Structure

Physi-Chem Properties

Molecular Weight:  478.33
Volume:  512.007
LogP:  4.951
LogD:  3.957
LogS:  -4.891
# Rotatable Bonds:  8
TPSA:  85.22
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.399
Synthetic Accessibility Score:  4.995
Fsp3:  0.821
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.68
MDCK Permeability:  2.16151984204771e-05
Pgp-inhibitor:  0.997
Pgp-substrate:  0.193
Human Intestinal Absorption (HIA):  0.112
20% Bioavailability (F20%):  0.023
30% Bioavailability (F30%):  0.049

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.032
Plasma Protein Binding (PPB):  90.81713104248047%
Volume Distribution (VD):  2.361
Pgp-substrate:  6.818767547607422%

ADMET: Metabolism

CYP1A2-inhibitor:  0.022
CYP1A2-substrate:  0.429
CYP2C19-inhibitor:  0.031
CYP2C19-substrate:  0.811
CYP2C9-inhibitor:  0.204
CYP2C9-substrate:  0.12
CYP2D6-inhibitor:  0.017
CYP2D6-substrate:  0.267
CYP3A4-inhibitor:  0.781
CYP3A4-substrate:  0.323

ADMET: Excretion

Clearance (CL):  1.843
Half-life (T1/2):  0.144

ADMET: Toxicity

hERG Blockers:  0.049
Human Hepatotoxicity (H-HT):  0.266
Drug-inuced Liver Injury (DILI):  0.038
AMES Toxicity:  0.01
Rat Oral Acute Toxicity:  0.071
Maximum Recommended Daily Dose:  0.023
Skin Sensitization:  0.524
Carcinogencity:  0.055
Eye Corrosion:  0.023
Eye Irritation:  0.036
Respiratory Toxicity:  0.943

Download Data

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

  Natural Product: NPC96597

Natural Product ID:  NPC96597
Common Name*:   (13R)-Labda-7,14-Diene 13-O-Beta-D-(3'-O-Acetyl)Fucopyranoside
IUPAC Name:   [(2S,3R,4S,5S,6R)-2-[(3R)-5-[(1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] acetate
Synonyms:  
Standard InCHIKey:  WWGDINVWMUFHKK-QNKMPZKGSA-N
Standard InCHI:  InChI=1S/C28H46O6/c1-9-27(7,34-25-23(31)24(33-19(4)29)22(30)18(3)32-25)16-13-20-17(2)11-12-21-26(5,6)14-10-15-28(20,21)8/h9,11,18,20-25,30-31H,1,10,12-16H2,2-8H3/t18-,20+,21+,22+,23-,24+,25+,27+,28-/m1/s1
SMILES:  C=C[C@](O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)OC(=O)C)O)(CC[C@H]1C(=CC[C@@H]2[C@]1(C)CCCC2(C)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL463564
PubChem CID:   11712695
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids

*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
NPO3386 Aster spathulifolius Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[16252909]
NPO3386 Aster spathulifolius Species Asteraceae Eukaryota n.a. aerial part n.a. PMID[17121178]
NPO3386 Aster spathulifolius 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
NPT81 Cell Line A549 Homo sapiens ED50 = 3.6 ug ml-1 PMID[485015]
NPT146 Cell Line SK-OV-3 Homo sapiens ED50 = 3.8 ug ml-1 PMID[485015]
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 3.5 ug ml-1 PMID[485015]
NPT574 Cell Line XF498 Homo sapiens ED50 = 5.1 ug ml-1 PMID[485015]
NPT148 Cell Line HCT-15 Homo sapiens ED50 = 3.8 ug ml-1 PMID[485015]

☑ 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 NPC96597 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 NPC309503
1.0 High Similarity NPC155319
1.0 High Similarity NPC91197
1.0 High Similarity NPC125551
1.0 High Similarity NPC239547
0.9556 High Similarity NPC91654
0.9556 High Similarity NPC474792
0.9556 High Similarity NPC67398
0.9468 High Similarity NPC280991
0.9341 High Similarity NPC474835
0.9032 High Similarity NPC178949
0.9032 High Similarity NPC96736
0.9022 High Similarity NPC302584
0.8936 High Similarity NPC275310
0.8936 High Similarity NPC286612
0.8936 High Similarity NPC230347
0.8889 High Similarity NPC470763
0.8889 High Similarity NPC470767
0.883 High Similarity NPC211238
0.8776 High Similarity NPC154452
0.8776 High Similarity NPC470571
0.871 High Similarity NPC202886
0.8673 High Similarity NPC21064
0.8673 High Similarity NPC121072
0.8673 High Similarity NPC285231
0.8673 High Similarity NPC21568
0.8667 High Similarity NPC166279
0.866 High Similarity NPC477928
0.8632 High Similarity NPC305160
0.8614 High Similarity NPC472390
0.8602 High Similarity NPC473058
0.8602 High Similarity NPC309310
0.8602 High Similarity NPC477748
0.86 High Similarity NPC470768
0.8558 High Similarity NPC473125
0.8557 High Similarity NPC98112
0.8529 High Similarity NPC217921
0.8529 High Similarity NPC128795
0.8529 High Similarity NPC135015
0.8529 High Similarity NPC48548
0.8515 High Similarity NPC82251
0.8515 High Similarity NPC239961
0.8511 High Similarity NPC474249
0.8511 High Similarity NPC261990
0.8511 High Similarity NPC159876
0.8495 Intermediate Similarity NPC248312
0.8485 Intermediate Similarity NPC198992
0.8476 Intermediate Similarity NPC49413
0.8476 Intermediate Similarity NPC473159
0.8476 Intermediate Similarity NPC44298
0.8476 Intermediate Similarity NPC473128
0.8476 Intermediate Similarity NPC290608
0.8476 Intermediate Similarity NPC40133
0.8454 Intermediate Similarity NPC90583
0.8447 Intermediate Similarity NPC316974
0.8447 Intermediate Similarity NPC40728
0.8431 Intermediate Similarity NPC88013
0.8431 Intermediate Similarity NPC125423
0.8431 Intermediate Similarity NPC33053
0.8421 Intermediate Similarity NPC477749
0.8416 Intermediate Similarity NPC31430
0.8416 Intermediate Similarity NPC85593
0.8416 Intermediate Similarity NPC173583
0.84 Intermediate Similarity NPC238397
0.84 Intermediate Similarity NPC471363
0.8384 Intermediate Similarity NPC477716
0.8384 Intermediate Similarity NPC477721
0.837 Intermediate Similarity NPC477747
0.837 Intermediate Similarity NPC477746
0.8367 Intermediate Similarity NPC240372
0.8365 Intermediate Similarity NPC83005
0.835 Intermediate Similarity NPC311223
0.835 Intermediate Similarity NPC177524
0.835 Intermediate Similarity NPC392
0.835 Intermediate Similarity NPC219900
0.8333 Intermediate Similarity NPC473199
0.8317 Intermediate Similarity NPC127933
0.8317 Intermediate Similarity NPC473124
0.8317 Intermediate Similarity NPC473123
0.8317 Intermediate Similarity NPC134270
0.8317 Intermediate Similarity NPC475889
0.8317 Intermediate Similarity NPC7644
0.8317 Intermediate Similarity NPC7613
0.8302 Intermediate Similarity NPC293658
0.8302 Intermediate Similarity NPC75167
0.8302 Intermediate Similarity NPC474410
0.8302 Intermediate Similarity NPC311592
0.83 Intermediate Similarity NPC477717
0.83 Intermediate Similarity NPC154127
0.8283 Intermediate Similarity NPC158088
0.828 Intermediate Similarity NPC470836
0.8269 Intermediate Similarity NPC206618
0.8265 Intermediate Similarity NPC207617
0.8252 Intermediate Similarity NPC293512
0.8247 Intermediate Similarity NPC477927
0.8247 Intermediate Similarity NPC72817
0.8241 Intermediate Similarity NPC203862
0.8235 Intermediate Similarity NPC81567
0.8235 Intermediate Similarity NPC93352
0.8235 Intermediate Similarity NPC203354
0.8235 Intermediate Similarity NPC201880
0.8235 Intermediate Similarity NPC470321
0.8235 Intermediate Similarity NPC264867
0.8235 Intermediate Similarity NPC473127
0.8235 Intermediate Similarity NPC110656
0.8235 Intermediate Similarity NPC473207
0.8229 Intermediate Similarity NPC289361
0.8224 Intermediate Similarity NPC181145
0.8224 Intermediate Similarity NPC69576
0.8224 Intermediate Similarity NPC471633
0.8224 Intermediate Similarity NPC31354
0.8224 Intermediate Similarity NPC84949
0.8222 Intermediate Similarity NPC100697
0.8218 Intermediate Similarity NPC121423
0.8218 Intermediate Similarity NPC201191
0.8208 Intermediate Similarity NPC321272
0.8208 Intermediate Similarity NPC470025
0.8208 Intermediate Similarity NPC317460
0.8208 Intermediate Similarity NPC328074
0.82 Intermediate Similarity NPC477971
0.82 Intermediate Similarity NPC228251
0.82 Intermediate Similarity NPC477972
0.82 Intermediate Similarity NPC469942
0.82 Intermediate Similarity NPC161527
0.82 Intermediate Similarity NPC20113
0.82 Intermediate Similarity NPC477968
0.82 Intermediate Similarity NPC219285
0.82 Intermediate Similarity NPC64348
0.819 Intermediate Similarity NPC316708
0.819 Intermediate Similarity NPC191439
0.819 Intermediate Similarity NPC119550
0.819 Intermediate Similarity NPC170974
0.819 Intermediate Similarity NPC103627
0.8182 Intermediate Similarity NPC471770
0.8182 Intermediate Similarity NPC473890
0.8182 Intermediate Similarity NPC243728
0.8182 Intermediate Similarity NPC278939
0.8182 Intermediate Similarity NPC477719
0.8182 Intermediate Similarity NPC477718
0.8182 Intermediate Similarity NPC473555
0.8173 Intermediate Similarity NPC38948
0.8173 Intermediate Similarity NPC472988
0.8173 Intermediate Similarity NPC295980
0.8173 Intermediate Similarity NPC38376
0.8173 Intermediate Similarity NPC295389
0.8173 Intermediate Similarity NPC80210
0.8173 Intermediate Similarity NPC38217
0.8163 Intermediate Similarity NPC471362
0.8163 Intermediate Similarity NPC472189
0.8163 Intermediate Similarity NPC108141
0.8163 Intermediate Similarity NPC471372
0.8155 Intermediate Similarity NPC252296
0.8155 Intermediate Similarity NPC162033
0.8152 Intermediate Similarity NPC49208
0.8152 Intermediate Similarity NPC23748
0.8148 Intermediate Similarity NPC5311
0.8148 Intermediate Similarity NPC310341
0.8148 Intermediate Similarity NPC207637
0.8148 Intermediate Similarity NPC193382
0.8148 Intermediate Similarity NPC199428
0.8148 Intermediate Similarity NPC99620
0.8137 Intermediate Similarity NPC281378
0.8131 Intermediate Similarity NPC470027
0.8119 Intermediate Similarity NPC11974
0.8119 Intermediate Similarity NPC475617
0.8119 Intermediate Similarity NPC267510
0.8119 Intermediate Similarity NPC470434
0.8113 Intermediate Similarity NPC17791
0.8113 Intermediate Similarity NPC65034
0.8113 Intermediate Similarity NPC470026
0.8113 Intermediate Similarity NPC208189
0.81 Intermediate Similarity NPC157739
0.81 Intermediate Similarity NPC56071
0.81 Intermediate Similarity NPC5358
0.81 Intermediate Similarity NPC198422
0.81 Intermediate Similarity NPC216260
0.81 Intermediate Similarity NPC40182
0.81 Intermediate Similarity NPC70733
0.81 Intermediate Similarity NPC312325
0.8095 Intermediate Similarity NPC237503
0.8095 Intermediate Similarity NPC285253
0.8095 Intermediate Similarity NPC43976
0.8095 Intermediate Similarity NPC473318
0.8095 Intermediate Similarity NPC51925
0.8095 Intermediate Similarity NPC296761
0.8095 Intermediate Similarity NPC167383
0.8095 Intermediate Similarity NPC473328
0.8095 Intermediate Similarity NPC57362
0.8095 Intermediate Similarity NPC154085
0.8095 Intermediate Similarity NPC195116
0.8095 Intermediate Similarity NPC306746
0.8095 Intermediate Similarity NPC137917
0.8095 Intermediate Similarity NPC28844
0.8095 Intermediate Similarity NPC204407
0.8095 Intermediate Similarity NPC221110
0.8095 Intermediate Similarity NPC180459
0.8095 Intermediate Similarity NPC125361
0.8081 Intermediate Similarity NPC171598
0.8077 Intermediate Similarity NPC281939
0.8077 Intermediate Similarity NPC109376

  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 NPC96597 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
0.835 Intermediate Similarity NPD6686 Approved
0.8108 Intermediate Similarity NPD7503 Approved
0.8 Intermediate Similarity NPD7328 Approved
0.8 Intermediate Similarity NPD7327 Approved
0.7928 Intermediate Similarity NPD7516 Approved
0.7905 Intermediate Similarity NPD6412 Phase 2
0.7857 Intermediate Similarity NPD8294 Approved
0.7857 Intermediate Similarity NPD8377 Approved
0.7788 Intermediate Similarity NPD8380 Approved
0.7788 Intermediate Similarity NPD8296 Approved
0.7788 Intermediate Similarity NPD8379 Approved
0.7788 Intermediate Similarity NPD8033 Approved
0.7788 Intermediate Similarity NPD8335 Approved
0.7788 Intermediate Similarity NPD8378 Approved
0.7636 Intermediate Similarity NPD8133 Approved
0.7593 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD7507 Approved
0.7333 Intermediate Similarity NPD7319 Approved
0.7264 Intermediate Similarity NPD5344 Discontinued
0.7238 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD7638 Approved
0.7203 Intermediate Similarity NPD8328 Phase 3
0.7182 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD8513 Phase 3
0.7179 Intermediate Similarity NPD8516 Approved
0.7179 Intermediate Similarity NPD8515 Approved
0.7179 Intermediate Similarity NPD8517 Approved
0.717 Intermediate Similarity NPD7640 Approved
0.717 Intermediate Similarity NPD7639 Approved
0.7143 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD46 Approved
0.7059 Intermediate Similarity NPD6698 Approved
0.7059 Intermediate Similarity NPD7838 Discovery
0.6975 Remote Similarity NPD6370 Approved
0.6967 Remote Similarity NPD7736 Approved
0.6961 Remote Similarity NPD6051 Approved
0.6931 Remote Similarity NPD7524 Approved
0.6916 Remote Similarity NPD4225 Approved
0.6885 Remote Similarity NPD8293 Discontinued
0.686 Remote Similarity NPD7492 Approved
0.6852 Remote Similarity NPD6648 Approved
0.6838 Remote Similarity NPD7115 Discovery
0.6838 Remote Similarity NPD6009 Approved
0.6827 Remote Similarity NPD6411 Approved
0.6807 Remote Similarity NPD6054 Approved
0.6803 Remote Similarity NPD6616 Approved
0.68 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6783 Remote Similarity NPD6882 Approved
0.6762 Remote Similarity NPD6399 Phase 3
0.6754 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6748 Remote Similarity NPD7078 Approved
0.6724 Remote Similarity NPD4632 Approved
0.67 Remote Similarity NPD6695 Phase 3
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD6319 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD7637 Suspended
0.6638 Remote Similarity NPD6053 Discontinued
0.6638 Remote Similarity NPD8297 Approved
0.6635 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6635 Remote Similarity NPD6101 Approved
0.6633 Remote Similarity NPD7645 Phase 2
0.6613 Remote Similarity NPD8074 Phase 3
0.6612 Remote Similarity NPD6015 Approved
0.6612 Remote Similarity NPD6016 Approved
0.6604 Remote Similarity NPD5778 Approved
0.6604 Remote Similarity NPD5779 Approved
0.6579 Remote Similarity NPD6899 Approved
0.6579 Remote Similarity NPD6881 Approved
0.6577 Remote Similarity NPD7632 Discontinued
0.6566 Remote Similarity NPD7525 Registered
0.6557 Remote Similarity NPD5988 Approved
0.6549 Remote Similarity NPD5739 Approved
0.6549 Remote Similarity NPD6402 Approved
0.6549 Remote Similarity NPD7128 Approved
0.6549 Remote Similarity NPD6675 Approved
0.6542 Remote Similarity NPD7748 Approved
0.6535 Remote Similarity NPD3669 Approved
0.6535 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6514 Remote Similarity NPD7902 Approved
0.6509 Remote Similarity NPD7515 Phase 2
0.6509 Remote Similarity NPD7983 Approved
0.6504 Remote Similarity NPD6067 Discontinued
0.6491 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6491 Remote Similarity NPD5697 Approved
0.6481 Remote Similarity NPD5695 Phase 3
0.6475 Remote Similarity NPD6921 Approved
0.6466 Remote Similarity NPD6371 Approved
0.6466 Remote Similarity NPD6883 Approved
0.6466 Remote Similarity NPD7290 Approved
0.6466 Remote Similarity NPD7102 Approved
0.6458 Remote Similarity NPD1810 Approved
0.6458 Remote Similarity NPD1811 Approved
0.6442 Remote Similarity NPD7750 Discontinued
0.6435 Remote Similarity NPD7320 Approved
0.641 Remote Similarity NPD6869 Approved
0.641 Remote Similarity NPD6650 Approved
0.641 Remote Similarity NPD6617 Approved
0.641 Remote Similarity NPD6649 Approved
0.641 Remote Similarity NPD6847 Approved
0.641 Remote Similarity NPD8130 Phase 1
0.64 Remote Similarity NPD6931 Approved
0.64 Remote Similarity NPD8451 Approved
0.64 Remote Similarity NPD6930 Phase 2
0.6392 Remote Similarity NPD7339 Approved
0.6392 Remote Similarity NPD6942 Approved
0.6379 Remote Similarity NPD6014 Approved
0.6379 Remote Similarity NPD6012 Approved
0.6379 Remote Similarity NPD6373 Approved
0.6379 Remote Similarity NPD6372 Approved
0.6379 Remote Similarity NPD6013 Approved
0.6371 Remote Similarity NPD7604 Phase 2
0.635 Remote Similarity NPD7625 Phase 1
0.6349 Remote Similarity NPD8448 Approved
0.6348 Remote Similarity NPD5701 Approved
0.6346 Remote Similarity NPD7146 Approved
0.6346 Remote Similarity NPD6684 Approved
0.6346 Remote Similarity NPD7334 Approved
0.6346 Remote Similarity NPD5330 Approved
0.6346 Remote Similarity NPD6409 Approved
0.6346 Remote Similarity NPD7521 Approved
0.6341 Remote Similarity NPD5983 Phase 2
0.6328 Remote Similarity NPD8390 Approved
0.6328 Remote Similarity NPD8391 Approved
0.6328 Remote Similarity NPD8392 Approved
0.6327 Remote Similarity NPD6933 Approved
0.6327 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6311 Remote Similarity NPD4786 Approved
0.6306 Remote Similarity NPD5696 Approved
0.63 Remote Similarity NPD6929 Approved
0.6296 Remote Similarity NPD8171 Discontinued
0.6293 Remote Similarity NPD6011 Approved
0.629 Remote Similarity NPD5126 Approved
0.629 Remote Similarity NPD5125 Phase 3
0.6286 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6275 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6275 Remote Similarity NPD3667 Approved
0.627 Remote Similarity NPD6336 Discontinued
0.6263 Remote Similarity NPD6932 Approved
0.6262 Remote Similarity NPD3168 Discontinued
0.624 Remote Similarity NPD7829 Approved
0.624 Remote Similarity NPD7830 Approved
0.6239 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7900 Approved
0.6238 Remote Similarity NPD7332 Phase 2
0.6238 Remote Similarity NPD7514 Phase 3
0.6231 Remote Similarity NPD8449 Approved
0.6226 Remote Similarity NPD5737 Approved
0.6226 Remote Similarity NPD6903 Approved
0.6226 Remote Similarity NPD6672 Approved
0.6226 Remote Similarity NPD7513 Clinical (unspecified phase)
0.621 Remote Similarity NPD8444 Approved
0.6207 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6204 Remote Similarity NPD5284 Approved
0.6204 Remote Similarity NPD5693 Phase 1
0.6204 Remote Similarity NPD7087 Discontinued
0.6204 Remote Similarity NPD5281 Approved
0.6202 Remote Similarity NPD5956 Approved
0.62 Remote Similarity NPD7145 Approved
0.619 Remote Similarity NPD8299 Approved
0.619 Remote Similarity NPD8341 Approved
0.619 Remote Similarity NPD8340 Approved
0.619 Remote Similarity NPD8342 Approved
0.6186 Remote Similarity NPD4634 Approved
0.6183 Remote Similarity NPD8450 Suspended
0.6172 Remote Similarity NPD6033 Approved
0.6168 Remote Similarity NPD4753 Phase 2
0.6154 Remote Similarity NPD3666 Approved
0.6154 Remote Similarity NPD3133 Approved
0.6154 Remote Similarity NPD7260 Phase 2
0.6154 Remote Similarity NPD3665 Phase 1
0.6146 Remote Similarity NPD2254 Approved
0.6146 Remote Similarity NPD2686 Approved
0.6146 Remote Similarity NPD2687 Approved
0.614 Remote Similarity NPD5211 Phase 2
0.6139 Remote Similarity NPD4195 Approved
0.6134 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6132 Remote Similarity NPD3573 Approved
0.6132 Remote Similarity NPD4250 Approved
0.6132 Remote Similarity NPD4251 Approved
0.6126 Remote Similarity NPD7839 Suspended
0.6126 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6122 Remote Similarity NPD4784 Approved
0.6122 Remote Similarity NPD6926 Approved
0.6122 Remote Similarity NPD4785 Approved
0.6122 Remote Similarity NPD6924 Approved
0.6121 Remote Similarity NPD6008 Approved
0.6111 Remote Similarity NPD7642 Approved
0.6106 Remote Similarity NPD5286 Approved
0.6106 Remote Similarity NPD4696 Approved
0.6106 Remote Similarity NPD5285 Approved
0.61 Remote Similarity NPD6925 Approved
0.61 Remote Similarity NPD5776 Phase 2
0.6098 Remote Similarity NPD7641 Discontinued
0.6095 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6095 Remote Similarity NPD6893 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