NP-MRD: Showing NP-Card for Simplicilliumtide H (NP0043981)

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Record Information

Version

2.0

Created at

2021-06-22 17:43:53 UTC

Updated at

2021-06-22 17:43:53 UTC

NP-MRD ID

NP0043981

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Simplicilliumtide H

Description

(2R)-2-[(2S,3R)-2-[(1-hydroxyethylidene)amino]-N,3-dimethylpentanamido]-3-phenylpropanoic acid 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. Simplicilliumtide H is found in Simplicillium obclavatum. Simplicilliumtide H was first documented in 2016 (Liang, et al.). Based on a literature review very few articles have been published on (2R)-2-[(2S,3R)-2-[(1-hydroxyethylidene)amino]-N,3-dimethylpentanamido]-3-phenylpropanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

NP0043981
     RDKit          3D

 50 50  0  0  0  0  0  0  0  0999 V2000
   -4.6110   -0.6202    1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4332   -0.0165    1.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0963   -0.2497    1.0892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8468   -1.7103    1.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9968    0.5232   -0.1628 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0256    0.1981   -1.1321 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0200   -0.9262   -1.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0930   -1.2081   -2.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0771   -1.7499   -1.9506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7024    0.5908   -0.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115    0.3783   -2.0961 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5852    0.8568   -0.2988 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8535    1.1086    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6967    0.9428   -1.1920 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7791   -0.0561   -1.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5273   -0.1852    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6345    0.6092    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342    0.4236    1.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9961   -0.5380    2.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9086   -1.3373    2.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2051   -1.1464    1.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2861    2.3075   -1.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8547    3.2638   -0.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3548    2.5926   -2.0827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4565   -1.4339    0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3158   -0.9763    1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2192    0.1620    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5424    1.0896    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3164   -0.3587    2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3562    0.1303    1.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6794   -2.3349    0.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8797   -1.9703    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6832   -2.0734    2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211    1.6118    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762    0.8312   -1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4248   -0.2581   -3.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9817   -1.5351   -2.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8403   -1.9935   -3.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8679    1.5978    1.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    0.2246    1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1575    1.9076    1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2685    0.7963   -2.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547   -1.0776   -1.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5369    0.2421   -1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9575    1.3885   -0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1981    1.0673    1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5407   -0.6957    3.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6338   -2.1059    2.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -1.8258    0.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5217    3.5390   -2.4390 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14 22  1  0
 22 23  2  0
 22 24  1  0
 21 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  1
  4 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  1
  6 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  6
 15 43  1  0
 15 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 24 50  1  0
M  END


  Mrv1652306222119432D          

 24 24  0  0  1  0            999 V2000
    5.9240    0.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6540    0.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439    0.0098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3038    0.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5738   -0.7698    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7637   -0.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4936   -1.7052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337   -2.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6835   -1.8611    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4135   -2.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033   -2.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3333   -3.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5231   -3.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0169   -3.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2531   -2.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0632   -2.1730    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
    1.3333   -1.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135   -0.4579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1139   -1.3934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9240   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1941   -0.4579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4641   -1.8611    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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  8  1  6  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
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  5 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043981

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)[C@H](NC(C)=O)C(=O)N(C)[C@H](CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H26N2O4/c1-5-12(2)16(19-13(3)21)17(22)20(4)15(18(23)24)11-14-9-7-6-8-10-14/h6-10,12,15-16H,5,11H2,1-4H3,(H,19,21)(H,23,24)/t12-,15-,16+/m1/s1

> <INCHI_KEY>
ZXUQSKOTCGZCHH-WQVCFCJDSA-N

> <FORMULA>
C18H26N2O4

> <MOLECULAR_WEIGHT>
334.416

> <EXACT_MASS>
334.189257325

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
35.09486544442289

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-[(2S,3R)-2-acetamido-N,3-dimethylpentanamido]-3-phenylpropanoic acid

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
1.9156826106666665

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.949118601017258

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.151072175987314

> <JCHEM_PKA_STRONGEST_BASIC>
-1.59999807847033

> <JCHEM_POLAR_SURFACE_AREA>
86.71000000000001

> <JCHEM_REFRACTIVITY>
90.3508

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2S,3R)-2-acetamido-N,3-dimethylpentanamido]-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043981
     RDKit          3D

 50 50  0  0  0  0  0  0  0  0999 V2000
   -4.6110   -0.6202    1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4332   -0.0165    1.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0963   -0.2497    1.0892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8468   -1.7103    1.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9968    0.5232   -0.1628 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0256    0.1981   -1.1321 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0200   -0.9262   -1.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0930   -1.2081   -2.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0771   -1.7499   -1.9506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7024    0.5908   -0.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115    0.3783   -2.0961 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5852    0.8568   -0.2988 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8535    1.1086    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6967    0.9428   -1.1920 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7791   -0.0561   -1.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5273   -0.1852    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6345    0.6092    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342    0.4236    1.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9961   -0.5380    2.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9086   -1.3373    2.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2051   -1.1464    1.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2861    2.3075   -1.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8547    3.2638   -0.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3548    2.5926   -2.0827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4565   -1.4339    0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3158   -0.9763    1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2192    0.1620    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5424    1.0896    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3164   -0.3587    2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3562    0.1303    1.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6794   -2.3349    0.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8797   -1.9703    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6832   -2.0734    2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211    1.6118    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762    0.8312   -1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4248   -0.2581   -3.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9817   -1.5351   -2.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8403   -1.9935   -3.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8679    1.5978    1.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    0.2246    1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1575    1.9076    1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2685    0.7963   -2.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547   -1.0776   -1.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5369    0.2421   -1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9575    1.3885   -0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1981    1.0673    1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5407   -0.6957    3.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6338   -2.1059    2.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -1.8258    0.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5217    3.5390   -2.4390 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14 22  1  0
 22 23  2  0
 22 24  1  0
 21 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  1
  4 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  1
  6 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  6
 15 43  1  0
 15 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 24 50  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0      11.058   1.764   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.554   0.309   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.042   0.018   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.034   1.182   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.538  -1.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.026  -1.728   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.017  -0.564   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       6.521  -3.183   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       7.530  -4.347   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.009  -3.474   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.505  -4.929   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.993  -5.220   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.489  -6.675   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.977  -6.967   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.032  -5.802   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.472  -4.347   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.985  -4.056   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.489  -2.601   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.505  -0.855   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0       9.546  -2.601   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      11.058  -2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.562  -0.855   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      12.066  -3.474   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   21                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   10   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    5   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    NP0043981
HETATM    1  C1  UNL     1      -4.611  -0.620   1.129  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.433  -0.017   1.784  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.096  -0.250   1.089  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.847  -1.710   1.018  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.997   0.523  -0.163  1.00  0.00           C  
HETATM    6  N1  UNL     1      -3.026   0.198  -1.132  1.00  0.00           N  
HETATM    7  C6  UNL     1      -3.020  -0.926  -1.990  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.093  -1.208  -2.970  1.00  0.00           C  
HETATM    9  O1  UNL     1      -2.077  -1.750  -1.951  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.702   0.591  -0.821  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.712   0.378  -2.096  1.00  0.00           O  
HETATM   12  N2  UNL     1       0.585   0.857  -0.299  1.00  0.00           N  
HETATM   13  C9  UNL     1       0.853   1.109   1.105  1.00  0.00           C  
HETATM   14  C10 UNL     1       1.697   0.943  -1.192  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.779  -0.056  -1.096  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.527  -0.185   0.136  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.634   0.609   0.455  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.334   0.424   1.618  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.996  -0.538   2.526  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.909  -1.337   2.240  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.205  -1.146   1.065  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.286   2.308  -1.245  1.00  0.00           C  
HETATM   23  O3  UNL     1       1.855   3.264  -0.544  1.00  0.00           O  
HETATM   24  O4  UNL     1       3.355   2.593  -2.083  1.00  0.00           O  
HETATM   25  H1  UNL     1      -4.456  -1.434   0.431  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.316  -0.976   1.942  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.219   0.162   0.603  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.542   1.090   1.846  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.316  -0.359   2.852  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.356   0.130   1.869  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.679  -2.335   0.657  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.880  -1.970   0.514  1.00  0.00           H  
HETATM   33  H9  UNL     1      -1.683  -2.073   2.079  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.221   1.612   0.121  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.876   0.831  -1.245  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.425  -0.258  -3.483  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.982  -1.535  -2.389  1.00  0.00           H  
HETATM   38  H14 UNL     1      -3.840  -1.993  -3.680  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.868   1.598   1.232  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.897   0.225   1.739  1.00  0.00           H  
HETATM   41  H17 UNL     1       0.157   1.908   1.447  1.00  0.00           H  
HETATM   42  H18 UNL     1       1.269   0.796  -2.246  1.00  0.00           H  
HETATM   43  H19 UNL     1       2.455  -1.078  -1.488  1.00  0.00           H  
HETATM   44  H20 UNL     1       3.537   0.242  -1.894  1.00  0.00           H  
HETATM   45  H21 UNL     1       4.958   1.388  -0.219  1.00  0.00           H  
HETATM   46  H22 UNL     1       6.198   1.067   1.833  1.00  0.00           H  
HETATM   47  H23 UNL     1       5.541  -0.696   3.450  1.00  0.00           H  
HETATM   48  H24 UNL     1       3.634  -2.106   2.960  1.00  0.00           H  
HETATM   49  H25 UNL     1       2.357  -1.826   0.920  1.00  0.00           H  
HETATM   50  H26 UNL     1       3.522   3.539  -2.439  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4    5   30
CONECT    4   31   32   33
CONECT    5    6   10   34
CONECT    6    7   35
CONECT    7    8    9    9
CONECT    8   36   37   38
CONECT   10   11   11   12
CONECT   12   13   14
CONECT   13   39   40   41
CONECT   14   15   22   42
CONECT   15   16   43   44
CONECT   16   17   17   21
CONECT   17   18   45
CONECT   18   19   19   46
CONECT   19   20   47
CONECT   20   21   21   48
CONECT   21   49
CONECT   22   23   23   24
CONECT   24   50
END

NP0043981
     RDKit          3D

50 50  0  0  0  0  0  0  0  0999 V2000
   -4.6110   -0.6202    1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4332   -0.0165    1.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0963   -0.2497    1.0892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8468   -1.7103    1.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9968    0.5232   -0.1628 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0256    0.1981   -1.1321 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0200   -0.9262   -1.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0930   -1.2081   -2.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0771   -1.7499   -1.9506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7024    0.5908   -0.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115    0.3783   -2.0961 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5852    0.8568   -0.2988 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8535    1.1086    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6967    0.9428   -1.1920 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7791   -0.0561   -1.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5273   -0.1852    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6345    0.6092    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342    0.4236    1.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9961   -0.5380    2.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9086   -1.3373    2.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2051   -1.1464    1.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2861    2.3075   -1.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8547    3.2638   -0.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3548    2.5926   -2.0827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4565   -1.4339    0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3158   -0.9763    1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2192    0.1620    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5424    1.0896    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3164   -0.3587    2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3562    0.1303    1.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6794   -2.3349    0.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8797   -1.9703    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6832   -2.0734    2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211    1.6118    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762    0.8312   -1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4248   -0.2581   -3.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9817   -1.5351   -2.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8403   -1.9935   -3.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8679    1.5978    1.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    0.2246    1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1575    1.9076    1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2685    0.7963   -2.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547   -1.0776   -1.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5369    0.2421   -1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9575    1.3885   -0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1981    1.0673    1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5407   -0.6957    3.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6338   -2.1059    2.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -1.8258    0.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5217    3.5390   -2.4390 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14 22  1  0
 22 23  2  0
 22 24  1  0
 21 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  1
  4 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  1
  6 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  6
 15 43  1  0
 15 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 24 50  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
(2R)-2-[(2S,3R)-2-[(1-Hydroxyethylidene)amino]-N,3-dimethylpentanamido]-3-phenylpropanoate	Generator

Chemical Formula

C₁₈H₂₆N₂O₄

Average Mass

334.4160 Da

Monoisotopic Mass

334.18926 Da

IUPAC Name

(2R)-2-[(2S,3R)-2-acetamido-N,3-dimethylpentanamido]-3-phenylpropanoic acid

Traditional Name

(2R)-2-[(2S,3R)-2-acetamido-N,3-dimethylpentanamido]-3-phenylpropanoic acid

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)[C@H](NC(C)=O)C(=O)N(C)[C@H](CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C18H26N2O4/c1-5-12(2)16(19-13(3)21)17(22)20(4)15(18(23)24)11-14-9-7-6-8-10-14/h6-10,12,15-16H,5,11H2,1-4H3,(H,19,21)(H,23,24)/t12-,15-,16+/m1/s1

InChI Key

ZXUQSKOTCGZCHH-WQVCFCJDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, dmso, 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
Simplicillium obclavatum	Linigton's dataset	Xiao Liang, Xiao-Yong Zhang, Xu-Hua Nong, Jie Wang, Zhong-Hui Huang, Shu-Hua Qi. Eight linear pep...

Chemical Taxonomy

Description

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.

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
Isoleucine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
3-phenylpropanoic-acid
Amphetamine or derivatives
Benzenoid
N-acyl-amine
Monocyclic benzene moiety
Tertiary carboxylic acid amide
Carboxamide group
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.05	ALOGPS
logP	1.92	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	4.15	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.71 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	90.35 m³·mol⁻¹	ChemAxon
Polarizability	35.09 Å³	ChemAxon
Number of Rings	1	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

Not Available

Chemspider ID

58196803

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139588579

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Xiao Liang, Xiao-Yong Zhang, Xu-Hua Nong, Jie Wang, Zhong-Hui Huang, Shu-Hua Qi (2016). Xiao Liang, Xiao-Yong Zhang, Xu-Hua Nong, Jie Wang, Zhong-Hui Huang, Shu-Hua Qi. Eight linear peptides from the deep-sea-derived fungus Simplicillium obclavatum EIODSF 020. Tetrahedron Volume 72, Issue 22, 2 June 2016, Pages 3092-3097. DOI: 10.1016/j.tet.2016.04.032. Tetrahedron.

Showing NP-Card for Simplicilliumtide H (NP0043981)

MOL for NP0043981 (Simplicilliumtide H)

3D MOL for NP0043981 (Simplicilliumtide H)

3D SDF for NP0043981 (Simplicilliumtide H)

3D-SDF for NP0043981 (Simplicilliumtide H)

PDB for NP0043981 (Simplicilliumtide H)

3D PDB for NP0043981 (Simplicilliumtide H)

SMILES for NP0043981 (Simplicilliumtide H)

INCHI for NP0043981 (Simplicilliumtide H)

Structure for NP0043981 (Simplicilliumtide H)

3D Structure for NP0043981 (Simplicilliumtide H)