Natural Product: NPC53858

Natural Product ID:  NPC53858
Common Name:   Ac-(R)-Glu-(S)-Val-(S)-N-Meleu-(S)-N-Me-Val-(2S,3S)-Ile-(2S,3S)-N-Me-Ile-(2S,3S)-N-Me-Ile-(2S,3S)-N-Me-Ile-Oh
IUPAC Name:   (2S,3S)-2-[[(2S,3S)-2-[[(2S,3S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-acetamido-5-amino-5-oxopentanoyl]amino]-3-methylbutanoyl]-methylamino]-4-methylpentanoyl]-methylamino]-3-methylbutanoyl]amino]-3-methylpentanoyl]-methylamino]-3-methylpentanoyl]-methylamino]-3-methylpentanoyl]-methylamino]-3-methylpentanoic acid
Synonyms:  
Molecular Formula:   C52H95N9O11
Standard InCHIKey:  VXIGGFCVGVNWDZ-LHUWNRQISA-N
Standard InCHI:  InChI=1S/C52H95N9O11/c1-21-31(11)40(49(68)59(18)42(32(12)22-2)50(69)60(19)43(33(13)23-3)51(70)61(20)44(52(71)72)34(14)24-4)56-46(65)41(30(9)10)58(17)47(66)37(27-28(5)6)57(16)48(67)39(29(7)8)55-45(64)36(54-35(15)62)25-26-38(53)63/h28-34,36-37,39-44H,21-27H2,1-20H3,(H2,53,63)(H,54,62)(H,55,64)(H,56,65)(H,71,72)/t31-,32-,33-,34-,36+,37-,39-,40-,41-,42-,43-,44-/m0/s1
Canonical SMILES:  CC[C@@H]([C@@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@@H]([C@H](CC)C)C(=O)O)C)[C@H](CC)C)C)[C@H](CC)C)C)N=C([C@@H](N(C(=O)[C@@H](N(C(=O)[C@H](C(C)C)N=C([C@H](N=C(O)C)CCC(=N)O)O)C)CC(C)C)C)C(C)C)O)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO32963 acremonium sp. Species NA Eukaryota PMID[16441074]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC > 400 ug/ml 15974612
NPT137 Cell Line L1210 Mus musculus Activity = 1 10978206

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC53858 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC84128
0.8095 Intermediate Similarity NPC472351
0.7738 Intermediate Similarity NPC23984
0.7619 Intermediate Similarity NPC476156
0.7619 Intermediate Similarity NPC476117
0.7619 Intermediate Similarity NPC476243
0.7619 Intermediate Similarity NPC476137
0.7529 Intermediate Similarity NPC476302
0.75 Intermediate Similarity NPC31756
0.7391 Intermediate Similarity NPC471098
0.7391 Intermediate Similarity NPC62263
0.7391 Intermediate Similarity NPC173763
0.7356 Intermediate Similarity NPC235078
0.7292 Intermediate Similarity NPC220234
0.7283 Intermediate Similarity NPC474576
0.7283 Intermediate Similarity NPC477538
0.7234 Intermediate Similarity NPC280066
0.7229 Intermediate Similarity NPC327272
0.72 Intermediate Similarity NPC241394
0.7174 Intermediate Similarity NPC475801
0.7174 Intermediate Similarity NPC474593
0.7143 Intermediate Similarity NPC473495
0.7128 Intermediate Similarity NPC301010
0.7125 Intermediate Similarity NPC306696
0.7111 Intermediate Similarity NPC477539
0.7108 Intermediate Similarity NPC209156
0.7108 Intermediate Similarity NPC161774
0.7108 Intermediate Similarity NPC256312
0.7108 Intermediate Similarity NPC266888
0.71 Intermediate Similarity NPC128303
0.7093 Intermediate Similarity NPC312315
0.7083 Intermediate Similarity NPC473597
0.7071 Intermediate Similarity NPC5864
0.7071 Intermediate Similarity NPC301148
0.7071 Intermediate Similarity NPC124554
0.7059 Intermediate Similarity NPC59867
0.7037 Intermediate Similarity NPC472579
0.6939 Remote Similarity NPC475440
0.6932 Remote Similarity NPC475542
0.6931 Remote Similarity NPC124549
0.6914 Remote Similarity NPC250953
0.6883 Remote Similarity NPC327170
0.6883 Remote Similarity NPC329564
0.6881 Remote Similarity NPC477237
0.6867 Remote Similarity NPC196007
0.6867 Remote Similarity NPC76297
0.6867 Remote Similarity NPC214532
0.6854 Remote Similarity NPC246005
0.6854 Remote Similarity NPC284456
0.6854 Remote Similarity NPC6902
0.6854 Remote Similarity NPC184473
0.6832 Remote Similarity NPC198344
0.6765 Remote Similarity NPC323720
0.6757 Remote Similarity NPC477238
0.6753 Remote Similarity NPC317143
0.6753 Remote Similarity NPC321468
0.6753 Remote Similarity NPC327748
0.6753 Remote Similarity NPC316826
0.6735 Remote Similarity NPC47076
0.6735 Remote Similarity NPC134504
0.6731 Remote Similarity NPC67009
0.6731 Remote Similarity NPC171734
0.6711 Remote Similarity NPC318260
0.6711 Remote Similarity NPC317147
0.6706 Remote Similarity NPC263281
0.6706 Remote Similarity NPC178919
0.6699 Remote Similarity NPC475637
0.6627 Remote Similarity NPC322274
0.6591 Remote Similarity NPC477145
0.6591 Remote Similarity NPC473741
0.6577 Remote Similarity NPC469899
0.6574 Remote Similarity NPC63191
0.6574 Remote Similarity NPC471202
0.6569 Remote Similarity NPC475149
0.6569 Remote Similarity NPC471097
0.6556 Remote Similarity NPC470783
0.6543 Remote Similarity NPC262615
0.6538 Remote Similarity NPC321536
0.6526 Remote Similarity NPC275715
0.65 Remote Similarity NPC105297
0.6465 Remote Similarity NPC117829
0.6463 Remote Similarity NPC287693
0.6458 Remote Similarity NPC477729
0.6447 Remote Similarity NPC322573
0.6429 Remote Similarity NPC38172
0.6429 Remote Similarity NPC126779
0.6373 Remote Similarity NPC13175
0.6373 Remote Similarity NPC475791
0.6364 Remote Similarity NPC472536
0.6364 Remote Similarity NPC103391
0.6354 Remote Similarity NPC155230
0.6353 Remote Similarity NPC478256
0.6341 Remote Similarity NPC128559
0.6329 Remote Similarity NPC292299
0.6329 Remote Similarity NPC34838
0.6327 Remote Similarity NPC315237
0.6322 Remote Similarity NPC138435
0.6322 Remote Similarity NPC320221
0.631 Remote Similarity NPC470110
0.6306 Remote Similarity NPC296043
0.6275 Remote Similarity NPC475188
0.6275 Remote Similarity NPC475758
0.6267 Remote Similarity NPC322946
0.6265 Remote Similarity NPC128005
0.6265 Remote Similarity NPC84182
0.625 Remote Similarity NPC329216
0.625 Remote Similarity NPC143722
0.625 Remote Similarity NPC263207
0.6235 Remote Similarity NPC29598
0.6235 Remote Similarity NPC212866
0.6228 Remote Similarity NPC470652
0.6222 Remote Similarity NPC37681
0.6222 Remote Similarity NPC191774
0.6207 Remote Similarity NPC141325
0.6203 Remote Similarity NPC472578
0.619 Remote Similarity NPC470109
0.618 Remote Similarity NPC476130
0.618 Remote Similarity NPC476324
0.6174 Remote Similarity NPC160688
0.617 Remote Similarity NPC95478
0.617 Remote Similarity NPC155670
0.617 Remote Similarity NPC145748
0.6154 Remote Similarity NPC38463
0.6154 Remote Similarity NPC470654
0.6154 Remote Similarity NPC478017
0.6154 Remote Similarity NPC470650
0.6154 Remote Similarity NPC315131
0.6154 Remote Similarity NPC315535
0.6154 Remote Similarity NPC470653
0.6154 Remote Similarity NPC325985
0.6125 Remote Similarity NPC320598
0.6125 Remote Similarity NPC254541
0.6118 Remote Similarity NPC10716
0.6111 Remote Similarity NPC207820
0.6105 Remote Similarity NPC227051
0.6104 Remote Similarity NPC316889
0.6104 Remote Similarity NPC321118
0.6098 Remote Similarity NPC327252
0.6091 Remote Similarity NPC476875
0.6071 Remote Similarity NPC470108
0.6067 Remote Similarity NPC86064
0.6044 Remote Similarity NPC316242
0.6038 Remote Similarity NPC476877
0.6034 Remote Similarity NPC315188
0.6033 Remote Similarity NPC313657
0.6023 Remote Similarity NPC315897
0.6022 Remote Similarity NPC314466
0.602 Remote Similarity NPC322966
0.6 Remote Similarity NPC80350
0.6 Remote Similarity NPC189301
0.6 Remote Similarity NPC176164
0.598 Remote Similarity NPC469739
0.5976 Remote Similarity NPC314510
0.5955 Remote Similarity NPC43219
0.5955 Remote Similarity NPC476248
0.5952 Remote Similarity NPC174304
0.5952 Remote Similarity NPC325597
0.5932 Remote Similarity NPC50520
0.593 Remote Similarity NPC319046
0.5926 Remote Similarity NPC476876
0.5909 Remote Similarity NPC328457
0.5904 Remote Similarity NPC243964
0.59 Remote Similarity NPC476019
0.5875 Remote Similarity NPC278209
0.5868 Remote Similarity NPC470655
0.5868 Remote Similarity NPC470651
0.5862 Remote Similarity NPC193280
0.5862 Remote Similarity NPC314273
0.5833 Remote Similarity NPC57420
0.5833 Remote Similarity NPC289691
0.5833 Remote Similarity NPC315744
0.5833 Remote Similarity NPC205176
0.5818 Remote Similarity NPC296143
0.5795 Remote Similarity NPC476285
0.5795 Remote Similarity NPC476291
0.5789 Remote Similarity NPC328378
0.5778 Remote Similarity NPC126186
0.5769 Remote Similarity NPC197087
0.5769 Remote Similarity NPC144780
0.5769 Remote Similarity NPC190184
0.5769 Remote Similarity NPC189178
0.5769 Remote Similarity NPC263065
0.5761 Remote Similarity NPC472594
0.573 Remote Similarity NPC470781
0.5682 Remote Similarity NPC15864
0.5667 Remote Similarity NPC55274
0.5663 Remote Similarity NPC177191
0.5652 Remote Similarity NPC470782
0.5641 Remote Similarity NPC239357
0.5641 Remote Similarity NPC471131
0.5606 Remote Similarity NPC77905
0.5603 Remote Similarity NPC288109

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC53858 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.878 High Similarity NPD7759 Phase 2
0.878 High Similarity NPD7760 Phase 2
0.7935 Intermediate Similarity NPD8038 Phase 2
0.7647 Intermediate Similarity NPD1125 Discovery
0.7529 Intermediate Similarity NPD7763 Phase 2
0.7529 Intermediate Similarity NPD7762 Phase 2
0.7442 Intermediate Similarity NPD2683 Discontinued
0.734 Intermediate Similarity NPD7841 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD4825 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD4261 Phase 1
0.7037 Intermediate Similarity NPD620 Approved
0.7021 Intermediate Similarity NPD6699 Clinical (unspecified phase)
0.6889 Remote Similarity NPD3733 Clinical (unspecified phase)
0.6869 Remote Similarity NPD6120 Clinical (unspecified phase)
0.6832 Remote Similarity NPD6122 Discontinued
0.6739 Remote Similarity NPD3723 Clinical (unspecified phase)
0.6737 Remote Similarity NPD5792 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3176 Clinical (unspecified phase)
0.6588 Remote Similarity NPD6944 Clinical (unspecified phase)
0.6562 Remote Similarity NPD2682 Approved
0.6559 Remote Similarity NPD5791 Phase 2
0.6543 Remote Similarity NPD6437 Approved
0.6543 Remote Similarity NPD6438 Approved
0.6517 Remote Similarity NPD4815 Discontinued
0.6429 Remote Similarity NPD4242 Approved
0.6421 Remote Similarity NPD3177 Phase 3
0.6413 Remote Similarity NPD7643 Phase 1
0.641 Remote Similarity NPD9433 Approved
0.64 Remote Similarity NPD1784 Approved
0.6386 Remote Similarity NPD1429 Clinical (unspecified phase)
0.6374 Remote Similarity NPD612 Discontinued
0.6344 Remote Similarity NPD9577 Approved
0.6337 Remote Similarity NPD3713 Approved
0.6337 Remote Similarity NPD3714 Approved
0.6337 Remote Similarity NPD3715 Approved
0.631 Remote Similarity NPD322 Phase 1
0.631 Remote Similarity NPD4241 Registered
0.6267 Remote Similarity NPD9441 Phase 2
0.6237 Remote Similarity NPD4829 Discontinued
0.6235 Remote Similarity NPD7840 Approved
0.6222 Remote Similarity NPD4278 Clinical (unspecified phase)
0.6207 Remote Similarity NPD1147 Phase 2
0.6173 Remote Similarity NPD574 Approved
0.6168 Remote Similarity NPD6937 Approved
0.6163 Remote Similarity NPD2220 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7917 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7918 Clinical (unspecified phase)
0.6126 Remote Similarity NPD8298 Phase 2
0.6098 Remote Similarity NPD575 Clinical (unspecified phase)
0.6076 Remote Similarity NPD9425 Approved
0.6047 Remote Similarity NPD3724 Clinical (unspecified phase)
0.6023 Remote Similarity NPD1825 Clinical (unspecified phase)
0.6 Remote Similarity NPD2264 Approved
0.6 Remote Similarity NPD2263 Discontinued
0.6 Remote Similarity NPD2265 Approved
0.6 Remote Similarity NPD886 Clinical (unspecified phase)
0.5977 Remote Similarity NPD9649 Approved
0.5952 Remote Similarity NPD348 Approved
0.5949 Remote Similarity NPD1456 Approved
0.593 Remote Similarity NPD337 Discontinued
0.5909 Remote Similarity NPD2262 Clinical (unspecified phase)
0.5905 Remote Similarity NPD5359 Clinical (unspecified phase)
0.59 Remote Similarity NPD4780 Clinical (unspecified phase)
0.5823 Remote Similarity NPD4276 Approved
0.5823 Remote Similarity NPD4277 Approved
0.5795 Remote Similarity NPD1439 Clinical (unspecified phase)
0.5778 Remote Similarity NPD366 Approved
0.5769 Remote Similarity NPD8785 Approved
0.5769 Remote Similarity NPD9205 Approved
0.5769 Remote Similarity NPD9204 Approved
0.575 Remote Similarity NPD4281 Clinical (unspecified phase)
0.5747 Remote Similarity NPD9451 Clinical (unspecified phase)
0.5727 Remote Similarity NPD2147 Approved
0.5684 Remote Similarity NPD3628 Phase 3
0.5679 Remote Similarity NPD583 Approved
0.5679 Remote Similarity NPD843 Clinical (unspecified phase)
0.5679 Remote Similarity NPD584 Approved
0.5679 Remote Similarity NPD581 Approved
0.5667 Remote Similarity NPD265 Phase 3
0.5667 Remote Similarity NPD266 Phase 3
0.5604 Remote Similarity NPD9217 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11593272
ChEMBL   CHEMBL443775
ZINC  

Physicochemical Properties

Molecular Weight:  1021.72
ALogP:  -3.1677
MLogP:  4.98
XLogP:  6.276
# Rotatable Bonds:  61
Polar Surface Area:  280.7
# H-Bond Aceptor:  20
# H-Bond Donor:  6
# Rings:  0
# Heavy Atoms:  72

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs