NP-MRD: Showing NP-Card for 31F508a2 (NP0061466)

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Record Information

Version

2.0

Created at

2022-04-28 06:15:05 UTC

Updated at

2022-04-28 06:15:06 UTC

NP-MRD ID

NP0061466

Secondary Accession Numbers

None

Natural Product Identification

Common Name

31F508a2

Description

Bioxalomycin alpha2, also known as bioxalomycin α2, belongs to the class of organic compounds known as piperazinopiperidines. These are organic aromatic compounds containing a piperazine ring fused to a piperidine. 31F508a2 is found in Streptomyces sp. LL-31F508. 31F508a2 was first documented in 2008 (PMID: 19020681). Based on a literature review very few articles have been published on Bioxalomycin alpha2.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282208152D          

 29 35  0  0  1  0            999 V2000
    5.7058    1.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8297    0.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1852   -0.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4169    0.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2930    1.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9375    1.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8136    2.3372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4878    1.3287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9278    0.7333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0015   -0.0421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7671   -0.3685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5697   -1.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7371   -1.3087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3401   -0.5418    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5683   -0.0573    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2880    0.8344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1380    0.9073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6022    1.3671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2107    2.0474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0355    2.0650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2736    2.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960    3.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9391    2.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9400    0.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6026    1.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3091   -0.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5980    0.1048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2424    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3502    1.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 11 10  1  6  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 17 16  1  6  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
  8 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 18 24  1  6  0  0  0
 15 24  1  0  0  0  0
 16 25  1  0  0  0  0
  3 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END

     RDKit          3D

 56 62  0  0  0  0  0  0  0  0999 V2000
   -5.8829   -0.3358    0.6797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0544   -0.5529   -0.4228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7058   -0.2265   -0.4701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3338    1.0198   -0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3883    1.9855   -1.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9754    1.3584   -0.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7169    2.6261   -1.4343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082    0.4337   -0.5625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855   -0.8185   -0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7397   -1.1322   -0.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0909   -2.4059    0.3801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4323   -1.8299    0.2263 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2145   -2.2234    1.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1478   -2.6604    1.6599 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401   -2.4372    0.3626 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0790   -2.0999    0.2655 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3653   -0.9163    1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0837    0.2914    0.2890 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6714   -0.2167   -1.0338 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1549   -0.4563   -1.0237 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4397    0.8683   -0.5985 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8181    1.1891    0.7338 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4033    2.5110    1.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4709    3.3513    0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6159    2.5689    0.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2387    1.3016    0.9434 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8940   -1.2932    0.0317 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2892   -1.5463   -1.0803 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6841   -1.4732   -1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4344    0.4593    1.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0726   -1.2756    1.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8843   -0.0196    0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2892    1.7648   -0.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0962    3.0309   -1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6535    1.8051   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186    3.0585   -1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0766   -2.6251    0.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5625   -2.7842   -0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3099   -1.4022    2.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8633   -3.0916    1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3717   -3.3261   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7658   -2.9465    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3693   -0.9450    1.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253   -0.8605    2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1031    0.7699    0.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879    0.3539   -1.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687   -0.6945   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5983    1.6300   -1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053    2.6705    2.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6113    2.7985    0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031    3.5153   -0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5855    4.3460    0.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3955    1.2252    2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8081   -0.7666   -2.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3149   -1.0939   -0.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -2.4769   -1.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 27  1  0
 12  9  1  0
  9 10  2  0
 10 11  1  0
 16 28  1  0
 28 29  1  0
 18 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 10  3  1  0
 22 26  1  0
  9  8  1  0
 22 21  1  0
 27 20  1  0
 28 19  1  0
 27 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
 21 48  1  6
 20 47  1  6
 19 46  1  6
 18 45  1  6
 17 43  1  0
 17 44  1  0
 16 42  1  1
 15 41  1  6
 13 39  1  0
 13 40  1  0
 12 38  1  6
 11 37  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
 26 53  1  1
 24 51  1  0
 24 52  1  0
 23 49  1  0
 23 50  1  0
M  END


  Mrv1652304282208152D          

 29 35  0  0  1  0            999 V2000
    5.7058    1.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8297    0.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1852   -0.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4169    0.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2930    1.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9375    1.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8136    2.3372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4878    1.3287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9278    0.7333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0015   -0.0421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7671   -0.3685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5697   -1.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7371   -1.3087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3401   -0.5418    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5683   -0.0573    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2880    0.8344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1380    0.9073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6022    1.3671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2107    2.0474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0355    2.0650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2736    2.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960    3.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9391    2.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9400    0.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6026    1.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3091   -0.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5980    0.1048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2424    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3502    1.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 11 10  1  6  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 17 16  1  6  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
  8 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 18 24  1  6  0  0  0
 15 24  1  0  0  0  0
 16 25  1  0  0  0  0
  3 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061466

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C(O)=C2[C@@H]3[C@H]4[C@H]5[C@H](C[C@@H]([C@H]6OC[C@H](N46)C2=C1O)N5C)[C@H]1OCCN31

> <INCHI_IDENTIFIER>
InChI=1S/C21H27N3O5/c1-8-17(25)13-12(18(26)19(8)27-3)11-7-29-21-10-6-9-14(22(10)2)16(24(11)21)15(13)23-4-5-28-20(9)23/h9-11,14-16,20-21,25-26H,4-7H2,1-3H3/t9-,10-,11-,14+,15+,16+,20+,21+/m0/s1

> <INCHI_KEY>
ZPHGBBFZDUZEDN-WCJYBVMLSA-N

> <FORMULA>
C21H27N3O5

> <MOLECULAR_WEIGHT>
401.463

> <EXACT_MASS>
401.195070981

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.80351056681545

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3R,6R,13R,18R,19S,21S,23R)-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0^{2,6}.0^{3,21}.0^{7,12}.0^{14,18}.0^{19,23}]tricosa-7(12),8,10-triene-8,11-diol

> <ALOGPS_LOGP>
0.32

> <JCHEM_LOGP>
1.7932412163333327

> <ALOGPS_LOGS>
-1.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
11.054781943451315

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.221598949422892

> <JCHEM_PKA_STRONGEST_BASIC>
7.280835976263161

> <JCHEM_POLAR_SURFACE_AREA>
77.87000000000002

> <JCHEM_REFRACTIVITY>
104.04029999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,6R,13R,18R,19S,21S,23R)-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0^{2,6}.0^{3,21}.0^{7,12}.0^{14,18}.0^{19,23}]tricosa-7(12),8,10-triene-8,11-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      10.651   2.279   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.882   0.757   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.679  -0.205   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.245   0.356   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.014   1.879   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.217   2.840   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.985   4.363   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.511   2.480   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.465   1.369   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       5.603  -0.079   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       7.032  -0.688   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.663  -2.220   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.109  -2.443   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.368  -1.011   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.927  -0.107   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.404   1.557   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.991   1.694   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.991   2.552   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.127   3.822   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       5.666   3.855   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       6.111   5.329   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.846   6.207   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.620   5.276   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.755   0.892   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.125   2.415   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.910  -1.727   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      12.316   0.196   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      13.519   1.157   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.854   3.241   0.000  0.00  0.00           C+0
CONECT    1    2    6   29                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4   26                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   20                                                  
CONECT    9    8   10   17                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10    4   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10   15                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16    9   18                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18   20   23                                                  
CONECT   20   19    8   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19                                                       
CONECT   24   18   15                                                       
CONECT   25   16                                                            
CONECT   26    3                                                            
CONECT   27    2   28                                                       
CONECT   28   27                                                            
CONECT   29    1                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   70    0
END

View in JSmol

Synonyms

Value	Source
Bioxalomycin a2	Generator
Bioxalomycin α2	Generator
Bioxalomycin alpha(2)	MeSH

Chemical Formula

C₂₁H₂₇N₃O₅

Average Mass

401.4630 Da

Monoisotopic Mass

401.19507 Da

IUPAC Name

(1R,3R,6R,13R,18R,19S,21S,23R)-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0^{2,6}.0^{3,21}.0^{7,12}.0^{14,18}.0^{19,23}]tricosa-7(12),8,10-triene-8,11-diol

Traditional Name

(1R,3R,6R,13R,18R,19S,21S,23R)-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0^{2,6}.0^{3,21}.0^{7,12}.0^{14,18}.0^{19,23}]tricosa-7(12),8,10-triene-8,11-diol

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(O)=C2[C@@H]3[C@H]4[C@H]5[C@H](C[C@@H]([C@H]6OC[C@H](N46)C2=C1O)N5C)[C@H]1OCCN31

InChI Identifier

InChI=1S/C21H27N3O5/c1-8-17(25)13-12(18(26)19(8)27-3)11-7-29-21-10-6-9-14(22(10)2)16(24(11)21)15(13)23-4-5-28-20(9)23/h9-11,14-16,20-21,25-26H,4-7H2,1-3H3/t9-,10-,11-,14+,15+,16+,20+,21+/m0/s1

InChI Key

ZPHGBBFZDUZEDN-WCJYBVMLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces sp. LL-31F508	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as piperazinopiperidines. These are organic aromatic compounds containing a piperazine ring fused to a piperidine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperazinopiperidines

Sub Class

Not Available

Direct Parent

Piperazinopiperidines

Alternative Parents

Substituents

Diazanaphthalene
Naphthyridine
Piperazino-3,4-b-piperidine
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
Azepane
Aralkylamine
N-alkylpiperazine
N-methylpiperazine
1,4-diazinane
Piperazine
Benzenoid
N-alkylpyrrolidine
Piperidine
Oxazolidine
Pyrrolidine
Tertiary aliphatic amine
Hemiaminal
Tertiary amine
Azacycle
Oxacycle
Ether
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.32	ALOGPS
logP	1.79	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	9.22	ChemAxon
pKa (Strongest Basic)	7.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	77.87 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	104.04 m³·mol⁻¹	ChemAxon
Polarizability	41.8 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016427

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

139583913

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Siengalewicz P, Rinner U, Mulzer J: Recent progress in the total synthesis of naphthyridinomycin and lemonomycin tetrahydroisoquinoline antitumor antibiotics (TAAs). Chem Soc Rev. 2008 Dec;37(12):2676-90. doi: 10.1039/b804167a. Epub 2008 Oct 14. [PubMed:19020681 ]

Showing NP-Card for 31F508a2 (NP0061466)

MOL for NP0061466 (31F508a2)

3D MOL for NP0061466 (31F508a2)

3D SDF for NP0061466 (31F508a2)

3D-SDF for NP0061466 (31F508a2)

PDB for NP0061466 (31F508a2)

3D PDB for NP0061466 (31F508a2)

SMILES for NP0061466 (31F508a2)

INCHI for NP0061466 (31F508a2)

Structure for NP0061466 (31F508a2)

3D Structure for NP0061466 (31F508a2)