Natural Product: NPC268040

Natural Product ID:  NPC268040
Common Name:   Hopan-27-Al-6Beta,11Alpha,22-Triol
IUPAC Name:   (3S,3aS,5aS,5bR,7R,7aS,11aS,11bR,12R,13aR,13bS)-7,12-dihydroxy-3-(2-hydroxypropan-2-yl)-5b,8,8,11a,13b-pentamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysene-5a-carbaldehyde
Synonyms:  
Molecular Formula:   C30H50O4
Standard InCHIKey:  HNKBWPYYJWLMQY-ZEZQLZSKSA-N
Standard InCHI:  InChI=1S/C30H50O4/c1-25(2)11-8-12-28(6)23(25)21(33)16-29(7)24(28)20(32)15-22-27(5)13-9-18(26(3,4)34)19(27)10-14-30(22,29)17-31/h17-24,32-34H,8-16H2,1-7H3/t18-,19-,20+,21+,22+,23-,24+,27-,28-,29+,30-/m0/s1
Canonical SMILES:  O=C[C@@]12CC[C@@H]3[C@]([C@H]1C[C@H]([C@H]1[C@@]2(C)C[C@@H](O)[C@@H]2[C@]1(C)CCCC2(C)C)O)(C)CC[C@@H]3C(O)(C)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
NPO32716 conoideocrella tenuis bcc 18627 Species Clavicipitaceae Eukaryota PMID[21473608]
NPO21470 Conoideocrella tenuis Species Clavicipitaceae Eukaryota mycelium PMID[21473608]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 > 21000 nM 21473608
NPT115 Organism Mycobacterium tuberculosis H37Ra Mycobacterium tuberculosis H37Ra MIC > 105000 nM 21473608
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 IC50 = 21000 nM 21473608
NPT91 Cell Line KB Homo sapiens IC50 = 10000 nM 21473608
NPT83 Cell Line MCF7 Homo sapiens IC50 = 28000 nM 21473608
NPT639 Cell Line NCI-H187 Homo sapiens IC50 = 68000 nM 21473608
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 69000 nM 21473608

  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 NPC268040 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
0.9091 High Similarity NPC221420
0.8961 High Similarity NPC5767
0.8961 High Similarity NPC475742
0.8846 High Similarity NPC23884
0.8831 High Similarity NPC97534
0.8831 High Similarity NPC174964
0.8831 High Similarity NPC195155
0.8831 High Similarity NPC159789
0.878 High Similarity NPC50438
0.8734 High Similarity NPC80089
0.8734 High Similarity NPC324700
0.8734 High Similarity NPC224802
0.8734 High Similarity NPC34046
0.8734 High Similarity NPC171426
0.8718 High Similarity NPC472486
0.8718 High Similarity NPC472487
0.8642 High Similarity NPC476071
0.8625 High Similarity NPC201276
0.8625 High Similarity NPC80891
0.8625 High Similarity NPC320144
0.8608 High Similarity NPC143133
0.8608 High Similarity NPC298168
0.859 High Similarity NPC21220
0.859 High Similarity NPC125767
0.8571 High Similarity NPC472272
0.8571 High Similarity NPC80700
0.8571 High Similarity NPC476727
0.8571 High Similarity NPC476726
0.8571 High Similarity NPC232112
0.8553 High Similarity NPC192192
0.8537 High Similarity NPC289486
0.8537 High Similarity NPC30583
0.8537 High Similarity NPC61107
0.8519 High Similarity NPC477851
0.85 High Similarity NPC185465
0.8481 Intermediate Similarity NPC4209
0.8471 Intermediate Similarity NPC263802
0.8442 Intermediate Similarity NPC320549
0.8442 Intermediate Similarity NPC127094
0.8442 Intermediate Similarity NPC156277
0.8442 Intermediate Similarity NPC151018
0.8442 Intermediate Similarity NPC58057
0.8434 Intermediate Similarity NPC327451
0.8421 Intermediate Similarity NPC254037
0.8421 Intermediate Similarity NPC129829
0.8415 Intermediate Similarity NPC469745
0.8375 Intermediate Similarity NPC207010
0.8375 Intermediate Similarity NPC475031
0.8375 Intermediate Similarity NPC317913
0.8354 Intermediate Similarity NPC212733
0.8354 Intermediate Similarity NPC273366
0.8353 Intermediate Similarity NPC302111
0.8333 Intermediate Similarity NPC264665
0.8333 Intermediate Similarity NPC74595
0.8313 Intermediate Similarity NPC121121
0.8313 Intermediate Similarity NPC317066
0.8293 Intermediate Similarity NPC261616
0.8293 Intermediate Similarity NPC470609
0.8276 Intermediate Similarity NPC61688
0.8276 Intermediate Similarity NPC24705
0.8276 Intermediate Similarity NPC56962
0.8228 Intermediate Similarity NPC254340
0.8228 Intermediate Similarity NPC280026
0.8228 Intermediate Similarity NPC167702
0.8228 Intermediate Similarity NPC133922
0.8205 Intermediate Similarity NPC89310
0.8202 Intermediate Similarity NPC244356
0.8202 Intermediate Similarity NPC224060
0.8193 Intermediate Similarity NPC12933
0.8182 Intermediate Similarity NPC66407
0.8182 Intermediate Similarity NPC6120
0.8182 Intermediate Similarity NPC77756
0.8182 Intermediate Similarity NPC327728
0.8182 Intermediate Similarity NPC131892
0.8182 Intermediate Similarity NPC213178
0.8171 Intermediate Similarity NPC220379
0.8161 Intermediate Similarity NPC131104
0.8161 Intermediate Similarity NPC3032
0.8161 Intermediate Similarity NPC473319
0.8158 Intermediate Similarity NPC48079
0.814 Intermediate Similarity NPC98236
0.814 Intermediate Similarity NPC269396
0.8125 Intermediate Similarity NPC24014
0.8125 Intermediate Similarity NPC27349
0.8118 Intermediate Similarity NPC219535
0.8118 Intermediate Similarity NPC237938
0.8118 Intermediate Similarity NPC473336
0.8118 Intermediate Similarity NPC474996
0.8118 Intermediate Similarity NPC471044
0.8101 Intermediate Similarity NPC282905
0.8101 Intermediate Similarity NPC68426
0.8101 Intermediate Similarity NPC477229
0.8101 Intermediate Similarity NPC81759
0.8052 Intermediate Similarity NPC472741
0.8052 Intermediate Similarity NPC473225
0.8046 Intermediate Similarity NPC4643
0.8046 Intermediate Similarity NPC57469
0.8046 Intermediate Similarity NPC202937
0.8026 Intermediate Similarity NPC142712
0.8025 Intermediate Similarity NPC108840
0.8 Intermediate Similarity NPC472743
0.8 Intermediate Similarity NPC475726
0.8 Intermediate Similarity NPC159325
0.8 Intermediate Similarity NPC168511
0.7978 Intermediate Similarity NPC472146
0.7978 Intermediate Similarity NPC476296
0.7978 Intermediate Similarity NPC475211
0.7978 Intermediate Similarity NPC88337
0.7978 Intermediate Similarity NPC185529
0.7978 Intermediate Similarity NPC169933
0.7976 Intermediate Similarity NPC58631
0.7976 Intermediate Similarity NPC73515
0.7975 Intermediate Similarity NPC252182
0.7975 Intermediate Similarity NPC187471
0.7975 Intermediate Similarity NPC1340
0.7975 Intermediate Similarity NPC470071
0.7955 Intermediate Similarity NPC477614
0.7955 Intermediate Similarity NPC472739
0.7955 Intermediate Similarity NPC226491
0.7931 Intermediate Similarity NPC83242
0.7931 Intermediate Similarity NPC2783
0.7927 Intermediate Similarity NPC112463
0.7927 Intermediate Similarity NPC264602
0.7922 Intermediate Similarity NPC472984
0.7907 Intermediate Similarity NPC474482
0.7907 Intermediate Similarity NPC105895
0.7907 Intermediate Similarity NPC475745
0.7907 Intermediate Similarity NPC473299
0.7901 Intermediate Similarity NPC267753
0.7889 Intermediate Similarity NPC52756
0.7882 Intermediate Similarity NPC328007
0.7875 Intermediate Similarity NPC310766
0.7875 Intermediate Similarity NPC153719
0.7865 Intermediate Similarity NPC67653
0.7865 Intermediate Similarity NPC471459
0.7848 Intermediate Similarity NPC232925
0.7848 Intermediate Similarity NPC476731
0.7848 Intermediate Similarity NPC251201
0.7848 Intermediate Similarity NPC231945
0.7848 Intermediate Similarity NPC63588
0.7841 Intermediate Similarity NPC153604
0.7841 Intermediate Similarity NPC269360
0.7841 Intermediate Similarity NPC252714
0.7841 Intermediate Similarity NPC264005
0.7841 Intermediate Similarity NPC33768
0.7831 Intermediate Similarity NPC329117
0.7831 Intermediate Similarity NPC472608
0.7826 Intermediate Similarity NPC305808
0.7816 Intermediate Similarity NPC131350
0.7816 Intermediate Similarity NPC294438
0.7816 Intermediate Similarity NPC264317
0.7816 Intermediate Similarity NPC292553
0.7802 Intermediate Similarity NPC291373
0.7802 Intermediate Similarity NPC476189
0.7802 Intermediate Similarity NPC161035
0.7791 Intermediate Similarity NPC269684
0.7791 Intermediate Similarity NPC217559
0.7791 Intermediate Similarity NPC292458
0.7791 Intermediate Similarity NPC268578
0.7778 Intermediate Similarity NPC475056
0.7778 Intermediate Similarity NPC130011
0.7778 Intermediate Similarity NPC46758
0.7778 Intermediate Similarity NPC472854
0.7778 Intermediate Similarity NPC304499
0.7765 Intermediate Similarity NPC280781
0.7765 Intermediate Similarity NPC48756
0.7765 Intermediate Similarity NPC50658
0.7753 Intermediate Similarity NPC474719
0.7753 Intermediate Similarity NPC193360
0.7753 Intermediate Similarity NPC16377
0.775 Intermediate Similarity NPC100586
0.775 Intermediate Similarity NPC109457
0.775 Intermediate Similarity NPC157422
0.7742 Intermediate Similarity NPC476728
0.7738 Intermediate Similarity NPC245029
0.7738 Intermediate Similarity NPC31302
0.7727 Intermediate Similarity NPC12774
0.7727 Intermediate Similarity NPC472738
0.7722 Intermediate Similarity NPC196197
0.7722 Intermediate Similarity NPC477820
0.7722 Intermediate Similarity NPC321732
0.7722 Intermediate Similarity NPC319671
0.7722 Intermediate Similarity NPC476734
0.7722 Intermediate Similarity NPC107919
0.7722 Intermediate Similarity NPC469941
0.7722 Intermediate Similarity NPC64466
0.7722 Intermediate Similarity NPC324607
0.7722 Intermediate Similarity NPC252032
0.7717 Intermediate Similarity NPC277399
0.7711 Intermediate Similarity NPC477919
0.7711 Intermediate Similarity NPC212453
0.7711 Intermediate Similarity NPC180199
0.7701 Intermediate Similarity NPC25037
0.7701 Intermediate Similarity NPC477434
0.7701 Intermediate Similarity NPC34984
0.7701 Intermediate Similarity NPC9060
0.7701 Intermediate Similarity NPC474233
0.7701 Intermediate Similarity NPC181871
0.7683 Intermediate Similarity NPC158208
0.7683 Intermediate Similarity NPC317242

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC268040 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
0.8831 High Similarity NPD3703 Phase 2
0.8734 High Similarity NPD6697 Approved
0.8734 High Similarity NPD6115 Approved
0.8734 High Similarity NPD6118 Approved
0.8734 High Similarity NPD6114 Approved
0.8481 Intermediate Similarity NPD6117 Approved
0.8442 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8442 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8375 Intermediate Similarity NPD6116 Phase 1
0.8228 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.8052 Intermediate Similarity NPD5360 Phase 3
0.8052 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7848 Intermediate Similarity NPD4245 Approved
0.7848 Intermediate Similarity NPD4789 Approved
0.7848 Intermediate Similarity NPD4244 Approved
0.7816 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD3698 Phase 2
0.7662 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD4758 Discontinued
0.7412 Intermediate Similarity NPD3671 Phase 1
0.7412 Intermediate Similarity NPD5364 Discontinued
0.7317 Intermediate Similarity NPD6081 Approved
0.7312 Intermediate Similarity NPD8035 Phase 2
0.7312 Intermediate Similarity NPD8034 Phase 2
0.7283 Intermediate Similarity NPD5328 Approved
0.7262 Intermediate Similarity NPD3702 Approved
0.7195 Intermediate Similarity NPD4787 Phase 1
0.7188 Intermediate Similarity NPD4697 Phase 3
0.7128 Intermediate Similarity NPD6079 Approved
0.7125 Intermediate Similarity NPD4224 Phase 2
0.703 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4788 Approved
0.697 Remote Similarity NPD8418 Phase 2
0.6939 Remote Similarity NPD4755 Approved
0.6923 Remote Similarity NPD4786 Approved
0.6905 Remote Similarity NPD5777 Approved
0.6854 Remote Similarity NPD6928 Phase 2
0.6854 Remote Similarity NPD7525 Registered
0.6837 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6837 Remote Similarity NPD5221 Approved
0.6837 Remote Similarity NPD5222 Approved
0.68 Remote Similarity NPD5286 Approved
0.68 Remote Similarity NPD4700 Approved
0.68 Remote Similarity NPD4696 Approved
0.68 Remote Similarity NPD5285 Approved
0.6774 Remote Similarity NPD3618 Phase 1
0.6771 Remote Similarity NPD7515 Phase 2
0.6768 Remote Similarity NPD5173 Approved
0.6733 Remote Similarity NPD5223 Approved
0.6703 Remote Similarity NPD3667 Approved
0.6701 Remote Similarity NPD4202 Approved
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD5211 Phase 2
0.6635 Remote Similarity NPD6402 Approved
0.6635 Remote Similarity NPD7128 Approved
0.6635 Remote Similarity NPD5739 Approved
0.6635 Remote Similarity NPD6675 Approved
0.6602 Remote Similarity NPD5174 Approved
0.6602 Remote Similarity NPD5175 Approved
0.6602 Remote Similarity NPD4754 Approved
0.6542 Remote Similarity NPD4634 Approved
0.6538 Remote Similarity NPD5141 Approved
0.6535 Remote Similarity NPD7638 Approved
0.6509 Remote Similarity NPD6881 Approved
0.6509 Remote Similarity NPD6899 Approved
0.6509 Remote Similarity NPD7320 Approved
0.6476 Remote Similarity NPD4767 Approved
0.6476 Remote Similarity NPD6920 Discontinued
0.6476 Remote Similarity NPD4768 Approved
0.6471 Remote Similarity NPD7639 Approved
0.6471 Remote Similarity NPD7640 Approved
0.6466 Remote Similarity NPD7507 Approved
0.6465 Remote Similarity NPD7748 Approved
0.6449 Remote Similarity NPD6372 Approved
0.6449 Remote Similarity NPD6373 Approved
0.6415 Remote Similarity NPD5697 Approved
0.6415 Remote Similarity NPD5701 Approved
0.6392 Remote Similarity NPD4753 Phase 2
0.6389 Remote Similarity NPD7102 Approved
0.6389 Remote Similarity NPD6883 Approved
0.6389 Remote Similarity NPD7290 Approved
0.6383 Remote Similarity NPD3665 Phase 1
0.6383 Remote Similarity NPD3133 Approved
0.6383 Remote Similarity NPD3666 Approved
0.6364 Remote Similarity NPD4632 Approved
0.6364 Remote Similarity NPD6399 Phase 3
0.6355 Remote Similarity NPD4729 Approved
0.6355 Remote Similarity NPD6011 Approved
0.6355 Remote Similarity NPD4730 Approved
0.6355 Remote Similarity NPD5128 Approved
0.6346 Remote Similarity NPD7632 Discontinued
0.633 Remote Similarity NPD8130 Phase 1
0.633 Remote Similarity NPD6649 Approved
0.633 Remote Similarity NPD6847 Approved
0.633 Remote Similarity NPD6401 Clinical (unspecified phase)
0.633 Remote Similarity NPD6617 Approved
0.633 Remote Similarity NPD6650 Approved
0.633 Remote Similarity NPD6869 Approved
0.6327 Remote Similarity NPD6700 Approved
0.6327 Remote Similarity NPD6701 Clinical (unspecified phase)
0.6303 Remote Similarity NPD7319 Approved
0.6296 Remote Similarity NPD6013 Approved
0.6296 Remote Similarity NPD6014 Approved
0.6296 Remote Similarity NPD6012 Approved
0.6275 Remote Similarity NPD7902 Approved
0.6273 Remote Similarity NPD8297 Approved
0.6273 Remote Similarity NPD6882 Approved
0.6263 Remote Similarity NPD6703 Approved
0.6263 Remote Similarity NPD6702 Approved
0.625 Remote Similarity NPD1700 Approved
0.625 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6239 Remote Similarity NPD5249 Phase 3
0.6239 Remote Similarity NPD5135 Approved
0.6239 Remote Similarity NPD5251 Approved
0.6239 Remote Similarity NPD5247 Approved
0.6239 Remote Similarity NPD5169 Approved
0.6239 Remote Similarity NPD5250 Approved
0.6239 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6239 Remote Similarity NPD5248 Approved
0.6216 Remote Similarity NPD8133 Approved
0.6216 Remote Similarity NPD8298 Phase 2
0.6211 Remote Similarity NPD3668 Phase 3
0.6204 Remote Similarity NPD5168 Approved
0.6204 Remote Similarity NPD5345 Clinical (unspecified phase)
0.62 Remote Similarity NPD8171 Discontinued
0.6196 Remote Similarity NPD7645 Phase 2
0.6195 Remote Similarity NPD6009 Approved
0.6182 Remote Similarity NPD5215 Approved
0.6182 Remote Similarity NPD5127 Approved
0.6182 Remote Similarity NPD5217 Approved
0.6182 Remote Similarity NPD5216 Approved
0.6174 Remote Similarity NPD6059 Approved
0.6174 Remote Similarity NPD6054 Approved
0.6173 Remote Similarity NPD3198 Approved
0.617 Remote Similarity NPD4223 Phase 3
0.617 Remote Similarity NPD4221 Approved
0.6168 Remote Similarity NPD6008 Approved
0.6146 Remote Similarity NPD5329 Approved
0.6117 Remote Similarity NPD6083 Phase 2
0.6117 Remote Similarity NPD6084 Phase 2
0.6111 Remote Similarity NPD6942 Approved
0.6111 Remote Similarity NPD7339 Approved
0.6106 Remote Similarity NPD6940 Discontinued
0.6087 Remote Similarity NPD3617 Approved
0.6083 Remote Similarity NPD7736 Approved
0.6082 Remote Similarity NPD5279 Phase 3
0.6078 Remote Similarity NPD5210 Approved
0.6078 Remote Similarity NPD4629 Approved
0.6068 Remote Similarity NPD6370 Approved
0.6064 Remote Similarity NPD4139 Approved
0.6064 Remote Similarity NPD4692 Approved
0.6055 Remote Similarity NPD6415 Discontinued
0.6053 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6042 Remote Similarity NPD4197 Approved
0.6034 Remote Similarity NPD6319 Approved
0.6018 Remote Similarity NPD5167 Approved
0.6017 Remote Similarity NPD7604 Phase 2
0.6 Remote Similarity NPD6335 Approved
0.5983 Remote Similarity NPD6015 Approved
0.5983 Remote Similarity NPD6016 Approved
0.5983 Remote Similarity NPD5983 Phase 2
0.598 Remote Similarity NPD7900 Approved
0.598 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5977 Remote Similarity NPD6705 Phase 1
0.5966 Remote Similarity NPD7492 Approved
0.5965 Remote Similarity NPD6274 Approved
0.5965 Remote Similarity NPD6868 Approved
0.5963 Remote Similarity NPD6412 Phase 2
0.596 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5957 Remote Similarity NPD4748 Discontinued
0.5949 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5948 Remote Similarity NPD7100 Approved
0.5948 Remote Similarity NPD7101 Approved
0.5932 Remote Similarity NPD5988 Approved
0.5922 Remote Similarity NPD7991 Discontinued
0.5918 Remote Similarity NPD4688 Approved
0.5918 Remote Similarity NPD4693 Phase 3
0.5918 Remote Similarity NPD4689 Approved
0.5918 Remote Similarity NPD5205 Approved
0.5918 Remote Similarity NPD4690 Approved
0.5918 Remote Similarity NPD4138 Approved
0.5917 Remote Similarity NPD6336 Discontinued
0.5917 Remote Similarity NPD6616 Approved
0.5913 Remote Similarity NPD6317 Approved
0.5913 Remote Similarity NPD7115 Discovery
0.5882 Remote Similarity NPD7909 Approved
0.587 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5868 Remote Similarity NPD7078 Approved
0.5868 Remote Similarity NPD8293 Discontinued
0.5862 Remote Similarity NPD6314 Approved
0.5862 Remote Similarity NPD6313 Approved
0.5859 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5856 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5856 Remote Similarity NPD8132 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   52951632
ChEMBL   CHEMBL1774508
ZINC  

Physicochemical Properties

Molecular Weight:  474.37
ALogP:  0.3387
MLogP:  4.32
XLogP:  7.22
# Rotatable Bonds:  12
Polar Surface Area:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  34

Download Data

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