Structure

Physi-Chem Properties

Molecular Weight:  790.28
Volume:  760.832
LogP:  3.489
LogD:  2.326
LogS:  -4.809
# Rotatable Bonds:  4
TPSA:  212.17
# H-Bond Aceptor:  15
# H-Bond Donor:  1
# Rings:  9
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.184
Synthetic Accessibility Score:  5.344
Fsp3:  0.667
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.219
MDCK Permeability:  0.00013781282177660614
Pgp-inhibitor:  1.0
Pgp-substrate:  0.14
Human Intestinal Absorption (HIA):  0.032
20% Bioavailability (F20%):  0.937
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.212
Plasma Protein Binding (PPB):  66.01966857910156%
Volume Distribution (VD):  0.379
Pgp-substrate:  14.66103744506836%

ADMET: Metabolism

CYP1A2-inhibitor:  0.029
CYP1A2-substrate:  0.451
CYP2C19-inhibitor:  0.657
CYP2C19-substrate:  0.122
CYP2C9-inhibitor:  0.868
CYP2C9-substrate:  0.006
CYP2D6-inhibitor:  0.014
CYP2D6-substrate:  0.024
CYP3A4-inhibitor:  0.889
CYP3A4-substrate:  0.617

ADMET: Excretion

Clearance (CL):  7.906
Half-life (T1/2):  0.025

ADMET: Toxicity

hERG Blockers:  0.312
Human Hepatotoxicity (H-HT):  0.186
Drug-inuced Liver Injury (DILI):  0.694
AMES Toxicity:  0.037
Rat Oral Acute Toxicity:  0.154
Maximum Recommended Daily Dose:  0.964
Skin Sensitization:  0.632
Carcinogencity:  0.085
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.898

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

  Natural Product: NPC58029

Natural Product ID:  NPC58029
Common Name*:   Sarcandrolide C
IUPAC Name:   n.a.
Synonyms:   2''-O-Acetylshizukaol G
Standard InCHIKey:  ADJGXPUZMBQGOG-IYEHQSOQSA-N
Standard InCHI:  InChI=1S/C42H46O15/c1-16-7-8-53-38(50)26(56-18(3)43)13-29(44)54-14-21-23-12-27-39(4,24-11-25(24)41(27,51)15-55-35(16)47)28-10-20-19-9-22(19)40(5)31(20)32(42(23,28)57-37(21)49)30(33(45)34(40)46)17(2)36(48)52-6/h7,19,22,24-28,32,34,46,51H,8-15H2,1-6H3/b16-7+,30-17-/t19-,22-,24-,25+,26+,27-,28+,32+,34+,39+,40+,41+,42+/m1/s1
SMILES:  COC(=O)/C(=C/1C(=O)[C@H](O)[C@@]2(C3=C(C[C@@H]4[C@@]5([C@@H]13)OC(=O)C1=C5C[C@@H]3[C@]4(C)[C@@H]4C[C@@H]4[C@@]3(O)COC(=O)/C(=C/COC(=O)[C@H](CC(=O)OC1)OC(=O)C)/C)[C@@H]1[C@H]2C1)C)/C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1077073
PubChem CID:   44627382
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO29221 Sarcandra glabra Species Chloranthaceae Eukaryota Whole plant n.a. n.a. PMID[16643038]
NPO29221 Sarcandra glabra Species Chloranthaceae Eukaryota n.a. n.a. n.a. PMID[20038159]
NPO29221 Sarcandra glabra Species Chloranthaceae Eukaryota aerial part n.a. n.a. PMID[25442304]
NPO29221 Sarcandra glabra Species Chloranthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29221 Sarcandra glabra Species Chloranthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29221 Sarcandra glabra Species Chloranthaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29221 Sarcandra glabra Species Chloranthaceae 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
NPT116 Cell Line HL-60 Homo sapiens IC50 = 8500.0 nM PMID[489846]
NPT81 Cell Line A549 Homo sapiens IC50 = 4700.0 nM PMID[489846]

☑ 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 NPC58029 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
0.9917 High Similarity NPC34963
0.9836 High Similarity NPC469673
0.9835 High Similarity NPC279478
0.9835 High Similarity NPC241935
0.9756 High Similarity NPC476823
0.9752 High Similarity NPC35109
0.9672 High Similarity NPC220757
0.9672 High Similarity NPC196921
0.9504 High Similarity NPC15095
0.8934 High Similarity NPC17938
0.8906 High Similarity NPC469674
0.8864 High Similarity NPC25887
0.8797 High Similarity NPC470426
0.8788 High Similarity NPC476825
0.8615 High Similarity NPC470427
0.8615 High Similarity NPC24599
0.8615 High Similarity NPC476097
0.8615 High Similarity NPC327664
0.855 High Similarity NPC60150
0.855 High Similarity NPC192334
0.8538 High Similarity NPC476824
0.8527 High Similarity NPC231529
0.8504 High Similarity NPC8374
0.8492 Intermediate Similarity NPC23786
0.8492 Intermediate Similarity NPC470265
0.8438 Intermediate Similarity NPC63186
0.8425 Intermediate Similarity NPC120724
0.8413 Intermediate Similarity NPC67569
0.8387 Intermediate Similarity NPC239273
0.8385 Intermediate Similarity NPC471407
0.8385 Intermediate Similarity NPC134902
0.8385 Intermediate Similarity NPC470880
0.8372 Intermediate Similarity NPC473253
0.8372 Intermediate Similarity NPC473265
0.8372 Intermediate Similarity NPC470882
0.8372 Intermediate Similarity NPC287423
0.8361 Intermediate Similarity NPC470063
0.8346 Intermediate Similarity NPC153700
0.8346 Intermediate Similarity NPC269642
0.8346 Intermediate Similarity NPC88326
0.8333 Intermediate Similarity NPC474370
0.8321 Intermediate Similarity NPC254823
0.832 Intermediate Similarity NPC257457
0.832 Intermediate Similarity NPC118638
0.832 Intermediate Similarity NPC311554
0.8308 Intermediate Similarity NPC236999
0.8308 Intermediate Similarity NPC311534
0.8306 Intermediate Similarity NPC270958
0.8295 Intermediate Similarity NPC473635
0.8293 Intermediate Similarity NPC202889
0.8281 Intermediate Similarity NPC129992
0.8281 Intermediate Similarity NPC469789
0.8271 Intermediate Similarity NPC471234
0.8258 Intermediate Similarity NPC471855
0.8254 Intermediate Similarity NPC264954
0.8231 Intermediate Similarity NPC42399
0.8217 Intermediate Similarity NPC473255
0.8217 Intermediate Similarity NPC8369
0.8211 Intermediate Similarity NPC317687
0.8203 Intermediate Similarity NPC222688
0.8203 Intermediate Similarity NPC162009
0.8203 Intermediate Similarity NPC257017
0.8197 Intermediate Similarity NPC475563
0.8197 Intermediate Similarity NPC475134
0.8197 Intermediate Similarity NPC179642
0.8195 Intermediate Similarity NPC88668
0.8189 Intermediate Similarity NPC472004
0.8175 Intermediate Similarity NPC709
0.8175 Intermediate Similarity NPC50774
0.8175 Intermediate Similarity NPC475401
0.8175 Intermediate Similarity NPC475372
0.816 Intermediate Similarity NPC148458
0.8154 Intermediate Similarity NPC293112
0.8145 Intermediate Similarity NPC52634
0.8145 Intermediate Similarity NPC159333
0.814 Intermediate Similarity NPC473979
0.814 Intermediate Similarity NPC472399
0.814 Intermediate Similarity NPC11895
0.813 Intermediate Similarity NPC317107
0.813 Intermediate Similarity NPC475668
0.813 Intermediate Similarity NPC473921
0.813 Intermediate Similarity NPC475480
0.8125 Intermediate Similarity NPC46570
0.8125 Intermediate Similarity NPC472000
0.8125 Intermediate Similarity NPC52839
0.8125 Intermediate Similarity NPC471999
0.812 Intermediate Similarity NPC231240
0.812 Intermediate Similarity NPC476193
0.811 Intermediate Similarity NPC477092
0.811 Intermediate Similarity NPC475041
0.811 Intermediate Similarity NPC312536
0.811 Intermediate Similarity NPC472933
0.8106 Intermediate Similarity NPC473593
0.8106 Intermediate Similarity NPC476966
0.8095 Intermediate Similarity NPC470493
0.8095 Intermediate Similarity NPC471854
0.8095 Intermediate Similarity NPC286528
0.8095 Intermediate Similarity NPC183580
0.8095 Intermediate Similarity NPC20302
0.8095 Intermediate Similarity NPC470492
0.8095 Intermediate Similarity NPC140055
0.8095 Intermediate Similarity NPC167606
0.8095 Intermediate Similarity NPC473656
0.8095 Intermediate Similarity NPC312824
0.8095 Intermediate Similarity NPC475305
0.8095 Intermediate Similarity NPC284068
0.8095 Intermediate Similarity NPC243065
0.8095 Intermediate Similarity NPC475323
0.8092 Intermediate Similarity NPC298841
0.808 Intermediate Similarity NPC178289
0.8077 Intermediate Similarity NPC172154
0.8077 Intermediate Similarity NPC81736
0.8077 Intermediate Similarity NPC469790
0.8077 Intermediate Similarity NPC226049
0.8077 Intermediate Similarity NPC470922
0.8077 Intermediate Similarity NPC24651
0.8065 Intermediate Similarity NPC170487
0.8065 Intermediate Similarity NPC100267
0.8065 Intermediate Similarity NPC280782
0.8065 Intermediate Similarity NPC475524
0.8065 Intermediate Similarity NPC71348
0.8062 Intermediate Similarity NPC170538
0.8062 Intermediate Similarity NPC19464
0.8062 Intermediate Similarity NPC107493
0.806 Intermediate Similarity NPC316915
0.8047 Intermediate Similarity NPC157252
0.8047 Intermediate Similarity NPC145182
0.8047 Intermediate Similarity NPC471128
0.8047 Intermediate Similarity NPC109973
0.8047 Intermediate Similarity NPC471126
0.8045 Intermediate Similarity NPC173347
0.8031 Intermediate Similarity NPC186525
0.803 Intermediate Similarity NPC473620
0.8016 Intermediate Similarity NPC266728
0.8016 Intermediate Similarity NPC470075
0.8016 Intermediate Similarity NPC49492
0.8015 Intermediate Similarity NPC222307
0.8015 Intermediate Similarity NPC174367
0.8015 Intermediate Similarity NPC47113
0.8 Intermediate Similarity NPC105926
0.8 Intermediate Similarity NPC472926
0.8 Intermediate Similarity NPC473802
0.8 Intermediate Similarity NPC250109
0.8 Intermediate Similarity NPC18945
0.8 Intermediate Similarity NPC962
0.8 Intermediate Similarity NPC474937
0.8 Intermediate Similarity NPC91693
0.8 Intermediate Similarity NPC67251
0.8 Intermediate Similarity NPC477126
0.8 Intermediate Similarity NPC84865
0.8 Intermediate Similarity NPC265557
0.7984 Intermediate Similarity NPC214797
0.7984 Intermediate Similarity NPC470921
0.7984 Intermediate Similarity NPC231589
0.7984 Intermediate Similarity NPC470281
0.7984 Intermediate Similarity NPC472401
0.7984 Intermediate Similarity NPC118860
0.7984 Intermediate Similarity NPC472001
0.797 Intermediate Similarity NPC221414
0.7969 Intermediate Similarity NPC5292
0.7969 Intermediate Similarity NPC5989
0.7969 Intermediate Similarity NPC255081
0.7969 Intermediate Similarity NPC475520
0.7969 Intermediate Similarity NPC471108
0.7969 Intermediate Similarity NPC469380
0.7969 Intermediate Similarity NPC22628
0.7969 Intermediate Similarity NPC61520
0.7969 Intermediate Similarity NPC19028
0.7969 Intermediate Similarity NPC473203
0.7969 Intermediate Similarity NPC9674
0.7969 Intermediate Similarity NPC275696
0.7969 Intermediate Similarity NPC5991
0.7967 Intermediate Similarity NPC472216
0.7967 Intermediate Similarity NPC5475
0.7967 Intermediate Similarity NPC173905
0.7967 Intermediate Similarity NPC284828
0.7967 Intermediate Similarity NPC87335
0.7955 Intermediate Similarity NPC471357
0.7955 Intermediate Similarity NPC117702
0.7955 Intermediate Similarity NPC146456
0.7955 Intermediate Similarity NPC469757
0.7953 Intermediate Similarity NPC472934
0.7953 Intermediate Similarity NPC472927
0.7943 Intermediate Similarity NPC48813
0.7943 Intermediate Similarity NPC194854
0.7941 Intermediate Similarity NPC171619
0.7939 Intermediate Similarity NPC3381
0.7939 Intermediate Similarity NPC476729
0.7939 Intermediate Similarity NPC473709
0.7939 Intermediate Similarity NPC473919
0.7939 Intermediate Similarity NPC145238
0.7937 Intermediate Similarity NPC474872
0.7937 Intermediate Similarity NPC67259
0.7937 Intermediate Similarity NPC147912
0.7923 Intermediate Similarity NPC312833
0.792 Intermediate Similarity NPC101825
0.792 Intermediate Similarity NPC215643
0.792 Intermediate Similarity NPC269530
0.792 Intermediate Similarity NPC151216
0.792 Intermediate Similarity NPC170212

  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 NPC58029 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
0.8189 Intermediate Similarity NPD6319 Approved
0.8095 Intermediate Similarity NPD7115 Discovery
0.8065 Intermediate Similarity NPD8297 Approved
0.7984 Intermediate Similarity NPD6650 Approved
0.7984 Intermediate Similarity NPD6649 Approved
0.7967 Intermediate Similarity NPD6372 Approved
0.7967 Intermediate Similarity NPD6373 Approved
0.7955 Intermediate Similarity NPD7078 Approved
0.7939 Intermediate Similarity NPD7492 Approved
0.7907 Intermediate Similarity NPD6054 Approved
0.7895 Intermediate Similarity NPD7736 Approved
0.7879 Intermediate Similarity NPD6616 Approved
0.7836 Intermediate Similarity NPD7319 Approved
0.782 Intermediate Similarity NPD8293 Discontinued
0.7786 Intermediate Similarity NPD6370 Approved
0.7769 Intermediate Similarity NPD6059 Approved
0.7744 Intermediate Similarity NPD7507 Approved
0.7742 Intermediate Similarity NPD7320 Approved
0.7742 Intermediate Similarity NPD6899 Approved
0.7742 Intermediate Similarity NPD6881 Approved
0.7727 Intermediate Similarity NPD7604 Phase 2
0.7724 Intermediate Similarity NPD7128 Approved
0.7724 Intermediate Similarity NPD6402 Approved
0.7724 Intermediate Similarity NPD5739 Approved
0.7724 Intermediate Similarity NPD6675 Approved
0.7717 Intermediate Similarity NPD4632 Approved
0.771 Intermediate Similarity NPD6015 Approved
0.771 Intermediate Similarity NPD6016 Approved
0.7698 Intermediate Similarity NPD8130 Phase 1
0.7661 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD5697 Approved
0.7652 Intermediate Similarity NPD5988 Approved
0.7638 Intermediate Similarity NPD6882 Approved
0.7619 Intermediate Similarity NPD7290 Approved
0.7619 Intermediate Similarity NPD6883 Approved
0.7619 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD7102 Approved
0.7619 Intermediate Similarity NPD6371 Approved
0.7576 Intermediate Similarity NPD8033 Approved
0.7559 Intermediate Similarity NPD6869 Approved
0.7559 Intermediate Similarity NPD6617 Approved
0.7559 Intermediate Similarity NPD6847 Approved
0.754 Intermediate Similarity NPD6014 Approved
0.754 Intermediate Similarity NPD6012 Approved
0.754 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.754 Intermediate Similarity NPD6013 Approved
0.7538 Intermediate Similarity NPD6009 Approved
0.752 Intermediate Similarity NPD5701 Approved
0.75 Intermediate Similarity NPD8294 Approved
0.75 Intermediate Similarity NPD8377 Approved
0.7481 Intermediate Similarity NPD7328 Approved
0.7481 Intermediate Similarity NPD7327 Approved
0.748 Intermediate Similarity NPD4634 Approved
0.746 Intermediate Similarity NPD6011 Approved
0.7444 Intermediate Similarity NPD5983 Phase 2
0.7444 Intermediate Similarity NPD8378 Approved
0.7444 Intermediate Similarity NPD8296 Approved
0.7444 Intermediate Similarity NPD8380 Approved
0.7444 Intermediate Similarity NPD8379 Approved
0.7444 Intermediate Similarity NPD8335 Approved
0.744 Intermediate Similarity NPD6008 Approved
0.7438 Intermediate Similarity NPD6084 Phase 2
0.7438 Intermediate Similarity NPD6083 Phase 2
0.7424 Intermediate Similarity NPD7516 Approved
0.7381 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD7638 Approved
0.7353 Intermediate Similarity NPD6336 Discontinued
0.7333 Intermediate Similarity NPD8328 Phase 3
0.7323 Intermediate Similarity NPD6686 Approved
0.7317 Intermediate Similarity NPD7639 Approved
0.7317 Intermediate Similarity NPD7640 Approved
0.7287 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD6033 Approved
0.7236 Intermediate Similarity NPD5696 Approved
0.7236 Intermediate Similarity NPD4225 Approved
0.72 Intermediate Similarity NPD5211 Phase 2
0.7197 Intermediate Similarity NPD6274 Approved
0.7188 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7185 Intermediate Similarity NPD7503 Approved
0.7177 Intermediate Similarity NPD4696 Approved
0.7177 Intermediate Similarity NPD5286 Approved
0.7177 Intermediate Similarity NPD5285 Approved
0.7164 Intermediate Similarity NPD7100 Approved
0.7164 Intermediate Similarity NPD7101 Approved
0.7154 Intermediate Similarity NPD4755 Approved
0.7131 Intermediate Similarity NPD5695 Phase 3
0.7131 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD6412 Phase 2
0.7107 Intermediate Similarity NPD6399 Phase 3
0.7099 Intermediate Similarity NPD6053 Discontinued
0.709 Intermediate Similarity NPD6335 Approved
0.7087 Intermediate Similarity NPD5141 Approved
0.7063 Intermediate Similarity NPD5226 Approved
0.7063 Intermediate Similarity NPD5224 Approved
0.7063 Intermediate Similarity NPD5225 Approved
0.7063 Intermediate Similarity NPD4633 Approved
0.7049 Intermediate Similarity NPD6001 Approved
0.704 Intermediate Similarity NPD4700 Approved
0.7025 Intermediate Similarity NPD5693 Phase 1
0.7015 Intermediate Similarity NPD6317 Approved
0.7015 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD5175 Approved
0.7008 Intermediate Similarity NPD5174 Approved
0.6984 Remote Similarity NPD5223 Approved
0.6963 Remote Similarity NPD6313 Approved
0.6963 Remote Similarity NPD6314 Approved
0.6934 Remote Similarity NPD6909 Approved
0.6934 Remote Similarity NPD6908 Approved
0.6934 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4729 Approved
0.6923 Remote Similarity NPD4730 Approved
0.6917 Remote Similarity NPD8133 Approved
0.6901 Remote Similarity NPD5956 Approved
0.6899 Remote Similarity NPD4767 Approved
0.6899 Remote Similarity NPD4768 Approved
0.688 Remote Similarity NPD7902 Approved
0.687 Remote Similarity NPD8132 Clinical (unspecified phase)
0.686 Remote Similarity NPD4753 Phase 2
0.686 Remote Similarity NPD6904 Approved
0.686 Remote Similarity NPD6673 Approved
0.686 Remote Similarity NPD6080 Approved
0.6855 Remote Similarity NPD5210 Approved
0.6855 Remote Similarity NPD4629 Approved
0.6829 Remote Similarity NPD4202 Approved
0.6818 Remote Similarity NPD5251 Approved
0.6818 Remote Similarity NPD5248 Approved
0.6818 Remote Similarity NPD5249 Phase 3
0.6818 Remote Similarity NPD5250 Approved
0.6818 Remote Similarity NPD5247 Approved
0.6803 Remote Similarity NPD6333 Approved
0.6803 Remote Similarity NPD6334 Approved
0.68 Remote Similarity NPD4697 Phase 3
0.6797 Remote Similarity NPD7632 Discontinued
0.6794 Remote Similarity NPD5128 Approved
0.6777 Remote Similarity NPD6672 Approved
0.6777 Remote Similarity NPD5737 Approved
0.6744 Remote Similarity NPD4754 Approved
0.6736 Remote Similarity NPD7260 Phase 2
0.6719 Remote Similarity NPD5344 Discontinued
0.6691 Remote Similarity NPD8517 Approved
0.6691 Remote Similarity NPD8515 Approved
0.6691 Remote Similarity NPD8516 Approved
0.6691 Remote Similarity NPD6921 Approved
0.6691 Remote Similarity NPD6868 Approved
0.6691 Remote Similarity NPD8513 Phase 3
0.6667 Remote Similarity NPD6698 Approved
0.6667 Remote Similarity NPD46 Approved
0.6667 Remote Similarity NPD4522 Approved
0.6667 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5222 Approved
0.6667 Remote Similarity NPD5785 Approved
0.6667 Remote Similarity NPD5221 Approved
0.6647 Remote Similarity NPD7799 Discontinued
0.6642 Remote Similarity NPD5215 Approved
0.6642 Remote Similarity NPD5216 Approved
0.6642 Remote Similarity NPD5217 Approved
0.664 Remote Similarity NPD7901 Clinical (unspecified phase)
0.664 Remote Similarity NPD7748 Approved
0.664 Remote Similarity NPD7900 Approved
0.6639 Remote Similarity NPD6903 Approved
0.6614 Remote Similarity NPD5173 Approved
0.6613 Remote Similarity NPD6079 Approved
0.6613 Remote Similarity NPD6050 Approved
0.6613 Remote Similarity NPD8035 Phase 2
0.6613 Remote Similarity NPD8034 Phase 2
0.6612 Remote Similarity NPD6409 Approved
0.6612 Remote Similarity NPD5330 Approved
0.6612 Remote Similarity NPD6098 Approved
0.6612 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6612 Remote Similarity NPD6684 Approved
0.6612 Remote Similarity NPD7146 Approved
0.6612 Remote Similarity NPD3618 Phase 1
0.6612 Remote Similarity NPD7334 Approved
0.6612 Remote Similarity NPD7521 Approved
0.6596 Remote Similarity NPD6067 Discontinued
0.6585 Remote Similarity NPD5328 Approved
0.6575 Remote Similarity NPD6845 Suspended
0.6567 Remote Similarity NPD5169 Approved
0.6567 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6567 Remote Similarity NPD5135 Approved
0.6532 Remote Similarity NPD5692 Phase 3
0.6529 Remote Similarity NPD5329 Approved
0.6519 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6519 Remote Similarity NPD5127 Approved
0.6508 Remote Similarity NPD5282 Discontinued
0.6504 Remote Similarity NPD7513 Clinical (unspecified phase)
0.648 Remote Similarity NPD5281 Approved
0.648 Remote Similarity NPD5284 Approved
0.648 Remote Similarity NPD7515 Phase 2
0.648 Remote Similarity NPD5694 Approved
0.6474 Remote Similarity NPD7236 Approved
0.6462 Remote Similarity NPD1700 Approved
0.6458 Remote Similarity NPD8074 Phase 3
0.6457 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6446 Remote Similarity NPD4197 Approved
0.6446 Remote Similarity NPD4786 Approved
0.6446 Remote Similarity NPD3133 Approved
0.6446 Remote Similarity NPD3665 Phase 1
0.6446 Remote Similarity NPD3666 Approved
0.64 Remote Similarity NPD7838 Discovery

  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