Natural Product: NPC75135

Natural Product ID:  NPC75135
Common Name:   12E-Bromoisorumbrin
IUPAC Name:   6-[(2E,4E,6E,8E)-9-(3-bromo-1H-pyrrol-2-yl)nona-2,4,6,8-tetraen-2-yl]-4-methoxy-3-methylpyran-2-one
Synonyms:   12E-Bromoisorumbrin
Molecular Formula:   C20H20BrNO3
Standard InCHIKey:  KBQKGOONYFCSHH-NBWHIMRISA-N
Standard InCHI:  InChI=1S/C20H20BrNO3/c1-14(18-13-19(24-3)15(2)20(23)25-18)9-7-5-4-6-8-10-17-16(21)11-12-22-17/h4-13,22H,1-3H3/b6-4+,7-5+,10-8+,14-9+
Canonical SMILES:  COc1cc(oc(=O)c1C)/C(=C/C=C/C=C/C=C/c1[nH]ccc1Br)/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
NPO33022 gymnoascus reessii Species Gymnoascaceae Eukaryota PMID[17309300]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT27 Others Unspecified LD99 = 1.9 nM 17261619

  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 NPC75135 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
0.9007 High Similarity NPC169586
0.8095 Intermediate Similarity NPC243381
0.8095 Intermediate Similarity NPC275292
0.8084 Intermediate Similarity NPC233050
0.8084 Intermediate Similarity NPC276540
0.7961 Intermediate Similarity NPC104049
0.7654 Intermediate Similarity NPC477815
0.7419 Intermediate Similarity NPC291517
0.7363 Intermediate Similarity NPC77061
0.7345 Intermediate Similarity NPC280290
0.7308 Intermediate Similarity NPC23215
0.7196 Intermediate Similarity NPC82053
0.7152 Intermediate Similarity NPC105818
0.7152 Intermediate Similarity NPC24678
0.7126 Intermediate Similarity NPC33229
0.7073 Intermediate Similarity NPC316069
0.7069 Intermediate Similarity NPC54214
0.7066 Intermediate Similarity NPC141926
0.7065 Intermediate Similarity NPC88315
0.7062 Intermediate Similarity NPC207020
0.7049 Intermediate Similarity NPC138370
0.7024 Intermediate Similarity NPC34844
0.702 Intermediate Similarity NPC168209
0.7012 Intermediate Similarity NPC159856
0.7012 Intermediate Similarity NPC314372
0.7012 Intermediate Similarity NPC260041
0.6994 Remote Similarity NPC190296
0.6982 Remote Similarity NPC142688
0.6977 Remote Similarity NPC311276
0.6977 Remote Similarity NPC8104
0.6975 Remote Similarity NPC469783
0.6975 Remote Similarity NPC469768
0.6975 Remote Similarity NPC469767
0.6975 Remote Similarity NPC469779
0.6975 Remote Similarity NPC469780
0.6975 Remote Similarity NPC469761
0.6975 Remote Similarity NPC469784
0.6959 Remote Similarity NPC473706
0.6944 Remote Similarity NPC469358
0.694 Remote Similarity NPC209917
0.6937 Remote Similarity NPC261195
0.6937 Remote Similarity NPC29886
0.6933 Remote Similarity NPC469766
0.6915 Remote Similarity NPC175150
0.6915 Remote Similarity NPC243633
0.6914 Remote Similarity NPC73767
0.6906 Remote Similarity NPC110158
0.6899 Remote Similarity NPC82295
0.6894 Remote Similarity NPC84911
0.6894 Remote Similarity NPC472288
0.6889 Remote Similarity NPC71037
0.6879 Remote Similarity NPC40779
0.6875 Remote Similarity NPC470498
0.6872 Remote Similarity NPC213468
0.6864 Remote Similarity NPC469763
0.6864 Remote Similarity NPC469786
0.6864 Remote Similarity NPC469760
0.6864 Remote Similarity NPC25008
0.6864 Remote Similarity NPC469765
0.6864 Remote Similarity NPC73952
0.6864 Remote Similarity NPC259644
0.6862 Remote Similarity NPC262898
0.6857 Remote Similarity NPC78020
0.6854 Remote Similarity NPC476419
0.6845 Remote Similarity NPC471655
0.6842 Remote Similarity NPC469762
0.6832 Remote Similarity NPC96102
0.6831 Remote Similarity NPC235684
0.6825 Remote Similarity NPC67288
0.6824 Remote Similarity NPC211572
0.6824 Remote Similarity NPC80597
0.6824 Remote Similarity NPC212376
0.6824 Remote Similarity NPC70922
0.6824 Remote Similarity NPC75540
0.6816 Remote Similarity NPC145885
0.6816 Remote Similarity NPC14113
0.6816 Remote Similarity NPC84827
0.681 Remote Similarity NPC110126
0.6809 Remote Similarity NPC179701
0.6802 Remote Similarity NPC92796
0.6802 Remote Similarity NPC135141
0.68 Remote Similarity NPC470509
0.679 Remote Similarity NPC105127
0.6789 Remote Similarity NPC477004
0.6784 Remote Similarity NPC469785
0.6772 Remote Similarity NPC71236
0.6765 Remote Similarity NPC107287
0.6765 Remote Similarity NPC200214
0.676 Remote Similarity NPC267885
0.6744 Remote Similarity NPC27296
0.6743 Remote Similarity NPC233380
0.6743 Remote Similarity NPC280864
0.6743 Remote Similarity NPC17751
0.6743 Remote Similarity NPC42372
0.674 Remote Similarity NPC477042
0.674 Remote Similarity NPC79777
0.6738 Remote Similarity NPC477166
0.6738 Remote Similarity NPC304187
0.6726 Remote Similarity NPC471957
0.672 Remote Similarity NPC475874
0.6705 Remote Similarity NPC474561
0.6705 Remote Similarity NPC49954
0.6704 Remote Similarity NPC149155
0.6704 Remote Similarity NPC203468
0.6704 Remote Similarity NPC110500
0.6704 Remote Similarity NPC293216
0.6686 Remote Similarity NPC74357
0.6686 Remote Similarity NPC274981
0.6686 Remote Similarity NPC2272
0.6686 Remote Similarity NPC149265
0.6685 Remote Similarity NPC126709
0.6685 Remote Similarity NPC55772
0.6685 Remote Similarity NPC248041
0.6684 Remote Similarity NPC476525
0.6667 Remote Similarity NPC279081
0.6667 Remote Similarity NPC202812
0.6667 Remote Similarity NPC473628
0.6667 Remote Similarity NPC27740
0.6667 Remote Similarity NPC474958
0.6648 Remote Similarity NPC477611
0.6648 Remote Similarity NPC234403
0.6647 Remote Similarity NPC53947
0.6646 Remote Similarity NPC20021
0.6631 Remote Similarity NPC76748
0.663 Remote Similarity NPC284775
0.663 Remote Similarity NPC111275
0.663 Remote Similarity NPC477003
0.6629 Remote Similarity NPC282231
0.6628 Remote Similarity NPC298288
0.6627 Remote Similarity NPC112741
0.6626 Remote Similarity NPC167200
0.6626 Remote Similarity NPC98156
0.6626 Remote Similarity NPC292434
0.6626 Remote Similarity NPC14448
0.6626 Remote Similarity NPC200397
0.6626 Remote Similarity NPC138596
0.6626 Remote Similarity NPC64661
0.6626 Remote Similarity NPC328029
0.6626 Remote Similarity NPC195704
0.6615 Remote Similarity NPC74413
0.6615 Remote Similarity NPC237414
0.6614 Remote Similarity NPC474180
0.6614 Remote Similarity NPC188821
0.6614 Remote Similarity NPC307963
0.6613 Remote Similarity NPC278434
0.661 Remote Similarity NPC160105
0.6609 Remote Similarity NPC474492
0.6607 Remote Similarity NPC467188
0.6606 Remote Similarity NPC316811
0.6605 Remote Similarity NPC150592
0.6604 Remote Similarity NPC89490
0.66 Remote Similarity NPC234078
0.66 Remote Similarity NPC221100
0.6597 Remote Similarity NPC174281
0.6597 Remote Similarity NPC475286
0.6596 Remote Similarity NPC92111
0.6593 Remote Similarity NPC141377
0.6593 Remote Similarity NPC283219
0.6593 Remote Similarity NPC176199
0.6593 Remote Similarity NPC215795
0.6593 Remote Similarity NPC11126
0.6592 Remote Similarity NPC82331
0.6591 Remote Similarity NPC206148
0.6591 Remote Similarity NPC102423
0.6578 Remote Similarity NPC102338
0.6578 Remote Similarity NPC196251
0.6578 Remote Similarity NPC63199
0.6578 Remote Similarity NPC296527
0.6578 Remote Similarity NPC111602
0.6573 Remote Similarity NPC63751
0.6573 Remote Similarity NPC201700
0.6571 Remote Similarity NPC100104
0.6571 Remote Similarity NPC131718
0.6571 Remote Similarity NPC279918
0.6571 Remote Similarity NPC470680
0.6568 Remote Similarity NPC288838
0.6568 Remote Similarity NPC143872
0.6567 Remote Similarity NPC50562
0.6566 Remote Similarity NPC230002
0.6562 Remote Similarity NPC475105
0.6562 Remote Similarity NPC475090
0.6562 Remote Similarity NPC329896
0.6561 Remote Similarity NPC473342
0.6561 Remote Similarity NPC47190
0.6561 Remote Similarity NPC477167
0.6559 Remote Similarity NPC315555
0.6557 Remote Similarity NPC16659
0.6556 Remote Similarity NPC80528
0.6556 Remote Similarity NPC313791
0.6554 Remote Similarity NPC474383
0.6554 Remote Similarity NPC274229
0.6552 Remote Similarity NPC212742
0.655 Remote Similarity NPC52110
0.6545 Remote Similarity NPC329765
0.6545 Remote Similarity NPC476526
0.6545 Remote Similarity NPC48117
0.6543 Remote Similarity NPC83111
0.6541 Remote Similarity NPC228835
0.6538 Remote Similarity NPC68354
0.6536 Remote Similarity NPC194411

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC75135 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
0.7037 Intermediate Similarity NPD3834 Clinical (unspecified phase)
0.6983 Remote Similarity NPD3178 Discontinued
0.6914 Remote Similarity NPD786 Approved
0.6867 Remote Similarity NPD9392 Approved
0.6867 Remote Similarity NPD9396 Approved
0.6856 Remote Similarity NPD2509 Approved
0.6856 Remote Similarity NPD2510 Approved
0.6832 Remote Similarity NPD198 Clinical (unspecified phase)
0.6823 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6818 Remote Similarity NPD565 Phase 2
0.6815 Remote Similarity NPD1031 Discontinued
0.6786 Remote Similarity NPD3100 Discontinued
0.6761 Remote Similarity NPD5069 Clinical (unspecified phase)
0.676 Remote Similarity NPD749 Clinical (unspecified phase)
0.6746 Remote Similarity NPD3835 Phase 3
0.6746 Remote Similarity NPD3833 Phase 3
0.6744 Remote Similarity NPD820 Phase 3
0.6733 Remote Similarity NPD269 Clinical (unspecified phase)
0.6727 Remote Similarity NPD1722 Approved
0.6727 Remote Similarity NPD5020 Approved
0.6721 Remote Similarity NPD3569 Discontinued
0.6704 Remote Similarity NPD482 Approved
0.6686 Remote Similarity NPD5088 Discontinued
0.6686 Remote Similarity NPD4374 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4075 Phase 2
0.6667 Remote Similarity NPD180 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2094 Phase 2
0.6667 Remote Similarity NPD2092 Phase 2
0.6667 Remote Similarity NPD2095 Phase 2
0.6667 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6647 Remote Similarity NPD2172 Phase 1
0.663 Remote Similarity NPD3607 Clinical (unspecified phase)
0.663 Remote Similarity NPD2096 Phase 2
0.663 Remote Similarity NPD2091 Phase 2
0.663 Remote Similarity NPD2144 Approved
0.6627 Remote Similarity NPD9271 Approved
0.6615 Remote Similarity NPD3947 Discontinued
0.6614 Remote Similarity NPD1038 Approved
0.6614 Remote Similarity NPD1304 Clinical (unspecified phase)
0.6606 Remote Similarity NPD4804 Approved
0.6606 Remote Similarity NPD2071 Approved
0.6606 Remote Similarity NPD2069 Approved
0.6606 Remote Similarity NPD2070 Approved
0.6606 Remote Similarity NPD2068 Approved
0.6581 Remote Similarity NPD9598 Discontinued
0.6569 Remote Similarity NPD1996 Discontinued
0.6566 Remote Similarity NPD9599 Approved
0.6554 Remote Similarity NPD2915 Discontinued
0.655 Remote Similarity NPD4463 Approved
0.655 Remote Similarity NPD4462 Approved
0.6545 Remote Similarity NPD9076 Clinical (unspecified phase)
0.6543 Remote Similarity NPD1627 Clinical (unspecified phase)
0.6538 Remote Similarity NPD3505 Approved
0.6538 Remote Similarity NPD3506 Approved
0.6536 Remote Similarity NPD4184 Clinical (unspecified phase)
0.6535 Remote Similarity NPD3389 Approved
0.6535 Remote Similarity NPD3394 Approved
0.6535 Remote Similarity NPD3393 Approved
0.6531 Remote Similarity NPD9098 Phase 3
0.6531 Remote Similarity NPD9099 Clinical (unspecified phase)
0.6527 Remote Similarity NPD4805 Approved
0.6522 Remote Similarity NPD3475 Approved
0.6522 Remote Similarity NPD3476 Approved
0.6522 Remote Similarity NPD3038 Discontinued
0.6517 Remote Similarity NPD4174 Clinical (unspecified phase)
0.6515 Remote Similarity NPD7947 Clinical (unspecified phase)
0.6503 Remote Similarity NPD4079 Approved
0.6503 Remote Similarity NPD4076 Approved
0.65 Remote Similarity NPD3347 Clinical (unspecified phase)
0.6494 Remote Similarity NPD276 Clinical (unspecified phase)
0.6481 Remote Similarity NPD803 Phase 1
0.6477 Remote Similarity NPD1404 Approved
0.6477 Remote Similarity NPD1403 Approved
0.6471 Remote Similarity NPD4426 Clinical (unspecified phase)
0.6464 Remote Similarity NPD750 Phase 2
0.6457 Remote Similarity NPD2581 Approved
0.6457 Remote Similarity NPD2582 Approved
0.6456 Remote Similarity NPD9357 Approved
0.6453 Remote Similarity NPD7913 Clinical (unspecified phase)
0.6452 Remote Similarity NPD2417 Approved
0.6452 Remote Similarity NPD2416 Approved
0.645 Remote Similarity NPD5072 Discontinued
0.6448 Remote Similarity NPD4072 Approved
0.6448 Remote Similarity NPD4071 Approved
0.6447 Remote Similarity NPD5901 Discontinued
0.6446 Remote Similarity NPD203 Clinical (unspecified phase)
0.6446 Remote Similarity NPD2896 Discontinued
0.6443 Remote Similarity NPD3825 Phase 3
0.6442 Remote Similarity NPD1995 Approved
0.6442 Remote Similarity NPD1994 Approved
0.6442 Remote Similarity NPD1993 Approved
0.6438 Remote Similarity NPD992 Clinical (unspecified phase)
0.6438 Remote Similarity NPD991 Phase 2
0.6432 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5065 Approved
0.6425 Remote Similarity NPD2639 Approved
0.6425 Remote Similarity NPD2642 Approved
0.6421 Remote Similarity NPD6180 Clinical (unspecified phase)
0.6418 Remote Similarity NPD7470 Discontinued
0.6417 Remote Similarity NPD4889 Approved
0.6413 Remote Similarity NPD8304 Clinical (unspecified phase)
0.641 Remote Similarity NPD6479 Discontinued
0.641 Remote Similarity NPD4501 Approved
0.641 Remote Similarity NPD4500 Approved
0.6408 Remote Similarity NPD6242 Discontinued
0.6393 Remote Similarity NPD5104 Approved
0.6389 Remote Similarity NPD2641 Approved
0.6389 Remote Similarity NPD2640 Approved
0.6389 Remote Similarity NPD2185 Clinical (unspecified phase)
0.6386 Remote Similarity NPD201 Phase 2
0.6386 Remote Similarity NPD200 Phase 2
0.6384 Remote Similarity NPD1418 Phase 2
0.6379 Remote Similarity NPD2837 Discontinued
0.6378 Remote Similarity NPD1291 Clinical (unspecified phase)
0.6378 Remote Similarity NPD6595 Phase 3
0.6375 Remote Similarity NPD9583 Approved
0.6369 Remote Similarity NPD271 Approved
0.6369 Remote Similarity NPD270 Clinical (unspecified phase)
0.6369 Remote Similarity NPD107 Approved
0.6369 Remote Similarity NPD268 Approved
0.6364 Remote Similarity NPD9574 Clinical (unspecified phase)
0.6364 Remote Similarity NPD1096 Discontinued
0.6359 Remote Similarity NPD6249 Phase 2
0.6359 Remote Similarity NPD6248 Phase 2
0.6349 Remote Similarity NPD3961 Discontinued
0.6349 Remote Similarity NPD5590 Clinical (unspecified phase)
0.6345 Remote Similarity NPD8073 Approved
0.6339 Remote Similarity NPD4128 Approved
0.6335 Remote Similarity NPD2118 Approved
0.6335 Remote Similarity NPD2119 Approved
0.6333 Remote Similarity NPD5611 Phase 2
0.6332 Remote Similarity NPD7957 Phase 1
0.6332 Remote Similarity NPD7958 Clinical (unspecified phase)
0.6327 Remote Similarity NPD484 Approved
0.6325 Remote Similarity NPD206 Clinical (unspecified phase)
0.6322 Remote Similarity NPD9343 Clinical (unspecified phase)
0.6316 Remote Similarity NPD4824 Approved
0.6316 Remote Similarity NPD4823 Approved
0.6313 Remote Similarity NPD8072 Approved
0.6313 Remote Similarity NPD3323 Discontinued
0.6313 Remote Similarity NPD5487 Phase 1
0.6313 Remote Similarity NPD6176 Phase 1
0.631 Remote Similarity NPD569 Clinical (unspecified phase)
0.6301 Remote Similarity NPD1183 Approved
0.63 Remote Similarity NPD1392 Approved
0.6298 Remote Similarity NPD7287 Clinical (unspecified phase)
0.6296 Remote Similarity NPD6217 Discontinued
0.6296 Remote Similarity NPD5444 Phase 1
0.6294 Remote Similarity NPD2007 Clinical (unspecified phase)
0.6283 Remote Similarity NPD3870 Clinical (unspecified phase)
0.6283 Remote Similarity NPD3871 Clinical (unspecified phase)
0.628 Remote Similarity NPD9726 Discontinued
0.6276 Remote Similarity NPD7621 Clinical (unspecified phase)
0.6265 Remote Similarity NPD272 Approved
0.6264 Remote Similarity NPD4024 Phase 3
0.6256 Remote Similarity NPD5066 Phase 2
0.6256 Remote Similarity NPD5067 Phase 2
0.6256 Remote Similarity NPD5475 Discontinued
0.625 Remote Similarity NPD2928 Phase 2
0.625 Remote Similarity NPD1977 Clinical (unspecified phase)
0.625 Remote Similarity NPD2809 Approved
0.625 Remote Similarity NPD2061 Approved
0.6244 Remote Similarity NPD8248 Clinical (unspecified phase)
0.6242 Remote Similarity NPD9100 Approved
0.6236 Remote Similarity NPD604 Clinical (unspecified phase)
0.623 Remote Similarity NPD4334 Discontinued
0.6229 Remote Similarity NPD510 Phase 1
0.6229 Remote Similarity NPD9595 Approved
0.6229 Remote Similarity NPD9596 Approved
0.6222 Remote Similarity NPD6635 Approved
0.6221 Remote Similarity NPD9075 Approved
0.6221 Remote Similarity NPD9074 Approved
0.6216 Remote Similarity NPD2367 Phase 2
0.6209 Remote Similarity NPD2844 Phase 3
0.6209 Remote Similarity NPD4890 Phase 2
0.6209 Remote Similarity NPD1343 Approved
0.6205 Remote Similarity NPD4030 Approved
0.6205 Remote Similarity NPD7061 Clinical (unspecified phase)
0.6205 Remote Similarity NPD4029 Approved
0.6205 Remote Similarity NPD4028 Approved
0.6201 Remote Similarity NPD687 Clinical (unspecified phase)
0.6199 Remote Similarity NPD3717 Discontinued
0.6198 Remote Similarity NPD4081 Clinical (unspecified phase)
0.6198 Remote Similarity NPD5686 Approved
0.6198 Remote Similarity NPD5685 Approved
0.6193 Remote Similarity NPD3800 Clinical (unspecified phase)
0.6188 Remote Similarity NPD1568 Clinical (unspecified phase)
0.6188 Remote Similarity NPD2189 Approved
0.6188 Remote Similarity NPD2187 Approved
0.6186 Remote Similarity NPD5575 Clinical (unspecified phase)
0.6186 Remote Similarity NPD802 Phase 2
0.6185 Remote Similarity NPD7469 Discontinued
0.6184 Remote Similarity NPD7823 Clinical (unspecified phase)
0.6183 Remote Similarity NPD6203 Clinical (unspecified phase)
0.6183 Remote Similarity NPD4181 Approved
0.6182 Remote Similarity NPD809 Discontinued
0.6178 Remote Similarity NPD3486 Clinical (unspecified phase)
0.6176 Remote Similarity NPD3943 Clinical (unspecified phase)
0.6173 Remote Similarity NPD6206 Phase 1

Structure

External Identifiers

PubChem CID   16216410
ChEMBL   CHEMBL389475
ZINC  

Physicochemical Properties

Molecular Weight:  401.06
ALogP:  3.1315
MLogP:  3.11
XLogP:  4.482
# Rotatable Bonds:  10
Polar Surface Area:  51.32
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  25

Download Data

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