NP-MRD: Showing NP-Card for Ancistrocladisin (NP0067518)

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Record Information

Version

2.0

Created at

2022-04-28 12:22:06 UTC

Updated at

2022-04-28 12:22:06 UTC

NP-MRD ID

NP0067518

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ancistrocladisin

Description

Ancistrocladisine belongs to the class of organic compounds known as naphthylisoquinolines. These are polycyclic aromatic compounds containing a naphthalene moiety linked to an isoquinoline through a CC or CN single bond. Ancistrocladisin is found in Ancistrocladus hamatus and Ancistrocladus heyneanus. Ancistrocladisin was first documented in 2017 (PMID: 28121440). Based on a literature review very few articles have been published on Ancistrocladisine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282214222D          

 31 34  0  0  1  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16 20  1  1  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
    0.8368   -2.2524    3.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2529   -1.6557    2.3050 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0290   -0.9570    1.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3780   -0.9021    1.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2102   -0.2274    0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6136    0.3777   -0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2550    0.3022   -0.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248    0.9092   -1.7914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3737    0.1815   -2.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4676   -0.3646    0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645   -0.4473    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765   -1.5489   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6127   -2.6354   -1.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8490   -1.5845   -0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6869   -0.5966   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620   -0.6400   -0.4089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6217   -1.7517   -1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1013    0.4812    0.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8978    1.5140    0.9006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2715    1.4107    0.7218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0672    2.4592    1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2992    2.5751    1.5479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9321    2.6643    1.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1567    1.6661    1.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7356    0.5819    0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    1.1164   -1.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9154    1.8070   -2.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7168    1.1696   -1.1035 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4287    0.6082   -0.0232 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6571   -0.1557   -0.5457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6588   -0.2243    0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0463   -2.7870    3.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220   -1.5629    4.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5432   -3.0415    3.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8758   -1.3525    2.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485   -0.2555   -3.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5390    0.8655   -3.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1553   -0.6048   -3.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1205   -2.9805   -2.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3749   -2.2888   -1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5998   -3.5336   -0.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2893   -2.4287   -1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5267   -2.6953   -0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7043   -1.6131   -1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1037   -1.8815   -2.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7242    3.4073    0.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9494    2.5741    2.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1385    2.3371    1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9315    3.3559    1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4564    3.4902    2.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0580    1.6468    1.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7208    2.6001   -2.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0537    2.4488   -2.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8823    1.2124   -3.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8243    1.4920    0.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1241    0.3655   -1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3534   -0.2284    0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3545   -1.1829   -0.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0461   -1.2986    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8705    0.0591    1.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 19  1  0
 19 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 11 10  1  0
 10  7  2  0
  7  8  1  0
  8  9  1  0
  7  6  1  0
  6  5  2  0
  5 31  1  0
 31 29  1  0
 29 30  1  0
 29 28  1  0
 28 26  2  0
 26 27  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
 18 19  1  0
  3 10  1  0
 18 25  1  0
 26  6  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 31 59  1  0
 31 60  1  0
 29 55  1  1
 30 56  1  0
 30 57  1  0
 30 58  1  0
 27 52  1  0
 27 53  1  0
 27 54  1  0
  4 35  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END


  Mrv1652304282214222D          

 31 34  0  0  1  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16 20  1  1  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0067518

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=CC2=C(C(C)=CC(OC)=C12)C1=C(OC)C2=C(C[C@@H](C)N=C2C)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C26H29NO4/c1-14-11-20(29-5)24-18(9-8-10-19(24)28-4)22(14)25-21(30-6)13-17-12-15(2)27-16(3)23(17)26(25)31-7/h8-11,13,15H,12H2,1-7H3/t15-/m1/s1

> <INCHI_KEY>
RYNWWOJXABDOHD-OAHLLOKOSA-N

> <FORMULA>
C26H29NO4

> <MOLECULAR_WEIGHT>
419.521

> <EXACT_MASS>
419.209658418

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
47.23106664308669

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-7-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-6,8-dimethoxy-1,3-dimethyl-3,4-dihydroisoquinoline

> <ALOGPS_LOGP>
5.68

> <JCHEM_LOGP>
4.74313289

> <ALOGPS_LOGS>
-6.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.664802880957852

> <JCHEM_POLAR_SURFACE_AREA>
49.28

> <JCHEM_REFRACTIVITY>
123.62340000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-7-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-6,8-dimethoxy-1,3-dimethyl-3,4-dihydroisoquinoline

> <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      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2    6   31                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    6   23                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   21                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   10   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17    9   19                                                  
CONECT   19   18                                                            
CONECT   20   16                                                            
CONECT   21    8   22                                                       
CONECT   22   21                                                            
CONECT   23    5   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    4   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29    3   30                                                       
CONECT   30   29                                                            
CONECT   31    1                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₉NO₄

Average Mass

419.5210 Da

Monoisotopic Mass

419.20966 Da

IUPAC Name

(3R)-7-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-6,8-dimethoxy-1,3-dimethyl-3,4-dihydroisoquinoline

Traditional Name

(3R)-7-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-6,8-dimethoxy-1,3-dimethyl-3,4-dihydroisoquinoline

CAS Registry Number

Not Available

SMILES

COC1=CC=CC2=C(C(C)=CC(OC)=C12)C1=C(OC)C2=C(C[C@@H](C)N=C2C)C=C1OC

InChI Identifier

InChI=1S/C26H29NO4/c1-14-11-20(29-5)24-18(9-8-10-19(24)28-4)22(14)25-21(30-6)13-17-12-15(2)27-16(3)23(17)26(25)31-7/h8-11,13,15H,12H2,1-7H3/t15-/m1/s1

InChI Key

RYNWWOJXABDOHD-OAHLLOKOSA-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
Ancistrocladus hamatus	Plant	KNApSAcK
Ancistrocladus heyneanus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthylisoquinolines. These are polycyclic aromatic compounds containing a naphthalene moiety linked to an isoquinoline through a CC or CN single bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Naphthylisoquinolines

Direct Parent

Naphthylisoquinolines

Alternative Parents

Substituents

Naphthylisoquinoline
Dihydroisoquinoline
Naphthalene
Anisole
Alkyl aryl ether
Benzenoid
Ketimine
Ether
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Hydrocarbon derivative
Imine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
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	5.68	ALOGPS
logP	4.74	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Basic)	5.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	49.28 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	123.62 m³·mol⁻¹	ChemAxon
Polarizability	47.23 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

C00025286

Chemspider ID

333501

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

375958

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li J, Seupel R, Feineis D, Mudogo V, Kaiser M, Brun R, Brunnert D, Chatterjee M, Seo EJ, Efferth T, Bringmann G: Dioncophyllines C2, D2, and F and Related Naphthylisoquinoline Alkaloids from the Congolese Liana Ancistrocladus ileboensis with Potent Activities against Plasmodium falciparum and against Multiple Myeloma and Leukemia Cell Lines. J Nat Prod. 2017 Feb 24;80(2):443-458. doi: 10.1021/acs.jnatprod.6b00967. Epub 2017 Jan 25. [PubMed:28121440 ]

Showing NP-Card for Ancistrocladisin (NP0067518)

MOL for NP0067518 (Ancistrocladisin)

3D MOL for NP0067518 (Ancistrocladisin)

3D SDF for NP0067518 (Ancistrocladisin)

3D-SDF for NP0067518 (Ancistrocladisin)

PDB for NP0067518 (Ancistrocladisin)

3D PDB for NP0067518 (Ancistrocladisin)

SMILES for NP0067518 (Ancistrocladisin)

INCHI for NP0067518 (Ancistrocladisin)

Structure for NP0067518 (Ancistrocladisin)

3D Structure for NP0067518 (Ancistrocladisin)