NP-MRD: Showing NP-Card for Lynamicin C (NP0008031)

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Record Information

Version

2.0

Created at

2020-12-09 05:39:20 UTC

Updated at

2021-07-15 16:59:14 UTC

NP-MRD ID

NP0008031

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lynamicin C

Provided By

NPAtlas

Description

Lynamicin C is found in Actinomyces and Marinispora sp.. Based on a literature review very few articles have been published on 5,6-dichloro-3-[4-(5,6-dichloro-1H-indol-3-yl)-1H-pyrrol-3-yl]-1H-indole.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106063D          

 38 42  0  0  0  0            999 V2000
   -4.2855    3.6385   -0.6488 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3458    2.1852   -0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070    1.7325    0.9763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4579    0.5888    1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712   -0.0542    2.3071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4215   -1.1066    2.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948   -1.1796    0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236   -2.1848   -0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6436   -3.5408   -0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3015   -4.1251   -0.9060 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -3.1605   -1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7036   -1.9297   -0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3155   -0.6255   -1.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812    0.0107   -2.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    1.1996   -2.0657 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089    1.3415   -0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9083    2.3971   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394    2.3308    1.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7814    3.6309    2.2030 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    1.2151    1.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430    1.1361    3.7097 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9767    0.1610    1.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475    0.2326   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653   -0.0877    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0172    0.3815   -1.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    1.5255   -1.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9789    2.1558   -2.9978 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680    2.2555    1.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4888    0.2324    3.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0345   -1.8165    2.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4773   -4.0606    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126   -5.1284   -1.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0005   -3.3117   -1.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1680   -0.3949   -3.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359    1.8983   -2.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2770    3.2765   -0.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.6964    1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5692   -0.1230   -1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 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  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
  7 24  1  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
 26  2  1  0  0  0  0
 24  4  2  0  0  0  0
 12  8  1  0  0  0  0
 23 13  1  0  0  0  0
 23 16  1  0  0  0  0
  3 28  1  0  0  0  0
  5 29  1  0  0  0  0
  6 30  1  0  0  0  0
  9 31  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 14 34  1  0  0  0  0
 15 35  1  0  0  0  0
 17 36  1  0  0  0  0
 22 37  1  0  0  0  0
 25 38  1  0  0  0  0
M  END

     RDKit          3D

 38 42  0  0  0  0  0  0  0  0999 V2000
   -4.2855    3.6385   -0.6488 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3458    2.1852   -0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070    1.7325    0.9763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4579    0.5888    1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712   -0.0542    2.3071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4215   -1.1066    2.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948   -1.1796    0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236   -2.1848   -0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6436   -3.5408   -0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3015   -4.1251   -0.9060 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -3.1605   -1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7036   -1.9297   -0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3155   -0.6255   -1.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812    0.0107   -2.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    1.1996   -2.0657 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089    1.3415   -0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9083    2.3971   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394    2.3308    1.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7814    3.6309    2.2030 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    1.2151    1.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430    1.1361    3.7097 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9767    0.1610    1.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475    0.2326   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653   -0.0877    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0172    0.3815   -1.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    1.5255   -1.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9789    2.1558   -2.9978 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680    2.2555    1.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4888    0.2324    3.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0345   -1.8165    2.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4773   -4.0606    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126   -5.1284   -1.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0005   -3.3117   -1.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1680   -0.3949   -3.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359    1.8983   -2.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2770    3.2765   -0.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.6964    1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5692   -0.1230   -1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
  7 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  2  1  0
 24  4  2  0
 12  8  1  0
 23 13  1  0
 23 16  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 22 37  1  0
 25 38  1  0
M  END


  Mrv1652306242106063D          

 38 42  0  0  0  0            999 V2000
   -4.2855    3.6385   -0.6488 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3458    2.1852   -0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070    1.7325    0.9763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4579    0.5888    1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712   -0.0542    2.3071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4215   -1.1066    2.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948   -1.1796    0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236   -2.1848   -0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6436   -3.5408   -0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3015   -4.1251   -0.9060 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -3.1605   -1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7036   -1.9297   -0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3155   -0.6255   -1.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812    0.0107   -2.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    1.1996   -2.0657 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089    1.3415   -0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9083    2.3971   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394    2.3308    1.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7814    3.6309    2.2030 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    1.2151    1.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430    1.1361    3.7097 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9767    0.1610    1.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475    0.2326   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653   -0.0877    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0172    0.3815   -1.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    1.5255   -1.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9789    2.1558   -2.9978 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680    2.2555    1.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4888    0.2324    3.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0345   -1.8165    2.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4773   -4.0606    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126   -5.1284   -1.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0005   -3.3117   -1.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1680   -0.3949   -3.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359    1.8983   -2.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2770    3.2765   -0.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.6964    1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5692   -0.1230   -1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 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  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
  7 24  1  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
 26  2  1  0  0  0  0
 24  4  2  0  0  0  0
 12  8  1  0  0  0  0
 23 13  1  0  0  0  0
 23 16  1  0  0  0  0
  3 28  1  0  0  0  0
  5 29  1  0  0  0  0
  6 30  1  0  0  0  0
  9 31  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 14 34  1  0  0  0  0
 15 35  1  0  0  0  0
 17 36  1  0  0  0  0
 22 37  1  0  0  0  0
 25 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008031

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C([H])=C(C(=C1[H])C1=C([H])N([H])C2=C1C([H])=C(Cl)C(Cl)=C2[H])C1=C([H])N([H])C2=C([H])C(Cl)=C(Cl)C([H])=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H11Cl4N3/c21-15-1-9-13(7-26-19(9)3-17(15)23)11-5-25-6-12(11)14-8-27-20-4-18(24)16(22)2-10(14)20/h1-8,25-27H

> <INCHI_KEY>
BMSRAYDJPZCVMP-UHFFFAOYSA-N

> <FORMULA>
C20H11Cl4N3

> <MOLECULAR_WEIGHT>
435.13

> <EXACT_MASS>
432.9707082

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
41.74534262556121

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,6-dichloro-3-[4-(5,6-dichloro-1H-indol-3-yl)-1H-pyrrol-3-yl]-1H-indole

> <ALOGPS_LOGP>
6.55

> <JCHEM_LOGP>
6.961283343999999

> <ALOGPS_LOGS>
-6.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.598781539545016

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.990868492857242

> <JCHEM_POLAR_SURFACE_AREA>
47.37

> <JCHEM_REFRACTIVITY>
112.48139999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.21e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lynamicin C

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 42  0  0  0  0  0  0  0  0999 V2000
   -4.2855    3.6385   -0.6488 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3458    2.1852   -0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070    1.7325    0.9763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4579    0.5888    1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712   -0.0542    2.3071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4215   -1.1066    2.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948   -1.1796    0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236   -2.1848   -0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6436   -3.5408   -0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3015   -4.1251   -0.9060 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -3.1605   -1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7036   -1.9297   -0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3155   -0.6255   -1.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812    0.0107   -2.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    1.1996   -2.0657 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089    1.3415   -0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9083    2.3971   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394    2.3308    1.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7814    3.6309    2.2030 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    1.2151    1.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430    1.1361    3.7097 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9767    0.1610    1.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475    0.2326   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653   -0.0877    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0172    0.3815   -1.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    1.5255   -1.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9789    2.1558   -2.9978 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680    2.2555    1.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4888    0.2324    3.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0345   -1.8165    2.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4773   -4.0606    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126   -5.1284   -1.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0005   -3.3117   -1.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1680   -0.3949   -3.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359    1.8983   -2.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2770    3.2765   -0.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.6964    1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5692   -0.1230   -1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
  7 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  2  1  0
 24  4  2  0
 12  8  1  0
 23 13  1  0
 23 16  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 22 37  1  0
 25 38  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1 Cl   UNK     0      -4.285   3.639  -0.649  0.00  0.00          Cl+0
HETATM    2  C   UNK     0      -3.346   2.185  -0.316  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.207   1.732   0.976  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.458   0.589   1.163  0.00  0.00           C+0
HETATM    5  N   UNK     0      -2.171  -0.054   2.307  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.422  -1.107   2.011  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.195  -1.180   0.642  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.424  -2.185  -0.069  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.644  -3.541  -0.144  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.302  -4.125  -0.906  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.136  -3.160  -1.328  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.704  -1.930  -0.817  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.315  -0.626  -1.026  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.481   0.011  -2.237  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.083   1.200  -2.066  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.309   1.341  -0.754  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.908   2.397  -0.054  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.039   2.331   1.311  0.00  0.00           C+0
HETATM   19 Cl   UNK     0       3.781   3.631   2.203  0.00  0.00          Cl+0
HETATM   20  C   UNK     0       2.572   1.215   1.960  0.00  0.00           C+0
HETATM   21 Cl   UNK     0       2.743   1.136   3.710  0.00  0.00          Cl+0
HETATM   22  C   UNK     0       1.977   0.161   1.288  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.847   0.233  -0.083  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.865  -0.088   0.119  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.017   0.382  -1.159  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.762   1.526  -1.383  0.00  0.00           C+0
HETATM   27 Cl   UNK     0      -2.979   2.156  -2.998  0.00  0.00          Cl+0
HETATM   28  H   UNK     0      -3.668   2.256   1.806  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.489   0.232   3.263  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.034  -1.817   2.729  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.477  -4.061   0.353  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.413  -5.128  -1.153  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.001  -3.312  -1.961  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.168  -0.395  -3.199  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.336   1.898  -2.800  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.277   3.276  -0.563  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.620  -0.696   1.809  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.569  -0.123  -1.985  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6   29                                                  
CONECT    6    5    7   30                                                  
CONECT    7    6    8   24                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10   31                                                  
CONECT   10    9   11   32                                                  
CONECT   11   10   12   33                                                  
CONECT   12   11   13    8                                                  
CONECT   13   12   14   23                                                  
CONECT   14   13   15   34                                                  
CONECT   15   14   16   35                                                  
CONECT   16   15   17   23                                                  
CONECT   17   16   18   36                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   37                                                  
CONECT   23   22   13   16                                                  
CONECT   24    7   25    4                                                  
CONECT   25   24   26   38                                                  
CONECT   26   25   27    2                                                  
CONECT   27   26                                                            
CONECT   28    3                                                            
CONECT   29    5                                                            
CONECT   30    6                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   17                                                            
CONECT   37   22                                                            
CONECT   38   25                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

RDKit          3D

38 42  0  0  0  0  0  0  0  0999 V2000
   -4.2855    3.6385   -0.6488 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3458    2.1852   -0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070    1.7325    0.9763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4579    0.5888    1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712   -0.0542    2.3071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4215   -1.1066    2.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948   -1.1796    0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236   -2.1848   -0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6436   -3.5408   -0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3015   -4.1251   -0.9060 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -3.1605   -1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7036   -1.9297   -0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3155   -0.6255   -1.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812    0.0107   -2.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    1.1996   -2.0657 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089    1.3415   -0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9083    2.3971   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394    2.3308    1.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7814    3.6309    2.2030 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    1.2151    1.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430    1.1361    3.7097 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9767    0.1610    1.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475    0.2326   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653   -0.0877    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0172    0.3815   -1.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    1.5255   -1.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9789    2.1558   -2.9978 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680    2.2555    1.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4888    0.2324    3.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0345   -1.8165    2.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4773   -4.0606    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126   -5.1284   -1.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0005   -3.3117   -1.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1680   -0.3949   -3.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359    1.8983   -2.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2770    3.2765   -0.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.6964    1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5692   -0.1230   -1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
  7 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  2  1  0
 24  4  2  0
 12  8  1  0
 23 13  1  0
 23 16  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 22 37  1  0
 25 38  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₀H₁₁Cl₄N₃

Average Mass

435.1300 Da

Monoisotopic Mass

432.97071 Da

IUPAC Name

5,6-dichloro-3-[4-(5,6-dichloro-1H-indol-3-yl)-1H-pyrrol-3-yl]-1H-indole

Traditional Name

lynamicin C

CAS Registry Number

Not Available

SMILES

ClC1=C(Cl)C=C2C(NC=C2C2=CNC=C2C2=CNC3=CC(Cl)=C(Cl)C=C23)=C1

InChI Identifier

InChI=1S/C20H11Cl4N3/c21-15-1-9-13(7-26-19(9)3-17(15)23)11-5-25-6-12(11)14-8-27-20-4-18(24)16(22)2-10(14)20/h1-8,25-27H

InChI Key

BMSRAYDJPZCVMP-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Actinomyces	NPAtlas	18842058
Marinispora sp.	-	KNApSAcK

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

Indoles

Alternative Parents

Substituents

Indole
Benzenoid
Substituted pyrrole
Aryl halide
Aryl chloride
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organochloride
Organohalogen 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	6.55	ALOGPS
logP	6.96	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	14.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	47.37 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	112.48 m³·mol⁻¹	ChemAxon
Polarizability	41.75 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA001286

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00048761

Chemspider ID

9559918

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11385005

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Lynamicin C (NP0008031)

MOL for NP0008031 (Lynamicin C)

3D MOL for NP0008031 (Lynamicin C)

3D SDF for NP0008031 (Lynamicin C)

3D-SDF for NP0008031 (Lynamicin C)

PDB for NP0008031 (Lynamicin C)

3D PDB for NP0008031 (Lynamicin C)

SMILES for NP0008031 (Lynamicin C)

INCHI for NP0008031 (Lynamicin C)

Structure for NP0008031 (Lynamicin C)

3D Structure for NP0008031 (Lynamicin C)