Structure

Physi-Chem Properties

Molecular Weight:  341.13
Volume:  333.527
LogP:  1.53
LogD:  2.39
LogS:  -1.827
# Rotatable Bonds:  2
TPSA:  69.18
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.875
Synthetic Accessibility Score:  3.456
Fsp3:  0.368
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.03
MDCK Permeability:  1.7653697796049528e-05
Pgp-inhibitor:  0.018
Pgp-substrate:  0.679
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.001

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.702
Plasma Protein Binding (PPB):  86.77015686035156%
Volume Distribution (VD):  1.723
Pgp-substrate:  12.981094360351562%

ADMET: Metabolism

CYP1A2-inhibitor:  0.603
CYP1A2-substrate:  0.864
CYP2C19-inhibitor:  0.136
CYP2C19-substrate:  0.807
CYP2C9-inhibitor:  0.011
CYP2C9-substrate:  0.755
CYP2D6-inhibitor:  0.514
CYP2D6-substrate:  0.909
CYP3A4-inhibitor:  0.445
CYP3A4-substrate:  0.813

ADMET: Excretion

Clearance (CL):  10.914
Half-life (T1/2):  0.35

ADMET: Toxicity

hERG Blockers:  0.346
Human Hepatotoxicity (H-HT):  0.26
Drug-inuced Liver Injury (DILI):  0.333
AMES Toxicity:  0.317
Rat Oral Acute Toxicity:  0.726
Maximum Recommended Daily Dose:  0.98
Skin Sensitization:  0.42
Carcinogencity:  0.167
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.947

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

  Natural Product: NPC186546

Natural Product ID:  NPC186546
Common Name*:   Cassythine
IUPAC Name:   n.a.
Synonyms:   cassythine
Standard InCHIKey:  FZXIOJQNDYKPCE-LBPRGKRZSA-N
Standard InCHI:  InChI=1S/C19H19NO5/c1-22-14-7-11-9(6-13(14)21)5-12-15-10(3-4-20-12)17(23-2)19-18(16(11)15)24-8-25-19/h6-7,12,20-21H,3-5,8H2,1-2H3/t12-/m0/s1
SMILES:  COc1cc2c(cc1O)C[C@H]1c3c2c2OCOc2c(c3CCN1)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL254549
PubChem CID:   442190
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000279] Alkaloids and derivatives
      • [CHEMONTID:0000381] Aporphines

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO3079 Cassytha filiformis Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[18217715]
NPO3079 Cassytha filiformis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO3079 Cassytha filiformis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3079 Cassytha filiformis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3079 Cassytha filiformis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT177 Tissue Aorta Rattus norvegicus IC50 = 90.0 nM PMID[567414]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available 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 NPC186546 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 NPC476576
0.9822 High Similarity NPC57036
0.9702 High Similarity NPC476574
0.9702 High Similarity NPC312918
0.9702 High Similarity NPC155442
0.9702 High Similarity NPC477561
0.9588 High Similarity NPC135772
0.9527 High Similarity NPC258695
0.9527 High Similarity NPC470879
0.9527 High Similarity NPC474507
0.9471 High Similarity NPC32413
0.9471 High Similarity NPC474506
0.9467 High Similarity NPC23219
0.9408 High Similarity NPC173416
0.9408 High Similarity NPC112575
0.9408 High Similarity NPC476577
0.9408 High Similarity NPC148709
0.9371 High Similarity NPC117717
0.9368 High Similarity NPC82763
0.9349 High Similarity NPC477558
0.9349 High Similarity NPC128560
0.9349 High Similarity NPC199465
0.9349 High Similarity NPC229166
0.9286 High Similarity NPC26240
0.9286 High Similarity NPC6152
0.9286 High Similarity NPC69712
0.9286 High Similarity NPC477562
0.924 High Similarity NPC114364
0.924 High Similarity NPC320223
0.9231 High Similarity NPC239775
0.9231 High Similarity NPC149090
0.9231 High Similarity NPC19520
0.9176 High Similarity NPC192135
0.9176 High Similarity NPC66341
0.9176 High Similarity NPC477020
0.9172 High Similarity NPC152212
0.9167 High Similarity NPC204947
0.908 High Similarity NPC116284
0.9059 High Similarity NPC168753
0.9059 High Similarity NPC118274
0.9034 High Similarity NPC214116
0.8994 High Similarity NPC81247
0.8994 High Similarity NPC35627
0.8994 High Similarity NPC86144
0.8994 High Similarity NPC476573
0.8994 High Similarity NPC304659
0.8971 High Similarity NPC476575
0.8941 High Similarity NPC298979
0.8935 High Similarity NPC13504
0.8935 High Similarity NPC78222
0.8935 High Similarity NPC302527
0.8935 High Similarity NPC16805
0.8935 High Similarity NPC253043
0.8935 High Similarity NPC167546
0.8935 High Similarity NPC136508
0.8935 High Similarity NPC477563
0.8935 High Similarity NPC196447
0.8935 High Similarity NPC96603
0.8935 High Similarity NPC212794
0.8935 High Similarity NPC306843
0.8883 High Similarity NPC475754
0.8882 High Similarity NPC476432
0.8882 High Similarity NPC24264
0.8876 High Similarity NPC324144
0.8876 High Similarity NPC189470
0.8857 High Similarity NPC267408
0.883 High Similarity NPC145832
0.883 High Similarity NPC210918
0.883 High Similarity NPC306555
0.883 High Similarity NPC81218
0.883 High Similarity NPC474931
0.883 High Similarity NPC158376
0.883 High Similarity NPC117188
0.883 High Similarity NPC247389
0.883 High Similarity NPC205421
0.883 High Similarity NPC12053
0.8824 High Similarity NPC225774
0.8777 High Similarity NPC46990
0.8772 High Similarity NPC219341
0.8757 High Similarity NPC248642
0.8757 High Similarity NPC275132
0.875 High Similarity NPC126284
0.8708 High Similarity NPC156576
0.8663 High Similarity NPC56887
0.8663 High Similarity NPC223077
0.8663 High Similarity NPC193853
0.8655 High Similarity NPC1229
0.8647 High Similarity NPC27410
0.8647 High Similarity NPC166014
0.8647 High Similarity NPC477559
0.8647 High Similarity NPC160298
0.8647 High Similarity NPC266753
0.8647 High Similarity NPC306902
0.8647 High Similarity NPC232924
0.8605 High Similarity NPC209377
0.8605 High Similarity NPC24465
0.858 High Similarity NPC126519
0.858 High Similarity NPC203784
0.858 High Similarity NPC170503
0.858 High Similarity NPC329969
0.8555 High Similarity NPC13916
0.8555 High Similarity NPC264850
0.8525 High Similarity NPC24260
0.8525 High Similarity NPC478093
0.8521 High Similarity NPC325871
0.8521 High Similarity NPC99659
0.8497 Intermediate Similarity NPC276944
0.8497 Intermediate Similarity NPC238530
0.8497 Intermediate Similarity NPC232514
0.8483 Intermediate Similarity NPC148693
0.8483 Intermediate Similarity NPC118633
0.8483 Intermediate Similarity NPC294790
0.848 Intermediate Similarity NPC111485
0.8478 Intermediate Similarity NPC478091
0.8478 Intermediate Similarity NPC473589
0.8478 Intermediate Similarity NPC30182
0.8478 Intermediate Similarity NPC478092
0.8421 Intermediate Similarity NPC476572
0.8415 Intermediate Similarity NPC175890
0.8415 Intermediate Similarity NPC274661
0.8415 Intermediate Similarity NPC82457
0.8415 Intermediate Similarity NPC11296
0.8415 Intermediate Similarity NPC48490
0.8415 Intermediate Similarity NPC281581
0.8382 Intermediate Similarity NPC60186
0.8378 Intermediate Similarity NPC256124
0.8372 Intermediate Similarity NPC7393
0.837 Intermediate Similarity NPC60295
0.837 Intermediate Similarity NPC191132
0.8362 Intermediate Similarity NPC231371
0.8353 Intermediate Similarity NPC2295
0.8353 Intermediate Similarity NPC477564
0.8352 Intermediate Similarity NPC83198
0.8352 Intermediate Similarity NPC204908
0.8352 Intermediate Similarity NPC241055
0.8343 Intermediate Similarity NPC76213
0.8343 Intermediate Similarity NPC195392
0.8343 Intermediate Similarity NPC277669
0.8324 Intermediate Similarity NPC230956
0.8324 Intermediate Similarity NPC271388
0.8324 Intermediate Similarity NPC235143
0.8324 Intermediate Similarity NPC119649
0.8324 Intermediate Similarity NPC205255
0.8314 Intermediate Similarity NPC79328
0.8286 Intermediate Similarity NPC168409
0.8276 Intermediate Similarity NPC80759
0.8276 Intermediate Similarity NPC79402
0.8268 Intermediate Similarity NPC187678
0.8266 Intermediate Similarity NPC221864
0.8261 Intermediate Similarity NPC22115
0.8261 Intermediate Similarity NPC275680
0.8256 Intermediate Similarity NPC186063
0.8254 Intermediate Similarity NPC475654
0.8235 Intermediate Similarity NPC326316
0.8235 Intermediate Similarity NPC81733
0.8225 Intermediate Similarity NPC60538
0.8225 Intermediate Similarity NPC207824
0.8212 Intermediate Similarity NPC2314
0.8212 Intermediate Similarity NPC232386
0.8212 Intermediate Similarity NPC190783
0.8212 Intermediate Similarity NPC152680
0.8187 Intermediate Similarity NPC286119
0.8187 Intermediate Similarity NPC257269
0.8187 Intermediate Similarity NPC114124
0.8162 Intermediate Similarity NPC237579
0.8162 Intermediate Similarity NPC474904
0.8152 Intermediate Similarity NPC16357
0.8152 Intermediate Similarity NPC302245
0.8152 Intermediate Similarity NPC95426
0.8152 Intermediate Similarity NPC9867
0.815 Intermediate Similarity NPC29647
0.8142 Intermediate Similarity NPC279228
0.8142 Intermediate Similarity NPC15414
0.8142 Intermediate Similarity NPC42663
0.8142 Intermediate Similarity NPC49075
0.8142 Intermediate Similarity NPC90998
0.8142 Intermediate Similarity NPC271013
0.8142 Intermediate Similarity NPC328155
0.8142 Intermediate Similarity NPC7715
0.8142 Intermediate Similarity NPC229373
0.8142 Intermediate Similarity NPC104196
0.8142 Intermediate Similarity NPC239824
0.8142 Intermediate Similarity NPC54654
0.8142 Intermediate Similarity NPC73492
0.8142 Intermediate Similarity NPC8836
0.8142 Intermediate Similarity NPC222661
0.8142 Intermediate Similarity NPC290005
0.8142 Intermediate Similarity NPC251735
0.8142 Intermediate Similarity NPC217748
0.8142 Intermediate Similarity NPC185639
0.8142 Intermediate Similarity NPC182052
0.8142 Intermediate Similarity NPC258657
0.8142 Intermediate Similarity NPC311973
0.8142 Intermediate Similarity NPC299990
0.8142 Intermediate Similarity NPC290582
0.8142 Intermediate Similarity NPC30779
0.8142 Intermediate Similarity NPC285931
0.8142 Intermediate Similarity NPC181796
0.8142 Intermediate Similarity NPC223690
0.8136 Intermediate Similarity NPC68328

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC186546 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
0.8142 Intermediate Similarity NPD8053 Approved
0.8142 Intermediate Similarity NPD8054 Approved
0.8132 Intermediate Similarity NPD8453 Clinical (unspecified phase)
0.8071 Intermediate Similarity NPD7827 Phase 1
0.8011 Intermediate Similarity NPD7906 Approved
0.7944 Intermediate Similarity NPD27 Approved
0.7944 Intermediate Similarity NPD2489 Approved
0.7943 Intermediate Similarity NPD2978 Approved
0.7943 Intermediate Similarity NPD2977 Approved
0.7941 Intermediate Similarity NPD2420 Approved
0.7941 Intermediate Similarity NPD2421 Approved
0.7933 Intermediate Similarity NPD3051 Approved
0.7892 Intermediate Similarity NPD4577 Approved
0.7892 Intermediate Similarity NPD4578 Approved
0.7889 Intermediate Similarity NPD2969 Approved
0.7889 Intermediate Similarity NPD2970 Approved
0.7882 Intermediate Similarity NPD2422 Clinical (unspecified phase)
0.7882 Intermediate Similarity NPD3845 Phase 1
0.7861 Intermediate Similarity NPD4663 Approved
0.7796 Intermediate Similarity NPD7313 Approved
0.7796 Intermediate Similarity NPD7312 Approved
0.7796 Intermediate Similarity NPD7310 Approved
0.7796 Intermediate Similarity NPD7311 Approved
0.776 Intermediate Similarity NPD8099 Discontinued
0.776 Intermediate Similarity NPD8252 Approved
0.776 Intermediate Similarity NPD8251 Approved
0.7754 Intermediate Similarity NPD7309 Approved
0.7732 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7717 Intermediate Similarity NPD8156 Discontinued
0.7688 Intermediate Similarity NPD4584 Approved
0.7684 Intermediate Similarity NPD7298 Approved
0.766 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD4581 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD6788 Approved
0.7647 Intermediate Similarity NPD4664 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD6723 Discontinued
0.7586 Intermediate Similarity NPD1424 Approved
0.7554 Intermediate Similarity NPD4481 Phase 3
0.7554 Intermediate Similarity NPD2898 Approved
0.75 Intermediate Similarity NPD6031 Approved
0.75 Intermediate Similarity NPD6030 Approved
0.75 Intermediate Similarity NPD4727 Phase 1
0.7475 Intermediate Similarity NPD2493 Approved
0.7475 Intermediate Similarity NPD3452 Approved
0.7475 Intermediate Similarity NPD2494 Approved
0.7475 Intermediate Similarity NPD3450 Approved
0.7461 Intermediate Similarity NPD2488 Approved
0.7461 Intermediate Similarity NPD2490 Approved
0.7446 Intermediate Similarity NPD4010 Discontinued
0.7427 Intermediate Similarity NPD1632 Clinical (unspecified phase)
0.7418 Intermediate Similarity NPD4055 Discovery
0.7414 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD4582 Approved
0.7363 Intermediate Similarity NPD4583 Approved
0.7354 Intermediate Similarity NPD8153 Approved
0.7354 Intermediate Similarity NPD8152 Approved
0.7351 Intermediate Similarity NPD6071 Discontinued
0.735 Intermediate Similarity NPD5005 Approved
0.735 Intermediate Similarity NPD5006 Approved
0.7348 Intermediate Similarity NPD4585 Approved
0.7348 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD7201 Clinical (unspecified phase)
0.7322 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7322 Intermediate Similarity NPD7831 Phase 2
0.7322 Intermediate Similarity NPD7833 Phase 2
0.7314 Intermediate Similarity NPD5241 Discontinued
0.7313 Intermediate Similarity NPD4002 Approved
0.7313 Intermediate Similarity NPD4004 Approved
0.7308 Intermediate Similarity NPD2560 Approved
0.7308 Intermediate Similarity NPD2563 Approved
0.7299 Intermediate Similarity NPD3060 Approved
0.7293 Intermediate Similarity NPD3384 Approved
0.7293 Intermediate Similarity NPD3382 Approved
0.7293 Intermediate Similarity NPD3383 Approved
0.7278 Intermediate Similarity NPD554 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD2974 Approved
0.7273 Intermediate Similarity NPD2975 Approved
0.7273 Intermediate Similarity NPD2973 Approved
0.7263 Intermediate Similarity NPD6297 Approved
0.7254 Intermediate Similarity NPD5087 Clinical (unspecified phase)
0.7243 Intermediate Similarity NPD4666 Phase 3
0.724 Intermediate Similarity NPD3534 Clinical (unspecified phase)
0.7236 Intermediate Similarity NPD4420 Approved
0.7222 Intermediate Similarity NPD4005 Discontinued
0.7222 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD5976 Discontinued
0.7192 Intermediate Similarity NPD4040 Phase 1
0.7189 Intermediate Similarity NPD5709 Phase 3
0.7177 Intermediate Similarity NPD7047 Phase 3
0.7175 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD4580 Approved
0.7158 Intermediate Similarity NPD42 Phase 2
0.7158 Intermediate Similarity NPD6042 Phase 2
0.7151 Intermediate Similarity NPD3647 Clinical (unspecified phase)
0.715 Intermediate Similarity NPD2971 Approved
0.715 Intermediate Similarity NPD2968 Approved
0.7143 Intermediate Similarity NPD4772 Phase 2
0.7143 Intermediate Similarity NPD4773 Phase 2
0.7136 Intermediate Similarity NPD6997 Phase 2
0.7127 Intermediate Similarity NPD4017 Approved
0.7119 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD6853 Approved
0.7113 Intermediate Similarity NPD6851 Approved
0.7112 Intermediate Similarity NPD6107 Approved
0.7097 Intermediate Similarity NPD6234 Discontinued
0.7095 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD4859 Phase 1
0.7086 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7074 Intermediate Similarity NPD4166 Phase 2
0.7068 Intermediate Similarity NPD4873 Discontinued
0.705 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD5604 Discontinued
0.7043 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD8095 Phase 1
0.7022 Intermediate Similarity NPD5160 Discontinued
0.7017 Intermediate Similarity NPD3641 Approved
0.7017 Intermediate Similarity NPD3640 Phase 3
0.7017 Intermediate Similarity NPD3639 Approved
0.7016 Intermediate Similarity NPD7228 Approved
0.7011 Intermediate Similarity NPD37 Approved
0.7 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.6983 Remote Similarity NPD7124 Phase 2
0.6944 Remote Similarity NPD7598 Phase 2
0.6943 Remote Similarity NPD7479 Phase 2
0.6936 Remote Similarity NPD3109 Approved
0.6936 Remote Similarity NPD3110 Approved
0.693 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6923 Remote Similarity NPD3055 Approved
0.6923 Remote Similarity NPD3053 Approved
0.6923 Remote Similarity NPD7549 Discontinued
0.691 Remote Similarity NPD5177 Phase 3
0.691 Remote Similarity NPD4162 Approved
0.6907 Remote Similarity NPD6996 Clinical (unspecified phase)
0.6906 Remote Similarity NPD7447 Phase 1
0.6898 Remote Similarity NPD4967 Phase 2
0.6898 Remote Similarity NPD4965 Approved
0.6898 Remote Similarity NPD4966 Approved
0.6888 Remote Similarity NPD7281 Phase 3
0.6888 Remote Similarity NPD7280 Phase 3
0.6878 Remote Similarity NPD5677 Discontinued
0.6875 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6868 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6866 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6865 Remote Similarity NPD6072 Discontinued
0.6865 Remote Similarity NPD5089 Approved
0.6865 Remote Similarity NPD5090 Approved
0.686 Remote Similarity NPD2669 Clinical (unspecified phase)
0.6857 Remote Similarity NPD817 Approved
0.6857 Remote Similarity NPD2568 Approved
0.6857 Remote Similarity NPD823 Approved
0.6854 Remote Similarity NPD4257 Approved
0.6854 Remote Similarity NPD4256 Phase 2
0.6852 Remote Similarity NPD7907 Approved
0.6851 Remote Similarity NPD7212 Phase 2
0.6851 Remote Similarity NPD7213 Phase 3
0.6848 Remote Similarity NPD6523 Clinical (unspecified phase)
0.6847 Remote Similarity NPD7922 Phase 1
0.6845 Remote Similarity NPD2491 Approved
0.6845 Remote Similarity NPD3448 Approved
0.6845 Remote Similarity NPD3057 Approved
0.6837 Remote Similarity NPD8318 Clinical (unspecified phase)
0.6834 Remote Similarity NPD6841 Approved
0.6834 Remote Similarity NPD6842 Approved
0.6834 Remote Similarity NPD7243 Clinical (unspecified phase)
0.6834 Remote Similarity NPD6843 Phase 3
0.6833 Remote Similarity NPD2677 Approved
0.6829 Remote Similarity NPD6612 Phase 2
0.6821 Remote Similarity NPD2028 Clinical (unspecified phase)
0.6816 Remote Similarity NPD6674 Discontinued
0.6813 Remote Similarity NPD3645 Discontinued
0.6811 Remote Similarity NPD4675 Approved
0.6811 Remote Similarity NPD4678 Approved
0.68 Remote Similarity NPD3408 Clinical (unspecified phase)
0.6798 Remote Similarity NPD5582 Discontinued
0.6794 Remote Similarity NPD7584 Approved
0.6788 Remote Similarity NPD5602 Clinical (unspecified phase)
0.6784 Remote Similarity NPD3857 Clinical (unspecified phase)
0.6782 Remote Similarity NPD2674 Phase 3
0.678 Remote Similarity NPD4108 Discontinued
0.6778 Remote Similarity NPD5754 Discontinued
0.6778 Remote Similarity NPD3977 Clinical (unspecified phase)
0.6776 Remote Similarity NPD6090 Discontinued
0.6771 Remote Similarity NPD6625 Approved
0.6771 Remote Similarity NPD4083 Discontinued
0.6763 Remote Similarity NPD3027 Phase 3
0.6763 Remote Similarity NPD3516 Approved
0.6763 Remote Similarity NPD2972 Approved
0.6763 Remote Similarity NPD3515 Approved
0.6763 Remote Similarity NPD5156 Approved
0.6763 Remote Similarity NPD3533 Approved
0.6763 Remote Similarity NPD5155 Approved
0.6759 Remote Similarity NPD4111 Phase 1
0.6759 Remote Similarity NPD4665 Approved
0.6754 Remote Similarity NPD7802 Discontinued
0.675 Remote Similarity NPD3349 Phase 2
0.6748 Remote Similarity NPD5457 Discontinued
0.6744 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6743 Remote Similarity NPD3061 Approved
0.6743 Remote Similarity NPD3059 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data