Natural Product: NPC210268

Natural Product ID:  NPC210268
Common Name:   Toonaciliatavarin D
IUPAC Name:   (3S,4R,6S)-6-[(3S,5R,9R,10R,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,2-dimethyloxepane-3,4-diol
Synonyms:   Toonaciliatavarin D
Molecular Formula:   C30H50O4
Standard InCHIKey:  NIFGYDXBCZOSPH-ZXKQILIMSA-N
Standard InCHI:  InChI=1S/C30H50O4/c1-26(2)23-9-8-21-20(28(23,5)13-12-24(26)32)11-15-29(6)19(10-14-30(21,29)7)18-16-22(31)25(33)27(3,4)34-17-18/h8,18-20,22-25,31-33H,9-17H2,1-7H3/t18-,19+,20+,22-,23+,24+,25+,28-,29+,30-/m1/s1
Canonical SMILES:  O[C@@H]1C[C@H](COC([C@H]1O)(C)C)[C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)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
NPO13083 Toona ciliata Species Meliaceae Eukaryota PMID[22537362]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 50000 nM 24499352
NPT83 Cell Line MCF7 Homo sapiens IC50 > 50000 nM 19470507
NPT111 Cell Line K562 Homo sapiens IC50 = 43100 nM 19223615
NPT91 Cell Line KB Homo sapiens IC50 = 39500 nM 23465614
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 33400 nM 24087924
NPT2 Others Unspecified IC50 > 50000 nM 20086162
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 31400 nM 15387672

  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 NPC210268 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
0.9302 High Similarity NPC189777
0.9 High Similarity NPC98193
0.8966 High Similarity NPC125399
0.8941 High Similarity NPC30166
0.8925 High Similarity NPC216260
0.8925 High Similarity NPC5358
0.8851 High Similarity NPC290731
0.8804 High Similarity NPC8774
0.8778 High Similarity NPC470832
0.8723 High Similarity NPC470067
0.8723 High Similarity NPC470066
0.871 High Similarity NPC12103
0.871 High Similarity NPC288970
0.871 High Similarity NPC98457
0.871 High Similarity NPC227583
0.8696 High Similarity NPC65402
0.8696 High Similarity NPC127718
0.8681 High Similarity NPC41554
0.8681 High Similarity NPC97404
0.8667 High Similarity NPC470361
0.8652 High Similarity NPC233744
0.8632 High Similarity NPC324598
0.8621 High Similarity NPC207013
0.8617 High Similarity NPC475032
0.8617 High Similarity NPC475033
0.8617 High Similarity NPC476040
0.8617 High Similarity NPC261807
0.8617 High Similarity NPC474994
0.8617 High Similarity NPC476021
0.8605 High Similarity NPC70927
0.8571 High Similarity NPC204188
0.8571 High Similarity NPC329596
0.8571 High Similarity NPC80561
0.8571 High Similarity NPC3345
0.8571 High Similarity NPC291484
0.8571 High Similarity NPC11216
0.8557 High Similarity NPC475701
0.8556 High Similarity NPC133588
0.8556 High Similarity NPC473436
0.8556 High Similarity NPC474668
0.8542 High Similarity NPC472023
0.8542 High Similarity NPC88000
0.8542 High Similarity NPC129372
0.8542 High Similarity NPC160734
0.8542 High Similarity NPC47566
0.8542 High Similarity NPC4831
0.8542 High Similarity NPC309425
0.8542 High Similarity NPC475617
0.8539 High Similarity NPC201273
0.8539 High Similarity NPC6391
0.8539 High Similarity NPC476217
0.8539 High Similarity NPC94462
0.8526 High Similarity NPC476895
0.8526 High Similarity NPC234287
0.8526 High Similarity NPC280825
0.8523 High Similarity NPC124172
0.8511 High Similarity NPC72204
0.8511 High Similarity NPC210717
0.8511 High Similarity NPC103165
0.8495 Intermediate Similarity NPC473258
0.8488 Intermediate Similarity NPC102253
0.8488 Intermediate Similarity NPC13554
0.8488 Intermediate Similarity NPC322313
0.8488 Intermediate Similarity NPC236237
0.8488 Intermediate Similarity NPC236112
0.8469 Intermediate Similarity NPC470885
0.8469 Intermediate Similarity NPC187400
0.8469 Intermediate Similarity NPC221562
0.8469 Intermediate Similarity NPC85593
0.8469 Intermediate Similarity NPC474464
0.8469 Intermediate Similarity NPC31430
0.8462 Intermediate Similarity NPC115607
0.8462 Intermediate Similarity NPC109744
0.8462 Intermediate Similarity NPC97103
0.8462 Intermediate Similarity NPC105495
0.8454 Intermediate Similarity NPC136816
0.8444 Intermediate Similarity NPC186145
0.8444 Intermediate Similarity NPC474657
0.8438 Intermediate Similarity NPC7341
0.8438 Intermediate Similarity NPC473200
0.8421 Intermediate Similarity NPC476893
0.8421 Intermediate Similarity NPC473890
0.8421 Intermediate Similarity NPC210337
0.8421 Intermediate Similarity NPC243728
0.8421 Intermediate Similarity NPC316604
0.8409 Intermediate Similarity NPC110778
0.8409 Intermediate Similarity NPC85095
0.8409 Intermediate Similarity NPC132635
0.8409 Intermediate Similarity NPC211135
0.8409 Intermediate Similarity NPC216420
0.8391 Intermediate Similarity NPC474531
0.8391 Intermediate Similarity NPC470383
0.8387 Intermediate Similarity NPC137461
0.8387 Intermediate Similarity NPC119379
0.8384 Intermediate Similarity NPC474015
0.8372 Intermediate Similarity NPC328714
0.8372 Intermediate Similarity NPC80530
0.8372 Intermediate Similarity NPC273410
0.837 Intermediate Similarity NPC475751
0.837 Intermediate Similarity NPC473956
0.837 Intermediate Similarity NPC295668
0.8367 Intermediate Similarity NPC211879
0.8367 Intermediate Similarity NPC286969
0.8367 Intermediate Similarity NPC16520
0.8367 Intermediate Similarity NPC114874
0.8367 Intermediate Similarity NPC8039
0.8367 Intermediate Similarity NPC120123
0.8367 Intermediate Similarity NPC131479
0.8367 Intermediate Similarity NPC473020
0.8367 Intermediate Similarity NPC245280
0.8367 Intermediate Similarity NPC473523
0.8367 Intermediate Similarity NPC155010
0.8367 Intermediate Similarity NPC189852
0.8367 Intermediate Similarity NPC213190
0.8367 Intermediate Similarity NPC31907
0.8367 Intermediate Similarity NPC157659
0.8367 Intermediate Similarity NPC472252
0.8367 Intermediate Similarity NPC474124
0.8353 Intermediate Similarity NPC130136
0.8352 Intermediate Similarity NPC475664
0.8351 Intermediate Similarity NPC476896
0.8351 Intermediate Similarity NPC155974
0.8333 Intermediate Similarity NPC6605
0.8333 Intermediate Similarity NPC102426
0.8333 Intermediate Similarity NPC261266
0.8333 Intermediate Similarity NPC470068
0.8333 Intermediate Similarity NPC299068
0.8333 Intermediate Similarity NPC300179
0.8333 Intermediate Similarity NPC158088
0.8333 Intermediate Similarity NPC71520
0.8333 Intermediate Similarity NPC24277
0.8333 Intermediate Similarity NPC309493
0.8333 Intermediate Similarity NPC269058
0.8316 Intermediate Similarity NPC207617
0.8316 Intermediate Similarity NPC471903
0.8316 Intermediate Similarity NPC88009
0.8315 Intermediate Similarity NPC185568
0.8315 Intermediate Similarity NPC86238
0.83 Intermediate Similarity NPC190395
0.8298 Intermediate Similarity NPC144202
0.8298 Intermediate Similarity NPC305160
0.8295 Intermediate Similarity NPC470614
0.8295 Intermediate Similarity NPC1272
0.8295 Intermediate Similarity NPC7988
0.8283 Intermediate Similarity NPC273879
0.8283 Intermediate Similarity NPC471111
0.8283 Intermediate Similarity NPC165033
0.8283 Intermediate Similarity NPC473543
0.8283 Intermediate Similarity NPC75608
0.828 Intermediate Similarity NPC114389
0.828 Intermediate Similarity NPC219516
0.8265 Intermediate Similarity NPC288694
0.8265 Intermediate Similarity NPC476471
0.8265 Intermediate Similarity NPC22634
0.8265 Intermediate Similarity NPC475344
0.8265 Intermediate Similarity NPC312553
0.8265 Intermediate Similarity NPC159036
0.8256 Intermediate Similarity NPC244385
0.8256 Intermediate Similarity NPC167037
0.8256 Intermediate Similarity NPC285761
0.8256 Intermediate Similarity NPC87604
0.8256 Intermediate Similarity NPC138621
0.8256 Intermediate Similarity NPC6978
0.8247 Intermediate Similarity NPC167974
0.8247 Intermediate Similarity NPC208358
0.8247 Intermediate Similarity NPC473510
0.8247 Intermediate Similarity NPC230546
0.8247 Intermediate Similarity NPC282669
0.8242 Intermediate Similarity NPC470620
0.8235 Intermediate Similarity NPC189883
0.8229 Intermediate Similarity NPC272451
0.8222 Intermediate Similarity NPC474349
0.8222 Intermediate Similarity NPC474189
0.8222 Intermediate Similarity NPC470360
0.8211 Intermediate Similarity NPC476894
0.8202 Intermediate Similarity NPC193870
0.8202 Intermediate Similarity NPC474634
0.8202 Intermediate Similarity NPC477818
0.8202 Intermediate Similarity NPC141941
0.8202 Intermediate Similarity NPC113978
0.82 Intermediate Similarity NPC309448
0.82 Intermediate Similarity NPC69737
0.82 Intermediate Similarity NPC208477
0.82 Intermediate Similarity NPC160816
0.82 Intermediate Similarity NPC473199
0.82 Intermediate Similarity NPC269627
0.82 Intermediate Similarity NPC152584
0.82 Intermediate Similarity NPC472900
0.82 Intermediate Similarity NPC127801
0.82 Intermediate Similarity NPC472898
0.82 Intermediate Similarity NPC242748
0.82 Intermediate Similarity NPC194842
0.82 Intermediate Similarity NPC472899
0.82 Intermediate Similarity NPC208594
0.82 Intermediate Similarity NPC26798
0.8191 Intermediate Similarity NPC27531
0.8191 Intermediate Similarity NPC310013
0.8182 Intermediate Similarity NPC473198
0.8182 Intermediate Similarity NPC16573
0.8182 Intermediate Similarity NPC6707

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC210268 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
0.8488 Intermediate Similarity NPD7525 Registered
0.8043 Intermediate Similarity NPD7524 Approved
0.7912 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7907 Intermediate Similarity NPD7339 Approved
0.7907 Intermediate Similarity NPD6942 Approved
0.7802 Intermediate Similarity NPD6695 Phase 3
0.7753 Intermediate Similarity NPD7645 Phase 2
0.7614 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD6933 Approved
0.7474 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD7750 Discontinued
0.7473 Intermediate Similarity NPD6931 Approved
0.7473 Intermediate Similarity NPD6930 Phase 2
0.7429 Intermediate Similarity NPD6412 Phase 2
0.7426 Intermediate Similarity NPD7638 Approved
0.7387 Intermediate Similarity NPD7327 Approved
0.7387 Intermediate Similarity NPD7328 Approved
0.7386 Intermediate Similarity NPD6924 Approved
0.7386 Intermediate Similarity NPD6926 Approved
0.7363 Intermediate Similarity NPD6929 Approved
0.7356 Intermediate Similarity NPD4243 Approved
0.7353 Intermediate Similarity NPD7640 Approved
0.7353 Intermediate Similarity NPD7639 Approved
0.734 Intermediate Similarity NPD4786 Approved
0.7339 Intermediate Similarity NPD4632 Approved
0.7333 Intermediate Similarity NPD7128 Approved
0.7333 Intermediate Similarity NPD5739 Approved
0.7333 Intermediate Similarity NPD6675 Approved
0.7333 Intermediate Similarity NPD6402 Approved
0.7333 Intermediate Similarity NPD6932 Approved
0.7327 Intermediate Similarity NPD4755 Approved
0.7326 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD7516 Approved
0.732 Intermediate Similarity NPD5328 Approved
0.7273 Intermediate Similarity NPD6399 Phase 3
0.7273 Intermediate Similarity NPD4202 Approved
0.7257 Intermediate Similarity NPD6054 Approved
0.7257 Intermediate Similarity NPD8294 Approved
0.7257 Intermediate Similarity NPD8377 Approved
0.7257 Intermediate Similarity NPD6059 Approved
0.7257 Intermediate Similarity NPD6319 Approved
0.7248 Intermediate Similarity NPD8297 Approved
0.7222 Intermediate Similarity NPD4634 Approved
0.7196 Intermediate Similarity NPD6899 Approved
0.7196 Intermediate Similarity NPD6881 Approved
0.7196 Intermediate Similarity NPD7320 Approved
0.7193 Intermediate Similarity NPD8380 Approved
0.7193 Intermediate Similarity NPD8296 Approved
0.7193 Intermediate Similarity NPD8033 Approved
0.7193 Intermediate Similarity NPD8379 Approved
0.7193 Intermediate Similarity NPD8378 Approved
0.7193 Intermediate Similarity NPD8335 Approved
0.7193 Intermediate Similarity NPD7503 Approved
0.7191 Intermediate Similarity NPD4784 Approved
0.7191 Intermediate Similarity NPD4785 Approved
0.7188 Intermediate Similarity NPD3618 Phase 1
0.7184 Intermediate Similarity NPD5286 Approved
0.7184 Intermediate Similarity NPD5285 Approved
0.7184 Intermediate Similarity NPD4700 Approved
0.7184 Intermediate Similarity NPD4696 Approved
0.7174 Intermediate Similarity NPD6683 Phase 2
0.7172 Intermediate Similarity NPD7087 Discontinued
0.7172 Intermediate Similarity NPD6079 Approved
0.7143 Intermediate Similarity NPD5776 Phase 2
0.7143 Intermediate Similarity NPD6925 Approved
0.713 Intermediate Similarity NPD6373 Approved
0.713 Intermediate Similarity NPD6372 Approved
0.713 Intermediate Similarity NPD6370 Approved
0.7128 Intermediate Similarity NPD3667 Approved
0.7103 Intermediate Similarity NPD5697 Approved
0.7103 Intermediate Similarity NPD5701 Approved
0.7097 Intermediate Similarity NPD7509 Discontinued
0.7097 Intermediate Similarity NPD4748 Discontinued
0.7097 Intermediate Similarity NPD7514 Phase 3
0.7083 Intermediate Similarity NPD6893 Approved
0.7065 Intermediate Similarity NPD7145 Approved
0.7064 Intermediate Similarity NPD7102 Approved
0.7064 Intermediate Similarity NPD7290 Approved
0.7064 Intermediate Similarity NPD6883 Approved
0.7048 Intermediate Similarity NPD4633 Approved
0.7048 Intermediate Similarity NPD5226 Approved
0.7048 Intermediate Similarity NPD5211 Phase 2
0.7048 Intermediate Similarity NPD5225 Approved
0.7048 Intermediate Similarity NPD5224 Approved
0.7043 Intermediate Similarity NPD6015 Approved
0.7043 Intermediate Similarity NPD6016 Approved
0.7009 Intermediate Similarity NPD7492 Approved
0.7 Intermediate Similarity NPD6869 Approved
0.7 Intermediate Similarity NPD8130 Phase 1
0.7 Intermediate Similarity NPD6649 Approved
0.7 Intermediate Similarity NPD6617 Approved
0.7 Intermediate Similarity NPD6650 Approved
0.7 Intermediate Similarity NPD6847 Approved
0.6991 Remote Similarity NPD7115 Discovery
0.6991 Remote Similarity NPD6009 Approved
0.699 Remote Similarity NPD6084 Phase 2
0.699 Remote Similarity NPD6083 Phase 2
0.6983 Remote Similarity NPD5988 Approved
0.6981 Remote Similarity NPD5175 Approved
0.6981 Remote Similarity NPD5174 Approved
0.6972 Remote Similarity NPD6014 Approved
0.6972 Remote Similarity NPD6012 Approved
0.6972 Remote Similarity NPD6013 Approved
0.6972 Remote Similarity NPD4061 Clinical (unspecified phase)
0.697 Remote Similarity NPD4753 Phase 2
0.6966 Remote Similarity NPD7152 Approved
0.6966 Remote Similarity NPD7151 Approved
0.6966 Remote Similarity NPD7150 Approved
0.6952 Remote Similarity NPD5223 Approved
0.6952 Remote Similarity NPD4159 Approved
0.6949 Remote Similarity NPD7507 Approved
0.6949 Remote Similarity NPD6616 Approved
0.6937 Remote Similarity NPD6882 Approved
0.6932 Remote Similarity NPD6923 Approved
0.6932 Remote Similarity NPD6922 Approved
0.6923 Remote Similarity NPD7604 Phase 2
0.6923 Remote Similarity NPD4190 Phase 3
0.6923 Remote Similarity NPD5275 Approved
0.6916 Remote Similarity NPD5141 Approved
0.6915 Remote Similarity NPD7332 Phase 2
0.6897 Remote Similarity NPD5983 Phase 2
0.6893 Remote Similarity NPD4697 Phase 3
0.6893 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6893 Remote Similarity NPD5221 Approved
0.6893 Remote Similarity NPD5222 Approved
0.6891 Remote Similarity NPD7078 Approved
0.6891 Remote Similarity NPD8293 Discontinued
0.6881 Remote Similarity NPD6011 Approved
0.6854 Remote Similarity NPD7143 Approved
0.6854 Remote Similarity NPD7144 Approved
0.6852 Remote Similarity NPD4768 Approved
0.6852 Remote Similarity NPD4767 Approved
0.6852 Remote Similarity NPD6008 Approved
0.6847 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6898 Phase 1
0.6842 Remote Similarity NPD6902 Approved
0.6833 Remote Similarity NPD7736 Approved
0.6832 Remote Similarity NPD8035 Phase 2
0.6832 Remote Similarity NPD8034 Phase 2
0.6827 Remote Similarity NPD5173 Approved
0.6822 Remote Similarity NPD4754 Approved
0.6818 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6809 Remote Similarity NPD4195 Approved
0.6807 Remote Similarity NPD6336 Discontinued
0.6804 Remote Similarity NPD3666 Approved
0.6804 Remote Similarity NPD3665 Phase 1
0.6804 Remote Similarity NPD3133 Approved
0.68 Remote Similarity NPD6051 Approved
0.6777 Remote Similarity NPD7319 Approved
0.6762 Remote Similarity NPD4225 Approved
0.6735 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6729 Remote Similarity NPD7632 Discontinued
0.6727 Remote Similarity NPD4730 Approved
0.6727 Remote Similarity NPD4729 Approved
0.6727 Remote Similarity NPD6686 Approved
0.6727 Remote Similarity NPD5128 Approved
0.6726 Remote Similarity NPD8133 Approved
0.6699 Remote Similarity NPD7748 Approved
0.6694 Remote Similarity NPD6033 Approved
0.6667 Remote Similarity NPD7515 Phase 2
0.6667 Remote Similarity NPD7902 Approved
0.6667 Remote Similarity NPD7637 Suspended
0.6639 Remote Similarity NPD6067 Discontinued
0.6637 Remote Similarity NPD6053 Discontinued
0.6636 Remote Similarity NPD5344 Discontinued
0.6635 Remote Similarity NPD4629 Approved
0.6635 Remote Similarity NPD5210 Approved
0.6635 Remote Similarity NPD5695 Phase 3
0.6633 Remote Similarity NPD3668 Phase 3
0.6609 Remote Similarity NPD6274 Approved
0.6607 Remote Similarity NPD5251 Approved
0.6607 Remote Similarity NPD5250 Approved
0.6607 Remote Similarity NPD5249 Phase 3
0.6607 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6607 Remote Similarity NPD5247 Approved
0.6607 Remote Similarity NPD5248 Approved
0.6604 Remote Similarity NPD5696 Approved
0.6602 Remote Similarity NPD8171 Discontinued
0.6598 Remote Similarity NPD4223 Phase 3
0.6598 Remote Similarity NPD4221 Approved
0.6581 Remote Similarity NPD7100 Approved
0.6581 Remote Similarity NPD7101 Approved
0.6577 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6569 Remote Similarity NPD3168 Discontinued
0.6566 Remote Similarity NPD5329 Approved
0.6562 Remote Similarity NPD6928 Phase 2
0.6549 Remote Similarity NPD5216 Approved
0.6549 Remote Similarity NPD5215 Approved
0.6549 Remote Similarity NPD5217 Approved
0.6535 Remote Similarity NPD6672 Approved
0.6535 Remote Similarity NPD5737 Approved
0.6526 Remote Similarity NPD7322 Clinical (unspecified phase)
0.65 Remote Similarity NPD3574 Clinical (unspecified phase)
0.65 Remote Similarity NPD7334 Approved
0.65 Remote Similarity NPD8328 Phase 3
0.65 Remote Similarity NPD7521 Approved
0.65 Remote Similarity NPD6409 Approved
0.65 Remote Similarity NPD6684 Approved
0.65 Remote Similarity NPD5279 Phase 3
0.65 Remote Similarity NPD5330 Approved

Structure

External Identifiers

PubChem CID   70688076
ChEMBL   CHEMBL2035084
ZINC  

Physicochemical Properties

Molecular Weight:  474.37
ALogP:  1.0487
MLogP:  4.32
XLogP:  7.258
# Rotatable Bonds:  11
Polar Surface Area:  69.92
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  34

Download Data

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Biological Activities  
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