Structure

Physi-Chem Properties

Molecular Weight:  504.35
Volume:  532.122
LogP:  3.684
LogD:  2.984
LogS:  -3.774
# Rotatable Bonds:  2
TPSA:  118.22
# H-Bond Aceptor:  6
# H-Bond Donor:  5
# Rings:  5
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.361
Synthetic Accessibility Score:  5.094
Fsp3:  0.9
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -5.416
MDCK Permeability:  1.5454856111318804e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.015
20% Bioavailability (F20%):  0.013
30% Bioavailability (F30%):  0.173

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.135
Plasma Protein Binding (PPB):  92.2851791381836%
Volume Distribution (VD):  0.475
Pgp-substrate:  5.765203952789307%

ADMET: Metabolism

CYP1A2-inhibitor:  0.007
CYP1A2-substrate:  0.185
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.771
CYP2C9-inhibitor:  0.02
CYP2C9-substrate:  0.216
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.106
CYP3A4-inhibitor:  0.131
CYP3A4-substrate:  0.154

ADMET: Excretion

Clearance (CL):  1.608
Half-life (T1/2):  0.562

ADMET: Toxicity

hERG Blockers:  0.025
Human Hepatotoxicity (H-HT):  0.214
Drug-inuced Liver Injury (DILI):  0.018
AMES Toxicity:  0.013
Rat Oral Acute Toxicity:  0.354
Maximum Recommended Daily Dose:  0.695
Skin Sensitization:  0.108
Carcinogencity:  0.016
Eye Corrosion:  0.011
Eye Irritation:  0.049
Respiratory Toxicity:  0.97

Download Data

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

  Natural Product: NPC204961

Natural Product ID:  NPC204961
Common Name*:   Arjungenin
IUPAC Name:   (1S,4aR,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,10,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms:   Arjungenin
Standard InCHIKey:  IFIQVSCCFRXSJV-NWCCWSSZSA-N
Standard InCHI:  InChI=1S/C30H48O6/c1-25(2)11-13-30(24(35)36)14-12-28(5)17(21(30)23(25)34)7-8-20-26(3)15-18(32)22(33)27(4,16-31)19(26)9-10-29(20,28)6/h7,18-23,31-34H,8-16H2,1-6H3,(H,35,36)/t18-,19-,20-,21-,22+,23+,26+,27+,28-,29-,30+/m1/s1
SMILES:  OC[C@]1(C)[C@@H](O)[C@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@H](O)C(CC1)(C)C)C(=O)O)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL499598
PubChem CID:   12444386
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
NPO18280 Colubrina retusa Species n.a. n.a. n.a. n.a. n.a. PMID[10346942]
NPO18280 Colubrina retusa Species n.a. n.a. n.a. n.a. n.a. PMID[10514332]
NPO30384 Combretum quadrangulare Species Combretaceae Eukaryota n.a. n.a. n.a. PMID[10650080]
NPO30384 Combretum quadrangulare Species Combretaceae Eukaryota seeds n.a. n.a. PMID[10785422]
NPO30384 Combretum quadrangulare Species Combretaceae Eukaryota Seeds n.a. n.a. PMID[11277757]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. PMID[11520216]
NPO19499 Plocamium corallorhiza Species Plocamiaceae Eukaryota n.a. South African n.a. PMID[17343409]
NPO30384 Combretum quadrangulare Species Combretaceae Eukaryota leaves Khon Kaen, Thailand 2006-AUG PMID[21265555]
NPO30384 Combretum quadrangulare Species Combretaceae Eukaryota n.a. leaf n.a. PMID[21265555]
NPO20674 Pseudopterogorgia rigida Species Gorgoniidae Eukaryota n.a. n.a. n.a. PMID[9090873]
NPO30384 Combretum quadrangulare Species Combretaceae Eukaryota n.a. n.a. n.a. PMID[9934464]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19988 Vinca herbacea Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19988 Vinca herbacea Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13314 Callitropsis funebris Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16765 Knoxia valerianoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16765 Knoxia valerianoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20615 Osmites hirsuta n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO19988 Vinca herbacea Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12448 Simplicillium lamellicola Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22468 Parazoanthus gracilis Species Parazoanthidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18112 Melochia chamaedrys Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20674 Pseudopterogorgia rigida Species Gorgoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16765 Knoxia valerianoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13314 Callitropsis funebris Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18639 Breynia vitis-idaea Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20550 Helenium argentinum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19499 Plocamium corallorhiza Species Plocamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18280 Colubrina retusa Species n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO20217 Vernonanthura squamulosa Species Asteraceae 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
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 46.2 % PMID[475856]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 37.0 % PMID[475856]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 31.8 % PMID[475856]
NPT3809 Individual Protein Pancreatic alpha-amylase Sus scrofa Inhibition = 1.7 % PMID[475857]
NPT2 Others Unspecified Inhibition = 4.4 % PMID[475857]
NPT2 Others Unspecified Inhibition = 2.8 % PMID[475857]

☑ 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 NPC204961 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 NPC173744
1.0 High Similarity NPC73004
0.9889 High Similarity NPC247139
0.9889 High Similarity NPC9613
0.9888 High Similarity NPC96916
0.978 High Similarity NPC111214
0.978 High Similarity NPC29765
0.978 High Similarity NPC271614
0.9778 High Similarity NPC158371
0.9778 High Similarity NPC259733
0.9778 High Similarity NPC207922
0.9775 High Similarity NPC231063
0.9775 High Similarity NPC145667
0.9775 High Similarity NPC88116
0.9775 High Similarity NPC263548
0.9775 High Similarity NPC20235
0.9775 High Similarity NPC282395
0.9775 High Similarity NPC32407
0.9775 High Similarity NPC299996
0.9674 High Similarity NPC35239
0.967 High Similarity NPC259788
0.967 High Similarity NPC43686
0.967 High Similarity NPC261935
0.967 High Similarity NPC255589
0.967 High Similarity NPC106112
0.9667 High Similarity NPC32118
0.9663 High Similarity NPC229281
0.957 High Similarity NPC256247
0.956 High Similarity NPC25848
0.956 High Similarity NPC305464
0.956 High Similarity NPC201657
0.956 High Similarity NPC307282
0.956 High Similarity NPC19376
0.9556 High Similarity NPC191412
0.9556 High Similarity NPC6818
0.9556 High Similarity NPC114159
0.9551 High Similarity NPC71074
0.9551 High Similarity NPC84319
0.9551 High Similarity NPC306541
0.9551 High Similarity NPC52021
0.9551 High Similarity NPC235884
0.9551 High Similarity NPC300351
0.9551 High Similarity NPC25299
0.9551 High Similarity NPC472149
0.9551 High Similarity NPC187722
0.9444 High Similarity NPC133579
0.9444 High Similarity NPC307335
0.9444 High Similarity NPC136313
0.9444 High Similarity NPC275809
0.9444 High Similarity NPC474806
0.9444 High Similarity NPC158059
0.9444 High Similarity NPC118519
0.9444 High Similarity NPC202728
0.9444 High Similarity NPC74855
0.9438 High Similarity NPC49320
0.9438 High Similarity NPC126369
0.9438 High Similarity NPC290614
0.9438 High Similarity NPC130278
0.9438 High Similarity NPC120968
0.9438 High Similarity NPC470589
0.9438 High Similarity NPC227467
0.9438 High Similarity NPC210037
0.9438 High Similarity NPC18872
0.9438 High Similarity NPC477872
0.9438 High Similarity NPC111110
0.9438 High Similarity NPC7260
0.9438 High Similarity NPC273621
0.9362 High Similarity NPC233012
0.9362 High Similarity NPC54909
0.9348 High Similarity NPC132824
0.9348 High Similarity NPC116457
0.9348 High Similarity NPC88847
0.9341 High Similarity NPC87095
0.9333 High Similarity NPC105189
0.9333 High Similarity NPC38754
0.9326 High Similarity NPC127689
0.9326 High Similarity NPC25906
0.9326 High Similarity NPC234346
0.9326 High Similarity NPC274330
0.9326 High Similarity NPC64872
0.9326 High Similarity NPC198664
0.9326 High Similarity NPC290972
0.9326 High Similarity NPC121798
0.9326 High Similarity NPC263393
0.9326 High Similarity NPC143232
0.9326 High Similarity NPC59263
0.9326 High Similarity NPC225585
0.9326 High Similarity NPC61543
0.9326 High Similarity NPC130520
0.9326 High Similarity NPC293048
0.9326 High Similarity NPC270768
0.9247 High Similarity NPC203343
0.9247 High Similarity NPC312075
0.9239 High Similarity NPC198245
0.9231 High Similarity NPC118490
0.9222 High Similarity NPC193750
0.9222 High Similarity NPC291028
0.9213 High Similarity NPC17733
0.9213 High Similarity NPC474512
0.9213 High Similarity NPC52169
0.9213 High Similarity NPC473242
0.9213 High Similarity NPC470629
0.9213 High Similarity NPC290690
0.9213 High Similarity NPC182797
0.9213 High Similarity NPC181225
0.9149 High Similarity NPC188833
0.9149 High Similarity NPC174663
0.914 High Similarity NPC230151
0.914 High Similarity NPC476327
0.914 High Similarity NPC327179
0.914 High Similarity NPC62516
0.914 High Similarity NPC476318
0.914 High Similarity NPC157113
0.913 High Similarity NPC188102
0.913 High Similarity NPC159365
0.9121 High Similarity NPC228784
0.9121 High Similarity NPC966
0.9121 High Similarity NPC324341
0.9121 High Similarity NPC282616
0.9121 High Similarity NPC288833
0.9121 High Similarity NPC155120
0.9111 High Similarity NPC470588
0.9101 High Similarity NPC102683
0.9101 High Similarity NPC88716
0.9101 High Similarity NPC51700
0.9101 High Similarity NPC130577
0.9101 High Similarity NPC242468
0.9101 High Similarity NPC171203
0.9101 High Similarity NPC18064
0.9101 High Similarity NPC98442
0.9101 High Similarity NPC68160
0.9101 High Similarity NPC477926
0.9101 High Similarity NPC293564
0.9101 High Similarity NPC307426
0.9101 High Similarity NPC142415
0.9072 High Similarity NPC284865
0.9043 High Similarity NPC187933
0.9032 High Similarity NPC53565
0.9032 High Similarity NPC473240
0.9032 High Similarity NPC83693
0.9022 High Similarity NPC86368
0.9011 High Similarity NPC86372
0.9011 High Similarity NPC474728
0.9011 High Similarity NPC172361
0.9 High Similarity NPC246708
0.9 High Similarity NPC40552
0.8989 High Similarity NPC72638
0.8958 High Similarity NPC118964
0.8947 High Similarity NPC164349
0.8925 High Similarity NPC296164
0.8925 High Similarity NPC60692
0.8925 High Similarity NPC222047
0.8925 High Similarity NPC80365
0.8925 High Similarity NPC209868
0.8925 High Similarity NPC148964
0.8913 High Similarity NPC158030
0.8913 High Similarity NPC6255
0.8913 High Similarity NPC471588
0.8913 High Similarity NPC285184
0.8913 High Similarity NPC233455
0.8913 High Similarity NPC235704
0.8913 High Similarity NPC475708
0.8913 High Similarity NPC77099
0.8913 High Similarity NPC65120
0.8913 High Similarity NPC4036
0.8913 High Similarity NPC474525
0.8913 High Similarity NPC145067
0.8913 High Similarity NPC60755
0.8913 High Similarity NPC470590
0.8901 High Similarity NPC95246
0.8901 High Similarity NPC474972
0.8901 High Similarity NPC474686
0.8901 High Similarity NPC161751
0.8889 High Similarity NPC73064
0.8889 High Similarity NPC71507
0.8854 High Similarity NPC476195
0.8842 High Similarity NPC189880
0.883 High Similarity NPC195715
0.883 High Similarity NPC148523
0.883 High Similarity NPC139570
0.883 High Similarity NPC290481
0.8817 High Similarity NPC214756
0.8817 High Similarity NPC49776
0.8817 High Similarity NPC474436
0.8817 High Similarity NPC272075
0.8817 High Similarity NPC63118
0.8817 High Similarity NPC298554
0.8817 High Similarity NPC295643
0.8804 High Similarity NPC46441
0.8804 High Similarity NPC120840
0.8804 High Similarity NPC113989
0.8788 High Similarity NPC477877
0.8778 High Similarity NPC74363
0.8778 High Similarity NPC213412
0.8778 High Similarity NPC475862
0.8764 High Similarity NPC238992
0.8763 High Similarity NPC476132
0.875 High Similarity NPC260149
0.875 High Similarity NPC58942
0.8737 High Similarity NPC473158

  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 NPC204961 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
0.8913 High Similarity NPD7515 Phase 2
0.8646 High Similarity NPD7902 Approved
0.8526 High Similarity NPD7748 Approved
0.8333 Intermediate Similarity NPD7900 Approved
0.8333 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.8065 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8041 Intermediate Similarity NPD6399 Phase 3
0.8 Intermediate Similarity NPD7645 Phase 2
0.7938 Intermediate Similarity NPD8035 Phase 2
0.7938 Intermediate Similarity NPD8034 Phase 2
0.783 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7789 Intermediate Similarity NPD3618 Phase 1
0.7766 Intermediate Similarity NPD4786 Approved
0.7742 Intermediate Similarity NPD3667 Approved
0.7658 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7565 Intermediate Similarity NPD8328 Phase 3
0.7551 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD5328 Approved
0.7547 Intermediate Similarity NPD5739 Approved
0.7547 Intermediate Similarity NPD6675 Approved
0.7547 Intermediate Similarity NPD6402 Approved
0.7547 Intermediate Similarity NPD7128 Approved
0.75 Intermediate Similarity NPD6373 Approved
0.75 Intermediate Similarity NPD6372 Approved
0.75 Intermediate Similarity NPD7115 Discovery
0.7407 Intermediate Similarity NPD6899 Approved
0.7407 Intermediate Similarity NPD7320 Approved
0.7407 Intermediate Similarity NPD6881 Approved
0.74 Intermediate Similarity NPD6411 Approved
0.74 Intermediate Similarity NPD6079 Approved
0.7379 Intermediate Similarity NPD4755 Approved
0.7364 Intermediate Similarity NPD6649 Approved
0.7364 Intermediate Similarity NPD6650 Approved
0.734 Intermediate Similarity NPD7525 Registered
0.7327 Intermediate Similarity NPD4202 Approved
0.7315 Intermediate Similarity NPD5701 Approved
0.7315 Intermediate Similarity NPD5697 Approved
0.7308 Intermediate Similarity NPD4225 Approved
0.7308 Intermediate Similarity NPD7638 Approved
0.7297 Intermediate Similarity NPD8297 Approved
0.7282 Intermediate Similarity NPD4697 Phase 3
0.7273 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6883 Approved
0.7273 Intermediate Similarity NPD7290 Approved
0.7273 Intermediate Similarity NPD7102 Approved
0.7238 Intermediate Similarity NPD4696 Approved
0.7238 Intermediate Similarity NPD7640 Approved
0.7238 Intermediate Similarity NPD7639 Approved
0.7238 Intermediate Similarity NPD5285 Approved
0.7238 Intermediate Similarity NPD5286 Approved
0.7238 Intermediate Similarity NPD4700 Approved
0.7216 Intermediate Similarity NPD3665 Phase 1
0.7216 Intermediate Similarity NPD3133 Approved
0.7216 Intermediate Similarity NPD3666 Approved
0.7216 Intermediate Similarity NPD3668 Phase 3
0.7212 Intermediate Similarity NPD6084 Phase 2
0.7212 Intermediate Similarity NPD6083 Phase 2
0.7207 Intermediate Similarity NPD8130 Phase 1
0.7207 Intermediate Similarity NPD6847 Approved
0.7207 Intermediate Similarity NPD6617 Approved
0.7207 Intermediate Similarity NPD6869 Approved
0.7204 Intermediate Similarity NPD6116 Phase 1
0.72 Intermediate Similarity NPD6101 Approved
0.72 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD6013 Approved
0.7182 Intermediate Similarity NPD6012 Approved
0.7182 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD6014 Approved
0.7156 Intermediate Similarity NPD6412 Phase 2
0.7143 Intermediate Similarity NPD6882 Approved
0.7115 Intermediate Similarity NPD5222 Approved
0.7115 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD5221 Approved
0.7103 Intermediate Similarity NPD5226 Approved
0.7103 Intermediate Similarity NPD5211 Phase 2
0.7103 Intermediate Similarity NPD5225 Approved
0.7103 Intermediate Similarity NPD5224 Approved
0.7103 Intermediate Similarity NPD4633 Approved
0.7097 Intermediate Similarity NPD6117 Approved
0.7091 Intermediate Similarity NPD6011 Approved
0.7091 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD4632 Approved
0.7071 Intermediate Similarity NPD7146 Approved
0.7071 Intermediate Similarity NPD6409 Approved
0.7071 Intermediate Similarity NPD6684 Approved
0.7071 Intermediate Similarity NPD5330 Approved
0.7071 Intermediate Similarity NPD7521 Approved
0.7071 Intermediate Similarity NPD7334 Approved
0.7054 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD5173 Approved
0.7037 Intermediate Similarity NPD5175 Approved
0.7037 Intermediate Similarity NPD5174 Approved
0.703 Intermediate Similarity NPD4753 Phase 2
0.7009 Intermediate Similarity NPD5223 Approved
0.7 Intermediate Similarity NPD3573 Approved
0.6989 Remote Similarity NPD6942 Approved
0.6989 Remote Similarity NPD7339 Approved
0.6981 Remote Similarity NPD5696 Approved
0.6979 Remote Similarity NPD4695 Discontinued
0.6972 Remote Similarity NPD5141 Approved
0.6964 Remote Similarity NPD4634 Approved
0.6964 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6952 Remote Similarity NPD7614 Phase 1
0.6947 Remote Similarity NPD6114 Approved
0.6947 Remote Similarity NPD6115 Approved
0.6947 Remote Similarity NPD6697 Approved
0.6947 Remote Similarity NPD6118 Approved
0.6937 Remote Similarity NPD6686 Approved
0.6931 Remote Similarity NPD6672 Approved
0.6931 Remote Similarity NPD6903 Approved
0.6931 Remote Similarity NPD5737 Approved
0.693 Remote Similarity NPD8133 Approved
0.6915 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6909 Remote Similarity NPD4767 Approved
0.6909 Remote Similarity NPD6008 Approved
0.6909 Remote Similarity NPD4768 Approved
0.69 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6893 Remote Similarity NPD5284 Approved
0.6893 Remote Similarity NPD5281 Approved
0.6882 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6881 Remote Similarity NPD4754 Approved
0.6864 Remote Similarity NPD6319 Approved
0.686 Remote Similarity NPD7507 Approved
0.6857 Remote Similarity NPD5695 Phase 3
0.6857 Remote Similarity NPD5210 Approved
0.6857 Remote Similarity NPD4629 Approved
0.6857 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6827 Remote Similarity NPD5779 Approved
0.6827 Remote Similarity NPD5778 Approved
0.681 Remote Similarity NPD6274 Approved
0.6786 Remote Similarity NPD4730 Approved
0.6786 Remote Similarity NPD4729 Approved
0.6786 Remote Similarity NPD5128 Approved
0.678 Remote Similarity NPD7101 Approved
0.678 Remote Similarity NPD7100 Approved
0.6752 Remote Similarity NPD6009 Approved
0.6748 Remote Similarity NPD7736 Approved
0.6733 Remote Similarity NPD5279 Phase 3
0.6696 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6695 Remote Similarity NPD6335 Approved
0.6694 Remote Similarity NPD7319 Approved
0.6667 Remote Similarity NPD5248 Approved
0.6667 Remote Similarity NPD5247 Approved
0.6667 Remote Similarity NPD6868 Approved
0.6667 Remote Similarity NPD4223 Phase 3
0.6667 Remote Similarity NPD4221 Approved
0.6667 Remote Similarity NPD6908 Approved
0.6667 Remote Similarity NPD8033 Approved
0.6667 Remote Similarity NPD5251 Approved
0.6667 Remote Similarity NPD5250 Approved
0.6667 Remote Similarity NPD5249 Phase 3
0.6667 Remote Similarity NPD6909 Approved
0.6639 Remote Similarity NPD7516 Approved
0.6639 Remote Similarity NPD7492 Approved
0.6636 Remote Similarity NPD7632 Discontinued
0.6636 Remote Similarity NPD7732 Phase 3
0.6634 Remote Similarity NPD5329 Approved
0.661 Remote Similarity NPD6317 Approved
0.6609 Remote Similarity NPD5215 Approved
0.6609 Remote Similarity NPD5217 Approved
0.6609 Remote Similarity NPD5216 Approved
0.66 Remote Similarity NPD4788 Approved
0.6585 Remote Similarity NPD6616 Approved
0.6583 Remote Similarity NPD8294 Approved
0.6583 Remote Similarity NPD6059 Approved
0.6583 Remote Similarity NPD8377 Approved
0.6583 Remote Similarity NPD6054 Approved
0.6569 Remote Similarity NPD6098 Approved
0.6562 Remote Similarity NPD6933 Approved
0.6557 Remote Similarity NPD7604 Phase 2
0.6555 Remote Similarity NPD7328 Approved
0.6555 Remote Similarity NPD6313 Approved
0.6555 Remote Similarity NPD7327 Approved
0.6555 Remote Similarity NPD6314 Approved
0.6538 Remote Similarity NPD6904 Approved
0.6538 Remote Similarity NPD6673 Approved
0.6538 Remote Similarity NPD6080 Approved
0.6535 Remote Similarity NPD4197 Approved
0.6532 Remote Similarity NPD8293 Discontinued
0.6532 Remote Similarity NPD7078 Approved
0.6529 Remote Similarity NPD5983 Phase 2
0.6529 Remote Similarity NPD8380 Approved
0.6529 Remote Similarity NPD8335 Approved
0.6529 Remote Similarity NPD8378 Approved
0.6529 Remote Similarity NPD8379 Approved
0.6529 Remote Similarity NPD8513 Phase 3
0.6529 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6529 Remote Similarity NPD8517 Approved
0.6529 Remote Similarity NPD8515 Approved
0.6529 Remote Similarity NPD8296 Approved
0.6529 Remote Similarity NPD8516 Approved
0.6522 Remote Similarity NPD5135 Approved
0.6522 Remote Similarity NPD5169 Approved
0.6522 Remote Similarity NPD5134 Clinical (unspecified phase)
0.65 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6491 Remote Similarity NPD5168 Approved
0.6489 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6489 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6476 Remote Similarity NPD6698 Approved
0.6476 Remote Similarity NPD46 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