NP-MRD: Showing NP-Card for 2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid (NP0261680)

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Record Information

Version

2.0

Created at

2022-09-08 04:11:42 UTC

Updated at

2022-09-08 04:11:43 UTC

NP-MRD ID

NP0261680

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid

Description

2-[(2-{2-[(3-Amino-10-chloro-1,2-dihydroxydecylidene)amino]-N-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid belongs to the class of organic compounds known as ibogan-type alkaloids. These are indole alkaloids with a structure based on the ibogamine skeleton or a derivative thereof. Ibogamine is a pentacyclic heterocyclic compound consisting of an indole fused to an azepane-containing tricyclic moiety ring. Iboga alkaloids arise from the cyclization of a secodine-type precursor through the formation of a 16,21 bond. 2-[(2-{2-[(3-Amino-10-chloro-1,2-dihydroxydecylidene)amino]-N-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261501282D          

 40 40  0  0  0  0            999 V2000
   17.6811  -10.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0122  -10.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2596  -10.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0958  -11.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4268  -11.8439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5104  -12.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6742  -11.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5906  -10.6852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0052  -11.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0888  -12.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2526  -11.6508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5836  -12.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6673  -12.9544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8310  -11.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7474  -10.9749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1621  -12.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2457  -13.0992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4095  -11.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7405  -12.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9879  -12.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3189  -12.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5663  -12.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8973  -12.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4757  -12.8578    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.8484  -11.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9320  -12.5198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5174  -11.2163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2700  -11.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9390  -11.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6916  -11.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3605  -10.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1131  -11.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1968  -12.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9494  -12.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5278  -12.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7752  -12.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3536  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1062  -12.7130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6846  -12.8578    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  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  1  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  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 31 37  1  0  0  0  0
 29 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
M  END

     RDKit          3D

 85 85  0  0  0  0  0  0  0  0999 V2000
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   -3.0558   -0.7717   -1.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2876    0.1158    2.2958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2417    1.4804    0.7551 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9794    2.1227    1.8493 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3770    1.5757    1.9893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2233    1.6952    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0007    2.7848    0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7832    2.7909   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8404    1.7342   -1.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6369    1.7633   -2.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0628    0.6352   -1.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7892   -1.2527   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731    0.1105    0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2518    1.2263   -0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0698    1.4715   -1.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0359    0.4939   -1.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0832    0.0574   -0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9102    1.1842   -0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0673    0.4782    0.9377 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.6262    0.5151   -2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0154    1.2947   -1.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1493   -1.2070   -1.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9648   -1.7315   -0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1852   -0.4091    2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  2  4  1  0
  4 20  1  0
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 19 58  1  0
M  END


  Mrv1533004261501282D          

 40 40  0  0  0  0            999 V2000
   17.6811  -10.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0122  -10.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.0958  -11.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4268  -11.8439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5104  -12.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6742  -11.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5906  -10.6852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   15.0888  -12.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2526  -11.6508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5836  -12.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6673  -12.9544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8310  -11.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7474  -10.9749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9879  -12.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3189  -12.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5663  -12.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8973  -12.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4757  -12.8578    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.8484  -11.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9320  -12.5198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5174  -11.2163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2700  -11.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9390  -11.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6916  -11.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3605  -10.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1131  -11.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1968  -12.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9494  -12.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5278  -12.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7752  -12.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3536  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1062  -12.7130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6846  -12.8578    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  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  1  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  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 31 37  1  0  0  0  0
 29 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0261680

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(N(C)C(=O)C(C)NC(=O)C(O)C(N)CCCCCCCCl)C(=O)NC(CC1=CC=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H45ClN4O7/c1-17(2)23(25(36)32-22(28(39)40)16-19-11-13-20(34)14-12-19)33(4)27(38)18(3)31-26(37)24(35)21(30)10-8-6-5-7-9-15-29/h11-14,17-18,21-24,34-35H,5-10,15-16,30H2,1-4H3,(H,31,37)(H,32,36)(H,39,40)

> <INCHI_KEY>
IZEUJLTUOBKQOT-UHFFFAOYSA-N

> <FORMULA>
C28H45ClN4O7

> <MOLECULAR_WEIGHT>
585.14

> <EXACT_MASS>
584.2976775

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
63.02705625464054

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{2-[2-(3-amino-10-chloro-2-hydroxydecanamido)-N-methylpropanamido]-3-methylbutanamido}-3-(4-hydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
0.05

> <JCHEM_LOGP>
0.044354876413987276

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.578443174890936

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.576146984308592

> <JCHEM_PKA_STRONGEST_BASIC>
8.702662711049026

> <JCHEM_POLAR_SURFACE_AREA>
182.28999999999996

> <JCHEM_REFRACTIVITY>
151.35289999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{2-[2-(3-amino-10-chloro-2-hydroxydecanamido)-N-methylpropanamido]-3-methylbutanamido}-3-(4-hydroxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      33.005 -18.774   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      31.756 -19.675   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.351 -19.045   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.912 -21.207   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      30.663 -22.109   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      30.819 -23.641   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      29.259 -21.478   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      29.102 -19.946   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      28.010 -22.379   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.166 -23.911   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      26.605 -21.748   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      25.356 -22.649   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      25.512 -24.181   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      23.951 -22.019   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      23.795 -20.486   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      22.703 -22.920   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      22.859 -24.452   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      21.298 -22.289   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.049 -23.190   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.644 -22.559   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.395 -23.460   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.990 -22.830   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.742 -23.731   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.337 -23.100   0.000  0.00  0.00           C+0
HETATM   25 Cl   UNK     0      12.088 -24.001   0.000  0.00  0.00          Cl+0
HETATM   26  C   UNK     0      33.317 -21.838   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      33.473 -23.370   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      34.566 -20.937   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      35.971 -21.568   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      37.219 -20.667   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      38.624 -21.298   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      39.873 -20.396   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      41.278 -21.027   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      41.434 -22.559   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      42.839 -23.190   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      40.185 -23.460   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      38.780 -22.830   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      36.127 -23.100   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      37.532 -23.731   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      34.878 -24.001   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   26                                                  
CONECT    5    4    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   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26    4   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   38                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   31                                                       
CONECT   38   29   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   80    0
END

View in JSmol

Synonyms

Value	Source
2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-N-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoate	Generator

Chemical Formula

C₂₈H₄₅ClN₄O₇

Average Mass

585.1400 Da

Monoisotopic Mass

584.29768 Da

IUPAC Name

2-{2-[2-(3-amino-10-chloro-2-hydroxydecanamido)-N-methylpropanamido]-3-methylbutanamido}-3-(4-hydroxyphenyl)propanoic acid

Traditional Name

2-{2-[2-(3-amino-10-chloro-2-hydroxydecanamido)-N-methylpropanamido]-3-methylbutanamido}-3-(4-hydroxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(N(C)C(=O)C(C)NC(=O)C(O)C(N)CCCCCCCCl)C(=O)NC(CC1=CC=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C28H45ClN4O7/c1-17(2)23(25(36)32-22(28(39)40)16-19-11-13-20(34)14-12-19)33(4)27(38)18(3)31-26(37)24(35)21(30)10-8-6-5-7-9-15-29/h11-14,17-18,21-24,34-35H,5-10,15-16,30H2,1-4H3,(H,31,37)(H,32,36)(H,39,40)

InChI Key

IZEUJLTUOBKQOT-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 ibogan-type alkaloids. These are indole alkaloids with a structure based on the ibogamine skeleton or a derivative thereof. Ibogamine is a pentacyclic heterocyclic compound consisting of an indole fused to an azepane-containing tricyclic moiety ring. Iboga alkaloids arise from the cyclization of a secodine-type precursor through the formation of a 16,21 bond.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ibogan-type alkaloids

Sub Class

Not Available

Direct Parent

Ibogan-type alkaloids

Alternative Parents

Substituents

Ibogan skeleton
Vobasan skeleton
Catharanthine skeleton
Pyrroloazepine
3-alkylindole
Piperidinecarboxylic acid
Indole
Indole or derivatives
Anisole
Phenol ether
Alkyl aryl ether
Azepine
Beta-hydroxy acid
Aralkylamine
Benzenoid
Hydroxy acid
Dicarboxylic acid or derivatives
Piperidine
1,3-aminoalcohol
Heteroaromatic compound
Methyl ester
Pyrrole
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Azacycle
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Amine
Alcohol
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	0.05	ALOGPS
logP	0.044	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	3.58	ChemAxon
pKa (Strongest Basic)	8.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	182.29 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	151.35 m³·mol⁻¹	ChemAxon
Polarizability	63.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

74376580

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid (NP0261680)

MOL for NP0261680 (2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid)

3D MOL for NP0261680 (2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid)

3D SDF for NP0261680 (2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid)

3D-SDF for NP0261680 (2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid)

PDB for NP0261680 (2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid)

3D PDB for NP0261680 (2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid)

SMILES for NP0261680 (2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid)

INCHI for NP0261680 (2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid)

Structure for NP0261680 (2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid)

3D Structure for NP0261680 (2-[(2-{2-[(3-amino-10-chloro-1,2-dihydroxydecylidene)amino]-n-methylpropanamido}-1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propanoic acid)