NP-MRD: Showing NP-Card for 11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate (NP0221215)

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Record Information

Version

2.0

Created at

2022-09-05 22:43:46 UTC

Updated at

2022-09-05 22:43:46 UTC

NP-MRD ID

NP0221215

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate

Description

AC1LBSTT belongs to the class of organic compounds known as aurone o-glycosides. These are aurone flavonoids containing a carbohydrate moiety O-glycosidically bound to the aurone skeleton. AC1LBSTT is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161513152D          

 49 52  0  0  0  0            999 V2000
   -2.5991    1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8847    1.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    2.8223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4557    1.5848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4557    0.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587    1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587    2.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732    1.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732    0.7598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877    1.9973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877    2.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112    2.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4061    3.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185    3.1705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8704    3.8777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6691    3.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    4.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4398    5.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284    6.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9807    6.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8694    7.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5216    7.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2852    7.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3966    6.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602    6.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8124    6.9901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7011    7.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2715    5.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9238    6.1726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6192    5.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7306    4.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4942    4.0326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1464    4.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9100    4.2254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351    5.3552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783    3.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3147    4.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1896    3.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3009    2.2048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5373    2.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2417    1.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1058    7.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5648    6.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874    5.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8510    6.2188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9624    7.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0239    5.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    4.5839    0.0000 Cl  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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  4  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 29 36  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 12 41  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 22 43  1  0  0  0  0
 20 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 45 48  2  0  0  0  0
 18 48  1  0  0  0  0
 48 49  1  0  0  0  0
M  END


  Mrv1533004161513152D          

 49 52  0  0  0  0            999 V2000
   -2.5991    1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8847    1.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    2.8223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4557    1.5848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4557    0.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587    1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587    2.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732    1.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732    0.7598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877    1.9973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877    2.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112    2.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4061    3.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185    3.1705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8704    3.8777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6691    3.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    4.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4398    5.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284    6.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9807    6.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8694    7.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5216    7.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2852    7.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3966    6.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602    6.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8124    6.9901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7011    7.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2715    5.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9238    6.1726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6192    5.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7306    4.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4942    4.0326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1464    4.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9100    4.2254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351    5.3552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783    3.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3147    4.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1896    3.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3009    2.2048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5373    2.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2417    1.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1058    7.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5648    6.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874    5.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8510    6.2188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9624    7.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0239    5.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    4.5839    0.0000 Cl  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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  4  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 29 36  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 12 41  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 22 43  1  0  0  0  0
 20 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 45 48  2  0  0  0  0
 18 48  1  0  0  0  0
 48 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221215

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)N(C)C(C)C(=O)OC1CC(=O)N(C)C2=CC(CC(C)=CC=CC(OC)C3(O)CC(OC(=O)N3)C(C)C3OC13C)=CC(OC)=C2Cl

> <INCHI_IDENTIFIER>
InChI=1S/C35H48ClN3O10/c1-10-28(40)38(6)21(4)32(42)48-27-17-29(41)39(7)23-15-22(16-24(45-8)30(23)36)14-19(2)12-11-13-26(46-9)35(44)18-25(47-33(43)37-35)20(3)31-34(27,5)49-31/h11-13,15-16,20-21,25-27,31,44H,10,14,17-18H2,1-9H3,(H,37,43)

> <INCHI_KEY>
BVXGVRDMHBYRCQ-UHFFFAOYSA-N

> <FORMULA>
C35H48ClN3O10

> <MOLECULAR_WEIGHT>
706.23

> <EXACT_MASS>
705.3028225

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
72.42363934358161

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18-pentaen-6-yl 2-(N-methylpropanamido)propanoate

> <ALOGPS_LOGP>
2.48

> <JCHEM_LOGP>
3.7268017563333307

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.71703031301684

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.392376940778218

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6589147372168642

> <JCHEM_POLAR_SURFACE_AREA>
156.47

> <JCHEM_REFRACTIVITY>
180.7803

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18-pentaen-6-yl 2-(N-methylpropanamido)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -4.852   3.728   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.518   2.958   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.184   3.728   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.184   5.268   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      -0.851   2.958   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -0.851   1.418   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.483   3.728   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.483   5.268   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.817   2.958   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.817   1.418   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.150   3.728   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.150   5.268   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.701   4.748   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.758   5.965   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.781   5.918   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       1.625   7.238   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.116   6.853   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.470   8.916   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.688   9.859   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.480  11.385   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.697  12.328   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.489  13.854   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.707  14.797   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.132  14.214   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.340  12.688   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.766  12.105   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.983  13.048   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.775  14.574   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.973  10.579   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.191  11.522   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.756   9.636   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.964   8.110   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.389   7.527   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.607   8.470   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      11.032   7.887   0.000  0.00  0.00           O+0
HETATM   36  N   UNK     0       9.399   9.996   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0       5.746   7.168   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.321   7.751   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.954   5.642   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       6.162   4.116   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       4.736   4.699   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.184   3.261   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.064  14.437   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.054  11.968   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -0.163  11.025   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -1.589  11.608   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -1.796  13.134   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       0.045   9.499   0.000  0.00  0.00           C+0
HETATM   49 Cl   UNK     0      -1.173   8.557   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   41                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   48                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   44                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   43                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30   31   36                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   29                                                       
CONECT   37   32   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39   41                                                       
CONECT   41   40   12   39   42                                             
CONECT   42   41                                                            
CONECT   43   22                                                            
CONECT   44   20   45                                                       
CONECT   45   44   46   48                                                  
CONECT   46   45   47                                                       
CONECT   47   46                                                            
CONECT   48   45   18   49                                                  
CONECT   49   48                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  104    0
END

View in JSmol

Synonyms

Value	Source
N(2')-Deacetyl-N(2')-(1-oxopropyl)maytansine	MeSH
11-Chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10,12,14(26),16,18,22-hexaen-6-yl 2-(N-methylpropanamido)propanoic acid	Generator

Chemical Formula

C₃₅H₄₈ClN₃O₁₀

Average Mass

706.2300 Da

Monoisotopic Mass

705.30282 Da

IUPAC Name

11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18-pentaen-6-yl 2-(N-methylpropanamido)propanoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CCC(=O)N(C)C(C)C(=O)OC1CC(=O)N(C)C2=CC(CC(C)=CC=CC(OC)C3(O)CC(OC(=O)N3)C(C)C3OC13C)=CC(OC)=C2Cl

InChI Identifier

InChI=1S/C35H48ClN3O10/c1-10-28(40)38(6)21(4)32(42)48-27-17-29(41)39(7)23-15-22(16-24(45-8)30(23)36)14-19(2)12-11-13-26(46-9)35(44)18-25(47-33(43)37-35)20(3)31-34(27,5)49-31/h11-13,15-16,20-21,25-27,31,44H,10,14,17-18H2,1-9H3,(H,37,43)

InChI Key

BVXGVRDMHBYRCQ-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aurone o-glycosides. These are aurone flavonoids containing a carbohydrate moiety O-glycosidically bound to the aurone skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Aurone O-glycosides

Alternative Parents

Substituents

Aurone-6-o-glycoside
Aurone-4-o-glycoside
Aurone
Phenolic glycoside
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Hexose monosaccharide
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Coumaran
Benzofuran
Catechol
Aryl ketone
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Monosaccharide
Oxane
Secondary alcohol
Ketone
Organoheterocyclic compound
Acetal
Oxacycle
Polyol
Primary alcohol
Aldehyde
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen 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	2.48	ALOGPS
logP	3.73	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	11.39	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	156.47 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	180.78 m³·mol⁻¹	ChemAxon
Polarizability	72.42 Å³	ChemAxon
Number of Rings	4	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

588391

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate (NP0221215)

MOL for NP0221215 (11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate)

3D MOL for NP0221215 (11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate)

3D SDF for NP0221215 (11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate)

3D-SDF for NP0221215 (11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate)

PDB for NP0221215 (11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate)

3D PDB for NP0221215 (11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate)

SMILES for NP0221215 (11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate)

INCHI for NP0221215 (11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate)

Structure for NP0221215 (11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate)

3D Structure for NP0221215 (11-chloro-21,23-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8-oxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1¹⁰,¹⁴.0³,⁵]hexacosa-10(26),11,13,16,18,22-hexaen-6-yl 2-(n-methylpropanamido)propanoate)