Natural Product: NPC477119

Natural Product ID:  NPC477119
Common Name:   Fasciospongine B
IUPAC Name:   [2-[2-[(1S,2S,4aR)-1,2,5,5-tetramethyl-2,3,4,4a,6,7-hexahydronaphthalen-1-yl]ethyl]-5-[1-[2-(1H-imidazol-5-yl)ethyl]-5-oxo-2H-pyrrol-3-yl]pentyl] hydrogen sulfate
Synonyms:   Fasciospongine B
Molecular Formula:   C30H47N3O5S
Standard InCHIKey:  AVZWBTNFMAUZIC-CYPSKNEPSA-N
Standard InCHI:  InChI=1S/C30H47N3O5S/c1-22-10-11-26-27(9-6-14-29(26,2)3)30(22,4)15-12-23(20-38-39(35,36)37)7-5-8-24-17-28(34)33(19-24)16-13-25-18-31-21-32-25/h9,17-18,21-23,26H,5-8,10-16,19-20H2,1-4H3,(H,31,32)(H,35,36,37)/t22-,23?,26-,30-/m0/s1
Canonical SMILES:  O=C1C=C(CN1CCc1cnc[nH]1)CCCC(COS(=O)(=O)O)CC[C@@]1(C)[C@@H](C)CC[C@H]2C1=CCCC2(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
NPO33581 Fasciospongia sp. Species Thorectidae Eukaryota at a depth of 1 m in Palau 2003-DEC PMID[19178162]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT447 Organism Streptomyces Streptomyces IZ = 19 mm 19178162
NPT447 Organism Streptomyces Streptomyces IZ = 17 mm 19178162
NPT447 Organism Streptomyces Streptomyces IZ = 15 mm 19178162

  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 NPC477119 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
0.9634 High Similarity NPC477118
0.9576 High Similarity NPC477120
0.6995 Remote Similarity NPC54981
0.6847 Remote Similarity NPC71238
0.6735 Remote Similarity NPC201900
0.6704 Remote Similarity NPC60537
0.6684 Remote Similarity NPC101676
0.6667 Remote Similarity NPC238945
0.6649 Remote Similarity NPC473585
0.6615 Remote Similarity NPC527
0.6615 Remote Similarity NPC144474
0.6615 Remote Similarity NPC133782
0.6566 Remote Similarity NPC313504
0.6519 Remote Similarity NPC472834
0.6513 Remote Similarity NPC265111
0.6468 Remote Similarity NPC233431
0.6468 Remote Similarity NPC300139
0.6409 Remote Similarity NPC69843
0.639 Remote Similarity NPC300183
0.6378 Remote Similarity NPC472832
0.6378 Remote Similarity NPC18308
0.6368 Remote Similarity NPC282247
0.6319 Remote Similarity NPC282531
0.631 Remote Similarity NPC180462
0.6304 Remote Similarity NPC472833
0.6244 Remote Similarity NPC323244
0.6236 Remote Similarity NPC474986
0.6236 Remote Similarity NPC476013
0.6236 Remote Similarity NPC476522
0.6201 Remote Similarity NPC476521
0.618 Remote Similarity NPC8590
0.6173 Remote Similarity NPC327613
0.6163 Remote Similarity NPC25465
0.6158 Remote Similarity NPC286696
0.6158 Remote Similarity NPC470266
0.6145 Remote Similarity NPC476520
0.6143 Remote Similarity NPC473376
0.6142 Remote Similarity NPC16659
0.6139 Remote Similarity NPC155498
0.6133 Remote Similarity NPC328924
0.6121 Remote Similarity NPC320968
0.6121 Remote Similarity NPC477419
0.6121 Remote Similarity NPC477417
0.6102 Remote Similarity NPC296437
0.6091 Remote Similarity NPC265710
0.6089 Remote Similarity NPC476433
0.6089 Remote Similarity NPC476528
0.608 Remote Similarity NPC237812
0.608 Remote Similarity NPC18223
0.6077 Remote Similarity NPC327477
0.6069 Remote Similarity NPC235501
0.6068 Remote Similarity NPC11445
0.6067 Remote Similarity NPC167285
0.6067 Remote Similarity NPC76544
0.6067 Remote Similarity NPC185903
0.6067 Remote Similarity NPC226184
0.6065 Remote Similarity NPC54744
0.6061 Remote Similarity NPC477121
0.6044 Remote Similarity NPC476408
0.6041 Remote Similarity NPC240088
0.6041 Remote Similarity NPC473380
0.6019 Remote Similarity NPC157828
0.6019 Remote Similarity NPC195239
0.6013 Remote Similarity NPC111132
0.6011 Remote Similarity NPC244700
0.601 Remote Similarity NPC213629
0.6 Remote Similarity NPC156003
0.5989 Remote Similarity NPC197068
0.5981 Remote Similarity NPC258062
0.5981 Remote Similarity NPC127677
0.5979 Remote Similarity NPC201700
0.5972 Remote Similarity NPC242923
0.5953 Remote Similarity NPC271862
0.5943 Remote Similarity NPC98715
0.5935 Remote Similarity NPC225821
0.5935 Remote Similarity NPC46225
0.5933 Remote Similarity NPC473640
0.5933 Remote Similarity NPC477044
0.5933 Remote Similarity NPC477041
0.5922 Remote Similarity NPC210947
0.592 Remote Similarity NPC243319
0.5911 Remote Similarity NPC94752
0.5905 Remote Similarity NPC100321
0.5905 Remote Similarity NPC477045
0.5879 Remote Similarity NPC151939
0.5876 Remote Similarity NPC126634
0.5864 Remote Similarity NPC124276
0.5856 Remote Similarity NPC308906
0.5849 Remote Similarity NPC54537
0.5849 Remote Similarity NPC475506
0.5847 Remote Similarity NPC174020
0.5833 Remote Similarity NPC470139
0.5833 Remote Similarity NPC300238
0.5833 Remote Similarity NPC116555
0.5822 Remote Similarity NPC155143
0.5822 Remote Similarity NPC64216
0.5821 Remote Similarity NPC300688
0.5814 Remote Similarity NPC15566
0.5799 Remote Similarity NPC153980
0.5799 Remote Similarity NPC87856
0.5799 Remote Similarity NPC6865
0.5799 Remote Similarity NPC151976
0.5798 Remote Similarity NPC473646
0.5792 Remote Similarity NPC132211
0.5792 Remote Similarity NPC471192
0.5786 Remote Similarity NPC326248
0.5786 Remote Similarity NPC187191
0.5782 Remote Similarity NPC171317
0.5773 Remote Similarity NPC267965
0.5771 Remote Similarity NPC213468
0.5767 Remote Similarity NPC477043
0.5756 Remote Similarity NPC476527
0.5755 Remote Similarity NPC293917
0.5754 Remote Similarity NPC477634
0.5754 Remote Similarity NPC470140
0.5753 Remote Similarity NPC72956
0.5746 Remote Similarity NPC476491
0.5743 Remote Similarity NPC477042
0.5735 Remote Similarity NPC174281
0.5735 Remote Similarity NPC228835
0.5735 Remote Similarity NPC475286
0.5735 Remote Similarity NPC208751
0.5721 Remote Similarity NPC203614
0.5721 Remote Similarity NPC204491
0.5714 Remote Similarity NPC477420
0.5714 Remote Similarity NPC54420
0.5714 Remote Similarity NPC477418
0.5708 Remote Similarity NPC265576
0.5707 Remote Similarity NPC280290
0.57 Remote Similarity NPC317054
0.5699 Remote Similarity NPC469762
0.5695 Remote Similarity NPC267811
0.5692 Remote Similarity NPC470203
0.5688 Remote Similarity NPC476525
0.5685 Remote Similarity NPC49217
0.5685 Remote Similarity NPC160105
0.5681 Remote Similarity NPC136957
0.5681 Remote Similarity NPC19696
0.567 Remote Similarity NPC477714
0.5667 Remote Similarity NPC474180
0.5667 Remote Similarity NPC188821
0.5663 Remote Similarity NPC311276
0.5662 Remote Similarity NPC162860
0.5662 Remote Similarity NPC478158
0.5662 Remote Similarity NPC107077
0.5662 Remote Similarity NPC223791
0.566 Remote Similarity NPC229332
0.5659 Remote Similarity NPC165495
0.5656 Remote Similarity NPC75634
0.5656 Remote Similarity NPC471194
0.5656 Remote Similarity NPC471193
0.5652 Remote Similarity NPC313514
0.5648 Remote Similarity NPC469785
0.5647 Remote Similarity NPC89987
0.5641 Remote Similarity NPC470204
0.564 Remote Similarity NPC280638
0.5636 Remote Similarity NPC113369
0.5634 Remote Similarity NPC470499
0.5631 Remote Similarity NPC188387
0.5631 Remote Similarity NPC163421
0.5625 Remote Similarity NPC469765
0.5625 Remote Similarity NPC65215
0.5625 Remote Similarity NPC25008
0.5625 Remote Similarity NPC73952
0.5625 Remote Similarity NPC469786
0.5625 Remote Similarity NPC469760
0.5625 Remote Similarity NPC12100
0.5625 Remote Similarity NPC259644
0.5625 Remote Similarity NPC469763
0.5625 Remote Similarity NPC173028
0.5622 Remote Similarity NPC313897
0.5622 Remote Similarity NPC217656
0.5616 Remote Similarity NPC476524
0.5606 Remote Similarity NPC474561
0.5606 Remote Similarity NPC49954
0.5603 Remote Similarity NPC475969
0.5603 Remote Similarity NPC474877
0.5603 Remote Similarity NPC475859
0.56 Remote Similarity NPC89562

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477119 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
0.7305 Intermediate Similarity NPD3706 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD3105 Discontinued
0.7039 Intermediate Similarity NPD3130 Discontinued
0.6872 Remote Similarity NPD6850 Phase 2
0.6872 Remote Similarity NPD6849 Phase 2
0.68 Remote Similarity NPD8629 Discontinued
0.6774 Remote Similarity NPD3347 Clinical (unspecified phase)
0.6758 Remote Similarity NPD5768 Phase 2
0.6751 Remote Similarity NPD8641 Approved
0.6751 Remote Similarity NPD8113 Phase 2
0.6704 Remote Similarity NPD2180 Approved
0.6699 Remote Similarity NPD7465 Suspended
0.6667 Remote Similarity NPD8271 Discontinued
0.6651 Remote Similarity NPD8075 Discontinued
0.6648 Remote Similarity NPD1030 Approved
0.6648 Remote Similarity NPD1027 Approved
0.6648 Remote Similarity NPD1029 Clinical (unspecified phase)
0.663 Remote Similarity NPD2604 Approved
0.6609 Remote Similarity NPD5342 Clinical (unspecified phase)
0.6575 Remote Similarity NPD8119 Discontinued
0.6575 Remote Similarity NPD1303 Phase 1
0.6553 Remote Similarity NPD7834 Approved
0.6527 Remote Similarity NPD1807 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7981 Discontinued
0.651 Remote Similarity NPD1327 Discontinued
0.6485 Remote Similarity NPD1388 Phase 1
0.6485 Remote Similarity NPD1390 Phase 1
0.6485 Remote Similarity NPD1389 Clinical (unspecified phase)
0.6473 Remote Similarity NPD8410 Clinical (unspecified phase)
0.6464 Remote Similarity NPD1731 Clinical (unspecified phase)
0.6437 Remote Similarity NPD875 Clinical (unspecified phase)
0.6432 Remote Similarity NPD8256 Approved
0.6432 Remote Similarity NPD8257 Approved
0.6432 Remote Similarity NPD2813 Phase 3
0.6432 Remote Similarity NPD8258 Clinical (unspecified phase)
0.6432 Remote Similarity NPD1042 Clinical (unspecified phase)
0.6432 Remote Similarity NPD2812 Clinical (unspecified phase)
0.6413 Remote Similarity NPD1290 Phase 2
0.64 Remote Similarity NPD6619 Phase 3
0.6364 Remote Similarity NPD1451 Approved
0.6364 Remote Similarity NPD2009 Clinical (unspecified phase)
0.6359 Remote Similarity NPD3697 Discontinued
0.6354 Remote Similarity NPD3108 Clinical (unspecified phase)
0.6321 Remote Similarity NPD8458 Clinical (unspecified phase)
0.631 Remote Similarity NPD300 Approved
0.6304 Remote Similarity NPD695 Discontinued
0.6292 Remote Similarity NPD9627 Approved
0.6291 Remote Similarity NPD8488 Clinical (unspecified phase)
0.6281 Remote Similarity NPD3002 Clinical (unspecified phase)
0.6236 Remote Similarity NPD567 Approved
0.6236 Remote Similarity NPD568 Approved
0.6236 Remote Similarity NPD566 Approved
0.6233 Remote Similarity NPD8317 Phase 2
0.6233 Remote Similarity NPD8316 Phase 2
0.6226 Remote Similarity NPD8261 Discontinued
0.6226 Remote Similarity NPD5072 Discontinued
0.6221 Remote Similarity NPD8105 Discontinued
0.6209 Remote Similarity NPD2443 Approved
0.6209 Remote Similarity NPD2442 Approved
0.6203 Remote Similarity NPD5321 Phase 3
0.6196 Remote Similarity NPD9132 Discontinued
0.6195 Remote Similarity NPD2880 Discontinued
0.6188 Remote Similarity NPD4182 Phase 3
0.6188 Remote Similarity NPD4183 Phase 3
0.6183 Remote Similarity NPD5969 Clinical (unspecified phase)
0.6183 Remote Similarity NPD3405 Phase 3
0.618 Remote Similarity NPD9183 Clinical (unspecified phase)
0.6179 Remote Similarity NPD6545 Clinical (unspecified phase)
0.6171 Remote Similarity NPD8292 Phase 2
0.6161 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6158 Remote Similarity NPD994 Phase 2
0.6158 Remote Similarity NPD996 Phase 2
0.6129 Remote Similarity NPD7980 Clinical (unspecified phase)
0.6122 Remote Similarity NPD3041 Approved
0.6111 Remote Similarity NPD2526 Phase 2
0.6111 Remote Similarity NPD2523 Phase 2
0.6099 Remote Similarity NPD6164 Phase 2
0.6099 Remote Similarity NPD6165 Phase 2
0.608 Remote Similarity NPD3586 Phase 2
0.608 Remote Similarity NPD9133 Approved
0.608 Remote Similarity NPD9628 Approved
0.6065 Remote Similarity NPD7277 Approved
0.6065 Remote Similarity NPD7276 Approved
0.6051 Remote Similarity NPD3081 Clinical (unspecified phase)
0.6045 Remote Similarity NPD5884 Clinical (unspecified phase)
0.6043 Remote Similarity NPD3906 Approved
0.6041 Remote Similarity NPD1272 Clinical (unspecified phase)
0.6038 Remote Similarity NPD2008 Discontinued
0.603 Remote Similarity NPD1895 Discontinued
0.6029 Remote Similarity NPD459 Clinical (unspecified phase)
0.6028 Remote Similarity NPD2408 Discontinued
0.6023 Remote Similarity NPD576 Discontinued
0.6019 Remote Similarity NPD2411 Approved
0.6013 Remote Similarity NPD8862 Approved
0.6013 Remote Similarity NPD8861 Approved
0.6013 Remote Similarity NPD8859 Approved
0.601 Remote Similarity NPD3432 Approved
0.6 Remote Similarity NPD8523 Approved
0.5991 Remote Similarity NPD6714 Phase 3
0.5981 Remote Similarity NPD4612 Discontinued
0.5979 Remote Similarity NPD6906 Clinical (unspecified phase)
0.5971 Remote Similarity NPD3485 Clinical (unspecified phase)
0.5961 Remote Similarity NPD3486 Clinical (unspecified phase)
0.5959 Remote Similarity NPD2136 Approved
0.5959 Remote Similarity NPD2135 Approved
0.5959 Remote Similarity NPD2134 Approved
0.5956 Remote Similarity NPD7531 Clinical (unspecified phase)
0.5939 Remote Similarity NPD7297 Phase 2
0.5933 Remote Similarity NPD1982 Phase 1
0.5933 Remote Similarity NPD1249 Clinical (unspecified phase)
0.5926 Remote Similarity NPD4990 Clinical (unspecified phase)
0.592 Remote Similarity NPD9081 Clinical (unspecified phase)
0.5913 Remote Similarity NPD7023 Clinical (unspecified phase)
0.5912 Remote Similarity NPD1117 Clinical (unspecified phase)
0.5911 Remote Similarity NPD3378 Clinical (unspecified phase)
0.5911 Remote Similarity NPD2793 Discontinued
0.5899 Remote Similarity NPD949 Phase 1
0.5896 Remote Similarity NPD3497 Clinical (unspecified phase)
0.5895 Remote Similarity NPD7415 Suspended
0.5894 Remote Similarity NPD460 Discontinued
0.5891 Remote Similarity NPD2456 Phase 2
0.5891 Remote Similarity NPD2457 Phase 2
0.5888 Remote Similarity NPD966 Clinical (unspecified phase)
0.5888 Remote Similarity NPD6403 Clinical (unspecified phase)
0.5885 Remote Similarity NPD1288 Clinical (unspecified phase)
0.5885 Remote Similarity NPD6664 Approved
0.5882 Remote Similarity NPD6470 Phase 3
0.5872 Remote Similarity NPD7164 Discontinued
0.5871 Remote Similarity NPD4649 Clinical (unspecified phase)
0.5859 Remote Similarity NPD7887 Approved
0.5859 Remote Similarity NPD7888 Approved
0.585 Remote Similarity NPD2930 Clinical (unspecified phase)
0.5849 Remote Similarity NPD6837 Clinical (unspecified phase)
0.5848 Remote Similarity NPD6718 Discontinued
0.5845 Remote Similarity NPD3431 Approved
0.5845 Remote Similarity NPD3430 Approved
0.5841 Remote Similarity NPD8169 Discontinued
0.5837 Remote Similarity NPD7471 Discontinued
0.5822 Remote Similarity NPD7079 Clinical (unspecified phase)
0.5812 Remote Similarity NPD8030 Approved
0.5806 Remote Similarity NPD4709 Approved
0.5805 Remote Similarity NPD6418 Phase 1
0.58 Remote Similarity NPD4155 Approved
0.5799 Remote Similarity NPD7182 Clinical (unspecified phase)
0.5799 Remote Similarity NPD7656 Approved
0.5799 Remote Similarity NPD7657 Approved
0.5795 Remote Similarity NPD8120 Approved
0.5795 Remote Similarity NPD8121 Phase 3
0.5792 Remote Similarity NPD1233 Suspended
0.5787 Remote Similarity NPD1506 Discontinued
0.5787 Remote Similarity NPD7445 Phase 1
0.5775 Remote Similarity NPD7903 Clinical (unspecified phase)
0.5773 Remote Similarity NPD7557 Clinical (unspecified phase)
0.5771 Remote Similarity NPD3341 Clinical (unspecified phase)
0.5767 Remote Similarity NPD7103 Approved
0.5767 Remote Similarity NPD8272 Phase 2
0.576 Remote Similarity NPD7689 Approved
0.5758 Remote Similarity NPD1567 Clinical (unspecified phase)
0.5756 Remote Similarity NPD8250 Phase 2
0.5755 Remote Similarity NPD7621 Clinical (unspecified phase)
0.5753 Remote Similarity NPD4863 Approved
0.5753 Remote Similarity NPD8013 Clinical (unspecified phase)
0.5752 Remote Similarity NPD7202 Clinical (unspecified phase)
0.5748 Remote Similarity NPD6269 Clinical (unspecified phase)
0.5748 Remote Similarity NPD6268 Phase 1
0.5747 Remote Similarity NPD4395 Phase 1
0.5743 Remote Similarity NPD5508 Phase 1
0.5742 Remote Similarity NPD3460 Discontinued
0.5738 Remote Similarity NPD2179 Discontinued
0.5737 Remote Similarity NPD1257 Approved
0.5734 Remote Similarity NPD1600 Suspended
0.5733 Remote Similarity NPD8159 Discontinued
0.5733 Remote Similarity NPD6970 Phase 2
0.5728 Remote Similarity NPD3501 Phase 2
0.5727 Remote Similarity NPD7594 Clinical (unspecified phase)
0.5721 Remote Similarity NPD4181 Approved
0.5721 Remote Similarity NPD4892 Clinical (unspecified phase)
0.5721 Remote Similarity NPD2144 Approved
0.5714 Remote Similarity NPD1641 Discontinued
0.5714 Remote Similarity NPD5198 Approved
0.5714 Remote Similarity NPD1354 Approved
0.5714 Remote Similarity NPD6328 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3038 Discontinued
0.5714 Remote Similarity NPD5199 Approved
0.5714 Remote Similarity NPD1355 Clinical (unspecified phase)
0.5714 Remote Similarity NPD1313 Approved
0.5714 Remote Similarity NPD1356 Approved
0.5708 Remote Similarity NPD7809 Clinical (unspecified phase)
0.5708 Remote Similarity NPD5001 Clinical (unspecified phase)
0.5707 Remote Similarity NPD2875 Clinical (unspecified phase)
0.5702 Remote Similarity NPD6352 Phase 2
0.5702 Remote Similarity NPD5887 Clinical (unspecified phase)
0.57 Remote Similarity NPD2928 Phase 2
0.5695 Remote Similarity NPD6218 Discontinued
0.5694 Remote Similarity NPD4615 Phase 2
0.5693 Remote Similarity NPD40 Phase 2
0.5693 Remote Similarity NPD5730 Phase 2
0.569 Remote Similarity NPD8047 Clinical (unspecified phase)
0.5689 Remote Similarity NPD5827 Discontinued
0.5689 Remote Similarity NPD6210 Phase 3

Structure

External Identifiers

PubChem CID   16755997
ChEMBL   CHEMBL559647
ZINC  

Physicochemical Properties

Molecular Weight:  561.32
ALogP:  0.6802
MLogP:  3.77
XLogP:  5.644
# Rotatable Bonds:  18
Polar Surface Area:  120.97
# H-Bond Aceptor:  8
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  39

Download Data

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