Natural Product: NPC265502

Natural Product ID:  NPC265502
Common Name:   Verrucarrin M
IUPAC Name:  
Synonyms:   Verrucarrin M
Molecular Formula:   C27H32O9
Standard InCHIKey:  SBDCDLYTQBGFRK-LQQQYLKJSA-N
Standard InCHI:  InChI=1S/C27H32O9/c1-16-8-10-26-14-33-21(30)13-17(2)9-11-32-19(28)6-4-5-7-20(29)36-23-22(31)24(35-18(26)12-16)27(15-34-27)25(23,26)3/h4-7,12-13,18,22-24,31H,8-11,14-15H2,1-3H3/b6-4+,7-5-,17-13+/t18-,22-,23-,24-,25-,26-,27+/m1/s1
Canonical SMILES:  C/C/1=CC(=O)OC[C@]23CCC(=C[C@H]2O[C@H]2[C@]4([C@]3(C)[C@H](OC(=O)/C=CC=CC(=O)OCC1)[C@H]2O)CO4)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
NPO30443 Myrothecium verrucaria Species Stachybotryaceae Eukaryota PMID[13678412]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT387 Cell Line M14 Homo sapiens IC50 = 8 nM 16420055
NPT398 Cell Line UACC-62 Homo sapiens IC50 = 57 nM 20022253
NPT406 Cell Line RXF 393 Homo sapiens IC50 = 84 nM 20022253
NPT376 Cell Line A498 Homo sapiens IC50 = 53 nM 20022253
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 = 14 nM 12193033
NPT367 Cell Line MDA-N Homo sapiens IC50 = 14 nM 19445517
NPT404 Cell Line CCRF-CEM Homo sapiens IC50 > 10000 nM 10.6019/CHEMBL1201861
NPT405 Cell Line NCI-H226 Homo sapiens IC50 = 33 nM 10096871
NPT455 Cell Line NCI-H522 Homo sapiens IC50 < 1 nM 10096871
NPT407 Cell Line COLO 205 Homo sapiens IC50 = 7 nM 15332862
NPT148 Cell Line HCT-15 Homo sapiens IC50 = 73 nM 15332862
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 23268694
NPT112 Cell Line MOLT-4 Homo sapiens IC50 > 10000 nM 23268694
NPT147 Cell Line SK-MEL-2 Homo sapiens IC50 = 37 nM 8254346
NPT401 Cell Line 786-0 Homo sapiens IC50 > 10000 nM 21534539
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 18293903

  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 NPC265502 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 NPC469960
1.0 High Similarity NPC29389
1.0 High Similarity NPC93026
0.9898 High Similarity NPC108682
0.9898 High Similarity NPC469959
0.9898 High Similarity NPC469957
0.9898 High Similarity NPC472263
0.9485 High Similarity NPC79631
0.9485 High Similarity NPC98813
0.9485 High Similarity NPC13743
0.9381 High Similarity NPC65700
0.9327 High Similarity NPC287075
0.9327 High Similarity NPC101400
0.9327 High Similarity NPC101965
0.9238 High Similarity NPC305044
0.9238 High Similarity NPC265290
0.9231 High Similarity NPC313921
0.9231 High Similarity NPC98038
0.9082 High Similarity NPC476057
0.9082 High Similarity NPC347923
0.9072 High Similarity NPC240838
0.9 High Similarity NPC26557
0.899 High Similarity NPC274458
0.899 High Similarity NPC474957
0.899 High Similarity NPC79449
0.8911 High Similarity NPC200672
0.8911 High Similarity NPC252242
0.8911 High Similarity NPC475956
0.8911 High Similarity NPC214714
0.8889 High Similarity NPC182811
0.8824 High Similarity NPC260809
0.8824 High Similarity NPC474783
0.8824 High Similarity NPC232515
0.8774 High Similarity NPC71680
0.8725 High Similarity NPC475986
0.8692 High Similarity NPC241477
0.8679 High Similarity NPC41551
0.8679 High Similarity NPC15551
0.8679 High Similarity NPC50223
0.8636 High Similarity NPC474286
0.8636 High Similarity NPC475130
0.8393 Intermediate Similarity NPC278681
0.8319 Intermediate Similarity NPC112936
0.8304 Intermediate Similarity NPC16701
0.8283 Intermediate Similarity NPC197107
0.823 Intermediate Similarity NPC213761
0.823 Intermediate Similarity NPC35171
0.8214 Intermediate Similarity NPC185287
0.8214 Intermediate Similarity NPC157380
0.8208 Intermediate Similarity NPC169843
0.8198 Intermediate Similarity NPC216665
0.8174 Intermediate Similarity NPC471082
0.8165 Intermediate Similarity NPC181298
0.8113 Intermediate Similarity NPC123505
0.8073 Intermediate Similarity NPC475274
0.8073 Intermediate Similarity NPC77089
0.8061 Intermediate Similarity NPC61527
0.8058 Intermediate Similarity NPC57664
0.8039 Intermediate Similarity NPC469491
0.8036 Intermediate Similarity NPC43213
0.8019 Intermediate Similarity NPC470972
0.7981 Intermediate Similarity NPC120299
0.7963 Intermediate Similarity NPC470980
0.7944 Intermediate Similarity NPC183570
0.7931 Intermediate Similarity NPC312481
0.7921 Intermediate Similarity NPC177668
0.7921 Intermediate Similarity NPC3952
0.7913 Intermediate Similarity NPC219656
0.7905 Intermediate Similarity NPC475653
0.7885 Intermediate Similarity NPC255410
0.787 Intermediate Similarity NPC472822
0.7857 Intermediate Similarity NPC186155
0.7857 Intermediate Similarity NPC78673
0.7857 Intermediate Similarity NPC160517
0.785 Intermediate Similarity NPC11956
0.7845 Intermediate Similarity NPC79579
0.7822 Intermediate Similarity NPC133450
0.781 Intermediate Similarity NPC475332
0.781 Intermediate Similarity NPC205143
0.78 Intermediate Similarity NPC199382
0.7797 Intermediate Similarity NPC6193
0.7788 Intermediate Similarity NPC171126
0.7788 Intermediate Similarity NPC300710
0.7778 Intermediate Similarity NPC23584
0.7778 Intermediate Similarity NPC280566
0.7778 Intermediate Similarity NPC233500
0.7768 Intermediate Similarity NPC470076
0.7759 Intermediate Similarity NPC270850
0.7759 Intermediate Similarity NPC5292
0.7759 Intermediate Similarity NPC305260
0.7757 Intermediate Similarity NPC472554
0.7739 Intermediate Similarity NPC203862
0.7736 Intermediate Similarity NPC222303
0.7719 Intermediate Similarity NPC106446
0.7714 Intermediate Similarity NPC113433
0.7712 Intermediate Similarity NPC115349
0.7712 Intermediate Similarity NPC196130
0.7706 Intermediate Similarity NPC200861
0.7699 Intermediate Similarity NPC317460
0.7699 Intermediate Similarity NPC328074
0.7699 Intermediate Similarity NPC44537
0.7699 Intermediate Similarity NPC321272
0.7699 Intermediate Similarity NPC470025
0.7692 Intermediate Similarity NPC256368
0.7692 Intermediate Similarity NPC472467
0.7692 Intermediate Similarity NPC281775
0.7685 Intermediate Similarity NPC473596
0.7685 Intermediate Similarity NPC472552
0.7679 Intermediate Similarity NPC316708
0.7679 Intermediate Similarity NPC238850
0.7679 Intermediate Similarity NPC103491
0.7672 Intermediate Similarity NPC153440
0.7672 Intermediate Similarity NPC13710
0.7672 Intermediate Similarity NPC475401
0.7667 Intermediate Similarity NPC179261
0.7664 Intermediate Similarity NPC130792
0.7664 Intermediate Similarity NPC290802
0.7664 Intermediate Similarity NPC227865
0.7664 Intermediate Similarity NPC475053
0.7652 Intermediate Similarity NPC470075
0.7647 Intermediate Similarity NPC219804
0.7636 Intermediate Similarity NPC82251
0.7636 Intermediate Similarity NPC475290
0.7636 Intermediate Similarity NPC220217
0.7636 Intermediate Similarity NPC119855
0.7632 Intermediate Similarity NPC470027
0.7632 Intermediate Similarity NPC469496
0.7632 Intermediate Similarity NPC469454
0.7632 Intermediate Similarity NPC469463
0.7627 Intermediate Similarity NPC473228
0.7627 Intermediate Similarity NPC470829
0.7615 Intermediate Similarity NPC474124
0.7611 Intermediate Similarity NPC474750
0.7611 Intermediate Similarity NPC470026
0.7611 Intermediate Similarity NPC284162
0.7611 Intermediate Similarity NPC262083
0.7611 Intermediate Similarity NPC471484
0.7611 Intermediate Similarity NPC17791
0.7611 Intermediate Similarity NPC255401
0.7607 Intermediate Similarity NPC304260
0.7607 Intermediate Similarity NPC268326
0.7607 Intermediate Similarity NPC153085
0.7607 Intermediate Similarity NPC29639
0.7607 Intermediate Similarity NPC477092
0.7607 Intermediate Similarity NPC291820
0.7607 Intermediate Similarity NPC81222
0.7607 Intermediate Similarity NPC44899
0.7607 Intermediate Similarity NPC5883
0.7593 Intermediate Similarity NPC11974
0.7593 Intermediate Similarity NPC475617
0.7593 Intermediate Similarity NPC298233
0.7589 Intermediate Similarity NPC75389
0.7586 Intermediate Similarity NPC475305
0.7586 Intermediate Similarity NPC290693
0.7573 Intermediate Similarity NPC202886
0.7568 Intermediate Similarity NPC470192
0.7568 Intermediate Similarity NPC109376
0.7563 Intermediate Similarity NPC107493
0.7563 Intermediate Similarity NPC470265
0.7563 Intermediate Similarity NPC23786
0.7551 Intermediate Similarity NPC474894
0.7547 Intermediate Similarity NPC173329
0.7547 Intermediate Similarity NPC288350
0.7545 Intermediate Similarity NPC474550
0.7545 Intermediate Similarity NPC473577
0.7545 Intermediate Similarity NPC272632
0.7545 Intermediate Similarity NPC475585
0.7545 Intermediate Similarity NPC473543
0.7544 Intermediate Similarity NPC236217
0.7542 Intermediate Similarity NPC107607
0.7542 Intermediate Similarity NPC474585
0.7525 Intermediate Similarity NPC137253
0.7525 Intermediate Similarity NPC311163
0.7525 Intermediate Similarity NPC477668
0.7523 Intermediate Similarity NPC109195
0.7523 Intermediate Similarity NPC476471
0.7523 Intermediate Similarity NPC475038
0.7523 Intermediate Similarity NPC475344
0.7522 Intermediate Similarity NPC177047
0.7521 Intermediate Similarity NPC218093
0.7521 Intermediate Similarity NPC159499
0.75 Intermediate Similarity NPC472468
0.75 Intermediate Similarity NPC470024
0.75 Intermediate Similarity NPC199428
0.75 Intermediate Similarity NPC310341
0.75 Intermediate Similarity NPC38855
0.75 Intermediate Similarity NPC477749
0.75 Intermediate Similarity NPC275060
0.75 Intermediate Similarity NPC5311
0.75 Intermediate Similarity NPC224660
0.75 Intermediate Similarity NPC472825
0.75 Intermediate Similarity NPC190286
0.75 Intermediate Similarity NPC193382
0.75 Intermediate Similarity NPC99620
0.75 Intermediate Similarity NPC50124
0.748 Intermediate Similarity NPC134902
0.7479 Intermediate Similarity NPC310511
0.7479 Intermediate Similarity NPC46570
0.7479 Intermediate Similarity NPC475219
0.7479 Intermediate Similarity NPC231518

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC265502 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
0.81 Intermediate Similarity NPD7838 Discovery
0.7931 Intermediate Similarity NPD7503 Approved
0.7573 Intermediate Similarity NPD46 Approved
0.7573 Intermediate Similarity NPD6698 Approved
0.7479 Intermediate Similarity NPD8033 Approved
0.7431 Intermediate Similarity NPD5344 Discontinued
0.7407 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7373 Intermediate Similarity NPD7328 Approved
0.7373 Intermediate Similarity NPD7327 Approved
0.7339 Intermediate Similarity NPD6648 Approved
0.7311 Intermediate Similarity NPD7516 Approved
0.725 Intermediate Similarity NPD8377 Approved
0.725 Intermediate Similarity NPD8294 Approved
0.7217 Intermediate Similarity NPD6371 Approved
0.7193 Intermediate Similarity NPD6686 Approved
0.719 Intermediate Similarity NPD8335 Approved
0.719 Intermediate Similarity NPD8380 Approved
0.719 Intermediate Similarity NPD8296 Approved
0.719 Intermediate Similarity NPD8379 Approved
0.719 Intermediate Similarity NPD8378 Approved
0.7143 Intermediate Similarity NPD7115 Discovery
0.7105 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD6053 Discontinued
0.7091 Intermediate Similarity NPD7638 Approved
0.7027 Intermediate Similarity NPD7640 Approved
0.7027 Intermediate Similarity NPD7639 Approved
0.6967 Remote Similarity NPD6319 Approved
0.696 Remote Similarity NPD7507 Approved
0.6957 Remote Similarity NPD6412 Phase 2
0.6952 Remote Similarity NPD7524 Approved
0.6852 Remote Similarity NPD7637 Suspended
0.6838 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6827 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6807 Remote Similarity NPD8297 Approved
0.6797 Remote Similarity NPD7319 Approved
0.6792 Remote Similarity NPD4251 Approved
0.6792 Remote Similarity NPD4250 Approved
0.6786 Remote Similarity NPD4225 Approved
0.6765 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6765 Remote Similarity NPD4820 Approved
0.6765 Remote Similarity NPD4819 Approved
0.6765 Remote Similarity NPD4821 Approved
0.6765 Remote Similarity NPD4822 Approved
0.6759 Remote Similarity NPD5785 Approved
0.675 Remote Similarity NPD4632 Approved
0.6731 Remote Similarity NPD6695 Phase 3
0.6698 Remote Similarity NPD4249 Approved
0.6697 Remote Similarity NPD7983 Approved
0.6692 Remote Similarity NPD7260 Phase 2
0.6667 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6051 Approved
0.664 Remote Similarity NPD8513 Phase 3
0.664 Remote Similarity NPD8517 Approved
0.664 Remote Similarity NPD8516 Approved
0.664 Remote Similarity NPD8515 Approved
0.6639 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6614 Remote Similarity NPD7492 Approved
0.661 Remote Similarity NPD6899 Approved
0.661 Remote Similarity NPD6881 Approved
0.6583 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6583 Remote Similarity NPD6649 Approved
0.6583 Remote Similarity NPD6650 Approved
0.6569 Remote Similarity NPD4271 Approved
0.6569 Remote Similarity NPD4268 Approved
0.6562 Remote Similarity NPD6616 Approved
0.656 Remote Similarity NPD6054 Approved
0.6549 Remote Similarity NPD6083 Phase 2
0.6549 Remote Similarity NPD6084 Phase 2
0.6535 Remote Similarity NPD7604 Phase 2
0.6529 Remote Similarity NPD6882 Approved
0.6525 Remote Similarity NPD5697 Approved
0.6512 Remote Similarity NPD7078 Approved
0.65 Remote Similarity NPD7290 Approved
0.65 Remote Similarity NPD7102 Approved
0.65 Remote Similarity NPD6883 Approved
0.6486 Remote Similarity NPD5779 Approved
0.6486 Remote Similarity NPD5778 Approved
0.6481 Remote Similarity NPD7750 Discontinued
0.6466 Remote Similarity NPD7632 Discontinued
0.6462 Remote Similarity NPD7736 Approved
0.6457 Remote Similarity NPD6370 Approved
0.6452 Remote Similarity NPD6009 Approved
0.6449 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6446 Remote Similarity NPD6869 Approved
0.6446 Remote Similarity NPD8130 Phase 1
0.6446 Remote Similarity NPD6617 Approved
0.6446 Remote Similarity NPD6847 Approved
0.6442 Remote Similarity NPD7514 Phase 3
0.6442 Remote Similarity NPD6931 Approved
0.6442 Remote Similarity NPD6930 Phase 2
0.6441 Remote Similarity NPD6675 Approved
0.6441 Remote Similarity NPD7128 Approved
0.6441 Remote Similarity NPD6402 Approved
0.6441 Remote Similarity NPD6008 Approved
0.6441 Remote Similarity NPD5739 Approved
0.6417 Remote Similarity NPD6373 Approved
0.6417 Remote Similarity NPD6012 Approved
0.6417 Remote Similarity NPD6014 Approved
0.6417 Remote Similarity NPD6013 Approved
0.6417 Remote Similarity NPD6372 Approved
0.6406 Remote Similarity NPD7829 Approved
0.6406 Remote Similarity NPD7830 Approved
0.6396 Remote Similarity NPD5284 Approved
0.6396 Remote Similarity NPD5281 Approved
0.6396 Remote Similarity NPD6411 Approved
0.6387 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6385 Remote Similarity NPD8074 Phase 3
0.6381 Remote Similarity NPD6902 Approved
0.6378 Remote Similarity NPD6015 Approved
0.6378 Remote Similarity NPD6016 Approved
0.6378 Remote Similarity NPD5983 Phase 2
0.6373 Remote Similarity NPD6933 Approved
0.6372 Remote Similarity NPD5695 Phase 3
0.6364 Remote Similarity NPD4634 Approved
0.6364 Remote Similarity NPD1695 Approved
0.6346 Remote Similarity NPD6929 Approved
0.6341 Remote Similarity NPD8133 Approved
0.6333 Remote Similarity NPD6011 Approved
0.6333 Remote Similarity NPD7320 Approved
0.6328 Remote Similarity NPD5988 Approved
0.6321 Remote Similarity NPD6435 Approved
0.6321 Remote Similarity NPD5209 Approved
0.6316 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6311 Remote Similarity NPD6932 Approved
0.6308 Remote Similarity NPD6336 Discontinued
0.6299 Remote Similarity NPD6059 Approved
0.6296 Remote Similarity NPD5363 Approved
0.6286 Remote Similarity NPD7332 Phase 2
0.6269 Remote Similarity NPD6845 Suspended
0.6262 Remote Similarity NPD7154 Phase 3
0.6262 Remote Similarity NPD5362 Discontinued
0.626 Remote Similarity NPD8293 Discontinued
0.625 Remote Similarity NPD5701 Approved
0.625 Remote Similarity NPD7087 Discontinued
0.625 Remote Similarity NPD7145 Approved
0.6239 Remote Similarity NPD6684 Approved
0.6239 Remote Similarity NPD7521 Approved
0.6239 Remote Similarity NPD7334 Approved
0.6239 Remote Similarity NPD4159 Approved
0.6239 Remote Similarity NPD7146 Approved
0.6239 Remote Similarity NPD6409 Approved
0.6239 Remote Similarity NPD5330 Approved
0.6228 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6216 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6216 Remote Similarity NPD6101 Approved
0.6207 Remote Similarity NPD5696 Approved
0.6195 Remote Similarity NPD6399 Phase 3
0.619 Remote Similarity NPD7505 Discontinued
0.619 Remote Similarity NPD4195 Approved
0.6186 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5211 Phase 2
0.6183 Remote Similarity NPD8273 Phase 1
0.6182 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6176 Remote Similarity NPD6926 Approved
0.6176 Remote Similarity NPD6924 Approved
0.6154 Remote Similarity NPD5776 Phase 2
0.6154 Remote Similarity NPD4696 Approved
0.6154 Remote Similarity NPD5285 Approved
0.6154 Remote Similarity NPD5286 Approved
0.6154 Remote Similarity NPD6925 Approved
0.6147 Remote Similarity NPD6893 Approved
0.6147 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6147 Remote Similarity NPD1694 Approved
0.614 Remote Similarity NPD5282 Discontinued
0.6132 Remote Similarity NPD5368 Approved
0.6126 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6126 Remote Similarity NPD6903 Approved
0.6116 Remote Similarity NPD6685 Approved
0.6111 Remote Similarity NPD5332 Approved
0.6111 Remote Similarity NPD5331 Approved
0.6106 Remote Similarity NPD5694 Approved
0.6106 Remote Similarity NPD6050 Approved
0.6106 Remote Similarity NPD5693 Phase 1
0.6094 Remote Similarity NPD7101 Approved
0.6094 Remote Similarity NPD7100 Approved
0.6087 Remote Similarity NPD5210 Approved
0.6087 Remote Similarity NPD4629 Approved
0.6087 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6083 Remote Similarity NPD5141 Approved
0.6075 Remote Similarity NPD4790 Discontinued
0.6075 Remote Similarity NPD5369 Approved
0.6071 Remote Similarity NPD4753 Phase 2
0.6066 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6058 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6055 Remote Similarity NPD3666 Approved
0.6055 Remote Similarity NPD3665 Phase 1
0.6055 Remote Similarity NPD3133 Approved
0.605 Remote Similarity NPD5224 Approved
0.605 Remote Similarity NPD5225 Approved
0.605 Remote Similarity NPD5226 Approved
0.605 Remote Similarity NPD4633 Approved
0.6048 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6038 Remote Similarity NPD6683 Phase 2
0.6034 Remote Similarity NPD7839 Suspended
0.6033 Remote Similarity NPD6640 Phase 3
0.6031 Remote Similarity NPD7642 Approved
0.6019 Remote Similarity NPD4270 Approved
0.6019 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4269 Approved
0.6018 Remote Similarity NPD5207 Approved

Structure

External Identifiers

PubChem CID   11049378
ChEMBL   CHEMBL136396
ZINC  

Physicochemical Properties

Molecular Weight:  500.20
ALogP:  1.2332
MLogP:  3.44
XLogP:  1.352
# Rotatable Bonds:  4
Polar Surface Area:  120.89
# H-Bond Aceptor:  9
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  36

Download Data

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