NP-MRD: Showing NP-Card for 17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde (NP0308444)

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Record Information

Version

2.0

Created at

2022-09-11 02:12:40 UTC

Updated at

2022-09-11 02:12:40 UTC

NP-MRD ID

NP0308444

Secondary Accession Numbers

None

Natural Product Identification

Common Name

17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde

Description

17-Chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]Icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. 17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde is found in Lindera glauca. 17-Chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]Icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241517502D          

 27 31  0  0  0  0            999 V2000
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 Cl  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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 N   0  3  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
    0.7145    1.2375    0.0000 O   0  5  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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2708   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -1.4924    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
    4.2868   -1.6500    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
    2.8579   -1.6500    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
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    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  2  1  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 23 27  1  0  0  0  0
  6 27  2  0  0  0  0
 12 27  1  0  0  0  0
M  CHG  2   9   1  11  -1
M  END

     RDKit          3D

 45 49  0  0  0  0  0  0  0  0999 V2000
   -1.4413    4.6107    1.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4835    3.7576   -0.0157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4216    2.3971    0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5278    1.6237    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1412    2.3228    0.2225 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4494    0.2225    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2184   -0.3898    0.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550    0.4014    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1649    1.7652   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9343    2.6027   -0.1481 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1686    2.9884   -1.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461   -0.2239   -0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4309    0.4694   -0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6198   -0.2265   -0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6485   -1.6144   -0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4730   -2.2943   -0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2894   -1.6220   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0454   -2.3880   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0414   -1.8370    0.3311 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3084   -2.5247    0.1424 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.3918   -3.5315   -0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6389   -4.1395   -0.7444 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.4214   -1.9419    0.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6827   -0.5752    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9515   -2.0622   -0.1299 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7667   -1.0049    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9617    0.1458    0.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0216    5.5293    0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4074    4.9681    1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8352    4.1250    2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2249    3.2818   -1.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5274    3.8571   -1.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    2.1688   -2.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4920    1.4959    0.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4668   -3.3856   -0.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2734   -2.3106   -1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311   -3.4858   -0.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7191   -1.9632    1.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5489   -3.9307   -1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0719   -1.8812    1.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2753   -2.6035    0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3875   -0.0222    0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1329   -0.7513   -0.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7167   -0.9673   -0.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9264   -1.0561    1.3967 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  2  0
  7 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  2  0
 14 27  1  0
 27 26  1  0
 26 25  1  0
 14 13  1  0
 13 12  2  0
 12  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 19 20  1  0
 20 23  1  0
 23 24  1  0
 20 21  2  0
 21 22  1  0
  9  3  1  0
 24  6  1  0
  8  7  1  0
 12 17  1  0
 25 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 19 38  1  1
 18 36  1  0
 18 37  1  0
 16 35  1  0
 26 44  1  0
 26 45  1  0
 13 34  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 23 40  1  0
 23 41  1  0
 24 42  1  0
 24 43  1  0
 21 39  1  0
M  CHG  2  20   1  22  -1
M  END


  Mrv1533004241517502D          

 27 31  0  0  0  0            999 V2000
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 Cl  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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 N   0  3  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
    0.7145    1.2375    0.0000 O   0  5  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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2708   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -1.4924    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
    4.2868   -1.6500    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
    2.8579   -1.6500    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
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    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  2  1  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 23 27  1  0  0  0  0
  6 27  2  0  0  0  0
 12 27  1  0  0  0  0
M  CHG  2   9   1  11  -1
M  END
> <DATABASE_ID>
NP0308444

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(Cl)C2=C3C(CC4=CC5=C(OCO5)C=C4C3=C1OC)[N+](CC2)=C[O-]

> <INCHI_IDENTIFIER>
InChI=1S/C20H18ClNO5/c1-24-19-17-12-7-15-14(26-9-27-15)6-10(12)5-13-16(17)11(3-4-22(13)8-23)18(21)20(19)25-2/h6-8,13H,3-5,9H2,1-2H3

> <INCHI_KEY>
YMGGCFVOLJPVDZ-UHFFFAOYSA-N

> <FORMULA>
C20H18ClNO5

> <MOLECULAR_WEIGHT>
387.82

> <EXACT_MASS>
387.0873504

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
39.66172027238932

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
17-chloro-18,19-dimethoxy-13-(oxidomethylidene)-5,7-dioxa-13λ⁵-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaen-13-ylium

> <ALOGPS_LOGP>
1.06

> <JCHEM_LOGP>
-0.1289949104717456

> <ALOGPS_LOGS>
-5.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.3199821117821844

> <JCHEM_PKA_STRONGEST_BASIC>
-4.387715361265198

> <JCHEM_POLAR_SURFACE_AREA>
62.99000000000001

> <JCHEM_REFRACTIVITY>
121.59199999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.17e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17-chloro-18,19-dimethoxy-13-(oxidomethylidene)-5,7-dioxa-13λ⁵-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaen-13-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5 Cl   UNK     0       1.334  -5.390   0.000  0.00  0.00          Cl+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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+1
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O-1
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.800  -0.294   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.706  -1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.800  -2.786   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   27                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   27                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   16   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   14   23                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23    3   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   23    6   12                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈ClNO₅

Average Mass

387.8200 Da

Monoisotopic Mass

387.08735 Da

IUPAC Name

17-chloro-18,19-dimethoxy-13-(oxidomethylidene)-5,7-dioxa-13λ⁵-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaen-13-ylium

Traditional Name

17-chloro-18,19-dimethoxy-13-(oxidomethylidene)-5,7-dioxa-13λ⁵-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaen-13-ylium

CAS Registry Number

Not Available

SMILES

COC1=C(Cl)C2=C3C(CC4=CC5=C(OCO5)C=C4C3=C1OC)[N+](CC2)=C[O-]

InChI Identifier

InChI=1S/C20H18ClNO5/c1-24-19-17-12-7-15-14(26-9-27-15)6-10(12)5-13-16(17)11(3-4-22(13)8-23)18(21)20(19)25-2/h6-8,13H,3-5,9H2,1-2H3

InChI Key

YMGGCFVOLJPVDZ-UHFFFAOYSA-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
Lindera glauca	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
Naphthalene
Quinoline
Tetrahydroisoquinoline
Benzodioxole
Anisole
Alkyl aryl ether
Aryl chloride
Aryl halide
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Azacycle
Organoheterocyclic compound
Acetal
Oxacycle
Ether
Carboxylic acid derivative
Organic oxygen compound
Organohalogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organochloride
Organopnictogen compound
Organonitrogen compound
Organooxygen 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	1.06	ALOGPS
logP	-0.13	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	2.32	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	62.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	121.59 m³·mol⁻¹	ChemAxon
Polarizability	39.66 Å³	ChemAxon
Number of Rings	5	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

23251786

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde (NP0308444)

MOL for NP0308444 (17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde)

3D MOL for NP0308444 (17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde)

3D SDF for NP0308444 (17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde)

3D-SDF for NP0308444 (17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde)

PDB for NP0308444 (17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde)

3D PDB for NP0308444 (17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde)

SMILES for NP0308444 (17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde)

INCHI for NP0308444 (17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde)

Structure for NP0308444 (17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde)

3D Structure for NP0308444 (17-chloro-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaene-13-carbaldehyde)