Structure

Physi-Chem Properties

Molecular Weight:  644.43
Volume:  688.718
LogP:  5.741
LogD:  4.522
LogS:  -4.949
# Rotatable Bonds:  12
TPSA:  130.36
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.171
Synthetic Accessibility Score:  5.455
Fsp3:  0.816
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.363
MDCK Permeability:  1.236425214301562e-05
Pgp-inhibitor:  0.622
Pgp-substrate:  0.059
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.02
30% Bioavailability (F30%):  0.862

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.189
Plasma Protein Binding (PPB):  92.10478210449219%
Volume Distribution (VD):  0.481
Pgp-substrate:  3.2903215885162354%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.18
CYP2C19-inhibitor:  0.018
CYP2C19-substrate:  0.871
CYP2C9-inhibitor:  0.169
CYP2C9-substrate:  0.343
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.058
CYP3A4-inhibitor:  0.471
CYP3A4-substrate:  0.604

ADMET: Excretion

Clearance (CL):  7.4
Half-life (T1/2):  0.251

ADMET: Toxicity

hERG Blockers:  0.007
Human Hepatotoxicity (H-HT):  0.396
Drug-inuced Liver Injury (DILI):  0.047
AMES Toxicity:  0.003
Rat Oral Acute Toxicity:  0.189
Maximum Recommended Daily Dose:  0.964
Skin Sensitization:  0.409
Carcinogencity:  0.085
Eye Corrosion:  0.052
Eye Irritation:  0.019
Respiratory Toxicity:  0.951

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

  Natural Product: NPC473788

Natural Product ID:  NPC473788
Common Name*:   (+)-12Alpha,28-Dihydroxy-3Alpha-(3'-Hydroxy-3'-Methylglutaryloxy)-24-Methyllanosta-8,24(31)-Dien-26-Oic Acid
IUPAC Name:   (2S,6R)-6-[(3R,5R,10S,12S,13R,14S,17R)-12-hydroxy-3-(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid
Synonyms:  
Standard InCHIKey:  JJYYLQGYXTZKMO-DQAOUJRGSA-N
Standard InCHI:  InChI=1S/C38H60O8/c1-22(24(3)33(42)43)11-12-23(2)25-15-18-37(8)26-13-14-28-34(4,5)30(46-32(41)21-35(6,44)20-31(40)45-10)16-17-36(28,7)27(26)19-29(39)38(25,37)9/h23-25,28-30,39,44H,1,11-21H2,2-10H3,(H,42,43)/t23-,24+,25-,28+,29+,30-,35?,36-,37+,38+/m1/s1
SMILES:  COC(=O)CC(CC(=O)O[C@@H]1CC[C@]2([C@H](C1(C)C)CCC1=C2C[C@H](O)[C@]2([C@@]1(C)CC[C@@H]2[C@@H](CCC(=C)[C@@H](C(=O)O)C)C)C)C)(O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL451933
PubChem CID:   44559654
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO8228 Piptoporus betulinus Species Fomitopsidaceae Eukaryota n.a. n.a. n.a. PMID[11099232]
NPO8228 Piptoporus betulinus Species Fomitopsidaceae Eukaryota n.a. n.a. n.a. PMID[12932134]

☑ 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
NPT32 Organism Mus musculus Mus musculus Inhibition = 75.0 % PMID[550812]

☑ 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 NPC473788 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 NPC475558
0.9263 High Similarity NPC120708
0.9184 High Similarity NPC296879
0.9184 High Similarity NPC471119
0.9091 High Similarity NPC55954
0.9091 High Similarity NPC218513
0.8911 High Similarity NPC475494
0.8842 High Similarity NPC26888
0.883 High Similarity NPC474889
0.8774 High Similarity NPC116024
0.8737 High Similarity NPC175628
0.8737 High Similarity NPC148414
0.8737 High Similarity NPC111585
0.8723 High Similarity NPC242864
0.87 High Similarity NPC473514
0.8687 High Similarity NPC119036
0.8627 High Similarity NPC96268
0.8624 High Similarity NPC472933
0.8611 High Similarity NPC472934
0.8571 High Similarity NPC317586
0.8571 High Similarity NPC69548
0.8571 High Similarity NPC279974
0.8571 High Similarity NPC184848
0.8571 High Similarity NPC90630
0.8571 High Similarity NPC473648
0.8571 High Similarity NPC470016
0.8571 High Similarity NPC48330
0.8571 High Similarity NPC475243
0.8542 High Similarity NPC469400
0.8542 High Similarity NPC471896
0.8529 High Similarity NPC159442
0.8511 High Similarity NPC55309
0.8511 High Similarity NPC28252
0.8505 High Similarity NPC472926
0.8485 Intermediate Similarity NPC327788
0.8485 Intermediate Similarity NPC173272
0.8485 Intermediate Similarity NPC42042
0.8476 Intermediate Similarity NPC218853
0.8469 Intermediate Similarity NPC166906
0.844 Intermediate Similarity NPC472927
0.8438 Intermediate Similarity NPC475921
0.8438 Intermediate Similarity NPC474704
0.8421 Intermediate Similarity NPC159046
0.8421 Intermediate Similarity NPC233836
0.8421 Intermediate Similarity NPC187376
0.8416 Intermediate Similarity NPC94906
0.8411 Intermediate Similarity NPC280782
0.84 Intermediate Similarity NPC253586
0.8381 Intermediate Similarity NPC472219
0.8381 Intermediate Similarity NPC472218
0.8381 Intermediate Similarity NPC195708
0.8381 Intermediate Similarity NPC472217
0.8367 Intermediate Similarity NPC471902
0.8367 Intermediate Similarity NPC287118
0.8367 Intermediate Similarity NPC473690
0.8365 Intermediate Similarity NPC231530
0.8365 Intermediate Similarity NPC196528
0.8365 Intermediate Similarity NPC278628
0.8365 Intermediate Similarity NPC472935
0.8351 Intermediate Similarity NPC20388
0.835 Intermediate Similarity NPC222153
0.8333 Intermediate Similarity NPC75941
0.8333 Intermediate Similarity NPC52634
0.8317 Intermediate Similarity NPC472028
0.8317 Intermediate Similarity NPC477813
0.8317 Intermediate Similarity NPC477854
0.8302 Intermediate Similarity NPC477069
0.8302 Intermediate Similarity NPC477070
0.8302 Intermediate Similarity NPC475364
0.8302 Intermediate Similarity NPC265655
0.83 Intermediate Similarity NPC305483
0.83 Intermediate Similarity NPC328162
0.83 Intermediate Similarity NPC96859
0.8286 Intermediate Similarity NPC59530
0.8283 Intermediate Similarity NPC474922
0.8269 Intermediate Similarity NPC471293
0.8269 Intermediate Similarity NPC475036
0.8269 Intermediate Similarity NPC216245
0.8269 Intermediate Similarity NPC2436
0.8269 Intermediate Similarity NPC135854
0.8269 Intermediate Similarity NPC470251
0.8265 Intermediate Similarity NPC475416
0.8265 Intermediate Similarity NPC297265
0.8265 Intermediate Similarity NPC23434
0.8265 Intermediate Similarity NPC471901
0.8257 Intermediate Similarity NPC470953
0.8252 Intermediate Similarity NPC124544
0.8252 Intermediate Similarity NPC22388
0.8247 Intermediate Similarity NPC77168
0.8247 Intermediate Similarity NPC84271
0.8247 Intermediate Similarity NPC102414
0.8247 Intermediate Similarity NPC474570
0.8241 Intermediate Similarity NPC233003
0.8235 Intermediate Similarity NPC167974
0.8235 Intermediate Similarity NPC287676
0.8235 Intermediate Similarity NPC108371
0.8235 Intermediate Similarity NPC241221
0.8235 Intermediate Similarity NPC316964
0.8229 Intermediate Similarity NPC142361
0.8229 Intermediate Similarity NPC474684
0.8224 Intermediate Similarity NPC197428
0.8224 Intermediate Similarity NPC129689
0.8224 Intermediate Similarity NPC250956
0.8224 Intermediate Similarity NPC129340
0.8218 Intermediate Similarity NPC320306
0.8218 Intermediate Similarity NPC43747
0.8208 Intermediate Similarity NPC163216
0.8208 Intermediate Similarity NPC258323
0.8208 Intermediate Similarity NPC94529
0.82 Intermediate Similarity NPC23241
0.82 Intermediate Similarity NPC195715
0.82 Intermediate Similarity NPC469599
0.819 Intermediate Similarity NPC472655
0.8182 Intermediate Similarity NPC470224
0.8182 Intermediate Similarity NPC206810
0.8182 Intermediate Similarity NPC476963
0.8173 Intermediate Similarity NPC33973
0.8173 Intermediate Similarity NPC36688
0.8173 Intermediate Similarity NPC70967
0.8165 Intermediate Similarity NPC251309
0.8165 Intermediate Similarity NPC472929
0.8155 Intermediate Similarity NPC163963
0.8155 Intermediate Similarity NPC52899
0.8155 Intermediate Similarity NPC289148
0.8155 Intermediate Similarity NPC236585
0.8148 Intermediate Similarity NPC477073
0.8148 Intermediate Similarity NPC115303
0.8148 Intermediate Similarity NPC472928
0.8148 Intermediate Similarity NPC292196
0.8144 Intermediate Similarity NPC471724
0.8137 Intermediate Similarity NPC474793
0.8137 Intermediate Similarity NPC16911
0.8137 Intermediate Similarity NPC78427
0.8131 Intermediate Similarity NPC77947
0.8131 Intermediate Similarity NPC5475
0.8131 Intermediate Similarity NPC472216
0.8131 Intermediate Similarity NPC284828
0.8131 Intermediate Similarity NPC173905
0.8131 Intermediate Similarity NPC304495
0.8131 Intermediate Similarity NPC286174
0.8125 Intermediate Similarity NPC325594
0.8125 Intermediate Similarity NPC474970
0.8125 Intermediate Similarity NPC155011
0.8125 Intermediate Similarity NPC73038
0.8119 Intermediate Similarity NPC329910
0.8119 Intermediate Similarity NPC477853
0.8119 Intermediate Similarity NPC328371
0.8119 Intermediate Similarity NPC7124
0.8113 Intermediate Similarity NPC220974
0.8113 Intermediate Similarity NPC472925
0.8108 Intermediate Similarity NPC476959
0.81 Intermediate Similarity NPC159410
0.81 Intermediate Similarity NPC184006
0.81 Intermediate Similarity NPC47853
0.81 Intermediate Similarity NPC469406
0.81 Intermediate Similarity NPC240617
0.81 Intermediate Similarity NPC23621
0.81 Intermediate Similarity NPC78580
0.8095 Intermediate Similarity NPC98603
0.8091 Intermediate Similarity NPC220293
0.8081 Intermediate Similarity NPC189520
0.8077 Intermediate Similarity NPC119601
0.8077 Intermediate Similarity NPC304832
0.8077 Intermediate Similarity NPC475320
0.8077 Intermediate Similarity NPC281702
0.8077 Intermediate Similarity NPC148628
0.8077 Intermediate Similarity NPC275990
0.8077 Intermediate Similarity NPC88203
0.8077 Intermediate Similarity NPC53222
0.8077 Intermediate Similarity NPC286519
0.8077 Intermediate Similarity NPC477054
0.8077 Intermediate Similarity NPC246736
0.8077 Intermediate Similarity NPC473928
0.8077 Intermediate Similarity NPC193934
0.8077 Intermediate Similarity NPC76866
0.8077 Intermediate Similarity NPC214946
0.8077 Intermediate Similarity NPC308726
0.8077 Intermediate Similarity NPC271980
0.8061 Intermediate Similarity NPC57954
0.8061 Intermediate Similarity NPC213832
0.8058 Intermediate Similarity NPC157787
0.8058 Intermediate Similarity NPC83709
0.8058 Intermediate Similarity NPC327431
0.8058 Intermediate Similarity NPC37047
0.8058 Intermediate Similarity NPC307954
0.8058 Intermediate Similarity NPC477521
0.8058 Intermediate Similarity NPC88198
0.8058 Intermediate Similarity NPC41971
0.8058 Intermediate Similarity NPC180733
0.8056 Intermediate Similarity NPC101450
0.8041 Intermediate Similarity NPC96496
0.8039 Intermediate Similarity NPC476879
0.8039 Intermediate Similarity NPC476878
0.8039 Intermediate Similarity NPC108078
0.802 Intermediate Similarity NPC469329
0.802 Intermediate Similarity NPC30677
0.802 Intermediate Similarity NPC210214
0.802 Intermediate Similarity NPC173875
0.802 Intermediate Similarity NPC162001
0.802 Intermediate Similarity NPC255809

  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 NPC473788 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
0.8019 Intermediate Similarity NPD7128 Approved
0.8019 Intermediate Similarity NPD5739 Approved
0.8019 Intermediate Similarity NPD6675 Approved
0.8019 Intermediate Similarity NPD6402 Approved
0.8 Intermediate Similarity NPD6399 Phase 3
0.7963 Intermediate Similarity NPD6373 Approved
0.7963 Intermediate Similarity NPD6372 Approved
0.7909 Intermediate Similarity NPD8297 Approved
0.79 Intermediate Similarity NPD6411 Approved
0.787 Intermediate Similarity NPD6881 Approved
0.787 Intermediate Similarity NPD6899 Approved
0.787 Intermediate Similarity NPD7320 Approved
0.7818 Intermediate Similarity NPD6650 Approved
0.7818 Intermediate Similarity NPD8130 Phase 1
0.7818 Intermediate Similarity NPD6649 Approved
0.7778 Intermediate Similarity NPD5697 Approved
0.7778 Intermediate Similarity NPD5701 Approved
0.7748 Intermediate Similarity NPD6882 Approved
0.7739 Intermediate Similarity NPD6319 Approved
0.7732 Intermediate Similarity NPD4786 Approved
0.7727 Intermediate Similarity NPD7290 Approved
0.7727 Intermediate Similarity NPD6883 Approved
0.7727 Intermediate Similarity NPD7102 Approved
0.7723 Intermediate Similarity NPD8035 Phase 2
0.7723 Intermediate Similarity NPD8034 Phase 2
0.77 Intermediate Similarity NPD6101 Approved
0.77 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.77 Intermediate Similarity NPD5328 Approved
0.7692 Intermediate Similarity NPD6083 Phase 2
0.7692 Intermediate Similarity NPD6084 Phase 2
0.767 Intermediate Similarity NPD5695 Phase 3
0.7658 Intermediate Similarity NPD6869 Approved
0.7658 Intermediate Similarity NPD6847 Approved
0.7658 Intermediate Similarity NPD6617 Approved
0.7653 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD6012 Approved
0.7636 Intermediate Similarity NPD6014 Approved
0.7636 Intermediate Similarity NPD6013 Approved
0.7632 Intermediate Similarity NPD7115 Discovery
0.7619 Intermediate Similarity NPD7638 Approved
0.7573 Intermediate Similarity NPD7748 Approved
0.7549 Intermediate Similarity NPD6079 Approved
0.7547 Intermediate Similarity NPD7640 Approved
0.7547 Intermediate Similarity NPD7639 Approved
0.7545 Intermediate Similarity NPD6011 Approved
0.7526 Intermediate Similarity NPD3667 Approved
0.7524 Intermediate Similarity NPD4755 Approved
0.7523 Intermediate Similarity NPD6008 Approved
0.75 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8293 Discontinued
0.7479 Intermediate Similarity NPD7492 Approved
0.7476 Intermediate Similarity NPD5779 Approved
0.7476 Intermediate Similarity NPD5778 Approved
0.7453 Intermediate Similarity NPD5696 Approved
0.7438 Intermediate Similarity NPD7736 Approved
0.7436 Intermediate Similarity NPD6054 Approved
0.7436 Intermediate Similarity NPD6059 Approved
0.7417 Intermediate Similarity NPD6616 Approved
0.74 Intermediate Similarity NPD3618 Phase 1
0.7383 Intermediate Similarity NPD5286 Approved
0.7383 Intermediate Similarity NPD5285 Approved
0.7383 Intermediate Similarity NPD4700 Approved
0.7383 Intermediate Similarity NPD4696 Approved
0.7379 Intermediate Similarity NPD7515 Phase 2
0.7368 Intermediate Similarity NPD4632 Approved
0.7358 Intermediate Similarity NPD7902 Approved
0.7355 Intermediate Similarity NPD7078 Approved
0.7328 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7311 Intermediate Similarity NPD6370 Approved
0.7308 Intermediate Similarity NPD4202 Approved
0.7264 Intermediate Similarity NPD5222 Approved
0.7264 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD4697 Phase 3
0.7264 Intermediate Similarity NPD5221 Approved
0.7257 Intermediate Similarity NPD4634 Approved
0.7255 Intermediate Similarity NPD6672 Approved
0.7255 Intermediate Similarity NPD5737 Approved
0.7248 Intermediate Similarity NPD5226 Approved
0.7248 Intermediate Similarity NPD5224 Approved
0.7248 Intermediate Similarity NPD5211 Phase 2
0.7248 Intermediate Similarity NPD5225 Approved
0.7248 Intermediate Similarity NPD4633 Approved
0.7241 Intermediate Similarity NPD6274 Approved
0.7236 Intermediate Similarity NPD7319 Approved
0.7228 Intermediate Similarity NPD6684 Approved
0.7228 Intermediate Similarity NPD5330 Approved
0.7228 Intermediate Similarity NPD7334 Approved
0.7228 Intermediate Similarity NPD7521 Approved
0.7228 Intermediate Similarity NPD7146 Approved
0.7228 Intermediate Similarity NPD6409 Approved
0.7227 Intermediate Similarity NPD6016 Approved
0.7227 Intermediate Similarity NPD6015 Approved
0.7212 Intermediate Similarity NPD7637 Suspended
0.7207 Intermediate Similarity NPD4768 Approved
0.7207 Intermediate Similarity NPD4767 Approved
0.7203 Intermediate Similarity NPD7101 Approved
0.7203 Intermediate Similarity NPD7100 Approved
0.7196 Intermediate Similarity NPD5173 Approved
0.7184 Intermediate Similarity NPD4753 Phase 2
0.7182 Intermediate Similarity NPD5174 Approved
0.7182 Intermediate Similarity NPD5175 Approved
0.7179 Intermediate Similarity NPD6009 Approved
0.717 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD5988 Approved
0.7156 Intermediate Similarity NPD5223 Approved
0.7143 Intermediate Similarity NPD7525 Registered
0.7131 Intermediate Similarity NPD7507 Approved
0.713 Intermediate Similarity NPD6053 Discontinued
0.7119 Intermediate Similarity NPD6335 Approved
0.7117 Intermediate Similarity NPD5141 Approved
0.7113 Intermediate Similarity NPD6115 Approved
0.7113 Intermediate Similarity NPD6114 Approved
0.7113 Intermediate Similarity NPD6697 Approved
0.7113 Intermediate Similarity NPD6118 Approved
0.7107 Intermediate Similarity NPD8328 Phase 3
0.7107 Intermediate Similarity NPD7604 Phase 2
0.7094 Intermediate Similarity NPD6868 Approved
0.7091 Intermediate Similarity NPD7632 Discontinued
0.7087 Intermediate Similarity NPD6903 Approved
0.7087 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5983 Phase 2
0.7083 Intermediate Similarity NPD6909 Approved
0.7083 Intermediate Similarity NPD6117 Approved
0.7083 Intermediate Similarity NPD6908 Approved
0.708 Intermediate Similarity NPD4730 Approved
0.708 Intermediate Similarity NPD4729 Approved
0.7075 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD7900 Approved
0.7069 Intermediate Similarity NPD8133 Approved
0.7059 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6098 Approved
0.7059 Intermediate Similarity NPD5279 Phase 3
0.7048 Intermediate Similarity NPD5284 Approved
0.7048 Intermediate Similarity NPD5281 Approved
0.7048 Intermediate Similarity NPD6050 Approved
0.7034 Intermediate Similarity NPD6317 Approved
0.703 Intermediate Similarity NPD3666 Approved
0.703 Intermediate Similarity NPD3665 Phase 1
0.703 Intermediate Similarity NPD3668 Phase 3
0.703 Intermediate Similarity NPD3133 Approved
0.7027 Intermediate Similarity NPD4754 Approved
0.7019 Intermediate Similarity NPD6673 Approved
0.7019 Intermediate Similarity NPD6080 Approved
0.7019 Intermediate Similarity NPD6904 Approved
0.7018 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD6116 Phase 1
0.7009 Intermediate Similarity NPD4629 Approved
0.7009 Intermediate Similarity NPD5210 Approved
0.6992 Remote Similarity NPD6336 Discontinued
0.6991 Remote Similarity NPD6412 Phase 2
0.6979 Remote Similarity NPD7339 Approved
0.6979 Remote Similarity NPD6942 Approved
0.6975 Remote Similarity NPD6314 Approved
0.6975 Remote Similarity NPD6313 Approved
0.6972 Remote Similarity NPD4225 Approved
0.6957 Remote Similarity NPD5251 Approved
0.6957 Remote Similarity NPD5250 Approved
0.6957 Remote Similarity NPD5249 Phase 3
0.6957 Remote Similarity NPD5248 Approved
0.6957 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5247 Approved
0.6952 Remote Similarity NPD5692 Phase 3
0.693 Remote Similarity NPD5345 Clinical (unspecified phase)
0.693 Remote Similarity NPD5128 Approved
0.69 Remote Similarity NPD5369 Approved
0.6887 Remote Similarity NPD5694 Approved
0.688 Remote Similarity NPD6033 Approved
0.6875 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6832 Remote Similarity NPD4221 Approved
0.6832 Remote Similarity NPD4223 Phase 3
0.6827 Remote Similarity NPD3573 Approved
0.6803 Remote Similarity NPD8513 Phase 3
0.6803 Remote Similarity NPD8515 Approved
0.6803 Remote Similarity NPD8517 Approved
0.6803 Remote Similarity NPD8516 Approved
0.6803 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6803 Remote Similarity NPD8033 Approved
0.68 Remote Similarity NPD4748 Discontinued
0.6796 Remote Similarity NPD5329 Approved
0.6792 Remote Similarity NPD5207 Approved
0.6783 Remote Similarity NPD6686 Approved
0.6765 Remote Similarity NPD6695 Phase 3
0.6765 Remote Similarity NPD4788 Approved
0.6762 Remote Similarity NPD5208 Approved
0.6759 Remote Similarity NPD6001 Approved
0.6752 Remote Similarity NPD5217 Approved
0.6752 Remote Similarity NPD5216 Approved
0.6752 Remote Similarity NPD5215 Approved
0.6735 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6733 Remote Similarity NPD4692 Approved
0.6733 Remote Similarity NPD4139 Approved
0.6731 Remote Similarity NPD4694 Approved
0.6731 Remote Similarity NPD5690 Phase 2
0.6731 Remote Similarity NPD5280 Approved
0.6729 Remote Similarity NPD7983 Approved
0.6729 Remote Similarity NPD5693 Phase 1
0.6721 Remote Similarity NPD8377 Approved
0.6721 Remote Similarity NPD8294 Approved
0.67 Remote Similarity NPD7645 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