Structure

Physi-Chem Properties

Molecular Weight:  924.47
Volume:  900.694
LogP:  1.949
LogD:  1.052
LogS:  -4.055
# Rotatable Bonds:  8
TPSA:  280.82
# H-Bond Aceptor:  18
# H-Bond Donor:  9
# Rings:  8
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.148
Synthetic Accessibility Score:  6.667
Fsp3:  0.872
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:  -5.898
MDCK Permeability:  0.00010317310079699382
Pgp-inhibitor:  0.983
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.963
20% Bioavailability (F20%):  0.025
30% Bioavailability (F30%):  0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.096
Plasma Protein Binding (PPB):  65.6425552368164%
Volume Distribution (VD):  0.372
Pgp-substrate:  18.83295249938965%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.69
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.563
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.01
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.055
CYP3A4-inhibitor:  0.214
CYP3A4-substrate:  0.098

ADMET: Excretion

Clearance (CL):  0.672
Half-life (T1/2):  0.652

ADMET: Toxicity

hERG Blockers:  0.034
Human Hepatotoxicity (H-HT):  0.21
Drug-inuced Liver Injury (DILI):  0.138
AMES Toxicity:  0.101
Rat Oral Acute Toxicity:  0.327
Maximum Recommended Daily Dose:  0.705
Skin Sensitization:  0.182
Carcinogencity:  0.084
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.964

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

  Natural Product: NPC241008

Natural Product ID:  NPC241008
Common Name*:   Picfeltarracemin Iv
IUPAC Name:   (2S)-2-[(3R,8S,9R,10R,13R,14S,16R,17R)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-16-hydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-5-propan-2-ylfuran-3-one
Synonyms:   picfeltarracemin IV
Standard InCHIKey:  AJDSYFQMQGZVPS-TWNGIMQYSA-N
Standard InCHI:  InChI=1S/C47H72O18/c1-19(2)25-14-28(51)47(9,65-25)39-23(49)15-44(6)27-12-10-21-22(46(27,8)29(52)16-45(39,44)7)11-13-30(43(21,4)5)62-40-36(58)37(24(50)18-59-40)63-42-38(34(56)32(54)26(17-48)61-42)64-41-35(57)33(55)31(53)20(3)60-41/h10,14,19-20,22-24,26-27,30-42,48-50,53-58H,11-13,15-18H2,1-9H3/t20-,22+,23+,24+,26+,27-,30+,31-,32+,33+,34-,35+,36+,37-,38+,39-,40-,41-,42-,44-,45+,46-,47+/m0/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@H](O)CO[C@H]([C@@H]2O)O[C@@H]2CC[C@@H]3C(=CC[C@@H]4[C@@]3(C)C(=O)C[C@]3([C@@]4(C)C[C@H]([C@@H]3[C@]3(C)OC(=CC3=O)C(C)C)O)C)C2(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL505834
PubChem CID:   21635749
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides
          • [CHEMONTID:0002364] Steroidal saponins
            • [CHEMONTID:0001687] Cucurbitacin glycosides

*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
NPO33491 picria fel-terrae Species Linderniaceae Eukaryota n.a. n.a. n.a. PMID[9644059]

☑ 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
NPT610 Others Molecular identity unknown IC50 = 131000.0 nM PMID[452070]
NPT610 Others Molecular identity unknown IC50 = 313000.0 nM PMID[452070]
NPT21 Organism Aspergillus niger Aspergillus niger MIC > 100.0 ug.mL-1 PMID[452070]
NPT329 Organism Trichophyton rubrum Trichophyton rubrum MIC > 100.0 ug.mL-1 PMID[452070]
NPT20 Organism Candida albicans Candida albicans MIC > 100.0 ug.mL-1 PMID[452070]
NPT314 Organism Bacillus cereus Bacillus cereus MIC > 100.0 ug.mL-1 PMID[452070]
NPT19 Organism Escherichia coli Escherichia coli MIC > 100.0 ug.mL-1 PMID[452070]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC > 100.0 ug.mL-1 PMID[452070]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 100.0 ug.mL-1 PMID[452070]

☑ 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 NPC241008 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9832 High Similarity NPC293623
0.9832 High Similarity NPC69273
0.9832 High Similarity NPC168899
0.958 High Similarity NPC475194
0.9333 High Similarity NPC476542
0.918 High Similarity NPC93368
0.9098 High Similarity NPC277191
0.9098 High Similarity NPC190846
0.9091 High Similarity NPC475431
0.9008 High Similarity NPC476545
0.9008 High Similarity NPC476543
0.9008 High Similarity NPC249553
0.9008 High Similarity NPC42675
0.9008 High Similarity NPC476544
0.9008 High Similarity NPC182900
0.9 High Similarity NPC161738
0.8943 High Similarity NPC473505
0.8934 High Similarity NPC94072
0.8934 High Similarity NPC169816
0.8934 High Similarity NPC305771
0.8934 High Similarity NPC15918
0.8898 High Similarity NPC475487
0.8862 High Similarity NPC1980
0.8862 High Similarity NPC238005
0.8862 High Similarity NPC141196
0.8824 High Similarity NPC474557
0.8819 High Similarity NPC473519
0.8819 High Similarity NPC473805
0.88 High Similarity NPC152091
0.878 High Similarity NPC131824
0.877 High Similarity NPC475187
0.875 High Similarity NPC102015
0.875 High Similarity NPC279638
0.872 High Similarity NPC104427
0.872 High Similarity NPC198714
0.871 High Similarity NPC228701
0.8702 High Similarity NPC290746
0.8702 High Similarity NPC79250
0.8655 High Similarity NPC210420
0.8655 High Similarity NPC474265
0.8655 High Similarity NPC130427
0.8651 High Similarity NPC2757
0.8651 High Similarity NPC292290
0.864 High Similarity NPC130229
0.864 High Similarity NPC177820
0.864 High Similarity NPC30188
0.8629 High Similarity NPC28532
0.8629 High Similarity NPC156789
0.8618 High Similarity NPC471406
0.8607 High Similarity NPC475632
0.8607 High Similarity NPC86020
0.8594 High Similarity NPC213634
0.8583 High Similarity NPC477944
0.8583 High Similarity NPC260665
0.8571 High Similarity NPC47113
0.8571 High Similarity NPC174367
0.856 High Similarity NPC160084
0.8548 High Similarity NPC475182
0.8538 High Similarity NPC478069
0.8537 High Similarity NPC197003
0.8537 High Similarity NPC319570
0.8537 High Similarity NPC190939
0.8537 High Similarity NPC473920
0.8537 High Similarity NPC279143
0.8527 High Similarity NPC471855
0.8512 High Similarity NPC473882
0.8512 High Similarity NPC165439
0.8504 High Similarity NPC329784
0.8504 High Similarity NPC240070
0.8492 Intermediate Similarity NPC473474
0.8492 Intermediate Similarity NPC471963
0.8492 Intermediate Similarity NPC247315
0.8492 Intermediate Similarity NPC471962
0.8487 Intermediate Similarity NPC52241
0.8487 Intermediate Similarity NPC154856
0.8487 Intermediate Similarity NPC475317
0.848 Intermediate Similarity NPC216866
0.8462 Intermediate Similarity NPC477709
0.8462 Intermediate Similarity NPC476221
0.8455 Intermediate Similarity NPC176005
0.8455 Intermediate Similarity NPC475357
0.8438 Intermediate Similarity NPC311534
0.8425 Intermediate Similarity NPC285091
0.8425 Intermediate Similarity NPC469947
0.8425 Intermediate Similarity NPC181066
0.8425 Intermediate Similarity NPC273962
0.8413 Intermediate Similarity NPC14617
0.8413 Intermediate Similarity NPC262199
0.8413 Intermediate Similarity NPC202666
0.8413 Intermediate Similarity NPC227397
0.8413 Intermediate Similarity NPC471961
0.8413 Intermediate Similarity NPC471964
0.8413 Intermediate Similarity NPC256983
0.8403 Intermediate Similarity NPC246205
0.84 Intermediate Similarity NPC476675
0.84 Intermediate Similarity NPC275675
0.8387 Intermediate Similarity NPC127530
0.8387 Intermediate Similarity NPC192791
0.8374 Intermediate Similarity NPC309433
0.8372 Intermediate Similarity NPC329986
0.8372 Intermediate Similarity NPC125077
0.8372 Intermediate Similarity NPC188234
0.8372 Intermediate Similarity NPC140092
0.8372 Intermediate Similarity NPC276838
0.8372 Intermediate Similarity NPC54614
0.8372 Intermediate Similarity NPC309096
0.8372 Intermediate Similarity NPC232785
0.8372 Intermediate Similarity NPC471407
0.8361 Intermediate Similarity NPC477580
0.8361 Intermediate Similarity NPC74727
0.8347 Intermediate Similarity NPC308140
0.8346 Intermediate Similarity NPC469842
0.8346 Intermediate Similarity NPC596
0.8346 Intermediate Similarity NPC470477
0.8346 Intermediate Similarity NPC469841
0.8346 Intermediate Similarity NPC6615
0.8346 Intermediate Similarity NPC7850
0.8346 Intermediate Similarity NPC248202
0.8333 Intermediate Similarity NPC471965
0.8333 Intermediate Similarity NPC194716
0.8333 Intermediate Similarity NPC171619
0.8333 Intermediate Similarity NPC262813
0.8333 Intermediate Similarity NPC162574
0.8321 Intermediate Similarity NPC104585
0.8321 Intermediate Similarity NPC142756
0.8321 Intermediate Similarity NPC298783
0.8321 Intermediate Similarity NPC157817
0.8321 Intermediate Similarity NPC225385
0.832 Intermediate Similarity NPC129393
0.832 Intermediate Similarity NPC308459
0.8308 Intermediate Similarity NPC173347
0.8308 Intermediate Similarity NPC16569
0.8308 Intermediate Similarity NPC159338
0.8308 Intermediate Similarity NPC253456
0.8306 Intermediate Similarity NPC109588
0.8295 Intermediate Similarity NPC295220
0.8295 Intermediate Similarity NPC475636
0.8293 Intermediate Similarity NPC148965
0.8284 Intermediate Similarity NPC477232
0.8284 Intermediate Similarity NPC477233
0.8281 Intermediate Similarity NPC476673
0.8281 Intermediate Similarity NPC87662
0.8279 Intermediate Similarity NPC194100
0.8279 Intermediate Similarity NPC62696
0.8279 Intermediate Similarity NPC178981
0.8279 Intermediate Similarity NPC293038
0.8279 Intermediate Similarity NPC476546
0.8271 Intermediate Similarity NPC190065
0.8271 Intermediate Similarity NPC329675
0.8271 Intermediate Similarity NPC59288
0.8271 Intermediate Similarity NPC141215
0.8271 Intermediate Similarity NPC251998
0.8271 Intermediate Similarity NPC127656
0.8271 Intermediate Similarity NPC471089
0.8268 Intermediate Similarity NPC27363
0.8268 Intermediate Similarity NPC235405
0.8268 Intermediate Similarity NPC30735
0.8268 Intermediate Similarity NPC281148
0.8264 Intermediate Similarity NPC43775
0.8258 Intermediate Similarity NPC329636
0.8254 Intermediate Similarity NPC258789
0.8254 Intermediate Similarity NPC62725
0.8254 Intermediate Similarity NPC297263
0.8254 Intermediate Similarity NPC301449
0.8254 Intermediate Similarity NPC75417
0.8254 Intermediate Similarity NPC31838
0.8254 Intermediate Similarity NPC194310
0.8254 Intermediate Similarity NPC241310
0.8254 Intermediate Similarity NPC169727
0.8254 Intermediate Similarity NPC104372
0.8254 Intermediate Similarity NPC278163
0.8254 Intermediate Similarity NPC223301
0.8254 Intermediate Similarity NPC171544
0.8254 Intermediate Similarity NPC114484
0.8254 Intermediate Similarity NPC222580
0.8254 Intermediate Similarity NPC133506
0.8254 Intermediate Similarity NPC47567
0.8254 Intermediate Similarity NPC131841
0.8254 Intermediate Similarity NPC258815
0.8254 Intermediate Similarity NPC86222
0.8254 Intermediate Similarity NPC187950
0.8254 Intermediate Similarity NPC64715
0.8254 Intermediate Similarity NPC412
0.8254 Intermediate Similarity NPC159309
0.8254 Intermediate Similarity NPC476672
0.8254 Intermediate Similarity NPC22956
0.8254 Intermediate Similarity NPC11242
0.8244 Intermediate Similarity NPC42670
0.8244 Intermediate Similarity NPC19124
0.8244 Intermediate Similarity NPC93416
0.824 Intermediate Similarity NPC473401
0.8231 Intermediate Similarity NPC91
0.8226 Intermediate Similarity NPC477252
0.8217 Intermediate Similarity NPC305496
0.8211 Intermediate Similarity NPC102088
0.8211 Intermediate Similarity NPC208832
0.8209 Intermediate Similarity NPC295885
0.8209 Intermediate Similarity NPC140045
0.8203 Intermediate Similarity NPC23275
0.8203 Intermediate Similarity NPC476674

  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 NPC241008 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
0.8413 Intermediate Similarity NPD8328 Phase 3
0.8333 Intermediate Similarity NPD6370 Approved
0.8295 Intermediate Similarity NPD7736 Approved
0.8235 Intermediate Similarity NPD6412 Phase 2
0.8217 Intermediate Similarity NPD8293 Discontinued
0.8175 Intermediate Similarity NPD6059 Approved
0.8175 Intermediate Similarity NPD6054 Approved
0.814 Intermediate Similarity NPD7507 Approved
0.8031 Intermediate Similarity NPD8294 Approved
0.8031 Intermediate Similarity NPD8377 Approved
0.7969 Intermediate Similarity NPD8380 Approved
0.7969 Intermediate Similarity NPD8379 Approved
0.7969 Intermediate Similarity NPD8378 Approved
0.7969 Intermediate Similarity NPD6016 Approved
0.7969 Intermediate Similarity NPD8033 Approved
0.7969 Intermediate Similarity NPD6015 Approved
0.7969 Intermediate Similarity NPD8296 Approved
0.7969 Intermediate Similarity NPD8335 Approved
0.7955 Intermediate Similarity NPD7319 Approved
0.7937 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7923 Intermediate Similarity NPD7492 Approved
0.7907 Intermediate Similarity NPD5988 Approved
0.7903 Intermediate Similarity NPD8297 Approved
0.7903 Intermediate Similarity NPD6882 Approved
0.7863 Intermediate Similarity NPD6616 Approved
0.7805 Intermediate Similarity NPD6373 Approved
0.7805 Intermediate Similarity NPD6372 Approved
0.7803 Intermediate Similarity NPD7078 Approved
0.7795 Intermediate Similarity NPD6009 Approved
0.7752 Intermediate Similarity NPD6319 Approved
0.7724 Intermediate Similarity NPD7320 Approved
0.7705 Intermediate Similarity NPD5739 Approved
0.7705 Intermediate Similarity NPD7128 Approved
0.7705 Intermediate Similarity NPD6675 Approved
0.7705 Intermediate Similarity NPD6402 Approved
0.7698 Intermediate Similarity NPD8133 Approved
0.768 Intermediate Similarity NPD6650 Approved
0.768 Intermediate Similarity NPD6649 Approved
0.7623 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7612 Intermediate Similarity NPD6033 Approved
0.7597 Intermediate Similarity NPD7327 Approved
0.7597 Intermediate Similarity NPD7328 Approved
0.7581 Intermediate Similarity NPD6899 Approved
0.7581 Intermediate Similarity NPD6881 Approved
0.7559 Intermediate Similarity NPD4632 Approved
0.7557 Intermediate Similarity NPD7503 Approved
0.754 Intermediate Similarity NPD8130 Phase 1
0.7538 Intermediate Similarity NPD7516 Approved
0.752 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5701 Approved
0.75 Intermediate Similarity NPD5697 Approved
0.746 Intermediate Similarity NPD7290 Approved
0.746 Intermediate Similarity NPD7102 Approved
0.746 Intermediate Similarity NPD6883 Approved
0.7417 Intermediate Similarity NPD4755 Approved
0.7402 Intermediate Similarity NPD6617 Approved
0.7402 Intermediate Similarity NPD6869 Approved
0.7402 Intermediate Similarity NPD6847 Approved
0.7381 Intermediate Similarity NPD6012 Approved
0.7381 Intermediate Similarity NPD6014 Approved
0.7381 Intermediate Similarity NPD6013 Approved
0.7323 Intermediate Similarity NPD4634 Approved
0.7313 Intermediate Similarity NPD7604 Phase 2
0.7302 Intermediate Similarity NPD6011 Approved
0.7302 Intermediate Similarity NPD6686 Approved
0.7295 Intermediate Similarity NPD5285 Approved
0.7295 Intermediate Similarity NPD5286 Approved
0.7295 Intermediate Similarity NPD4700 Approved
0.7295 Intermediate Similarity NPD4696 Approved
0.7293 Intermediate Similarity NPD5983 Phase 2
0.728 Intermediate Similarity NPD6008 Approved
0.7273 Intermediate Similarity NPD6084 Phase 2
0.7273 Intermediate Similarity NPD6083 Phase 2
0.7266 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7206 Intermediate Similarity NPD6336 Discontinued
0.7185 Intermediate Similarity NPD6067 Discontinued
0.7177 Intermediate Similarity NPD5226 Approved
0.7177 Intermediate Similarity NPD5225 Approved
0.7177 Intermediate Similarity NPD5211 Phase 2
0.7177 Intermediate Similarity NPD4633 Approved
0.7177 Intermediate Similarity NPD5224 Approved
0.7164 Intermediate Similarity NPD8517 Approved
0.7164 Intermediate Similarity NPD8515 Approved
0.7164 Intermediate Similarity NPD8516 Approved
0.7164 Intermediate Similarity NPD8513 Phase 3
0.7143 Intermediate Similarity NPD4767 Approved
0.7143 Intermediate Similarity NPD4768 Approved
0.712 Intermediate Similarity NPD5174 Approved
0.712 Intermediate Similarity NPD5175 Approved
0.7097 Intermediate Similarity NPD5223 Approved
0.7073 Intermediate Similarity NPD5696 Approved
0.7063 Intermediate Similarity NPD5141 Approved
0.7045 Intermediate Similarity NPD6274 Approved
0.7031 Intermediate Similarity NPD4729 Approved
0.7031 Intermediate Similarity NPD4730 Approved
0.7015 Intermediate Similarity NPD7101 Approved
0.7015 Intermediate Similarity NPD7100 Approved
0.7 Intermediate Similarity NPD5956 Approved
0.6984 Remote Similarity NPD4754 Approved
0.6975 Remote Similarity NPD4753 Phase 2
0.6967 Remote Similarity NPD5695 Phase 3
0.6947 Remote Similarity NPD6053 Discontinued
0.694 Remote Similarity NPD6335 Approved
0.6923 Remote Similarity NPD5247 Approved
0.6923 Remote Similarity NPD5249 Phase 3
0.6923 Remote Similarity NPD5250 Approved
0.6923 Remote Similarity NPD5248 Approved
0.6923 Remote Similarity NPD5251 Approved
0.6912 Remote Similarity NPD6909 Approved
0.6912 Remote Similarity NPD6908 Approved
0.6911 Remote Similarity NPD4697 Phase 3
0.6899 Remote Similarity NPD5128 Approved
0.687 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6866 Remote Similarity NPD7115 Discovery
0.6866 Remote Similarity NPD6317 Approved
0.6853 Remote Similarity NPD8450 Suspended
0.6833 Remote Similarity NPD5328 Approved
0.6829 Remote Similarity NPD5210 Approved
0.6829 Remote Similarity NPD4629 Approved
0.6815 Remote Similarity NPD6313 Approved
0.6815 Remote Similarity NPD6314 Approved
0.6803 Remote Similarity NPD6399 Phase 3
0.6803 Remote Similarity NPD8171 Discontinued
0.6803 Remote Similarity NPD4202 Approved
0.6788 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6783 Remote Similarity NPD8449 Approved
0.6774 Remote Similarity NPD5221 Approved
0.6774 Remote Similarity NPD5222 Approved
0.6774 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6742 Remote Similarity NPD5216 Approved
0.6742 Remote Similarity NPD5217 Approved
0.6742 Remote Similarity NPD5215 Approved
0.6739 Remote Similarity NPD8080 Discontinued
0.6721 Remote Similarity NPD6079 Approved
0.672 Remote Similarity NPD7902 Approved
0.672 Remote Similarity NPD5173 Approved
0.6694 Remote Similarity NPD6673 Approved
0.6694 Remote Similarity NPD6080 Approved
0.6694 Remote Similarity NPD6904 Approved
0.6667 Remote Similarity NPD5169 Approved
0.6667 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5135 Approved
0.6641 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6639 Remote Similarity NPD5329 Approved
0.6617 Remote Similarity NPD5127 Approved
0.6613 Remote Similarity NPD7748 Approved
0.6613 Remote Similarity NPD5282 Discontinued
0.6612 Remote Similarity NPD6672 Approved
0.6612 Remote Similarity NPD5737 Approved
0.6583 Remote Similarity NPD3618 Phase 1
0.656 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6555 Remote Similarity NPD3666 Approved
0.6555 Remote Similarity NPD4786 Approved
0.6555 Remote Similarity NPD3665 Phase 1
0.6555 Remote Similarity NPD4197 Approved
0.6555 Remote Similarity NPD3133 Approved
0.6547 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6544 Remote Similarity NPD6868 Approved
0.6535 Remote Similarity NPD7638 Approved
0.6527 Remote Similarity NPD7799 Discontinued
0.6503 Remote Similarity NPD8337 Approved
0.6503 Remote Similarity NPD8336 Approved
0.6484 Remote Similarity NPD7640 Approved
0.6484 Remote Similarity NPD7639 Approved
0.6483 Remote Similarity NPD7260 Phase 2
0.648 Remote Similarity NPD7901 Clinical (unspecified phase)
0.648 Remote Similarity NPD7900 Approved
0.6475 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6475 Remote Similarity NPD6903 Approved
0.6471 Remote Similarity NPD5167 Approved
0.6466 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6452 Remote Similarity NPD7515 Phase 2
0.6452 Remote Similarity NPD6050 Approved
0.6452 Remote Similarity NPD5693 Phase 1
0.6446 Remote Similarity NPD7334 Approved
0.6446 Remote Similarity NPD5330 Approved
0.6446 Remote Similarity NPD6098 Approved
0.6446 Remote Similarity NPD6409 Approved
0.6446 Remote Similarity NPD6684 Approved
0.6446 Remote Similarity NPD7521 Approved
0.6446 Remote Similarity NPD7146 Approved
0.6443 Remote Similarity NPD6333 Approved
0.6443 Remote Similarity NPD6334 Approved
0.6439 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7625 Phase 1
0.6418 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6403 Remote Similarity NPD4522 Approved
0.6387 Remote Similarity NPD3667 Approved
0.6387 Remote Similarity NPD4223 Phase 3
0.6387 Remote Similarity NPD4221 Approved
0.6371 Remote Similarity NPD5692 Phase 3
0.6327 Remote Similarity NPD6845 Suspended
0.632 Remote Similarity NPD5281 Approved
0.632 Remote Similarity NPD8035 Phase 2
0.632 Remote Similarity NPD5284 Approved
0.632 Remote Similarity NPD5694 Approved
0.632 Remote Similarity NPD8034 Phase 2
0.6319 Remote Similarity NPD8074 Phase 3
0.6311 Remote Similarity NPD5279 Phase 3
0.6311 Remote Similarity NPD5690 Phase 2

  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