Natural Product: NPC477599

Natural Product ID:  NPC477599
Common Name:   [(3R,4S,8S,9S,10R,13S,14S,17R)-4-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-1-sulfonatooxyhept-6-en-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] sulfate
IUPAC Name:   [(3R,4S,8S,9S,10R,13S,14S,17R)-4-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-1-sulfonatooxyhept-6-en-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] sulfate
Synonyms:  
Molecular Formula:   C27H46O9S2.2Na
Standard InCHIKey:  AGVRNFYEYMZSCJ-SNYAMVQTSA-L
Standard InCHI:  InChI=1S/C27H46O9S2.2Na/c1-17(2)6-5-7-18(16-35-37(29,30)31)20-10-11-21-19-8-9-23-25(28)24(36-38(32,33)34)13-15-27(23,4)22(19)12-14-26(20,21)3;;/h18-25,28H,1,5-16H2,2-4H3,(H,29,30,31)(H,32,33,34);;/q;2*+1/p-2/t18-,19-,20+,21-,22-,23?,24+,25-,26+,27+;;/m0../s1
Canonical SMILES:  CC(=C)CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2[C@]1(C)CC[C@H]([C@H]2O)OS(=O)(=O)[O-])COS(=O)(=O)[O-].[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
NPO33645 Ophilepis superba Species NA NA Zampa, Okinawa, Japan PMID[8145229]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT404 Cell Line CCRF-CEM Homo sapiens EC50 = 97000 nM 8145229
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 IC50 > 161000 nM 8145229
NPT404 Cell Line CCRF-CEM Homo sapiens EC50 = 161000 nM 8145229
NPT3795 Organism Human immunodeficiency virus 2 Human immunodeficiency virus 2 IC50 > 161000 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 NPC477599 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
0.9383 High Similarity NPC477600
0.9024 High Similarity NPC477604
0.8974 High Similarity NPC102708
0.8961 High Similarity NPC91573
0.8861 High Similarity NPC474132
0.878 High Similarity NPC478102
0.8718 High Similarity NPC477602
0.8718 High Similarity NPC477601
0.8718 High Similarity NPC473916
0.8706 High Similarity NPC477606
0.8684 High Similarity NPC111234
0.8659 High Similarity NPC216420
0.8659 High Similarity NPC85095
0.8659 High Similarity NPC207013
0.8659 High Similarity NPC211135
0.859 High Similarity NPC185536
0.859 High Similarity NPC212879
0.859 High Similarity NPC3403
0.859 High Similarity NPC178383
0.859 High Similarity NPC231256
0.859 High Similarity NPC230704
0.859 High Similarity NPC104387
0.859 High Similarity NPC70982
0.859 High Similarity NPC240235
0.8554 High Similarity NPC255882
0.8553 High Similarity NPC45296
0.8519 High Similarity NPC236112
0.8519 High Similarity NPC13554
0.85 High Similarity NPC301707
0.8481 Intermediate Similarity NPC93662
0.8481 Intermediate Similarity NPC78067
0.8481 Intermediate Similarity NPC86305
0.8481 Intermediate Similarity NPC278091
0.8481 Intermediate Similarity NPC14112
0.8462 Intermediate Similarity NPC5046
0.8462 Intermediate Similarity NPC49168
0.8462 Intermediate Similarity NPC25511
0.8462 Intermediate Similarity NPC254509
0.8462 Intermediate Similarity NPC145552
0.8462 Intermediate Similarity NPC196358
0.8462 Intermediate Similarity NPC192638
0.8462 Intermediate Similarity NPC62657
0.8462 Intermediate Similarity NPC472503
0.8462 Intermediate Similarity NPC308440
0.8442 Intermediate Similarity NPC478103
0.8415 Intermediate Similarity NPC473534
0.8415 Intermediate Similarity NPC474531
0.8375 Intermediate Similarity NPC257191
0.8375 Intermediate Similarity NPC212241
0.8375 Intermediate Similarity NPC331618
0.8375 Intermediate Similarity NPC248830
0.8375 Intermediate Similarity NPC202540
0.8375 Intermediate Similarity NPC119355
0.8354 Intermediate Similarity NPC200243
0.8353 Intermediate Similarity NPC121981
0.8333 Intermediate Similarity NPC195489
0.8333 Intermediate Similarity NPC469878
0.8315 Intermediate Similarity NPC477605
0.8313 Intermediate Similarity NPC30166
0.8293 Intermediate Similarity NPC78545
0.8293 Intermediate Similarity NPC322313
0.8293 Intermediate Similarity NPC71535
0.8293 Intermediate Similarity NPC236237
0.8293 Intermediate Similarity NPC102253
0.8272 Intermediate Similarity NPC472342
0.8272 Intermediate Similarity NPC477819
0.8272 Intermediate Similarity NPC6978
0.8272 Intermediate Similarity NPC42853
0.8272 Intermediate Similarity NPC244385
0.8272 Intermediate Similarity NPC477817
0.8272 Intermediate Similarity NPC138621
0.8272 Intermediate Similarity NPC31828
0.8272 Intermediate Similarity NPC167037
0.8272 Intermediate Similarity NPC285761
0.8256 Intermediate Similarity NPC475313
0.825 Intermediate Similarity NPC237460
0.8228 Intermediate Similarity NPC478130
0.8171 Intermediate Similarity NPC273410
0.8171 Intermediate Similarity NPC472742
0.8171 Intermediate Similarity NPC80297
0.8171 Intermediate Similarity NPC49599
0.8171 Intermediate Similarity NPC49627
0.8171 Intermediate Similarity NPC80530
0.8171 Intermediate Similarity NPC116119
0.8171 Intermediate Similarity NPC475727
0.8158 Intermediate Similarity NPC475172
0.8148 Intermediate Similarity NPC307336
0.8148 Intermediate Similarity NPC260301
0.8148 Intermediate Similarity NPC138502
0.814 Intermediate Similarity NPC71520
0.814 Intermediate Similarity NPC478094
0.814 Intermediate Similarity NPC269058
0.8125 Intermediate Similarity NPC103822
0.8072 Intermediate Similarity NPC22403
0.8072 Intermediate Similarity NPC475679
0.8068 Intermediate Similarity NPC105495
0.8068 Intermediate Similarity NPC220498
0.8052 Intermediate Similarity NPC244790
0.8049 Intermediate Similarity NPC472499
0.8049 Intermediate Similarity NPC302041
0.8049 Intermediate Similarity NPC472500
0.8049 Intermediate Similarity NPC65897
0.8049 Intermediate Similarity NPC475337
0.8049 Intermediate Similarity NPC472501
0.8049 Intermediate Similarity NPC85346
0.8046 Intermediate Similarity NPC474657
0.8046 Intermediate Similarity NPC186145
0.8046 Intermediate Similarity NPC470620
0.8043 Intermediate Similarity NPC477226
0.8025 Intermediate Similarity NPC38141
0.8025 Intermediate Similarity NPC73875
0.8025 Intermediate Similarity NPC189883
0.8 Intermediate Similarity NPC110778
0.8 Intermediate Similarity NPC476736
0.8 Intermediate Similarity NPC470601
0.8 Intermediate Similarity NPC317458
0.8 Intermediate Similarity NPC232023
0.7976 Intermediate Similarity NPC157655
0.7975 Intermediate Similarity NPC477822
0.7975 Intermediate Similarity NPC473552
0.7975 Intermediate Similarity NPC324984
0.7975 Intermediate Similarity NPC477823
0.7975 Intermediate Similarity NPC477821
0.7975 Intermediate Similarity NPC323900
0.7955 Intermediate Similarity NPC67872
0.7955 Intermediate Similarity NPC473436
0.7955 Intermediate Similarity NPC475664
0.7952 Intermediate Similarity NPC328714
0.7952 Intermediate Similarity NPC476316
0.7952 Intermediate Similarity NPC1319
0.7952 Intermediate Similarity NPC24504
0.7949 Intermediate Similarity NPC107919
0.7931 Intermediate Similarity NPC94462
0.7927 Intermediate Similarity NPC214570
0.7907 Intermediate Similarity NPC185568
0.7901 Intermediate Similarity NPC257347
0.7901 Intermediate Similarity NPC322353
0.7901 Intermediate Similarity NPC141071
0.7901 Intermediate Similarity NPC118508
0.7901 Intermediate Similarity NPC121744
0.7901 Intermediate Similarity NPC471723
0.7895 Intermediate Similarity NPC476737
0.7895 Intermediate Similarity NPC477603
0.7895 Intermediate Similarity NPC470602
0.7895 Intermediate Similarity NPC27243
0.7889 Intermediate Similarity NPC219516
0.7882 Intermediate Similarity NPC296701
0.7882 Intermediate Similarity NPC218616
0.7882 Intermediate Similarity NPC7988
0.7882 Intermediate Similarity NPC47763
0.7875 Intermediate Similarity NPC472506
0.7875 Intermediate Similarity NPC211009
0.7865 Intermediate Similarity NPC109744
0.7865 Intermediate Similarity NPC271974
0.7865 Intermediate Similarity NPC247312
0.7857 Intermediate Similarity NPC206735
0.7857 Intermediate Similarity NPC47149
0.7849 Intermediate Similarity NPC316604
0.7848 Intermediate Similarity NPC231945
0.7831 Intermediate Similarity NPC472502
0.7831 Intermediate Similarity NPC475
0.7831 Intermediate Similarity NPC275910
0.7831 Intermediate Similarity NPC312328
0.7805 Intermediate Similarity NPC129165
0.7805 Intermediate Similarity NPC321016
0.7805 Intermediate Similarity NPC240604
0.7805 Intermediate Similarity NPC470766
0.7805 Intermediate Similarity NPC134330
0.7805 Intermediate Similarity NPC46160
0.7805 Intermediate Similarity NPC202642
0.7805 Intermediate Similarity NPC321381
0.7805 Intermediate Similarity NPC107059
0.7805 Intermediate Similarity NPC300324
0.7802 Intermediate Similarity NPC291373
0.7791 Intermediate Similarity NPC159168
0.7791 Intermediate Similarity NPC475726
0.7791 Intermediate Similarity NPC5280
0.7791 Intermediate Similarity NPC246956
0.7791 Intermediate Similarity NPC478054
0.7791 Intermediate Similarity NPC113978
0.7791 Intermediate Similarity NPC470929
0.7791 Intermediate Similarity NPC193870
0.7791 Intermediate Similarity NPC253402
0.7791 Intermediate Similarity NPC472743
0.7791 Intermediate Similarity NPC141941
0.7791 Intermediate Similarity NPC474634
0.7791 Intermediate Similarity NPC477818
0.7778 Intermediate Similarity NPC475751
0.7778 Intermediate Similarity NPC473956
0.7765 Intermediate Similarity NPC70927
0.7765 Intermediate Similarity NPC6707
0.7753 Intermediate Similarity NPC474668
0.7753 Intermediate Similarity NPC133588
0.775 Intermediate Similarity NPC301226
0.775 Intermediate Similarity NPC164045
0.7738 Intermediate Similarity NPC472463
0.7738 Intermediate Similarity NPC209430
0.7738 Intermediate Similarity NPC30986
0.7738 Intermediate Similarity NPC5604
0.7727 Intermediate Similarity NPC2783

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477599 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
0.8293 Intermediate Similarity NPD7525 Registered
0.7949 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7683 Intermediate Similarity NPD7339 Approved
0.7683 Intermediate Similarity NPD6942 Approved
0.7614 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD6933 Approved
0.7381 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD7645 Phase 2
0.7143 Intermediate Similarity NPD6924 Approved
0.7143 Intermediate Similarity NPD6926 Approved
0.7128 Intermediate Similarity NPD8035 Phase 2
0.7128 Intermediate Similarity NPD8034 Phase 2
0.7111 Intermediate Similarity NPD4786 Approved
0.7097 Intermediate Similarity NPD5328 Approved
0.7 Intermediate Similarity NPD4788 Approved
0.6988 Remote Similarity NPD4787 Phase 1
0.6977 Remote Similarity NPD6117 Approved
0.6957 Remote Similarity NPD3618 Phase 1
0.6947 Remote Similarity NPD6079 Approved
0.6923 Remote Similarity NPD3668 Phase 3
0.6905 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6905 Remote Similarity NPD7150 Approved
0.6905 Remote Similarity NPD7152 Approved
0.6905 Remote Similarity NPD4243 Approved
0.6905 Remote Similarity NPD7151 Approved
0.6905 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6116 Phase 1
0.6889 Remote Similarity NPD3667 Approved
0.6882 Remote Similarity NPD7524 Approved
0.6867 Remote Similarity NPD6922 Approved
0.6867 Remote Similarity NPD6923 Approved
0.6854 Remote Similarity NPD4748 Discontinued
0.6818 Remote Similarity NPD6115 Approved
0.6818 Remote Similarity NPD6114 Approved
0.6818 Remote Similarity NPD6118 Approved
0.6818 Remote Similarity NPD6697 Approved
0.6786 Remote Similarity NPD7144 Approved
0.6786 Remote Similarity NPD7143 Approved
0.6744 Remote Similarity NPD4784 Approved
0.6744 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4785 Approved
0.6742 Remote Similarity NPD6929 Approved
0.6702 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6701 Remote Similarity NPD4202 Approved
0.67 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD7509 Discontinued
0.6667 Remote Similarity NPD6931 Approved
0.6667 Remote Similarity NPD6930 Phase 2
0.6667 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4697 Phase 3
0.6667 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5222 Approved
0.6667 Remote Similarity NPD5221 Approved
0.6634 Remote Similarity NPD7640 Approved
0.6634 Remote Similarity NPD7639 Approved
0.663 Remote Similarity NPD6695 Phase 3
0.6629 Remote Similarity NPD5364 Discontinued
0.66 Remote Similarity NPD4755 Approved
0.66 Remote Similarity NPD5173 Approved
0.6598 Remote Similarity NPD7515 Phase 2
0.6559 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6559 Remote Similarity NPD3666 Approved
0.6559 Remote Similarity NPD3133 Approved
0.6559 Remote Similarity NPD3665 Phase 1
0.6535 Remote Similarity NPD5290 Discontinued
0.6531 Remote Similarity NPD6399 Phase 3
0.6517 Remote Similarity NPD6925 Approved
0.6517 Remote Similarity NPD6932 Approved
0.6517 Remote Similarity NPD5776 Phase 2
0.6495 Remote Similarity NPD6700 Approved
0.6495 Remote Similarity NPD6701 Clinical (unspecified phase)
0.6477 Remote Similarity NPD5275 Approved
0.6477 Remote Similarity NPD3703 Phase 2
0.6477 Remote Similarity NPD4190 Phase 3
0.6471 Remote Similarity NPD4700 Approved
0.6471 Remote Similarity NPD5285 Approved
0.6471 Remote Similarity NPD5286 Approved
0.6471 Remote Similarity NPD4696 Approved
0.6444 Remote Similarity NPD7145 Approved
0.6442 Remote Similarity NPD4754 Approved
0.6429 Remote Similarity NPD6703 Approved
0.6429 Remote Similarity NPD6702 Approved
0.6408 Remote Similarity NPD5223 Approved
0.6395 Remote Similarity NPD4244 Approved
0.6395 Remote Similarity NPD4245 Approved
0.6395 Remote Similarity NPD4789 Approved
0.6392 Remote Similarity NPD4753 Phase 2
0.6374 Remote Similarity NPD6683 Phase 2
0.6374 Remote Similarity NPD4195 Approved
0.6372 Remote Similarity NPD7516 Approved
0.6354 Remote Similarity NPD7750 Discontinued
0.6353 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6353 Remote Similarity NPD5360 Phase 3
0.6346 Remote Similarity NPD5224 Approved
0.6346 Remote Similarity NPD5211 Phase 2
0.6346 Remote Similarity NPD5225 Approved
0.6346 Remote Similarity NPD5226 Approved
0.6346 Remote Similarity NPD4633 Approved
0.6321 Remote Similarity NPD4768 Approved
0.6321 Remote Similarity NPD7128 Approved
0.6321 Remote Similarity NPD5739 Approved
0.6321 Remote Similarity NPD6402 Approved
0.6321 Remote Similarity NPD4767 Approved
0.6321 Remote Similarity NPD6675 Approved
0.6316 Remote Similarity NPD6893 Approved
0.6304 Remote Similarity NPD6928 Phase 2
0.6304 Remote Similarity NPD7514 Phase 3
0.63 Remote Similarity NPD7748 Approved
0.6296 Remote Similarity NPD6372 Approved
0.6296 Remote Similarity NPD6373 Approved
0.6286 Remote Similarity NPD5174 Approved
0.6286 Remote Similarity NPD5175 Approved
0.6283 Remote Similarity NPD7328 Approved
0.6283 Remote Similarity NPD7327 Approved
0.6279 Remote Similarity NPD3698 Phase 2
0.6273 Remote Similarity NPD8297 Approved
0.6264 Remote Similarity NPD7322 Clinical (unspecified phase)
0.625 Remote Similarity NPD5279 Phase 3
0.625 Remote Similarity NPD4159 Approved
0.6239 Remote Similarity NPD4634 Approved
0.6237 Remote Similarity NPD6902 Approved
0.6226 Remote Similarity NPD5141 Approved
0.6216 Remote Similarity NPD8133 Approved
0.6204 Remote Similarity NPD6881 Approved
0.6204 Remote Similarity NPD7320 Approved
0.6204 Remote Similarity NPD6899 Approved
0.6204 Remote Similarity NPD4730 Approved
0.6204 Remote Similarity NPD4729 Approved
0.62 Remote Similarity NPD8171 Discontinued
0.619 Remote Similarity NPD3171 Clinical (unspecified phase)
0.619 Remote Similarity NPD7632 Discontinued
0.6182 Remote Similarity NPD6649 Approved
0.6182 Remote Similarity NPD6650 Approved
0.6182 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6174 Remote Similarity NPD8294 Approved
0.6174 Remote Similarity NPD8377 Approved
0.617 Remote Similarity NPD4223 Phase 3
0.617 Remote Similarity NPD4221 Approved
0.6146 Remote Similarity NPD5329 Approved
0.6129 Remote Similarity NPD7332 Phase 2
0.6126 Remote Similarity NPD6882 Approved
0.6121 Remote Similarity NPD8379 Approved
0.6121 Remote Similarity NPD8378 Approved
0.6121 Remote Similarity NPD8033 Approved
0.6121 Remote Similarity NPD8335 Approved
0.6121 Remote Similarity NPD8296 Approved
0.6121 Remote Similarity NPD8380 Approved
0.6117 Remote Similarity NPD6083 Phase 2
0.6117 Remote Similarity NPD7920 Phase 3
0.6117 Remote Similarity NPD7919 Phase 3
0.6117 Remote Similarity NPD6084 Phase 2
0.6117 Remote Similarity NPD7902 Approved
0.6111 Remote Similarity NPD5697 Approved
0.6111 Remote Similarity NPD8264 Approved
0.6111 Remote Similarity NPD5701 Approved
0.61 Remote Similarity NPD7087 Discontinued
0.6091 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6091 Remote Similarity NPD7102 Approved
0.6091 Remote Similarity NPD5248 Approved
0.6091 Remote Similarity NPD5135 Approved
0.6091 Remote Similarity NPD5249 Phase 3
0.6091 Remote Similarity NPD5247 Approved
0.6091 Remote Similarity NPD5250 Approved
0.6091 Remote Similarity NPD5251 Approved
0.6091 Remote Similarity NPD6883 Approved
0.6091 Remote Similarity NPD7290 Approved
0.6087 Remote Similarity NPD3671 Phase 1
0.6082 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6078 Remote Similarity NPD5210 Approved
0.6078 Remote Similarity NPD4629 Approved
0.6071 Remote Similarity NPD4632 Approved
0.6064 Remote Similarity NPD6898 Phase 1
0.6061 Remote Similarity NPD6051 Approved
0.6058 Remote Similarity NPD4225 Approved
0.6058 Remote Similarity NPD8088 Phase 1
0.6055 Remote Similarity NPD5128 Approved
0.6055 Remote Similarity NPD5168 Approved
0.6055 Remote Similarity NPD6011 Approved
0.6053 Remote Similarity NPD7115 Discovery
0.6042 Remote Similarity NPD4197 Approved
0.6036 Remote Similarity NPD6847 Approved
0.6036 Remote Similarity NPD8130 Phase 1
0.6036 Remote Similarity NPD6869 Approved
0.6036 Remote Similarity NPD6617 Approved
0.6 Remote Similarity NPD6014 Approved
0.6 Remote Similarity NPD7136 Phase 2
0.6 Remote Similarity NPD6013 Approved
0.6 Remote Similarity NPD6012 Approved
0.5977 Remote Similarity NPD6705 Phase 1
0.5963 Remote Similarity NPD6412 Phase 2
0.596 Remote Similarity NPD6672 Approved
0.596 Remote Similarity NPD5737 Approved
0.596 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5955 Remote Similarity NPD4758 Discontinued
0.5955 Remote Similarity NPD6081 Approved
0.5946 Remote Similarity NPD5169 Approved
0.5918 Remote Similarity NPD5205 Approved
0.5918 Remote Similarity NPD6684 Approved
0.5918 Remote Similarity NPD4693 Phase 3

Structure

External Identifiers

PubChem CID   76336748
ChEMBL   CHEMBL3138012
ZINC  

Physicochemical Properties

Molecular Weight:  576.24
ALogP:  -1.1014
MLogP:  3.22
XLogP:  5.378
# Rotatable Bonds:  16
Polar Surface Area:  169.85
# H-Bond Aceptor:  9
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  38

Download Data

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Biological Activities  
Similar NPs/Drugs