Natural Product: NPC193698

Natural Product ID:  NPC193698
Common Name:   Dichrostachine E
IUPAC Name:   (1R,4aR,5R,7S,8aR)-5-[[(1R,4aR,8aS)-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1H-naphthalen-1-yl]methyl]-7-hydroxy-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
Synonyms:   Dichrostachine E
Molecular Formula:   C36H40O10
Standard InCHIKey:  IFXOMNGVRBQEDH-SYSMSXLOSA-N
Standard InCHI:  InChI=1S/C36H40O10/c1-17-7-8-20-32(42)27(45-5)16-29(41)36(20,30-15-25(40)31-24(39)11-19(37)12-26(31)46-30)21(17)13-22-18(2)23(38)14-28-34(22,3)9-6-10-35(28,4)33(43)44/h7,11-12,15-16,20-23,28,37-39H,2,6,8-10,13-14H2,1,3-5H3,(H,43,44)/t20-,21+,22-,23-,28+,34+,35+,36-/m0/s1
Canonical SMILES:  COC1=CC(=O)[C@@]2([C@H](C1=O)CC=C([C@H]2C[C@H]1C(=C)[C@@H](O)C[C@@H]2[C@]1(C)CCC[C@@]2(C)C(=O)O)C)c1cc(=O)c2c(o1)cc(cc2O)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
NPO15669 Dichrostachys cinerea Species Fabaceae Eukaryota PMID[19761234]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity > 10 nM 20100877
NPT2 Others Unspecified IC50 = 40000 nM 16643047

  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 NPC193698 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
0.9811 High Similarity NPC85047
0.9811 High Similarity NPC17274
0.9811 High Similarity NPC120857
0.9689 High Similarity NPC20734
0.9689 High Similarity NPC286074
0.9689 High Similarity NPC54903
0.956 High Similarity NPC61382
0.956 High Similarity NPC103816
0.9512 High Similarity NPC469393
0.9441 High Similarity NPC469395
0.9207 High Similarity NPC469394
0.8916 High Similarity NPC314653
0.8916 High Similarity NPC316262
0.8862 High Similarity NPC125465
0.883 High Similarity NPC469345
0.8817 High Similarity NPC313717
0.8817 High Similarity NPC315306
0.8795 High Similarity NPC475106
0.8795 High Similarity NPC473022
0.8788 High Similarity NPC472618
0.8779 High Similarity NPC476199
0.8779 High Similarity NPC476210
0.8772 High Similarity NPC86809
0.8772 High Similarity NPC98667
0.8772 High Similarity NPC294149
0.8772 High Similarity NPC232412
0.8765 High Similarity NPC470353
0.8757 High Similarity NPC102810
0.8743 High Similarity NPC197972
0.8728 High Similarity NPC473607
0.8728 High Similarity NPC473729
0.8727 High Similarity NPC472617
0.8721 High Similarity NPC227275
0.872 High Similarity NPC470354
0.872 High Similarity NPC192587
0.872 High Similarity NPC470352
0.8713 High Similarity NPC476311
0.8706 High Similarity NPC476196
0.8698 High Similarity NPC76647
0.8698 High Similarity NPC472622
0.8696 High Similarity NPC146014
0.8679 High Similarity NPC472446
0.8679 High Similarity NPC472447
0.8678 High Similarity NPC208069
0.8675 High Similarity NPC313368
0.8675 High Similarity NPC195136
0.8671 High Similarity NPC233978
0.8671 High Similarity NPC477683
0.8671 High Similarity NPC477682
0.8655 High Similarity NPC472620
0.8647 High Similarity NPC472619
0.8647 High Similarity NPC75141
0.8647 High Similarity NPC158329
0.8647 High Similarity NPC41598
0.8647 High Similarity NPC47634
0.8647 High Similarity NPC476146
0.8647 High Similarity NPC40089
0.8647 High Similarity NPC476216
0.8647 High Similarity NPC55422
0.8639 High Similarity NPC472621
0.8639 High Similarity NPC476255
0.8634 High Similarity NPC146388
0.8616 High Similarity NPC473813
0.8616 High Similarity NPC473812
0.8614 High Similarity NPC90497
0.8614 High Similarity NPC15815
0.8614 High Similarity NPC105584
0.8606 High Similarity NPC472050
0.8606 High Similarity NPC54830
0.8606 High Similarity NPC56049
0.8605 High Similarity NPC476229
0.8605 High Similarity NPC476152
0.8605 High Similarity NPC475080
0.8605 High Similarity NPC476139
0.8605 High Similarity NPC471969
0.8596 High Similarity NPC251144
0.8596 High Similarity NPC241387
0.8588 High Similarity NPC193222
0.8588 High Similarity NPC223413
0.858 High Similarity NPC189689
0.858 High Similarity NPC473908
0.8571 High Similarity NPC315772
0.8563 High Similarity NPC472055
0.8555 High Similarity NPC162248
0.8554 High Similarity NPC322459
0.8554 High Similarity NPC324358
0.8554 High Similarity NPC474637
0.8554 High Similarity NPC318527
0.8554 High Similarity NPC323627
0.8554 High Similarity NPC246466
0.8554 High Similarity NPC257166
0.8547 High Similarity NPC477529
0.8547 High Similarity NPC118128
0.8547 High Similarity NPC476159
0.8538 High Similarity NPC217378
0.8538 High Similarity NPC207574
0.8538 High Similarity NPC291795
0.8538 High Similarity NPC297195
0.8537 High Similarity NPC473770
0.8537 High Similarity NPC475131
0.8537 High Similarity NPC40356
0.8537 High Similarity NPC154683
0.8537 High Similarity NPC473509
0.8529 High Similarity NPC476056
0.8529 High Similarity NPC251336
0.8529 High Similarity NPC477835
0.8528 High Similarity NPC140133
0.8523 High Similarity NPC475656
0.8523 High Similarity NPC475148
0.8521 High Similarity NPC100849
0.8519 High Similarity NPC470460
0.8512 High Similarity NPC97812
0.8512 High Similarity NPC175513
0.8506 High Similarity NPC98943
0.8503 High Similarity NPC295090
0.8503 High Similarity NPC125969
0.8503 High Similarity NPC51247
0.8503 High Similarity NPC470339
0.8497 Intermediate Similarity NPC131862
0.8497 Intermediate Similarity NPC154986
0.8497 Intermediate Similarity NPC229051
0.8492 Intermediate Similarity NPC314672
0.8485 Intermediate Similarity NPC193200
0.8485 Intermediate Similarity NPC155686
0.8485 Intermediate Similarity NPC472799
0.848 Intermediate Similarity NPC470341
0.848 Intermediate Similarity NPC105414
0.848 Intermediate Similarity NPC234497
0.848 Intermediate Similarity NPC472058
0.848 Intermediate Similarity NPC324522
0.8476 Intermediate Similarity NPC305965
0.8476 Intermediate Similarity NPC148945
0.8476 Intermediate Similarity NPC470675
0.8476 Intermediate Similarity NPC309512
0.8476 Intermediate Similarity NPC470569
0.8476 Intermediate Similarity NPC316960
0.8476 Intermediate Similarity NPC317715
0.8476 Intermediate Similarity NPC91809
0.8476 Intermediate Similarity NPC78835
0.8476 Intermediate Similarity NPC473131
0.8476 Intermediate Similarity NPC46882
0.8476 Intermediate Similarity NPC178484
0.8476 Intermediate Similarity NPC132990
0.8476 Intermediate Similarity NPC204561
0.8471 Intermediate Similarity NPC294722
0.8471 Intermediate Similarity NPC469664
0.8471 Intermediate Similarity NPC472049
0.8466 Intermediate Similarity NPC77325
0.8466 Intermediate Similarity NPC4423
0.8466 Intermediate Similarity NPC477860
0.8466 Intermediate Similarity NPC470461
0.8466 Intermediate Similarity NPC475161
0.8462 Intermediate Similarity NPC94796
0.8457 Intermediate Similarity NPC477483
0.8457 Intermediate Similarity NPC325032
0.8452 Intermediate Similarity NPC226462
0.8452 Intermediate Similarity NPC43490
0.8452 Intermediate Similarity NPC98023
0.8452 Intermediate Similarity NPC121647
0.8452 Intermediate Similarity NPC475107
0.8448 Intermediate Similarity NPC475398
0.8448 Intermediate Similarity NPC68381
0.8444 Intermediate Similarity NPC48474
0.8443 Intermediate Similarity NPC1796
0.8443 Intermediate Similarity NPC208258
0.8443 Intermediate Similarity NPC201127
0.8443 Intermediate Similarity NPC472889
0.8443 Intermediate Similarity NPC282390
0.8443 Intermediate Similarity NPC271741
0.8443 Intermediate Similarity NPC287789
0.8443 Intermediate Similarity NPC281137
0.8443 Intermediate Similarity NPC263483
0.8443 Intermediate Similarity NPC272196
0.8439 Intermediate Similarity NPC91650
0.8439 Intermediate Similarity NPC477836
0.8439 Intermediate Similarity NPC169018
0.8438 Intermediate Similarity NPC204469
0.8434 Intermediate Similarity NPC478221
0.8434 Intermediate Similarity NPC79375
0.8434 Intermediate Similarity NPC37253
0.843 Intermediate Similarity NPC63514
0.8424 Intermediate Similarity NPC43345
0.8424 Intermediate Similarity NPC470340
0.8421 Intermediate Similarity NPC30027
0.8421 Intermediate Similarity NPC13481
0.8421 Intermediate Similarity NPC207575
0.8421 Intermediate Similarity NPC20237
0.8421 Intermediate Similarity NPC62444
0.8418 Intermediate Similarity NPC182693
0.8415 Intermediate Similarity NPC61258
0.8415 Intermediate Similarity NPC470568
0.8415 Intermediate Similarity NPC164762
0.8415 Intermediate Similarity NPC474735
0.8415 Intermediate Similarity NPC295036
0.8415 Intermediate Similarity NPC188403
0.8415 Intermediate Similarity NPC309979
0.8415 Intermediate Similarity NPC475460
0.8415 Intermediate Similarity NPC307780
0.8412 Intermediate Similarity NPC476295
0.8412 Intermediate Similarity NPC131578

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC193698 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
0.8554 High Similarity NPD7075 Discontinued
0.8485 Intermediate Similarity NPD7819 Suspended
0.8434 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8424 Intermediate Similarity NPD6801 Discontinued
0.8373 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8324 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8303 Intermediate Similarity NPD6599 Discontinued
0.8256 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8253 Intermediate Similarity NPD7411 Suspended
0.8221 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8187 Intermediate Similarity NPD6959 Discontinued
0.8177 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8166 Intermediate Similarity NPD7768 Phase 2
0.8121 Intermediate Similarity NPD5403 Approved
0.811 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8107 Intermediate Similarity NPD5402 Approved
0.8103 Intermediate Similarity NPD7473 Discontinued
0.8086 Intermediate Similarity NPD3750 Approved
0.8084 Intermediate Similarity NPD4380 Phase 2
0.8075 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD8434 Phase 2
0.8049 Intermediate Similarity NPD6799 Approved
0.8046 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8046 Intermediate Similarity NPD6166 Phase 2
0.8046 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8034 Intermediate Similarity NPD7808 Phase 3
0.8023 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8012 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD5401 Approved
0.8 Intermediate Similarity NPD3817 Phase 2
0.7978 Intermediate Similarity NPD7251 Discontinued
0.7975 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7963 Intermediate Similarity NPD1549 Phase 2
0.7953 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.795 Intermediate Similarity NPD2796 Approved
0.7933 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7931 Intermediate Similarity NPD6232 Discontinued
0.7921 Intermediate Similarity NPD6797 Phase 2
0.7907 Intermediate Similarity NPD3749 Approved
0.7901 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7892 Intermediate Similarity NPD2532 Approved
0.7892 Intermediate Similarity NPD2533 Approved
0.7892 Intermediate Similarity NPD2534 Approved
0.7888 Intermediate Similarity NPD1510 Phase 2
0.7857 Intermediate Similarity NPD8150 Discontinued
0.7849 Intermediate Similarity NPD3882 Suspended
0.7836 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7811 Intermediate Similarity NPD3226 Approved
0.7809 Intermediate Similarity NPD7054 Approved
0.7809 Intermediate Similarity NPD5844 Phase 1
0.7807 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD2800 Approved
0.779 Intermediate Similarity NPD8313 Approved
0.779 Intermediate Similarity NPD8312 Approved
0.7778 Intermediate Similarity NPD3748 Approved
0.7765 Intermediate Similarity NPD7472 Approved
0.7765 Intermediate Similarity NPD7074 Phase 3
0.7764 Intermediate Similarity NPD6651 Approved
0.7758 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD4628 Phase 3
0.7753 Intermediate Similarity NPD3818 Discontinued
0.773 Intermediate Similarity NPD6099 Approved
0.773 Intermediate Similarity NPD6100 Approved
0.7697 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7676 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD1934 Approved
0.7657 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7656 Intermediate Similarity NPD7435 Discontinued
0.7654 Intermediate Similarity NPD1607 Approved
0.7654 Intermediate Similarity NPD3751 Discontinued
0.764 Intermediate Similarity NPD1240 Approved
0.7633 Intermediate Similarity NPD1512 Approved
0.763 Intermediate Similarity NPD2801 Approved
0.7624 Intermediate Similarity NPD5953 Discontinued
0.7622 Intermediate Similarity NPD1551 Phase 2
0.7614 Intermediate Similarity NPD5494 Approved
0.7602 Intermediate Similarity NPD7458 Discontinued
0.7582 Intermediate Similarity NPD6559 Discontinued
0.7561 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD2799 Discontinued
0.7551 Intermediate Similarity NPD8151 Discontinued
0.7529 Intermediate Similarity NPD6273 Approved
0.7516 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD1511 Approved
0.7514 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7513 Intermediate Similarity NPD7874 Approved
0.7513 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD1243 Approved
0.7485 Intermediate Similarity NPD920 Approved
0.7474 Intermediate Similarity NPD7697 Approved
0.7474 Intermediate Similarity NPD7698 Approved
0.7474 Intermediate Similarity NPD7696 Phase 3
0.7458 Intermediate Similarity NPD919 Approved
0.744 Intermediate Similarity NPD7003 Approved
0.7436 Intermediate Similarity NPD8319 Approved
0.7436 Intermediate Similarity NPD7871 Phase 2
0.7436 Intermediate Similarity NPD7870 Phase 2
0.7436 Intermediate Similarity NPD8320 Phase 1
0.7429 Intermediate Similarity NPD1465 Phase 2
0.7429 Intermediate Similarity NPD5761 Phase 2
0.7429 Intermediate Similarity NPD5760 Phase 2
0.7418 Intermediate Similarity NPD7286 Phase 2
0.7412 Intermediate Similarity NPD7390 Discontinued
0.741 Intermediate Similarity NPD2935 Discontinued
0.7409 Intermediate Similarity NPD6780 Approved
0.7409 Intermediate Similarity NPD6778 Approved
0.7409 Intermediate Similarity NPD6776 Approved
0.7409 Intermediate Similarity NPD6782 Approved
0.7409 Intermediate Similarity NPD6781 Approved
0.7409 Intermediate Similarity NPD6777 Approved
0.7409 Intermediate Similarity NPD6779 Approved
0.7374 Intermediate Similarity NPD8127 Discontinued
0.7371 Intermediate Similarity NPD37 Approved
0.7368 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD2346 Discontinued
0.7363 Intermediate Similarity NPD7228 Approved
0.7353 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD7236 Approved
0.7351 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD4967 Phase 2
0.7345 Intermediate Similarity NPD4965 Approved
0.7345 Intermediate Similarity NPD4966 Approved
0.7337 Intermediate Similarity NPD8166 Discontinued
0.7333 Intermediate Similarity NPD3787 Discontinued
0.7333 Intermediate Similarity NPD5710 Approved
0.7333 Intermediate Similarity NPD5711 Approved
0.7323 Intermediate Similarity NPD7701 Phase 2
0.7301 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD2313 Discontinued
0.73 Intermediate Similarity NPD7801 Approved
0.7293 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7293 Intermediate Similarity NPD3926 Phase 2
0.7284 Intermediate Similarity NPD6832 Phase 2
0.7273 Intermediate Similarity NPD5124 Phase 1
0.7273 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD6234 Discontinued
0.7262 Intermediate Similarity NPD2344 Approved
0.7246 Intermediate Similarity NPD7033 Discontinued
0.7241 Intermediate Similarity NPD7239 Suspended
0.7238 Intermediate Similarity NPD7229 Phase 3
0.7216 Intermediate Similarity NPD7699 Phase 2
0.7216 Intermediate Similarity NPD7700 Phase 2
0.7214 Intermediate Similarity NPD7783 Phase 2
0.7214 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD3268 Approved
0.7191 Intermediate Similarity NPD4288 Approved
0.7182 Intermediate Similarity NPD7199 Phase 2
0.7182 Intermediate Similarity NPD1247 Approved
0.7178 Intermediate Similarity NPD4908 Phase 1
0.7174 Intermediate Similarity NPD7799 Discontinued
0.7174 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD6355 Discontinued
0.716 Intermediate Similarity NPD1471 Phase 3
0.715 Intermediate Similarity NPD4360 Phase 2
0.715 Intermediate Similarity NPD4363 Phase 3
0.715 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.715 Intermediate Similarity NPD6535 Approved
0.715 Intermediate Similarity NPD8366 Approved
0.715 Intermediate Similarity NPD6534 Approved
0.7135 Intermediate Similarity NPD8455 Phase 2
0.7119 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7112 Intermediate Similarity NPD6764 Approved
0.7112 Intermediate Similarity NPD6765 Approved
0.7101 Intermediate Similarity NPD5408 Approved
0.7101 Intermediate Similarity NPD5406 Approved
0.7101 Intermediate Similarity NPD5405 Approved
0.7101 Intermediate Similarity NPD5404 Approved
0.7099 Intermediate Similarity NPD2797 Approved
0.7099 Intermediate Similarity NPD1203 Approved
0.7093 Intermediate Similarity NPD6190 Approved
0.7093 Intermediate Similarity NPD2309 Approved
0.7092 Intermediate Similarity NPD8285 Discontinued
0.7091 Intermediate Similarity NPD6798 Discontinued
0.7086 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD230 Phase 1
0.7055 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD2798 Approved
0.7048 Intermediate Similarity NPD8032 Phase 2
0.7041 Intermediate Similarity NPD4308 Phase 3
0.7039 Intermediate Similarity NPD8404 Phase 2
0.7031 Intermediate Similarity NPD4287 Approved
0.7021 Intermediate Similarity NPD7685 Pre-registration
0.7021 Intermediate Similarity NPD8368 Discontinued
0.7021 Intermediate Similarity NPD7240 Approved
0.7019 Intermediate Similarity NPD9717 Approved
0.7014 Intermediate Similarity NPD8491 Approved
0.7006 Intermediate Similarity NPD4060 Phase 1
0.6994 Remote Similarity NPD1470 Approved
0.6989 Remote Similarity NPD7177 Discontinued
0.6988 Remote Similarity NPD3764 Approved
0.6985 Remote Similarity NPD6823 Phase 2
0.6982 Remote Similarity NPD7097 Phase 1
0.6973 Remote Similarity NPD2403 Approved
0.697 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6963 Remote Similarity NPD6785 Approved

Structure

External Identifiers

PubChem CID   44557152
ChEMBL   CHEMBL1077608
ZINC  

Physicochemical Properties

Molecular Weight:  632.26
ALogP:  -1.5593
MLogP:  4.32
XLogP:  3.129
# Rotatable Bonds:  13
Polar Surface Area:  167.66
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# 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