Natural Product: NPC469878

Natural Product ID:  NPC469878
Common Name:   Topsentinol K Trisulfate
IUPAC Name:   trisodium;[(2S,3S,5S,6S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(Z,2R)-6-methyl-5-propan-2-ylhept-3-en-2-yl]-2,3-disulfonatooxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl] sulfate
Synonyms:   Topsentinol K Trisulfate
Molecular Formula:   C30H52O12S3.3Na
Standard InCHIKey:  SSCIPPUCOPUHPG-CHTCAWNSSA-K
Standard InCHI:  InChI=1S/C30H52O12S3.3Na/c1-17(2)20(18(3)4)9-8-19(5)22-10-11-23-21-14-26(40-43(31,32)33)25-15-27(41-44(34,35)36)28(42-45(37,38)39)16-30(25,7)24(21)12-13-29(22,23)6;;;/h8-9,17-28H,10-16H2,1-7H3,(H,31,32,33)(H,34,35,36)(H,37,38,39);;;/q;3*+1/p-3/b9-8-;;;/t19-,21+,22-,23+,24+,25-,26+,27+,28+,29-,30-;;;/m1.../s1
Canonical SMILES:  CC(C(C(C)C)/C=C[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@@H]([C@@H]2[C@]1(C)C[C@H](OS(=O)(=O)[O-])[C@H](C2)OS(=O)(=O)[O-])OS(=O)(=O)[O-])C)C.[Na+].[Na+].[Na+]
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
NPO32840 topsentia sp. Species NA Eukaryota PMID[20806907]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT740 Individual Protein Beta-secretase 1 Homo sapiens IC50 = 1200 nM 24963543
NPT2 Others Unspecified IC50 = 2700 nM 23268719
NPT2 Others Unspecified IC50 = 34600 nM 26707398

  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 NPC469878 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
0.9268 High Similarity NPC478094
0.8889 High Similarity NPC473534
0.8875 High Similarity NPC474132
0.8571 High Similarity NPC478102
0.8519 High Similarity NPC475337
0.8488 Intermediate Similarity NPC474657
0.8488 Intermediate Similarity NPC186145
0.8462 Intermediate Similarity NPC477226
0.8462 Intermediate Similarity NPC477822
0.8462 Intermediate Similarity NPC473552
0.8462 Intermediate Similarity NPC324984
0.8462 Intermediate Similarity NPC477821
0.8462 Intermediate Similarity NPC323900
0.8462 Intermediate Similarity NPC477823
0.8452 Intermediate Similarity NPC141941
0.8452 Intermediate Similarity NPC193870
0.8391 Intermediate Similarity NPC475664
0.8372 Intermediate Similarity NPC477604
0.8353 Intermediate Similarity NPC475798
0.8353 Intermediate Similarity NPC127606
0.8333 Intermediate Similarity NPC477599
0.8298 Intermediate Similarity NPC470602
0.8295 Intermediate Similarity NPC109744
0.8276 Intermediate Similarity NPC475313
0.8276 Intermediate Similarity NPC478104
0.8276 Intermediate Similarity NPC477600
0.8261 Intermediate Similarity NPC316604
0.8235 Intermediate Similarity NPC110778
0.8235 Intermediate Similarity NPC477818
0.8235 Intermediate Similarity NPC207013
0.8211 Intermediate Similarity NPC470601
0.8202 Intermediate Similarity NPC473956
0.8202 Intermediate Similarity NPC475751
0.8161 Intermediate Similarity NPC139724
0.8161 Intermediate Similarity NPC6605
0.8132 Intermediate Similarity NPC477605
0.8095 Intermediate Similarity NPC236237
0.8095 Intermediate Similarity NPC102253
0.8095 Intermediate Similarity NPC322313
0.809 Intermediate Similarity NPC477606
0.809 Intermediate Similarity NPC105495
0.8072 Intermediate Similarity NPC6978
0.8072 Intermediate Similarity NPC244385
0.8072 Intermediate Similarity NPC167037
0.8072 Intermediate Similarity NPC138621
0.7978 Intermediate Similarity NPC133588
0.7976 Intermediate Similarity NPC80530
0.7976 Intermediate Similarity NPC273410
0.7955 Intermediate Similarity NPC24277
0.7955 Intermediate Similarity NPC71520
0.7955 Intermediate Similarity NPC269058
0.7955 Intermediate Similarity NPC201273
0.7949 Intermediate Similarity NPC475172
0.7931 Intermediate Similarity NPC124172
0.7927 Intermediate Similarity NPC103822
0.7912 Intermediate Similarity NPC275671
0.7882 Intermediate Similarity NPC13554
0.7882 Intermediate Similarity NPC236112
0.7857 Intermediate Similarity NPC285761
0.7831 Intermediate Similarity NPC473916
0.7831 Intermediate Similarity NPC477601
0.7831 Intermediate Similarity NPC477602
0.7831 Intermediate Similarity NPC237460
0.7826 Intermediate Similarity NPC478129
0.7816 Intermediate Similarity NPC211135
0.7816 Intermediate Similarity NPC85095
0.7816 Intermediate Similarity NPC216420
0.7816 Intermediate Similarity NPC113978
0.7791 Intermediate Similarity NPC474531
0.7778 Intermediate Similarity NPC474668
0.7766 Intermediate Similarity NPC475178
0.7766 Intermediate Similarity NPC471903
0.7765 Intermediate Similarity NPC472463
0.7753 Intermediate Similarity NPC94462
0.7753 Intermediate Similarity NPC299068
0.7753 Intermediate Similarity NPC261266
0.7727 Intermediate Similarity NPC209802
0.7727 Intermediate Similarity NPC474493
0.7727 Intermediate Similarity NPC255882
0.7717 Intermediate Similarity NPC41554
0.7717 Intermediate Similarity NPC97404
0.7701 Intermediate Similarity NPC30166
0.7701 Intermediate Similarity NPC1272
0.7701 Intermediate Similarity NPC218616
0.7701 Intermediate Similarity NPC296701
0.7701 Intermediate Similarity NPC470614
0.7701 Intermediate Similarity NPC248886
0.7692 Intermediate Similarity NPC477603
0.7684 Intermediate Similarity NPC474994
0.7684 Intermediate Similarity NPC476040
0.7684 Intermediate Similarity NPC476021
0.7674 Intermediate Similarity NPC287749
0.7674 Intermediate Similarity NPC71535
0.7674 Intermediate Similarity NPC78545
0.7667 Intermediate Similarity NPC470620
0.7647 Intermediate Similarity NPC477817
0.7647 Intermediate Similarity NPC85346
0.7647 Intermediate Similarity NPC148977
0.7647 Intermediate Similarity NPC302041
0.7647 Intermediate Similarity NPC477819
0.7647 Intermediate Similarity NPC65897
0.7647 Intermediate Similarity NPC87604
0.764 Intermediate Similarity NPC470360
0.7634 Intermediate Similarity NPC473678
0.7619 Intermediate Similarity NPC134330
0.7619 Intermediate Similarity NPC129165
0.7619 Intermediate Similarity NPC189883
0.7614 Intermediate Similarity NPC82623
0.7614 Intermediate Similarity NPC470558
0.7614 Intermediate Similarity NPC134481
0.7609 Intermediate Similarity NPC291484
0.7609 Intermediate Similarity NPC80561
0.7609 Intermediate Similarity NPC329596
0.7609 Intermediate Similarity NPC3345
0.7609 Intermediate Similarity NPC204188
0.7609 Intermediate Similarity NPC11216
0.759 Intermediate Similarity NPC472503
0.759 Intermediate Similarity NPC308440
0.7586 Intermediate Similarity NPC470383
0.7582 Intermediate Similarity NPC67872
0.7582 Intermediate Similarity NPC475605
0.7582 Intermediate Similarity NPC4574
0.7582 Intermediate Similarity NPC470542
0.7582 Intermediate Similarity NPC212596
0.7561 Intermediate Similarity NPC478103
0.7558 Intermediate Similarity NPC1319
0.7556 Intermediate Similarity NPC237344
0.7556 Intermediate Similarity NPC121981
0.7556 Intermediate Similarity NPC6391
0.7529 Intermediate Similarity NPC471798
0.7529 Intermediate Similarity NPC130136
0.7529 Intermediate Similarity NPC214570
0.7529 Intermediate Similarity NPC202540
0.7527 Intermediate Similarity NPC210268
0.75 Intermediate Similarity NPC3403
0.75 Intermediate Similarity NPC257347
0.75 Intermediate Similarity NPC141071
0.75 Intermediate Similarity NPC7988
0.75 Intermediate Similarity NPC101886
0.75 Intermediate Similarity NPC470361
0.75 Intermediate Similarity NPC50964
0.75 Intermediate Similarity NPC471723
0.7473 Intermediate Similarity NPC304083
0.7471 Intermediate Similarity NPC475679
0.7471 Intermediate Similarity NPC26117
0.7447 Intermediate Similarity NPC475255
0.7444 Intermediate Similarity NPC478127
0.7444 Intermediate Similarity NPC318390
0.7444 Intermediate Similarity NPC22133
0.7442 Intermediate Similarity NPC275910
0.7442 Intermediate Similarity NPC301707
0.7442 Intermediate Similarity NPC31828
0.7442 Intermediate Similarity NPC11908
0.7442 Intermediate Similarity NPC102708
0.7442 Intermediate Similarity NPC312328
0.7419 Intermediate Similarity NPC295668
0.7416 Intermediate Similarity NPC253402
0.7416 Intermediate Similarity NPC159168
0.7416 Intermediate Similarity NPC139206
0.7416 Intermediate Similarity NPC317458
0.7416 Intermediate Similarity NPC232023
0.7412 Intermediate Similarity NPC113733
0.7412 Intermediate Similarity NPC474231
0.7412 Intermediate Similarity NPC321381
0.7412 Intermediate Similarity NPC14112
0.7412 Intermediate Similarity NPC470362
0.7412 Intermediate Similarity NPC107059
0.7412 Intermediate Similarity NPC321016
0.7412 Intermediate Similarity NPC240604
0.7412 Intermediate Similarity NPC73875
0.7412 Intermediate Similarity NPC202642
0.7412 Intermediate Similarity NPC46160
0.7412 Intermediate Similarity NPC300324
0.7412 Intermediate Similarity NPC91573
0.7412 Intermediate Similarity NPC86305
0.7404 Intermediate Similarity NPC475312
0.74 Intermediate Similarity NPC312774
0.7396 Intermediate Similarity NPC288970
0.7391 Intermediate Similarity NPC280556
0.7391 Intermediate Similarity NPC470613
0.7391 Intermediate Similarity NPC470612
0.7391 Intermediate Similarity NPC193360
0.7386 Intermediate Similarity NPC476646
0.7386 Intermediate Similarity NPC209620
0.7386 Intermediate Similarity NPC23852
0.7386 Intermediate Similarity NPC70927
0.7368 Intermediate Similarity NPC127718
0.7368 Intermediate Similarity NPC65402
0.7356 Intermediate Similarity NPC475727
0.7356 Intermediate Similarity NPC472742
0.7356 Intermediate Similarity NPC30986
0.7356 Intermediate Similarity NPC328714
0.7356 Intermediate Similarity NPC209430
0.7356 Intermediate Similarity NPC80297
0.7356 Intermediate Similarity NPC24504
0.7356 Intermediate Similarity NPC116119
0.7349 Intermediate Similarity NPC111234
0.7347 Intermediate Similarity NPC208358
0.7347 Intermediate Similarity NPC473200
0.7347 Intermediate Similarity NPC7341

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469878 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
0.8095 Intermediate Similarity NPD7525 Registered
0.7294 Intermediate Similarity NPD7339 Approved
0.7294 Intermediate Similarity NPD6942 Approved
0.7143 Intermediate Similarity NPD3668 Phase 3
0.7011 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.6966 Remote Similarity NPD7645 Phase 2
0.6818 Remote Similarity NPD6933 Approved
0.6804 Remote Similarity NPD6079 Approved
0.6782 Remote Similarity NPD6926 Approved
0.6782 Remote Similarity NPD6924 Approved
0.6782 Remote Similarity NPD4784 Approved
0.6782 Remote Similarity NPD4785 Approved
0.6778 Remote Similarity NPD6929 Approved
0.6774 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6774 Remote Similarity NPD4786 Approved
0.6771 Remote Similarity NPD5328 Approved
0.6744 Remote Similarity NPD4243 Approved
0.6744 Remote Similarity NPD7150 Approved
0.6744 Remote Similarity NPD7152 Approved
0.6744 Remote Similarity NPD7151 Approved
0.6742 Remote Similarity NPD6932 Approved
0.6737 Remote Similarity NPD7524 Approved
0.6737 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6733 Remote Similarity NPD7638 Approved
0.6706 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6703 Remote Similarity NPD6931 Approved
0.6703 Remote Similarity NPD6930 Phase 2
0.6667 Remote Similarity NPD7145 Approved
0.6667 Remote Similarity NPD6695 Phase 3
0.6667 Remote Similarity NPD7640 Approved
0.6667 Remote Similarity NPD7639 Approved
0.6632 Remote Similarity NPD3618 Phase 1
0.6628 Remote Similarity NPD7144 Approved
0.6628 Remote Similarity NPD7143 Approved
0.6566 Remote Similarity NPD4202 Approved
0.6566 Remote Similarity NPD6399 Phase 3
0.6559 Remote Similarity NPD3667 Approved
0.6556 Remote Similarity NPD6925 Approved
0.6556 Remote Similarity NPD5776 Phase 2
0.6535 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6535 Remote Similarity NPD5222 Approved
0.6535 Remote Similarity NPD5221 Approved
0.6526 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7514 Phase 3
0.6522 Remote Similarity NPD7509 Discontinued
0.6512 Remote Similarity NPD6923 Approved
0.6512 Remote Similarity NPD6922 Approved
0.6505 Remote Similarity NPD5285 Approved
0.6505 Remote Similarity NPD5286 Approved
0.6505 Remote Similarity NPD4696 Approved
0.6471 Remote Similarity NPD4755 Approved
0.6471 Remote Similarity NPD5173 Approved
0.6465 Remote Similarity NPD8034 Phase 2
0.6465 Remote Similarity NPD8035 Phase 2
0.6452 Remote Similarity NPD6902 Approved
0.6442 Remote Similarity NPD5223 Approved
0.6429 Remote Similarity NPD6051 Approved
0.6422 Remote Similarity NPD4634 Approved
0.6413 Remote Similarity NPD4195 Approved
0.6413 Remote Similarity NPD6683 Phase 2
0.6408 Remote Similarity NPD5290 Discontinued
0.6404 Remote Similarity NPD7516 Approved
0.6392 Remote Similarity NPD7750 Discontinued
0.6381 Remote Similarity NPD5225 Approved
0.6381 Remote Similarity NPD4633 Approved
0.6381 Remote Similarity NPD5226 Approved
0.6381 Remote Similarity NPD5224 Approved
0.6381 Remote Similarity NPD5211 Phase 2
0.6373 Remote Similarity NPD4697 Phase 3
0.6355 Remote Similarity NPD6008 Approved
0.6354 Remote Similarity NPD6893 Approved
0.6346 Remote Similarity NPD4700 Approved
0.6344 Remote Similarity NPD4748 Discontinued
0.6344 Remote Similarity NPD7332 Phase 2
0.6337 Remote Similarity NPD7900 Approved
0.6337 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6333 Remote Similarity NPD5275 Approved
0.6333 Remote Similarity NPD4190 Phase 3
0.6327 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6327 Remote Similarity NPD6672 Approved
0.6327 Remote Similarity NPD5737 Approved
0.6321 Remote Similarity NPD5175 Approved
0.6321 Remote Similarity NPD4754 Approved
0.6321 Remote Similarity NPD5174 Approved
0.6316 Remote Similarity NPD7328 Approved
0.6316 Remote Similarity NPD7327 Approved
0.6306 Remote Similarity NPD8297 Approved
0.6304 Remote Similarity NPD6115 Approved
0.6304 Remote Similarity NPD6118 Approved
0.6304 Remote Similarity NPD6114 Approved
0.6304 Remote Similarity NPD6697 Approved
0.63 Remote Similarity NPD7515 Phase 2
0.6289 Remote Similarity NPD6409 Approved
0.6289 Remote Similarity NPD7334 Approved
0.6289 Remote Similarity NPD5330 Approved
0.6289 Remote Similarity NPD7146 Approved
0.6289 Remote Similarity NPD6684 Approved
0.6289 Remote Similarity NPD7521 Approved
0.6262 Remote Similarity NPD5141 Approved
0.625 Remote Similarity NPD3666 Approved
0.625 Remote Similarity NPD4632 Approved
0.625 Remote Similarity NPD3133 Approved
0.625 Remote Similarity NPD3665 Phase 1
0.6239 Remote Similarity NPD6881 Approved
0.6239 Remote Similarity NPD4729 Approved
0.6239 Remote Similarity NPD4730 Approved
0.6239 Remote Similarity NPD6899 Approved
0.6216 Remote Similarity NPD6649 Approved
0.6216 Remote Similarity NPD6650 Approved
0.6207 Remote Similarity NPD8377 Approved
0.6207 Remote Similarity NPD8294 Approved
0.6204 Remote Similarity NPD4768 Approved
0.6204 Remote Similarity NPD7128 Approved
0.6204 Remote Similarity NPD4767 Approved
0.6204 Remote Similarity NPD6675 Approved
0.6204 Remote Similarity NPD5739 Approved
0.6204 Remote Similarity NPD6402 Approved
0.62 Remote Similarity NPD7136 Phase 2
0.6196 Remote Similarity NPD6116 Phase 1
0.6182 Remote Similarity NPD6372 Approved
0.6182 Remote Similarity NPD6373 Approved
0.6176 Remote Similarity NPD7748 Approved
0.6162 Remote Similarity NPD6903 Approved
0.6161 Remote Similarity NPD6882 Approved
0.6154 Remote Similarity NPD8380 Approved
0.6154 Remote Similarity NPD8379 Approved
0.6154 Remote Similarity NPD8335 Approved
0.6154 Remote Similarity NPD7902 Approved
0.6154 Remote Similarity NPD8033 Approved
0.6154 Remote Similarity NPD8378 Approved
0.6154 Remote Similarity NPD8296 Approved
0.6147 Remote Similarity NPD5697 Approved
0.6139 Remote Similarity NPD7087 Discontinued
0.6129 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6126 Remote Similarity NPD5135 Approved
0.6126 Remote Similarity NPD6883 Approved
0.6126 Remote Similarity NPD5249 Phase 3
0.6126 Remote Similarity NPD5250 Approved
0.6126 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6126 Remote Similarity NPD7102 Approved
0.6126 Remote Similarity NPD5248 Approved
0.6126 Remote Similarity NPD5251 Approved
0.6126 Remote Similarity NPD7290 Approved
0.6126 Remote Similarity NPD5247 Approved
0.6117 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6105 Remote Similarity NPD6898 Phase 1
0.61 Remote Similarity NPD4753 Phase 2
0.6091 Remote Similarity NPD6011 Approved
0.6091 Remote Similarity NPD7320 Approved
0.6087 Remote Similarity NPD6009 Approved
0.6087 Remote Similarity NPD6117 Approved
0.6075 Remote Similarity NPD7632 Discontinued
0.6071 Remote Similarity NPD6869 Approved
0.6071 Remote Similarity NPD6617 Approved
0.6071 Remote Similarity NPD8130 Phase 1
0.6071 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6071 Remote Similarity NPD6847 Approved
0.6068 Remote Similarity NPD6054 Approved
0.6068 Remote Similarity NPD6319 Approved
0.6067 Remote Similarity NPD4787 Phase 1
0.6042 Remote Similarity NPD4221 Approved
0.6042 Remote Similarity NPD4223 Phase 3
0.604 Remote Similarity NPD6700 Approved
0.604 Remote Similarity NPD6701 Clinical (unspecified phase)
0.6036 Remote Similarity NPD6012 Approved
0.6036 Remote Similarity NPD6014 Approved
0.6036 Remote Similarity NPD6013 Approved
0.602 Remote Similarity NPD5329 Approved
0.6017 Remote Similarity NPD7503 Approved
0.6 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6 Remote Similarity NPD5701 Approved
0.6 Remote Similarity NPD6412 Phase 2
0.6 Remote Similarity NPD6928 Phase 2
0.6 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5982 Remote Similarity NPD5169 Approved
0.598 Remote Similarity NPD7637 Suspended
0.598 Remote Similarity NPD6703 Approved
0.598 Remote Similarity NPD6702 Approved
0.5979 Remote Similarity NPD4788 Approved
0.5978 Remote Similarity NPD3703 Phase 2
0.5978 Remote Similarity NPD8264 Approved
0.5966 Remote Similarity NPD6370 Approved
0.5962 Remote Similarity NPD5210 Approved
0.5962 Remote Similarity NPD4629 Approved
0.596 Remote Similarity NPD6098 Approved
0.596 Remote Similarity NPD3574 Clinical (unspecified phase)
0.596 Remote Similarity NPD5279 Phase 3
0.5957 Remote Similarity NPD5364 Discontinued
0.595 Remote Similarity NPD7507 Approved
0.5946 Remote Similarity NPD5128 Approved
0.5946 Remote Similarity NPD5168 Approved
0.5941 Remote Similarity NPD6904 Approved
0.5941 Remote Similarity NPD6080 Approved
0.5941 Remote Similarity NPD6673 Approved
0.5932 Remote Similarity NPD6059 Approved
0.5929 Remote Similarity NPD5216 Approved
0.5929 Remote Similarity NPD5217 Approved
0.5929 Remote Similarity NPD5215 Approved
0.5929 Remote Similarity NPD5127 Approved
0.5918 Remote Similarity NPD4197 Approved

Structure

External Identifiers

PubChem CID   46938754
ChEMBL   CHEMBL1224769
ZINC  

Physicochemical Properties

Molecular Weight:  697.24
ALogP:  -0.7671
MLogP:  3.11
XLogP:  6.049
# Rotatable Bonds:  21
Polar Surface Area:  224.43
# H-Bond Aceptor:  12
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  45

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
Similar NPs/Drugs