Structure

Physi-Chem Properties

Molecular Weight:  426.39
Volume:  490.807
LogP:  8.359
LogD:  6.028
LogS:  -6.836
# Rotatable Bonds:  4
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.449
Synthetic Accessibility Score:  5.378
Fsp3:  0.933
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.956
MDCK Permeability:  1.1060131328122225e-05
Pgp-inhibitor:  0.009
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.992
30% Bioavailability (F30%):  0.984

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.054
Plasma Protein Binding (PPB):  95.49859619140625%
Volume Distribution (VD):  1.376
Pgp-substrate:  1.4784389734268188%

ADMET: Metabolism

CYP1A2-inhibitor:  0.035
CYP1A2-substrate:  0.227
CYP2C19-inhibitor:  0.083
CYP2C19-substrate:  0.948
CYP2C9-inhibitor:  0.163
CYP2C9-substrate:  0.245
CYP2D6-inhibitor:  0.151
CYP2D6-substrate:  0.301
CYP3A4-inhibitor:  0.55
CYP3A4-substrate:  0.448

ADMET: Excretion

Clearance (CL):  13.469
Half-life (T1/2):  0.022

ADMET: Toxicity

hERG Blockers:  0.596
Human Hepatotoxicity (H-HT):  0.406
Drug-inuced Liver Injury (DILI):  0.011
AMES Toxicity:  0.003
Rat Oral Acute Toxicity:  0.315
Maximum Recommended Daily Dose:  0.934
Skin Sensitization:  0.941
Carcinogencity:  0.049
Eye Corrosion:  0.022
Eye Irritation:  0.553
Respiratory Toxicity:  0.906

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Similar NPs/Drugs  

  Natural Product: NPC65897

Natural Product ID:  NPC65897
Common Name*:   ONQRKEUAIJMULO-COENLIPYSA-N
IUPAC Name:   n.a.
Synonyms:   24-Dehydrocycloartenol
Standard InCHIKey:  ONQRKEUAIJMULO-COENLIPYSA-N
Standard InCHI:  InChI=1S/C30H50O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h9,21-25,31H,8,10-19H2,1-7H3/t21-,22-,23+,24+,25+,27-,28+,29?,30?/m1/s1
SMILES:  CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CCC13[C@H]2CC[C@@H]2C3(C1)CC[C@@H](C2(C)C)O)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL393145
PubChem CID:   44434254
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0002321] Cycloartanols and derivatives

*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
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[12932131]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. fruit n.a. PMID[16417304]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota roots n.a. n.a. PMID[16792421]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. branch n.a. PMID[17202693]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[20460582]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. whole plant n.a. PMID[21534540]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota whole plants Panshi, Jilin Province, China 2009-JUN PMID[21534540]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota roots n.a. n.a. PMID[24660966]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[25172746]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[25453801]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[26702644]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota Roots n.a. n.a. PMID[28383891]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota Roots n.a. n.a. PMID[29148766]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[31184480]
NPO26277 Euphorbia hirta Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[32141299]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[8910532]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Resin, Exudate, Sap n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26277 Euphorbia hirta Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19048 Pinellia ternata Species Araceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26277 Euphorbia hirta Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19048 Pinellia ternata Species Araceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19048 Pinellia ternata Species Araceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26277 Euphorbia hirta Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19048 Pinellia ternata Species Araceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19048 Pinellia ternata Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26277 Euphorbia hirta Species Euphorbiaceae 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
NPT3584 Individual Protein S-adenosyl-L-methionine:delta24-sterol-C-methyltransferase Glycine max Ki = 42000.0 nM PMID[496872]
NPT3584 Individual Protein S-adenosyl-L-methionine:delta24-sterol-C-methyltransferase Glycine max Kinact = 0.29 /min PMID[496872]

☑ 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 NPC65897 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 NPC85346
1.0 High Similarity NPC302041
0.9726 High Similarity NPC312328
0.9722 High Similarity NPC237460
0.9459 High Similarity NPC285761
0.9459 High Similarity NPC244385
0.9459 High Similarity NPC138621
0.9459 High Similarity NPC6978
0.9459 High Similarity NPC167037
0.9452 High Similarity NPC189883
0.9444 High Similarity NPC5046
0.9444 High Similarity NPC196358
0.9444 High Similarity NPC145552
0.9444 High Similarity NPC254509
0.9444 High Similarity NPC49168
0.9351 High Similarity NPC113978
0.9333 High Similarity NPC80530
0.9333 High Similarity NPC273410
0.9324 High Similarity NPC34019
0.9315 High Similarity NPC257347
0.9315 High Similarity NPC141071
0.9315 High Similarity NPC230704
0.9315 High Similarity NPC200243
0.9315 High Similarity NPC471723
0.9315 High Similarity NPC70982
0.9306 High Similarity NPC195489
0.9211 High Similarity NPC322313
0.9211 High Similarity NPC102253
0.9211 High Similarity NPC236237
0.9211 High Similarity NPC13554
0.9189 High Similarity NPC129165
0.9189 High Similarity NPC202642
0.9189 High Similarity NPC46160
0.9189 High Similarity NPC240604
0.9189 High Similarity NPC134330
0.9189 High Similarity NPC300324
0.9167 High Similarity NPC111234
0.9103 High Similarity NPC82623
0.9103 High Similarity NPC134481
0.9079 High Similarity NPC1319
0.9067 High Similarity NPC331618
0.9067 High Similarity NPC257191
0.9067 High Similarity NPC214570
0.9054 High Similarity NPC136188
0.9054 High Similarity NPC134847
0.9054 High Similarity NPC285893
0.9054 High Similarity NPC118508
0.9054 High Similarity NPC322353
0.9054 High Similarity NPC22105
0.9054 High Similarity NPC230301
0.9054 High Similarity NPC121744
0.9054 High Similarity NPC304309
0.9054 High Similarity NPC28657
0.9054 High Similarity NPC288035
0.9054 High Similarity NPC162742
0.9028 High Similarity NPC45296
0.9 High Similarity NPC71520
0.9 High Similarity NPC269058
0.8974 High Similarity NPC296701
0.8974 High Similarity NPC218616
0.8961 High Similarity NPC236112
0.8947 High Similarity NPC472342
0.8947 High Similarity NPC275910
0.8947 High Similarity NPC186191
0.8947 High Similarity NPC205455
0.8933 High Similarity NPC321381
0.8933 High Similarity NPC107059
0.8933 High Similarity NPC73875
0.8933 High Similarity NPC113733
0.8933 High Similarity NPC321016
0.8933 High Similarity NPC470362
0.8919 High Similarity NPC100334
0.8919 High Similarity NPC192638
0.8919 High Similarity NPC62657
0.8919 High Similarity NPC25511
0.8889 High Similarity NPC89747
0.8875 High Similarity NPC22133
0.8861 High Similarity NPC110778
0.8861 High Similarity NPC207013
0.8861 High Similarity NPC477818
0.8846 High Similarity NPC474531
0.8831 High Similarity NPC30986
0.8831 High Similarity NPC472463
0.8831 High Similarity NPC209430
0.8816 High Similarity NPC318495
0.8816 High Similarity NPC155986
0.8816 High Similarity NPC198968
0.88 High Similarity NPC212879
0.88 High Similarity NPC104387
0.88 High Similarity NPC3403
0.88 High Similarity NPC185536
0.88 High Similarity NPC240235
0.88 High Similarity NPC231256
0.88 High Similarity NPC178383
0.8784 High Similarity NPC201373
0.8784 High Similarity NPC182717
0.878 High Similarity NPC67872
0.8765 High Similarity NPC94462
0.875 High Similarity NPC209802
0.875 High Similarity NPC160209
0.8734 High Similarity NPC470049
0.8734 High Similarity NPC30166
0.8734 High Similarity NPC248886
0.8701 High Similarity NPC18603
0.8701 High Similarity NPC318136
0.8701 High Similarity NPC474216
0.8701 High Similarity NPC477522
0.8701 High Similarity NPC76931
0.8701 High Similarity NPC87604
0.8701 High Similarity NPC307965
0.8701 High Similarity NPC473943
0.8684 High Similarity NPC93662
0.8684 High Similarity NPC91573
0.8684 High Similarity NPC247325
0.8684 High Similarity NPC290598
0.8684 High Similarity NPC78067
0.8684 High Similarity NPC27765
0.8684 High Similarity NPC244488
0.8684 High Similarity NPC265328
0.8684 High Similarity NPC86305
0.8684 High Similarity NPC120098
0.8684 High Similarity NPC122418
0.8684 High Similarity NPC14112
0.8684 High Similarity NPC278091
0.8684 High Similarity NPC30590
0.8667 High Similarity NPC469534
0.8667 High Similarity NPC472503
0.8667 High Similarity NPC308440
0.8667 High Similarity NPC469533
0.8667 High Similarity NPC469593
0.8649 High Similarity NPC167706
0.8625 High Similarity NPC470558
0.8625 High Similarity NPC141941
0.8625 High Similarity NPC193870
0.8608 High Similarity NPC470383
0.859 High Similarity NPC84694
0.859 High Similarity NPC47982
0.859 High Similarity NPC143182
0.859 High Similarity NPC28862
0.859 High Similarity NPC328714
0.859 High Similarity NPC81306
0.859 High Similarity NPC109546
0.8571 High Similarity NPC119355
0.8571 High Similarity NPC470758
0.8571 High Similarity NPC248830
0.8571 High Similarity NPC34177
0.8571 High Similarity NPC101475
0.8571 High Similarity NPC202540
0.8571 High Similarity NPC90979
0.8571 High Similarity NPC40394
0.8571 High Similarity NPC470711
0.8571 High Similarity NPC472805
0.8571 High Similarity NPC212241
0.8571 High Similarity NPC157996
0.8553 High Similarity NPC34700
0.8553 High Similarity NPC103822
0.8553 High Similarity NPC138374
0.8537 High Similarity NPC125399
0.8537 High Similarity NPC24277
0.8537 High Similarity NPC201273
0.8533 High Similarity NPC474140
0.8519 High Similarity NPC478102
0.8519 High Similarity NPC474493
0.8519 High Similarity NPC124172
0.8519 High Similarity NPC474047
0.8519 High Similarity NPC475798
0.8519 High Similarity NPC470077
0.8519 High Similarity NPC127606
0.85 High Similarity NPC87489
0.85 High Similarity NPC20853
0.85 High Similarity NPC201852
0.85 High Similarity NPC49964
0.85 High Similarity NPC101462
0.85 High Similarity NPC202389
0.8493 Intermediate Similarity NPC94192
0.8481 Intermediate Similarity NPC164840
0.8481 Intermediate Similarity NPC241290
0.8481 Intermediate Similarity NPC209944
0.8481 Intermediate Similarity NPC234193
0.8481 Intermediate Similarity NPC26117
0.8471 Intermediate Similarity NPC110923
0.8471 Intermediate Similarity NPC74296
0.8462 Intermediate Similarity NPC99168
0.8462 Intermediate Similarity NPC31828
0.8462 Intermediate Similarity NPC253807
0.8462 Intermediate Similarity NPC230295
0.8462 Intermediate Similarity NPC470396
0.8462 Intermediate Similarity NPC158662
0.8462 Intermediate Similarity NPC300499
0.8462 Intermediate Similarity NPC301707
0.8462 Intermediate Similarity NPC102708
0.8462 Intermediate Similarity NPC196753
0.8462 Intermediate Similarity NPC11908
0.8462 Intermediate Similarity NPC42853
0.8462 Intermediate Similarity NPC98386
0.8462 Intermediate Similarity NPC477514
0.8462 Intermediate Similarity NPC474989
0.8462 Intermediate Similarity NPC477819
0.8462 Intermediate Similarity NPC22955
0.8462 Intermediate Similarity NPC477817

  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 NPC65897 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
0.9211 High Similarity NPD7525 Registered
0.9054 High Similarity NPD7339 Approved
0.9054 High Similarity NPD6942 Approved
0.8442 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.8354 Intermediate Similarity NPD7645 Phase 2
0.8182 Intermediate Similarity NPD6926 Approved
0.8182 Intermediate Similarity NPD6924 Approved
0.8158 Intermediate Similarity NPD7151 Approved
0.8158 Intermediate Similarity NPD4243 Approved
0.8158 Intermediate Similarity NPD7152 Approved
0.8158 Intermediate Similarity NPD7150 Approved
0.8133 Intermediate Similarity NPD6923 Approved
0.8133 Intermediate Similarity NPD6922 Approved
0.8072 Intermediate Similarity NPD4786 Approved
0.8026 Intermediate Similarity NPD7143 Approved
0.8026 Intermediate Similarity NPD7144 Approved
0.8023 Intermediate Similarity NPD5328 Approved
0.7975 Intermediate Similarity NPD6933 Approved
0.7949 Intermediate Similarity NPD4785 Approved
0.7949 Intermediate Similarity NPD4784 Approved
0.7882 Intermediate Similarity NPD3618 Phase 1
0.7841 Intermediate Similarity NPD6079 Approved
0.7831 Intermediate Similarity NPD3667 Approved
0.7765 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7683 Intermediate Similarity NPD6929 Approved
0.7625 Intermediate Similarity NPD4190 Phase 3
0.7625 Intermediate Similarity NPD5275 Approved
0.759 Intermediate Similarity NPD6930 Phase 2
0.759 Intermediate Similarity NPD7509 Discontinued
0.759 Intermediate Similarity NPD4748 Discontinued
0.759 Intermediate Similarity NPD6931 Approved
0.7586 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD4202 Approved
0.75 Intermediate Similarity NPD6902 Approved
0.7442 Intermediate Similarity NPD3666 Approved
0.7442 Intermediate Similarity NPD3665 Phase 1
0.7442 Intermediate Similarity NPD3133 Approved
0.7439 Intermediate Similarity NPD6925 Approved
0.7439 Intermediate Similarity NPD5776 Phase 2
0.7439 Intermediate Similarity NPD6932 Approved
0.7436 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD7145 Approved
0.734 Intermediate Similarity NPD7638 Approved
0.7326 Intermediate Similarity NPD6695 Phase 3
0.7312 Intermediate Similarity NPD5222 Approved
0.7312 Intermediate Similarity NPD5221 Approved
0.7312 Intermediate Similarity NPD4697 Phase 3
0.7312 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD7639 Approved
0.7263 Intermediate Similarity NPD7640 Approved
0.7262 Intermediate Similarity NPD4195 Approved
0.7262 Intermediate Similarity NPD6683 Phase 2
0.7253 Intermediate Similarity NPD7515 Phase 2
0.7241 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD4755 Approved
0.7234 Intermediate Similarity NPD5173 Approved
0.7176 Intermediate Similarity NPD7514 Phase 3
0.7174 Intermediate Similarity NPD6399 Phase 3
0.7159 Intermediate Similarity NPD6893 Approved
0.7143 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD4788 Approved
0.7125 Intermediate Similarity NPD4787 Phase 1
0.7083 Intermediate Similarity NPD5286 Approved
0.7083 Intermediate Similarity NPD5285 Approved
0.7083 Intermediate Similarity NPD4700 Approved
0.7083 Intermediate Similarity NPD4696 Approved
0.7079 Intermediate Similarity NPD5279 Phase 3
0.7065 Intermediate Similarity NPD8035 Phase 2
0.7065 Intermediate Similarity NPD8034 Phase 2
0.7045 Intermediate Similarity NPD3668 Phase 3
0.7037 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD4753 Phase 2
0.7011 Intermediate Similarity NPD4223 Phase 3
0.7011 Intermediate Similarity NPD4221 Approved
0.701 Intermediate Similarity NPD5223 Approved
0.7 Intermediate Similarity NPD7750 Discontinued
0.7 Intermediate Similarity NPD7524 Approved
0.6988 Remote Similarity NPD8264 Approved
0.6979 Remote Similarity NPD5290 Discontinued
0.6977 Remote Similarity NPD7332 Phase 2
0.6966 Remote Similarity NPD5329 Approved
0.6939 Remote Similarity NPD4633 Approved
0.6939 Remote Similarity NPD5226 Approved
0.6939 Remote Similarity NPD5225 Approved
0.6939 Remote Similarity NPD5211 Phase 2
0.6939 Remote Similarity NPD5224 Approved
0.6915 Remote Similarity NPD7748 Approved
0.6905 Remote Similarity NPD6117 Approved
0.69 Remote Similarity NPD5739 Approved
0.69 Remote Similarity NPD7128 Approved
0.69 Remote Similarity NPD6402 Approved
0.69 Remote Similarity NPD6675 Approved
0.6897 Remote Similarity NPD6898 Phase 1
0.6869 Remote Similarity NPD5175 Approved
0.6869 Remote Similarity NPD4754 Approved
0.6869 Remote Similarity NPD5174 Approved
0.6867 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6854 Remote Similarity NPD4197 Approved
0.6824 Remote Similarity NPD6116 Phase 1
0.68 Remote Similarity NPD5141 Approved
0.679 Remote Similarity NPD3700 Clinical (unspecified phase)
0.679 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6765 Remote Similarity NPD7320 Approved
0.6765 Remote Similarity NPD6899 Approved
0.6765 Remote Similarity NPD6881 Approved
0.6744 Remote Similarity NPD6114 Approved
0.6744 Remote Similarity NPD6697 Approved
0.6744 Remote Similarity NPD6115 Approved
0.6744 Remote Similarity NPD6118 Approved
0.6739 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6733 Remote Similarity NPD4768 Approved
0.6733 Remote Similarity NPD4767 Approved
0.6703 Remote Similarity NPD6684 Approved
0.6703 Remote Similarity NPD4689 Approved
0.6703 Remote Similarity NPD4693 Phase 3
0.6703 Remote Similarity NPD4688 Approved
0.6703 Remote Similarity NPD5205 Approved
0.6703 Remote Similarity NPD4690 Approved
0.6703 Remote Similarity NPD7521 Approved
0.6703 Remote Similarity NPD7334 Approved
0.6703 Remote Similarity NPD6409 Approved
0.6703 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6703 Remote Similarity NPD7146 Approved
0.6703 Remote Similarity NPD5330 Approved
0.6703 Remote Similarity NPD4138 Approved
0.6702 Remote Similarity NPD7087 Discontinued
0.6701 Remote Similarity NPD7902 Approved
0.6701 Remote Similarity NPD6083 Phase 2
0.6701 Remote Similarity NPD6084 Phase 2
0.6699 Remote Similarity NPD6372 Approved
0.6699 Remote Similarity NPD6373 Approved
0.6667 Remote Similarity NPD5697 Approved
0.6667 Remote Similarity NPD5210 Approved
0.6667 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD5701 Approved
0.6667 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6051 Approved
0.6635 Remote Similarity NPD7102 Approved
0.6635 Remote Similarity NPD6883 Approved
0.6635 Remote Similarity NPD7290 Approved
0.6602 Remote Similarity NPD6011 Approved
0.6602 Remote Similarity NPD5168 Approved
0.6602 Remote Similarity NPD4730 Approved
0.6602 Remote Similarity NPD5128 Approved
0.6602 Remote Similarity NPD4729 Approved
0.66 Remote Similarity NPD7632 Discontinued
0.6588 Remote Similarity NPD3703 Phase 2
0.6571 Remote Similarity NPD8130 Phase 1
0.6571 Remote Similarity NPD6650 Approved
0.6571 Remote Similarity NPD6649 Approved
0.6571 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6869 Approved
0.6571 Remote Similarity NPD6847 Approved
0.6571 Remote Similarity NPD6617 Approved
0.6559 Remote Similarity NPD4722 Approved
0.6559 Remote Similarity NPD6903 Approved
0.6559 Remote Similarity NPD5737 Approved
0.6559 Remote Similarity NPD4723 Approved
0.6559 Remote Similarity NPD6672 Approved
0.6552 Remote Similarity NPD3617 Approved
0.6538 Remote Similarity NPD6014 Approved
0.6538 Remote Similarity NPD6012 Approved
0.6538 Remote Similarity NPD6013 Approved
0.6522 Remote Similarity NPD5280 Approved
0.6522 Remote Similarity NPD5690 Phase 2
0.6522 Remote Similarity NPD4694 Approved
0.6509 Remote Similarity NPD6882 Approved
0.6509 Remote Similarity NPD8297 Approved
0.6506 Remote Similarity NPD4789 Approved
0.6506 Remote Similarity NPD4244 Approved
0.6506 Remote Similarity NPD4245 Approved
0.65 Remote Similarity NPD4159 Approved
0.6476 Remote Similarity NPD5250 Approved
0.6476 Remote Similarity NPD5169 Approved
0.6476 Remote Similarity NPD5247 Approved
0.6476 Remote Similarity NPD5248 Approved
0.6476 Remote Similarity NPD5251 Approved
0.6476 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6476 Remote Similarity NPD4634 Approved
0.6476 Remote Similarity NPD5135 Approved
0.6476 Remote Similarity NPD5249 Phase 3
0.6463 Remote Similarity NPD5360 Phase 3
0.6463 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6422 Remote Similarity NPD7115 Discovery
0.6415 Remote Similarity NPD5215 Approved
0.6415 Remote Similarity NPD5216 Approved
0.6415 Remote Similarity NPD5217 Approved
0.6415 Remote Similarity NPD5127 Approved
0.6404 Remote Similarity NPD6928 Phase 2
0.6392 Remote Similarity NPD6001 Approved
0.6392 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6392 Remote Similarity NPD7900 Approved
0.6386 Remote Similarity NPD3698 Phase 2
0.6364 Remote Similarity NPD7328 Approved
0.6364 Remote Similarity NPD7327 Approved
0.6354 Remote Similarity NPD7637 Suspended
0.6344 Remote Similarity NPD6098 Approved
0.6333 Remote Similarity NPD4692 Approved
0.6333 Remote Similarity NPD4139 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