Structure

Physi-Chem Properties

Molecular Weight:  244.17
Volume:  257.372
LogP:  0.683
LogD:  -0.339
LogS:  -1.7
# Rotatable Bonds:  2
TPSA:  80.92
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.531
Synthetic Accessibility Score:  4.66
Fsp3:  0.846
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.122
MDCK Permeability:  0.00032830089912749827
Pgp-inhibitor:  0.0
Pgp-substrate:  0.949
Human Intestinal Absorption (HIA):  0.076
20% Bioavailability (F20%):  0.454
30% Bioavailability (F30%):  0.095

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.253
Plasma Protein Binding (PPB):  72.33380889892578%
Volume Distribution (VD):  0.858
Pgp-substrate:  36.45657730102539%

ADMET: Metabolism

CYP1A2-inhibitor:  0.024
CYP1A2-substrate:  0.081
CYP2C19-inhibitor:  0.012
CYP2C19-substrate:  0.757
CYP2C9-inhibitor:  0.008
CYP2C9-substrate:  0.93
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.178
CYP3A4-inhibitor:  0.005
CYP3A4-substrate:  0.253

ADMET: Excretion

Clearance (CL):  2.026
Half-life (T1/2):  0.513

ADMET: Toxicity

hERG Blockers:  0.02
Human Hepatotoxicity (H-HT):  0.282
Drug-inuced Liver Injury (DILI):  0.028
AMES Toxicity:  0.08
Rat Oral Acute Toxicity:  0.921
Maximum Recommended Daily Dose:  0.99
Skin Sensitization:  0.18
Carcinogencity:  0.002
Eye Corrosion:  0.005
Eye Irritation:  0.726
Respiratory Toxicity:  0.93

Download Data

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

  Natural Product: NPC471270

Natural Product ID:  NPC471270
Common Name*:   2,4,5,9-Tetrahydroxymegastigman-7-Ene
IUPAC Name:   (1R,2R,4R,6R)-6-[(E,3R)-3-hydroxybut-1-enyl]-1,5,5-trimethylcyclohexane-1,2,4-triol
Synonyms:  
Standard InCHIKey:  SLETUNZSOAVNDN-FLQLSLOQSA-N
Standard InCHI:  InChI=1S/C13H24O4/c1-8(14)5-6-9-12(2,3)10(15)7-11(16)13(9,4)17/h5-6,8-11,14-17H,7H2,1-4H3/b6-5+/t8-,9-,10-,11-,13-/m1/s1
SMILES:  CC(C=CC1C(C(CC(C1(C)O)O)O)(C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2407697
PubChem CID:   71746442
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO32875 cinnamomum wilsonii Species Lauraceae Eukaryota Leaves n.a. n.a. PMID[23822611]

☑ 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
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000.0 nM PMID[550243]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000.0 nM PMID[550243]
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[550243]
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000.0 nM PMID[550243]
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000.0 nM PMID[550243]

☑ 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 NPC471270 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
0.9867 High Similarity NPC236707
0.9867 High Similarity NPC95124
0.9867 High Similarity NPC471266
0.9012 High Similarity NPC471267
0.9 High Similarity NPC185605
0.88 High Similarity NPC471268
0.88 High Similarity NPC471272
0.88 High Similarity NPC471271
0.8765 High Similarity NPC471987
0.8642 High Similarity NPC259858
0.84 Intermediate Similarity NPC471238
0.8391 Intermediate Similarity NPC41554
0.8391 Intermediate Similarity NPC97404
0.8372 Intermediate Similarity NPC115607
0.8293 Intermediate Similarity NPC249423
0.8276 Intermediate Similarity NPC11216
0.8276 Intermediate Similarity NPC204188
0.8276 Intermediate Similarity NPC329596
0.8276 Intermediate Similarity NPC3345
0.8276 Intermediate Similarity NPC80561
0.8276 Intermediate Similarity NPC291484
0.8214 Intermediate Similarity NPC83702
0.8182 Intermediate Similarity NPC275671
0.8171 Intermediate Similarity NPC96362
0.8171 Intermediate Similarity NPC287749
0.8161 Intermediate Similarity NPC259875
0.8161 Intermediate Similarity NPC187785
0.8161 Intermediate Similarity NPC470361
0.8161 Intermediate Similarity NPC97103
0.8132 Intermediate Similarity NPC120446
0.809 Intermediate Similarity NPC119379
0.809 Intermediate Similarity NPC310013
0.8077 Intermediate Similarity NPC477792
0.8072 Intermediate Similarity NPC476646
0.8068 Intermediate Similarity NPC475751
0.8068 Intermediate Similarity NPC473956
0.8068 Intermediate Similarity NPC191323
0.8046 Intermediate Similarity NPC133588
0.8046 Intermediate Similarity NPC474668
0.8025 Intermediate Similarity NPC85105
0.8025 Intermediate Similarity NPC149550
0.8023 Intermediate Similarity NPC255143
0.8023 Intermediate Similarity NPC299068
0.8022 Intermediate Similarity NPC210717
0.8022 Intermediate Similarity NPC103165
0.8022 Intermediate Similarity NPC288970
0.7975 Intermediate Similarity NPC95165
0.7975 Intermediate Similarity NPC220939
0.7975 Intermediate Similarity NPC265485
0.7955 Intermediate Similarity NPC109744
0.7955 Intermediate Similarity NPC473100
0.7935 Intermediate Similarity NPC477226
0.7927 Intermediate Similarity NPC475980
0.7907 Intermediate Similarity NPC290731
0.7907 Intermediate Similarity NPC470360
0.7901 Intermediate Similarity NPC265588
0.7901 Intermediate Similarity NPC253190
0.7875 Intermediate Similarity NPC306727
0.7865 Intermediate Similarity NPC473099
0.7848 Intermediate Similarity NPC23954
0.7848 Intermediate Similarity NPC164022
0.7848 Intermediate Similarity NPC242992
0.7841 Intermediate Similarity NPC475664
0.7816 Intermediate Similarity NPC237344
0.7816 Intermediate Similarity NPC6391
0.7816 Intermediate Similarity NPC476217
0.7816 Intermediate Similarity NPC261266
0.7805 Intermediate Similarity NPC477924
0.7802 Intermediate Similarity NPC65402
0.7802 Intermediate Similarity NPC127718
0.7792 Intermediate Similarity NPC476650
0.7778 Intermediate Similarity NPC32832
0.7753 Intermediate Similarity NPC49783
0.7742 Intermediate Similarity NPC261807
0.7727 Intermediate Similarity NPC186145
0.7727 Intermediate Similarity NPC476948
0.7727 Intermediate Similarity NPC474657
0.7727 Intermediate Similarity NPC470620
0.7722 Intermediate Similarity NPC92801
0.7722 Intermediate Similarity NPC283316
0.7717 Intermediate Similarity NPC8774
0.7711 Intermediate Similarity NPC167891
0.7711 Intermediate Similarity NPC83351
0.7701 Intermediate Similarity NPC298595
0.7683 Intermediate Similarity NPC477925
0.7683 Intermediate Similarity NPC274079
0.7683 Intermediate Similarity NPC63958
0.7674 Intermediate Similarity NPC477978
0.7674 Intermediate Similarity NPC320548
0.7667 Intermediate Similarity NPC245410
0.7667 Intermediate Similarity NPC192437
0.7667 Intermediate Similarity NPC270511
0.7667 Intermediate Similarity NPC470390
0.7667 Intermediate Similarity NPC14380
0.7662 Intermediate Similarity NPC267027
0.766 Intermediate Similarity NPC312325
0.7654 Intermediate Similarity NPC201048
0.7654 Intermediate Similarity NPC476366
0.764 Intermediate Similarity NPC475605
0.764 Intermediate Similarity NPC280556
0.764 Intermediate Similarity NPC4574
0.764 Intermediate Similarity NPC67872
0.764 Intermediate Similarity NPC212596
0.7634 Intermediate Similarity NPC471903
0.7634 Intermediate Similarity NPC12103
0.7634 Intermediate Similarity NPC227583
0.7634 Intermediate Similarity NPC98457
0.7614 Intermediate Similarity NPC475069
0.7614 Intermediate Similarity NPC6605
0.7614 Intermediate Similarity NPC175145
0.7614 Intermediate Similarity NPC139724
0.7609 Intermediate Similarity NPC196227
0.7609 Intermediate Similarity NPC473258
0.7609 Intermediate Similarity NPC477605
0.7604 Intermediate Similarity NPC214277
0.7595 Intermediate Similarity NPC473893
0.7595 Intermediate Similarity NPC234511
0.759 Intermediate Similarity NPC470758
0.759 Intermediate Similarity NPC130136
0.759 Intermediate Similarity NPC91594
0.759 Intermediate Similarity NPC471798
0.759 Intermediate Similarity NPC470711
0.759 Intermediate Similarity NPC31037
0.7586 Intermediate Similarity NPC185568
0.7586 Intermediate Similarity NPC205845
0.7586 Intermediate Similarity NPC238992
0.7582 Intermediate Similarity NPC116726
0.7582 Intermediate Similarity NPC114389
0.7579 Intermediate Similarity NPC38855
0.7564 Intermediate Similarity NPC82337
0.7564 Intermediate Similarity NPC163290
0.7561 Intermediate Similarity NPC66566
0.7561 Intermediate Similarity NPC133580
0.7561 Intermediate Similarity NPC477923
0.7561 Intermediate Similarity NPC291503
0.7558 Intermediate Similarity NPC471408
0.7556 Intermediate Similarity NPC314727
0.7556 Intermediate Similarity NPC128066
0.7556 Intermediate Similarity NPC101886
0.7553 Intermediate Similarity NPC316604
0.7553 Intermediate Similarity NPC474994
0.7553 Intermediate Similarity NPC476893
0.7553 Intermediate Similarity NPC476040
0.7553 Intermediate Similarity NPC476021
0.7532 Intermediate Similarity NPC287339
0.7528 Intermediate Similarity NPC304083
0.7528 Intermediate Similarity NPC189777
0.75 Intermediate Similarity NPC148977
0.75 Intermediate Similarity NPC189745
0.75 Intermediate Similarity NPC11908
0.7474 Intermediate Similarity NPC476895
0.7473 Intermediate Similarity NPC295668
0.7471 Intermediate Similarity NPC216420
0.7471 Intermediate Similarity NPC159168
0.7471 Intermediate Similarity NPC317458
0.7471 Intermediate Similarity NPC211135
0.7471 Intermediate Similarity NPC79945
0.7471 Intermediate Similarity NPC85095
0.7471 Intermediate Similarity NPC253402
0.7471 Intermediate Similarity NPC207013
0.7471 Intermediate Similarity NPC474634
0.747 Intermediate Similarity NPC167873
0.747 Intermediate Similarity NPC470749
0.747 Intermediate Similarity NPC170148
0.747 Intermediate Similarity NPC1973
0.7468 Intermediate Similarity NPC245795
0.7468 Intermediate Similarity NPC244790
0.7468 Intermediate Similarity NPC96484
0.7468 Intermediate Similarity NPC276616
0.7468 Intermediate Similarity NPC266578
0.7447 Intermediate Similarity NPC90583
0.7447 Intermediate Similarity NPC72204
0.7447 Intermediate Similarity NPC156912
0.7442 Intermediate Similarity NPC320525
0.7439 Intermediate Similarity NPC243342
0.7439 Intermediate Similarity NPC477138
0.7439 Intermediate Similarity NPC91858
0.7436 Intermediate Similarity NPC311736
0.7436 Intermediate Similarity NPC326310
0.7416 Intermediate Similarity NPC472379
0.7416 Intermediate Similarity NPC269058
0.7416 Intermediate Similarity NPC281316
0.7416 Intermediate Similarity NPC121981
0.7416 Intermediate Similarity NPC152808
0.7416 Intermediate Similarity NPC201273
0.7416 Intermediate Similarity NPC94462
0.7416 Intermediate Similarity NPC293287
0.7416 Intermediate Similarity NPC71520
0.7412 Intermediate Similarity NPC476367
0.7412 Intermediate Similarity NPC72755
0.7407 Intermediate Similarity NPC167706
0.7396 Intermediate Similarity NPC475877
0.7391 Intermediate Similarity NPC230623
0.7386 Intermediate Similarity NPC102048
0.7386 Intermediate Similarity NPC475798
0.7386 Intermediate Similarity NPC127606
0.7375 Intermediate Similarity NPC9942
0.7368 Intermediate Similarity NPC34732
0.7368 Intermediate Similarity NPC92231
0.7368 Intermediate Similarity NPC240372

  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 NPC471270 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
0.7528 Intermediate Similarity NPD7524 Approved
0.75 Intermediate Similarity NPD5344 Discontinued
0.7386 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD7332 Phase 2
0.7326 Intermediate Similarity NPD6931 Approved
0.7326 Intermediate Similarity NPD7514 Phase 3
0.7326 Intermediate Similarity NPD6930 Phase 2
0.7273 Intermediate Similarity NPD6695 Phase 3
0.7209 Intermediate Similarity NPD6929 Approved
0.7143 Intermediate Similarity NPD8264 Approved
0.7126 Intermediate Similarity NPD7525 Registered
0.7093 Intermediate Similarity NPD7145 Approved
0.7045 Intermediate Similarity NPD6902 Approved
0.7041 Intermediate Similarity NPD6648 Approved
0.6977 Remote Similarity NPD5776 Phase 2
0.6977 Remote Similarity NPD6925 Approved
0.6977 Remote Similarity NPD6932 Approved
0.6957 Remote Similarity NPD7750 Discontinued
0.6957 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6893 Approved
0.6923 Remote Similarity NPD368 Approved
0.6915 Remote Similarity NPD3168 Discontinued
0.6905 Remote Similarity NPD4732 Discontinued
0.686 Remote Similarity NPD6933 Approved
0.6854 Remote Similarity NPD6898 Phase 1
0.6818 Remote Similarity NPD7645 Phase 2
0.6768 Remote Similarity NPD4225 Approved
0.6705 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7087 Discontinued
0.6629 Remote Similarity NPD6683 Phase 2
0.6628 Remote Similarity NPD6926 Approved
0.6628 Remote Similarity NPD6924 Approved
0.6556 Remote Similarity NPD7509 Discontinued
0.6552 Remote Similarity NPD6942 Approved
0.6552 Remote Similarity NPD7339 Approved
0.6543 Remote Similarity NPD371 Approved
0.6509 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6495 Remote Similarity NPD7637 Suspended
0.6429 Remote Similarity NPD7516 Approved
0.6415 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6408 Remote Similarity NPD5211 Phase 2
0.6395 Remote Similarity NPD7151 Approved
0.6395 Remote Similarity NPD7152 Approved
0.6395 Remote Similarity NPD7150 Approved
0.6392 Remote Similarity NPD7136 Phase 2
0.6374 Remote Similarity NPD4821 Approved
0.6374 Remote Similarity NPD4822 Approved
0.6374 Remote Similarity NPD4819 Approved
0.6374 Remote Similarity NPD4820 Approved
0.6373 Remote Similarity NPD7639 Approved
0.6373 Remote Similarity NPD7640 Approved
0.6339 Remote Similarity NPD7327 Approved
0.6339 Remote Similarity NPD7328 Approved
0.6311 Remote Similarity NPD4159 Approved
0.6296 Remote Similarity NPD4634 Approved
0.6286 Remote Similarity NPD5141 Approved
0.6279 Remote Similarity NPD7143 Approved
0.6279 Remote Similarity NPD7144 Approved
0.6275 Remote Similarity NPD7638 Approved
0.6263 Remote Similarity NPD5778 Approved
0.6263 Remote Similarity NPD5779 Approved
0.625 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6237 Remote Similarity NPD3667 Approved
0.6226 Remote Similarity NPD5357 Phase 1
0.6214 Remote Similarity NPD5286 Approved
0.6214 Remote Similarity NPD4696 Approved
0.6214 Remote Similarity NPD5285 Approved
0.6196 Remote Similarity NPD4748 Discontinued
0.6176 Remote Similarity NPD4755 Approved
0.6163 Remote Similarity NPD6922 Approved
0.6163 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6163 Remote Similarity NPD6923 Approved
0.6154 Remote Similarity NPD4271 Approved
0.6154 Remote Similarity NPD342 Phase 1
0.6154 Remote Similarity NPD4268 Approved
0.6147 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6146 Remote Similarity NPD3618 Phase 1
0.6106 Remote Similarity NPD7115 Discovery
0.6105 Remote Similarity NPD4786 Approved
0.61 Remote Similarity NPD4202 Approved
0.6095 Remote Similarity NPD5226 Approved
0.6095 Remote Similarity NPD5225 Approved
0.6095 Remote Similarity NPD4633 Approved
0.6095 Remote Similarity NPD5224 Approved
0.6075 Remote Similarity NPD6640 Phase 3
0.6067 Remote Similarity NPD4785 Approved
0.6067 Remote Similarity NPD4784 Approved
0.6061 Remote Similarity NPD7838 Discovery
0.6058 Remote Similarity NPD4700 Approved
0.6042 Remote Similarity NPD1696 Phase 3
0.6038 Remote Similarity NPD5175 Approved
0.6038 Remote Similarity NPD5174 Approved
0.6034 Remote Similarity NPD8033 Approved
0.6034 Remote Similarity NPD8378 Approved
0.6034 Remote Similarity NPD8296 Approved
0.6034 Remote Similarity NPD8380 Approved
0.6034 Remote Similarity NPD8335 Approved
0.6034 Remote Similarity NPD8379 Approved
0.6022 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6 Remote Similarity NPD6079 Approved
0.6 Remote Similarity NPD5223 Approved
0.6 Remote Similarity NPD7983 Approved
0.6 Remote Similarity NPD7515 Phase 2
0.5982 Remote Similarity NPD4632 Approved
0.5979 Remote Similarity NPD4249 Approved
0.5978 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5963 Remote Similarity NPD6686 Approved
0.596 Remote Similarity NPD5328 Approved
0.5948 Remote Similarity NPD8294 Approved
0.5948 Remote Similarity NPD8377 Approved
0.5922 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5922 Remote Similarity NPD5222 Approved
0.5922 Remote Similarity NPD5221 Approved
0.5918 Remote Similarity NPD4251 Approved
0.5918 Remote Similarity NPD4250 Approved
0.5909 Remote Similarity NPD7532 Clinical (unspecified phase)
0.59 Remote Similarity NPD6698 Approved
0.59 Remote Similarity NPD46 Approved
0.5897 Remote Similarity NPD7503 Approved
0.5882 Remote Similarity NPD5282 Discontinued
0.5875 Remote Similarity NPD4219 Approved
0.5872 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5872 Remote Similarity NPD5697 Approved
0.5865 Remote Similarity NPD5173 Approved
0.5843 Remote Similarity NPD4243 Approved
0.5842 Remote Similarity NPD6411 Approved
0.5818 Remote Similarity NPD4729 Approved
0.5818 Remote Similarity NPD6881 Approved
0.5818 Remote Similarity NPD4730 Approved
0.5818 Remote Similarity NPD6899 Approved
0.5816 Remote Similarity NPD4519 Discontinued
0.5816 Remote Similarity NPD4623 Approved
0.5812 Remote Similarity NPD6319 Approved
0.58 Remote Similarity NPD4753 Phase 2
0.5794 Remote Similarity NPD7632 Discontinued
0.5784 Remote Similarity NPD6399 Phase 3
0.578 Remote Similarity NPD6675 Approved
0.578 Remote Similarity NPD4768 Approved
0.578 Remote Similarity NPD4767 Approved
0.578 Remote Similarity NPD7128 Approved
0.578 Remote Similarity NPD6402 Approved
0.578 Remote Similarity NPD5739 Approved
0.5773 Remote Similarity NPD3133 Approved
0.5773 Remote Similarity NPD3668 Phase 3
0.5773 Remote Similarity NPD3666 Approved
0.5773 Remote Similarity NPD3665 Phase 1
0.5769 Remote Similarity NPD4697 Phase 3
0.5766 Remote Similarity NPD6012 Approved
0.5766 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5766 Remote Similarity NPD6014 Approved
0.5766 Remote Similarity NPD6013 Approved
0.5763 Remote Similarity NPD6921 Approved
0.5752 Remote Similarity NPD8297 Approved
0.5745 Remote Similarity NPD4195 Approved
0.5741 Remote Similarity NPD4754 Approved
0.5729 Remote Similarity NPD4269 Approved
0.5729 Remote Similarity NPD4270 Approved
0.5728 Remote Similarity NPD7748 Approved
0.5727 Remote Similarity NPD5701 Approved
0.5727 Remote Similarity NPD6412 Phase 2
0.5714 Remote Similarity NPD6371 Approved
0.5714 Remote Similarity NPD5250 Approved
0.5714 Remote Similarity NPD5247 Approved
0.5714 Remote Similarity NPD7290 Approved
0.5714 Remote Similarity NPD5249 Phase 3
0.5714 Remote Similarity NPD5251 Approved
0.5714 Remote Similarity NPD5248 Approved
0.5714 Remote Similarity NPD6883 Approved
0.5714 Remote Similarity NPD7102 Approved
0.5714 Remote Similarity NPD7902 Approved
0.5702 Remote Similarity NPD7507 Approved
0.5691 Remote Similarity NPD7319 Approved
0.569 Remote Similarity NPD6009 Approved
0.5684 Remote Similarity NPD4695 Discontinued
0.5684 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5678 Remote Similarity NPD6054 Approved
0.5678 Remote Similarity NPD7741 Discontinued
0.5676 Remote Similarity NPD7320 Approved
0.5676 Remote Similarity NPD5128 Approved
0.5676 Remote Similarity NPD6011 Approved
0.5673 Remote Similarity NPD5210 Approved
0.5673 Remote Similarity NPD4629 Approved
0.567 Remote Similarity NPD5362 Discontinued
0.567 Remote Similarity NPD7154 Phase 3
0.567 Remote Similarity NPD5332 Approved
0.567 Remote Similarity NPD5331 Approved
0.567 Remote Similarity NPD6110 Phase 1
0.5664 Remote Similarity NPD5215 Approved
0.5664 Remote Similarity NPD6617 Approved
0.5664 Remote Similarity NPD6869 Approved
0.5664 Remote Similarity NPD6847 Approved
0.5664 Remote Similarity NPD8130 Phase 1
0.5664 Remote Similarity NPD6650 Approved
0.5664 Remote Similarity NPD5217 Approved
0.5664 Remote Similarity NPD6649 Approved
0.5664 Remote Similarity NPD5216 Approved
0.566 Remote Similarity NPD5290 Discontinued
0.566 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5657 Remote Similarity NPD5279 Phase 3

  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