   37   35   14                                                       
CONECT   38   14    2   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   49                                                  
CONECT   41   40   42   46                                                  
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44                                                            
CONECT   46   41   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46                                                            
CONECT   49   40                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  112    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₄₈N₄O₅

Average Mass

628.8140 Da

Monoisotopic Mass

628.36247 Da

IUPAC Name

(1R,2R,10S,11R,12S,13S,20R,23R)-11-hydroxy-21,30-dimethyl-3,14-dioxa-21,30,32-triazaoctacyclo[16.8.2.2^{20,23}.1^{2,10}.1^{13,25}.0^{2,13}.0^{4,9}.0^{15,27}]dotriaconta-4(9),5,7,15,17,25(29),27-heptaen-12-yl (2S,3S)-2-(dimethylamino)-3-methylpentanoate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]N1[C@@H]2[C@@H](O)[C@H](OC(=O)[C@H]([C@@H](C)CC)N(C)C)[C@]34OC5=CC=C6C[C@]7([H])CN(C)[C@@]([H])(CN7C)CC(C[C@H](C5=C6)[C@]13OC1=C2C=CC=C1)=C4

InChI Identifier

InChI=1S/C37H48N4O5/c1-7-21(2)32(39(3)4)35(43)44-34-33(42)31-26-10-8-9-11-29(26)46-37(38-31)28-17-23-15-25-20-40(5)24(19-41(25)6)14-22-12-13-30(27(28)16-22)45-36(34,37)18-23/h8-13,16,18,21,24-25,28,31-34,38,42H,7,14-15,17,19-20H2,1-6H3/t21-,24+,25+,28+,31?,32-,33+,34-,36-,37+/m0/s1

InChI Key

BWDHOSBTWIPZJK-AXCCKXTJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	zyl2021ucla@gmail.com	University of California, Los Angeles	Yalong Zhang	2024-08-17	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	zyl2021ucla@gmail.com	University of California, Los Angeles	Yalong Zhang	2024-08-17	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	zyl2021ucla@gmail.com	University of California, Los Angeles	Yalong Zhang	2024-08-17	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	zyl2021ucla@gmail.com	University of California, Los Angeles	Yalong Zhang	2024-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	zyl2021ucla@gmail.com	University of California, Los Angeles	Yalong Zhang	2024-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	zyl2021ucla@gmail.com	University of California, Los Angeles	Yalong Zhang	2024-08-17	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500.13300078, C2D6OS, simulated)	zyl2021ucla@gmail.com	University of California, Los Angeles	Yalong Zhang	2024-08-17	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
parvulus NRRL 4753		Not Available

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.72	ChemAxon
pKa (Strongest Acidic)	13.32	ChemAxon
pKa (Strongest Basic)	8.76	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.74 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	176.56 m³·mol⁻¹	ChemAxon
Polarizability	69.18 Å³	ChemAxon
Number of Rings	8	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang Y, Wu L, Kerr TA, Garg NK, Tang Y: Fragment-Guided Genome Mining of Octacyclic Cyclophane Alkaloids from Fungi. J Am Chem Soc. 2024 Aug 14. doi: 10.1021/jacs.4c06734. [PubMed:39140852 ]

Showing NP-Card for octacyclin A (NP0333732)

MOL for NP0333732 (octacyclin A)

3D MOL for NP0333732 (octacyclin A)

3D SDF for NP0333732 (octacyclin A)

3D-SDF for NP0333732 (octacyclin A)

PDB for NP0333732 (octacyclin A)

3D PDB for NP0333732 (octacyclin A)

SMILES for NP0333732 (octacyclin A)

INCHI for NP0333732 (octacyclin A)

Structure for NP0333732 (octacyclin A)

3D Structure for NP0333732 (octacyclin A)