Structure

Physi-Chem Properties

Molecular Weight:  712.33
Volume:  677.965
LogP:  -0.14
LogD:  -0.015
LogS:  -2.797
# 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:  0.128
Synthetic Accessibility Score:  5.894
Fsp3:  0.857
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.75
MDCK Permeability:  7.536465273005888e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.98
20% Bioavailability (F20%):  0.978
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.17
Plasma Protein Binding (PPB):  60.69273376464844%
Volume Distribution (VD):  0.472
Pgp-substrate:  18.953182220458984%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.944
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.066
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.022
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.05
CYP3A4-inhibitor:  0.328
CYP3A4-substrate:  0.043

ADMET: Excretion

Clearance (CL):  0.824
Half-life (T1/2):  0.66

ADMET: Toxicity

hERG Blockers:  0.225
Human Hepatotoxicity (H-HT):  0.26
Drug-inuced Liver Injury (DILI):  0.022
AMES Toxicity:  0.064
Rat Oral Acute Toxicity:  0.321
Maximum Recommended Daily Dose:  0.933
Skin Sensitization:  0.761
Carcinogencity:  0.461
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.977

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

  Natural Product: NPC469749

Natural Product ID:  NPC469749
Common Name*:   Glucostrophalloside
IUPAC Name:   (3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
Synonyms:   Glucostrophalloside
Standard InCHIKey:  KZTRRNWHCITOHG-BEIGQCAMSA-N
Standard InCHI:  InChI=1S/C35H52O15/c1-16-24(39)29(50-30-27(42)26(41)25(40)22(13-36)49-30)28(43)31(47-16)48-18-3-8-33(15-37)20-4-7-32(2)19(17-11-23(38)46-14-17)6-10-35(32,45)21(20)5-9-34(33,44)12-18/h11,15-16,18-22,24-31,36,39-45H,3-10,12-14H2,1-2H3/t16-,18+,19-,20+,21-,22-,24-,25-,26+,27-,28-,29-,30+,31-,32-,33+,34+,35+/m1/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)[C@@H](O[C@H]3CC[C@]4([C@](C3)(O)CC[C@@H]3[C@@H]4CC[C@]4([C@]3(O)CC[C@@H]4C3=CC(=O)OC3)C)C=O)O[C@@H]([C@H]2O)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1169678
PubChem CID:   49799515
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 = 0.12 ug ml-1 PMID[547830]
NPT308 Cell Line CAKI-1 Homo sapiens ED50 = 0.065 ug ml-1 PMID[547830]
NPT309 Cell Line 1A9 Homo sapiens ED50 = 0.057 ug ml-1 PMID[547830]
NPT306 Cell Line PC-3 Homo sapiens ED50 = 0.084 ug ml-1 PMID[547830]
NPT83 Cell Line MCF7 Homo sapiens ED50 = 0.096 ug ml-1 PMID[547830]
NPT81 Cell Line A549 Homo sapiens ED50 = 0.038 ug ml-1 PMID[547830]
NPT91 Cell Line KB Homo sapiens ED50 = 0.12 ug ml-1 PMID[547830]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 0.25 uM PMID[547829]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 1.0 uM PMID[547829]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 489.0 % PMID[547829]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 350.0 % PMID[547829]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Ratio = 10.0 n.a. PMID[547829]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 0.13 ug ml-1 PMID[547830]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 0.15 ug ml-1 PMID[547830]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 0.083 ug ml-1 PMID[547830]

☑ 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 NPC469749 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 NPC116075
1.0 High Similarity NPC247190
1.0 High Similarity NPC146857
1.0 High Similarity NPC32793
0.9918 High Similarity NPC329636
0.9837 High Similarity NPC194716
0.9758 High Similarity NPC329675
0.9758 High Similarity NPC59288
0.9752 High Similarity NPC251866
0.9752 High Similarity NPC276838
0.9752 High Similarity NPC232785
0.9752 High Similarity NPC6108
0.9752 High Similarity NPC140092
0.9752 High Similarity NPC469753
0.9752 High Similarity NPC471360
0.9752 High Similarity NPC471358
0.9752 High Similarity NPC197707
0.9752 High Similarity NPC188234
0.9752 High Similarity NPC469752
0.9752 High Similarity NPC219085
0.9752 High Similarity NPC471352
0.9752 High Similarity NPC469754
0.9752 High Similarity NPC471361
0.9752 High Similarity NPC471359
0.9752 High Similarity NPC17896
0.9752 High Similarity NPC70542
0.9752 High Similarity NPC9499
0.9752 High Similarity NPC10823
0.9752 High Similarity NPC329986
0.9752 High Similarity NPC89514
0.9752 High Similarity NPC180079
0.9752 High Similarity NPC469755
0.9752 High Similarity NPC469751
0.9752 High Similarity NPC284406
0.9752 High Similarity NPC86159
0.9752 High Similarity NPC125077
0.9593 High Similarity NPC93416
0.9587 High Similarity NPC471356
0.9587 High Similarity NPC117702
0.9587 High Similarity NPC471357
0.9587 High Similarity NPC146456
0.9587 High Similarity NPC329784
0.9587 High Similarity NPC179412
0.9587 High Similarity NPC469757
0.9587 High Similarity NPC240070
0.9516 High Similarity NPC477709
0.9516 High Similarity NPC476221
0.9512 High Similarity NPC16569
0.9512 High Similarity NPC159338
0.9512 High Similarity NPC253456
0.9504 High Similarity NPC250556
0.9504 High Similarity NPC469750
0.9435 High Similarity NPC42670
0.9435 High Similarity NPC19124
0.9431 High Similarity NPC91
0.936 High Similarity NPC142756
0.936 High Similarity NPC298783
0.936 High Similarity NPC157817
0.936 High Similarity NPC225385
0.936 High Similarity NPC104585
0.9339 High Similarity NPC27363
0.9213 High Similarity NPC171619
0.9194 High Similarity NPC311534
0.9141 High Similarity NPC62172
0.9141 High Similarity NPC289700
0.9091 High Similarity NPC475556
0.9091 High Similarity NPC475629
0.9055 High Similarity NPC88668
0.9048 High Similarity NPC173347
0.9016 High Similarity NPC173555
0.9016 High Similarity NPC314535
0.9008 High Similarity NPC236973
0.9008 High Similarity NPC32177
0.9008 High Similarity NPC470897
0.9008 High Similarity NPC292467
0.9008 High Similarity NPC469756
0.9008 High Similarity NPC55532
0.9008 High Similarity NPC30483
0.9 High Similarity NPC75616
0.8943 High Similarity NPC264336
0.8934 High Similarity NPC474466
0.8934 High Similarity NPC470312
0.8934 High Similarity NPC475136
0.8934 High Similarity NPC72260
0.8871 High Similarity NPC308262
0.8871 High Similarity NPC117445
0.8871 High Similarity NPC208193
0.8862 High Similarity NPC475219
0.8862 High Similarity NPC120390
0.8862 High Similarity NPC231518
0.8862 High Similarity NPC475590
0.8862 High Similarity NPC475419
0.8862 High Similarity NPC474908
0.8862 High Similarity NPC40749
0.8852 High Similarity NPC329905
0.8843 High Similarity NPC243196
0.8843 High Similarity NPC471355
0.8843 High Similarity NPC196429
0.8843 High Similarity NPC309034
0.8843 High Similarity NPC158344
0.8843 High Similarity NPC142066
0.8843 High Similarity NPC99728
0.8843 High Similarity NPC84987
0.8843 High Similarity NPC50305
0.8843 High Similarity NPC87250
0.8843 High Similarity NPC27507
0.8843 High Similarity NPC34390
0.8843 High Similarity NPC93883
0.8843 High Similarity NPC473852
0.8843 High Similarity NPC471351
0.8843 High Similarity NPC157376
0.8843 High Similarity NPC77319
0.8843 High Similarity NPC474418
0.8843 High Similarity NPC471354
0.8843 High Similarity NPC244402
0.8843 High Similarity NPC471353
0.879 High Similarity NPC193893
0.879 High Similarity NPC474423
0.879 High Similarity NPC74259
0.878 High Similarity NPC476150
0.878 High Similarity NPC476127
0.877 High Similarity NPC83287
0.876 High Similarity NPC310341
0.876 High Similarity NPC469794
0.876 High Similarity NPC72772
0.876 High Similarity NPC193382
0.876 High Similarity NPC199428
0.876 High Similarity NPC5311
0.876 High Similarity NPC99620
0.8702 High Similarity NPC127656
0.8699 High Similarity NPC44899
0.8699 High Similarity NPC304260
0.8699 High Similarity NPC5883
0.8699 High Similarity NPC29639
0.8692 High Similarity NPC248703
0.8689 High Similarity NPC474483
0.8689 High Similarity NPC152615
0.8682 High Similarity NPC155529
0.8678 High Similarity NPC69576
0.8678 High Similarity NPC84949
0.8678 High Similarity NPC31354
0.8678 High Similarity NPC471633
0.8651 High Similarity NPC318135
0.8629 High Similarity NPC107607
0.8626 High Similarity NPC158350
0.8618 High Similarity NPC218093
0.8594 High Similarity NPC114306
0.8594 High Similarity NPC477490
0.8594 High Similarity NPC245094
0.8583 High Similarity NPC47113
0.8583 High Similarity NPC174367
0.8571 High Similarity NPC79250
0.8571 High Similarity NPC290746
0.856 High Similarity NPC170084
0.856 High Similarity NPC476204
0.8548 High Similarity NPC291820
0.8548 High Similarity NPC81222
0.8538 High Similarity NPC477195
0.8538 High Similarity NPC471855
0.8537 High Similarity NPC290693
0.8537 High Similarity NPC203862
0.8527 High Similarity NPC476966
0.8527 High Similarity NPC231529
0.8516 High Similarity NPC42399
0.8516 High Similarity NPC298841
0.8492 Intermediate Similarity NPC28532
0.848 Intermediate Similarity NPC472004
0.848 Intermediate Similarity NPC281840
0.8473 Intermediate Similarity NPC476779
0.8473 Intermediate Similarity NPC316915
0.8468 Intermediate Similarity NPC239293
0.8462 Intermediate Similarity NPC477493
0.8455 Intermediate Similarity NPC196931
0.8443 Intermediate Similarity NPC102619
0.8425 Intermediate Similarity NPC41129
0.8421 Intermediate Similarity NPC477236
0.8409 Intermediate Similarity NPC476777
0.8409 Intermediate Similarity NPC476778
0.84 Intermediate Similarity NPC477071
0.8397 Intermediate Similarity NPC231240
0.8397 Intermediate Similarity NPC478154
0.8385 Intermediate Similarity NPC471407
0.8385 Intermediate Similarity NPC477196
0.8374 Intermediate Similarity NPC477580
0.8372 Intermediate Similarity NPC470780
0.8372 Intermediate Similarity NPC287423
0.8346 Intermediate Similarity NPC110700
0.8346 Intermediate Similarity NPC262813
0.8346 Intermediate Similarity NPC279915
0.8346 Intermediate Similarity NPC115349
0.8333 Intermediate Similarity NPC475487
0.8333 Intermediate Similarity NPC135369
0.8333 Intermediate Similarity NPC478151
0.8321 Intermediate Similarity NPC262796
0.8321 Intermediate Similarity NPC43589
0.8321 Intermediate Similarity NPC478065
0.8321 Intermediate Similarity NPC45346
0.8321 Intermediate Similarity NPC475167
0.8321 Intermediate Similarity NPC222951
0.8321 Intermediate Similarity NPC264566

  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 NPC469749 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
0.9752 High Similarity NPD7319 Approved
0.9504 High Similarity NPD7507 Approved
0.9016 High Similarity NPD8296 Approved
0.9016 High Similarity NPD8380 Approved
0.9016 High Similarity NPD8335 Approved
0.9016 High Similarity NPD8378 Approved
0.9016 High Similarity NPD8379 Approved
0.8934 High Similarity NPD8294 Approved
0.8934 High Similarity NPD8377 Approved
0.8862 High Similarity NPD8033 Approved
0.877 High Similarity NPD7327 Approved
0.877 High Similarity NPD7328 Approved
0.8699 High Similarity NPD7516 Approved
0.8308 Intermediate Similarity NPD7736 Approved
0.8293 Intermediate Similarity NPD8133 Approved
0.814 Intermediate Similarity NPD8328 Phase 3
0.8092 Intermediate Similarity NPD8293 Discontinued
0.8033 Intermediate Similarity NPD6686 Approved
0.7984 Intermediate Similarity NPD7503 Approved
0.7923 Intermediate Similarity NPD6370 Approved
0.7812 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD6412 Phase 2
0.7803 Intermediate Similarity NPD7492 Approved
0.7769 Intermediate Similarity NPD6059 Approved
0.7769 Intermediate Similarity NPD6054 Approved
0.7744 Intermediate Similarity NPD6616 Approved
0.771 Intermediate Similarity NPD8517 Approved
0.771 Intermediate Similarity NPD8516 Approved
0.771 Intermediate Similarity NPD8513 Phase 3
0.771 Intermediate Similarity NPD8515 Approved
0.7687 Intermediate Similarity NPD7078 Approved
0.7634 Intermediate Similarity NPD6319 Approved
0.7576 Intermediate Similarity NPD6016 Approved
0.7576 Intermediate Similarity NPD6015 Approved
0.7521 Intermediate Similarity NPD7638 Approved
0.7519 Intermediate Similarity NPD5988 Approved
0.75 Intermediate Similarity NPD6882 Approved
0.75 Intermediate Similarity NPD8297 Approved
0.75 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD7639 Approved
0.7459 Intermediate Similarity NPD7640 Approved
0.7405 Intermediate Similarity NPD6009 Approved
0.7405 Intermediate Similarity NPD7115 Discovery
0.7402 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD7320 Approved
0.7308 Intermediate Similarity NPD4632 Approved
0.7302 Intermediate Similarity NPD7128 Approved
0.7302 Intermediate Similarity NPD6675 Approved
0.7302 Intermediate Similarity NPD5739 Approved
0.7302 Intermediate Similarity NPD6402 Approved
0.7266 Intermediate Similarity NPD6373 Approved
0.7266 Intermediate Similarity NPD6372 Approved
0.7266 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD6033 Approved
0.723 Intermediate Similarity NPD7625 Phase 1
0.7188 Intermediate Similarity NPD6899 Approved
0.7188 Intermediate Similarity NPD6881 Approved
0.7188 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD8130 Phase 1
0.7154 Intermediate Similarity NPD6650 Approved
0.7154 Intermediate Similarity NPD6649 Approved
0.7109 Intermediate Similarity NPD5697 Approved
0.7109 Intermediate Similarity NPD5701 Approved
0.7099 Intermediate Similarity NPD6053 Discontinued
0.7077 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD7290 Approved
0.7077 Intermediate Similarity NPD4634 Approved
0.7077 Intermediate Similarity NPD7102 Approved
0.7077 Intermediate Similarity NPD6883 Approved
0.7031 Intermediate Similarity NPD6008 Approved
0.7023 Intermediate Similarity NPD6847 Approved
0.7023 Intermediate Similarity NPD6617 Approved
0.7023 Intermediate Similarity NPD6869 Approved
0.7 Intermediate Similarity NPD6014 Approved
0.7 Intermediate Similarity NPD6013 Approved
0.7 Intermediate Similarity NPD6012 Approved
0.6957 Remote Similarity NPD6067 Discontinued
0.6957 Remote Similarity NPD7604 Phase 2
0.6934 Remote Similarity NPD5983 Phase 2
0.6929 Remote Similarity NPD7632 Discontinued
0.6929 Remote Similarity NPD8074 Phase 3
0.6923 Remote Similarity NPD6011 Approved
0.6894 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6894 Remote Similarity NPD6401 Clinical (unspecified phase)
0.688 Remote Similarity NPD4755 Approved
0.6857 Remote Similarity NPD6336 Discontinued
0.6848 Remote Similarity NPD7799 Discontinued
0.6846 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6846 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6829 Remote Similarity NPD8171 Discontinued
0.6825 Remote Similarity NPD4225 Approved
0.6797 Remote Similarity NPD5211 Phase 2
0.6774 Remote Similarity NPD7748 Approved
0.6772 Remote Similarity NPD4700 Approved
0.6772 Remote Similarity NPD4696 Approved
0.6772 Remote Similarity NPD5285 Approved
0.6772 Remote Similarity NPD5286 Approved
0.6746 Remote Similarity NPD6083 Phase 2
0.6746 Remote Similarity NPD6084 Phase 2
0.6746 Remote Similarity NPD7902 Approved
0.6692 Remote Similarity NPD5141 Approved
0.6692 Remote Similarity NPD6371 Approved
0.6691 Remote Similarity NPD6921 Approved
0.6691 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6667 Remote Similarity NPD7100 Approved
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD7101 Approved
0.6643 Remote Similarity NPD8336 Approved
0.6643 Remote Similarity NPD8337 Approved
0.6641 Remote Similarity NPD4767 Approved
0.6641 Remote Similarity NPD4768 Approved
0.662 Remote Similarity NPD8451 Approved
0.6615 Remote Similarity NPD5174 Approved
0.6615 Remote Similarity NPD5175 Approved
0.6613 Remote Similarity NPD7515 Phase 2
0.6613 Remote Similarity NPD8035 Phase 2
0.6613 Remote Similarity NPD8034 Phase 2
0.6594 Remote Similarity NPD6335 Approved
0.6589 Remote Similarity NPD5223 Approved
0.6585 Remote Similarity NPD5328 Approved
0.6575 Remote Similarity NPD8338 Approved
0.6573 Remote Similarity NPD8448 Approved
0.6571 Remote Similarity NPD6908 Approved
0.6571 Remote Similarity NPD6909 Approved
0.656 Remote Similarity NPD4202 Approved
0.6552 Remote Similarity NPD8392 Approved
0.6552 Remote Similarity NPD8391 Approved
0.6552 Remote Similarity NPD8390 Approved
0.6552 Remote Similarity NPD5956 Approved
0.6541 Remote Similarity NPD4730 Approved
0.6541 Remote Similarity NPD4729 Approved
0.6535 Remote Similarity NPD4697 Phase 3
0.6532 Remote Similarity NPD6698 Approved
0.6532 Remote Similarity NPD46 Approved
0.6522 Remote Similarity NPD6317 Approved
0.6508 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6508 Remote Similarity NPD7900 Approved
0.6504 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6489 Remote Similarity NPD4754 Approved
0.648 Remote Similarity NPD6079 Approved
0.6479 Remote Similarity NPD7830 Approved
0.6479 Remote Similarity NPD7829 Approved
0.6475 Remote Similarity NPD6313 Approved
0.6475 Remote Similarity NPD6314 Approved
0.6457 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6457 Remote Similarity NPD5695 Phase 3
0.6454 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6444 Remote Similarity NPD5251 Approved
0.6444 Remote Similarity NPD5249 Phase 3
0.6444 Remote Similarity NPD5250 Approved
0.6444 Remote Similarity NPD5247 Approved
0.6444 Remote Similarity NPD5248 Approved
0.6434 Remote Similarity NPD8342 Approved
0.6434 Remote Similarity NPD8341 Approved
0.6434 Remote Similarity NPD5696 Approved
0.6434 Remote Similarity NPD8299 Approved
0.6434 Remote Similarity NPD8340 Approved
0.6434 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6399 Phase 3
0.6418 Remote Similarity NPD5128 Approved
0.6393 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6371 Remote Similarity NPD6903 Approved
0.6364 Remote Similarity NPD7642 Approved
0.6358 Remote Similarity NPD6333 Approved
0.6358 Remote Similarity NPD6334 Approved
0.6351 Remote Similarity NPD8449 Approved
0.6349 Remote Similarity NPD5693 Phase 1
0.6349 Remote Similarity NPD7983 Approved
0.6349 Remote Similarity NPD7637 Suspended
0.6341 Remote Similarity NPD7521 Approved
0.6341 Remote Similarity NPD7334 Approved
0.6341 Remote Similarity NPD7146 Approved
0.6341 Remote Similarity NPD6684 Approved
0.6341 Remote Similarity NPD6409 Approved
0.6341 Remote Similarity NPD5330 Approved
0.6336 Remote Similarity NPD5344 Discontinued
0.632 Remote Similarity NPD4753 Phase 2
0.6309 Remote Similarity NPD8450 Suspended
0.6294 Remote Similarity NPD8080 Discontinued
0.6291 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6286 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6284 Remote Similarity NPD7260 Phase 2
0.6279 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6279 Remote Similarity NPD5221 Approved
0.6279 Remote Similarity NPD5222 Approved
0.6277 Remote Similarity NPD5217 Approved
0.6277 Remote Similarity NPD5216 Approved
0.6277 Remote Similarity NPD5215 Approved
0.6231 Remote Similarity NPD5173 Approved
0.622 Remote Similarity NPD6411 Approved
0.6214 Remote Similarity NPD6868 Approved
0.621 Remote Similarity NPD3618 Phase 1
0.6204 Remote Similarity NPD5135 Approved
0.6204 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6204 Remote Similarity NPD5169 Approved
0.619 Remote Similarity NPD6051 Approved
0.619 Remote Similarity NPD6080 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