Natural Product: NPC469874

Natural Product ID:  NPC469874
Common Name:   Rhabdastin D Diacetate
IUPAC Name:   [(3Z,3aS,5aR,7S,9aR,9bS)-3-[(E)-4-[(1S,2R,3R,5R)-2,3-diacetyloxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]but-3-en-2-ylidene]-3a,6,6,9a-tetramethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate
Synonyms:   Rhabdastin D Diacetate
Molecular Formula:   C36H52O7
Standard InCHIKey:  CEDAETVGHBUTFR-VHFCBIDNSA-N
Standard InCHI:  InChI=1S/C36H52O7/c1-20(2)25-18-31(42-23(5)38)36(11,43-24(6)39)26(25)13-12-21(3)32-27(40)19-29-34(9)17-15-30(41-22(4)37)33(7,8)28(34)14-16-35(29,32)10/h12-13,25-26,28-31H,1,14-19H2,2-11H3/b13-12+,32-21+/t25-,26-,28-,29-,30-,31+,34-,35-,36+/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@]1([C@H]2CC(=O)/C/1=C(C=C[C@H]1[C@@H](C[C@H]([C@]1(C)OC(=O)C)OC(=O)C)C(=C)C)/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
NPO28502 Rhabdastrella globostellata Species Ancorinidae Eukaryota PMID[20718449]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 = 11000 nM DailyMed

  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 NPC469874 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
0.9314 High Similarity NPC10064
0.9314 High Similarity NPC170221
0.9223 High Similarity NPC6206
0.8469 Intermediate Similarity NPC474842
0.8469 Intermediate Similarity NPC475965
0.84 Intermediate Similarity NPC473280
0.84 Intermediate Similarity NPC471078
0.84 Intermediate Similarity NPC473435
0.84 Intermediate Similarity NPC473431
0.8365 Intermediate Similarity NPC22388
0.8333 Intermediate Similarity NPC110937
0.8208 Intermediate Similarity NPC164835
0.8208 Intermediate Similarity NPC228669
0.8173 Intermediate Similarity NPC266955
0.8165 Intermediate Similarity NPC197428
0.8148 Intermediate Similarity NPC473482
0.8148 Intermediate Similarity NPC475418
0.8148 Intermediate Similarity NPC318363
0.8095 Intermediate Similarity NPC115899
0.8081 Intermediate Similarity NPC472220
0.8081 Intermediate Similarity NPC97884
0.8073 Intermediate Similarity NPC475065
0.8058 Intermediate Similarity NPC122324
0.8058 Intermediate Similarity NPC106425
0.8058 Intermediate Similarity NPC151725
0.8056 Intermediate Similarity NPC473284
0.8019 Intermediate Similarity NPC155332
0.8019 Intermediate Similarity NPC32577
0.8019 Intermediate Similarity NPC320447
0.8019 Intermediate Similarity NPC114540
0.8 Intermediate Similarity NPC179642
0.8 Intermediate Similarity NPC5284
0.7982 Intermediate Similarity NPC258323
0.7981 Intermediate Similarity NPC108078
0.7963 Intermediate Similarity NPC475571
0.7963 Intermediate Similarity NPC278628
0.7963 Intermediate Similarity NPC231530
0.7961 Intermediate Similarity NPC279974
0.7949 Intermediate Similarity NPC6193
0.7946 Intermediate Similarity NPC178981
0.7944 Intermediate Similarity NPC72151
0.7944 Intermediate Similarity NPC475526
0.7944 Intermediate Similarity NPC329345
0.7944 Intermediate Similarity NPC473283
0.7925 Intermediate Similarity NPC168319
0.7925 Intermediate Similarity NPC194028
0.7913 Intermediate Similarity NPC473203
0.7913 Intermediate Similarity NPC270850
0.7913 Intermediate Similarity NPC305260
0.7905 Intermediate Similarity NPC119036
0.7905 Intermediate Similarity NPC252295
0.7905 Intermediate Similarity NPC477854
0.7905 Intermediate Similarity NPC471582
0.789 Intermediate Similarity NPC471601
0.789 Intermediate Similarity NPC330011
0.789 Intermediate Similarity NPC329048
0.7885 Intermediate Similarity NPC58052
0.7885 Intermediate Similarity NPC111684
0.7885 Intermediate Similarity NPC471153
0.7885 Intermediate Similarity NPC475178
0.7881 Intermediate Similarity NPC473255
0.7879 Intermediate Similarity NPC195640
0.7879 Intermediate Similarity NPC264127
0.7857 Intermediate Similarity NPC470063
0.7857 Intermediate Similarity NPC234042
0.7857 Intermediate Similarity NPC152117
0.7857 Intermediate Similarity NPC280782
0.7857 Intermediate Similarity NPC475970
0.7857 Intermediate Similarity NPC71348
0.7838 Intermediate Similarity NPC16270
0.783 Intermediate Similarity NPC167974
0.783 Intermediate Similarity NPC35751
0.7818 Intermediate Similarity NPC472217
0.7818 Intermediate Similarity NPC94529
0.7818 Intermediate Similarity NPC472219
0.7818 Intermediate Similarity NPC472218
0.7818 Intermediate Similarity NPC472825
0.7818 Intermediate Similarity NPC470269
0.781 Intermediate Similarity NPC2049
0.781 Intermediate Similarity NPC292133
0.7807 Intermediate Similarity NPC243981
0.7807 Intermediate Similarity NPC298278
0.7807 Intermediate Similarity NPC190286
0.7807 Intermediate Similarity NPC266728
0.7807 Intermediate Similarity NPC49492
0.7807 Intermediate Similarity NPC470793
0.7807 Intermediate Similarity NPC270958
0.7798 Intermediate Similarity NPC96377
0.7788 Intermediate Similarity NPC962
0.7788 Intermediate Similarity NPC194100
0.7788 Intermediate Similarity NPC250109
0.7788 Intermediate Similarity NPC88310
0.7788 Intermediate Similarity NPC52634
0.7778 Intermediate Similarity NPC36321
0.7778 Intermediate Similarity NPC140723
0.7778 Intermediate Similarity NPC475050
0.7778 Intermediate Similarity NPC222153
0.7778 Intermediate Similarity NPC85742
0.7778 Intermediate Similarity NPC470921
0.7778 Intermediate Similarity NPC323765
0.7767 Intermediate Similarity NPC473678
0.7767 Intermediate Similarity NPC79117
0.7759 Intermediate Similarity NPC475520
0.7759 Intermediate Similarity NPC475041
0.7757 Intermediate Similarity NPC99411
0.775 Intermediate Similarity NPC473265
0.7748 Intermediate Similarity NPC5475
0.7748 Intermediate Similarity NPC472216
0.7748 Intermediate Similarity NPC284828
0.7748 Intermediate Similarity NPC173905
0.7745 Intermediate Similarity NPC471896
0.7736 Intermediate Similarity NPC114274
0.7736 Intermediate Similarity NPC57079
0.7736 Intermediate Similarity NPC176845
0.7736 Intermediate Similarity NPC108368
0.7736 Intermediate Similarity NPC153792
0.7736 Intermediate Similarity NPC471932
0.7736 Intermediate Similarity NPC477813
0.7736 Intermediate Similarity NPC271387
0.7727 Intermediate Similarity NPC220974
0.7723 Intermediate Similarity NPC28227
0.7723 Intermediate Similarity NPC470612
0.7723 Intermediate Similarity NPC470613
0.7723 Intermediate Similarity NPC473879
0.7719 Intermediate Similarity NPC477580
0.7714 Intermediate Similarity NPC42042
0.7714 Intermediate Similarity NPC477853
0.7714 Intermediate Similarity NPC307164
0.7714 Intermediate Similarity NPC250757
0.7714 Intermediate Similarity NPC322063
0.7714 Intermediate Similarity NPC301534
0.7706 Intermediate Similarity NPC477812
0.7706 Intermediate Similarity NPC29705
0.7706 Intermediate Similarity NPC471293
0.7706 Intermediate Similarity NPC255309
0.7692 Intermediate Similarity NPC79579
0.7692 Intermediate Similarity NPC114939
0.7692 Intermediate Similarity NPC145074
0.7692 Intermediate Similarity NPC111015
0.7692 Intermediate Similarity NPC474585
0.7692 Intermediate Similarity NPC41123
0.7692 Intermediate Similarity NPC38830
0.7686 Intermediate Similarity NPC473888
0.7685 Intermediate Similarity NPC308351
0.7685 Intermediate Similarity NPC271266
0.7685 Intermediate Similarity NPC473163
0.7685 Intermediate Similarity NPC477054
0.7679 Intermediate Similarity NPC101450
0.7679 Intermediate Similarity NPC475134
0.7679 Intermediate Similarity NPC475563
0.7677 Intermediate Similarity NPC139566
0.7672 Intermediate Similarity NPC470420
0.7672 Intermediate Similarity NPC153440
0.7672 Intermediate Similarity NPC473617
0.7672 Intermediate Similarity NPC473828
0.7672 Intermediate Similarity NPC473720
0.7672 Intermediate Similarity NPC118638
0.7672 Intermediate Similarity NPC475372
0.767 Intermediate Similarity NPC26888
0.7667 Intermediate Similarity NPC15095
0.7664 Intermediate Similarity NPC470906
0.7658 Intermediate Similarity NPC19412
0.7652 Intermediate Similarity NPC196931
0.7647 Intermediate Similarity NPC474679
0.7647 Intermediate Similarity NPC305039
0.7647 Intermediate Similarity NPC473979
0.7647 Intermediate Similarity NPC471043
0.7647 Intermediate Similarity NPC269267
0.7642 Intermediate Similarity NPC151488
0.7642 Intermediate Similarity NPC23680
0.7642 Intermediate Similarity NPC474785
0.7642 Intermediate Similarity NPC475032
0.7642 Intermediate Similarity NPC187159
0.7642 Intermediate Similarity NPC475033
0.7642 Intermediate Similarity NPC474938
0.7636 Intermediate Similarity NPC60315
0.7636 Intermediate Similarity NPC196528
0.7636 Intermediate Similarity NPC186668
0.7636 Intermediate Similarity NPC470309
0.7636 Intermediate Similarity NPC472655
0.7632 Intermediate Similarity NPC260665
0.7632 Intermediate Similarity NPC202889
0.7632 Intermediate Similarity NPC477944
0.7632 Intermediate Similarity NPC255017
0.7627 Intermediate Similarity NPC204731
0.7627 Intermediate Similarity NPC310511
0.7624 Intermediate Similarity NPC141292
0.7623 Intermediate Similarity NPC470880
0.7619 Intermediate Similarity NPC469599
0.7615 Intermediate Similarity NPC36688
0.7615 Intermediate Similarity NPC180204
0.7611 Intermediate Similarity NPC214797
0.7611 Intermediate Similarity NPC231589
0.7611 Intermediate Similarity NPC475668
0.7611 Intermediate Similarity NPC475480
0.7611 Intermediate Similarity NPC118860
0.7611 Intermediate Similarity NPC43775
0.7611 Intermediate Similarity NPC473921
0.7607 Intermediate Similarity NPC161065
0.7607 Intermediate Similarity NPC5292

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469874 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
0.8302 Intermediate Similarity NPD6008 Approved
0.8081 Intermediate Similarity NPD6903 Approved
0.7961 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD7334 Approved
0.7879 Intermediate Similarity NPD7521 Approved
0.7879 Intermediate Similarity NPD6409 Approved
0.7879 Intermediate Similarity NPD7146 Approved
0.7879 Intermediate Similarity NPD5330 Approved
0.7879 Intermediate Similarity NPD6684 Approved
0.7857 Intermediate Similarity NPD8297 Approved
0.7818 Intermediate Similarity NPD7320 Approved
0.7788 Intermediate Similarity NPD4632 Approved
0.775 Intermediate Similarity NPD7078 Approved
0.7745 Intermediate Similarity NPD5207 Approved
0.7731 Intermediate Similarity NPD7492 Approved
0.7723 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD6054 Approved
0.7692 Intermediate Similarity NPD6319 Approved
0.7686 Intermediate Similarity NPD7736 Approved
0.767 Intermediate Similarity NPD6050 Approved
0.767 Intermediate Similarity NPD5694 Approved
0.7667 Intermediate Similarity NPD6616 Approved
0.7658 Intermediate Similarity NPD6881 Approved
0.7658 Intermediate Similarity NPD6899 Approved
0.7647 Intermediate Similarity NPD6080 Approved
0.7647 Intermediate Similarity NPD6904 Approved
0.7647 Intermediate Similarity NPD6673 Approved
0.7636 Intermediate Similarity NPD6402 Approved
0.7636 Intermediate Similarity NPD5739 Approved
0.7636 Intermediate Similarity NPD7128 Approved
0.7636 Intermediate Similarity NPD6675 Approved
0.7611 Intermediate Similarity NPD8130 Phase 1
0.7603 Intermediate Similarity NPD8293 Discontinued
0.7586 Intermediate Similarity NPD6009 Approved
0.7573 Intermediate Similarity NPD5692 Phase 3
0.757 Intermediate Similarity NPD7638 Approved
0.7568 Intermediate Similarity NPD5697 Approved
0.7563 Intermediate Similarity NPD6370 Approved
0.7549 Intermediate Similarity NPD5737 Approved
0.7549 Intermediate Similarity NPD6672 Approved
0.7542 Intermediate Similarity NPD6059 Approved
0.7524 Intermediate Similarity NPD6001 Approved
0.7522 Intermediate Similarity NPD7102 Approved
0.7522 Intermediate Similarity NPD7290 Approved
0.7522 Intermediate Similarity NPD6883 Approved
0.75 Intermediate Similarity NPD6011 Approved
0.75 Intermediate Similarity NPD7604 Phase 2
0.75 Intermediate Similarity NPD7640 Approved
0.75 Intermediate Similarity NPD7639 Approved
0.7479 Intermediate Similarity NPD6015 Approved
0.7479 Intermediate Similarity NPD6016 Approved
0.7479 Intermediate Similarity NPD5983 Phase 2
0.7477 Intermediate Similarity NPD6084 Phase 2
0.7477 Intermediate Similarity NPD6083 Phase 2
0.7456 Intermediate Similarity NPD6617 Approved
0.7456 Intermediate Similarity NPD6650 Approved
0.7456 Intermediate Similarity NPD6869 Approved
0.7456 Intermediate Similarity NPD6649 Approved
0.7456 Intermediate Similarity NPD6847 Approved
0.7434 Intermediate Similarity NPD6373 Approved
0.7434 Intermediate Similarity NPD6013 Approved
0.7434 Intermediate Similarity NPD6012 Approved
0.7434 Intermediate Similarity NPD6014 Approved
0.7434 Intermediate Similarity NPD6372 Approved
0.7429 Intermediate Similarity NPD6399 Phase 3
0.7417 Intermediate Similarity NPD5988 Approved
0.7411 Intermediate Similarity NPD5701 Approved
0.7391 Intermediate Similarity NPD6882 Approved
0.7379 Intermediate Similarity NPD5208 Approved
0.7377 Intermediate Similarity NPD6336 Discontinued
0.7358 Intermediate Similarity NPD7748 Approved
0.7358 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD7900 Approved
0.7353 Intermediate Similarity NPD6098 Approved
0.7333 Intermediate Similarity NPD5284 Approved
0.7333 Intermediate Similarity NPD5693 Phase 1
0.7333 Intermediate Similarity NPD5281 Approved
0.7304 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD5695 Phase 3
0.7288 Intermediate Similarity NPD7115 Discovery
0.7264 Intermediate Similarity NPD4202 Approved
0.7257 Intermediate Similarity NPD6412 Phase 2
0.7248 Intermediate Similarity NPD5696 Approved
0.7236 Intermediate Similarity NPD7507 Approved
0.7217 Intermediate Similarity NPD4634 Approved
0.7182 Intermediate Similarity NPD5286 Approved
0.7182 Intermediate Similarity NPD5285 Approved
0.7182 Intermediate Similarity NPD4696 Approved
0.717 Intermediate Similarity NPD6079 Approved
0.7156 Intermediate Similarity NPD7902 Approved
0.7156 Intermediate Similarity NPD4755 Approved
0.7143 Intermediate Similarity NPD5328 Approved
0.713 Intermediate Similarity NPD5654 Approved
0.712 Intermediate Similarity NPD6033 Approved
0.7117 Intermediate Similarity NPD5223 Approved
0.7115 Intermediate Similarity NPD3573 Approved
0.7083 Intermediate Similarity NPD6335 Approved
0.7073 Intermediate Similarity NPD6067 Discontinued
0.7063 Intermediate Similarity NPD7319 Approved
0.7054 Intermediate Similarity NPD5226 Approved
0.7054 Intermediate Similarity NPD5225 Approved
0.7054 Intermediate Similarity NPD5224 Approved
0.7054 Intermediate Similarity NPD5211 Phase 2
0.7054 Intermediate Similarity NPD4633 Approved
0.7049 Intermediate Similarity NPD8033 Approved
0.7027 Intermediate Similarity NPD4700 Approved
0.7025 Intermediate Similarity NPD7100 Approved
0.7025 Intermediate Similarity NPD7101 Approved
0.7019 Intermediate Similarity NPD3618 Phase 1
0.7009 Intermediate Similarity NPD8035 Phase 2
0.7009 Intermediate Similarity NPD8034 Phase 2
0.7009 Intermediate Similarity NPD7515 Phase 2
0.7 Intermediate Similarity NPD5959 Approved
0.7 Intermediate Similarity NPD6317 Approved
0.6991 Remote Similarity NPD6052 Approved
0.6991 Remote Similarity NPD5174 Approved
0.6991 Remote Similarity NPD5175 Approved
0.699 Remote Similarity NPD3133 Approved
0.699 Remote Similarity NPD3666 Approved
0.699 Remote Similarity NPD4786 Approved
0.699 Remote Similarity NPD3665 Phase 1
0.6981 Remote Similarity NPD4753 Phase 2
0.6967 Remote Similarity NPD8377 Approved
0.6967 Remote Similarity NPD8294 Approved
0.6961 Remote Similarity NPD4223 Phase 3
0.6961 Remote Similarity NPD4221 Approved
0.6949 Remote Similarity NPD6053 Discontinued
0.6942 Remote Similarity NPD7328 Approved
0.6942 Remote Similarity NPD7327 Approved
0.6942 Remote Similarity NPD6313 Approved
0.6942 Remote Similarity NPD6314 Approved
0.693 Remote Similarity NPD5141 Approved
0.6923 Remote Similarity NPD5329 Approved
0.6917 Remote Similarity NPD6274 Approved
0.6911 Remote Similarity NPD8335 Approved
0.6911 Remote Similarity NPD8380 Approved
0.6911 Remote Similarity NPD7503 Approved
0.6911 Remote Similarity NPD8379 Approved
0.6911 Remote Similarity NPD8296 Approved
0.6911 Remote Similarity NPD8378 Approved
0.6911 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6909 Remote Similarity NPD5221 Approved
0.6909 Remote Similarity NPD5222 Approved
0.6909 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6903 Remote Similarity NPD7632 Discontinued
0.6885 Remote Similarity NPD7516 Approved
0.6857 Remote Similarity NPD5280 Approved
0.6857 Remote Similarity NPD4694 Approved
0.6852 Remote Similarity NPD7637 Suspended
0.6847 Remote Similarity NPD5173 Approved
0.6842 Remote Similarity NPD4754 Approved
0.6827 Remote Similarity NPD4197 Approved
0.6827 Remote Similarity NPD3668 Phase 3
0.6822 Remote Similarity NPD6051 Approved
0.6818 Remote Similarity NPD5210 Approved
0.6818 Remote Similarity NPD4629 Approved
0.681 Remote Similarity NPD5954 Clinical (unspecified phase)
0.681 Remote Similarity NPD6614 Approved
0.6796 Remote Similarity NPD3667 Approved
0.6796 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6777 Remote Similarity NPD6868 Approved
0.6774 Remote Similarity NPD6908 Approved
0.6774 Remote Similarity NPD6909 Approved
0.6762 Remote Similarity NPD1694 Approved
0.6762 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6757 Remote Similarity NPD4697 Phase 3
0.6752 Remote Similarity NPD4730 Approved
0.6752 Remote Similarity NPD4729 Approved
0.675 Remote Similarity NPD6858 Approved
0.675 Remote Similarity NPD7094 Approved
0.6724 Remote Similarity NPD4767 Approved
0.6724 Remote Similarity NPD4768 Approved
0.6698 Remote Similarity NPD4690 Approved
0.6698 Remote Similarity NPD4689 Approved
0.6698 Remote Similarity NPD4693 Phase 3
0.6698 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6698 Remote Similarity NPD5205 Approved
0.6698 Remote Similarity NPD5690 Phase 2
0.6698 Remote Similarity NPD4138 Approved
0.6698 Remote Similarity NPD4688 Approved
0.6698 Remote Similarity NPD5279 Phase 3
0.6695 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6639 Remote Similarity NPD5135 Approved
0.6639 Remote Similarity NPD5250 Approved
0.6639 Remote Similarity NPD5248 Approved
0.6639 Remote Similarity NPD5169 Approved
0.6639 Remote Similarity NPD5249 Phase 3
0.6639 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6639 Remote Similarity NPD5247 Approved
0.6639 Remote Similarity NPD5251 Approved
0.6639 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6637 Remote Similarity NPD4225 Approved
0.6636 Remote Similarity NPD7524 Approved
0.6615 Remote Similarity NPD5956 Approved
0.6612 Remote Similarity NPD8133 Approved
0.661 Remote Similarity NPD5128 Approved
0.661 Remote Similarity NPD6686 Approved
0.6583 Remote Similarity NPD5217 Approved
0.6583 Remote Similarity NPD5127 Approved
0.6583 Remote Similarity NPD5216 Approved

Structure

External Identifiers

PubChem CID   46939045
ChEMBL   CHEMBL1224730
ZINC  

Physicochemical Properties

Molecular Weight:  596.37
ALogP:  3.3977
MLogP:  4.65
XLogP:  7.168
# Rotatable Bonds:  19
Polar Surface Area:  95.97
# H-Bond Aceptor:  7
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  43

Download Data

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