Structure

Physi-Chem Properties

Molecular Weight:  1088.58
Volume:  1053.644
LogP:  0.953
LogD:  0.703
LogS:  -3.571
# Rotatable Bonds:  12
TPSA:  357.06
# H-Bond Aceptor:  22
# H-Bond Donor:  14
# Rings:  9
# Heavy Atoms:  22

MedChem Properties

QED Drug-Likeness Score:  0.097
Synthetic Accessibility Score:  7.027
Fsp3:  0.926
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.316
MDCK Permeability:  0.0001625969889573753
Pgp-inhibitor:  0.21
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.998
20% Bioavailability (F20%):  0.141
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.189
Plasma Protein Binding (PPB):  52.90085983276367%
Volume Distribution (VD):  0.062
Pgp-substrate:  11.857131004333496%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.827
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.347
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.001
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.026
CYP3A4-inhibitor:  0.086
CYP3A4-substrate:  0.011

ADMET: Excretion

Clearance (CL):  0.364
Half-life (T1/2):  0.801

ADMET: Toxicity

hERG Blockers:  0.153
Human Hepatotoxicity (H-HT):  0.213
Drug-inuced Liver Injury (DILI):  0.008
AMES Toxicity:  0.061
Rat Oral Acute Toxicity:  0.108
Maximum Recommended Daily Dose:  0.106
Skin Sensitization:  0.093
Carcinogencity:  0.051
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.99

Download Data

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

  Natural Product: NPC138057

Natural Product ID:  NPC138057
Common Name*:   Mimengoside E
IUPAC Name:   (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aS,6bR,8S,8aS,12aS,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl]oxy]-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Synonyms:   Mimengoside E
Standard InCHIKey:  NWQQCEBYZYQXIQ-MXADEGCQSA-N
Standard InCHI:  InChI=1S/C54H88O22/c1-23-33(60)36(63)39(66)45(69-23)74-42-28(20-56)72-47(41(68)38(42)65)75-43-34(61)24(2)70-48(44(43)76-46-40(67)37(64)35(62)27(19-55)71-46)73-32-12-13-50(5)29(51(32,6)21-57)11-14-52(7)30(50)10-9-25-26-17-49(3,4)15-16-54(26,22-58)31(59)18-53(25,52)8/h9-10,23-24,26-29,31-48,55-68H,11-22H2,1-8H3/t23-,24+,26-,27+,28+,29+,31-,32-,33-,34-,35+,36+,37-,38+,39+,40+,41+,42+,43-,44+,45-,46-,47-,48-,50-,51-,52+,53+,54+/m0/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@@H]([C@@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2(C3=CC=C3[C@@]2(C)C[C@@H]([C@@]2([C@H]3CC(C)(C)CC2)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL501564
PubChem CID:   44566640
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
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota flowers bought from a drugstore in Beijing n.a. PMID[10514305]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota flower buds n.a. n.a. PMID[14738377]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota flowers n.a. n.a. PMID[21524582]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11577 Buddleja officinalis Species Scrophulariaceae 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
NPT116 Cell Line HL-60 Homo sapiens IC50 = 16800.0 nM PMID[540139]

☑ 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 NPC138057 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
0.9897 High Similarity NPC230948
0.9897 High Similarity NPC473734
0.9794 High Similarity NPC123796
0.9694 High Similarity NPC148603
0.9691 High Similarity NPC30289
0.9691 High Similarity NPC76497
0.9691 High Similarity NPC256133
0.9691 High Similarity NPC213674
0.96 High Similarity NPC126147
0.9596 High Similarity NPC173859
0.9596 High Similarity NPC470512
0.9588 High Similarity NPC117714
0.9588 High Similarity NPC263756
0.95 High Similarity NPC257964
0.95 High Similarity NPC78034
0.9495 High Similarity NPC471435
0.9495 High Similarity NPC471434
0.9307 High Similarity NPC281939
0.93 High Similarity NPC57065
0.93 High Similarity NPC54521
0.93 High Similarity NPC109792
0.92 High Similarity NPC473129
0.92 High Similarity NPC162354
0.92 High Similarity NPC99627
0.9118 High Similarity NPC208650
0.9118 High Similarity NPC63368
0.9118 High Similarity NPC14946
0.9109 High Similarity NPC173583
0.9109 High Similarity NPC203354
0.9109 High Similarity NPC110656
0.9109 High Similarity NPC473127
0.9029 High Similarity NPC159005
0.9029 High Similarity NPC180183
0.9029 High Similarity NPC246124
0.9029 High Similarity NPC6931
0.902 High Similarity NPC69737
0.902 High Similarity NPC194842
0.902 High Similarity NPC208477
0.902 High Similarity NPC127801
0.902 High Similarity NPC160816
0.902 High Similarity NPC208594
0.902 High Similarity NPC269627
0.902 High Similarity NPC152584
0.901 High Similarity NPC473123
0.901 High Similarity NPC473124
0.8962 High Similarity NPC114304
0.8962 High Similarity NPC174720
0.8962 High Similarity NPC219180
0.8962 High Similarity NPC151543
0.8962 High Similarity NPC309714
0.8962 High Similarity NPC251263
0.8962 High Similarity NPC473826
0.8962 High Similarity NPC166422
0.8962 High Similarity NPC114287
0.8962 High Similarity NPC241909
0.8962 High Similarity NPC295823
0.8962 High Similarity NPC46665
0.8962 High Similarity NPC475467
0.8962 High Similarity NPC192600
0.8962 High Similarity NPC133818
0.8962 High Similarity NPC155410
0.8962 High Similarity NPC475287
0.8962 High Similarity NPC323341
0.8942 High Similarity NPC302057
0.8932 High Similarity NPC190395
0.8932 High Similarity NPC181467
0.8911 High Similarity NPC312553
0.8911 High Similarity NPC159036
0.8911 High Similarity NPC288694
0.8879 High Similarity NPC43550
0.8879 High Similarity NPC65105
0.8879 High Similarity NPC41061
0.8879 High Similarity NPC305981
0.8879 High Similarity NPC469782
0.8879 High Similarity NPC471385
0.8879 High Similarity NPC294453
0.8879 High Similarity NPC261506
0.8879 High Similarity NPC161717
0.8879 High Similarity NPC475140
0.8879 High Similarity NPC202828
0.8879 High Similarity NPC476068
0.8879 High Similarity NPC70809
0.8879 High Similarity NPC119592
0.8879 High Similarity NPC236638
0.8879 High Similarity NPC309907
0.8879 High Similarity NPC67857
0.8879 High Similarity NPC79643
0.8879 High Similarity NPC471550
0.8879 High Similarity NPC204414
0.8879 High Similarity NPC123199
0.8879 High Similarity NPC71065
0.8879 High Similarity NPC473714
0.8879 High Similarity NPC224381
0.8879 High Similarity NPC475160
0.8879 High Similarity NPC76972
0.8879 High Similarity NPC227551
0.8879 High Similarity NPC60557
0.8879 High Similarity NPC293330
0.8879 High Similarity NPC250247
0.8879 High Similarity NPC100639
0.8879 High Similarity NPC57484
0.8879 High Similarity NPC298034
0.8879 High Similarity NPC54636
0.8879 High Similarity NPC4328
0.8868 High Similarity NPC473373
0.8868 High Similarity NPC276093
0.8868 High Similarity NPC324875
0.8868 High Similarity NPC475516
0.8868 High Similarity NPC139044
0.8868 High Similarity NPC292677
0.8868 High Similarity NPC104400
0.8868 High Similarity NPC471383
0.8868 High Similarity NPC101744
0.8868 High Similarity NPC257468
0.8868 High Similarity NPC475504
0.8868 High Similarity NPC104071
0.8868 High Similarity NPC79718
0.8868 High Similarity NPC476305
0.8868 High Similarity NPC109079
0.8868 High Similarity NPC10320
0.8868 High Similarity NPC102439
0.8868 High Similarity NPC469946
0.8846 High Similarity NPC220427
0.8835 High Similarity NPC309448
0.8824 High Similarity NPC473020
0.8824 High Similarity NPC120123
0.8824 High Similarity NPC131479
0.8824 High Similarity NPC16520
0.8824 High Similarity NPC8039
0.8824 High Similarity NPC211879
0.8824 High Similarity NPC157659
0.8824 High Similarity NPC31907
0.8824 High Similarity NPC472252
0.8824 High Similarity NPC16573
0.8824 High Similarity NPC189852
0.8824 High Similarity NPC245280
0.8824 High Similarity NPC114874
0.8824 High Similarity NPC286969
0.8824 High Similarity NPC155010
0.8796 High Similarity NPC476992
0.8796 High Similarity NPC161674
0.8796 High Similarity NPC75287
0.8796 High Similarity NPC288205
0.8796 High Similarity NPC471384
0.8796 High Similarity NPC26626
0.8796 High Similarity NPC305267
0.8796 High Similarity NPC51465
0.8785 High Similarity NPC96641
0.8785 High Similarity NPC150400
0.8785 High Similarity NPC124296
0.8785 High Similarity NPC134835
0.8785 High Similarity NPC73318
0.8785 High Similarity NPC163183
0.8785 High Similarity NPC473343
0.8785 High Similarity NPC258885
0.8776 High Similarity NPC305160
0.8776 High Similarity NPC72817
0.8776 High Similarity NPC477927
0.8774 High Similarity NPC157474
0.8774 High Similarity NPC164419
0.8774 High Similarity NPC110494
0.875 High Similarity NPC94272
0.8738 High Similarity NPC187400
0.8738 High Similarity NPC221562
0.8738 High Similarity NPC470885
0.8738 High Similarity NPC273879
0.8738 High Similarity NPC165033
0.8716 High Similarity NPC68175
0.8716 High Similarity NPC102505
0.8716 High Similarity NPC123522
0.8716 High Similarity NPC309223
0.8716 High Similarity NPC136768
0.8716 High Similarity NPC220160
0.8716 High Similarity NPC85154
0.8716 High Similarity NPC191827
0.8716 High Similarity NPC104137
0.8716 High Similarity NPC33012
0.8716 High Similarity NPC473824
0.8716 High Similarity NPC286457
0.8716 High Similarity NPC473452
0.8716 High Similarity NPC475209
0.8716 High Similarity NPC69811
0.8716 High Similarity NPC185466
0.8716 High Similarity NPC475514
0.8716 High Similarity NPC148417
0.8716 High Similarity NPC475119
0.8716 High Similarity NPC470876
0.8716 High Similarity NPC110633
0.8716 High Similarity NPC8524
0.8713 High Similarity NPC7341
0.8713 High Similarity NPC64348
0.8713 High Similarity NPC473200
0.8713 High Similarity NPC473790
0.8704 High Similarity NPC164389
0.8704 High Similarity NPC475486
0.8692 High Similarity NPC473383
0.8692 High Similarity NPC139894
0.8679 High Similarity NPC270667
0.8679 High Similarity NPC474589
0.8679 High Similarity NPC279554

  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 NPC138057 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
0.7949 Intermediate Similarity NPD8328 Phase 3
0.7845 Intermediate Similarity NPD8294 Approved
0.7845 Intermediate Similarity NPD8377 Approved
0.7778 Intermediate Similarity NPD8335 Approved
0.7778 Intermediate Similarity NPD8296 Approved
0.7778 Intermediate Similarity NPD8379 Approved
0.7778 Intermediate Similarity NPD8380 Approved
0.7778 Intermediate Similarity NPD8378 Approved
0.7748 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7739 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD8133 Approved
0.7627 Intermediate Similarity NPD8033 Approved
0.7526 Intermediate Similarity NPD7645 Phase 2
0.7479 Intermediate Similarity NPD7503 Approved
0.7429 Intermediate Similarity NPD8171 Discontinued
0.7411 Intermediate Similarity NPD6412 Phase 2
0.7373 Intermediate Similarity NPD7328 Approved
0.7373 Intermediate Similarity NPD7327 Approved
0.7311 Intermediate Similarity NPD7516 Approved
0.719 Intermediate Similarity NPD8517 Approved
0.719 Intermediate Similarity NPD8516 Approved
0.719 Intermediate Similarity NPD8515 Approved
0.7109 Intermediate Similarity NPD8450 Suspended
0.7049 Intermediate Similarity NPD8513 Phase 3
0.7043 Intermediate Similarity NPD6686 Approved
0.7031 Intermediate Similarity NPD8449 Approved
0.696 Remote Similarity NPD7507 Approved
0.6881 Remote Similarity NPD7748 Approved
0.6847 Remote Similarity NPD7902 Approved
0.6797 Remote Similarity NPD7319 Approved
0.6783 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6765 Remote Similarity NPD7525 Registered
0.6719 Remote Similarity NPD7736 Approved
0.6697 Remote Similarity NPD7515 Phase 2
0.6636 Remote Similarity NPD7524 Approved
0.6587 Remote Similarity NPD6370 Approved
0.6577 Remote Similarity NPD7900 Approved
0.6577 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6512 Remote Similarity NPD8293 Discontinued
0.6509 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6491 Remote Similarity NPD7638 Approved
0.6446 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6435 Remote Similarity NPD7640 Approved
0.6435 Remote Similarity NPD7639 Approved
0.6429 Remote Similarity NPD6054 Approved
0.6429 Remote Similarity NPD6059 Approved
0.6415 Remote Similarity NPD6695 Phase 3
0.6406 Remote Similarity NPD6067 Discontinued
0.6337 Remote Similarity NPD1811 Approved
0.6337 Remote Similarity NPD1810 Approved
0.633 Remote Similarity NPD7750 Discontinued
0.6286 Remote Similarity NPD6928 Phase 2
0.6275 Remote Similarity NPD6942 Approved
0.6275 Remote Similarity NPD7339 Approved
0.626 Remote Similarity NPD8297 Approved
0.626 Remote Similarity NPD6882 Approved
0.625 Remote Similarity NPD6016 Approved
0.625 Remote Similarity NPD6015 Approved
0.625 Remote Similarity NPD8035 Phase 2
0.625 Remote Similarity NPD8034 Phase 2
0.6231 Remote Similarity NPD7492 Approved
0.6214 Remote Similarity NPD6933 Approved
0.6214 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6207 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6202 Remote Similarity NPD5988 Approved
0.619 Remote Similarity NPD6009 Approved
0.619 Remote Similarity NPD6929 Approved
0.6183 Remote Similarity NPD6616 Approved
0.6172 Remote Similarity NPD6319 Approved
0.6161 Remote Similarity NPD3168 Discontinued
0.6154 Remote Similarity NPD7625 Phase 1
0.6148 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6136 Remote Similarity NPD7078 Approved
0.6136 Remote Similarity NPD8074 Phase 3
0.6132 Remote Similarity NPD6931 Approved
0.6132 Remote Similarity NPD6930 Phase 2
0.6117 Remote Similarity NPD8264 Approved
0.6106 Remote Similarity NPD6411 Approved
0.608 Remote Similarity NPD4632 Approved
0.6068 Remote Similarity NPD4225 Approved
0.6066 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6053 Remote Similarity NPD6399 Phase 3
0.604 Remote Similarity NPD2254 Approved
0.604 Remote Similarity NPD2686 Approved
0.604 Remote Similarity NPD2687 Approved
0.6033 Remote Similarity NPD6402 Approved
0.6033 Remote Similarity NPD7128 Approved
0.6033 Remote Similarity NPD5739 Approved
0.6033 Remote Similarity NPD6675 Approved
0.6019 Remote Similarity NPD6924 Approved
0.6019 Remote Similarity NPD6926 Approved
0.6018 Remote Similarity NPD7838 Discovery
0.6016 Remote Similarity NPD6373 Approved
0.6016 Remote Similarity NPD6372 Approved
0.6 Remote Similarity NPD6430 Approved
0.6 Remote Similarity NPD6932 Approved
0.6 Remote Similarity NPD5776 Phase 2
0.6 Remote Similarity NPD6925 Approved
0.6 Remote Similarity NPD6429 Approved
0.6 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5981 Remote Similarity NPD7509 Discontinued
0.597 Remote Similarity NPD6033 Approved
0.5968 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5966 Remote Similarity NPD5344 Discontinued
0.5965 Remote Similarity NPD7087 Discontinued
0.5963 Remote Similarity NPD3669 Approved
0.5963 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5946 Remote Similarity NPD3618 Phase 1
0.5943 Remote Similarity NPD7145 Approved
0.5938 Remote Similarity NPD7115 Discovery
0.5935 Remote Similarity NPD6881 Approved
0.5935 Remote Similarity NPD6899 Approved
0.5935 Remote Similarity NPD7320 Approved
0.5929 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5929 Remote Similarity NPD6101 Approved
0.5929 Remote Similarity NPD5328 Approved
0.592 Remote Similarity NPD8130 Phase 1
0.592 Remote Similarity NPD6650 Approved
0.592 Remote Similarity NPD6649 Approved
0.5917 Remote Similarity NPD7632 Discontinued
0.5909 Remote Similarity NPD4786 Approved
0.5893 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5888 Remote Similarity NPD6683 Phase 2
0.5882 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6648 Approved
0.5872 Remote Similarity NPD3667 Approved
0.5862 Remote Similarity NPD6674 Discontinued
0.5856 Remote Similarity NPD6893 Approved
0.5854 Remote Similarity NPD5697 Approved
0.5854 Remote Similarity NPD5701 Approved
0.5847 Remote Similarity NPD4755 Approved
0.584 Remote Similarity NPD7290 Approved
0.584 Remote Similarity NPD7102 Approved
0.584 Remote Similarity NPD6883 Approved
0.584 Remote Similarity NPD4634 Approved
0.5833 Remote Similarity NPD7332 Phase 2
0.5833 Remote Similarity NPD5125 Phase 3
0.5833 Remote Similarity NPD7514 Phase 3
0.5833 Remote Similarity NPD5126 Approved
0.5826 Remote Similarity NPD7983 Approved
0.5826 Remote Similarity NPD7637 Suspended
0.5826 Remote Similarity NPD6079 Approved
0.5825 Remote Similarity NPD7150 Approved
0.5825 Remote Similarity NPD7152 Approved
0.5825 Remote Similarity NPD7151 Approved
0.5794 Remote Similarity NPD6869 Approved
0.5794 Remote Similarity NPD6847 Approved
0.5794 Remote Similarity NPD6617 Approved
0.5789 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5789 Remote Similarity NPD7604 Phase 2
0.5784 Remote Similarity NPD6923 Approved
0.5784 Remote Similarity NPD6922 Approved
0.5784 Remote Similarity NPD4267 Clinical (unspecified phase)
0.578 Remote Similarity NPD6902 Approved
0.578 Remote Similarity NPD6898 Phase 1
0.5776 Remote Similarity NPD4202 Approved
0.5776 Remote Similarity NPD5779 Approved
0.5776 Remote Similarity NPD5778 Approved
0.5773 Remote Similarity NPD6123 Approved
0.5772 Remote Similarity NPD5357 Phase 1
0.576 Remote Similarity NPD6012 Approved
0.576 Remote Similarity NPD6014 Approved
0.576 Remote Similarity NPD6013 Approved
0.5758 Remote Similarity NPD5983 Phase 2
0.575 Remote Similarity NPD4696 Approved
0.575 Remote Similarity NPD5285 Approved
0.575 Remote Similarity NPD5286 Approved
0.575 Remote Similarity NPD4700 Approved
0.5739 Remote Similarity NPD6698 Approved
0.5739 Remote Similarity NPD46 Approved
0.5728 Remote Similarity NPD7144 Approved
0.5728 Remote Similarity NPD7143 Approved
0.5726 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6083 Phase 2
0.5714 Remote Similarity NPD6084 Phase 2
0.5704 Remote Similarity NPD6336 Discontinued
0.5702 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5702 Remote Similarity NPD4159 Approved
0.568 Remote Similarity NPD6011 Approved
0.5678 Remote Similarity NPD7991 Discontinued
0.5673 Remote Similarity NPD4243 Approved
0.5669 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5662 Remote Similarity NPD8448 Approved
0.5656 Remote Similarity NPD5224 Approved
0.5656 Remote Similarity NPD5225 Approved
0.5656 Remote Similarity NPD4633 Approved
0.5656 Remote Similarity NPD5211 Phase 2
0.5656 Remote Similarity NPD5226 Approved
0.5652 Remote Similarity NPD8392 Approved
0.5652 Remote Similarity NPD8391 Approved
0.5652 Remote Similarity NPD8390 Approved
0.5645 Remote Similarity NPD6008 Approved
0.5645 Remote Similarity NPD4767 Approved
0.5645 Remote Similarity NPD4768 Approved
0.5645 Remote Similarity NPD6640 Phase 3
0.5639 Remote Similarity NPD6921 Approved
0.563 Remote Similarity NPD8342 Approved
0.563 Remote Similarity NPD8341 Approved
0.563 Remote Similarity NPD5221 Approved
0.563 Remote Similarity NPD4697 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