Natural Product: NPC473773

Natural Product ID:  NPC473773
Common Name:   3Beta-Hydroxy-24-Cis-Ferulyloxyurs-12-En-28-Oic Acid
IUPAC Name:   (1S,2R,4aS,6aS,6aS,6bR,8aR,9S,10S,12aR,14bS)-10-hydroxy-9-[[(Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-1,2,6b,9,12a-pentamethyl-1,2,3,4,5,6,6a,6a,7,8,8a,10,11,12,13,14b-hexadecahydropicene-4a-carboxylic acid
Synonyms:  
Molecular Formula:   C39H54O7
Standard InCHIKey:  MSZMBCCZDCLCSY-NBWVGYPQSA-N
Standard InCHI:  InChI=1S/C39H54O7/c1-23-13-19-39(35(43)44)20-14-27-26(34(39)24(23)2)9-11-30-36(27,3)17-15-31-37(30,4)18-16-32(41)38(31,5)22-46-33(42)12-8-25-7-10-28(40)29(21-25)45-6/h7-10,12,21,23-24,27,30-32,34,40-41H,11,13-20,22H2,1-6H3,(H,43,44)/b12-8-/t23-,24+,27-,30+,31-,32+,34+,36+,37-,38-,39+/m1/s1
Canonical SMILES:  COc1cc(/C=CC(=O)OC[C@@]2(C)[C@@H](O)CC[C@]3([C@H]2CC[C@@]2([C@@H]3CC=C3[C@H]2CC[C@@]2([C@H]3[C@@H](C)[C@@H](CC2)C)C(=O)O)C)C)ccc1O
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
NPO17543 Stizophyllum riparium Species Bignoniaceae Eukaryota PMID[3598599]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 = 1 ug/ml 27020299

  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 NPC473773 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 NPC475579
0.9931 High Similarity NPC118033
0.9793 High Similarity NPC475454
0.9793 High Similarity NPC473680
0.9793 High Similarity NPC473579
0.9793 High Similarity NPC475311
0.9527 High Similarity NPC105942
0.9527 High Similarity NPC205392
0.9514 High Similarity NPC307205
0.9375 High Similarity NPC477873
0.9375 High Similarity NPC469447
0.9324 High Similarity NPC145527
0.9324 High Similarity NPC470618
0.9324 High Similarity NPC208785
0.9324 High Similarity NPC470619
0.9247 High Similarity NPC53520
0.9236 High Similarity NPC304110
0.9236 High Similarity NPC27518
0.9167 High Similarity NPC271494
0.9167 High Similarity NPC473591
0.9167 High Similarity NPC155192
0.9097 High Similarity NPC182249
0.9054 High Similarity NPC66894
0.9054 High Similarity NPC8102
0.9048 High Similarity NPC25491
0.9028 High Similarity NPC198621
0.9028 High Similarity NPC22676
0.9028 High Similarity NPC216940
0.9028 High Similarity NPC475482
0.9 High Similarity NPC469776
0.9 High Similarity NPC469772
0.9 High Similarity NPC295941
0.9 High Similarity NPC469775
0.9 High Similarity NPC469773
0.9 High Similarity NPC469778
0.9 High Similarity NPC32723
0.9 High Similarity NPC469774
0.9 High Similarity NPC469777
0.9 High Similarity NPC273358
0.9 High Similarity NPC135334
0.9 High Similarity NPC100925
0.9 High Similarity NPC298647
0.8987 High Similarity NPC200726
0.8986 High Similarity NPC271607
0.8986 High Similarity NPC19862
0.8986 High Similarity NPC280717
0.8986 High Similarity NPC235195
0.8966 High Similarity NPC132723
0.8966 High Similarity NPC76032
0.8958 High Similarity NPC249817
0.8938 High Similarity NPC472803
0.8933 High Similarity NPC32017
0.8933 High Similarity NPC96930
0.8931 High Similarity NPC177362
0.8919 High Similarity NPC26045
0.8897 High Similarity NPC471152
0.8889 High Similarity NPC173569
0.8889 High Similarity NPC477874
0.8875 High Similarity NPC202428
0.8875 High Similarity NPC266545
0.8874 High Similarity NPC292206
0.8851 High Similarity NPC235557
0.8851 High Similarity NPC310621
0.8851 High Similarity NPC252133
0.8792 High Similarity NPC471876
0.8784 High Similarity NPC35212
0.8759 High Similarity NPC43353
0.8716 High Similarity NPC472801
0.8716 High Similarity NPC473612
0.869 High Similarity NPC471110
0.8658 High Similarity NPC472410
0.8649 High Similarity NPC470616
0.8649 High Similarity NPC470617
0.8621 High Similarity NPC475627
0.8621 High Similarity NPC475346
0.8621 High Similarity NPC18982
0.8621 High Similarity NPC475468
0.8621 High Similarity NPC475457
0.8616 High Similarity NPC266365
0.8591 High Similarity NPC82336
0.8591 High Similarity NPC78987
0.8591 High Similarity NPC172311
0.8591 High Similarity NPC29599
0.859 High Similarity NPC62051
0.8581 High Similarity NPC248287
0.8581 High Similarity NPC234548
0.8581 High Similarity NPC139243
0.8581 High Similarity NPC116742
0.8571 High Similarity NPC327962
0.8562 High Similarity NPC325032
0.8562 High Similarity NPC477483
0.8523 High Similarity NPC106055
0.8523 High Similarity NPC471875
0.8523 High Similarity NPC110699
0.8472 Intermediate Similarity NPC86257
0.8462 Intermediate Similarity NPC124842
0.8446 Intermediate Similarity NPC90431
0.8446 Intermediate Similarity NPC120852
0.8438 Intermediate Similarity NPC185617
0.8421 Intermediate Similarity NPC209085
0.8421 Intermediate Similarity NPC224884
0.8418 Intermediate Similarity NPC472807
0.8395 Intermediate Similarity NPC25889
0.8395 Intermediate Similarity NPC100420
0.8385 Intermediate Similarity NPC216916
0.8378 Intermediate Similarity NPC113295
0.8378 Intermediate Similarity NPC472804
0.8367 Intermediate Similarity NPC476282
0.8354 Intermediate Similarity NPC286809
0.8354 Intermediate Similarity NPC305710
0.8344 Intermediate Similarity NPC100675
0.8333 Intermediate Similarity NPC140346
0.8333 Intermediate Similarity NPC237441
0.8333 Intermediate Similarity NPC261322
0.8323 Intermediate Similarity NPC473630
0.8313 Intermediate Similarity NPC471878
0.8313 Intermediate Similarity NPC268602
0.8311 Intermediate Similarity NPC5310
0.8311 Intermediate Similarity NPC4982
0.8311 Intermediate Similarity NPC11266
0.8311 Intermediate Similarity NPC300776
0.8311 Intermediate Similarity NPC68779
0.8311 Intermediate Similarity NPC176814
0.8303 Intermediate Similarity NPC471870
0.8302 Intermediate Similarity NPC131532
0.8291 Intermediate Similarity NPC178574
0.8291 Intermediate Similarity NPC115203
0.8291 Intermediate Similarity NPC65591
0.8282 Intermediate Similarity NPC45943
0.828 Intermediate Similarity NPC475718
0.828 Intermediate Similarity NPC119252
0.8269 Intermediate Similarity NPC279442
0.8264 Intermediate Similarity NPC190849
0.8264 Intermediate Similarity NPC171007
0.8263 Intermediate Similarity NPC473467
0.8263 Intermediate Similarity NPC475197
0.8258 Intermediate Similarity NPC472936
0.8258 Intermediate Similarity NPC472937
0.8258 Intermediate Similarity NPC472938
0.8255 Intermediate Similarity NPC252343
0.825 Intermediate Similarity NPC473275
0.825 Intermediate Similarity NPC470896
0.8247 Intermediate Similarity NPC143120
0.8247 Intermediate Similarity NPC473909
0.8247 Intermediate Similarity NPC274960
0.8247 Intermediate Similarity NPC469683
0.8239 Intermediate Similarity NPC469888
0.8235 Intermediate Similarity NPC229218
0.8235 Intermediate Similarity NPC141817
0.8235 Intermediate Similarity NPC176030
0.8235 Intermediate Similarity NPC192597
0.8235 Intermediate Similarity NPC169214
0.8231 Intermediate Similarity NPC243305
0.8228 Intermediate Similarity NPC476434
0.8228 Intermediate Similarity NPC267091
0.8224 Intermediate Similarity NPC470035
0.8221 Intermediate Similarity NPC473445
0.8219 Intermediate Similarity NPC83062
0.8205 Intermediate Similarity NPC470757
0.8194 Intermediate Similarity NPC137416
0.8194 Intermediate Similarity NPC280767
0.8182 Intermediate Similarity NPC469615
0.8182 Intermediate Similarity NPC474599
0.8182 Intermediate Similarity NPC263212
0.8176 Intermediate Similarity NPC475216
0.8176 Intermediate Similarity NPC475595
0.8176 Intermediate Similarity NPC266084
0.8176 Intermediate Similarity NPC473544
0.8176 Intermediate Similarity NPC475162
0.8176 Intermediate Similarity NPC83663
0.8176 Intermediate Similarity NPC475145
0.8176 Intermediate Similarity NPC239302
0.8171 Intermediate Similarity NPC291977
0.817 Intermediate Similarity NPC67467
0.8166 Intermediate Similarity NPC469397
0.8165 Intermediate Similarity NPC178048
0.8165 Intermediate Similarity NPC243891
0.8158 Intermediate Similarity NPC79372
0.8158 Intermediate Similarity NPC288452
0.8158 Intermediate Similarity NPC289690
0.8155 Intermediate Similarity NPC471871
0.8153 Intermediate Similarity NPC474556
0.8153 Intermediate Similarity NPC264229
0.8153 Intermediate Similarity NPC46549
0.8146 Intermediate Similarity NPC281780
0.8144 Intermediate Similarity NPC180768
0.8141 Intermediate Similarity NPC39361
0.8141 Intermediate Similarity NPC58752
0.8138 Intermediate Similarity NPC120225
0.8138 Intermediate Similarity NPC213552
0.8137 Intermediate Similarity NPC469507
0.8133 Intermediate Similarity NPC470990
0.8133 Intermediate Similarity NPC103082
0.8129 Intermediate Similarity NPC300603
0.8129 Intermediate Similarity NPC258671
0.8129 Intermediate Similarity NPC91694
0.8129 Intermediate Similarity NPC163898
0.8129 Intermediate Similarity NPC53884
0.8129 Intermediate Similarity NPC309169
0.8129 Intermediate Similarity NPC196941

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473773 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
0.9172 High Similarity NPD8166 Discontinued
0.85 High Similarity NPD8127 Discontinued
0.8101 Intermediate Similarity NPD7458 Discontinued
0.8052 Intermediate Similarity NPD7003 Approved
0.8035 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD6273 Approved
0.8024 Intermediate Similarity NPD7228 Approved
0.7965 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7935 Intermediate Similarity NPD4110 Phase 3
0.7935 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7933 Intermediate Similarity NPD3620 Phase 2
0.7933 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7927 Intermediate Similarity NPD6234 Discontinued
0.784 Intermediate Similarity NPD37 Approved
0.7821 Intermediate Similarity NPD4628 Phase 3
0.7805 Intermediate Similarity NPD4965 Approved
0.7805 Intermediate Similarity NPD4967 Phase 2
0.7805 Intermediate Similarity NPD4966 Approved
0.7765 Intermediate Similarity NPD5844 Phase 1
0.7716 Intermediate Similarity NPD7028 Phase 2
0.7707 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD6355 Discontinued
0.7644 Intermediate Similarity NPD8313 Approved
0.7644 Intermediate Similarity NPD8312 Approved
0.7632 Intermediate Similarity NPD8032 Phase 2
0.7632 Intermediate Similarity NPD6663 Approved
0.7616 Intermediate Similarity NPD7095 Approved
0.76 Intermediate Similarity NPD5736 Approved
0.7582 Intermediate Similarity NPD4060 Phase 1
0.7582 Intermediate Similarity NPD4140 Approved
0.7572 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD6798 Discontinued
0.7562 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7548 Intermediate Similarity NPD7097 Phase 1
0.7547 Intermediate Similarity NPD6190 Approved
0.7544 Intermediate Similarity NPD7473 Discontinued
0.7529 Intermediate Similarity NPD7240 Approved
0.7529 Intermediate Similarity NPD7685 Pre-registration
0.7516 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD7266 Discontinued
0.7485 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD6166 Phase 2
0.7471 Intermediate Similarity NPD6232 Discontinued
0.747 Intermediate Similarity NPD8455 Phase 2
0.7452 Intermediate Similarity NPD2438 Suspended
0.7452 Intermediate Similarity NPD2935 Discontinued
0.7421 Intermediate Similarity NPD6674 Discontinued
0.7414 Intermediate Similarity NPD7074 Phase 3
0.7412 Intermediate Similarity NPD7199 Phase 2
0.741 Intermediate Similarity NPD1934 Approved
0.7403 Intermediate Similarity NPD6233 Phase 2
0.74 Intermediate Similarity NPD1283 Approved
0.7386 Intermediate Similarity NPD3027 Phase 3
0.7381 Intermediate Similarity NPD7768 Phase 2
0.7368 Intermediate Similarity NPD9494 Approved
0.7365 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD7054 Approved
0.7351 Intermediate Similarity NPD2797 Approved
0.7349 Intermediate Similarity NPD6677 Suspended
0.7348 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD3534 Clinical (unspecified phase)
0.7318 Intermediate Similarity NPD8434 Phase 2
0.7314 Intermediate Similarity NPD7472 Approved
0.7308 Intermediate Similarity NPD5735 Approved
0.7297 Intermediate Similarity NPD4626 Approved
0.7296 Intermediate Similarity NPD5762 Approved
0.7296 Intermediate Similarity NPD5763 Approved
0.7267 Intermediate Similarity NPD3750 Approved
0.7262 Intermediate Similarity NPD7819 Suspended
0.7262 Intermediate Similarity NPD1465 Phase 2
0.7261 Intermediate Similarity NPD6653 Approved
0.7246 Intermediate Similarity NPD6873 Phase 2
0.7244 Intermediate Similarity NPD2979 Phase 3
0.7235 Intermediate Similarity NPD7075 Discontinued
0.7234 Intermediate Similarity NPD7680 Approved
0.723 Intermediate Similarity NPD5691 Approved
0.7226 Intermediate Similarity NPD3268 Approved
0.7225 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD8150 Discontinued
0.7211 Intermediate Similarity NPD5536 Phase 2
0.7207 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD3818 Discontinued
0.72 Intermediate Similarity NPD1281 Approved
0.7197 Intermediate Similarity NPD447 Suspended
0.7195 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD7808 Phase 3
0.7186 Intermediate Similarity NPD4380 Phase 2
0.7181 Intermediate Similarity NPD3019 Approved
0.7181 Intermediate Similarity NPD2932 Approved
0.7178 Intermediate Similarity NPD7236 Approved
0.7176 Intermediate Similarity NPD3882 Suspended
0.7172 Intermediate Similarity NPD5283 Phase 1
0.717 Intermediate Similarity NPD2799 Discontinued
0.7169 Intermediate Similarity NPD1653 Approved
0.716 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD2801 Approved
0.7153 Intermediate Similarity NPD228 Approved
0.7143 Intermediate Similarity NPD4534 Discontinued
0.7135 Intermediate Similarity NPD7251 Discontinued
0.7134 Intermediate Similarity NPD1613 Approved
0.7134 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD3455 Phase 2
0.7125 Intermediate Similarity NPD6099 Approved
0.7125 Intermediate Similarity NPD6100 Approved
0.7118 Intermediate Similarity NPD3817 Phase 2
0.7118 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD5327 Phase 3
0.7095 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD230 Phase 1
0.7089 Intermediate Similarity NPD3657 Discovery
0.7086 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6599 Discontinued
0.7081 Intermediate Similarity NPD2346 Discontinued
0.7079 Intermediate Similarity NPD6797 Phase 2
0.7075 Intermediate Similarity NPD7157 Approved
0.707 Intermediate Similarity NPD4062 Phase 3
0.7059 Intermediate Similarity NPD8651 Approved
0.7052 Intermediate Similarity NPD5494 Approved
0.7051 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD7831 Phase 2
0.7035 Intermediate Similarity NPD7833 Phase 2
0.7019 Intermediate Similarity NPD5405 Approved
0.7019 Intermediate Similarity NPD5404 Approved
0.7019 Intermediate Similarity NPD5406 Approved
0.7019 Intermediate Similarity NPD5408 Approved
0.7019 Intermediate Similarity NPD2531 Phase 2
0.7013 Intermediate Similarity NPD3094 Phase 2
0.7011 Intermediate Similarity NPD2488 Approved
0.7011 Intermediate Similarity NPD6959 Discontinued
0.7011 Intermediate Similarity NPD2490 Approved
0.7007 Intermediate Similarity NPD2629 Approved
0.7006 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD3764 Approved
0.7006 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD3751 Discontinued
0.7 Intermediate Similarity NPD1651 Approved
0.7 Intermediate Similarity NPD1357 Approved
0.7 Intermediate Similarity NPD6801 Discontinued
0.7 Intermediate Similarity NPD5585 Approved
0.6989 Remote Similarity NPD27 Approved
0.6989 Remote Similarity NPD2489 Approved
0.6988 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6981 Remote Similarity NPD1933 Approved
0.6974 Remote Similarity NPD3092 Approved
0.6968 Remote Similarity NPD5647 Approved
0.6968 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6966 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6964 Remote Similarity NPD7239 Suspended
0.6963 Remote Similarity NPD7497 Discontinued
0.6959 Remote Similarity NPD8151 Discontinued
0.6957 Remote Similarity NPD4308 Phase 3
0.6957 Remote Similarity NPD3748 Approved
0.6954 Remote Similarity NPD1778 Approved
0.6944 Remote Similarity NPD6559 Discontinued
0.6944 Remote Similarity NPD7039 Approved
0.6944 Remote Similarity NPD7038 Approved
0.6943 Remote Similarity NPD7008 Discontinued
0.6941 Remote Similarity NPD7411 Suspended
0.6937 Remote Similarity NPD6353 Approved
0.6936 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6933 Remote Similarity NPD5958 Discontinued
0.6933 Remote Similarity NPD3091 Approved
0.6932 Remote Similarity NPD8051 Clinical (unspecified phase)
0.6928 Remote Similarity NPD1511 Approved
0.6928 Remote Similarity NPD3972 Approved
0.6928 Remote Similarity NPD1608 Approved
0.6923 Remote Similarity NPD3226 Approved
0.6919 Remote Similarity NPD5402 Approved
0.6914 Remote Similarity NPD4477 Approved
0.6914 Remote Similarity NPD4476 Approved
0.6908 Remote Similarity NPD3496 Discontinued
0.6905 Remote Similarity NPD5403 Approved
0.6903 Remote Similarity NPD3266 Approved
0.6903 Remote Similarity NPD3267 Approved
0.6899 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6899 Remote Similarity NPD7985 Registered
0.6897 Remote Similarity NPD3021 Approved
0.6897 Remote Similarity NPD3022 Approved
0.6886 Remote Similarity NPD2532 Approved
0.6886 Remote Similarity NPD2534 Approved
0.6886 Remote Similarity NPD2533 Approved
0.6883 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6879 Remote Similarity NPD6832 Phase 2
0.6879 Remote Similarity NPD4908 Phase 1
0.6879 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7435 Discontinued
0.6875 Remote Similarity NPD5124 Phase 1
0.6875 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1358 Approved
0.6875 Remote Similarity NPD3787 Discontinued

Structure

External Identifiers

PubChem CID   44584521
ChEMBL   CHEMBL451454
ZINC  

Physicochemical Properties

Molecular Weight:  634.39
ALogP:  0.4014
MLogP:  4.98
XLogP:  9.461
# Rotatable Bonds:  16
Polar Surface Area:  113.29
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  6
# Heavy Atoms:  46

Download Data

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