Structure

Physi-Chem Properties

Molecular Weight:  962.55
Volume:  943.246
LogP:  2.163
LogD:  2.369
LogS:  -2.696
# Rotatable Bonds:  14
TPSA:  318.37
# H-Bond Aceptor:  19
# H-Bond Donor:  13
# Rings:  7
# Heavy Atoms:  19

MedChem Properties

QED Drug-Likeness Score:  0.092
Synthetic Accessibility Score:  6.581
Fsp3:  0.958
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:  -6.275
MDCK Permeability:  0.00018352772167418152
Pgp-inhibitor:  0.973
Pgp-substrate:  0.029
Human Intestinal Absorption (HIA):  0.992
20% Bioavailability (F20%):  0.987
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.031
Plasma Protein Binding (PPB):  75.52096557617188%
Volume Distribution (VD):  0.003
Pgp-substrate:  10.718729972839355%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.046
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.114
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.007
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.059
CYP3A4-inhibitor:  0.006
CYP3A4-substrate:  0.012

ADMET: Excretion

Clearance (CL):  0.506
Half-life (T1/2):  0.696

ADMET: Toxicity

hERG Blockers:  0.131
Human Hepatotoxicity (H-HT):  0.143
Drug-inuced Liver Injury (DILI):  0.016
AMES Toxicity:  0.092
Rat Oral Acute Toxicity:  0.106
Maximum Recommended Daily Dose:  0.652
Skin Sensitization:  0.49
Carcinogencity:  0.011
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.585

Download Data

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

  Natural Product: NPC190395

Natural Product ID:  NPC190395
Common Name*:   Mogroside Iii A2
IUPAC Name:   (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,8S,9R,10R,11R,13R,14S,17R)-11-hydroxy-17-[(2R,5R)-6-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
Synonyms:   mogroside III A2
Standard InCHIKey:  PASFPXYDHLIVRF-YMRJDYICSA-N
Standard InCHI:  InChI=1S/C48H82O19/c1-21(9-13-31(45(4,5)61)67-42-39(59)36(56)33(53)26(19-50)64-42)22-15-16-46(6)28-12-10-23-24(48(28,8)29(51)17-47(22,46)7)11-14-30(44(23,2)3)66-43-40(60)37(57)34(54)27(65-43)20-62-41-38(58)35(55)32(52)25(18-49)63-41/h10,21-22,24-43,49-61H,9,11-20H2,1-8H3/t21-,22-,24-,25-,26-,27-,28+,29-,30+,31-,32-,33-,34-,35+,36+,37+,38-,39-,40-,41-,42+,43+,46+,47-,48+/m1/s1
SMILES:  C[C@H](CC[C@H](C(C)(C)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)[C@H]1CC[C@@]2(C)[C@@H]3CC=C4[C@@H](CC[C@@H](C4(C)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]5[C@@H]([C@H]([C@@H]([C@@H](CO)O5)O)O)O)O4)O)O)O)[C@]3(C)[C@@H](C[C@]12C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL426753
PubChem CID:   44423069
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides
          • [CHEMONTID:0002364] Steroidal saponins
            • [CHEMONTID:0001687] Cucurbitacin glycosides

*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
NPO32612 siraitia gros venorii Species Cucurbitaceae Eukaryota fruits n.a. n.a. PMID[17477572]

☑ 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[453424]
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 Activity = 5.1 % PMID[453424]
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 Activity = 24.0 % PMID[453424]
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 Activity = 75.3 % PMID[453424]
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 Activity = 100.0 % PMID[453424]
NPT2 Others Unspecified Ratio = 1.5 n.a. PMID[453424]

☑ 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 NPC190395 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
0.9898 High Similarity NPC309448
0.98 High Similarity NPC302057
0.9796 High Similarity NPC187400
0.9796 High Similarity NPC470885
0.9796 High Similarity NPC221562
0.9697 High Similarity NPC194842
0.9697 High Similarity NPC269627
0.9697 High Similarity NPC152584
0.9697 High Similarity NPC127801
0.9697 High Similarity NPC160816
0.9697 High Similarity NPC208477
0.9697 High Similarity NPC208594
0.9697 High Similarity NPC69737
0.96 High Similarity NPC14946
0.96 High Similarity NPC208650
0.96 High Similarity NPC63368
0.96 High Similarity NPC181467
0.9505 High Similarity NPC6931
0.9505 High Similarity NPC220427
0.9505 High Similarity NPC180183
0.9505 High Similarity NPC246124
0.9505 High Similarity NPC159005
0.95 High Similarity NPC242748
0.9495 High Similarity NPC245280
0.9495 High Similarity NPC157659
0.9495 High Similarity NPC189852
0.9495 High Similarity NPC16520
0.9495 High Similarity NPC473020
0.9495 High Similarity NPC286969
0.9495 High Similarity NPC114874
0.9495 High Similarity NPC211879
0.9495 High Similarity NPC31907
0.9495 High Similarity NPC131479
0.9495 High Similarity NPC472252
0.9495 High Similarity NPC120123
0.9495 High Similarity NPC155010
0.9495 High Similarity NPC8039
0.9417 High Similarity NPC197231
0.9406 High Similarity NPC94272
0.94 High Similarity NPC165033
0.94 High Similarity NPC273879
0.9394 High Similarity NPC136816
0.9394 High Similarity NPC159036
0.9394 High Similarity NPC312553
0.9394 High Similarity NPC272015
0.9394 High Similarity NPC288694
0.9333 High Similarity NPC477810
0.9327 High Similarity NPC19888
0.9314 High Similarity NPC98696
0.9307 High Similarity NPC474569
0.9307 High Similarity NPC473923
0.9307 High Similarity NPC473476
0.93 High Similarity NPC16573
0.9293 High Similarity NPC129372
0.9293 High Similarity NPC88000
0.9293 High Similarity NPC472023
0.9293 High Similarity NPC160734
0.9293 High Similarity NPC4831
0.9293 High Similarity NPC47566
0.9293 High Similarity NPC309425
0.9245 High Similarity NPC146652
0.9238 High Similarity NPC476693
0.9238 High Similarity NPC476671
0.9231 High Similarity NPC472715
0.9231 High Similarity NPC477028
0.9231 High Similarity NPC124677
0.9231 High Similarity NPC65167
0.9231 High Similarity NPC476547
0.9231 High Similarity NPC475247
0.9231 High Similarity NPC294129
0.9231 High Similarity NPC477032
0.9223 High Similarity NPC42482
0.9223 High Similarity NPC171073
0.9223 High Similarity NPC470433
0.9223 High Similarity NPC218571
0.9223 High Similarity NPC309278
0.9223 High Similarity NPC40440
0.9223 High Similarity NPC224098
0.9223 High Similarity NPC306131
0.9223 High Similarity NPC477809
0.9223 High Similarity NPC477026
0.9223 High Similarity NPC208383
0.9223 High Similarity NPC248746
0.9223 High Similarity NPC475333
0.9223 High Similarity NPC84956
0.9223 High Similarity NPC300557
0.9223 High Similarity NPC22779
0.9223 High Similarity NPC475550
0.9223 High Similarity NPC70204
0.9223 High Similarity NPC244086
0.9223 High Similarity NPC194207
0.9223 High Similarity NPC249265
0.9223 High Similarity NPC477027
0.9223 High Similarity NPC73243
0.9223 High Similarity NPC102016
0.9223 High Similarity NPC46190
0.9223 High Similarity NPC232054
0.9223 High Similarity NPC475670
0.9223 High Similarity NPC6806
0.9223 High Similarity NPC150372
0.9223 High Similarity NPC95051
0.9216 High Similarity NPC473469
0.9216 High Similarity NPC230507
0.9216 High Similarity NPC161676
0.9216 High Similarity NPC470432
0.9216 High Similarity NPC14704
0.9216 High Similarity NPC113044
0.9216 High Similarity NPC231340
0.9216 High Similarity NPC283829
0.9216 High Similarity NPC305423
0.9208 High Similarity NPC75608
0.92 High Similarity NPC30289
0.92 High Similarity NPC256133
0.92 High Similarity NPC76497
0.92 High Similarity NPC213674
0.9192 High Similarity NPC7341
0.9192 High Similarity NPC282669
0.9192 High Similarity NPC473200
0.9184 High Similarity NPC473890
0.9184 High Similarity NPC243728
0.9151 High Similarity NPC32707
0.9151 High Similarity NPC167183
0.9143 High Similarity NPC244431
0.9143 High Similarity NPC472716
0.9143 High Similarity NPC254255
0.9143 High Similarity NPC263359
0.9143 High Similarity NPC31896
0.9143 High Similarity NPC32361
0.9143 High Similarity NPC210569
0.9135 High Similarity NPC269297
0.9135 High Similarity NPC23808
0.9135 High Similarity NPC477811
0.9135 High Similarity NPC222202
0.9135 High Similarity NPC472717
0.9135 High Similarity NPC247037
0.9135 High Similarity NPC224314
0.9135 High Similarity NPC87998
0.9126 High Similarity NPC7213
0.9126 High Similarity NPC472896
0.9126 High Similarity NPC472897
0.9126 High Similarity NPC476540
0.9126 High Similarity NPC476539
0.9126 High Similarity NPC38217
0.9126 High Similarity NPC476541
0.9126 High Similarity NPC472988
0.9126 High Similarity NPC476538
0.9118 High Similarity NPC472899
0.9118 High Similarity NPC472898
0.9118 High Similarity NPC472900
0.9118 High Similarity NPC181845
0.9109 High Similarity NPC473198
0.9109 High Similarity NPC213190
0.9109 High Similarity NPC123796
0.91 High Similarity NPC117714
0.91 High Similarity NPC263756
0.9091 High Similarity NPC158088
0.9091 High Similarity NPC280825
0.9091 High Similarity NPC234287
0.9065 High Similarity NPC279638
0.9057 High Similarity NPC79900
0.9057 High Similarity NPC476546
0.9057 High Similarity NPC307642
0.9048 High Similarity NPC472987
0.9048 High Similarity NPC473021
0.9048 High Similarity NPC13193
0.9048 High Similarity NPC470748
0.9048 High Similarity NPC114188
0.9038 High Similarity NPC43976
0.9038 High Similarity NPC476835
0.9038 High Similarity NPC14630
0.9038 High Similarity NPC154085
0.9038 High Similarity NPC157530
0.9038 High Similarity NPC51925
0.9038 High Similarity NPC250089
0.9038 High Similarity NPC296761
0.9038 High Similarity NPC125361
0.9029 High Similarity NPC226642
0.9029 High Similarity NPC78034
0.9029 High Similarity NPC234160
0.9029 High Similarity NPC257964
0.9029 High Similarity NPC33053
0.902 High Similarity NPC93352
0.902 High Similarity NPC473734
0.902 High Similarity NPC471435
0.902 High Similarity NPC230948
0.902 High Similarity NPC471434
0.902 High Similarity NPC476360
0.902 High Similarity NPC476361
0.902 High Similarity NPC148603
0.8972 High Similarity NPC208832
0.8972 High Similarity NPC11548
0.8962 High Similarity NPC308140
0.8962 High Similarity NPC210420
0.8962 High Similarity NPC112274
0.8962 High Similarity NPC42171
0.8962 High Similarity NPC474265
0.8952 High Similarity NPC141433
0.8942 High Similarity NPC295980
0.8942 High Similarity NPC126147
0.8942 High Similarity NPC235824

  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 NPC190395 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
0.8407 Intermediate Similarity NPD8377 Approved
0.8407 Intermediate Similarity NPD8294 Approved
0.8333 Intermediate Similarity NPD8378 Approved
0.8333 Intermediate Similarity NPD8296 Approved
0.8333 Intermediate Similarity NPD8380 Approved
0.8333 Intermediate Similarity NPD8335 Approved
0.8333 Intermediate Similarity NPD8379 Approved
0.8333 Intermediate Similarity NPD8033 Approved
0.8036 Intermediate Similarity NPD8133 Approved
0.7913 Intermediate Similarity NPD7328 Approved
0.7913 Intermediate Similarity NPD7327 Approved
0.7864 Intermediate Similarity NPD8171 Discontinued
0.7863 Intermediate Similarity NPD7503 Approved
0.7845 Intermediate Similarity NPD7516 Approved
0.7818 Intermediate Similarity NPD6412 Phase 2
0.7679 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD8450 Suspended
0.7583 Intermediate Similarity NPD8328 Phase 3
0.7521 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.752 Intermediate Similarity NPD8449 Approved
0.7459 Intermediate Similarity NPD7507 Approved
0.7374 Intermediate Similarity NPD7525 Registered
0.728 Intermediate Similarity NPD7319 Approved
0.7213 Intermediate Similarity NPD6370 Approved
0.7212 Intermediate Similarity NPD7524 Approved
0.72 Intermediate Similarity NPD7736 Approved
0.7168 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD8515 Approved
0.7131 Intermediate Similarity NPD8516 Approved
0.7131 Intermediate Similarity NPD8517 Approved
0.7131 Intermediate Similarity NPD8513 Phase 3
0.713 Intermediate Similarity NPD6686 Approved
0.712 Intermediate Similarity NPD8293 Discontinued
0.71 Intermediate Similarity NPD7645 Phase 2
0.7087 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD6059 Approved
0.7049 Intermediate Similarity NPD6054 Approved
0.7041 Intermediate Similarity NPD7339 Approved
0.7041 Intermediate Similarity NPD6942 Approved
0.699 Remote Similarity NPD6695 Phase 3
0.6891 Remote Similarity NPD8297 Approved
0.6891 Remote Similarity NPD6882 Approved
0.6887 Remote Similarity NPD7750 Discontinued
0.6855 Remote Similarity NPD6015 Approved
0.6855 Remote Similarity NPD6016 Approved
0.6825 Remote Similarity NPD7492 Approved
0.6803 Remote Similarity NPD6009 Approved
0.68 Remote Similarity NPD3701 Clinical (unspecified phase)
0.68 Remote Similarity NPD5988 Approved
0.68 Remote Similarity NPD6933 Approved
0.6774 Remote Similarity NPD6319 Approved
0.6772 Remote Similarity NPD6616 Approved
0.6746 Remote Similarity NPD6067 Discontinued
0.6729 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6399 Phase 3
0.6726 Remote Similarity NPD7638 Approved
0.6719 Remote Similarity NPD7078 Approved
0.6699 Remote Similarity NPD6928 Phase 2
0.6699 Remote Similarity NPD6930 Phase 2
0.6699 Remote Similarity NPD6931 Approved
0.6694 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD7639 Approved
0.6667 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7128 Approved
0.6667 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD7640 Approved
0.6667 Remote Similarity NPD6402 Approved
0.6667 Remote Similarity NPD7115 Discovery
0.6639 Remote Similarity NPD6372 Approved
0.6639 Remote Similarity NPD6373 Approved
0.6604 Remote Similarity NPD4786 Approved
0.6602 Remote Similarity NPD6929 Approved
0.66 Remote Similarity NPD6926 Approved
0.66 Remote Similarity NPD6924 Approved
0.6571 Remote Similarity NPD7625 Phase 1
0.6569 Remote Similarity NPD6932 Approved
0.6555 Remote Similarity NPD6899 Approved
0.6555 Remote Similarity NPD6881 Approved
0.6555 Remote Similarity NPD7320 Approved
0.6538 Remote Similarity NPD6033 Approved
0.6529 Remote Similarity NPD6649 Approved
0.6529 Remote Similarity NPD8130 Phase 1
0.6529 Remote Similarity NPD6650 Approved
0.6518 Remote Similarity NPD7748 Approved
0.6491 Remote Similarity NPD4755 Approved
0.6491 Remote Similarity NPD7902 Approved
0.6486 Remote Similarity NPD7087 Discontinued
0.6486 Remote Similarity NPD8034 Phase 2
0.6486 Remote Similarity NPD8035 Phase 2
0.6471 Remote Similarity NPD5697 Approved
0.6471 Remote Similarity NPD5701 Approved
0.6455 Remote Similarity NPD5328 Approved
0.6446 Remote Similarity NPD7102 Approved
0.6446 Remote Similarity NPD6883 Approved
0.6446 Remote Similarity NPD7290 Approved
0.6446 Remote Similarity NPD4634 Approved
0.6442 Remote Similarity NPD6683 Phase 2
0.6436 Remote Similarity NPD1810 Approved
0.6436 Remote Similarity NPD4784 Approved
0.6436 Remote Similarity NPD1811 Approved
0.6436 Remote Similarity NPD4785 Approved
0.6429 Remote Similarity NPD4202 Approved
0.6415 Remote Similarity NPD3667 Approved
0.6408 Remote Similarity NPD5776 Phase 2
0.6408 Remote Similarity NPD6925 Approved
0.64 Remote Similarity NPD4243 Approved
0.6396 Remote Similarity NPD3168 Discontinued
0.6393 Remote Similarity NPD6617 Approved
0.6393 Remote Similarity NPD6847 Approved
0.6393 Remote Similarity NPD6869 Approved
0.6389 Remote Similarity NPD6893 Approved
0.6387 Remote Similarity NPD6008 Approved
0.6381 Remote Similarity NPD7509 Discontinued
0.6381 Remote Similarity NPD7514 Phase 3
0.6381 Remote Similarity NPD4748 Discontinued
0.6379 Remote Similarity NPD4700 Approved
0.6379 Remote Similarity NPD5285 Approved
0.6379 Remote Similarity NPD4696 Approved
0.6379 Remote Similarity NPD5286 Approved
0.6364 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6013 Approved
0.6364 Remote Similarity NPD6014 Approved
0.6364 Remote Similarity NPD6012 Approved
0.6364 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6357 Remote Similarity NPD7604 Phase 2
0.6348 Remote Similarity NPD6083 Phase 2
0.6348 Remote Similarity NPD6084 Phase 2
0.6346 Remote Similarity NPD7145 Approved
0.6339 Remote Similarity NPD7515 Phase 2
0.6339 Remote Similarity NPD6079 Approved
0.633 Remote Similarity NPD3618 Phase 1
0.6328 Remote Similarity NPD5983 Phase 2
0.6325 Remote Similarity NPD4159 Approved
0.6293 Remote Similarity NPD4225 Approved
0.6281 Remote Similarity NPD6011 Approved
0.6271 Remote Similarity NPD5225 Approved
0.6271 Remote Similarity NPD4633 Approved
0.6271 Remote Similarity NPD5211 Phase 2
0.6271 Remote Similarity NPD5224 Approved
0.6271 Remote Similarity NPD5226 Approved
0.626 Remote Similarity NPD6336 Discontinued
0.626 Remote Similarity NPD6401 Clinical (unspecified phase)
0.625 Remote Similarity NPD4767 Approved
0.625 Remote Similarity NPD4768 Approved
0.6239 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6238 Remote Similarity NPD7150 Approved
0.6238 Remote Similarity NPD7152 Approved
0.6238 Remote Similarity NPD7151 Approved
0.6228 Remote Similarity NPD7900 Approved
0.6228 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6226 Remote Similarity NPD7332 Phase 2
0.6218 Remote Similarity NPD5175 Approved
0.6218 Remote Similarity NPD5174 Approved
0.6212 Remote Similarity NPD8074 Phase 3
0.62 Remote Similarity NPD6922 Approved
0.62 Remote Similarity NPD6923 Approved
0.6195 Remote Similarity NPD7637 Suspended
0.6186 Remote Similarity NPD5223 Approved
0.6186 Remote Similarity NPD5344 Discontinued
0.6179 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6168 Remote Similarity NPD6898 Phase 1
0.6168 Remote Similarity NPD6902 Approved
0.6167 Remote Similarity NPD5141 Approved
0.6161 Remote Similarity NPD4753 Phase 2
0.6161 Remote Similarity NPD6051 Approved
0.6154 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6148 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6148 Remote Similarity NPD4729 Approved
0.6148 Remote Similarity NPD4730 Approved
0.6139 Remote Similarity NPD2687 Approved
0.6139 Remote Similarity NPD2686 Approved
0.6139 Remote Similarity NPD2254 Approved
0.6139 Remote Similarity NPD7144 Approved
0.6139 Remote Similarity NPD7143 Approved
0.6134 Remote Similarity NPD7632 Discontinued
0.6121 Remote Similarity NPD5221 Approved
0.6121 Remote Similarity NPD4697 Phase 3
0.6121 Remote Similarity NPD5222 Approved
0.6121 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6083 Remote Similarity NPD4754 Approved
0.608 Remote Similarity NPD6429 Approved
0.608 Remote Similarity NPD6430 Approved
0.6074 Remote Similarity NPD5956 Approved
0.6068 Remote Similarity NPD5173 Approved
0.6063 Remote Similarity NPD6274 Approved
0.6058 Remote Similarity NPD4190 Phase 3
0.6058 Remote Similarity NPD5275 Approved
0.6055 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6055 Remote Similarity NPD3669 Approved
0.6048 Remote Similarity NPD5249 Phase 3
0.6048 Remote Similarity NPD5250 Approved
0.6048 Remote Similarity NPD5251 Approved
0.6048 Remote Similarity NPD5247 Approved
0.6048 Remote Similarity NPD5248 Approved
0.6047 Remote Similarity NPD7101 Approved
0.6047 Remote Similarity NPD7100 Approved
0.6034 Remote Similarity NPD5695 Phase 3
0.6034 Remote Similarity NPD7991 Discontinued
0.6017 Remote Similarity NPD5696 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