Natural Product: NPC471293

Natural Product ID:  NPC471293
Common Name:   Cochinchinoid K
IUPAC Name:   (3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-3-[(3S,5R,9R,10R,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]oxolan-2-one
Synonyms:  
Molecular Formula:   C30H48O5
Standard InCHIKey:  QDVOKJAQMSSOJK-FQARURFKSA-N
Standard InCHI:  InChI=1S/C30H48O5/c1-26(2)22-9-8-20-19(28(22,5)13-12-23(26)31)11-15-29(6)18(10-14-30(20,29)7)17-16-21(35-25(17)33)24(32)27(3,4)34/h8,17-19,21-24,31-32,34H,9-16H2,1-7H3/t17-,18-,19-,21+,22-,23-,24-,28+,29-,30+/m0/s1
Canonical SMILES:  O=C1O[C@H](C[C@H]1[C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)[C@@H](C(O)(C)C)O
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
NPO8774 Walsura cochinchinensis Species Meliaceae Eukaryota PMID[23795939]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1137 Individual Protein 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens Inhibition > 60 % 10.1016/j.cropro.2012.12.021
NPT4862 Individual Protein 11-beta-hydroxysteroid dehydrogenase 1 Mus musculus Inhibition > 60 % 21800409
NPT1137 Individual Protein 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens IC50 = 3200 nM 21800409
NPT4862 Individual Protein 11-beta-hydroxysteroid dehydrogenase 1 Mus musculus IC50 = 820 nM 21800409

  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 NPC471293 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
0.94 High Similarity NPC59530
0.901 High Similarity NPC255309
0.8958 High Similarity NPC470224
0.8942 High Similarity NPC5284
0.8942 High Similarity NPC101450
0.8932 High Similarity NPC258323
0.8922 High Similarity NPC472655
0.8922 High Similarity NPC96377
0.8911 High Similarity NPC140723
0.8835 High Similarity NPC255387
0.8835 High Similarity NPC131665
0.88 High Similarity NPC167974
0.8776 High Similarity NPC279974
0.8774 High Similarity NPC280782
0.8774 High Similarity NPC207251
0.8725 High Similarity NPC36688
0.8704 High Similarity NPC49492
0.8704 High Similarity NPC266728
0.87 High Similarity NPC119036
0.87 High Similarity NPC477854
0.8692 High Similarity NPC250109
0.8667 High Similarity NPC5475
0.8667 High Similarity NPC173905
0.8667 High Similarity NPC284828
0.8667 High Similarity NPC472216
0.866 High Similarity NPC189520
0.8646 High Similarity NPC475921
0.8646 High Similarity NPC474704
0.8627 High Similarity NPC473928
0.8611 High Similarity NPC326542
0.8571 High Similarity NPC472219
0.8571 High Similarity NPC472218
0.8571 High Similarity NPC472217
0.8571 High Similarity NPC19412
0.8571 High Similarity NPC477855
0.8558 High Similarity NPC196528
0.8558 High Similarity NPC102352
0.8557 High Similarity NPC471896
0.8544 High Similarity NPC191892
0.8544 High Similarity NPC471005
0.8542 High Similarity NPC250687
0.8542 High Similarity NPC229407
0.8542 High Similarity NPC254572
0.8542 High Similarity NPC48824
0.8529 High Similarity NPC477052
0.8529 High Similarity NPC477051
0.8529 High Similarity NPC477053
0.8519 High Similarity NPC962
0.8519 High Similarity NPC52634
0.85 High Similarity NPC477853
0.85 High Similarity NPC173272
0.8485 Intermediate Similarity NPC240617
0.8476 Intermediate Similarity NPC144854
0.8476 Intermediate Similarity NPC220974
0.8476 Intermediate Similarity NPC3316
0.8476 Intermediate Similarity NPC230541
0.8469 Intermediate Similarity NPC471747
0.8462 Intermediate Similarity NPC472228
0.8462 Intermediate Similarity NPC85593
0.8462 Intermediate Similarity NPC472227
0.8462 Intermediate Similarity NPC100955
0.8462 Intermediate Similarity NPC121566
0.8462 Intermediate Similarity NPC31430
0.8462 Intermediate Similarity NPC477812
0.8455 Intermediate Similarity NPC284068
0.8454 Intermediate Similarity NPC269267
0.8447 Intermediate Similarity NPC22388
0.8447 Intermediate Similarity NPC477054
0.844 Intermediate Similarity NPC117712
0.8438 Intermediate Similarity NPC142361
0.8438 Intermediate Similarity NPC474684
0.8438 Intermediate Similarity NPC167877
0.8431 Intermediate Similarity NPC83709
0.8431 Intermediate Similarity NPC316964
0.8426 Intermediate Similarity NPC234042
0.8426 Intermediate Similarity NPC152117
0.8421 Intermediate Similarity NPC8369
0.8416 Intermediate Similarity NPC253586
0.8411 Intermediate Similarity NPC470065
0.8411 Intermediate Similarity NPC239097
0.8407 Intermediate Similarity NPC222688
0.84 Intermediate Similarity NPC48330
0.84 Intermediate Similarity NPC469599
0.8396 Intermediate Similarity NPC277017
0.8396 Intermediate Similarity NPC154608
0.8396 Intermediate Similarity NPC192813
0.8393 Intermediate Similarity NPC109973
0.8384 Intermediate Similarity NPC470376
0.8384 Intermediate Similarity NPC170220
0.8384 Intermediate Similarity NPC141497
0.8384 Intermediate Similarity NPC470375
0.8384 Intermediate Similarity NPC107674
0.8381 Intermediate Similarity NPC278628
0.8381 Intermediate Similarity NPC63023
0.8381 Intermediate Similarity NPC95243
0.8381 Intermediate Similarity NPC470587
0.8381 Intermediate Similarity NPC231530
0.8367 Intermediate Similarity NPC289213
0.8367 Intermediate Similarity NPC473269
0.8367 Intermediate Similarity NPC148414
0.8367 Intermediate Similarity NPC175628
0.8367 Intermediate Similarity NPC111585
0.8365 Intermediate Similarity NPC264048
0.8364 Intermediate Similarity NPC40632
0.8364 Intermediate Similarity NPC474734
0.8364 Intermediate Similarity NPC96312
0.8364 Intermediate Similarity NPC251236
0.8364 Intermediate Similarity NPC328374
0.8364 Intermediate Similarity NPC196931
0.8364 Intermediate Similarity NPC207217
0.835 Intermediate Similarity NPC289670
0.8349 Intermediate Similarity NPC49451
0.8349 Intermediate Similarity NPC317210
0.8349 Intermediate Similarity NPC194100
0.8349 Intermediate Similarity NPC178981
0.8349 Intermediate Similarity NPC255017
0.8333 Intermediate Similarity NPC153792
0.8333 Intermediate Similarity NPC263827
0.8333 Intermediate Similarity NPC271387
0.8333 Intermediate Similarity NPC250481
0.8333 Intermediate Similarity NPC285410
0.8333 Intermediate Similarity NPC73038
0.8333 Intermediate Similarity NPC114274
0.8318 Intermediate Similarity NPC41405
0.8318 Intermediate Similarity NPC153239
0.8318 Intermediate Similarity NPC143706
0.8318 Intermediate Similarity NPC472534
0.8318 Intermediate Similarity NPC141350
0.8318 Intermediate Similarity NPC310546
0.8318 Intermediate Similarity NPC218853
0.8317 Intermediate Similarity NPC49371
0.8317 Intermediate Similarity NPC256227
0.8304 Intermediate Similarity NPC477071
0.8304 Intermediate Similarity NPC475041
0.8302 Intermediate Similarity NPC293512
0.8302 Intermediate Similarity NPC165873
0.8302 Intermediate Similarity NPC473037
0.8302 Intermediate Similarity NPC83744
0.8302 Intermediate Similarity NPC477916
0.83 Intermediate Similarity NPC174051
0.83 Intermediate Similarity NPC470957
0.83 Intermediate Similarity NPC470958
0.83 Intermediate Similarity NPC67831
0.83 Intermediate Similarity NPC159410
0.8288 Intermediate Similarity NPC473590
0.8286 Intermediate Similarity NPC204833
0.8286 Intermediate Similarity NPC475036
0.8286 Intermediate Similarity NPC209502
0.8286 Intermediate Similarity NPC29705
0.8286 Intermediate Similarity NPC75531
0.8286 Intermediate Similarity NPC149124
0.8286 Intermediate Similarity NPC301787
0.8283 Intermediate Similarity NPC110657
0.8283 Intermediate Similarity NPC26888
0.8283 Intermediate Similarity NPC212301
0.8283 Intermediate Similarity NPC262870
0.8283 Intermediate Similarity NPC86266
0.8283 Intermediate Similarity NPC297265
0.8273 Intermediate Similarity NPC473798
0.8273 Intermediate Similarity NPC243354
0.8273 Intermediate Similarity NPC471398
0.8269 Intermediate Similarity NPC193934
0.8269 Intermediate Similarity NPC124544
0.8269 Intermediate Similarity NPC136289
0.8269 Intermediate Similarity NPC473163
0.8269 Intermediate Similarity NPC271980
0.8269 Intermediate Similarity NPC475558
0.8269 Intermediate Similarity NPC473788
0.8265 Intermediate Similarity NPC32830
0.8265 Intermediate Similarity NPC474889
0.8265 Intermediate Similarity NPC476733
0.8265 Intermediate Similarity NPC215029
0.8257 Intermediate Similarity NPC474516
0.8257 Intermediate Similarity NPC472002
0.8257 Intermediate Similarity NPC269530
0.8257 Intermediate Similarity NPC126691
0.8257 Intermediate Similarity NPC470063
0.8252 Intermediate Similarity NPC218383
0.8252 Intermediate Similarity NPC477655
0.8252 Intermediate Similarity NPC108371
0.8247 Intermediate Similarity NPC90652
0.8247 Intermediate Similarity NPC159046
0.8247 Intermediate Similarity NPC251808
0.8247 Intermediate Similarity NPC233836
0.8247 Intermediate Similarity NPC187376
0.8247 Intermediate Similarity NPC474174
0.8246 Intermediate Similarity NPC65858
0.8241 Intermediate Similarity NPC475134
0.8241 Intermediate Similarity NPC76084
0.8241 Intermediate Similarity NPC475563
0.8241 Intermediate Similarity NPC129340
0.8235 Intermediate Similarity NPC108078
0.8235 Intermediate Similarity NPC210337
0.8235 Intermediate Similarity NPC475032
0.8235 Intermediate Similarity NPC475033
0.8235 Intermediate Similarity NPC475894
0.823 Intermediate Similarity NPC476961
0.8224 Intermediate Similarity NPC295389
0.8224 Intermediate Similarity NPC329417
0.8224 Intermediate Similarity NPC94529

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471293 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
0.8396 Intermediate Similarity NPD7320 Approved
0.8381 Intermediate Similarity NPD6675 Approved
0.8381 Intermediate Similarity NPD7128 Approved
0.8381 Intermediate Similarity NPD5739 Approved
0.8381 Intermediate Similarity NPD6402 Approved
0.8318 Intermediate Similarity NPD6372 Approved
0.8318 Intermediate Similarity NPD6373 Approved
0.8257 Intermediate Similarity NPD8297 Approved
0.8224 Intermediate Similarity NPD6899 Approved
0.8224 Intermediate Similarity NPD6881 Approved
0.8208 Intermediate Similarity NPD6008 Approved
0.82 Intermediate Similarity NPD6399 Phase 3
0.8182 Intermediate Similarity NPD4632 Approved
0.8165 Intermediate Similarity NPD6649 Approved
0.8165 Intermediate Similarity NPD6650 Approved
0.8131 Intermediate Similarity NPD5697 Approved
0.8131 Intermediate Similarity NPD5701 Approved
0.8103 Intermediate Similarity NPD7492 Approved
0.8081 Intermediate Similarity NPD5328 Approved
0.8073 Intermediate Similarity NPD7290 Approved
0.8073 Intermediate Similarity NPD7102 Approved
0.8073 Intermediate Similarity NPD6883 Approved
0.807 Intermediate Similarity NPD6059 Approved
0.807 Intermediate Similarity NPD6054 Approved
0.807 Intermediate Similarity NPD6319 Approved
0.8034 Intermediate Similarity NPD6616 Approved
0.8 Intermediate Similarity NPD6869 Approved
0.8 Intermediate Similarity NPD8130 Phase 1
0.8 Intermediate Similarity NPD6617 Approved
0.8 Intermediate Similarity NPD6847 Approved
0.7982 Intermediate Similarity NPD6013 Approved
0.7982 Intermediate Similarity NPD6014 Approved
0.7982 Intermediate Similarity NPD6012 Approved
0.7966 Intermediate Similarity NPD7078 Approved
0.7966 Intermediate Similarity NPD8293 Discontinued
0.7965 Intermediate Similarity NPD7115 Discovery
0.7931 Intermediate Similarity NPD6370 Approved
0.7928 Intermediate Similarity NPD6882 Approved
0.7921 Intermediate Similarity NPD6079 Approved
0.7899 Intermediate Similarity NPD7736 Approved
0.789 Intermediate Similarity NPD6011 Approved
0.7885 Intermediate Similarity NPD6084 Phase 2
0.7885 Intermediate Similarity NPD6083 Phase 2
0.7885 Intermediate Similarity NPD4755 Approved
0.7881 Intermediate Similarity NPD7507 Approved
0.7864 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7845 Intermediate Similarity NPD6015 Approved
0.7845 Intermediate Similarity NPD6016 Approved
0.7838 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.781 Intermediate Similarity NPD7638 Approved
0.7807 Intermediate Similarity NPD6009 Approved
0.7788 Intermediate Similarity NPD4697 Phase 3
0.7778 Intermediate Similarity NPD3618 Phase 1
0.7778 Intermediate Similarity NPD5988 Approved
0.7755 Intermediate Similarity NPD4786 Approved
0.7748 Intermediate Similarity NPD4634 Approved
0.7745 Intermediate Similarity NPD8034 Phase 2
0.7745 Intermediate Similarity NPD8035 Phase 2
0.7736 Intermediate Similarity NPD4700 Approved
0.7736 Intermediate Similarity NPD4696 Approved
0.7736 Intermediate Similarity NPD5285 Approved
0.7736 Intermediate Similarity NPD7639 Approved
0.7736 Intermediate Similarity NPD7640 Approved
0.7736 Intermediate Similarity NPD5286 Approved
0.7712 Intermediate Similarity NPD7604 Phase 2
0.7692 Intermediate Similarity NPD5983 Phase 2
0.7686 Intermediate Similarity NPD7319 Approved
0.7677 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD5696 Approved
0.7636 Intermediate Similarity NPD6412 Phase 2
0.7619 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD5221 Approved
0.7619 Intermediate Similarity NPD5222 Approved
0.7596 Intermediate Similarity NPD7748 Approved
0.7593 Intermediate Similarity NPD5224 Approved
0.7593 Intermediate Similarity NPD5225 Approved
0.7593 Intermediate Similarity NPD4633 Approved
0.7593 Intermediate Similarity NPD5226 Approved
0.7593 Intermediate Similarity NPD5211 Phase 2
0.7583 Intermediate Similarity NPD6336 Discontinued
0.7573 Intermediate Similarity NPD7515 Phase 2
0.7568 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7565 Intermediate Similarity NPD6274 Approved
0.7551 Intermediate Similarity NPD3667 Approved
0.7547 Intermediate Similarity NPD7902 Approved
0.7547 Intermediate Similarity NPD5173 Approved
0.7542 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7524 Intermediate Similarity NPD5695 Phase 3
0.7523 Intermediate Similarity NPD5174 Approved
0.7523 Intermediate Similarity NPD5175 Approved
0.7521 Intermediate Similarity NPD7101 Approved
0.7521 Intermediate Similarity NPD7100 Approved
0.75 Intermediate Similarity NPD5223 Approved
0.75 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4202 Approved
0.7477 Intermediate Similarity NPD4225 Approved
0.7459 Intermediate Similarity NPD6033 Approved
0.7455 Intermediate Similarity NPD5141 Approved
0.7451 Intermediate Similarity NPD6672 Approved
0.7451 Intermediate Similarity NPD6903 Approved
0.7451 Intermediate Similarity NPD5737 Approved
0.7436 Intermediate Similarity NPD6335 Approved
0.7429 Intermediate Similarity NPD6001 Approved
0.7426 Intermediate Similarity NPD7146 Approved
0.7426 Intermediate Similarity NPD5330 Approved
0.7426 Intermediate Similarity NPD6409 Approved
0.7426 Intermediate Similarity NPD6684 Approved
0.7426 Intermediate Similarity NPD7334 Approved
0.7426 Intermediate Similarity NPD7521 Approved
0.7417 Intermediate Similarity NPD8328 Phase 3
0.7414 Intermediate Similarity NPD6868 Approved
0.7404 Intermediate Similarity NPD6411 Approved
0.7395 Intermediate Similarity NPD6908 Approved
0.7395 Intermediate Similarity NPD6909 Approved
0.7387 Intermediate Similarity NPD4767 Approved
0.7387 Intermediate Similarity NPD4768 Approved
0.7379 Intermediate Similarity NPD4753 Phase 2
0.7364 Intermediate Similarity NPD4754 Approved
0.735 Intermediate Similarity NPD6317 Approved
0.735 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD7525 Registered
0.732 Intermediate Similarity NPD6697 Approved
0.732 Intermediate Similarity NPD6118 Approved
0.732 Intermediate Similarity NPD6115 Approved
0.732 Intermediate Similarity NPD6114 Approved
0.7304 Intermediate Similarity NPD6053 Discontinued
0.7288 Intermediate Similarity NPD6314 Approved
0.7288 Intermediate Similarity NPD7327 Approved
0.7288 Intermediate Similarity NPD6313 Approved
0.7288 Intermediate Similarity NPD7328 Approved
0.7282 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7281 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD7900 Approved
0.7264 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD6686 Approved
0.7257 Intermediate Similarity NPD5128 Approved
0.7257 Intermediate Similarity NPD4730 Approved
0.7257 Intermediate Similarity NPD4729 Approved
0.7255 Intermediate Similarity NPD6098 Approved
0.7241 Intermediate Similarity NPD8133 Approved
0.7228 Intermediate Similarity NPD3133 Approved
0.7228 Intermediate Similarity NPD3665 Phase 1
0.7228 Intermediate Similarity NPD3666 Approved
0.7227 Intermediate Similarity NPD7516 Approved
0.7212 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD6080 Approved
0.7212 Intermediate Similarity NPD6904 Approved
0.7212 Intermediate Similarity NPD6101 Approved
0.7212 Intermediate Similarity NPD6673 Approved
0.7196 Intermediate Similarity NPD4629 Approved
0.7196 Intermediate Similarity NPD5210 Approved
0.7184 Intermediate Similarity NPD3573 Approved
0.7184 Intermediate Similarity NPD7524 Approved
0.717 Intermediate Similarity NPD5779 Approved
0.717 Intermediate Similarity NPD5778 Approved
0.7167 Intermediate Similarity NPD8377 Approved
0.7167 Intermediate Similarity NPD8294 Approved
0.7143 Intermediate Similarity NPD5207 Approved
0.7131 Intermediate Similarity NPD6067 Discontinued
0.713 Intermediate Similarity NPD5249 Phase 3
0.713 Intermediate Similarity NPD5251 Approved
0.713 Intermediate Similarity NPD5250 Approved
0.713 Intermediate Similarity NPD5247 Approved
0.713 Intermediate Similarity NPD5248 Approved
0.7117 Intermediate Similarity NPD7632 Discontinued
0.7113 Intermediate Similarity NPD6117 Approved
0.7107 Intermediate Similarity NPD8335 Approved
0.7107 Intermediate Similarity NPD8379 Approved
0.7107 Intermediate Similarity NPD8378 Approved
0.7107 Intermediate Similarity NPD8296 Approved
0.7107 Intermediate Similarity NPD8380 Approved
0.7107 Intermediate Similarity NPD8033 Approved
0.7087 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD7637 Suspended
0.7075 Intermediate Similarity NPD5284 Approved
0.7075 Intermediate Similarity NPD5281 Approved
0.7069 Intermediate Similarity NPD5215 Approved
0.7069 Intermediate Similarity NPD5216 Approved
0.7069 Intermediate Similarity NPD5217 Approved
0.7059 Intermediate Similarity NPD3668 Phase 3
0.7041 Intermediate Similarity NPD6116 Phase 1
0.703 Intermediate Similarity NPD4223 Phase 3
0.703 Intermediate Similarity NPD4221 Approved
0.7018 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD6942 Approved
0.701 Intermediate Similarity NPD7339 Approved
0.699 Remote Similarity NPD5329 Approved
0.6983 Remote Similarity NPD5169 Approved
0.6983 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6983 Remote Similarity NPD5135 Approved
0.6967 Remote Similarity NPD7503 Approved
0.6967 Remote Similarity NPD8513 Phase 3
0.6967 Remote Similarity NPD8516 Approved
0.6967 Remote Similarity NPD8517 Approved
0.6967 Remote Similarity NPD8515 Approved
0.6961 Remote Similarity NPD6695 Phase 3
0.6957 Remote Similarity NPD5168 Approved
0.6952 Remote Similarity NPD5208 Approved
0.6923 Remote Similarity NPD5127 Approved

Structure

External Identifiers

PubChem CID   71745149
ChEMBL   CHEMBL2409065
ZINC  

Physicochemical Properties

Molecular Weight:  488.35
ALogP:  1.2615
MLogP:  4.21
XLogP:  6.518
# Rotatable Bonds:  13
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  35

Download Data

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