Structure

Physi-Chem Properties

Molecular Weight:  942.48
Volume:  906.201
LogP:  1.979
LogD:  2.242
LogS:  -4.264
# Rotatable Bonds:  10
TPSA:  289.28
# H-Bond Aceptor:  19
# H-Bond Donor:  10
# Rings:  9
# Heavy Atoms:  19

MedChem Properties

QED Drug-Likeness Score:  0.147
Synthetic Accessibility Score:  6.65
Fsp3:  0.915
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:  -6.333
MDCK Permeability:  0.00028439800371415913
Pgp-inhibitor:  0.0
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.811
20% Bioavailability (F20%):  0.001
30% Bioavailability (F30%):  0.352

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.138
Plasma Protein Binding (PPB):  63.23265075683594%
Volume Distribution (VD):  -0.077
Pgp-substrate:  11.028176307678223%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.812
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.168
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.013
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.077
CYP3A4-inhibitor:  0.044
CYP3A4-substrate:  0.201

ADMET: Excretion

Clearance (CL):  0.256
Half-life (T1/2):  0.599

ADMET: Toxicity

hERG Blockers:  0.433
Human Hepatotoxicity (H-HT):  0.242
Drug-inuced Liver Injury (DILI):  0.019
AMES Toxicity:  0.086
Rat Oral Acute Toxicity:  0.692
Maximum Recommended Daily Dose:  0.98
Skin Sensitization:  0.833
Carcinogencity:  0.617
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.98

Download Data

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

  Natural Product: NPC208189

Natural Product ID:  NPC208189
Common Name*:   Charantoside Iii
IUPAC Name:   n.a.
Synonyms:   charantoside III
Standard InCHIKey:  QFMGCFIFVIVJLB-RWWGMUTBSA-N
Standard InCHI:  InChI=1S/C36H56O7/c1-21(2)9-8-10-22(3)23-13-15-34(7)25-14-16-36-26(35(25,20-41-36)18-17-33(23,34)6)11-12-27(32(36,4)5)43-31-30(40)29(39)28(38)24(19-37)42-31/h8-9,14,16,22-31,37-40H,1,10-13,15,17-20H2,2-7H3/b9-8+/t22-,23-,24-,25+,26+,27+,28-,29+,30-,31+,33-,34+,35+,36-/m1/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@@H]3[C@@]4(C2(C)C)C=C[C@@H]2[C@@]3(CO4)CC[C@]3([C@@]2(C)CC[C@@H]3[C@@H](C/C=C/C(=C)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL409789
PubChem CID:   23626169
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001686] Cucurbitacins

*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
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[17685651]
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota Stems n.a. n.a. PMID[18637688]
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota Roots n.a. n.a. PMID[24836069]
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[28621938]
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota Vines n.a. n.a. PMID[32357011]
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8182 Momordica charantia Species Cucurbitaceae 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
NPT80 Cell Line Raji Homo sapiens Activity = 70.0 % PMID[493706]
NPT2 Others Unspecified Inhibition = 12.9 % PMID[493706]
NPT2 Others Unspecified Inhibition = 36.0 % PMID[493706]
NPT2 Others Unspecified Inhibition = 82.1 % PMID[493706]
NPT2 Others Unspecified Inhibition = 100.0 % PMID[493706]

☑ 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 NPC208189 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 NPC65034
0.9903 High Similarity NPC231797
0.9709 High Similarity NPC170974
0.9709 High Similarity NPC103627
0.9709 High Similarity NPC191439
0.9612 High Similarity NPC473328
0.9612 High Similarity NPC473318
0.9612 High Similarity NPC28844
0.9519 High Similarity NPC65155
0.9314 High Similarity NPC471888
0.9314 High Similarity NPC471450
0.9314 High Similarity NPC471887
0.9314 High Similarity NPC471885
0.9314 High Similarity NPC471886
0.9238 High Similarity NPC250089
0.9238 High Similarity NPC157530
0.9238 High Similarity NPC14630
0.9231 High Similarity NPC33053
0.9216 High Similarity NPC471889
0.9216 High Similarity NPC37207
0.9159 High Similarity NPC473567
0.9159 High Similarity NPC216595
0.9118 High Similarity NPC21568
0.9118 High Similarity NPC285231
0.9038 High Similarity NPC93352
0.9029 High Similarity NPC471482
0.9029 High Similarity NPC300399
0.9027 High Similarity NPC41129
0.8942 High Similarity NPC213190
0.8932 High Similarity NPC267510
0.8922 High Similarity NPC216260
0.8922 High Similarity NPC5358
0.8889 High Similarity NPC13190
0.8879 High Similarity NPC128133
0.8879 High Similarity NPC472901
0.8868 High Similarity NPC226642
0.8857 High Similarity NPC75608
0.8807 High Similarity NPC475354
0.8807 High Similarity NPC112274
0.8785 High Similarity NPC80210
0.8785 High Similarity NPC235824
0.8785 High Similarity NPC38376
0.8774 High Similarity NPC472900
0.8774 High Similarity NPC472898
0.8774 High Similarity NPC472899
0.8774 High Similarity NPC26798
0.875 High Similarity NPC47566
0.875 High Similarity NPC472023
0.875 High Similarity NPC309425
0.875 High Similarity NPC160734
0.875 High Similarity NPC88000
0.875 High Similarity NPC470434
0.875 High Similarity NPC4831
0.875 High Similarity NPC129372
0.8738 High Similarity NPC158088
0.8738 High Similarity NPC280825
0.8738 High Similarity NPC234287
0.8727 High Similarity NPC51154
0.8716 High Similarity NPC473021
0.8716 High Similarity NPC472987
0.8704 High Similarity NPC195116
0.8704 High Similarity NPC285253
0.8704 High Similarity NPC221110
0.8704 High Similarity NPC180459
0.8692 High Similarity NPC231340
0.8679 High Similarity NPC187400
0.8679 High Similarity NPC85593
0.8679 High Similarity NPC470885
0.8679 High Similarity NPC475365
0.8679 High Similarity NPC31430
0.8679 High Similarity NPC221562
0.8667 High Similarity NPC136816
0.8667 High Similarity NPC22634
0.8661 High Similarity NPC100048
0.8661 High Similarity NPC476690
0.8661 High Similarity NPC20979
0.8654 High Similarity NPC469942
0.8654 High Similarity NPC324598
0.8654 High Similarity NPC473200
0.8654 High Similarity NPC7341
0.8649 High Similarity NPC11548
0.8641 High Similarity NPC473890
0.8641 High Similarity NPC243728
0.8611 High Similarity NPC476538
0.8611 High Similarity NPC476540
0.8611 High Similarity NPC472897
0.8611 High Similarity NPC476541
0.8611 High Similarity NPC472896
0.8611 High Similarity NPC220427
0.8611 High Similarity NPC476539
0.8598 High Similarity NPC474015
0.8585 High Similarity NPC157659
0.8585 High Similarity NPC155010
0.8585 High Similarity NPC473123
0.8585 High Similarity NPC475701
0.8585 High Similarity NPC189852
0.8585 High Similarity NPC211879
0.8585 High Similarity NPC473124
0.8585 High Similarity NPC16520
0.8585 High Similarity NPC120123
0.8585 High Similarity NPC473198
0.8585 High Similarity NPC473020
0.8585 High Similarity NPC131479
0.8585 High Similarity NPC8039
0.8585 High Similarity NPC31907
0.8585 High Similarity NPC472252
0.8585 High Similarity NPC286969
0.8585 High Similarity NPC245280
0.8585 High Similarity NPC114874
0.8584 High Similarity NPC10366
0.8571 High Similarity NPC477030
0.8571 High Similarity NPC176406
0.8571 High Similarity NPC477029
0.8559 High Similarity NPC469347
0.8559 High Similarity NPC469348
0.8545 High Similarity NPC157474
0.8545 High Similarity NPC197231
0.8545 High Similarity NPC110494
0.8544 High Similarity NPC227583
0.8544 High Similarity NPC12103
0.8544 High Similarity NPC98457
0.8544 High Similarity NPC207617
0.8532 High Similarity NPC306131
0.8532 High Similarity NPC477027
0.8532 High Similarity NPC475670
0.8532 High Similarity NPC70204
0.8532 High Similarity NPC477026
0.8532 High Similarity NPC476835
0.8529 High Similarity NPC305160
0.8519 High Similarity NPC190395
0.8509 High Similarity NPC477071
0.8505 High Similarity NPC203354
0.8505 High Similarity NPC473127
0.8505 High Similarity NPC165033
0.8505 High Similarity NPC273879
0.8505 High Similarity NPC474464
0.8505 High Similarity NPC110656
0.8496 Intermediate Similarity NPC473852
0.8496 Intermediate Similarity NPC142066
0.8496 Intermediate Similarity NPC309034
0.8496 Intermediate Similarity NPC243196
0.8496 Intermediate Similarity NPC77319
0.8496 Intermediate Similarity NPC203862
0.8496 Intermediate Similarity NPC158344
0.8496 Intermediate Similarity NPC471354
0.8496 Intermediate Similarity NPC244402
0.8496 Intermediate Similarity NPC87250
0.8496 Intermediate Similarity NPC34390
0.8496 Intermediate Similarity NPC196429
0.8496 Intermediate Similarity NPC471355
0.8496 Intermediate Similarity NPC474418
0.8496 Intermediate Similarity NPC471351
0.8496 Intermediate Similarity NPC471353
0.8496 Intermediate Similarity NPC93883
0.8496 Intermediate Similarity NPC27507
0.8496 Intermediate Similarity NPC157376
0.8496 Intermediate Similarity NPC99728
0.8496 Intermediate Similarity NPC84987
0.8496 Intermediate Similarity NPC50305
0.8491 Intermediate Similarity NPC312553
0.8491 Intermediate Similarity NPC272015
0.8491 Intermediate Similarity NPC159036
0.8491 Intermediate Similarity NPC288694
0.8482 Intermediate Similarity NPC471633
0.8482 Intermediate Similarity NPC69576
0.8482 Intermediate Similarity NPC84949
0.8482 Intermediate Similarity NPC31354
0.8476 Intermediate Similarity NPC282669
0.8468 Intermediate Similarity NPC477050
0.8468 Intermediate Similarity NPC476305
0.8468 Intermediate Similarity NPC19888
0.8468 Intermediate Similarity NPC42171
0.8468 Intermediate Similarity NPC473125
0.8462 Intermediate Similarity NPC240372
0.8455 Intermediate Similarity NPC141433
0.8455 Intermediate Similarity NPC472717
0.8447 Intermediate Similarity NPC8774
0.8435 Intermediate Similarity NPC475556
0.8435 Intermediate Similarity NPC475629
0.8431 Intermediate Similarity NPC474792
0.8431 Intermediate Similarity NPC67398
0.8431 Intermediate Similarity NPC91654
0.8426 Intermediate Similarity NPC69737
0.8426 Intermediate Similarity NPC473476
0.8426 Intermediate Similarity NPC208594
0.8426 Intermediate Similarity NPC473199
0.8426 Intermediate Similarity NPC181845
0.8426 Intermediate Similarity NPC269627
0.8426 Intermediate Similarity NPC309448
0.8426 Intermediate Similarity NPC127801
0.8426 Intermediate Similarity NPC242748
0.8426 Intermediate Similarity NPC473923
0.8426 Intermediate Similarity NPC160816
0.8426 Intermediate Similarity NPC152584
0.8426 Intermediate Similarity NPC194842
0.8426 Intermediate Similarity NPC208477
0.8421 Intermediate Similarity NPC475403
0.8421 Intermediate Similarity NPC83287
0.8421 Intermediate Similarity NPC160888
0.8421 Intermediate Similarity NPC45475

  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 NPC208189 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
0.8421 Intermediate Similarity NPD7327 Approved
0.8421 Intermediate Similarity NPD7328 Approved
0.8362 Intermediate Similarity NPD8296 Approved
0.8362 Intermediate Similarity NPD7503 Approved
0.8362 Intermediate Similarity NPD8335 Approved
0.8362 Intermediate Similarity NPD8378 Approved
0.8362 Intermediate Similarity NPD8380 Approved
0.8362 Intermediate Similarity NPD8379 Approved
0.8348 Intermediate Similarity NPD7516 Approved
0.8276 Intermediate Similarity NPD8377 Approved
0.8276 Intermediate Similarity NPD8294 Approved
0.8205 Intermediate Similarity NPD8033 Approved
0.7787 Intermediate Similarity NPD7507 Approved
0.7742 Intermediate Similarity NPD7319 Approved
0.7544 Intermediate Similarity NPD6412 Phase 2
0.7458 Intermediate Similarity NPD8133 Approved
0.7429 Intermediate Similarity NPD7524 Approved
0.7398 Intermediate Similarity NPD6370 Approved
0.7381 Intermediate Similarity NPD7736 Approved
0.7328 Intermediate Similarity NPD6686 Approved
0.7317 Intermediate Similarity NPD8517 Approved
0.7317 Intermediate Similarity NPD8513 Phase 3
0.7317 Intermediate Similarity NPD8516 Approved
0.7317 Intermediate Similarity NPD8515 Approved
0.7308 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD8171 Discontinued
0.7236 Intermediate Similarity NPD6054 Approved
0.7212 Intermediate Similarity NPD6695 Phase 3
0.7165 Intermediate Similarity NPD8293 Discontinued
0.7119 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD7750 Discontinued
0.7097 Intermediate Similarity NPD6059 Approved
0.7087 Intermediate Similarity NPD7525 Registered
0.708 Intermediate Similarity NPD7638 Approved
0.704 Intermediate Similarity NPD6015 Approved
0.704 Intermediate Similarity NPD6016 Approved
0.7018 Intermediate Similarity NPD7640 Approved
0.7018 Intermediate Similarity NPD7639 Approved
0.7008 Intermediate Similarity NPD7492 Approved
0.6992 Remote Similarity NPD7115 Discovery
0.6984 Remote Similarity NPD5988 Approved
0.6953 Remote Similarity NPD6616 Approved
0.6923 Remote Similarity NPD6930 Phase 2
0.6923 Remote Similarity NPD6931 Approved
0.6923 Remote Similarity NPD7514 Phase 3
0.6899 Remote Similarity NPD7078 Approved
0.6894 Remote Similarity NPD8449 Approved
0.6842 Remote Similarity NPD8450 Suspended
0.6833 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6827 Remote Similarity NPD6929 Approved
0.6797 Remote Similarity NPD8328 Phase 3
0.6797 Remote Similarity NPD6067 Discontinued
0.6796 Remote Similarity NPD6932 Approved
0.6762 Remote Similarity NPD6928 Phase 2
0.6762 Remote Similarity NPD7332 Phase 2
0.6731 Remote Similarity NPD7145 Approved
0.672 Remote Similarity NPD6009 Approved
0.672 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6699 Remote Similarity NPD6933 Approved
0.6698 Remote Similarity NPD6902 Approved
0.6696 Remote Similarity NPD7087 Discontinued
0.6696 Remote Similarity NPD7637 Suspended
0.6667 Remote Similarity NPD4159 Approved
0.6667 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD7645 Phase 2
0.6667 Remote Similarity NPD5344 Discontinued
0.6667 Remote Similarity NPD6882 Approved
0.6641 Remote Similarity NPD8074 Phase 3
0.6639 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6638 Remote Similarity NPD4225 Approved
0.6636 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6635 Remote Similarity NPD6925 Approved
0.6635 Remote Similarity NPD5776 Phase 2
0.662 Remote Similarity NPD7625 Phase 1
0.6613 Remote Similarity NPD4632 Approved
0.6612 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6606 Remote Similarity NPD6893 Approved
0.6602 Remote Similarity NPD7339 Approved
0.6602 Remote Similarity NPD6942 Approved
0.6591 Remote Similarity NPD6033 Approved
0.6585 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6581 Remote Similarity NPD6648 Approved
0.6562 Remote Similarity NPD6319 Approved
0.6518 Remote Similarity NPD6051 Approved
0.6509 Remote Similarity NPD6683 Phase 2
0.6505 Remote Similarity NPD6924 Approved
0.6505 Remote Similarity NPD6926 Approved
0.6504 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6496 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6475 Remote Similarity NPD6899 Approved
0.6475 Remote Similarity NPD6881 Approved
0.6475 Remote Similarity NPD7320 Approved
0.6471 Remote Similarity NPD7632 Discontinued
0.6462 Remote Similarity NPD5125 Phase 3
0.6462 Remote Similarity NPD5126 Approved
0.6452 Remote Similarity NPD8130 Phase 1
0.6446 Remote Similarity NPD6675 Approved
0.6446 Remote Similarity NPD7128 Approved
0.6446 Remote Similarity NPD6402 Approved
0.6446 Remote Similarity NPD6640 Phase 3
0.6446 Remote Similarity NPD5739 Approved
0.6434 Remote Similarity NPD7741 Discontinued
0.6393 Remote Similarity NPD5697 Approved
0.6389 Remote Similarity NPD6898 Phase 1
0.6381 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6371 Remote Similarity NPD6883 Approved
0.6371 Remote Similarity NPD4634 Approved
0.6371 Remote Similarity NPD7102 Approved
0.6371 Remote Similarity NPD7290 Approved
0.6348 Remote Similarity NPD6399 Phase 3
0.6333 Remote Similarity NPD5211 Phase 2
0.632 Remote Similarity NPD6649 Approved
0.632 Remote Similarity NPD6617 Approved
0.632 Remote Similarity NPD6847 Approved
0.632 Remote Similarity NPD6869 Approved
0.632 Remote Similarity NPD6650 Approved
0.6316 Remote Similarity NPD7838 Discovery
0.6311 Remote Similarity NPD6008 Approved
0.6311 Remote Similarity NPD7151 Approved
0.6311 Remote Similarity NPD7152 Approved
0.6311 Remote Similarity NPD7150 Approved
0.6303 Remote Similarity NPD5286 Approved
0.6303 Remote Similarity NPD4696 Approved
0.6303 Remote Similarity NPD5285 Approved
0.6296 Remote Similarity NPD7509 Discontinued
0.629 Remote Similarity NPD6012 Approved
0.629 Remote Similarity NPD6373 Approved
0.629 Remote Similarity NPD6014 Approved
0.629 Remote Similarity NPD6372 Approved
0.629 Remote Similarity NPD6013 Approved
0.6288 Remote Similarity NPD7604 Phase 2
0.6286 Remote Similarity NPD8264 Approved
0.6271 Remote Similarity NPD4755 Approved
0.627 Remote Similarity NPD6053 Discontinued
0.6262 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6261 Remote Similarity NPD8034 Phase 2
0.6261 Remote Similarity NPD6079 Approved
0.6261 Remote Similarity NPD8035 Phase 2
0.626 Remote Similarity NPD5701 Approved
0.626 Remote Similarity NPD5983 Phase 2
0.626 Remote Similarity NPD5954 Clinical (unspecified phase)
0.625 Remote Similarity NPD5956 Approved
0.623 Remote Similarity NPD5141 Approved
0.6228 Remote Similarity NPD5328 Approved
0.6216 Remote Similarity NPD4786 Approved
0.6214 Remote Similarity NPD7143 Approved
0.6214 Remote Similarity NPD7144 Approved
0.621 Remote Similarity NPD6011 Approved
0.6207 Remote Similarity NPD4202 Approved
0.6198 Remote Similarity NPD5224 Approved
0.6198 Remote Similarity NPD5226 Approved
0.6198 Remote Similarity NPD5225 Approved
0.6198 Remote Similarity NPD4633 Approved
0.6194 Remote Similarity NPD6336 Discontinued
0.619 Remote Similarity NPD4784 Approved
0.619 Remote Similarity NPD4785 Approved
0.6188 Remote Similarity NPD7799 Discontinued
0.6174 Remote Similarity NPD3168 Discontinued
0.6167 Remote Similarity NPD4700 Approved
0.6154 Remote Similarity NPD7748 Approved
0.6154 Remote Similarity NPD4243 Approved
0.6148 Remote Similarity NPD5175 Approved
0.6148 Remote Similarity NPD5174 Approved
0.6134 Remote Similarity NPD7902 Approved
0.6134 Remote Similarity NPD6083 Phase 2
0.6134 Remote Similarity NPD6084 Phase 2
0.6117 Remote Similarity NPD6922 Approved
0.6117 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6117 Remote Similarity NPD6923 Approved
0.6116 Remote Similarity NPD5223 Approved
0.6106 Remote Similarity NPD3618 Phase 1
0.6102 Remote Similarity NPD7991 Discontinued
0.6071 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6063 Remote Similarity NPD6401 Clinical (unspecified phase)
0.605 Remote Similarity NPD5222 Approved
0.605 Remote Similarity NPD5220 Clinical (unspecified phase)
0.605 Remote Similarity NPD5221 Approved
0.6038 Remote Similarity NPD1810 Approved
0.6038 Remote Similarity NPD1811 Approved
0.6036 Remote Similarity NPD3667 Approved
0.6034 Remote Similarity NPD7136 Phase 2
0.6018 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6015 Remote Similarity NPD6921 Approved
0.6 Remote Similarity NPD4748 Discontinued
0.6 Remote Similarity NPD5173 Approved
0.5986 Remote Similarity NPD6674 Discontinued
0.5985 Remote Similarity NPD7101 Approved
0.5985 Remote Similarity NPD7100 Approved
0.5983 Remote Similarity NPD6411 Approved
0.5983 Remote Similarity NPD7515 Phase 2
0.5971 Remote Similarity NPD7260 Phase 2
0.5966 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5952 Remote Similarity NPD4730 Approved
0.5952 Remote Similarity NPD4729 Approved
0.5948 Remote Similarity NPD4753 Phase 2
0.5932 Remote Similarity NPD5779 Approved
0.5932 Remote Similarity NPD5778 Approved
0.592 Remote Similarity NPD4768 Approved
0.592 Remote Similarity NPD4767 Approved
0.5917 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