Structure

Physi-Chem Properties

Molecular Weight:  236.18
Volume:  257.271
LogP:  2.548
LogD:  2.325
LogS:  -1.147
# Rotatable Bonds:  1
TPSA:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.76
Synthetic Accessibility Score:  4.806
Fsp3:  0.933
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:  -4.717
MDCK Permeability:  2.3985701773199253e-05
Pgp-inhibitor:  0.09
Pgp-substrate:  0.003
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.009
30% Bioavailability (F30%):  0.071

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.9
Plasma Protein Binding (PPB):  48.690799713134766%
Volume Distribution (VD):  0.774
Pgp-substrate:  50.19920349121094%

ADMET: Metabolism

CYP1A2-inhibitor:  0.024
CYP1A2-substrate:  0.352
CYP2C19-inhibitor:  0.03
CYP2C19-substrate:  0.869
CYP2C9-inhibitor:  0.105
CYP2C9-substrate:  0.135
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.247
CYP3A4-inhibitor:  0.306
CYP3A4-substrate:  0.236

ADMET: Excretion

Clearance (CL):  9.865
Half-life (T1/2):  0.417

ADMET: Toxicity

hERG Blockers:  0.021
Human Hepatotoxicity (H-HT):  0.279
Drug-inuced Liver Injury (DILI):  0.166
AMES Toxicity:  0.009
Rat Oral Acute Toxicity:  0.832
Maximum Recommended Daily Dose:  0.754
Skin Sensitization:  0.344
Carcinogencity:  0.767
Eye Corrosion:  0.295
Eye Irritation:  0.347
Respiratory Toxicity:  0.966

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

  Natural Product: NPC128608

Natural Product ID:  NPC128608
Common Name*:   (1As,1Bs,3S,5As,6As)-3-(1-Hydroxy-1-Methyl-Ethyl)-1A,5A-Dimethyl-Octahydro-Cyclopropa[A]Inden-4-One
IUPAC Name:   (1aS,1bS,3S,5aS,6aS)-3-(2-hydroxypropan-2-yl)-1a,5a-dimethyl-1b,2,3,5,6,6a-hexahydro-1H-cyclopropa[a]inden-4-one
Synonyms:  
Standard InCHIKey:  ZUTBZJSJTAUXPB-SLFYDOTPSA-N
Standard InCHI:  InChI=1S/C15H24O2/c1-13(2,17)10-5-12-14(3,8-11(10)16)6-9-7-15(9,12)4/h9-10,12,17H,5-8H2,1-4H3/t9-,10-,12+,14+,15+/m1/s1
SMILES:  O=C1C[C@]2(C)C[C@H]3[C@@]([C@H]2C[C@H]1C(O)(C)C)(C3)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1956945
PubChem CID:   57398335
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
NPO6515 Juglans sinensis Species Juglandaceae Eukaryota n.a. twig n.a. PMID[21309591]
NPO6515 Juglans sinensis Species Juglandaceae Eukaryota n.a. leaf n.a. PMID[21309591]
NPO941 Tiliacora triandra Species Menispermaceae Eukaryota n.a. n.a. n.a. PMID[22418278]
NPO5560 Castor fiber Species Castoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26573 Artemisia umbelliformis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28 Cutleria multifida Species Cutleriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO941 Tiliacora triandra Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26307 Viburnum ayavacense Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6515 Juglans sinensis Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4636 Onopordum anatolicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3731 Salix japonica Species Salicaceae 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
NPT169 Cell Line B16-F10 Mus musculus IC50 = 300.0 nM PMID[506771]
NPT1171 Cell Line HEp-2 Homo sapiens IC50 = 5250.0 nM PMID[506771]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 4110.0 nM PMID[506771]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 1160.0 nM PMID[506771]

☑ 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 NPC128608 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
0.8657 High Similarity NPC473267
0.8209 Intermediate Similarity NPC473225
0.8088 Intermediate Similarity NPC474962
0.806 Intermediate Similarity NPC474221
0.806 Intermediate Similarity NPC130459
0.806 Intermediate Similarity NPC478180
0.7971 Intermediate Similarity NPC476731
0.7838 Intermediate Similarity NPC52951
0.7826 Intermediate Similarity NPC196197
0.7808 Intermediate Similarity NPC264602
0.7808 Intermediate Similarity NPC475031
0.7778 Intermediate Similarity NPC132064
0.7778 Intermediate Similarity NPC273366
0.7714 Intermediate Similarity NPC477850
0.7714 Intermediate Similarity NPC108131
0.7647 Intermediate Similarity NPC268736
0.7647 Intermediate Similarity NPC477931
0.7647 Intermediate Similarity NPC42060
0.7639 Intermediate Similarity NPC472854
0.7606 Intermediate Similarity NPC320549
0.7606 Intermediate Similarity NPC151018
0.7606 Intermediate Similarity NPC58057
0.7606 Intermediate Similarity NPC156277
0.7571 Intermediate Similarity NPC213178
0.7571 Intermediate Similarity NPC6120
0.7571 Intermediate Similarity NPC324607
0.7571 Intermediate Similarity NPC321732
0.7571 Intermediate Similarity NPC131892
0.7571 Intermediate Similarity NPC327728
0.7568 Intermediate Similarity NPC169389
0.7568 Intermediate Similarity NPC477918
0.7534 Intermediate Similarity NPC68565
0.7534 Intermediate Similarity NPC35871
0.75 Intermediate Similarity NPC310766
0.75 Intermediate Similarity NPC474123
0.75 Intermediate Similarity NPC232112
0.7467 Intermediate Similarity NPC321690
0.7432 Intermediate Similarity NPC20466
0.7429 Intermediate Similarity NPC474954
0.7403 Intermediate Similarity NPC254123
0.7403 Intermediate Similarity NPC77311
0.7397 Intermediate Similarity NPC477930
0.7397 Intermediate Similarity NPC254340
0.7391 Intermediate Similarity NPC103734
0.7377 Intermediate Similarity NPC274182
0.7361 Intermediate Similarity NPC472309
0.7361 Intermediate Similarity NPC311102
0.7361 Intermediate Similarity NPC89310
0.7344 Intermediate Similarity NPC474105
0.7342 Intermediate Similarity NPC319909
0.7333 Intermediate Similarity NPC23884
0.7333 Intermediate Similarity NPC474404
0.7324 Intermediate Similarity NPC319671
0.7324 Intermediate Similarity NPC64466
0.7324 Intermediate Similarity NPC252032
0.7324 Intermediate Similarity NPC469941
0.7324 Intermediate Similarity NPC476734
0.7313 Intermediate Similarity NPC95804
0.7313 Intermediate Similarity NPC185547
0.7302 Intermediate Similarity NPC202146
0.7302 Intermediate Similarity NPC32222
0.7297 Intermediate Similarity NPC21220
0.7297 Intermediate Similarity NPC24014
0.7297 Intermediate Similarity NPC125767
0.7297 Intermediate Similarity NPC195155
0.7297 Intermediate Similarity NPC472311
0.7297 Intermediate Similarity NPC27349
0.7297 Intermediate Similarity NPC174964
0.7297 Intermediate Similarity NPC477934
0.7297 Intermediate Similarity NPC155441
0.7297 Intermediate Similarity NPC97534
0.7288 Intermediate Similarity NPC83187
0.7288 Intermediate Similarity NPC285814
0.7288 Intermediate Similarity NPC98246
0.7273 Intermediate Similarity NPC95958
0.726 Intermediate Similarity NPC248567
0.7246 Intermediate Similarity NPC469791
0.7246 Intermediate Similarity NPC230047
0.7246 Intermediate Similarity NPC19311
0.7222 Intermediate Similarity NPC477929
0.7215 Intermediate Similarity NPC268578
0.7215 Intermediate Similarity NPC477373
0.7215 Intermediate Similarity NPC472744
0.7215 Intermediate Similarity NPC217559
0.7215 Intermediate Similarity NPC292458
0.7215 Intermediate Similarity NPC472847
0.7215 Intermediate Similarity NPC472492
0.72 Intermediate Similarity NPC477933
0.72 Intermediate Similarity NPC477932
0.72 Intermediate Similarity NPC472487
0.72 Intermediate Similarity NPC475742
0.72 Intermediate Similarity NPC5767
0.72 Intermediate Similarity NPC472486
0.7179 Intermediate Similarity NPC12933
0.7179 Intermediate Similarity NPC469745
0.7162 Intermediate Similarity NPC133922
0.7162 Intermediate Similarity NPC280026
0.7162 Intermediate Similarity NPC167702
0.7143 Intermediate Similarity NPC215843
0.7143 Intermediate Similarity NPC245029
0.7143 Intermediate Similarity NPC31302
0.7125 Intermediate Similarity NPC472480
0.7125 Intermediate Similarity NPC474996
0.7125 Intermediate Similarity NPC50438
0.7123 Intermediate Similarity NPC469940
0.7123 Intermediate Similarity NPC197701
0.7105 Intermediate Similarity NPC74685
0.7105 Intermediate Similarity NPC66105
0.7105 Intermediate Similarity NPC477919
0.7105 Intermediate Similarity NPC180199
0.7105 Intermediate Similarity NPC221420
0.7089 Intermediate Similarity NPC477936
0.7089 Intermediate Similarity NPC477858
0.7089 Intermediate Similarity NPC477935
0.7083 Intermediate Similarity NPC475952
0.7077 Intermediate Similarity NPC3025
0.7077 Intermediate Similarity NPC143597
0.7077 Intermediate Similarity NPC151464
0.7067 Intermediate Similarity NPC212733
0.7067 Intermediate Similarity NPC72444
0.7067 Intermediate Similarity NPC159789
0.7051 Intermediate Similarity NPC472853
0.7051 Intermediate Similarity NPC477851
0.7049 Intermediate Similarity NPC293343
0.7049 Intermediate Similarity NPC247786
0.7049 Intermediate Similarity NPC127997
0.7049 Intermediate Similarity NPC95969
0.7049 Intermediate Similarity NPC258672
0.7042 Intermediate Similarity NPC41542
0.7042 Intermediate Similarity NPC263161
0.7031 Intermediate Similarity NPC53245
0.7031 Intermediate Similarity NPC288296
0.7013 Intermediate Similarity NPC476732
0.7013 Intermediate Similarity NPC199965
0.7013 Intermediate Similarity NPC185465
0.7 Intermediate Similarity NPC163616
0.7 Intermediate Similarity NPC15821
0.6988 Remote Similarity NPC477614
0.6988 Remote Similarity NPC226491
0.6986 Remote Similarity NPC163020
0.6974 Remote Similarity NPC4209
0.6962 Remote Similarity NPC150506
0.6951 Remote Similarity NPC472745
0.6951 Remote Similarity NPC472491
0.6951 Remote Similarity NPC474448
0.6951 Remote Similarity NPC472494
0.6951 Remote Similarity NPC302111
0.6944 Remote Similarity NPC478228
0.6944 Remote Similarity NPC469724
0.6944 Remote Similarity NPC180777
0.6944 Remote Similarity NPC31187
0.6944 Remote Similarity NPC470956
0.6944 Remote Similarity NPC260319
0.6944 Remote Similarity NPC103647
0.6944 Remote Similarity NPC281203
0.6944 Remote Similarity NPC100917
0.6944 Remote Similarity NPC2568
0.6933 Remote Similarity NPC317212
0.6923 Remote Similarity NPC320144
0.6923 Remote Similarity NPC201459
0.6923 Remote Similarity NPC192744
0.6923 Remote Similarity NPC158846
0.6923 Remote Similarity NPC275243
0.6923 Remote Similarity NPC184819
0.6923 Remote Similarity NPC477371
0.6914 Remote Similarity NPC473336
0.6914 Remote Similarity NPC471044
0.6912 Remote Similarity NPC478126
0.6905 Remote Similarity NPC24705
0.6905 Remote Similarity NPC56962
0.6892 Remote Similarity NPC126642
0.6892 Remote Similarity NPC247195
0.6892 Remote Similarity NPC144627
0.6885 Remote Similarity NPC294440
0.6883 Remote Similarity NPC212661
0.6883 Remote Similarity NPC106078
0.6883 Remote Similarity NPC298168
0.6883 Remote Similarity NPC143133
0.6883 Remote Similarity NPC471035
0.6883 Remote Similarity NPC207010
0.6883 Remote Similarity NPC471151
0.6883 Remote Similarity NPC317913
0.6875 Remote Similarity NPC271163
0.6875 Remote Similarity NPC469325
0.6875 Remote Similarity NPC193347
0.6875 Remote Similarity NPC317066
0.6875 Remote Similarity NPC145143
0.6875 Remote Similarity NPC46881
0.6875 Remote Similarity NPC328007
0.6875 Remote Similarity NPC110780
0.6867 Remote Similarity NPC263802
0.6867 Remote Similarity NPC202937
0.6867 Remote Similarity NPC472484
0.6867 Remote Similarity NPC472493
0.6867 Remote Similarity NPC472482
0.6867 Remote Similarity NPC472481
0.6866 Remote Similarity NPC162685
0.6842 Remote Similarity NPC179858
0.6835 Remote Similarity NPC164999
0.6835 Remote Similarity NPC470609

  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 NPC128608 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
0.8308 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.8209 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.8209 Intermediate Similarity NPD5360 Phase 3
0.791 Intermediate Similarity NPD4224 Phase 2
0.7857 Intermediate Similarity NPD4758 Discontinued
0.7714 Intermediate Similarity NPD4789 Approved
0.7606 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD6081 Approved
0.7606 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD3698 Phase 2
0.7465 Intermediate Similarity NPD4244 Approved
0.7465 Intermediate Similarity NPD4245 Approved
0.7297 Intermediate Similarity NPD3702 Approved
0.7237 Intermediate Similarity NPD5364 Discontinued
0.7162 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD3703 Phase 2
0.7031 Intermediate Similarity NPD615 Clinical (unspecified phase)
0.6974 Remote Similarity NPD6117 Approved
0.6962 Remote Similarity NPD4139 Approved
0.6962 Remote Similarity NPD4692 Approved
0.6883 Remote Similarity NPD6116 Phase 1
0.6875 Remote Similarity NPD4223 Phase 3
0.6875 Remote Similarity NPD4221 Approved
0.6795 Remote Similarity NPD6115 Approved
0.6795 Remote Similarity NPD3617 Approved
0.6795 Remote Similarity NPD6118 Approved
0.6795 Remote Similarity NPD6114 Approved
0.6795 Remote Similarity NPD3671 Phase 1
0.6795 Remote Similarity NPD6697 Approved
0.679 Remote Similarity NPD4788 Approved
0.6747 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6721 Remote Similarity NPD345 Approved
0.6721 Remote Similarity NPD343 Approved
0.6721 Remote Similarity NPD344 Approved
0.6707 Remote Similarity NPD4197 Approved
0.6667 Remote Similarity NPD5777 Approved
0.6627 Remote Similarity NPD5329 Approved
0.6548 Remote Similarity NPD4694 Approved
0.6548 Remote Similarity NPD4138 Approved
0.6548 Remote Similarity NPD4693 Phase 3
0.6548 Remote Similarity NPD5690 Phase 2
0.6548 Remote Similarity NPD5280 Approved
0.6548 Remote Similarity NPD4689 Approved
0.6548 Remote Similarity NPD4688 Approved
0.6548 Remote Similarity NPD5205 Approved
0.6548 Remote Similarity NPD4690 Approved
0.6506 Remote Similarity NPD4786 Approved
0.6477 Remote Similarity NPD5133 Approved
0.6463 Remote Similarity NPD3667 Approved
0.6322 Remote Similarity NPD4753 Phase 2
0.631 Remote Similarity NPD3666 Approved
0.631 Remote Similarity NPD3133 Approved
0.631 Remote Similarity NPD3665 Phase 1
0.629 Remote Similarity NPD634 Phase 3
0.629 Remote Similarity NPD388 Approved
0.629 Remote Similarity NPD386 Approved
0.6286 Remote Similarity NPD3198 Approved
0.6235 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6216 Remote Similarity NPD375 Phase 2
0.6212 Remote Similarity NPD3186 Phase 1
0.6184 Remote Similarity NPD4267 Clinical (unspecified phase)
0.618 Remote Similarity NPD5281 Approved
0.618 Remote Similarity NPD5284 Approved
0.6163 Remote Similarity NPD3618 Phase 1
0.6163 Remote Similarity NPD5279 Phase 3
0.6136 Remote Similarity NPD5328 Approved
0.6111 Remote Similarity NPD4202 Approved
0.6104 Remote Similarity NPD4787 Phase 1
0.6098 Remote Similarity NPD4195 Approved
0.6067 Remote Similarity NPD4096 Approved
0.6 Remote Similarity NPD1700 Approved
0.6 Remote Similarity NPD6079 Approved
0.5978 Remote Similarity NPD4629 Approved
0.5978 Remote Similarity NPD5695 Phase 3
0.5978 Remote Similarity NPD5210 Approved
0.5977 Remote Similarity NPD4623 Approved
0.5977 Remote Similarity NPD4519 Discontinued
0.5977 Remote Similarity NPD6098 Approved
0.5976 Remote Similarity NPD4802 Phase 2
0.5976 Remote Similarity NPD4238 Approved
0.5934 Remote Similarity NPD6399 Phase 3
0.593 Remote Similarity NPD3668 Phase 3
0.5897 Remote Similarity NPD4747 Approved
0.587 Remote Similarity NPD6001 Approved
0.5867 Remote Similarity NPD7341 Phase 2
0.5851 Remote Similarity NPD4755 Approved
0.5851 Remote Similarity NPD6084 Phase 2
0.5851 Remote Similarity NPD6083 Phase 2
0.5844 Remote Similarity NPD6705 Phase 1
0.5843 Remote Similarity NPD4518 Approved
0.5843 Remote Similarity NPD5208 Approved
0.5833 Remote Similarity NPD4695 Discontinued
0.5824 Remote Similarity NPD8034 Phase 2
0.5824 Remote Similarity NPD8035 Phase 2
0.5823 Remote Similarity NPD4243 Approved
0.5821 Remote Similarity NPD9638 Phase 2
0.5806 Remote Similarity NPD387 Clinical (unspecified phase)
0.5806 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5797 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5789 Remote Similarity NPD5696 Approved
0.5778 Remote Similarity NPD6904 Approved
0.5778 Remote Similarity NPD6080 Approved
0.5778 Remote Similarity NPD6673 Approved
0.5769 Remote Similarity NPD4137 Phase 3
0.5745 Remote Similarity NPD5222 Approved
0.5745 Remote Similarity NPD4697 Phase 3
0.5745 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5745 Remote Similarity NPD5221 Approved
0.5729 Remote Similarity NPD4700 Approved
0.5729 Remote Similarity NPD5285 Approved
0.5729 Remote Similarity NPD5286 Approved
0.5729 Remote Similarity NPD4696 Approved
0.5714 Remote Similarity NPD5692 Phase 3
0.5714 Remote Similarity NPD5207 Approved
0.5696 Remote Similarity NPD4691 Approved
0.5692 Remote Similarity NPD384 Approved
0.5692 Remote Similarity NPD385 Approved
0.5684 Remote Similarity NPD5173 Approved
0.5684 Remote Similarity NPD5959 Approved
0.5679 Remote Similarity NPD4785 Approved
0.5679 Remote Similarity NPD5733 Approved
0.5679 Remote Similarity NPD4687 Approved
0.5679 Remote Similarity NPD4784 Approved
0.567 Remote Similarity NPD5223 Approved
0.5667 Remote Similarity NPD5737 Approved
0.5667 Remote Similarity NPD6672 Approved
0.5652 Remote Similarity NPD6050 Approved
0.5652 Remote Similarity NPD5694 Approved
0.5652 Remote Similarity NPD5693 Phase 1
0.5641 Remote Similarity NPD3621 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5276 Approved
0.5618 Remote Similarity NPD5330 Approved
0.5618 Remote Similarity NPD6684 Approved
0.5618 Remote Similarity NPD7521 Approved
0.5618 Remote Similarity NPD7334 Approved
0.5618 Remote Similarity NPD7146 Approved
0.5618 Remote Similarity NPD6409 Approved
0.5612 Remote Similarity NPD5226 Approved
0.5612 Remote Similarity NPD4633 Approved
0.5612 Remote Similarity NPD5211 Phase 2
0.5612 Remote Similarity NPD5091 Approved
0.5612 Remote Similarity NPD5225 Approved
0.5612 Remote Similarity NPD5224 Approved
0.561 Remote Similarity NPD4190 Phase 3
0.561 Remote Similarity NPD5275 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