Natural Product: NPC471401

Natural Product ID:  NPC471401
Common Name:   Tricycloalternarene C
IUPAC Name:   (1R,3aR,5R,9aS)-5-hydroxy-1-(2-hydroxy-6-methylhept-5-en-2-yl)-3a-methyl-1,2,3,5,6,7,9,9a-octahydrocyclopenta[b]chromen-8-one
Synonyms:  
Molecular Formula:   C21H32O4
Standard InCHIKey:  NVOASYIZKHWWFD-YDSGBYASSA-N
Standard InCHI:  InChI=1S/C21H32O4/c1-13(2)6-5-10-20(3,24)15-9-11-21(4)16(15)12-14-17(22)7-8-18(23)19(14)25-21/h6,15-16,18,23-24H,5,7-12H2,1-4H3/t15-,16+,18-,20?,21-/m1/s1
Canonical SMILES:  CC(=CCCC([C@@H]1CC[C@@]2([C@H]1CC1=C(O2)[C@@H](CCC1=O)O)C)(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
NPO32811 Alternaria sp. JJY-32 Species Pleosporaceae Eukaryota PMID[24128115]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 75000 nM 25437914

  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 NPC471401 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
0.93 High Similarity NPC471400
0.9278 High Similarity NPC70369
0.8411 Intermediate Similarity NPC317210
0.8333 Intermediate Similarity NPC326542
0.8318 Intermediate Similarity NPC207251
0.8302 Intermediate Similarity NPC99760
0.8302 Intermediate Similarity NPC76084
0.8283 Intermediate Similarity NPC91408
0.8269 Intermediate Similarity NPC152695
0.8269 Intermediate Similarity NPC50692
0.8269 Intermediate Similarity NPC260268
0.8269 Intermediate Similarity NPC476027
0.8269 Intermediate Similarity NPC85829
0.8269 Intermediate Similarity NPC171137
0.8269 Intermediate Similarity NPC48733
0.8269 Intermediate Similarity NPC319077
0.8269 Intermediate Similarity NPC150531
0.8269 Intermediate Similarity NPC97202
0.8269 Intermediate Similarity NPC202167
0.8269 Intermediate Similarity NPC296945
0.8269 Intermediate Similarity NPC214264
0.8269 Intermediate Similarity NPC49958
0.8269 Intermediate Similarity NPC302607
0.8241 Intermediate Similarity NPC962
0.8241 Intermediate Similarity NPC250109
0.8229 Intermediate Similarity NPC87189
0.8229 Intermediate Similarity NPC228415
0.8208 Intermediate Similarity NPC101018
0.8198 Intermediate Similarity NPC475041
0.819 Intermediate Similarity NPC475060
0.819 Intermediate Similarity NPC83744
0.819 Intermediate Similarity NPC220229
0.8173 Intermediate Similarity NPC209502
0.8173 Intermediate Similarity NPC204833
0.8113 Intermediate Similarity NPC217201
0.8113 Intermediate Similarity NPC329417
0.8095 Intermediate Similarity NPC149047
0.8091 Intermediate Similarity NPC49492
0.8091 Intermediate Similarity NPC266728
0.8081 Intermediate Similarity NPC61275
0.8061 Intermediate Similarity NPC265856
0.8058 Intermediate Similarity NPC9878
0.8037 Intermediate Similarity NPC11710
0.802 Intermediate Similarity NPC93271
0.802 Intermediate Similarity NPC135576
0.8019 Intermediate Similarity NPC477916
0.7982 Intermediate Similarity NPC269642
0.7981 Intermediate Similarity NPC477915
0.798 Intermediate Similarity NPC146852
0.7941 Intermediate Similarity NPC20066
0.7905 Intermediate Similarity NPC123505
0.7879 Intermediate Similarity NPC166554
0.787 Intermediate Similarity NPC470257
0.7864 Intermediate Similarity NPC300584
0.7826 Intermediate Similarity NPC28532
0.7818 Intermediate Similarity NPC236217
0.7807 Intermediate Similarity NPC109973
0.78 Intermediate Similarity NPC476705
0.7798 Intermediate Similarity NPC41551
0.7798 Intermediate Similarity NPC50223
0.7789 Intermediate Similarity NPC133844
0.7788 Intermediate Similarity NPC154072
0.7788 Intermediate Similarity NPC218383
0.7778 Intermediate Similarity NPC65941
0.7768 Intermediate Similarity NPC190286
0.7767 Intermediate Similarity NPC27105
0.7757 Intermediate Similarity NPC127235
0.7748 Intermediate Similarity NPC108721
0.7748 Intermediate Similarity NPC73300
0.7745 Intermediate Similarity NPC279313
0.7739 Intermediate Similarity NPC46570
0.7714 Intermediate Similarity NPC3488
0.7714 Intermediate Similarity NPC287539
0.7712 Intermediate Similarity NPC152091
0.7706 Intermediate Similarity NPC77089
0.7692 Intermediate Similarity NPC471330
0.7692 Intermediate Similarity NPC99657
0.7692 Intermediate Similarity NPC471331
0.7692 Intermediate Similarity NPC212465
0.7692 Intermediate Similarity NPC472687
0.7692 Intermediate Similarity NPC177232
0.7692 Intermediate Similarity NPC203388
0.7685 Intermediate Similarity NPC58370
0.7685 Intermediate Similarity NPC43285
0.7679 Intermediate Similarity NPC474181
0.7672 Intermediate Similarity NPC107493
0.7672 Intermediate Similarity NPC222688
0.767 Intermediate Similarity NPC8803
0.7664 Intermediate Similarity NPC75531
0.7664 Intermediate Similarity NPC149124
0.7652 Intermediate Similarity NPC79579
0.7647 Intermediate Similarity NPC469819
0.7647 Intermediate Similarity NPC114162
0.7642 Intermediate Similarity NPC473424
0.7636 Intermediate Similarity NPC37116
0.7632 Intermediate Similarity NPC153440
0.7624 Intermediate Similarity NPC30515
0.7619 Intermediate Similarity NPC476274
0.7619 Intermediate Similarity NPC474720
0.7615 Intermediate Similarity NPC10150
0.7611 Intermediate Similarity NPC176840
0.76 Intermediate Similarity NPC123912
0.7593 Intermediate Similarity NPC243998
0.7593 Intermediate Similarity NPC471332
0.7593 Intermediate Similarity NPC96377
0.7593 Intermediate Similarity NPC323834
0.7593 Intermediate Similarity NPC471333
0.7586 Intermediate Similarity NPC42675
0.7573 Intermediate Similarity NPC36954
0.7573 Intermediate Similarity NPC472932
0.757 Intermediate Similarity NPC37240
0.757 Intermediate Similarity NPC474775
0.757 Intermediate Similarity NPC111323
0.757 Intermediate Similarity NPC236390
0.7565 Intermediate Similarity NPC270850
0.7565 Intermediate Similarity NPC5292
0.7565 Intermediate Similarity NPC305260
0.7549 Intermediate Similarity NPC475912
0.7547 Intermediate Similarity NPC150923
0.7547 Intermediate Similarity NPC476240
0.7547 Intermediate Similarity NPC476223
0.7547 Intermediate Similarity NPC224720
0.7547 Intermediate Similarity NPC181645
0.7545 Intermediate Similarity NPC304495
0.7545 Intermediate Similarity NPC187876
0.7545 Intermediate Similarity NPC214644
0.7544 Intermediate Similarity NPC218970
0.7525 Intermediate Similarity NPC474761
0.7525 Intermediate Similarity NPC476004
0.7525 Intermediate Similarity NPC51004
0.7525 Intermediate Similarity NPC469464
0.7524 Intermediate Similarity NPC83895
0.7524 Intermediate Similarity NPC306908
0.7524 Intermediate Similarity NPC187761
0.7524 Intermediate Similarity NPC470541
0.7523 Intermediate Similarity NPC80338
0.7523 Intermediate Similarity NPC144459
0.7523 Intermediate Similarity NPC197813
0.7523 Intermediate Similarity NPC148270
0.7522 Intermediate Similarity NPC471398
0.75 Intermediate Similarity NPC472677
0.75 Intermediate Similarity NPC100487
0.75 Intermediate Similarity NPC476706
0.75 Intermediate Similarity NPC476707
0.75 Intermediate Similarity NPC255309
0.75 Intermediate Similarity NPC476708
0.75 Intermediate Similarity NPC474585
0.75 Intermediate Similarity NPC471463
0.75 Intermediate Similarity NPC470104
0.75 Intermediate Similarity NPC58532
0.75 Intermediate Similarity NPC476704
0.75 Intermediate Similarity NPC472733
0.75 Intermediate Similarity NPC472734
0.7479 Intermediate Similarity NPC293112
0.7477 Intermediate Similarity NPC177013
0.7477 Intermediate Similarity NPC474730
0.7477 Intermediate Similarity NPC304163
0.7477 Intermediate Similarity NPC204450
0.7477 Intermediate Similarity NPC223834
0.7477 Intermediate Similarity NPC195290
0.7477 Intermediate Similarity NPC4899
0.7477 Intermediate Similarity NPC118405
0.7477 Intermediate Similarity NPC87351
0.7477 Intermediate Similarity NPC473928
0.7477 Intermediate Similarity NPC35185
0.7476 Intermediate Similarity NPC477241
0.7476 Intermediate Similarity NPC90453
0.7476 Intermediate Similarity NPC196227
0.7476 Intermediate Similarity NPC474035
0.7476 Intermediate Similarity NPC81386
0.7458 Intermediate Similarity NPC1980
0.7458 Intermediate Similarity NPC469789
0.7458 Intermediate Similarity NPC238005
0.7458 Intermediate Similarity NPC141196
0.7456 Intermediate Similarity NPC54739
0.7456 Intermediate Similarity NPC196931
0.7453 Intermediate Similarity NPC167974
0.7453 Intermediate Similarity NPC241221
0.7451 Intermediate Similarity NPC475441
0.7451 Intermediate Similarity NPC221282
0.7451 Intermediate Similarity NPC184463
0.7436 Intermediate Similarity NPC472000
0.7436 Intermediate Similarity NPC472001
0.7436 Intermediate Similarity NPC471999
0.7434 Intermediate Similarity NPC194100
0.7431 Intermediate Similarity NPC54737
0.7431 Intermediate Similarity NPC170432
0.7431 Intermediate Similarity NPC223450
0.7429 Intermediate Similarity NPC107243
0.7429 Intermediate Similarity NPC473574
0.7429 Intermediate Similarity NPC472731
0.7429 Intermediate Similarity NPC469432
0.7429 Intermediate Similarity NPC20078
0.7429 Intermediate Similarity NPC239895
0.7429 Intermediate Similarity NPC40812
0.7429 Intermediate Similarity NPC472732
0.7426 Intermediate Similarity NPC477943
0.7426 Intermediate Similarity NPC307411
0.7417 Intermediate Similarity NPC470882
0.7414 Intermediate Similarity NPC477092

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471401 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
0.7818 Intermediate Similarity NPD6053 Discontinued
0.7708 Intermediate Similarity NPD6110 Phase 1
0.7364 Intermediate Similarity NPD6412 Phase 2
0.7321 Intermediate Similarity NPD6371 Approved
0.7281 Intermediate Similarity NPD4632 Approved
0.7156 Intermediate Similarity NPD5211 Phase 2
0.7129 Intermediate Similarity NPD5786 Approved
0.7117 Intermediate Similarity NPD7128 Approved
0.7117 Intermediate Similarity NPD5739 Approved
0.7117 Intermediate Similarity NPD6675 Approved
0.7117 Intermediate Similarity NPD6402 Approved
0.7103 Intermediate Similarity NPD4755 Approved
0.708 Intermediate Similarity NPD6373 Approved
0.708 Intermediate Similarity NPD6372 Approved
0.7071 Intermediate Similarity NPD6435 Approved
0.7059 Intermediate Similarity NPD6319 Approved
0.7059 Intermediate Similarity NPD6054 Approved
0.7059 Intermediate Similarity NPD6059 Approved
0.7059 Intermediate Similarity NPD4251 Approved
0.7059 Intermediate Similarity NPD4250 Approved
0.7054 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD8297 Approved
0.703 Intermediate Similarity NPD5363 Approved
0.7027 Intermediate Similarity NPD5141 Approved
0.7019 Intermediate Similarity NPD6698 Approved
0.7019 Intermediate Similarity NPD46 Approved
0.7018 Intermediate Similarity NPD4634 Approved
0.7 Intermediate Similarity NPD5362 Discontinued
0.6991 Remote Similarity NPD6899 Approved
0.6991 Remote Similarity NPD6881 Approved
0.6991 Remote Similarity NPD7320 Approved
0.6981 Remote Similarity NPD5282 Discontinued
0.6972 Remote Similarity NPD5286 Approved
0.6972 Remote Similarity NPD4700 Approved
0.6972 Remote Similarity NPD4696 Approved
0.6972 Remote Similarity NPD5285 Approved
0.6964 Remote Similarity NPD6008 Approved
0.6961 Remote Similarity NPD4249 Approved
0.6957 Remote Similarity NPD6650 Approved
0.6957 Remote Similarity NPD6649 Approved
0.6952 Remote Similarity NPD7983 Approved
0.6949 Remote Similarity NPD6009 Approved
0.6949 Remote Similarity NPD7115 Discovery
0.6944 Remote Similarity NPD6084 Phase 2
0.6944 Remote Similarity NPD6083 Phase 2
0.6942 Remote Similarity NPD6370 Approved
0.6931 Remote Similarity NPD3133 Approved
0.6931 Remote Similarity NPD3666 Approved
0.6931 Remote Similarity NPD3665 Phase 1
0.6923 Remote Similarity NPD4753 Phase 2
0.6923 Remote Similarity NPD5328 Approved
0.6911 Remote Similarity NPD7507 Approved
0.6909 Remote Similarity NPD5223 Approved
0.6903 Remote Similarity NPD5701 Approved
0.6903 Remote Similarity NPD5697 Approved
0.69 Remote Similarity NPD4269 Approved
0.69 Remote Similarity NPD4270 Approved
0.6893 Remote Similarity NPD7524 Approved
0.6887 Remote Similarity NPD4202 Approved
0.6887 Remote Similarity NPD5778 Approved
0.6887 Remote Similarity NPD5779 Approved
0.6885 Remote Similarity NPD7604 Phase 2
0.687 Remote Similarity NPD6883 Approved
0.687 Remote Similarity NPD7290 Approved
0.687 Remote Similarity NPD7102 Approved
0.6869 Remote Similarity NPD5368 Approved
0.686 Remote Similarity NPD6015 Approved
0.686 Remote Similarity NPD5983 Phase 2
0.686 Remote Similarity NPD6016 Approved
0.6857 Remote Similarity NPD5785 Approved
0.6847 Remote Similarity NPD5224 Approved
0.6847 Remote Similarity NPD5226 Approved
0.6847 Remote Similarity NPD4633 Approved
0.6847 Remote Similarity NPD5225 Approved
0.6842 Remote Similarity NPD6011 Approved
0.6832 Remote Similarity NPD7154 Phase 3
0.6829 Remote Similarity NPD7492 Approved
0.6818 Remote Similarity NPD7639 Approved
0.6818 Remote Similarity NPD7640 Approved
0.681 Remote Similarity NPD6869 Approved
0.681 Remote Similarity NPD6847 Approved
0.681 Remote Similarity NPD8130 Phase 1
0.681 Remote Similarity NPD6617 Approved
0.681 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6803 Remote Similarity NPD5988 Approved
0.68 Remote Similarity NPD5369 Approved
0.6792 Remote Similarity NPD6079 Approved
0.6786 Remote Similarity NPD5174 Approved
0.6786 Remote Similarity NPD4754 Approved
0.6786 Remote Similarity NPD5175 Approved
0.6783 Remote Similarity NPD6012 Approved
0.6783 Remote Similarity NPD6013 Approved
0.6783 Remote Similarity NPD6014 Approved
0.6774 Remote Similarity NPD6616 Approved
0.6774 Remote Similarity NPD6336 Discontinued
0.6759 Remote Similarity NPD5210 Approved
0.6759 Remote Similarity NPD5695 Phase 3
0.6759 Remote Similarity NPD4629 Approved
0.6752 Remote Similarity NPD6882 Approved
0.6746 Remote Similarity NPD7319 Approved
0.6733 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6733 Remote Similarity NPD4221 Approved
0.6733 Remote Similarity NPD4223 Phase 3
0.6729 Remote Similarity NPD6399 Phase 3
0.6727 Remote Similarity NPD5696 Approved
0.6727 Remote Similarity NPD7638 Approved
0.6721 Remote Similarity NPD7503 Approved
0.672 Remote Similarity NPD7078 Approved
0.672 Remote Similarity NPD8293 Discontinued
0.67 Remote Similarity NPD4819 Approved
0.67 Remote Similarity NPD5790 Clinical (unspecified phase)
0.67 Remote Similarity NPD4820 Approved
0.67 Remote Similarity NPD4252 Approved
0.67 Remote Similarity NPD4821 Approved
0.67 Remote Similarity NPD4822 Approved
0.6699 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6699 Remote Similarity NPD5329 Approved
0.6697 Remote Similarity NPD4697 Phase 3
0.6696 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD6033 Approved
0.6667 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4768 Approved
0.6667 Remote Similarity NPD4767 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7736 Approved
0.6636 Remote Similarity NPD5284 Approved
0.6636 Remote Similarity NPD5281 Approved
0.6635 Remote Similarity NPD5330 Approved
0.6635 Remote Similarity NPD7146 Approved
0.6635 Remote Similarity NPD6409 Approved
0.6635 Remote Similarity NPD6684 Approved
0.6635 Remote Similarity NPD7521 Approved
0.6635 Remote Similarity NPD3618 Phase 1
0.6635 Remote Similarity NPD5279 Phase 3
0.6635 Remote Similarity NPD7334 Approved
0.6602 Remote Similarity NPD4197 Approved
0.6602 Remote Similarity NPD4786 Approved
0.6602 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6585 Remote Similarity NPD8513 Phase 3
0.6577 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6559 Remote Similarity NPD7331 Phase 2
0.6552 Remote Similarity NPD4729 Approved
0.6552 Remote Similarity NPD5128 Approved
0.6552 Remote Similarity NPD4730 Approved
0.6545 Remote Similarity NPD5222 Approved
0.6545 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6545 Remote Similarity NPD5221 Approved
0.6509 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6509 Remote Similarity NPD6903 Approved
0.6505 Remote Similarity NPD4788 Approved
0.6505 Remote Similarity NPD6695 Phase 3
0.6505 Remote Similarity NPD5331 Approved
0.6505 Remote Similarity NPD5332 Approved
0.65 Remote Similarity NPD4268 Approved
0.65 Remote Similarity NPD4271 Approved
0.6496 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6486 Remote Similarity NPD5173 Approved
0.6476 Remote Similarity NPD5690 Phase 2
0.6476 Remote Similarity NPD5280 Approved
0.6476 Remote Similarity NPD4690 Approved
0.6476 Remote Similarity NPD5205 Approved
0.6476 Remote Similarity NPD4694 Approved
0.6476 Remote Similarity NPD4138 Approved
0.6476 Remote Similarity NPD4689 Approved
0.6476 Remote Similarity NPD4688 Approved
0.6476 Remote Similarity NPD4693 Phase 3
0.6475 Remote Similarity NPD6335 Approved
0.6471 Remote Similarity NPD4790 Discontinued
0.646 Remote Similarity NPD5344 Discontinued
0.6455 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6452 Remote Similarity NPD7341 Phase 2
0.6452 Remote Similarity NPD8515 Approved
0.6452 Remote Similarity NPD8516 Approved
0.6452 Remote Similarity NPD8517 Approved
0.6449 Remote Similarity NPD6080 Approved
0.6449 Remote Similarity NPD6673 Approved
0.6449 Remote Similarity NPD6904 Approved
0.6446 Remote Similarity NPD6274 Approved
0.6441 Remote Similarity NPD5135 Approved
0.6441 Remote Similarity NPD5248 Approved
0.6441 Remote Similarity NPD5250 Approved
0.6441 Remote Similarity NPD5251 Approved
0.6441 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6441 Remote Similarity NPD5247 Approved
0.6441 Remote Similarity NPD5169 Approved
0.6441 Remote Similarity NPD5249 Phase 3
0.6423 Remote Similarity NPD7101 Approved
0.6423 Remote Similarity NPD7100 Approved
0.6423 Remote Similarity NPD7516 Approved
0.6408 Remote Similarity NPD3667 Approved
0.6393 Remote Similarity NPD6317 Approved
0.6389 Remote Similarity NPD7838 Discovery
0.6387 Remote Similarity NPD5217 Approved
0.6387 Remote Similarity NPD5216 Approved
0.6387 Remote Similarity NPD5215 Approved
0.6387 Remote Similarity NPD5127 Approved
0.6385 Remote Similarity NPD7260 Phase 2
0.6355 Remote Similarity NPD4518 Approved
0.6355 Remote Similarity NPD5737 Approved
0.6355 Remote Similarity NPD6672 Approved

Structure

External Identifiers

PubChem CID   72704673
ChEMBL   CHEMBL2431886
ZINC  

Physicochemical Properties

Molecular Weight:  348.23
ALogP:  0.7801
MLogP:  3.33
XLogP:  2.847
# Rotatable Bonds:  10
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  25

Download Data

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