Structure

Physi-Chem Properties

Molecular Weight:  832.48
Volume:  821.656
LogP:  1.407
LogD:  1.888
LogS:  -2.627
# Rotatable Bonds:  11
TPSA:  268.68
# H-Bond Aceptor:  16
# H-Bond Donor:  11
# Rings:  6
# Heavy Atoms:  16

MedChem Properties

QED Drug-Likeness Score:  0.077
Synthetic Accessibility Score:  6.258
Fsp3:  0.952
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.825
MDCK Permeability:  9.652570588514209e-05
Pgp-inhibitor:  0.924
Pgp-substrate:  0.01
Human Intestinal Absorption (HIA):  0.895
20% Bioavailability (F20%):  0.917
30% Bioavailability (F30%):  0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.003
Plasma Protein Binding (PPB):  79.59095764160156%
Volume Distribution (VD):  0.095
Pgp-substrate:  11.993987083435059%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.092
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.249
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.076
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.116
CYP3A4-inhibitor:  0.008
CYP3A4-substrate:  0.019

ADMET: Excretion

Clearance (CL):  0.564
Half-life (T1/2):  0.682

ADMET: Toxicity

hERG Blockers:  0.249
Human Hepatotoxicity (H-HT):  0.198
Drug-inuced Liver Injury (DILI):  0.011
AMES Toxicity:  0.124
Rat Oral Acute Toxicity:  0.099
Maximum Recommended Daily Dose:  0.018
Skin Sensitization:  0.507
Carcinogencity:  0.007
Eye Corrosion:  0.003
Eye Irritation:  0.017
Respiratory Toxicity:  0.895

Download Data

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

  Natural Product: NPC472717

Natural Product ID:  NPC472717
Common Name*:   OUZGLMQJFNSAPO-GXCPRVIISA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  OUZGLMQJFNSAPO-GXCPRVIISA-N
Standard InCHI:  InChI=1S/C42H72O16/c1-37(2,58-53)12-9-13-42(8,57-36-33(51)31(49)29(47)24(56-36)19-54-35-32(50)30(48)28(46)23(18-43)55-35)20-10-14-41(7)27(20)21(44)16-26-39(5)17-22(45)34(52)38(3,4)25(39)11-15-40(26,41)6/h9,12,20-36,43-53H,10-11,13-19H2,1-8H3/b12-9+/t20-,21+,22+,23+,24+,25-,26+,27-,28+,29+,30-,31-,32+,33+,34-,35+,36-,39-,40+,41+,42-/m0/s1
SMILES:  OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](O[C@]([C@H]3CC[C@@]4([C@@H]3[C@H](O)C[C@H]3[C@@]4(C)CC[C@@H]4[C@]3(C)C[C@@H](O)[C@@H](C4(C)C)O)C)(C/C=C/C(OO)(C)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3581708
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001580] Triterpene glycosides
            • [CHEMONTID:0002358] Triterpene saponins

*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
NPO12934 Gynostemma pentaphyllum Species Cucurbitaceae Eukaryota Stems n.a. n.a. PMID[20104880]
NPO12934 Gynostemma pentaphyllum Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[22342101]
NPO12934 Gynostemma pentaphyllum Species Cucurbitaceae Eukaryota aerial parts n.a. n.a. PMID[25895106]
NPO12934 Gynostemma pentaphyllum Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12934 Gynostemma pentaphyllum Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12934 Gynostemma pentaphyllum Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12934 Gynostemma pentaphyllum 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
NPT38 Individual Protein Signal transducer and activator of transcription 3 Homo sapiens IC50 > 30000.0 nM PMID[558636]

☑ 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 NPC472717 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
0.9902 High Similarity NPC472715
0.9806 High Similarity NPC472716
0.9608 High Similarity NPC472897
0.9608 High Similarity NPC472896
0.9417 High Similarity NPC235824
0.932 High Similarity NPC231340
0.932 High Similarity NPC181467
0.9314 High Similarity NPC165033
0.9314 High Similarity NPC273879
0.9231 High Similarity NPC246124
0.9231 High Similarity NPC180183
0.9223 High Similarity NPC160816
0.9223 High Similarity NPC472900
0.9223 High Similarity NPC127801
0.9223 High Similarity NPC208477
0.9223 High Similarity NPC472898
0.9223 High Similarity NPC194842
0.9223 High Similarity NPC269627
0.9223 High Similarity NPC69737
0.9223 High Similarity NPC152584
0.9223 High Similarity NPC208594
0.9223 High Similarity NPC472899
0.9216 High Similarity NPC189852
0.9216 High Similarity NPC472252
0.9216 High Similarity NPC286969
0.9216 High Similarity NPC157659
0.9216 High Similarity NPC131479
0.9216 High Similarity NPC245280
0.9216 High Similarity NPC31907
0.9216 High Similarity NPC16520
0.9216 High Similarity NPC155010
0.9216 High Similarity NPC16573
0.9216 High Similarity NPC114874
0.9216 High Similarity NPC120123
0.9216 High Similarity NPC473020
0.9216 High Similarity NPC8039
0.9216 High Similarity NPC211879
0.9151 High Similarity NPC472987
0.9151 High Similarity NPC473021
0.9135 High Similarity NPC208650
0.9135 High Similarity NPC63368
0.9135 High Similarity NPC14946
0.9135 High Similarity NPC190395
0.9126 High Similarity NPC221562
0.9126 High Similarity NPC470885
0.9126 High Similarity NPC187400
0.9118 High Similarity NPC136816
0.9118 High Similarity NPC312553
0.9118 High Similarity NPC159036
0.9118 High Similarity NPC288694
0.9065 High Similarity NPC475312
0.9048 High Similarity NPC159005
0.9048 High Similarity NPC6931
0.9048 High Similarity NPC220427
0.9038 High Similarity NPC309448
0.9029 High Similarity NPC473198
0.902 High Similarity NPC472023
0.902 High Similarity NPC4831
0.902 High Similarity NPC309425
0.902 High Similarity NPC160734
0.902 High Similarity NPC129372
0.902 High Similarity NPC88000
0.902 High Similarity NPC47566
0.8981 High Similarity NPC307642
0.8972 High Similarity NPC65167
0.8962 High Similarity NPC154085
0.8962 High Similarity NPC125361
0.8962 High Similarity NPC302057
0.8962 High Similarity NPC43976
0.8962 High Similarity NPC472901
0.8962 High Similarity NPC51925
0.8962 High Similarity NPC296761
0.8952 High Similarity NPC473469
0.8952 High Similarity NPC33053
0.8942 High Similarity NPC476360
0.8942 High Similarity NPC312774
0.8942 High Similarity NPC75608
0.8942 High Similarity NPC476361
0.8932 High Similarity NPC272015
0.8922 High Similarity NPC7341
0.8922 High Similarity NPC473200
0.8868 High Similarity NPC472988
0.8868 High Similarity NPC7213
0.8868 High Similarity NPC38217
0.8857 High Similarity NPC242748
0.8846 High Similarity NPC213190
0.8824 High Similarity NPC280825
0.8824 High Similarity NPC234287
0.8818 High Similarity NPC146652
0.8807 High Similarity NPC476693
0.8796 High Similarity NPC157474
0.8796 High Similarity NPC110494
0.8785 High Similarity NPC250089
0.8785 High Similarity NPC14630
0.8785 High Similarity NPC28844
0.8785 High Similarity NPC195116
0.8785 High Similarity NPC285253
0.8785 High Similarity NPC221110
0.8785 High Similarity NPC180459
0.8785 High Similarity NPC473318
0.8785 High Similarity NPC473328
0.8785 High Similarity NPC157530
0.8774 High Similarity NPC234160
0.8762 High Similarity NPC475521
0.8762 High Similarity NPC93352
0.8762 High Similarity NPC475365
0.8739 High Similarity NPC20979
0.8739 High Similarity NPC100048
0.8739 High Similarity NPC476690
0.8738 High Similarity NPC282669
0.8716 High Similarity NPC476305
0.8716 High Similarity NPC475354
0.8704 High Similarity NPC170974
0.8704 High Similarity NPC191439
0.8704 High Similarity NPC65155
0.8704 High Similarity NPC103627
0.8692 High Similarity NPC38376
0.8692 High Similarity NPC80210
0.8679 High Similarity NPC473923
0.8679 High Similarity NPC474569
0.8679 High Similarity NPC473476
0.8679 High Similarity NPC473199
0.8673 High Similarity NPC135369
0.8667 High Similarity NPC162354
0.8661 High Similarity NPC10366
0.8654 High Similarity NPC470434
0.8641 High Similarity NPC158088
0.8641 High Similarity NPC476895
0.8627 High Similarity NPC472989
0.8624 High Similarity NPC114188
0.8624 High Similarity NPC197231
0.8624 High Similarity NPC476547
0.8611 High Similarity NPC474573
0.8598 High Similarity NPC94272
0.8598 High Similarity NPC281939
0.8598 High Similarity NPC257964
0.8585 High Similarity NPC109792
0.8585 High Similarity NPC203354
0.8585 High Similarity NPC148603
0.8585 High Similarity NPC54521
0.8585 High Similarity NPC110656
0.8585 High Similarity NPC57065
0.8585 High Similarity NPC473127
0.8571 High Similarity NPC256133
0.8571 High Similarity NPC30289
0.8571 High Similarity NPC213674
0.8571 High Similarity NPC76497
0.8559 High Similarity NPC477810
0.8559 High Similarity NPC32707
0.8559 High Similarity NPC167183
0.8558 High Similarity NPC64348
0.8558 High Similarity NPC469942
0.8545 High Similarity NPC32361
0.8545 High Similarity NPC244431
0.8545 High Similarity NPC210569
0.8545 High Similarity NPC19888
0.8545 High Similarity NPC216595
0.8545 High Similarity NPC31896
0.8545 High Similarity NPC231797
0.8545 High Similarity NPC263359
0.8545 High Similarity NPC473567
0.8544 High Similarity NPC476893
0.8544 High Similarity NPC473890
0.8544 High Similarity NPC243728
0.8532 High Similarity NPC141433
0.8519 High Similarity NPC476539
0.8519 High Similarity NPC476540
0.8519 High Similarity NPC126147
0.8519 High Similarity NPC475634
0.8519 High Similarity NPC476541
0.8519 High Similarity NPC476538
0.8519 High Similarity NPC98696
0.8505 High Similarity NPC173859
0.8505 High Similarity NPC181845
0.8505 High Similarity NPC470512
0.8496 Intermediate Similarity NPC476691
0.8496 Intermediate Similarity NPC472080
0.8496 Intermediate Similarity NPC476692
0.8491 Intermediate Similarity NPC99627
0.8491 Intermediate Similarity NPC473129
0.8491 Intermediate Similarity NPC123796
0.8491 Intermediate Similarity NPC473124
0.8491 Intermediate Similarity NPC473123
0.8476 Intermediate Similarity NPC263756
0.8476 Intermediate Similarity NPC117714
0.8476 Intermediate Similarity NPC285231
0.8476 Intermediate Similarity NPC21568
0.8476 Intermediate Similarity NPC476896
0.8476 Intermediate Similarity NPC267510
0.8468 Intermediate Similarity NPC476546
0.8468 Intermediate Similarity NPC473128
0.8468 Intermediate Similarity NPC144068
0.8468 Intermediate Similarity NPC290608
0.8468 Intermediate Similarity NPC40133
0.8468 Intermediate Similarity NPC49413
0.8468 Intermediate Similarity NPC79900
0.8468 Intermediate Similarity NPC44298
0.8468 Intermediate Similarity NPC476671
0.8455 Intermediate Similarity NPC124677
0.8455 Intermediate Similarity NPC208189

  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 NPC472717 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
0.8435 Intermediate Similarity NPD8033 Approved
0.8348 Intermediate Similarity NPD8294 Approved
0.8348 Intermediate Similarity NPD8377 Approved
0.8276 Intermediate Similarity NPD8380 Approved
0.8276 Intermediate Similarity NPD8379 Approved
0.8276 Intermediate Similarity NPD8378 Approved
0.8276 Intermediate Similarity NPD8296 Approved
0.8276 Intermediate Similarity NPD8335 Approved
0.8103 Intermediate Similarity NPD7516 Approved
0.8017 Intermediate Similarity NPD7327 Approved
0.8017 Intermediate Similarity NPD7328 Approved
0.7826 Intermediate Similarity NPD8133 Approved
0.7815 Intermediate Similarity NPD7503 Approved
0.7642 Intermediate Similarity NPD8171 Discontinued
0.7561 Intermediate Similarity NPD7507 Approved
0.7381 Intermediate Similarity NPD7319 Approved
0.7328 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD6412 Phase 2
0.7258 Intermediate Similarity NPD8328 Phase 3
0.719 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD7524 Approved
0.7157 Intermediate Similarity NPD7525 Registered
0.7094 Intermediate Similarity NPD6686 Approved
0.7031 Intermediate Similarity NPD7736 Approved
0.7023 Intermediate Similarity NPD8450 Suspended
0.6983 Remote Similarity NPD8170 Clinical (unspecified phase)
0.696 Remote Similarity NPD8515 Approved
0.696 Remote Similarity NPD8516 Approved
0.696 Remote Similarity NPD8517 Approved
0.696 Remote Similarity NPD8513 Phase 3
0.6947 Remote Similarity NPD8449 Approved
0.6905 Remote Similarity NPD6370 Approved
0.6887 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6842 Remote Similarity NPD7638 Approved
0.6792 Remote Similarity NPD6695 Phase 3
0.6786 Remote Similarity NPD7625 Phase 1
0.6783 Remote Similarity NPD7639 Approved
0.6783 Remote Similarity NPD7640 Approved
0.6746 Remote Similarity NPD6054 Approved
0.6731 Remote Similarity NPD7645 Phase 2
0.6697 Remote Similarity NPD7750 Discontinued
0.6692 Remote Similarity NPD8293 Discontinued
0.6667 Remote Similarity NPD6928 Phase 2
0.664 Remote Similarity NPD7115 Discovery
0.6639 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6614 Remote Similarity NPD6059 Approved
0.6585 Remote Similarity NPD8297 Approved
0.6585 Remote Similarity NPD6882 Approved
0.6562 Remote Similarity NPD6015 Approved
0.6562 Remote Similarity NPD6016 Approved
0.6545 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6538 Remote Similarity NPD7492 Approved
0.6512 Remote Similarity NPD5988 Approved
0.6509 Remote Similarity NPD6931 Approved
0.6509 Remote Similarity NPD7514 Phase 3
0.6509 Remote Similarity NPD6930 Phase 2
0.6508 Remote Similarity NPD6009 Approved
0.6505 Remote Similarity NPD7339 Approved
0.6505 Remote Similarity NPD6942 Approved
0.6489 Remote Similarity NPD6616 Approved
0.6484 Remote Similarity NPD6319 Approved
0.6442 Remote Similarity NPD6933 Approved
0.6441 Remote Similarity NPD5344 Discontinued
0.6439 Remote Similarity NPD7078 Approved
0.6415 Remote Similarity NPD6929 Approved
0.6408 Remote Similarity NPD1810 Approved
0.6408 Remote Similarity NPD1811 Approved
0.64 Remote Similarity NPD4632 Approved
0.6393 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6381 Remote Similarity NPD6932 Approved
0.6355 Remote Similarity NPD7332 Phase 2
0.6341 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6337 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6336 Remote Similarity NPD6067 Discontinued
0.6321 Remote Similarity NPD7145 Approved
0.6316 Remote Similarity NPD8035 Phase 2
0.6316 Remote Similarity NPD7637 Suspended
0.6316 Remote Similarity NPD8034 Phase 2
0.6316 Remote Similarity NPD7087 Discontinued
0.6303 Remote Similarity NPD4159 Approved
0.6296 Remote Similarity NPD6902 Approved
0.6286 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6271 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6271 Remote Similarity NPD4225 Approved
0.6261 Remote Similarity NPD6399 Phase 3
0.626 Remote Similarity NPD6881 Approved
0.626 Remote Similarity NPD6899 Approved
0.625 Remote Similarity NPD6924 Approved
0.625 Remote Similarity NPD7632 Discontinued
0.625 Remote Similarity NPD6926 Approved
0.624 Remote Similarity NPD6649 Approved
0.624 Remote Similarity NPD8130 Phase 1
0.624 Remote Similarity NPD6650 Approved
0.623 Remote Similarity NPD6402 Approved
0.623 Remote Similarity NPD5739 Approved
0.623 Remote Similarity NPD6675 Approved
0.623 Remote Similarity NPD7128 Approved
0.6228 Remote Similarity NPD3168 Discontinued
0.6226 Remote Similarity NPD6925 Approved
0.6226 Remote Similarity NPD5776 Phase 2
0.6216 Remote Similarity NPD6893 Approved
0.621 Remote Similarity NPD6373 Approved
0.621 Remote Similarity NPD6372 Approved
0.6207 Remote Similarity NPD7748 Approved
0.6194 Remote Similarity NPD8074 Phase 3
0.6186 Remote Similarity NPD7902 Approved
0.6179 Remote Similarity NPD5697 Approved
0.616 Remote Similarity NPD4634 Approved
0.616 Remote Similarity NPD6883 Approved
0.616 Remote Similarity NPD7290 Approved
0.616 Remote Similarity NPD5955 Clinical (unspecified phase)
0.616 Remote Similarity NPD7102 Approved
0.6148 Remote Similarity NPD6033 Approved
0.6129 Remote Similarity NPD7320 Approved
0.6126 Remote Similarity NPD4786 Approved
0.6117 Remote Similarity NPD2686 Approved
0.6117 Remote Similarity NPD2254 Approved
0.6117 Remote Similarity NPD2687 Approved
0.6116 Remote Similarity NPD5211 Phase 2
0.6111 Remote Similarity NPD6869 Approved
0.6111 Remote Similarity NPD6617 Approved
0.6111 Remote Similarity NPD6847 Approved
0.6111 Remote Similarity NPD6683 Phase 2
0.6095 Remote Similarity NPD4785 Approved
0.6095 Remote Similarity NPD4784 Approved
0.609 Remote Similarity NPD7604 Phase 2
0.6083 Remote Similarity NPD4696 Approved
0.6083 Remote Similarity NPD6648 Approved
0.6083 Remote Similarity NPD5286 Approved
0.6083 Remote Similarity NPD5285 Approved
0.608 Remote Similarity NPD6014 Approved
0.608 Remote Similarity NPD6012 Approved
0.608 Remote Similarity NPD6013 Approved
0.6071 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6061 Remote Similarity NPD5983 Phase 2
0.6058 Remote Similarity NPD7151 Approved
0.6058 Remote Similarity NPD7150 Approved
0.6058 Remote Similarity NPD7152 Approved
0.6055 Remote Similarity NPD7509 Discontinued
0.605 Remote Similarity NPD4755 Approved
0.6048 Remote Similarity NPD5701 Approved
0.6036 Remote Similarity NPD3669 Approved
0.6036 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6034 Remote Similarity NPD7515 Phase 2
0.6034 Remote Similarity NPD6079 Approved
0.6019 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6017 Remote Similarity NPD7991 Discontinued
0.6016 Remote Similarity NPD5141 Approved
0.6 Remote Similarity NPD6051 Approved
0.6 Remote Similarity NPD6011 Approved
0.6 Remote Similarity NPD6336 Discontinued
0.6 Remote Similarity NPD6898 Phase 1
0.6 Remote Similarity NPD5328 Approved
0.5985 Remote Similarity NPD7741 Discontinued
0.5984 Remote Similarity NPD4633 Approved
0.5984 Remote Similarity NPD5224 Approved
0.5984 Remote Similarity NPD5225 Approved
0.5984 Remote Similarity NPD5226 Approved
0.5983 Remote Similarity NPD4202 Approved
0.5968 Remote Similarity NPD6008 Approved
0.5962 Remote Similarity NPD7143 Approved
0.5962 Remote Similarity NPD7144 Approved
0.595 Remote Similarity NPD4700 Approved
0.5948 Remote Similarity NPD7838 Discovery
0.5946 Remote Similarity NPD3667 Approved
0.594 Remote Similarity NPD6921 Approved
0.5935 Remote Similarity NPD5174 Approved
0.5935 Remote Similarity NPD5175 Approved
0.5932 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5932 Remote Similarity NPD7900 Approved
0.5923 Remote Similarity NPD6940 Discontinued
0.592 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5917 Remote Similarity NPD6084 Phase 2
0.5917 Remote Similarity NPD6083 Phase 2
0.5909 Remote Similarity NPD4748 Discontinued
0.5905 Remote Similarity NPD4243 Approved
0.5902 Remote Similarity NPD5223 Approved
0.5896 Remote Similarity NPD5125 Phase 3
0.5896 Remote Similarity NPD5126 Approved
0.5888 Remote Similarity NPD8264 Approved
0.5877 Remote Similarity NPD3618 Phase 1
0.5873 Remote Similarity NPD8174 Phase 2
0.5873 Remote Similarity NPD4730 Approved
0.5873 Remote Similarity NPD4729 Approved
0.5865 Remote Similarity NPD6923 Approved
0.5865 Remote Similarity NPD6922 Approved
0.5859 Remote Similarity NPD6401 Clinical (unspecified phase)
0.584 Remote Similarity NPD4767 Approved
0.584 Remote Similarity NPD6640 Phase 3
0.584 Remote Similarity NPD5357 Phase 1
0.584 Remote Similarity NPD4768 Approved
0.5839 Remote Similarity NPD8448 Approved
0.5833 Remote Similarity NPD5222 Approved
0.5833 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5221 Approved
0.5827 Remote Similarity NPD5956 Approved
0.5814 Remote Similarity NPD6053 Discontinued
0.5814 Remote Similarity NPD6429 Approved
0.5814 Remote Similarity NPD6430 Approved
0.5812 Remote Similarity NPD46 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