NP-MRD: Showing NP-Card for [(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid (NP0225580)

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Record Information

Version

1.0

Created at

2022-09-06 04:20:29 UTC

Updated at

2022-09-06 04:20:29 UTC

NP-MRD ID

NP0225580

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid

Description

2-[(3R,9R,15R,18R,21R,24R,27R)-9-[(2S)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]Triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. Based on a literature review very few articles have been published on 2-[(3R,9R,15R,18R,21R,24R,27R)-9-[(2S)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]Triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062206202D          

 59 62  0  0  1  0            999 V2000
    0.1383    0.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595    1.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740    1.0089    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7672    0.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9952    1.6484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8096    1.5168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8933    0.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2243    0.2132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6459    0.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3148    0.8409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543    0.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8227   -0.4947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7255    0.6130    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3650    0.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2334   -0.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8729   -1.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4622   -1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8571    1.4274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6778    1.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1607    0.8421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0158    2.2637    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8365    2.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3193    1.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1401    1.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9814    0.9257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5330    2.9326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0542    3.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8686    3.4405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7609    4.3433    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2821    4.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0966    4.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6178    5.4906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4322    5.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7254    4.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5399    4.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2042    3.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3898    4.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465    4.4749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8629    5.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5318    5.7784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1102    5.6336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0266    6.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4413    5.1507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8018    5.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9334    6.4864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0306    5.3787    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2967    5.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7115    5.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667    4.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8990    4.5643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0783    4.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124    4.9677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7403    3.7280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9549    3.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9523    2.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8605    2.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2232    3.0591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020    2.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8867    2.2931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  4  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 31 37  1  0  0  0  0
 29 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  4  0  0  0
 39 41  1  0  0  0  0
 41 42  1  6  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  4  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 46 50  1  6  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 53 57  1  6  0  0  0
 57 58  1  0  0  0  0
  5 58  1  0  0  0  0
 58 59  2  0  0  0  0
M  END


  Mrv1652309062206202D          

 59 62  0  0  1  0            999 V2000
    0.1383    0.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595    1.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740    1.0089    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7672    0.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9952    1.6484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8096    1.5168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8933    0.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2243    0.2132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6459    0.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3148    0.8409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543    0.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8227   -0.4947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7255    0.6130    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3650    0.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2334   -0.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8729   -1.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4622   -1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8571    1.4274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6778    1.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1607    0.8421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0158    2.2637    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8365    2.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3193    1.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1401    1.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9814    0.9257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5330    2.9326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0542    3.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8686    3.4405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7609    4.3433    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2821    4.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0966    4.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6178    5.4906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4322    5.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7254    4.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5399    4.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2042    3.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3898    4.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465    4.4749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8629    5.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5318    5.7784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1102    5.6336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0266    6.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4413    5.1507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8018    5.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9334    6.4864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0306    5.3787    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2967    5.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7115    5.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667    4.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8990    4.5643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0783    4.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124    4.9677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7403    3.7280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9549    3.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9523    2.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8605    2.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2232    3.0591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020    2.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8867    2.2931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  4  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 31 37  1  0  0  0  0
 29 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  4  0  0  0
 39 41  1  0  0  0  0
 41 42  1  6  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  4  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 46 50  1  6  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 53 57  1  6  0  0  0
 57 58  1  0  0  0  0
  5 58  1  0  0  0  0
 58 59  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0225580

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)[C@H]1N=C(O)CN=C(O)[C@@H](CC(C)C)N=C(O)[C@@H](CC(O)=O)N=C(O)[C@@H](CC2=CC=C(O)C=C2)N=C(O)[C@@H](C)N=C(O)[C@H]2CCCN2C(=O)[C@H]2CCCN2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C40H58N8O11/c1-6-22(4)33-40(59)48-16-8-10-30(48)39(58)47-15-7-9-29(47)38(57)42-23(5)34(53)43-27(18-24-11-13-25(49)14-12-24)36(55)45-28(19-32(51)52)37(56)44-26(17-21(2)3)35(54)41-20-31(50)46-33/h11-14,21-23,26-30,33,49H,6-10,15-20H2,1-5H3,(H,41,54)(H,42,57)(H,43,53)(H,44,56)(H,45,55)(H,46,50)(H,51,52)/t22-,23+,26+,27+,28+,29+,30+,33+/m0/s1

> <INCHI_KEY>
UXORGXOKZBMGRJ-YRUMVTNKSA-N

> <FORMULA>
C40H58N8O11

> <MOLECULAR_WEIGHT>
826.949

> <EXACT_MASS>
826.42250472

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
117

> <JCHEM_AVERAGE_POLARIZABILITY>
84.6737238520694

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(3R,9R,15R,18R,21R,24R,27R)-9-[(2S)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0^{3,7}]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid

> <JCHEM_LOGP>
3.899162874999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.39607325218477

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.945755817076936

> <JCHEM_PKA_STRONGEST_BASIC>
-5.958343147759611

> <JCHEM_POLAR_SURFACE_AREA>
293.68999999999994

> <JCHEM_REFRACTIVITY>
212.2992

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(3R,9R,15R,18R,21R,24R,27R)-9-[(2S)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0^{3,7}]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       0.258   0.935   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.231   2.129   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.751   1.883   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.299   0.444   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.724   3.077   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       5.245   2.831   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.401   1.299   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.152   0.398   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.806   0.668   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       8.054   1.570   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       9.248   0.597   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.002  -0.923   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.688   1.144   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.881   0.171   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.636  -1.349   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.829  -2.322   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.196  -1.896   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      10.933   2.664   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      12.465   2.821   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      13.367   1.572   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      13.096   4.225   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.628   4.382   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.529   3.133   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      17.062   3.289   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      14.899   1.728   0.000  0.00  0.00           O+0
HETATM   26  N   UNK     0      12.195   5.474   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      13.168   6.668   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      14.688   6.422   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      12.620   8.107   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.593   9.301   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.114   9.055   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.087  10.249   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.607  10.004   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.154   8.564   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      19.674   8.318   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      17.181   7.370   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.661   7.616   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      11.100   8.353   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      10.944   9.885   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      12.193  10.786   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       9.539  10.516   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.383  12.048   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0       8.290   9.615   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0       7.097  10.588   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       7.342  12.108   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       5.657  10.040   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.287  10.744   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       3.195   9.658   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       4.045   7.877   0.000  0.00  0.00           C+0
HETATM   50  N   UNK     0       5.411   8.520   0.000  0.00  0.00           N+0
HETATM   51  C   UNK     0       3.879   8.364   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       2.636   9.273   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0       3.249   6.959   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       1.783   6.488   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       1.778   4.948   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       3.473   3.857   0.000  0.00  0.00           C+0
HETATM   57  N   UNK     0       4.150   5.710   0.000  0.00  0.00           N+0
HETATM   58  C   UNK     0       3.177   4.517   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       1.655   4.280   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   58                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   38                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   31                                                       
CONECT   38   29   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47   50                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   46   51                                                  
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   57                                                  
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   53   58                                                  
CONECT   58   57    5   59                                                  
CONECT   59   58                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  124    0
END

View in JSmol

Synonyms

Value	Source
2-[(3R,9R,15R,18R,21R,24R,27R)-9-[(2S)-Butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0,]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetate	Generator

Chemical Formula

C₄₀H₅₈N₈O₁₁

Average Mass

826.9490 Da

Monoisotopic Mass

826.42250 Da

IUPAC Name

Traditional Name

[(3R,9R,15R,18R,21R,24R,27R)-9-[(2S)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0^{3,7}]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid

CAS Registry Number

Not Available

SMILES

CC[C@H](C)[C@H]1N=C(O)CN=C(O)[C@@H](CC(C)C)N=C(O)[C@@H](CC(O)=O)N=C(O)[C@@H](CC2=CC=C(O)C=C2)N=C(O)[C@@H](C)N=C(O)[C@H]2CCCN2C(=O)[C@H]2CCCN2C1=O

InChI Identifier

InChI=1S/C40H58N8O11/c1-6-22(4)33-40(59)48-16-8-10-30(48)39(58)47-15-7-9-29(47)38(57)42-23(5)34(53)43-27(18-24-11-13-25(49)14-12-24)36(55)45-28(19-32(51)52)37(56)44-26(17-21(2)3)35(54)41-20-31(50)46-33/h11-14,21-23,26-30,33,49H,6-10,15-20H2,1-5H3,(H,41,54)(H,42,57)(H,43,53)(H,44,56)(H,45,55)(H,46,50)(H,51,52)/t22-,23+,26+,27+,28+,29+,30+,33+/m0/s1

InChI Key

UXORGXOKZBMGRJ-YRUMVTNKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Cyclic hybrid peptide
Macrolactam
Alpha-amino acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Cyclic carboximidic acid
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Polyol
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxide
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	3.9	ChemAxon
pKa (Strongest Acidic)	2.95	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	293.69 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	212.3 m³·mol⁻¹	ChemAxon
Polarizability	84.67 Å³	ChemAxon
Number of Rings	4	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

162900129

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid (NP0225580)

MOL for NP0225580 ([(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid)

3D MOL for NP0225580 ([(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid)

3D SDF for NP0225580 ([(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid)

3D-SDF for NP0225580 ([(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid)

PDB for NP0225580 ([(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid)

3D PDB for NP0225580 ([(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid)

SMILES for NP0225580 ([(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid)

INCHI for NP0225580 ([(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid)

Structure for NP0225580 ([(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid)

3D Structure for NP0225580 ([(3r,9r,15r,18r,21r,24r,27r)-9-[(2s)-butan-2-yl]-11,14,17,20,23,26-hexahydroxy-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8-dioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,19,22,25-hexaen-18-yl]acetic acid)