Natural Product: NPC293253

Natural Product ID:  NPC293253
Common Name:   1-((5R,6S)-3,6-Dimethyl-6-Vinyl-4,5,6,7-Tetrahydrobenzofuran-5-Yl)Vinyl Acetate
IUPAC Name:   1-[(5R,6S)-6-ethenyl-3,6-dimethyl-5,7-dihydro-4H-1-benzofuran-5-yl]ethenyl acetate
Synonyms:  
Molecular Formula:   C16H20O3
Standard InCHIKey:  VORODINTVKJTQN-GOEBONIOSA-N
Standard InCHI:  InChI=1S/C16H20O3/c1-6-16(5)8-15-13(10(2)9-18-15)7-14(16)11(3)19-12(4)17/h6,9,14H,1,3,7-8H2,2,4-5H3/t14-,16+/m0/s1
Canonical SMILES:  C=C[C@]1(C)Cc2occ(c2C[C@H]1C(=C)OC(=O)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
NPO28209 Muricea austera Species Plexauridae Eukaryota Pacific coast of Panama PMID[17067146]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 173000 nM 10.6019/CHEMBL1201861
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 42000 nM 24020770

  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 NPC293253 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
0.9098 High Similarity NPC307401
0.9051 High Similarity NPC84479
0.904 High Similarity NPC97566
0.8993 High Similarity NPC71821
0.8976 High Similarity NPC178382
0.8963 High Similarity NPC202260
0.8923 High Similarity NPC59502
0.8921 High Similarity NPC62799
0.8905 High Similarity NPC263337
0.8897 High Similarity NPC148374
0.8841 High Similarity NPC205071
0.8803 High Similarity NPC228842
0.8803 High Similarity NPC212257
0.8794 High Similarity NPC19747
0.8732 High Similarity NPC211625
0.8702 High Similarity NPC329707
0.8681 High Similarity NPC294511
0.8681 High Similarity NPC121615
0.864 High Similarity NPC59035
0.864 High Similarity NPC79202
0.8613 High Similarity NPC177262
0.8603 High Similarity NPC214572
0.854 High Similarity NPC310043
0.8521 High Similarity NPC233763
0.8503 High Similarity NPC104736
0.8503 High Similarity NPC41880
0.85 High Similarity NPC121158
0.8496 Intermediate Similarity NPC198904
0.8493 Intermediate Similarity NPC114880
0.8473 Intermediate Similarity NPC473885
0.8473 Intermediate Similarity NPC471074
0.8473 Intermediate Similarity NPC230979
0.8473 Intermediate Similarity NPC179354
0.8467 Intermediate Similarity NPC46896
0.8462 Intermediate Similarity NPC224418
0.8462 Intermediate Similarity NPC16922
0.8451 Intermediate Similarity NPC56731
0.8451 Intermediate Similarity NPC290038
0.8446 Intermediate Similarity NPC7059
0.8446 Intermediate Similarity NPC88007
0.8446 Intermediate Similarity NPC195954
0.8446 Intermediate Similarity NPC194499
0.8446 Intermediate Similarity NPC304692
0.844 Intermediate Similarity NPC64568
0.8435 Intermediate Similarity NPC75310
0.8425 Intermediate Similarity NPC246164
0.8425 Intermediate Similarity NPC475777
0.8425 Intermediate Similarity NPC227660
0.8409 Intermediate Similarity NPC74612
0.8406 Intermediate Similarity NPC170604
0.8406 Intermediate Similarity NPC215109
0.8394 Intermediate Similarity NPC158525
0.8389 Intermediate Similarity NPC474611
0.8385 Intermediate Similarity NPC36255
0.838 Intermediate Similarity NPC251865
0.837 Intermediate Similarity NPC298190
0.8367 Intermediate Similarity NPC10429
0.8358 Intermediate Similarity NPC208389
0.8357 Intermediate Similarity NPC56197
0.8333 Intermediate Similarity NPC471174
0.8333 Intermediate Similarity NPC216755
0.8333 Intermediate Similarity NPC287559
0.8333 Intermediate Similarity NPC8389
0.8322 Intermediate Similarity NPC81405
0.8309 Intermediate Similarity NPC473982
0.8284 Intermediate Similarity NPC207294
0.8284 Intermediate Similarity NPC112706
0.8278 Intermediate Similarity NPC18986
0.8278 Intermediate Similarity NPC68848
0.8278 Intermediate Similarity NPC471003
0.8278 Intermediate Similarity NPC79571
0.8276 Intermediate Similarity NPC93666
0.8271 Intermediate Similarity NPC138139
0.8271 Intermediate Similarity NPC46536
0.8267 Intermediate Similarity NPC140952
0.8264 Intermediate Similarity NPC97904
0.8261 Intermediate Similarity NPC209858
0.8258 Intermediate Similarity NPC83115
0.8258 Intermediate Similarity NPC130275
0.8235 Intermediate Similarity NPC89133
0.8235 Intermediate Similarity NPC61788
0.8227 Intermediate Similarity NPC67003
0.8224 Intermediate Similarity NPC475039
0.8224 Intermediate Similarity NPC285567
0.8224 Intermediate Similarity NPC14499
0.8224 Intermediate Similarity NPC283209
0.8224 Intermediate Similarity NPC476035
0.8222 Intermediate Similarity NPC120836
0.8222 Intermediate Similarity NPC223063
0.8219 Intermediate Similarity NPC95526
0.8219 Intermediate Similarity NPC471001
0.8214 Intermediate Similarity NPC471996
0.8212 Intermediate Similarity NPC472299
0.8209 Intermediate Similarity NPC83178
0.8207 Intermediate Similarity NPC286038
0.8207 Intermediate Similarity NPC255414
0.8207 Intermediate Similarity NPC221809
0.8194 Intermediate Similarity NPC34056
0.8188 Intermediate Similarity NPC25351
0.8182 Intermediate Similarity NPC243577
0.8182 Intermediate Similarity NPC223415
0.8175 Intermediate Similarity NPC470976
0.8175 Intermediate Similarity NPC470977
0.8175 Intermediate Similarity NPC196979
0.8175 Intermediate Similarity NPC471817
0.8163 Intermediate Similarity NPC469335
0.8163 Intermediate Similarity NPC156189
0.8163 Intermediate Similarity NPC477404
0.8163 Intermediate Similarity NPC196864
0.8163 Intermediate Similarity NPC472298
0.8163 Intermediate Similarity NPC159927
0.8163 Intermediate Similarity NPC5180
0.8158 Intermediate Similarity NPC188649
0.8156 Intermediate Similarity NPC90953
0.8156 Intermediate Similarity NPC474722
0.8151 Intermediate Similarity NPC66991
0.8146 Intermediate Similarity NPC84349
0.8146 Intermediate Similarity NPC123153
0.8143 Intermediate Similarity NPC4764
0.814 Intermediate Similarity NPC212918
0.8138 Intermediate Similarity NPC478166
0.8129 Intermediate Similarity NPC324117
0.8125 Intermediate Similarity NPC150895
0.8125 Intermediate Similarity NPC238843
0.8125 Intermediate Similarity NPC199044
0.812 Intermediate Similarity NPC118853
0.812 Intermediate Similarity NPC188377
0.812 Intermediate Similarity NPC65735
0.8117 Intermediate Similarity NPC121995
0.8117 Intermediate Similarity NPC277618
0.8116 Intermediate Similarity NPC218838
0.8116 Intermediate Similarity NPC470740
0.8108 Intermediate Similarity NPC291150
0.8108 Intermediate Similarity NPC144010
0.8108 Intermediate Similarity NPC116717
0.8105 Intermediate Similarity NPC88841
0.8105 Intermediate Similarity NPC288602
0.8102 Intermediate Similarity NPC282230
0.8102 Intermediate Similarity NPC183348
0.8099 Intermediate Similarity NPC90296
0.8095 Intermediate Similarity NPC195325
0.8095 Intermediate Similarity NPC470790
0.8095 Intermediate Similarity NPC472654
0.8095 Intermediate Similarity NPC470791
0.8095 Intermediate Similarity NPC69647
0.8095 Intermediate Similarity NPC125182
0.8095 Intermediate Similarity NPC266743
0.8085 Intermediate Similarity NPC476943
0.8085 Intermediate Similarity NPC236532
0.8082 Intermediate Similarity NPC470941
0.8077 Intermediate Similarity NPC87466
0.8077 Intermediate Similarity NPC243704
0.8074 Intermediate Similarity NPC246392
0.8074 Intermediate Similarity NPC290955
0.8071 Intermediate Similarity NPC146872
0.8069 Intermediate Similarity NPC41182
0.8069 Intermediate Similarity NPC114513
0.8069 Intermediate Similarity NPC245522
0.8065 Intermediate Similarity NPC473766
0.8065 Intermediate Similarity NPC473753
0.8058 Intermediate Similarity NPC471998
0.8056 Intermediate Similarity NPC470741
0.8054 Intermediate Similarity NPC471002
0.8052 Intermediate Similarity NPC61967
0.8052 Intermediate Similarity NPC126984
0.8052 Intermediate Similarity NPC62692
0.8052 Intermediate Similarity NPC56358
0.8052 Intermediate Similarity NPC472664
0.8052 Intermediate Similarity NPC27541
0.8045 Intermediate Similarity NPC272899
0.8043 Intermediate Similarity NPC471995
0.8043 Intermediate Similarity NPC15083
0.8042 Intermediate Similarity NPC20500
0.8041 Intermediate Similarity NPC476122
0.8031 Intermediate Similarity NPC22678
0.8029 Intermediate Similarity NPC66246
0.8029 Intermediate Similarity NPC170546
0.8028 Intermediate Similarity NPC233707
0.8026 Intermediate Similarity NPC473368
0.8015 Intermediate Similarity NPC26532
0.8015 Intermediate Similarity NPC279877
0.8015 Intermediate Similarity NPC37512
0.8014 Intermediate Similarity NPC470742
0.8014 Intermediate Similarity NPC470999
0.8014 Intermediate Similarity NPC310830
0.8014 Intermediate Similarity NPC471292
0.8014 Intermediate Similarity NPC42400
0.8013 Intermediate Similarity NPC296558
0.8 Intermediate Similarity NPC475779
0.8 Intermediate Similarity NPC30222
0.8 Intermediate Similarity NPC44606
0.8 Intermediate Similarity NPC476947
0.8 Intermediate Similarity NPC23086
0.8 Intermediate Similarity NPC178932
0.8 Intermediate Similarity NPC470858
0.7987 Intermediate Similarity NPC18135
0.7987 Intermediate Similarity NPC272590
0.7986 Intermediate Similarity NPC471006
0.7985 Intermediate Similarity NPC243269
0.7984 Intermediate Similarity NPC205523

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC293253 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
0.8028 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.774 Intermediate Similarity NPD4628 Phase 3
0.7687 Intermediate Similarity NPD17 Approved
0.7667 Intermediate Similarity NPD920 Approved
0.766 Intermediate Similarity NPD8032 Phase 2
0.7651 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD6273 Approved
0.7556 Intermediate Similarity NPD1778 Approved
0.7551 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD1243 Approved
0.7546 Intermediate Similarity NPD6765 Approved
0.7546 Intermediate Similarity NPD6764 Approved
0.7534 Intermediate Similarity NPD1471 Phase 3
0.7533 Intermediate Similarity NPD2534 Approved
0.7533 Intermediate Similarity NPD2533 Approved
0.7533 Intermediate Similarity NPD2532 Approved
0.753 Intermediate Similarity NPD8434 Phase 2
0.7518 Intermediate Similarity NPD3972 Approved
0.7518 Intermediate Similarity NPD1608 Approved
0.7484 Intermediate Similarity NPD5761 Phase 2
0.7484 Intermediate Similarity NPD5760 Phase 2
0.7481 Intermediate Similarity NPD5691 Approved
0.7426 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD919 Approved
0.7403 Intermediate Similarity NPD6599 Discontinued
0.7397 Intermediate Similarity NPD3748 Approved
0.7397 Intermediate Similarity NPD2799 Discontinued
0.7372 Intermediate Similarity NPD7819 Suspended
0.7365 Intermediate Similarity NPD6784 Approved
0.7365 Intermediate Similarity NPD6785 Approved
0.7353 Intermediate Similarity NPD5585 Approved
0.7347 Intermediate Similarity NPD2796 Approved
0.7328 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD5616 Clinical (unspecified phase)
0.7319 Intermediate Similarity NPD1281 Approved
0.7303 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD6004 Phase 3
0.7297 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD6002 Phase 3
0.7297 Intermediate Similarity NPD2346 Discontinued
0.7297 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD6005 Phase 3
0.7293 Intermediate Similarity NPD1241 Discontinued
0.7286 Intermediate Similarity NPD1876 Approved
0.7267 Intermediate Similarity NPD7003 Approved
0.7267 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD2979 Phase 3
0.7234 Intermediate Similarity NPD3266 Approved
0.7234 Intermediate Similarity NPD3267 Approved
0.7226 Intermediate Similarity NPD3226 Approved
0.7222 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD6832 Phase 2
0.72 Intermediate Similarity NPD2800 Approved
0.7195 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD2344 Approved
0.7174 Intermediate Similarity NPD4626 Approved
0.7163 Intermediate Similarity NPD1283 Approved
0.7153 Intermediate Similarity NPD9545 Approved
0.7152 Intermediate Similarity NPD3750 Approved
0.7133 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD6799 Approved
0.7123 Intermediate Similarity NPD4140 Approved
0.7115 Intermediate Similarity NPD7458 Discontinued
0.7114 Intermediate Similarity NPD6099 Approved
0.7114 Intermediate Similarity NPD1551 Phase 2
0.7114 Intermediate Similarity NPD6100 Approved
0.7113 Intermediate Similarity NPD1049 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD2797 Approved
0.7103 Intermediate Similarity NPD3268 Approved
0.7103 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD2313 Discontinued
0.7101 Intermediate Similarity NPD1651 Approved
0.7092 Intermediate Similarity NPD4359 Approved
0.7075 Intermediate Similarity NPD6355 Discontinued
0.7071 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD2798 Approved
0.7044 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD4110 Phase 3
0.7037 Intermediate Similarity NPD5494 Approved
0.7025 Intermediate Similarity NPD7411 Suspended
0.7024 Intermediate Similarity NPD6559 Discontinued
0.7023 Intermediate Similarity NPD3134 Approved
0.7019 Intermediate Similarity NPD3749 Approved
0.7007 Intermediate Similarity NPD4307 Phase 2
0.7006 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2531 Phase 2
0.7 Intermediate Similarity NPD4477 Approved
0.7 Intermediate Similarity NPD2438 Suspended
0.7 Intermediate Similarity NPD3496 Discontinued
0.7 Intermediate Similarity NPD4476 Approved
0.6994 Remote Similarity NPD1247 Approved
0.6994 Remote Similarity NPD8127 Discontinued
0.6993 Remote Similarity NPD2309 Approved
0.6987 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6986 Remote Similarity NPD3764 Approved
0.6972 Remote Similarity NPD5327 Phase 3
0.6968 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6959 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6944 Remote Similarity NPD1019 Discontinued
0.6918 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6917 Remote Similarity NPD2182 Approved
0.6914 Remote Similarity NPD7075 Discontinued
0.6906 Remote Similarity NPD1894 Discontinued
0.6903 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6901 Remote Similarity NPD9717 Approved
0.6894 Remote Similarity NPD3817 Phase 2
0.6894 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6892 Remote Similarity NPD3142 Approved
0.6892 Remote Similarity NPD3140 Approved
0.6887 Remote Similarity NPD2935 Discontinued
0.6883 Remote Similarity NPD3887 Approved
0.6875 Remote Similarity NPD6279 Approved
0.6875 Remote Similarity NPD6280 Approved
0.6875 Remote Similarity NPD6801 Discontinued
0.6872 Remote Similarity NPD4107 Approved
0.6852 Remote Similarity NPD7768 Phase 2
0.6848 Remote Similarity NPD6808 Phase 2
0.6848 Remote Similarity NPD5710 Approved
0.6848 Remote Similarity NPD5711 Approved
0.6846 Remote Similarity NPD4618 Approved
0.6846 Remote Similarity NPD4622 Approved
0.6845 Remote Similarity NPD5844 Phase 1
0.6842 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6842 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5763 Approved
0.6842 Remote Similarity NPD5762 Approved
0.6839 Remote Similarity NPD7236 Approved
0.6832 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6824 Remote Similarity NPD4870 Approved
0.6821 Remote Similarity NPD7033 Discontinued
0.6821 Remote Similarity NPD4308 Phase 3
0.6807 Remote Similarity NPD3926 Phase 2
0.6806 Remote Similarity NPD6696 Suspended
0.68 Remote Similarity NPD6651 Approved
0.68 Remote Similarity NPD1607 Approved
0.6797 Remote Similarity NPD1549 Phase 2
0.6786 Remote Similarity NPD7177 Discontinued
0.6779 Remote Similarity NPD4060 Phase 1
0.6779 Remote Similarity NPD1240 Approved
0.6766 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6765 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6757 Remote Similarity NPD411 Approved
0.6757 Remote Similarity NPD1296 Phase 2
0.6757 Remote Similarity NPD6798 Discontinued
0.6755 Remote Similarity NPD5688 Approved
0.6755 Remote Similarity NPD5689 Approved
0.6752 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6748 Remote Similarity NPD3882 Suspended
0.6747 Remote Similarity NPD7229 Phase 3
0.674 Remote Similarity NPD4482 Phase 3
0.6733 Remote Similarity NPD5124 Phase 1
0.6733 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6732 Remote Similarity NPD2353 Approved
0.6732 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6731 Remote Similarity NPD6652 Clinical (unspecified phase)
0.6726 Remote Similarity NPD7473 Discontinued
0.6716 Remote Similarity NPD1358 Approved
0.6715 Remote Similarity NPD5535 Approved
0.6714 Remote Similarity NPD7644 Approved
0.6713 Remote Similarity NPD1611 Approved
0.6713 Remote Similarity NPD6287 Discontinued
0.6712 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6712 Remote Similarity NPD5647 Approved
0.6711 Remote Similarity NPD6663 Approved
0.6711 Remote Similarity NPD1510 Phase 2
0.671 Remote Similarity NPD1878 Clinical (unspecified phase)
0.671 Remote Similarity NPD8166 Discontinued
0.6709 Remote Similarity NPD2186 Approved
0.6691 Remote Similarity NPD7157 Approved
0.6689 Remote Similarity NPD7095 Approved
0.6688 Remote Similarity NPD4534 Discontinued
0.6688 Remote Similarity NPD2897 Discontinued
0.6687 Remote Similarity NPD7199 Phase 2
0.6687 Remote Similarity NPD6959 Discontinued
0.6667 Remote Similarity NPD5403 Approved
0.6667 Remote Similarity NPD1934 Approved
0.6667 Remote Similarity NPD3873 Phase 3
0.6667 Remote Similarity NPD3869 Phase 3
0.6667 Remote Similarity NPD5736 Approved
0.6667 Remote Similarity NPD9494 Approved
0.6667 Remote Similarity NPD37 Approved
0.6667 Remote Similarity NPD2237 Approved
0.6647 Remote Similarity NPD6232 Discontinued
0.6646 Remote Similarity NPD5401 Approved
0.6646 Remote Similarity NPD4965 Approved
0.6646 Remote Similarity NPD3688 Clinical (unspecified phase)
0.6646 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6646 Remote Similarity NPD7028 Phase 2
0.6646 Remote Similarity NPD4966 Approved
0.6646 Remote Similarity NPD3146 Approved
0.6646 Remote Similarity NPD4967 Phase 2
0.6645 Remote Similarity NPD2654 Approved
0.6644 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6644 Remote Similarity NPD1203 Approved
0.6643 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6628 Remote Similarity NPD3658 Clinical (unspecified phase)
0.6625 Remote Similarity NPD7239 Suspended

Structure

External Identifiers

PubChem CID   44559112
ChEMBL   CHEMBL513801
ZINC  

Physicochemical Properties

Molecular Weight:  260.14
ALogP:  2.2552
MLogP:  2.89
XLogP:  3.296
# Rotatable Bonds:  7
Polar Surface Area:  39.44
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  19

Download Data

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Biological Activities  
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