Structure

Physi-Chem Properties

Molecular Weight:  712.33
Volume:  677.965
LogP:  0.721
LogD:  0.361
LogS:  -2.992
# Rotatable Bonds:  7
TPSA:  249.2
# H-Bond Aceptor:  15
# H-Bond Donor:  9
# Rings:  7
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.136
Synthetic Accessibility Score:  5.819
Fsp3:  0.857
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.416
MDCK Permeability:  0.00012186147796455771
Pgp-inhibitor:  0.006
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.98
20% Bioavailability (F20%):  0.03
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.104
Plasma Protein Binding (PPB):  87.24141693115234%
Volume Distribution (VD):  0.375
Pgp-substrate:  11.30967903137207%

ADMET: Metabolism

CYP1A2-inhibitor:  0.004
CYP1A2-substrate:  0.098
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.204
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.067
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.105
CYP3A4-inhibitor:  0.038
CYP3A4-substrate:  0.014

ADMET: Excretion

Clearance (CL):  0.748
Half-life (T1/2):  0.666

ADMET: Toxicity

hERG Blockers:  0.208
Human Hepatotoxicity (H-HT):  0.296
Drug-inuced Liver Injury (DILI):  0.029
AMES Toxicity:  0.074
Rat Oral Acute Toxicity:  0.706
Maximum Recommended Daily Dose:  0.939
Skin Sensitization:  0.708
Carcinogencity:  0.126
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.861

Download Data

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

  Natural Product: NPC240070

Natural Product ID:  NPC240070
Common Name*:   Antiaroside F
IUPAC Name:   [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,5R,8R,9S,10R,13R,14S,17R)-14-hydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carboxylate
Synonyms:   Antiaroside F
Standard InCHIKey:  TZDYBTCOMXAYIA-BTBMPPRUSA-N
Standard InCHI:  InChI=1S/C35H52O15/c1-15-24(38)26(40)28(42)30(47-15)48-18-5-9-34(32(44)50-31-29(43)27(41)25(39)22(13-36)49-31)17(12-18)3-4-21-20(34)6-8-33(2)19(7-10-35(21,33)45)16-11-23(37)46-14-16/h11,15,17-22,24-31,36,38-43,45H,3-10,12-14H2,1-2H3/t15-,17+,18-,19+,20-,21+,22+,24-,25+,26+,27-,28+,29+,30+,31-,33+,34+,35-/m0/s1
SMILES:  C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)O[C@H]1CC[C@]2([C@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@H](CC[C@]32O)C2=CC(=O)OC2)C1)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1169851
PubChem CID:   49799051
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001125] Steroid lactones
          • [CHEMONTID:0001555] Cardenolides and derivatives
            • [CHEMONTID:0001559] Cardenolide glycosides 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
NPO8369 Antiaris toxicaria Species Moraceae Eukaryota n.a. n.a. n.a. PMID[20553004]
NPO8369 Antiaris toxicaria Species Moraceae Eukaryota latex Xishuangbanna Tropical Botanical Garden, Chinese Academy of Sciences, Yunnan Province, China 2011-Mar PMID[24033101]
NPO8369 Antiaris toxicaria Species Moraceae Eukaryota trunk bark Yunnan, China n.a. PMID[24582402]
NPO8369 Antiaris toxicaria Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8369 Antiaris toxicaria Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8369 Antiaris toxicaria Species Moraceae 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
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 0.32 ug ml-1 PMID[539040]
NPT308 Cell Line CAKI-1 Homo sapiens ED50 = 1.2 ug ml-1 PMID[539040]
NPT309 Cell Line 1A9 Homo sapiens ED50 = 0.97 ug ml-1 PMID[539040]
NPT306 Cell Line PC-3 Homo sapiens ED50 = 0.89 ug ml-1 PMID[539040]
NPT83 Cell Line MCF7 Homo sapiens ED50 = 1.3 ug ml-1 PMID[539040]
NPT81 Cell Line A549 Homo sapiens ED50 = 0.54 ug ml-1 PMID[539040]
NPT91 Cell Line KB Homo sapiens ED50 = 1.8 ug ml-1 PMID[539040]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 1.42 uM PMID[539039]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 3.17 uM PMID[539039]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 140.0 % PMID[539039]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 618.0 % PMID[539039]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Ratio = 6.0 n.a. PMID[539039]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Ratio = 5.8 n.a. PMID[539039]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 3.4 ug ml-1 PMID[539040]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 4.5 ug ml-1 PMID[539040]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 2.2 ug ml-1 PMID[539040]

☑ 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 NPC240070 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 NPC329784
0.9831 High Similarity NPC188234
0.9831 High Similarity NPC276838
0.9831 High Similarity NPC329986
0.9831 High Similarity NPC125077
0.9831 High Similarity NPC140092
0.9831 High Similarity NPC232785
0.9741 High Similarity NPC27363
0.9587 High Similarity NPC32793
0.9587 High Similarity NPC247190
0.9587 High Similarity NPC477709
0.9587 High Similarity NPC116075
0.9587 High Similarity NPC476221
0.9587 High Similarity NPC146857
0.9587 High Similarity NPC469749
0.9583 High Similarity NPC159338
0.9583 High Similarity NPC253456
0.9583 High Similarity NPC16569
0.9576 High Similarity NPC469750
0.9576 High Similarity NPC250556
0.9508 High Similarity NPC329636
0.9504 High Similarity NPC19124
0.9504 High Similarity NPC93416
0.9504 High Similarity NPC42670
0.95 High Similarity NPC91
0.9496 High Similarity NPC469757
0.9496 High Similarity NPC146456
0.9496 High Similarity NPC471357
0.9496 High Similarity NPC471356
0.9496 High Similarity NPC117702
0.9496 High Similarity NPC179412
0.9431 High Similarity NPC194716
0.9426 High Similarity NPC157817
0.9426 High Similarity NPC142756
0.9426 High Similarity NPC225385
0.9426 High Similarity NPC298783
0.9426 High Similarity NPC104585
0.9397 High Similarity NPC30483
0.9397 High Similarity NPC32177
0.9397 High Similarity NPC292467
0.9397 High Similarity NPC55532
0.9397 High Similarity NPC470897
0.9397 High Similarity NPC236973
0.9397 High Similarity NPC469756
0.9355 High Similarity NPC329675
0.9355 High Similarity NPC59288
0.9339 High Similarity NPC9499
0.9339 High Similarity NPC86159
0.9339 High Similarity NPC251866
0.9339 High Similarity NPC469752
0.9339 High Similarity NPC89514
0.9339 High Similarity NPC70542
0.9339 High Similarity NPC6108
0.9339 High Similarity NPC284406
0.9339 High Similarity NPC469753
0.9339 High Similarity NPC10823
0.9339 High Similarity NPC469755
0.9339 High Similarity NPC219085
0.9339 High Similarity NPC471352
0.9339 High Similarity NPC197707
0.9339 High Similarity NPC471358
0.9339 High Similarity NPC469751
0.9339 High Similarity NPC180079
0.9339 High Similarity NPC471360
0.9339 High Similarity NPC471361
0.9339 High Similarity NPC17896
0.9339 High Similarity NPC469754
0.9339 High Similarity NPC471359
0.9316 High Similarity NPC470312
0.9316 High Similarity NPC475556
0.9316 High Similarity NPC72260
0.9316 High Similarity NPC475629
0.9256 High Similarity NPC311534
0.9237 High Similarity NPC475590
0.9237 High Similarity NPC474908
0.9237 High Similarity NPC120390
0.9237 High Similarity NPC475419
0.9237 High Similarity NPC231518
0.9237 High Similarity NPC314535
0.9237 High Similarity NPC40749
0.9237 High Similarity NPC475219
0.9237 High Similarity NPC173555
0.9231 High Similarity NPC329905
0.9224 High Similarity NPC93883
0.916 High Similarity NPC474423
0.916 High Similarity NPC193893
0.916 High Similarity NPC264336
0.916 High Similarity NPC74259
0.9153 High Similarity NPC474466
0.9153 High Similarity NPC475136
0.9138 High Similarity NPC310341
0.9138 High Similarity NPC193382
0.9138 High Similarity NPC199428
0.9138 High Similarity NPC99620
0.9138 High Similarity NPC5311
0.9106 High Similarity NPC173347
0.9083 High Similarity NPC117445
0.9083 High Similarity NPC308262
0.9083 High Similarity NPC208193
0.9068 High Similarity NPC304260
0.9068 High Similarity NPC5883
0.9068 High Similarity NPC44899
0.9068 High Similarity NPC29639
0.906 High Similarity NPC158344
0.906 High Similarity NPC196429
0.906 High Similarity NPC34390
0.906 High Similarity NPC77319
0.906 High Similarity NPC309034
0.906 High Similarity NPC157376
0.906 High Similarity NPC84987
0.906 High Similarity NPC50305
0.906 High Similarity NPC243196
0.906 High Similarity NPC471354
0.906 High Similarity NPC142066
0.906 High Similarity NPC471353
0.906 High Similarity NPC471355
0.906 High Similarity NPC244402
0.906 High Similarity NPC473852
0.906 High Similarity NPC99728
0.906 High Similarity NPC474418
0.906 High Similarity NPC87250
0.906 High Similarity NPC471351
0.906 High Similarity NPC152615
0.906 High Similarity NPC27507
0.9052 High Similarity NPC471633
0.9052 High Similarity NPC31354
0.9052 High Similarity NPC69576
0.9052 High Similarity NPC84949
0.8992 High Similarity NPC107607
0.8983 High Similarity NPC218093
0.8983 High Similarity NPC83287
0.8968 High Similarity NPC171619
0.8908 High Similarity NPC81222
0.8908 High Similarity NPC291820
0.8898 High Similarity NPC290693
0.8898 High Similarity NPC203862
0.888 High Similarity NPC471855
0.8843 High Similarity NPC28532
0.8833 High Similarity NPC476150
0.8833 High Similarity NPC476127
0.881 High Similarity NPC88668
0.879 High Similarity NPC114306
0.879 High Similarity NPC477490
0.876 High Similarity NPC79250
0.876 High Similarity NPC290746
0.875 High Similarity NPC477071
0.875 High Similarity NPC289700
0.875 High Similarity NPC127656
0.875 High Similarity NPC62172
0.8739 High Similarity NPC474483
0.873 High Similarity NPC155529
0.8729 High Similarity NPC477580
0.872 High Similarity NPC471407
0.8699 High Similarity NPC318135
0.8689 High Similarity NPC115349
0.8678 High Similarity NPC135369
0.8672 High Similarity NPC158350
0.8655 High Similarity NPC106228
0.8655 High Similarity NPC138372
0.8651 High Similarity NPC477493
0.8644 High Similarity NPC260665
0.864 High Similarity NPC168899
0.864 High Similarity NPC293623
0.864 High Similarity NPC245094
0.864 High Similarity NPC69273
0.8629 High Similarity NPC47113
0.8629 High Similarity NPC174367
0.8618 High Similarity NPC41129
0.8615 High Similarity NPC75616
0.8607 High Similarity NPC202051
0.8607 High Similarity NPC476204
0.8607 High Similarity NPC170084
0.8595 High Similarity NPC19028
0.8595 High Similarity NPC122971
0.8595 High Similarity NPC9674
0.8583 High Similarity NPC473405
0.8571 High Similarity NPC178289
0.8571 High Similarity NPC473882
0.8571 High Similarity NPC476966
0.8571 High Similarity NPC472274
0.856 High Similarity NPC298841
0.856 High Similarity NPC42399
0.8548 High Similarity NPC473505
0.8534 High Similarity NPC472988
0.8534 High Similarity NPC38217
0.8525 High Similarity NPC108072
0.8525 High Similarity NPC281840
0.8516 High Similarity NPC316915
0.8512 High Similarity NPC473617
0.8512 High Similarity NPC473828
0.8512 High Similarity NPC471548
0.8512 High Similarity NPC239293
0.8504 High Similarity NPC241008
0.85 High Similarity NPC471816
0.85 High Similarity NPC207637
0.85 High Similarity NPC196931
0.8492 Intermediate Similarity NPC45606
0.8492 Intermediate Similarity NPC220838
0.8487 Intermediate Similarity NPC251309
0.8487 Intermediate Similarity NPC102619

  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 NPC240070 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
0.9576 High Similarity NPD7507 Approved
0.9339 High Similarity NPD7319 Approved
0.9316 High Similarity NPD8377 Approved
0.9316 High Similarity NPD8294 Approved
0.9237 High Similarity NPD8379 Approved
0.9237 High Similarity NPD8378 Approved
0.9237 High Similarity NPD8335 Approved
0.9237 High Similarity NPD8380 Approved
0.9237 High Similarity NPD8033 Approved
0.9237 High Similarity NPD8296 Approved
0.8983 High Similarity NPD7328 Approved
0.8983 High Similarity NPD7327 Approved
0.8908 High Similarity NPD7516 Approved
0.8644 High Similarity NPD8133 Approved
0.8376 Intermediate Similarity NPD6686 Approved
0.8346 Intermediate Similarity NPD7736 Approved
0.8306 Intermediate Similarity NPD7503 Approved
0.8175 Intermediate Similarity NPD8328 Phase 3
0.8136 Intermediate Similarity NPD6412 Phase 2
0.8125 Intermediate Similarity NPD8293 Discontinued
0.7953 Intermediate Similarity NPD6370 Approved
0.7845 Intermediate Similarity NPD7638 Approved
0.784 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7829 Intermediate Similarity NPD7492 Approved
0.7815 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD8297 Approved
0.7805 Intermediate Similarity NPD6882 Approved
0.7795 Intermediate Similarity NPD6054 Approved
0.7795 Intermediate Similarity NPD6059 Approved
0.7778 Intermediate Similarity NPD7639 Approved
0.7778 Intermediate Similarity NPD7640 Approved
0.7769 Intermediate Similarity NPD6616 Approved
0.7734 Intermediate Similarity NPD8513 Phase 3
0.7734 Intermediate Similarity NPD8516 Approved
0.7734 Intermediate Similarity NPD8515 Approved
0.7734 Intermediate Similarity NPD8517 Approved
0.771 Intermediate Similarity NPD7078 Approved
0.7705 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7698 Intermediate Similarity NPD6009 Approved
0.7656 Intermediate Similarity NPD6319 Approved
0.7623 Intermediate Similarity NPD7320 Approved
0.7603 Intermediate Similarity NPD6675 Approved
0.7603 Intermediate Similarity NPD6402 Approved
0.7603 Intermediate Similarity NPD7128 Approved
0.7603 Intermediate Similarity NPD5739 Approved
0.76 Intermediate Similarity NPD4632 Approved
0.7597 Intermediate Similarity NPD6016 Approved
0.7597 Intermediate Similarity NPD6015 Approved
0.7561 Intermediate Similarity NPD6372 Approved
0.7561 Intermediate Similarity NPD6373 Approved
0.7538 Intermediate Similarity NPD5988 Approved
0.7483 Intermediate Similarity NPD7625 Phase 1
0.748 Intermediate Similarity NPD6899 Approved
0.748 Intermediate Similarity NPD6881 Approved
0.744 Intermediate Similarity NPD8130 Phase 1
0.744 Intermediate Similarity NPD6649 Approved
0.744 Intermediate Similarity NPD6650 Approved
0.7422 Intermediate Similarity NPD7115 Discovery
0.7419 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7398 Intermediate Similarity NPD5697 Approved
0.7398 Intermediate Similarity NPD5701 Approved
0.7381 Intermediate Similarity NPD6053 Discontinued
0.736 Intermediate Similarity NPD7290 Approved
0.736 Intermediate Similarity NPD6883 Approved
0.736 Intermediate Similarity NPD7102 Approved
0.7317 Intermediate Similarity NPD6008 Approved
0.7302 Intermediate Similarity NPD6869 Approved
0.7302 Intermediate Similarity NPD6847 Approved
0.7302 Intermediate Similarity NPD6617 Approved
0.728 Intermediate Similarity NPD6014 Approved
0.728 Intermediate Similarity NPD6013 Approved
0.728 Intermediate Similarity NPD6012 Approved
0.7259 Intermediate Similarity NPD6033 Approved
0.7222 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7218 Intermediate Similarity NPD6067 Discontinued
0.7218 Intermediate Similarity NPD7604 Phase 2
0.7213 Intermediate Similarity NPD7632 Discontinued
0.72 Intermediate Similarity NPD6011 Approved
0.7197 Intermediate Similarity NPD5983 Phase 2
0.7167 Intermediate Similarity NPD4755 Approved
0.7165 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD8171 Discontinued
0.7111 Intermediate Similarity NPD6336 Discontinued
0.7087 Intermediate Similarity NPD4634 Approved
0.7073 Intermediate Similarity NPD5211 Phase 2
0.7063 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7748 Approved
0.7049 Intermediate Similarity NPD5286 Approved
0.7049 Intermediate Similarity NPD4700 Approved
0.7049 Intermediate Similarity NPD4696 Approved
0.7049 Intermediate Similarity NPD5285 Approved
0.7025 Intermediate Similarity NPD7902 Approved
0.7025 Intermediate Similarity NPD6083 Phase 2
0.7025 Intermediate Similarity NPD6084 Phase 2
0.6984 Remote Similarity NPD5954 Clinical (unspecified phase)
0.696 Remote Similarity NPD5141 Approved
0.6947 Remote Similarity NPD6274 Approved
0.6935 Remote Similarity NPD5226 Approved
0.6935 Remote Similarity NPD4633 Approved
0.6935 Remote Similarity NPD5224 Approved
0.6935 Remote Similarity NPD5225 Approved
0.6934 Remote Similarity NPD8074 Phase 3
0.6917 Remote Similarity NPD7100 Approved
0.6917 Remote Similarity NPD7101 Approved
0.6905 Remote Similarity NPD4767 Approved
0.6905 Remote Similarity NPD4768 Approved
0.6891 Remote Similarity NPD8034 Phase 2
0.6891 Remote Similarity NPD8035 Phase 2
0.6891 Remote Similarity NPD7515 Phase 2
0.688 Remote Similarity NPD5174 Approved
0.688 Remote Similarity NPD5175 Approved
0.6864 Remote Similarity NPD5328 Approved
0.6855 Remote Similarity NPD5223 Approved
0.6852 Remote Similarity NPD7799 Discontinued
0.685 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6335 Approved
0.6833 Remote Similarity NPD4202 Approved
0.6829 Remote Similarity NPD4225 Approved
0.6815 Remote Similarity NPD6909 Approved
0.6815 Remote Similarity NPD6908 Approved
0.6807 Remote Similarity NPD46 Approved
0.6807 Remote Similarity NPD6698 Approved
0.6797 Remote Similarity NPD4730 Approved
0.6797 Remote Similarity NPD4729 Approved
0.678 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6777 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6777 Remote Similarity NPD7900 Approved
0.6767 Remote Similarity NPD6317 Approved
0.675 Remote Similarity NPD6079 Approved
0.6746 Remote Similarity NPD4754 Approved
0.6721 Remote Similarity NPD5695 Phase 3
0.6721 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6716 Remote Similarity NPD6314 Approved
0.6716 Remote Similarity NPD6313 Approved
0.6694 Remote Similarity NPD5696 Approved
0.6694 Remote Similarity NPD6399 Phase 3
0.6694 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6692 Remote Similarity NPD5251 Approved
0.6692 Remote Similarity NPD5248 Approved
0.6692 Remote Similarity NPD5249 Phase 3
0.6692 Remote Similarity NPD5247 Approved
0.6692 Remote Similarity NPD5250 Approved
0.6692 Remote Similarity NPD6371 Approved
0.6691 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5128 Approved
0.6643 Remote Similarity NPD8336 Approved
0.6643 Remote Similarity NPD8337 Approved
0.6639 Remote Similarity NPD6903 Approved
0.6612 Remote Similarity NPD5693 Phase 1
0.661 Remote Similarity NPD7334 Approved
0.661 Remote Similarity NPD5330 Approved
0.661 Remote Similarity NPD7146 Approved
0.661 Remote Similarity NPD6409 Approved
0.661 Remote Similarity NPD6684 Approved
0.661 Remote Similarity NPD7521 Approved
0.6583 Remote Similarity NPD4753 Phase 2
0.6573 Remote Similarity NPD8449 Approved
0.6569 Remote Similarity NPD6921 Approved
0.6549 Remote Similarity NPD5956 Approved
0.6532 Remote Similarity NPD5222 Approved
0.6532 Remote Similarity NPD5221 Approved
0.6532 Remote Similarity NPD4697 Phase 3
0.6532 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6528 Remote Similarity NPD8450 Suspended
0.6515 Remote Similarity NPD5215 Approved
0.6515 Remote Similarity NPD5216 Approved
0.6515 Remote Similarity NPD5217 Approved
0.6503 Remote Similarity NPD7260 Phase 2
0.648 Remote Similarity NPD5173 Approved
0.6475 Remote Similarity NPD7830 Approved
0.6475 Remote Similarity NPD7829 Approved
0.6471 Remote Similarity NPD3618 Phase 1
0.6458 Remote Similarity NPD8338 Approved
0.6457 Remote Similarity NPD5344 Discontinued
0.6446 Remote Similarity NPD6673 Approved
0.6446 Remote Similarity NPD6080 Approved
0.6446 Remote Similarity NPD6051 Approved
0.6446 Remote Similarity NPD6904 Approved
0.6444 Remote Similarity NPD6868 Approved
0.6441 Remote Similarity NPD3666 Approved
0.6441 Remote Similarity NPD3133 Approved
0.6441 Remote Similarity NPD3665 Phase 1
0.6439 Remote Similarity NPD5169 Approved
0.6439 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6439 Remote Similarity NPD5135 Approved
0.6417 Remote Similarity NPD3573 Approved
0.641 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6391 Remote Similarity NPD5127 Approved
0.6383 Remote Similarity NPD8451 Approved
0.6379 Remote Similarity NPD7525 Registered
0.6371 Remote Similarity NPD6001 Approved
0.6364 Remote Similarity NPD6672 Approved
0.6364 Remote Similarity NPD7236 Approved
0.6364 Remote Similarity NPD5737 Approved
0.6351 Remote Similarity NPD6334 Approved
0.6351 Remote Similarity NPD6333 Approved
0.6345 Remote Similarity NPD6845 Suspended
0.6341 Remote Similarity NPD7983 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