NP-MRD: Showing NP-Card for n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid (NP0309536)

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Record Information

Version

2.0

Created at

2022-09-11 04:11:44 UTC

Updated at

2022-09-11 04:11:44 UTC

NP-MRD ID

NP0309536

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid

Description

Sagitol belongs to the class of organic compounds known as pyrido[2,3,4-kl]acridines. These are organic heterocyclic compounds with a structure based on the pyrido[2,3,4-kl]acridine skeleton. n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid was first documented in 2015 (PMID: 26594755). Based on a literature review very few articles have been published on Sagitol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112206112D          

 28 32  0  0  0  0            999 V2000
   -2.5535    4.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357    3.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3054    3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4929    3.2767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5875    2.3582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448    1.8695    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
   -0.1842    1.8695    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
   -2.2136    1.0799    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6985    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136   -0.2549    0.0000 N   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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 N   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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    2.1434   -0.4125    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 10 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 15 20  2  0  0  0  0
 20 21  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 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
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 19 28  1  0  0  0  0
M  END

     RDKit          3D

 46 50  0  0  0  0  0  0  0  0999 V2000
    6.5369   -1.3755    0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3254   -1.5768    0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1715   -0.7563    0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7013   -0.9716    1.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6918    0.0937   -0.3663 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634    0.9613   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568    0.2865   -0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1227    1.2291    0.1452 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3200    1.5932    1.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0505    2.4417   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    3.7183   -1.0031 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2384    4.6523   -2.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731    3.9698   -2.1167 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0048    2.8554   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349    2.0053   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3049    2.3610   -2.1161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4270    1.6132   -2.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4676    0.4681   -1.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3860    0.0725   -0.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2231    0.8832   -0.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1638    0.4829    0.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438   -0.6489    0.8942 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278   -1.4108    0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3933   -2.5493    1.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5094   -3.3430    1.7900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6090   -2.9703    1.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5852   -1.8409    0.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4657   -1.0705    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5479   -2.0527    1.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6752   -0.3209    1.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4287   -1.6451    0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6179   -1.3539   -1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0886   -2.6735    0.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3763   -1.9077    1.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324    1.7669   -0.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296    1.4458    0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1401   -0.6338    0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1072    0.0590   -1.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673    0.9216    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4838    5.6075   -2.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2868    1.9132   -2.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3793   -0.0803   -1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4869   -2.7853    2.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5149   -4.2305    2.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4828   -3.5996    1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4599   -1.6041   -0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 14  2  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 14 15  1  0
 15 20  2  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  2  0
 19 28  1  0
 28 27  2  0
 27 26  1  0
 26 25  2  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 21  2  0
 21  8  1  0
 11 10  1  0
 16 15  1  0
 23 28  1  0
 21 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
 12 40  1  0
 18 42  1  0
 17 41  1  0
 27 46  1  0
 26 45  1  0
 25 44  1  0
 24 43  1  0
M  END


  Mrv1652309112206112D          

 28 32  0  0  0  0            999 V2000
   -2.5535    4.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357    3.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3054    3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4929    3.2767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5875    2.3582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448    1.8695    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
   -0.1842    1.8695    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
   -2.2136    1.0799    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6985    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136   -0.2549    0.0000 N   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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 N   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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    2.1434   -0.4125    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 10 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 15 20  2  0  0  0  0
 20 21  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 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
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 19 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0309536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(O)=NCCC1(O)C2=C(N=CS2)C2=C3C(=CC=N2)C2=CC=CC=C2N=C13

> <INCHI_IDENTIFIER>
InChI=1S/C21H18N4O2S/c1-2-15(26)22-10-8-21(27)19-16-13(12-5-3-4-6-14(12)25-19)7-9-23-17(16)18-20(21)28-11-24-18/h3-7,9,11,27H,2,8,10H2,1H3,(H,22,26)

> <INCHI_KEY>
KUCCLEBOZAZSDY-UHFFFAOYSA-N

> <FORMULA>
C21H18N4O2S

> <MOLECULAR_WEIGHT>
390.46

> <EXACT_MASS>
390.11504701

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
40.97583663392295

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0^{3,7}.0^{8,20}.0^{13,18}]icosa-1(19),3(7),5,8(20),9,11,13,15,17-nonaen-2-yl}ethyl)propanimidic acid

> <JCHEM_LOGP>
2.3114051601132353

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.220759558761

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.960376823952126

> <JCHEM_PKA_STRONGEST_BASIC>
6.093372298936226

> <JCHEM_POLAR_SURFACE_AREA>
91.49000000000001

> <JCHEM_REFRACTIVITY>
105.82419999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
N-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0^{3,7}.0^{8,20}.0^{13,18}]icosa-1(19),3(7),5,8(20),9,11,13,15,17-nonaen-2-yl}ethyl)propanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.767   8.476   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.293   7.029   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.303   5.849   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.787   6.117   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      -4.830   4.402   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -3.840   3.222   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.324   3.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.344   3.490   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0      -4.132   2.016   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0      -5.037   0.770   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -4.132  -0.476   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   21                                             
CONECT    9    8                                                            
CONECT   10    8   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10   15                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   28                                                  
CONECT   20   19   15   21                                                  
CONECT   21   20    8   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23   19                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₈N₄O₂S

Average Mass

390.4600 Da

Monoisotopic Mass

390.11505 Da

IUPAC Name

N-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0^{3,7}.0^{8,20}.0^{13,18}]icosa-1(19),3(7),5,8(20),9,11,13,15,17-nonaen-2-yl}ethyl)propanimidic acid

Traditional Name

N-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0^{3,7}.0^{8,20}.0^{13,18}]icosa-1(19),3(7),5,8(20),9,11,13,15,17-nonaen-2-yl}ethyl)propanimidic acid

CAS Registry Number

Not Available

SMILES

CCC(O)=NCCC1(O)C2=C(N=CS2)C2=C3C(=CC=N2)C2=CC=CC=C2N=C13

InChI Identifier

InChI=1S/C21H18N4O2S/c1-2-15(26)22-10-8-21(27)19-16-13(12-5-3-4-6-14(12)25-19)7-9-23-17(16)18-20(21)28-11-24-18/h3-7,9,11,27H,2,8,10H2,1H3,(H,22,26)

InChI Key

KUCCLEBOZAZSDY-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 pyrido[2,3,4-kl]acridines. These are organic heterocyclic compounds with a structure based on the pyrido[2,3,4-kl]acridine skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Pyrido[2,3,4-kl]acridines

Alternative Parents

Substituents

Pyrido[2,3,4-kl]acridine
Naphthyridine
Pyridine
Benzenoid
Azole
Heteroaromatic compound
Thiazole
Tertiary alcohol
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
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	2.31	ChemAxon
pKa (Strongest Acidic)	3.96	ChemAxon
pKa (Strongest Basic)	6.09	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.49 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	105.82 m³·mol⁻¹	ChemAxon
Polarizability	40.98 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

C00028952

Chemspider ID

10476512

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21774484

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Utkina NK: Sagitol D, a New Thiazole Containing Pyridoacridine Alkaloid from a Vietnamese Ascidian. Nat Prod Commun. 2015 Sep;10(9):1547-8. [PubMed:26594755 ]
LOTUS database [Link]

Showing NP-Card for n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid (NP0309536)

MOL for NP0309536 (n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid)

3D MOL for NP0309536 (n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid)

3D SDF for NP0309536 (n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid)

3D-SDF for NP0309536 (n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid)

PDB for NP0309536 (n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid)

3D PDB for NP0309536 (n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid)

SMILES for NP0309536 (n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid)

INCHI for NP0309536 (n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid)

Structure for NP0309536 (n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid)

3D Structure for NP0309536 (n-(2-{2-hydroxy-4-thia-6,9,19-triazapentacyclo[10.7.1.0³,⁷.0⁸,²⁰.0¹³,¹⁸]icosa-1(19),3(7),5,8,10,12(20),13(18),14,16-nonaen-2-yl}ethyl)propanimidic acid)