Natural Product: NPC58766

Natural Product ID:  NPC58766
Common Name:   n.a.
IUPAC Name:  
Synonyms:   11-Hydroxyvittatine
Molecular Formula:   C16H17NO4
Standard InCHIKey:  KWAOMPWGIIXDPH-NWLYGAKOSA-N
Standard InCHI:  InChI=1S/C16H17NO4/c18-10-1-2-16-11-5-13-12(20-8-21-13)3-9(11)6-17(7-15(16)19)14(16)4-10/h1-3,5,10,14-15,18-19H,4,6-8H2/t10-,14+,15-,16+/m1/s1
Canonical SMILES:  O[C@@H]1C=C[C@]23[C@H](C1)N(C[C@H]2O)Cc1c3cc2OCOc2c1
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
NPO26154 Erythropodium caribaeorum Species Anthothelidae Eukaryota UNPD*
NPO13480 Stereocaulon dactylophyllum Species Stereocaulaceae Eukaryota UNPD*
NPO272 Pittosporum eugenioides Species Pittosporaceae Eukaryota UNPD*
NPO26641 Pteroxygonum giraldii Species Polygonaceae Eukaryota UNPD*
NPO26604 Aralia subcapitata Species Araliaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 13200 nM 22910226

  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 NPC58766 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
1.0 High Similarity NPC475686
0.9936 High Similarity NPC474475
0.9873 High Similarity NPC477640
0.9873 High Similarity NPC225597
0.9873 High Similarity NPC470739
0.9872 High Similarity NPC82533
0.9872 High Similarity NPC158148
0.9872 High Similarity NPC266176
0.9872 High Similarity NPC290759
0.9613 High Similarity NPC97072
0.9613 High Similarity NPC215829
0.9565 High Similarity NPC474470
0.9448 High Similarity NPC244554
0.9434 High Similarity NPC100566
0.9434 High Similarity NPC181653
0.9434 High Similarity NPC190332
0.9367 High Similarity NPC320104
0.9317 High Similarity NPC311991
0.9313 High Similarity NPC252960
0.9308 High Similarity NPC247972
0.9245 High Similarity NPC218614
0.9231 High Similarity NPC78733
0.9091 High Similarity NPC237044
0.9085 High Similarity NPC2314
0.908 High Similarity NPC75958
0.9036 High Similarity NPC474325
0.9036 High Similarity NPC15919
0.903 High Similarity NPC304675
0.9012 High Similarity NPC476002
0.8982 High Similarity NPC474745
0.8938 High Similarity NPC59028
0.8938 High Similarity NPC92191
0.8931 High Similarity NPC147091
0.8841 High Similarity NPC57812
0.8841 High Similarity NPC474324
0.8824 High Similarity NPC474746
0.8824 High Similarity NPC475981
0.881 High Similarity NPC148693
0.881 High Similarity NPC294790
0.881 High Similarity NPC118633
0.8802 High Similarity NPC187678
0.8795 High Similarity NPC65403
0.8788 High Similarity NPC475845
0.8772 High Similarity NPC9867
0.8765 High Similarity NPC205167
0.8765 High Similarity NPC4304
0.8765 High Similarity NPC249274
0.8742 High Similarity NPC148898
0.8735 High Similarity NPC474708
0.8721 High Similarity NPC230098
0.8655 High Similarity NPC248642
0.8647 High Similarity NPC126284
0.8625 High Similarity NPC223124
0.8616 High Similarity NPC274026
0.8614 High Similarity NPC150879
0.8608 High Similarity NPC475959
0.8605 High Similarity NPC156576
0.858 High Similarity NPC49353
0.858 High Similarity NPC234392
0.858 High Similarity NPC31311
0.8547 High Similarity NPC275132
0.8509 High Similarity NPC210148
0.8509 High Similarity NPC233029
0.85 High Similarity NPC223125
0.8494 Intermediate Similarity NPC276944
0.8494 Intermediate Similarity NPC238530
0.8494 Intermediate Similarity NPC232514
0.8476 Intermediate Similarity NPC111485
0.8439 Intermediate Similarity NPC233718
0.8434 Intermediate Similarity NPC233650
0.843 Intermediate Similarity NPC99179
0.8405 Intermediate Similarity NPC41178
0.8405 Intermediate Similarity NPC138487
0.8405 Intermediate Similarity NPC216459
0.84 Intermediate Similarity NPC214116
0.8395 Intermediate Similarity NPC82285
0.8395 Intermediate Similarity NPC133011
0.8383 Intermediate Similarity NPC134858
0.8383 Intermediate Similarity NPC231198
0.8354 Intermediate Similarity NPC146288
0.8333 Intermediate Similarity NPC102760
0.8333 Intermediate Similarity NPC476575
0.8313 Intermediate Similarity NPC165797
0.8303 Intermediate Similarity NPC315707
0.8303 Intermediate Similarity NPC78359
0.8303 Intermediate Similarity NPC65490
0.8303 Intermediate Similarity NPC148014
0.8303 Intermediate Similarity NPC40389
0.8302 Intermediate Similarity NPC130926
0.8302 Intermediate Similarity NPC185838
0.8284 Intermediate Similarity NPC210918
0.8284 Intermediate Similarity NPC210140
0.8266 Intermediate Similarity NPC320223
0.8266 Intermediate Similarity NPC114364
0.8261 Intermediate Similarity NPC147390
0.8261 Intermediate Similarity NPC135538
0.8261 Intermediate Similarity NPC24233
0.8261 Intermediate Similarity NPC476571
0.8261 Intermediate Similarity NPC246587
0.8261 Intermediate Similarity NPC428
0.8256 Intermediate Similarity NPC128560
0.8256 Intermediate Similarity NPC229166
0.8256 Intermediate Similarity NPC199465
0.8253 Intermediate Similarity NPC477080
0.8246 Intermediate Similarity NPC57272
0.8235 Intermediate Similarity NPC160570
0.8225 Intermediate Similarity NPC124657
0.8225 Intermediate Similarity NPC24264
0.8225 Intermediate Similarity NPC476432
0.8214 Intermediate Similarity NPC59567
0.8199 Intermediate Similarity NPC179825
0.8199 Intermediate Similarity NPC191376
0.8199 Intermediate Similarity NPC321505
0.8199 Intermediate Similarity NPC476151
0.8176 Intermediate Similarity NPC301189
0.8176 Intermediate Similarity NPC298186
0.8176 Intermediate Similarity NPC298979
0.8176 Intermediate Similarity NPC247389
0.8166 Intermediate Similarity NPC167546
0.8166 Intermediate Similarity NPC225774
0.8166 Intermediate Similarity NPC180306
0.8166 Intermediate Similarity NPC16805
0.8166 Intermediate Similarity NPC302527
0.8166 Intermediate Similarity NPC169743
0.8165 Intermediate Similarity NPC213206
0.8165 Intermediate Similarity NPC328750
0.8165 Intermediate Similarity NPC188163
0.8165 Intermediate Similarity NPC474915
0.8144 Intermediate Similarity NPC69360
0.8141 Intermediate Similarity NPC7018
0.8133 Intermediate Similarity NPC323443
0.8133 Intermediate Similarity NPC37205
0.8133 Intermediate Similarity NPC160931
0.8133 Intermediate Similarity NPC180756
0.8118 Intermediate Similarity NPC219341
0.8111 Intermediate Similarity NPC117717
0.8103 Intermediate Similarity NPC283999
0.8101 Intermediate Similarity NPC314682
0.8098 Intermediate Similarity NPC103379
0.8098 Intermediate Similarity NPC477565
0.8095 Intermediate Similarity NPC18402
0.8084 Intermediate Similarity NPC129603
0.8084 Intermediate Similarity NPC475326
0.8081 Intermediate Similarity NPC329911
0.8072 Intermediate Similarity NPC127674
0.8072 Intermediate Similarity NPC93593
0.8072 Intermediate Similarity NPC295691
0.8072 Intermediate Similarity NPC184026
0.8072 Intermediate Similarity NPC54379
0.8072 Intermediate Similarity NPC276588
0.8072 Intermediate Similarity NPC278799
0.8072 Intermediate Similarity NPC2413
0.8072 Intermediate Similarity NPC76079
0.8072 Intermediate Similarity NPC207757
0.8072 Intermediate Similarity NPC39701
0.8072 Intermediate Similarity NPC193949
0.8072 Intermediate Similarity NPC189266
0.8072 Intermediate Similarity NPC110416
0.8072 Intermediate Similarity NPC204828
0.8072 Intermediate Similarity NPC469817
0.8072 Intermediate Similarity NPC5238
0.8072 Intermediate Similarity NPC249797
0.8072 Intermediate Similarity NPC172765
0.8059 Intermediate Similarity NPC76116
0.8056 Intermediate Similarity NPC63152
0.8049 Intermediate Similarity NPC192768
0.8049 Intermediate Similarity NPC220858
0.8049 Intermediate Similarity NPC97221
0.8049 Intermediate Similarity NPC88249
0.8049 Intermediate Similarity NPC151895
0.8046 Intermediate Similarity NPC477558
0.8045 Intermediate Similarity NPC141440
0.8037 Intermediate Similarity NPC59907
0.8037 Intermediate Similarity NPC37144
0.8036 Intermediate Similarity NPC106786
0.8023 Intermediate Similarity NPC116284
0.8022 Intermediate Similarity NPC33256
0.8012 Intermediate Similarity NPC13916
0.8012 Intermediate Similarity NPC264850
0.8011 Intermediate Similarity NPC267408
0.8 Intermediate Similarity NPC124433
0.8 Intermediate Similarity NPC241704
0.8 Intermediate Similarity NPC293871
0.7988 Intermediate Similarity NPC477559
0.7988 Intermediate Similarity NPC266753
0.7988 Intermediate Similarity NPC207824
0.7988 Intermediate Similarity NPC160298
0.7988 Intermediate Similarity NPC232924
0.7988 Intermediate Similarity NPC306902
0.7988 Intermediate Similarity NPC60538
0.7978 Intermediate Similarity NPC135772
0.7975 Intermediate Similarity NPC476144
0.7975 Intermediate Similarity NPC210437
0.7975 Intermediate Similarity NPC106295
0.7975 Intermediate Similarity NPC51957
0.7975 Intermediate Similarity NPC16107
0.7966 Intermediate Similarity NPC476574
0.7966 Intermediate Similarity NPC155442
0.7966 Intermediate Similarity NPC312918
0.7966 Intermediate Similarity NPC477561

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC58766 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
0.8333 Intermediate Similarity NPD6071 Discontinued
0.8303 Intermediate Similarity NPD2560 Approved
0.8303 Intermediate Similarity NPD2563 Approved
0.8176 Intermediate Similarity NPD2969 Approved
0.8176 Intermediate Similarity NPD2970 Approved
0.8165 Intermediate Similarity NPD4664 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD4773 Phase 2
0.8121 Intermediate Similarity NPD4772 Phase 2
0.8024 Intermediate Similarity NPD2978 Approved
0.8024 Intermediate Similarity NPD2977 Approved
0.8023 Intermediate Similarity NPD2489 Approved
0.8023 Intermediate Similarity NPD27 Approved
0.8012 Intermediate Similarity NPD3051 Approved
0.8012 Intermediate Similarity NPD5241 Discontinued
0.8 Intermediate Similarity NPD4236 Phase 3
0.8 Intermediate Similarity NPD4237 Approved
0.7975 Intermediate Similarity NPD4584 Approved
0.7963 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7923 Intermediate Similarity NPD5582 Discontinued
0.7901 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD4420 Approved
0.7833 Intermediate Similarity NPD4663 Approved
0.7816 Intermediate Similarity NPD2898 Approved
0.7816 Intermediate Similarity NPD4481 Phase 3
0.7811 Intermediate Similarity NPD5772 Approved
0.7811 Intermediate Similarity NPD5773 Approved
0.779 Intermediate Similarity NPD7906 Approved
0.7766 Intermediate Similarity NPD5006 Approved
0.7766 Intermediate Similarity NPD5005 Approved
0.7765 Intermediate Similarity NPD4578 Approved
0.7765 Intermediate Similarity NPD4577 Approved
0.7688 Intermediate Similarity NPD7201 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD7310 Approved
0.7667 Intermediate Similarity NPD7281 Phase 3
0.7667 Intermediate Similarity NPD7312 Approved
0.7667 Intermediate Similarity NPD7313 Approved
0.7667 Intermediate Similarity NPD7311 Approved
0.7667 Intermediate Similarity NPD7280 Phase 3
0.7644 Intermediate Similarity NPD6107 Approved
0.7624 Intermediate Similarity NPD7309 Approved
0.7619 Intermediate Similarity NPD4210 Discontinued
0.7596 Intermediate Similarity NPD7243 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD4017 Approved
0.7572 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7572 Intermediate Similarity NPD5604 Discontinued
0.7572 Intermediate Similarity NPD7831 Phase 2
0.7572 Intermediate Similarity NPD7833 Phase 2
0.7561 Intermediate Similarity NPD3060 Approved
0.756 Intermediate Similarity NPD3641 Approved
0.756 Intermediate Similarity NPD3639 Approved
0.756 Intermediate Similarity NPD3640 Phase 3
0.7545 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7527 Intermediate Similarity NPD8054 Approved
0.7527 Intermediate Similarity NPD8053 Approved
0.75 Intermediate Similarity NPD4010 Discontinued
0.7486 Intermediate Similarity NPD8156 Discontinued
0.7473 Intermediate Similarity NPD7296 Approved
0.7456 Intermediate Similarity NPD6031 Approved
0.7456 Intermediate Similarity NPD6030 Approved
0.7442 Intermediate Similarity NPD7298 Approved
0.743 Intermediate Similarity NPD8251 Approved
0.743 Intermediate Similarity NPD8252 Approved
0.743 Intermediate Similarity NPD8099 Discontinued
0.7421 Intermediate Similarity NPD2669 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD6297 Approved
0.7365 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7354 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7344 Intermediate Similarity NPD3450 Approved
0.7344 Intermediate Similarity NPD3452 Approved
0.7337 Intermediate Similarity NPD6853 Approved
0.7337 Intermediate Similarity NPD6851 Approved
0.7329 Intermediate Similarity NPD554 Clinical (unspecified phase)
0.7316 Intermediate Similarity NPD2975 Approved
0.7316 Intermediate Similarity NPD2973 Approved
0.7316 Intermediate Similarity NPD2974 Approved
0.7314 Intermediate Similarity NPD6788 Approved
0.731 Intermediate Similarity NPD3686 Approved
0.731 Intermediate Similarity NPD3687 Approved
0.7303 Intermediate Similarity NPD4166 Phase 2
0.7293 Intermediate Similarity NPD5312 Approved
0.7293 Intermediate Similarity NPD5313 Approved
0.7267 Intermediate Similarity NPD4005 Discontinued
0.7254 Intermediate Similarity NPD2494 Approved
0.7254 Intermediate Similarity NPD2493 Approved
0.7246 Intermediate Similarity NPD4162 Approved
0.7246 Intermediate Similarity NPD5177 Phase 3
0.7243 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD4123 Phase 3
0.7234 Intermediate Similarity NPD2488 Approved
0.7234 Intermediate Similarity NPD2490 Approved
0.7229 Intermediate Similarity NPD1375 Discontinued
0.7212 Intermediate Similarity NPD1753 Discontinued
0.7202 Intermediate Similarity NPD4580 Approved
0.7195 Intermediate Similarity NPD2492 Phase 1
0.7195 Intermediate Similarity NPD817 Approved
0.7195 Intermediate Similarity NPD823 Approved
0.7189 Intermediate Similarity NPD2971 Approved
0.7189 Intermediate Similarity NPD2968 Approved
0.7179 Intermediate Similarity NPD4002 Approved
0.7179 Intermediate Similarity NPD4004 Approved
0.7178 Intermediate Similarity NPD2238 Phase 2
0.7171 Intermediate Similarity NPD6997 Phase 2
0.7167 Intermediate Similarity NPD6688 Approved
0.7167 Intermediate Similarity NPD6687 Approved
0.716 Intermediate Similarity NPD5718 Phase 2
0.7152 Intermediate Similarity NPD6896 Approved
0.7152 Intermediate Similarity NPD6895 Approved
0.7151 Intermediate Similarity NPD4727 Phase 1
0.715 Intermediate Similarity NPD7827 Phase 1
0.7143 Intermediate Similarity NPD4582 Approved
0.7143 Intermediate Similarity NPD4583 Approved
0.7143 Intermediate Similarity NPD5525 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7945 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD1424 Approved
0.7127 Intermediate Similarity NPD6365 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD7124 Phase 2
0.7108 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD7149 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD3124 Discontinued
0.7069 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD3885 Approved
0.7063 Intermediate Similarity NPD4104 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD4103 Phase 2
0.7062 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD2677 Approved
0.7059 Intermediate Similarity NPD3692 Discontinued
0.7053 Intermediate Similarity NPD3808 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD2122 Discontinued
0.7052 Intermediate Similarity NPD5976 Discontinued
0.7051 Intermediate Similarity NPD1357 Approved
0.7044 Intermediate Similarity NPD7047 Phase 3
0.7041 Intermediate Similarity NPD3057 Approved
0.7037 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD4675 Approved
0.7029 Intermediate Similarity NPD4678 Approved
0.7025 Intermediate Similarity NPD3705 Approved
0.7022 Intermediate Similarity NPD4581 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD3845 Phase 1
0.7012 Intermediate Similarity NPD2674 Phase 3
0.7005 Intermediate Similarity NPD3534 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5677 Discontinued
0.6995 Remote Similarity NPD5602 Clinical (unspecified phase)
0.6994 Remote Similarity NPD52 Approved
0.6994 Remote Similarity NPD7526 Approved
0.6994 Remote Similarity NPD7527 Clinical (unspecified phase)
0.6983 Remote Similarity NPD4055 Discovery
0.6982 Remote Similarity NPD1372 Clinical (unspecified phase)
0.6982 Remote Similarity NPD7037 Approved
0.6977 Remote Similarity NPD2421 Approved
0.6977 Remote Similarity NPD2420 Approved
0.697 Remote Similarity NPD3109 Approved
0.697 Remote Similarity NPD3110 Approved
0.6964 Remote Similarity NPD2161 Phase 2
0.6964 Remote Similarity NPD1632 Clinical (unspecified phase)
0.6961 Remote Similarity NPD7802 Discontinued
0.6959 Remote Similarity NPD5160 Discontinued
0.6954 Remote Similarity NPD2972 Approved
0.6954 Remote Similarity NPD3448 Approved
0.6954 Remote Similarity NPD3533 Approved
0.6949 Remote Similarity NPD3383 Approved
0.6949 Remote Similarity NPD3384 Approved
0.6949 Remote Similarity NPD3382 Approved
0.6944 Remote Similarity NPD5709 Phase 3
0.6937 Remote Similarity NPD4659 Approved
0.6936 Remote Similarity NPD7019 Approved
0.6936 Remote Similarity NPD2874 Phase 2
0.6936 Remote Similarity NPD7020 Approved
0.6935 Remote Similarity NPD7607 Clinical (unspecified phase)
0.6935 Remote Similarity NPD7007 Discovery
0.6931 Remote Similarity NPD5676 Approved
0.6923 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6919 Remote Similarity NPD2422 Clinical (unspecified phase)
0.6911 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6909 Remote Similarity NPD1130 Approved
0.6909 Remote Similarity NPD1136 Approved
0.6909 Remote Similarity NPD1132 Approved
0.6906 Remote Similarity NPD2042 Clinical (unspecified phase)
0.6906 Remote Similarity NPD2041 Clinical (unspecified phase)
0.6906 Remote Similarity NPD4666 Phase 3
0.6897 Remote Similarity NPD6090 Discontinued
0.6895 Remote Similarity NPD3857 Clinical (unspecified phase)
0.6893 Remote Similarity NPD6072 Discontinued
0.6884 Remote Similarity NPD4040 Phase 1
0.6879 Remote Similarity NPD1774 Approved
0.6875 Remote Similarity NPD6523 Clinical (unspecified phase)
0.6872 Remote Similarity NPD5977 Approved
0.6872 Remote Similarity NPD5978 Approved
0.6869 Remote Similarity NPD2491 Approved
0.6867 Remote Similarity NPD3059 Approved
0.6867 Remote Similarity NPD3061 Approved
0.6867 Remote Similarity NPD3062 Approved
0.6862 Remote Similarity NPD7132 Clinical (unspecified phase)
0.6853 Remote Similarity NPD4107 Approved
0.6851 Remote Similarity NPD7400 Phase 3
0.6848 Remote Similarity NPD3144 Approved
0.6848 Remote Similarity NPD601 Approved
0.6848 Remote Similarity NPD3145 Approved

Structure

External Identifiers

PubChem CID   70682698
ChEMBL   CHEMBL2087241
ZINC  

Physicochemical Properties

Molecular Weight:  287.12
ALogP:  -1.5281
MLogP:  2.67
XLogP:  -0.041
# Rotatable Bonds:  2
Polar Surface Area:  62.16
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  21

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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