NP-MRD: Showing NP-Card for Leptochelin A (NP0332615)

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Record Information

Version

2.0

Created at

2024-03-14 02:30:38 UTC

Updated at

2024-11-01 01:35:49 UTC

NP-MRD ID

NP0332615

Natural Product DOI

https://doi.org/10.57994/1875

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Leptochelin A

Description

Leptochelin A belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on Leptochelin A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03142402302D          

 56 61  0  0  1  0            999 V2000
   -6.6408    0.4736    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -6.0277   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2431    0.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6300   -0.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8454   -0.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5904    0.6640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7654    0.6640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9506    0.5350    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105   -0.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1779   -0.6055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2805    1.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4600    1.2453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751    1.9127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3107    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8258    3.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613    4.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764    4.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1441    4.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4796    3.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    3.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290    5.3361    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1546    1.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3303    2.4939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1508    2.4077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4863    1.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6357    3.0751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3001    3.8288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4562    2.9889    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2766    2.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8287    3.5157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5824    3.1802    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2743    2.7308    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4961    2.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6891    2.1882    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2968    3.5927    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7093    4.3071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0773    4.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1218    3.5927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3413    4.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2838    5.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0487    5.9695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6614    6.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8369    6.7267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4496    7.4551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0986    7.3975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5790    5.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1418    4.6378    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7326    6.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3699    2.1684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424    3.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1809    1.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161    2.0852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8015   -1.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5862   -1.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1993   -0.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0716    0.9835    0.0000 O   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  2  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  7 11  1  1  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  6  0  0  0
 26 24  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  2  0  0  0  0
 31 30  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  6  0  0  0
 33 34  1  0  0  0  0
 29 34  1  0  0  0  0
 35 31  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 35 38  1  0  0  0  0
 36 39  1  1  0  0  0
 39 40  2  0  0  0  0
 41 40  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 42 45  2  0  0  0  0
 41 46  1  0  0  0  0
 46 47  1  0  0  0  0
 39 47  1  0  0  0  0
 41 48  1  1  0  0  0
 28 49  1  6  0  0  0
 28 50  1  0  0  0  0
 22 51  2  0  0  0  0
 11 52  2  0  0  0  0
  4 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
  2 55  1  0  0  0  0
  3 56  1  0  0  0  0
M  END


  Mrv2104 03142402302D          

 56 61  0  0  1  0            999 V2000
   -6.6408    0.4736    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -6.0277   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2431    0.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6300   -0.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8454   -0.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5904    0.6640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7654    0.6640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9506    0.5350    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105   -0.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1779   -0.6055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2805    1.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4600    1.2453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751    1.9127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3107    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8258    3.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613    4.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764    4.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1441    4.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4796    3.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    3.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290    5.3361    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1546    1.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3303    2.4939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1508    2.4077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4863    1.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6357    3.0751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3001    3.8288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4562    2.9889    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2766    2.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8287    3.5157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5824    3.1802    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2743    2.7308    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4961    2.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6891    2.1882    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2968    3.5927    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7093    4.3071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0773    4.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1218    3.5927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3413    4.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2838    5.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0487    5.9695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6614    6.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8369    6.7267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4496    7.4551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0986    7.3975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5790    5.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1418    4.6378    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7326    6.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3699    2.1684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424    3.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1809    1.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161    2.0852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8015   -1.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5862   -1.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1993   -0.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0716    0.9835    0.0000 O   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  2  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  7 11  1  1  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  6  0  0  0
 26 24  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  2  0  0  0  0
 31 30  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  6  0  0  0
 33 34  1  0  0  0  0
 29 34  1  0  0  0  0
 35 31  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 35 38  1  0  0  0  0
 36 39  1  1  0  0  0
 39 40  2  0  0  0  0
 41 40  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 42 45  2  0  0  0  0
 41 46  1  0  0  0  0
 46 47  1  0  0  0  0
 39 47  1  0  0  0  0
 41 48  1  1  0  0  0
 28 49  1  6  0  0  0
 28 50  1  0  0  0  0
 22 51  2  0  0  0  0
 11 52  2  0  0  0  0
  4 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
  2 55  1  0  0  0  0
  3 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332615

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]1(C)CSC(=N1)[C@@]1(C)O[C@H]1[C@]1([H])CSC(=N1)[C@@](C)(N)[C@@H](O)[C@H](C)NC(=O)[C@H](CC1=CC=C(Br)C=C1)NC(=O)[C@@]1([H])COC(=N1)C1=CC=CC(Br)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C35H40Br2N6O8S2/c1-16(25(45)34(3,38)30-42-23(14-52-30)26-35(4,51-26)31-43-33(2,15-53-31)32(48)49)39-27(46)21(12-17-8-10-18(36)11-9-17)40-28(47)22-13-50-29(41-22)19-6-5-7-20(37)24(19)44/h5-11,16,21-23,25-26,44-45H,12-15,38H2,1-4H3,(H,39,46)(H,40,47)(H,48,49)/t16-,21-,22+,23-,25-,26-,33-,34-,35-/m0/s1

> <INCHI_KEY>
SMYPCCIVVPTLDF-DYCKJJLOSA-N

> <FORMULA>
C35H40Br2N6O8S2

> <MOLECULAR_WEIGHT>
896.67

> <EXACT_MASS>
894.071581

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
80.53184670814571

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R)-2-[(2S,3S)-3-[(4R)-2-[(2S,3S,4S)-2-amino-4-[(2S)-2-{[(4R)-2-(3-bromo-2-hydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl]formamido}-3-(4-bromophenyl)propanamido]-3-hydroxypentan-2-yl]-4,5-dihydro-1,3-thiazol-4-yl]-2-methyloxiran-2-yl]-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid

> <JCHEM_LOGP>
2.321942044475318

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.06213587636389

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.192732947229199

> <JCHEM_PKA_STRONGEST_BASIC>
7.932799703416695

> <JCHEM_POLAR_SURFACE_AREA>
220.82

> <JCHEM_REFRACTIVITY>
205.90990000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-2-[(2S,3S)-3-[(4R)-2-[(2S,3S,4S)-2-amino-4-[(2S)-2-{[(4R)-2-(3-bromo-2-hydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl]formamido}-3-(4-bromophenyl)propanamido]-3-hydroxypentan-2-yl]-4,5-dihydro-1,3-thiazol-4-yl]-2-methyloxiran-2-yl]-4-methyl-5H-1,3-thiazole-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAR-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAR-24         0                                  
HETATM    1 Br   UNK     0     -12.396   0.884   0.000  0.00  0.00          Br+0
HETATM    2  C   UNK     0     -11.252  -0.146   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.787   0.330   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.643  -0.701   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.178  -0.225   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -6.702   1.240   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -5.162   1.240   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0      -3.641   0.999   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0      -4.686  -0.225   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.932  -1.130   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.257   2.485   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -2.725   2.324   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.820   3.570   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.447   4.977   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.541   6.223   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.168   7.630   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.263   8.876   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.269   8.715   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.895   7.308   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.010   6.062   0.000  0.00  0.00           C+0
HETATM   21 Br   UNK     0       1.174   9.961   0.000  0.00  0.00          Br+0
HETATM   22  C   UNK     0      -0.289   3.409   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       0.617   4.655   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       2.148   4.494   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.774   3.087   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.053   5.740   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.427   7.147   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.585   5.579   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.116   5.418   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       7.147   6.563   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       8.554   5.936   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0       9.845   5.098   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0       8.393   4.405   0.000  0.00  0.00           C+0
HETATM   34  S   UNK     0       6.886   4.085   0.000  0.00  0.00           S+0
HETATM   35  C   UNK     0       9.887   6.706   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.657   8.040   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.478   9.030   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      11.427   6.706   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      11.837   9.030   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      11.730  10.566   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0      13.158  11.143   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.435  12.503   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      10.896  12.556   0.000  0.00  0.00           O+0
HETATM   44  H   UNK     0      10.173  13.916   0.000  0.00  0.00           H+0
HETATM   45  O   UNK     0      13.251  13.809   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      14.147   9.963   0.000  0.00  0.00           C+0
HETATM   47  S   UNK     0      13.331   8.657   0.000  0.00  0.00           S+0
HETATM   48  C   UNK     0      14.434  12.004   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0       4.424   4.048   0.000  0.00  0.00           N+0
HETATM   50  C   UNK     0       4.746   7.111   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       0.338   2.003   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -4.883   3.892   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -8.963  -2.207   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -10.427  -2.683   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -11.572  -1.653   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      -9.467   1.836   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   55                                                  
CONECT    3    2    4   56                                                  
CONECT    4    3    5   53                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   11                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    5                                                       
CONECT   11    7   12   52                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
CONECT   22   13   23   51                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   49   50                                             
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33   35                                             
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   29                                                       
CONECT   35   31   36   38                                                  
CONECT   36   35   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36   35                                                       
CONECT   39   36   40   47                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   46   48                                             
CONECT   42   41   43   45                                                  
CONECT   43   42   44                                                       
CONECT   44   43                                                            
CONECT   45   42                                                            
CONECT   46   41   47                                                       
CONECT   47   46   39                                                       
CONECT   48   41                                                            
CONECT   49   28                                                            
CONECT   50   28                                                            
CONECT   51   22                                                            
CONECT   52   11                                                            
CONECT   53    4   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54    2                                                       
CONECT   56    3                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  122    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₄₀Br₂N₆O₈S₂

Average Mass

896.6700 Da

Monoisotopic Mass

894.07158 Da

IUPAC Name

(4R)-2-[(2S,3S)-3-[(4R)-2-[(2S,3S,4S)-2-amino-4-[(2S)-2-{[(4R)-2-(3-bromo-2-hydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl]formamido}-3-(4-bromophenyl)propanamido]-3-hydroxypentan-2-yl]-4,5-dihydro-1,3-thiazol-4-yl]-2-methyloxiran-2-yl]-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@]1(C)CSC(=N1)[C@@]1(C)O[C@H]1[C@]1([H])CSC(=N1)[C@@](C)(N)[C@@H](O)[C@H](C)NC(=O)[C@H](CC1=CC=C(Br)C=C1)NC(=O)[C@@]1([H])COC(=N1)C1=CC=CC(Br)=C1O

InChI Identifier

InChI=1S/C35H40Br2N6O8S2/c1-16(25(45)34(3,38)30-42-23(14-52-30)26-35(4,51-26)31-43-33(2,15-53-31)32(48)49)39-27(46)21(12-17-8-10-18(36)11-9-17)40-28(47)22-13-50-29(41-22)19-6-5-7-20(37)24(19)44/h5-11,16,21-23,25-26,44-45H,12-15,38H2,1-4H3,(H,39,46)(H,40,47)(H,48,49)/t16-,21-,22+,23-,25-,26-,33-,34-,35-/m0/s1

InChI Key

SMYPCCIVVPTLDF-DYCKJJLOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
FAILED_TO_DETECT NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, FAILED_TO_DETECT, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, FAILED_TO_DETECT, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, FAILED_TO_DETECT, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, FAILED_TO_DETECT, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
MLEV NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, FAILED_TO_DETECT, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
HSQCTOCSY NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, FAILED_TO_DETECT, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
FAILED_TO_DETECT NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, FAILED_TO_DETECT, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, FAILED_TO_DETECT, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)	navalon@ucsd.edu	Department of Chemistry and Biochemistry, University of North Carolina Wilmington	R. Thomas Williamson	2024-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
sp.		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Amphetamine or derivatives
2-bromophenol
2-halophenol
1-hydroxy-4-unsubstituted benzenoid
Phenol
Halobenzene
Bromobenzene
Fatty acyl
Imidothiolactone
Benzenoid
N-acyl-amine
Fatty amide
Monocyclic benzene moiety
Meta-thiazoline
Oxazoline
Secondary alcohol
Imidothioester
Carboxamide group
Oxacycle
Azacycle
Bromoalkene
Haloalkene
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Vinyl halide
Vinyl bromide
Monocarboxylic acid or derivatives
Imidothioic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Primary aliphatic amine
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.32	ChemAxon
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	7.93	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	220.82 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	205.91 m³·mol⁻¹	ChemAxon
Polarizability	80.53 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Leptochelin A (NP0332615)

MOL for NP0332615 (Leptochelin A)

3D MOL for NP0332615 (Leptochelin A)

3D SDF for NP0332615 (Leptochelin A)

3D-SDF for NP0332615 (Leptochelin A)

PDB for NP0332615 (Leptochelin A)

3D PDB for NP0332615 (Leptochelin A)

SMILES for NP0332615 (Leptochelin A)

INCHI for NP0332615 (Leptochelin A)

Structure for NP0332615 (Leptochelin A)

3D Structure for NP0332615 (Leptochelin A)