Natural Product: NPC477605

Natural Product ID:  NPC477605
Common Name:   [(2R,3R,4S,10R,13S,17R)-2,4-dihydroxy-10,13-dimethyl-17-[(2R)-6-methyl-1-sulfonatooxyheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] sulfate
IUPAC Name:   [(2R,3R,4S,10R,13S,17R)-2,4-dihydroxy-10,13-dimethyl-17-[(2R)-6-methyl-1-sulfonatooxyheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] sulfate
Synonyms:  
Molecular Formula:   C27H46O10S2.2Na
Standard InCHIKey:  VWQVKLMCGUIETE-PZBSYZMPSA-L
Standard InCHI:  InChI=1S/C27H46O10S2.2Na/c1-16(2)6-5-7-17(15-36-38(30,31)32)19-10-11-20-18-8-9-22-24(29)25(37-39(33,34)35)23(28)14-27(22,4)21(18)12-13-26(19,20)3;;/h9,16-21,23-25,28-29H,5-8,10-15H2,1-4H3,(H,30,31,32)(H,33,34,35);;/q;2*+1/p-2/t17-,18?,19+,20?,21?,23+,24-,25+,26+,27+;;/m0../s1
Canonical SMILES:  CC(CCC[C@H]([C@H]1CCC2[C@]1(C)CCC1C2CC=C2[C@]1(C)C[C@@H](O)[C@H]([C@H]2O)OS(=O)(=O)[O-])COS(=O)(=O)[O-])C.[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
NPO33559 Ophiosphate gigaes Species NA NA PMID[8145229]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 IC50 > 20 nM 8145229

  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 NPC477605 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
0.954 High Similarity NPC477606
0.9195 High Similarity NPC477604
0.9091 High Similarity NPC475313
0.8989 High Similarity NPC474668
0.8901 High Similarity NPC97404
0.8901 High Similarity NPC41554
0.8889 High Similarity NPC470361
0.8851 High Similarity NPC317458
0.883 High Similarity NPC477226
0.8791 High Similarity NPC329596
0.8791 High Similarity NPC204188
0.8791 High Similarity NPC11216
0.8791 High Similarity NPC80561
0.8791 High Similarity NPC3345
0.8791 High Similarity NPC291484
0.8764 High Similarity NPC6391
0.875 High Similarity NPC185568
0.8667 High Similarity NPC477600
0.8636 High Similarity NPC474634
0.8621 High Similarity NPC473534
0.8621 High Similarity NPC209620
0.8621 High Similarity NPC23852
0.8571 High Similarity NPC133588
0.8556 High Similarity NPC152808
0.8556 High Similarity NPC293287
0.8556 High Similarity NPC261266
0.8539 High Similarity NPC478102
0.8526 High Similarity NPC288970
0.8523 High Similarity NPC50964
0.8523 High Similarity NPC101462
0.8495 Intermediate Similarity NPC275671
0.8462 Intermediate Similarity NPC470620
0.8444 Intermediate Similarity NPC470360
0.8409 Intermediate Similarity NPC470383
0.8409 Intermediate Similarity NPC474531
0.8404 Intermediate Similarity NPC310013
0.8391 Intermediate Similarity NPC30986
0.8391 Intermediate Similarity NPC47982
0.8391 Intermediate Similarity NPC143182
0.8391 Intermediate Similarity NPC84694
0.8391 Intermediate Similarity NPC109546
0.8391 Intermediate Similarity NPC209430
0.8391 Intermediate Similarity NPC28862
0.8391 Intermediate Similarity NPC81306
0.837 Intermediate Similarity NPC280556
0.837 Intermediate Similarity NPC67872
0.8352 Intermediate Similarity NPC269058
0.8352 Intermediate Similarity NPC94462
0.8352 Intermediate Similarity NPC299068
0.8352 Intermediate Similarity NPC71520
0.8352 Intermediate Similarity NPC478094
0.8333 Intermediate Similarity NPC205845
0.8316 Intermediate Similarity NPC127718
0.8316 Intermediate Similarity NPC65402
0.8315 Intermediate Similarity NPC30166
0.8315 Intermediate Similarity NPC477599
0.8295 Intermediate Similarity NPC236112
0.8295 Intermediate Similarity NPC234193
0.828 Intermediate Similarity NPC187785
0.828 Intermediate Similarity NPC105495
0.828 Intermediate Similarity NPC259875
0.8276 Intermediate Similarity NPC475337
0.8276 Intermediate Similarity NPC474216
0.8276 Intermediate Similarity NPC87604
0.8242 Intermediate Similarity NPC266511
0.8229 Intermediate Similarity NPC8774
0.8222 Intermediate Similarity NPC320548
0.8202 Intermediate Similarity NPC264245
0.8191 Intermediate Similarity NPC473956
0.8191 Intermediate Similarity NPC475751
0.8191 Intermediate Similarity NPC295668
0.8182 Intermediate Similarity NPC328714
0.8172 Intermediate Similarity NPC475664
0.8144 Intermediate Similarity NPC210717
0.8144 Intermediate Similarity NPC103165
0.8144 Intermediate Similarity NPC12103
0.8144 Intermediate Similarity NPC72204
0.8144 Intermediate Similarity NPC227583
0.8144 Intermediate Similarity NPC98457
0.8132 Intermediate Similarity NPC124172
0.8132 Intermediate Similarity NPC469878
0.8111 Intermediate Similarity NPC189972
0.8111 Intermediate Similarity NPC470614
0.8111 Intermediate Similarity NPC1272
0.8111 Intermediate Similarity NPC7988
0.8111 Intermediate Similarity NPC49964
0.8095 Intermediate Similarity NPC477050
0.809 Intermediate Similarity NPC164840
0.809 Intermediate Similarity NPC241290
0.809 Intermediate Similarity NPC209944
0.809 Intermediate Similarity NPC26117
0.8085 Intermediate Similarity NPC109744
0.8068 Intermediate Similarity NPC473943
0.8068 Intermediate Similarity NPC83351
0.8068 Intermediate Similarity NPC167891
0.8065 Intermediate Similarity NPC474657
0.8065 Intermediate Similarity NPC149224
0.8065 Intermediate Similarity NPC186145
0.8061 Intermediate Similarity NPC316604
0.8061 Intermediate Similarity NPC476893
0.8061 Intermediate Similarity NPC261807
0.8046 Intermediate Similarity NPC321381
0.8046 Intermediate Similarity NPC244488
0.8046 Intermediate Similarity NPC247325
0.8046 Intermediate Similarity NPC321016
0.8046 Intermediate Similarity NPC107059
0.8041 Intermediate Similarity NPC476894
0.8022 Intermediate Similarity NPC470384
0.8022 Intermediate Similarity NPC475789
0.8022 Intermediate Similarity NPC85095
0.8022 Intermediate Similarity NPC113978
0.8022 Intermediate Similarity NPC211135
0.8022 Intermediate Similarity NPC207013
0.8022 Intermediate Similarity NPC216420
0.802 Intermediate Similarity NPC474124
0.8 Intermediate Similarity NPC7505
0.8 Intermediate Similarity NPC47761
0.8 Intermediate Similarity NPC245410
0.8 Intermediate Similarity NPC474683
0.8 Intermediate Similarity NPC14380
0.8 Intermediate Similarity NPC270511
0.8 Intermediate Similarity NPC476646
0.8 Intermediate Similarity NPC470390
0.8 Intermediate Similarity NPC475617
0.8 Intermediate Similarity NPC192437
0.8 Intermediate Similarity NPC249423
0.8 Intermediate Similarity NPC320525
0.8 Intermediate Similarity NPC474752
0.8 Intermediate Similarity NPC474759
0.8 Intermediate Similarity NPC474731
0.8 Intermediate Similarity NPC82986
0.798 Intermediate Similarity NPC476895
0.7957 Intermediate Similarity NPC24277
0.7957 Intermediate Similarity NPC201273
0.7957 Intermediate Similarity NPC139724
0.7957 Intermediate Similarity NPC121981
0.7957 Intermediate Similarity NPC237344
0.7955 Intermediate Similarity NPC318495
0.7955 Intermediate Similarity NPC477924
0.7955 Intermediate Similarity NPC155986
0.7955 Intermediate Similarity NPC198968
0.7941 Intermediate Similarity NPC75608
0.7941 Intermediate Similarity NPC473543
0.7938 Intermediate Similarity NPC144202
0.7935 Intermediate Similarity NPC238485
0.7935 Intermediate Similarity NPC209802
0.7935 Intermediate Similarity NPC474047
0.7935 Intermediate Similarity NPC255882
0.7931 Intermediate Similarity NPC134847
0.7931 Intermediate Similarity NPC304309
0.7931 Intermediate Similarity NPC141071
0.7931 Intermediate Similarity NPC22105
0.7931 Intermediate Similarity NPC288035
0.7931 Intermediate Similarity NPC28657
0.7931 Intermediate Similarity NPC162742
0.7931 Intermediate Similarity NPC230301
0.7931 Intermediate Similarity NPC285893
0.7931 Intermediate Similarity NPC257347
0.7931 Intermediate Similarity NPC136188
0.7931 Intermediate Similarity NPC471723
0.7921 Intermediate Similarity NPC475344
0.7921 Intermediate Similarity NPC476471
0.7917 Intermediate Similarity NPC210268
0.7917 Intermediate Similarity NPC114389
0.7912 Intermediate Similarity NPC296701
0.7912 Intermediate Similarity NPC202389
0.7912 Intermediate Similarity NPC248886
0.7912 Intermediate Similarity NPC87489
0.7912 Intermediate Similarity NPC470049
0.7912 Intermediate Similarity NPC218616
0.7895 Intermediate Similarity NPC101886
0.7889 Intermediate Similarity NPC13554
0.7889 Intermediate Similarity NPC324772
0.7889 Intermediate Similarity NPC287749
0.7889 Intermediate Similarity NPC96362
0.7889 Intermediate Similarity NPC22403
0.7865 Intermediate Similarity NPC477522
0.7865 Intermediate Similarity NPC275910
0.7849 Intermediate Similarity NPC318390
0.7849 Intermediate Similarity NPC274448
0.7843 Intermediate Similarity NPC470601
0.7843 Intermediate Similarity NPC473523
0.7841 Intermediate Similarity NPC189883
0.7841 Intermediate Similarity NPC300324
0.7841 Intermediate Similarity NPC477925
0.7841 Intermediate Similarity NPC129165
0.7841 Intermediate Similarity NPC113733
0.7841 Intermediate Similarity NPC134330
0.7841 Intermediate Similarity NPC253190
0.7841 Intermediate Similarity NPC240604
0.7841 Intermediate Similarity NPC274079
0.7835 Intermediate Similarity NPC27531
0.7835 Intermediate Similarity NPC119379
0.7835 Intermediate Similarity NPC98193
0.7835 Intermediate Similarity NPC137461
0.7826 Intermediate Similarity NPC110778
0.7822 Intermediate Similarity NPC476896
0.7822 Intermediate Similarity NPC470434
0.7816 Intermediate Similarity NPC306727
0.7816 Intermediate Similarity NPC469534

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477605 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
0.8065 Intermediate Similarity NPD7524 Approved
0.7978 Intermediate Similarity NPD6929 Approved
0.7931 Intermediate Similarity NPD7339 Approved
0.7931 Intermediate Similarity NPD6942 Approved
0.7889 Intermediate Similarity NPD6930 Phase 2
0.7889 Intermediate Similarity NPD6931 Approved
0.7872 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD6695 Phase 3
0.7753 Intermediate Similarity NPD5776 Phase 2
0.7753 Intermediate Similarity NPD6925 Approved
0.7742 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD7514 Phase 3
0.7692 Intermediate Similarity NPD7525 Registered
0.7667 Intermediate Similarity NPD7145 Approved
0.764 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7609 Intermediate Similarity NPD6902 Approved
0.75 Intermediate Similarity NPD7750 Discontinued
0.75 Intermediate Similarity NPD7332 Phase 2
0.7474 Intermediate Similarity NPD6893 Approved
0.7444 Intermediate Similarity NPD6933 Approved
0.7368 Intermediate Similarity NPD4786 Approved
0.7363 Intermediate Similarity NPD6932 Approved
0.7234 Intermediate Similarity NPD6898 Phase 1
0.7222 Intermediate Similarity NPD6924 Approved
0.7222 Intermediate Similarity NPD6926 Approved
0.7204 Intermediate Similarity NPD6683 Phase 2
0.7204 Intermediate Similarity NPD7645 Phase 2
0.72 Intermediate Similarity NPD7087 Discontinued
0.7188 Intermediate Similarity NPD3668 Phase 3
0.7158 Intermediate Similarity NPD3667 Approved
0.71 Intermediate Similarity NPD7136 Phase 2
0.7048 Intermediate Similarity NPD7639 Approved
0.7048 Intermediate Similarity NPD7640 Approved
0.7033 Intermediate Similarity NPD4784 Approved
0.7033 Intermediate Similarity NPD4785 Approved
0.703 Intermediate Similarity NPD7637 Suspended
0.7 Intermediate Similarity NPD7151 Approved
0.7 Intermediate Similarity NPD5328 Approved
0.7 Intermediate Similarity NPD7150 Approved
0.7 Intermediate Similarity NPD7152 Approved
0.7 Intermediate Similarity NPD4243 Approved
0.6966 Remote Similarity NPD6923 Approved
0.6966 Remote Similarity NPD6922 Approved
0.6957 Remote Similarity NPD8264 Approved
0.6952 Remote Similarity NPD7638 Approved
0.6947 Remote Similarity NPD4748 Discontinued
0.6915 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6897 Remote Similarity NPD7516 Approved
0.6889 Remote Similarity NPD7143 Approved
0.6889 Remote Similarity NPD7144 Approved
0.6869 Remote Similarity NPD3618 Phase 1
0.6863 Remote Similarity NPD6079 Approved
0.6822 Remote Similarity NPD4159 Approved
0.681 Remote Similarity NPD7327 Approved
0.681 Remote Similarity NPD7328 Approved
0.6796 Remote Similarity NPD6399 Phase 3
0.6778 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6771 Remote Similarity NPD7509 Discontinued
0.6759 Remote Similarity NPD5211 Phase 2
0.6724 Remote Similarity NPD7115 Discovery
0.6698 Remote Similarity NPD4755 Approved
0.6667 Remote Similarity NPD4753 Phase 2
0.6667 Remote Similarity NPD3665 Phase 1
0.6667 Remote Similarity NPD3133 Approved
0.6667 Remote Similarity NPD3666 Approved
0.6639 Remote Similarity NPD8379 Approved
0.6639 Remote Similarity NPD8033 Approved
0.6639 Remote Similarity NPD8335 Approved
0.6639 Remote Similarity NPD8296 Approved
0.6639 Remote Similarity NPD8380 Approved
0.6639 Remote Similarity NPD8378 Approved
0.6637 Remote Similarity NPD4634 Approved
0.6636 Remote Similarity NPD4225 Approved
0.6636 Remote Similarity NPD5141 Approved
0.6635 Remote Similarity NPD4202 Approved
0.6604 Remote Similarity NPD5221 Approved
0.6604 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6604 Remote Similarity NPD5222 Approved
0.6604 Remote Similarity NPD4697 Phase 3
0.6596 Remote Similarity NPD4190 Phase 3
0.6596 Remote Similarity NPD5275 Approved
0.6577 Remote Similarity NPD6640 Phase 3
0.6574 Remote Similarity NPD5286 Approved
0.6574 Remote Similarity NPD4700 Approved
0.6574 Remote Similarity NPD4696 Approved
0.6574 Remote Similarity NPD5285 Approved
0.6555 Remote Similarity NPD8294 Approved
0.6555 Remote Similarity NPD8377 Approved
0.6542 Remote Similarity NPD5173 Approved
0.6518 Remote Similarity NPD6412 Phase 2
0.6505 Remote Similarity NPD6051 Approved
0.65 Remote Similarity NPD7503 Approved
0.6495 Remote Similarity NPD4195 Approved
0.6481 Remote Similarity NPD5290 Discontinued
0.6455 Remote Similarity NPD7632 Discontinued
0.6455 Remote Similarity NPD5224 Approved
0.6455 Remote Similarity NPD5225 Approved
0.6455 Remote Similarity NPD5226 Approved
0.6455 Remote Similarity NPD4633 Approved
0.6436 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6402 Approved
0.6429 Remote Similarity NPD4768 Approved
0.6429 Remote Similarity NPD4767 Approved
0.6429 Remote Similarity NPD6675 Approved
0.6429 Remote Similarity NPD5739 Approved
0.6429 Remote Similarity NPD7128 Approved
0.6404 Remote Similarity NPD6373 Approved
0.6404 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6372 Approved
0.6396 Remote Similarity NPD5175 Approved
0.6396 Remote Similarity NPD5174 Approved
0.6396 Remote Similarity NPD4754 Approved
0.6389 Remote Similarity NPD6083 Phase 2
0.6389 Remote Similarity NPD6084 Phase 2
0.6381 Remote Similarity NPD7515 Phase 2
0.6379 Remote Similarity NPD8297 Approved
0.6373 Remote Similarity NPD5279 Phase 3
0.6364 Remote Similarity NPD5223 Approved
0.6364 Remote Similarity NPD5344 Discontinued
0.6355 Remote Similarity NPD5210 Approved
0.6355 Remote Similarity NPD4629 Approved
0.6325 Remote Similarity NPD4632 Approved
0.6316 Remote Similarity NPD6686 Approved
0.6316 Remote Similarity NPD6881 Approved
0.6316 Remote Similarity NPD4729 Approved
0.6316 Remote Similarity NPD4730 Approved
0.6316 Remote Similarity NPD7320 Approved
0.6316 Remote Similarity NPD6899 Approved
0.63 Remote Similarity NPD4221 Approved
0.63 Remote Similarity NPD4223 Phase 3
0.6293 Remote Similarity NPD6649 Approved
0.6293 Remote Similarity NPD6650 Approved
0.629 Remote Similarity NPD7507 Approved
0.6281 Remote Similarity NPD6319 Approved
0.6275 Remote Similarity NPD5329 Approved
0.627 Remote Similarity NPD7319 Approved
0.6239 Remote Similarity NPD6882 Approved
0.6228 Remote Similarity NPD5701 Approved
0.6228 Remote Similarity NPD5697 Approved
0.6207 Remote Similarity NPD5251 Approved
0.6207 Remote Similarity NPD7290 Approved
0.6207 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6207 Remote Similarity NPD6883 Approved
0.6207 Remote Similarity NPD5250 Approved
0.6207 Remote Similarity NPD5247 Approved
0.6207 Remote Similarity NPD5249 Phase 3
0.6207 Remote Similarity NPD7102 Approved
0.6207 Remote Similarity NPD5248 Approved
0.6176 Remote Similarity NPD4197 Approved
0.6174 Remote Similarity NPD5128 Approved
0.6168 Remote Similarity NPD5779 Approved
0.6168 Remote Similarity NPD5778 Approved
0.6154 Remote Similarity NPD8130 Phase 1
0.6154 Remote Similarity NPD6869 Approved
0.6154 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6847 Approved
0.6154 Remote Similarity NPD6617 Approved
0.6148 Remote Similarity NPD6054 Approved
0.6148 Remote Similarity NPD6059 Approved
0.6148 Remote Similarity NPD7741 Discontinued
0.614 Remote Similarity NPD7333 Discontinued
0.6121 Remote Similarity NPD6014 Approved
0.6121 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6012 Approved
0.6121 Remote Similarity NPD6013 Approved
0.6111 Remote Similarity NPD7748 Approved
0.6095 Remote Similarity NPD5737 Approved
0.6095 Remote Similarity NPD6672 Approved
0.6078 Remote Similarity NPD4788 Approved
0.6075 Remote Similarity NPD8034 Phase 2
0.6075 Remote Similarity NPD8035 Phase 2
0.6068 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6068 Remote Similarity NPD5135 Approved
0.6061 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6061 Remote Similarity NPD6118 Approved
0.6061 Remote Similarity NPD6114 Approved
0.6061 Remote Similarity NPD6115 Approved
0.6061 Remote Similarity NPD6697 Approved
0.6058 Remote Similarity NPD4688 Approved
0.6058 Remote Similarity NPD4690 Approved
0.6058 Remote Similarity NPD7146 Approved
0.6058 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6058 Remote Similarity NPD5205 Approved
0.6058 Remote Similarity NPD4623 Approved
0.6058 Remote Similarity NPD6409 Approved
0.6058 Remote Similarity NPD7334 Approved
0.6058 Remote Similarity NPD5330 Approved
0.6058 Remote Similarity NPD6684 Approved
0.6058 Remote Similarity NPD4689 Approved
0.6058 Remote Similarity NPD4519 Discontinued
0.6058 Remote Similarity NPD7521 Approved
0.6058 Remote Similarity NPD4693 Phase 3
0.6058 Remote Similarity NPD4138 Approved
0.6055 Remote Similarity NPD5695 Phase 3
0.605 Remote Similarity NPD8133 Approved
0.6048 Remote Similarity NPD6370 Approved
0.6042 Remote Similarity NPD4732 Discontinued
0.6036 Remote Similarity NPD5696 Approved
0.6034 Remote Similarity NPD6011 Approved
0.6034 Remote Similarity NPD5168 Approved

Structure

External Identifiers

PubChem CID   44378987
ChEMBL   CHEMBL163778
ZINC  

Physicochemical Properties

Molecular Weight:  592.24
ALogP:  -1.5824
MLogP:  3.11
XLogP:  4.59
# Rotatable Bonds:  18
Polar Surface Area:  190.08
# H-Bond Aceptor:  10
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  39

Download Data

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