Natural Product: NPC477128

Natural Product ID:  NPC477128
Common Name:   [(3R,3aS,5aR,8S,9aS,9bR)-3,5a-dimethyl-9-methylidene-2-oxo-3a,4,5,8,9a,9b-hexahydro-3H-benzo[g][1]benzofuran-8-yl] 2-methylbutanoate
IUPAC Name:   [(3R,3aS,5aR,8S,9aS,9bR)-3,5a-dimethyl-9-methylidene-2-oxo-3a,4,5,8,9a,9b-hexahydro-3H-benzo[g][1]benzofuran-8-yl] 2-methylbutanoate
Synonyms:  
Molecular Formula:   C20H28O4
Standard InCHIKey:  YIBZJYXCAXREJD-LZKSWPLISA-N
Standard InCHI:  InChI=1S/C20H28O4/c1-6-11(2)18(21)23-15-8-10-20(5)9-7-14-12(3)19(22)24-17(14)16(20)13(15)4/h8,10-12,14-17H,4,6-7,9H2,1-3,5H3/t11?,12-,14+,15+,16+,17-,20-/m1/s1
Canonical SMILES:  CCC(C(=O)O[C@H]1C=C[C@@]2([C@@H](C1=C)[C@@H]1OC(=O)[C@@H]([C@@H]1CC2)C)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
NPO33550 Ferula varia Species Apiaceae Eukaryota roots Kyzylkum, Uzbekistan 2001-APR PMID[18052129]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 > 100 ug/ml 18052129
NPT2 Others Unspecified IC50 > 100 ug/ml 18052129
NPT111 Cell Line K562 Homo sapiens IC50 > 100 ug/ml 18052129
NPT83 Cell Line MCF7 Homo sapiens IC50 > 100 ug/ml 18052129
NPT407 Cell Line COLO 205 Homo sapiens IC50 > 100 ug/ml 18052129

  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 NPC477128 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
0.9425 High Similarity NPC477130
0.9425 High Similarity NPC477129
0.907 High Similarity NPC215831
0.9024 High Similarity NPC195424
0.8977 High Similarity NPC49420
0.8966 High Similarity NPC73995
0.8864 High Similarity NPC212679
0.8864 High Similarity NPC220454
0.8864 High Similarity NPC469595
0.8851 High Similarity NPC226863
0.8764 High Similarity NPC186363
0.8764 High Similarity NPC233345
0.8721 High Similarity NPC177932
0.8706 High Similarity NPC22611
0.869 High Similarity NPC38642
0.8681 High Similarity NPC183012
0.8667 High Similarity NPC475657
0.8652 High Similarity NPC152467
0.8652 High Similarity NPC469372
0.8621 High Similarity NPC250981
0.8621 High Similarity NPC6979
0.8605 High Similarity NPC159635
0.8605 High Similarity NPC139566
0.8588 High Similarity NPC178676
0.8571 High Similarity NPC38830
0.8571 High Similarity NPC470697
0.8556 High Similarity NPC65513
0.8554 High Similarity NPC35574
0.8539 High Similarity NPC284561
0.8537 High Similarity NPC41017
0.8506 High Similarity NPC189311
0.8506 High Similarity NPC52628
0.8495 Intermediate Similarity NPC10057
0.8495 Intermediate Similarity NPC38530
0.8495 Intermediate Similarity NPC84335
0.8488 Intermediate Similarity NPC193198
0.8471 Intermediate Similarity NPC475665
0.8454 Intermediate Similarity NPC477125
0.8438 Intermediate Similarity NPC254202
0.8438 Intermediate Similarity NPC471365
0.8438 Intermediate Similarity NPC132395
0.8438 Intermediate Similarity NPC471364
0.8427 Intermediate Similarity NPC277771
0.8409 Intermediate Similarity NPC473226
0.8409 Intermediate Similarity NPC220478
0.8404 Intermediate Similarity NPC176845
0.8404 Intermediate Similarity NPC216478
0.8391 Intermediate Similarity NPC100391
0.8391 Intermediate Similarity NPC470011
0.8387 Intermediate Similarity NPC307164
0.8387 Intermediate Similarity NPC311166
0.8387 Intermediate Similarity NPC112654
0.8372 Intermediate Similarity NPC226988
0.8372 Intermediate Similarity NPC186276
0.837 Intermediate Similarity NPC250075
0.837 Intermediate Similarity NPC474841
0.837 Intermediate Similarity NPC473434
0.837 Intermediate Similarity NPC471446
0.8333 Intermediate Similarity NPC288699
0.8333 Intermediate Similarity NPC173042
0.8333 Intermediate Similarity NPC31058
0.8333 Intermediate Similarity NPC168131
0.8333 Intermediate Similarity NPC469606
0.8333 Intermediate Similarity NPC273005
0.8315 Intermediate Similarity NPC175293
0.8298 Intermediate Similarity NPC110937
0.8298 Intermediate Similarity NPC472188
0.8295 Intermediate Similarity NPC110405
0.8276 Intermediate Similarity NPC222358
0.8276 Intermediate Similarity NPC470948
0.8265 Intermediate Similarity NPC469607
0.8261 Intermediate Similarity NPC471571
0.8256 Intermediate Similarity NPC25554
0.8256 Intermediate Similarity NPC475951
0.8242 Intermediate Similarity NPC76286
0.8242 Intermediate Similarity NPC8062
0.8242 Intermediate Similarity NPC475776
0.8229 Intermediate Similarity NPC235142
0.8222 Intermediate Similarity NPC474845
0.8222 Intermediate Similarity NPC24816
0.8222 Intermediate Similarity NPC477302
0.8211 Intermediate Similarity NPC476800
0.8211 Intermediate Similarity NPC471366
0.8211 Intermediate Similarity NPC472186
0.8211 Intermediate Similarity NPC316598
0.8211 Intermediate Similarity NPC124703
0.8211 Intermediate Similarity NPC252295
0.8211 Intermediate Similarity NPC318917
0.8211 Intermediate Similarity NPC234617
0.8202 Intermediate Similarity NPC329692
0.8202 Intermediate Similarity NPC185638
0.8202 Intermediate Similarity NPC82979
0.8202 Intermediate Similarity NPC286153
0.8202 Intermediate Similarity NPC85698
0.82 Intermediate Similarity NPC469370
0.8182 Intermediate Similarity NPC301666
0.8182 Intermediate Similarity NPC30486
0.8182 Intermediate Similarity NPC219011
0.8172 Intermediate Similarity NPC84893
0.8172 Intermediate Similarity NPC88507
0.8163 Intermediate Similarity NPC189616
0.8161 Intermediate Similarity NPC471218
0.8161 Intermediate Similarity NPC200513
0.8152 Intermediate Similarity NPC252433
0.8152 Intermediate Similarity NPC72845
0.8144 Intermediate Similarity NPC476081
0.8132 Intermediate Similarity NPC5509
0.8132 Intermediate Similarity NPC206001
0.8132 Intermediate Similarity NPC218927
0.8125 Intermediate Similarity NPC473204
0.8125 Intermediate Similarity NPC473219
0.8125 Intermediate Similarity NPC473545
0.8125 Intermediate Similarity NPC470761
0.8125 Intermediate Similarity NPC470906
0.8125 Intermediate Similarity NPC474012
0.8125 Intermediate Similarity NPC472187
0.8125 Intermediate Similarity NPC47024
0.8125 Intermediate Similarity NPC476299
0.8125 Intermediate Similarity NPC476303
0.8118 Intermediate Similarity NPC184737
0.8111 Intermediate Similarity NPC167877
0.8111 Intermediate Similarity NPC305029
0.8111 Intermediate Similarity NPC171722
0.8111 Intermediate Similarity NPC312561
0.8105 Intermediate Similarity NPC224356
0.8105 Intermediate Similarity NPC285513
0.8105 Intermediate Similarity NPC132753
0.8105 Intermediate Similarity NPC257726
0.8105 Intermediate Similarity NPC474343
0.8105 Intermediate Similarity NPC204054
0.8105 Intermediate Similarity NPC70145
0.8105 Intermediate Similarity NPC151681
0.8105 Intermediate Similarity NPC121402
0.8105 Intermediate Similarity NPC91695
0.8105 Intermediate Similarity NPC175351
0.8105 Intermediate Similarity NPC254496
0.81 Intermediate Similarity NPC189075
0.81 Intermediate Similarity NPC275539
0.8095 Intermediate Similarity NPC92489
0.809 Intermediate Similarity NPC329738
0.809 Intermediate Similarity NPC476602
0.809 Intermediate Similarity NPC147921
0.8085 Intermediate Similarity NPC473369
0.8085 Intermediate Similarity NPC295347
0.8085 Intermediate Similarity NPC33473
0.8085 Intermediate Similarity NPC471362
0.8085 Intermediate Similarity NPC471372
0.8085 Intermediate Similarity NPC472189
0.8081 Intermediate Similarity NPC252296
0.8068 Intermediate Similarity NPC194637
0.8065 Intermediate Similarity NPC139692
0.8065 Intermediate Similarity NPC166346
0.8061 Intermediate Similarity NPC476237
0.8061 Intermediate Similarity NPC36688
0.8046 Intermediate Similarity NPC473420
0.8046 Intermediate Similarity NPC14203
0.8046 Intermediate Similarity NPC209318
0.8046 Intermediate Similarity NPC229584
0.8046 Intermediate Similarity NPC223330
0.8043 Intermediate Similarity NPC158488
0.8043 Intermediate Similarity NPC472307
0.8043 Intermediate Similarity NPC232426
0.8043 Intermediate Similarity NPC281942
0.8041 Intermediate Similarity NPC469657
0.8041 Intermediate Similarity NPC244456
0.8041 Intermediate Similarity NPC81530
0.8022 Intermediate Similarity NPC473879
0.8022 Intermediate Similarity NPC472302
0.8022 Intermediate Similarity NPC69713
0.8022 Intermediate Similarity NPC136879
0.8021 Intermediate Similarity NPC23364
0.802 Intermediate Similarity NPC112457
0.8 Intermediate Similarity NPC110496
0.8 Intermediate Similarity NPC472363
0.8 Intermediate Similarity NPC470051
0.8 Intermediate Similarity NPC171598
0.8 Intermediate Similarity NPC322063
0.8 Intermediate Similarity NPC41780
0.8 Intermediate Similarity NPC472362
0.8 Intermediate Similarity NPC187568
0.8 Intermediate Similarity NPC154526
0.8 Intermediate Similarity NPC284518
0.8 Intermediate Similarity NPC9231
0.8 Intermediate Similarity NPC470050
0.8 Intermediate Similarity NPC184512
0.8 Intermediate Similarity NPC264127
0.8 Intermediate Similarity NPC316500
0.798 Intermediate Similarity NPC146731
0.798 Intermediate Similarity NPC470297
0.798 Intermediate Similarity NPC118911
0.798 Intermediate Similarity NPC258532
0.798 Intermediate Similarity NPC474898
0.7979 Intermediate Similarity NPC91010
0.7979 Intermediate Similarity NPC57117
0.7979 Intermediate Similarity NPC471720
0.7978 Intermediate Similarity NPC96055
0.7978 Intermediate Similarity NPC295799
0.7959 Intermediate Similarity NPC32577
0.7959 Intermediate Similarity NPC114540
0.7959 Intermediate Similarity NPC155332

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477128 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
0.8721 High Similarity NPD1694 Approved
0.8161 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7872 Intermediate Similarity NPD6399 Phase 3
0.7789 Intermediate Similarity NPD7900 Approved
0.7789 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7653 Intermediate Similarity NPD4225 Approved
0.7609 Intermediate Similarity NPD6409 Approved
0.7609 Intermediate Similarity NPD5330 Approved
0.7609 Intermediate Similarity NPD6684 Approved
0.7609 Intermediate Similarity NPD7521 Approved
0.7609 Intermediate Similarity NPD7334 Approved
0.7609 Intermediate Similarity NPD7146 Approved
0.7558 Intermediate Similarity NPD8039 Approved
0.7551 Intermediate Similarity NPD7902 Approved
0.7549 Intermediate Similarity NPD6008 Approved
0.7526 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7475 Intermediate Similarity NPD7638 Approved
0.7447 Intermediate Similarity NPD6903 Approved
0.7447 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD5737 Approved
0.7447 Intermediate Similarity NPD6672 Approved
0.7423 Intermediate Similarity NPD7748 Approved
0.74 Intermediate Similarity NPD7640 Approved
0.74 Intermediate Similarity NPD7639 Approved
0.7396 Intermediate Similarity NPD5693 Phase 1
0.7368 Intermediate Similarity NPD6051 Approved
0.734 Intermediate Similarity NPD3573 Approved
0.7339 Intermediate Similarity NPD7115 Discovery
0.7308 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD5207 Approved
0.7245 Intermediate Similarity NPD6001 Approved
0.7234 Intermediate Similarity NPD3618 Phase 1
0.7216 Intermediate Similarity NPD6411 Approved
0.7216 Intermediate Similarity NPD7515 Phase 2
0.7216 Intermediate Similarity NPD8034 Phase 2
0.7216 Intermediate Similarity NPD8035 Phase 2
0.7204 Intermediate Similarity NPD3668 Phase 3
0.7174 Intermediate Similarity NPD3667 Approved
0.7172 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5779 Approved
0.7143 Intermediate Similarity NPD5778 Approved
0.7143 Intermediate Similarity NPD5697 Approved
0.7103 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD6011 Approved
0.7075 Intermediate Similarity NPD6881 Approved
0.7075 Intermediate Similarity NPD6899 Approved
0.7053 Intermediate Similarity NPD6098 Approved
0.7048 Intermediate Similarity NPD6675 Approved
0.7048 Intermediate Similarity NPD6402 Approved
0.7048 Intermediate Similarity NPD7128 Approved
0.7048 Intermediate Similarity NPD5739 Approved
0.7041 Intermediate Similarity NPD5284 Approved
0.7041 Intermediate Similarity NPD5694 Approved
0.7041 Intermediate Similarity NPD5281 Approved
0.7037 Intermediate Similarity NPD6650 Approved
0.7037 Intermediate Similarity NPD6649 Approved
0.7021 Intermediate Similarity NPD4786 Approved
0.701 Intermediate Similarity NPD6673 Approved
0.701 Intermediate Similarity NPD6101 Approved
0.701 Intermediate Similarity NPD6904 Approved
0.701 Intermediate Similarity NPD6080 Approved
0.701 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6014 Approved
0.7009 Intermediate Similarity NPD6012 Approved
0.7009 Intermediate Similarity NPD6372 Approved
0.7009 Intermediate Similarity NPD6373 Approved
0.7009 Intermediate Similarity NPD6013 Approved
0.7009 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5695 Phase 3
0.6981 Remote Similarity NPD5701 Approved
0.6961 Remote Similarity NPD5696 Approved
0.6944 Remote Similarity NPD7290 Approved
0.6944 Remote Similarity NPD7102 Approved
0.6944 Remote Similarity NPD6883 Approved
0.6939 Remote Similarity NPD5785 Approved
0.6939 Remote Similarity NPD5692 Phase 3
0.6916 Remote Similarity NPD7320 Approved
0.6916 Remote Similarity NPD6686 Approved
0.6907 Remote Similarity NPD5208 Approved
0.6881 Remote Similarity NPD6869 Approved
0.6881 Remote Similarity NPD8130 Phase 1
0.6881 Remote Similarity NPD6847 Approved
0.6881 Remote Similarity NPD6617 Approved
0.6869 Remote Similarity NPD6050 Approved
0.6869 Remote Similarity NPD6079 Approved
0.6863 Remote Similarity NPD6083 Phase 2
0.6863 Remote Similarity NPD6084 Phase 2
0.6842 Remote Similarity NPD3133 Approved
0.6842 Remote Similarity NPD3666 Approved
0.6842 Remote Similarity NPD3665 Phase 1
0.6837 Remote Similarity NPD1695 Approved
0.6837 Remote Similarity NPD5328 Approved
0.6818 Remote Similarity NPD8297 Approved
0.6818 Remote Similarity NPD6882 Approved
0.6809 Remote Similarity NPD5209 Approved
0.68 Remote Similarity NPD4202 Approved
0.6771 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6765 Remote Similarity NPD4697 Phase 3
0.6765 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6765 Remote Similarity NPD5221 Approved
0.6765 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6765 Remote Similarity NPD5222 Approved
0.6762 Remote Similarity NPD7632 Discontinued
0.6762 Remote Similarity NPD5211 Phase 2
0.6739 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6737 Remote Similarity NPD5362 Discontinued
0.6737 Remote Similarity NPD7154 Phase 3
0.6731 Remote Similarity NPD5285 Approved
0.6731 Remote Similarity NPD5286 Approved
0.6731 Remote Similarity NPD4696 Approved
0.6727 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6701 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6701 Remote Similarity NPD4623 Approved
0.6701 Remote Similarity NPD4519 Discontinued
0.67 Remote Similarity NPD7637 Suspended
0.6699 Remote Similarity NPD4755 Approved
0.6699 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD5223 Approved
0.6667 Remote Similarity NPD6053 Discontinued
0.6638 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5141 Approved
0.6632 Remote Similarity NPD4270 Approved
0.6632 Remote Similarity NPD4269 Approved
0.6607 Remote Similarity NPD4632 Approved
0.6606 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6604 Remote Similarity NPD5225 Approved
0.6604 Remote Similarity NPD5224 Approved
0.6604 Remote Similarity NPD5226 Approved
0.6604 Remote Similarity NPD4633 Approved
0.66 Remote Similarity NPD46 Approved
0.66 Remote Similarity NPD6698 Approved
0.6598 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6598 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6596 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6596 Remote Similarity NPD4695 Discontinued
0.6588 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6579 Remote Similarity NPD6317 Approved
0.6571 Remote Similarity NPD4700 Approved
0.6569 Remote Similarity NPD5282 Discontinued
0.6542 Remote Similarity NPD6052 Approved
0.6542 Remote Similarity NPD5174 Approved
0.6542 Remote Similarity NPD5175 Approved
0.6531 Remote Similarity NPD5786 Approved
0.6531 Remote Similarity NPD5279 Phase 3
0.6526 Remote Similarity NPD5369 Approved
0.6522 Remote Similarity NPD6314 Approved
0.6522 Remote Similarity NPD6335 Approved
0.6522 Remote Similarity NPD6313 Approved
0.6505 Remote Similarity NPD4629 Approved
0.6505 Remote Similarity NPD5654 Approved
0.6505 Remote Similarity NPD5210 Approved
0.65 Remote Similarity NPD4753 Phase 2
0.65 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6496 Remote Similarity NPD8517 Approved
0.6496 Remote Similarity NPD8513 Phase 3
0.6496 Remote Similarity NPD8515 Approved
0.6496 Remote Similarity NPD8516 Approved
0.6495 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6491 Remote Similarity NPD6868 Approved
0.6491 Remote Similarity NPD6274 Approved
0.6466 Remote Similarity NPD7100 Approved
0.6466 Remote Similarity NPD7101 Approved
0.6458 Remote Similarity NPD6435 Approved
0.6458 Remote Similarity NPD4221 Approved
0.6458 Remote Similarity NPD4223 Phase 3
0.6435 Remote Similarity NPD6009 Approved
0.6429 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5363 Approved
0.6423 Remote Similarity NPD7260 Phase 2
0.6421 Remote Similarity NPD4819 Approved
0.6421 Remote Similarity NPD4821 Approved
0.6421 Remote Similarity NPD4252 Approved
0.6421 Remote Similarity NPD4822 Approved
0.6421 Remote Similarity NPD4820 Approved
0.6421 Remote Similarity NPD7525 Registered
0.6417 Remote Similarity NPD7507 Approved
0.6415 Remote Similarity NPD6648 Approved
0.641 Remote Similarity NPD6319 Approved
0.6404 Remote Similarity NPD4137 Phase 3
0.6396 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6389 Remote Similarity NPD4754 Approved
0.6383 Remote Similarity NPD4268 Approved
0.6383 Remote Similarity NPD4271 Approved
0.6381 Remote Similarity NPD5959 Approved
0.6364 Remote Similarity NPD4249 Approved
0.6364 Remote Similarity NPD6422 Discontinued
0.6364 Remote Similarity NPD6412 Phase 2
0.6364 Remote Similarity NPD6614 Approved
0.6364 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5690 Phase 2
0.6356 Remote Similarity NPD5983 Phase 2
0.6355 Remote Similarity NPD5344 Discontinued
0.6344 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6339 Remote Similarity NPD6371 Approved
0.6333 Remote Similarity NPD4747 Approved
0.6333 Remote Similarity NPD7492 Approved
0.6333 Remote Similarity NPD4691 Approved
0.6327 Remote Similarity NPD4197 Approved
0.6322 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7645 Phase 2

Structure

External Identifiers

PubChem CID   44445516
ChEMBL   CHEMBL249455
ZINC  

Physicochemical Properties

Molecular Weight:  332.20
ALogP:  1.2028
MLogP:  3.22
XLogP:  3.147
# Rotatable Bonds:  8
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  24

Download Data

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Biological Activities  
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