Structure

Physi-Chem Properties

Molecular Weight:  946.55
Volume:  934.456
LogP:  3.0
LogD:  3.219
LogS:  -2.905
# Rotatable Bonds:  14
TPSA:  298.14
# H-Bond Aceptor:  18
# H-Bond Donor:  12
# Rings:  7
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.102
Synthetic Accessibility Score:  6.417
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:  -6.061
MDCK Permeability:  0.00011413436732254922
Pgp-inhibitor:  0.99
Pgp-substrate:  0.019
Human Intestinal Absorption (HIA):  0.989
20% Bioavailability (F20%):  0.975
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.014
Plasma Protein Binding (PPB):  79.62455749511719%
Volume Distribution (VD):  0.045
Pgp-substrate:  8.480081558227539%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.077
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.188
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.006
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.063
CYP3A4-inhibitor:  0.009
CYP3A4-substrate:  0.025

ADMET: Excretion

Clearance (CL):  0.482
Half-life (T1/2):  0.671

ADMET: Toxicity

hERG Blockers:  0.064
Human Hepatotoxicity (H-HT):  0.104
Drug-inuced Liver Injury (DILI):  0.013
AMES Toxicity:  0.079
Rat Oral Acute Toxicity:  0.096
Maximum Recommended Daily Dose:  0.21
Skin Sensitization:  0.49
Carcinogencity:  0.037
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.736

Download Data

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

  Natural Product: NPC309448

Natural Product ID:  NPC309448
Common Name*:   3-O-Beta-D-Glucopyranosyl 11-Deoxymogrol24-O-Beta-D-Glucopyranosyl-(1->6)-Beta-D-Glucopyranoside
IUPAC Name:   (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(3R,6R)-2-hydroxy-2-methyl-6-[(3S,8R,9R,10S,13R,14S,17R)-4,4,9,13,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
Synonyms:   11-deoxymogroside III
Standard InCHIKey:  ACQZDPFYFKJNJQ-PCIVXFBTSA-N
Standard InCHI:  InChI=1S/C48H82O18/c1-22(9-13-31(45(4,5)60)66-43-40(59)37(56)34(53)28(64-43)21-61-41-38(57)35(54)32(51)26(19-49)62-41)23-15-16-48(8)29-12-10-24-25(46(29,6)17-18-47(23,48)7)11-14-30(44(24,2)3)65-42-39(58)36(55)33(52)27(20-50)63-42/h10,22-23,25-43,49-60H,9,11-21H2,1-8H3/t22-,23-,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[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)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)O4)O)O)O)[C@]3(C)CC[C@]12C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL227427
PubChem CID:   17752184
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[469301]
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 Activity = 10.6 % PMID[469301]
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 Activity = 25.7 % PMID[469301]
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 Activity = 81.9 % PMID[469301]
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 Activity = 100.0 % PMID[469301]
NPT2 Others Unspecified Ratio = 1.5 n.a. PMID[469301]

☑ 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 NPC309448 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 NPC190395
0.97 High Similarity NPC302057
0.9694 High Similarity NPC470885
0.9694 High Similarity NPC221562
0.9694 High Similarity NPC187400
0.9596 High Similarity NPC208477
0.9596 High Similarity NPC127801
0.9596 High Similarity NPC152584
0.9596 High Similarity NPC69737
0.9596 High Similarity NPC194842
0.9596 High Similarity NPC208594
0.9596 High Similarity NPC269627
0.9596 High Similarity NPC160816
0.95 High Similarity NPC14946
0.95 High Similarity NPC208650
0.95 High Similarity NPC63368
0.95 High Similarity NPC94272
0.95 High Similarity NPC181467
0.949 High Similarity NPC272015
0.9406 High Similarity NPC220427
0.9406 High Similarity NPC246124
0.9406 High Similarity NPC180183
0.9406 High Similarity NPC98696
0.9406 High Similarity NPC159005
0.9406 High Similarity NPC6931
0.94 High Similarity NPC242748
0.94 High Similarity NPC473923
0.94 High Similarity NPC474569
0.94 High Similarity NPC473476
0.9394 High Similarity NPC131479
0.9394 High Similarity NPC245280
0.9394 High Similarity NPC157659
0.9394 High Similarity NPC16520
0.9394 High Similarity NPC8039
0.9394 High Similarity NPC211879
0.9394 High Similarity NPC120123
0.9394 High Similarity NPC155010
0.9394 High Similarity NPC31907
0.9394 High Similarity NPC472252
0.9394 High Similarity NPC114874
0.9394 High Similarity NPC286969
0.9394 High Similarity NPC189852
0.9394 High Similarity NPC473020
0.932 High Similarity NPC294129
0.932 High Similarity NPC477028
0.932 High Similarity NPC475247
0.932 High Similarity NPC197231
0.932 High Similarity NPC477032
0.932 High Similarity NPC124677
0.9314 High Similarity NPC194207
0.9314 High Similarity NPC306131
0.9314 High Similarity NPC477809
0.9314 High Similarity NPC73243
0.9314 High Similarity NPC477027
0.9314 High Similarity NPC300557
0.9314 High Similarity NPC224098
0.9314 High Similarity NPC475550
0.9314 High Similarity NPC84956
0.9314 High Similarity NPC475670
0.9314 High Similarity NPC309278
0.9314 High Similarity NPC249265
0.9314 High Similarity NPC102016
0.9314 High Similarity NPC46190
0.9314 High Similarity NPC232054
0.9314 High Similarity NPC6806
0.9314 High Similarity NPC477026
0.9314 High Similarity NPC475333
0.9314 High Similarity NPC95051
0.9314 High Similarity NPC42482
0.9314 High Similarity NPC150372
0.9314 High Similarity NPC248746
0.9314 High Similarity NPC22779
0.9314 High Similarity NPC70204
0.9314 High Similarity NPC171073
0.9314 High Similarity NPC40440
0.9314 High Similarity NPC208383
0.9314 High Similarity NPC244086
0.9314 High Similarity NPC218571
0.9314 High Similarity NPC470433
0.9307 High Similarity NPC470432
0.9307 High Similarity NPC305423
0.9307 High Similarity NPC230507
0.9307 High Similarity NPC161676
0.9307 High Similarity NPC14704
0.9307 High Similarity NPC283829
0.9307 High Similarity NPC113044
0.93 High Similarity NPC165033
0.93 High Similarity NPC273879
0.9293 High Similarity NPC159036
0.9293 High Similarity NPC288694
0.9293 High Similarity NPC136816
0.9293 High Similarity NPC312553
0.9286 High Similarity NPC282669
0.9278 High Similarity NPC243728
0.9278 High Similarity NPC473890
0.9238 High Similarity NPC477810
0.9231 High Similarity NPC254255
0.9231 High Similarity NPC19888
0.9223 High Similarity NPC247037
0.9223 High Similarity NPC477811
0.9223 High Similarity NPC87998
0.9223 High Similarity NPC23808
0.9223 High Similarity NPC224314
0.9223 High Similarity NPC269297
0.9223 High Similarity NPC222202
0.9216 High Similarity NPC476538
0.9216 High Similarity NPC476540
0.9216 High Similarity NPC476541
0.9216 High Similarity NPC476539
0.9208 High Similarity NPC181845
0.92 High Similarity NPC16573
0.9192 High Similarity NPC129372
0.9192 High Similarity NPC47566
0.9192 High Similarity NPC4831
0.9192 High Similarity NPC309425
0.9192 High Similarity NPC160734
0.9192 High Similarity NPC472023
0.9192 High Similarity NPC88000
0.9184 High Similarity NPC158088
0.9151 High Similarity NPC279638
0.9151 High Similarity NPC146652
0.9143 High Similarity NPC476693
0.9143 High Similarity NPC476671
0.9135 High Similarity NPC13193
0.9135 High Similarity NPC476547
0.9135 High Similarity NPC470748
0.9135 High Similarity NPC472715
0.9135 High Similarity NPC65167
0.9118 High Similarity NPC33053
0.9118 High Similarity NPC473469
0.9118 High Similarity NPC226642
0.9118 High Similarity NPC231340
0.9109 High Similarity NPC75608
0.9109 High Similarity NPC93352
0.91 High Similarity NPC30289
0.91 High Similarity NPC256133
0.91 High Similarity NPC76497
0.91 High Similarity NPC213674
0.9091 High Similarity NPC473200
0.9091 High Similarity NPC7341
0.9057 High Similarity NPC11548
0.9057 High Similarity NPC32707
0.9057 High Similarity NPC167183
0.9048 High Similarity NPC210569
0.9048 High Similarity NPC474265
0.9048 High Similarity NPC263359
0.9048 High Similarity NPC472716
0.9048 High Similarity NPC308140
0.9048 High Similarity NPC42171
0.9048 High Similarity NPC31896
0.9048 High Similarity NPC210420
0.9048 High Similarity NPC244431
0.9048 High Similarity NPC112274
0.9048 High Similarity NPC32361
0.9038 High Similarity NPC472717
0.9038 High Similarity NPC141433
0.9029 High Similarity NPC7213
0.9029 High Similarity NPC472897
0.9029 High Similarity NPC295980
0.9029 High Similarity NPC472988
0.9029 High Similarity NPC472896
0.9029 High Similarity NPC38217
0.902 High Similarity NPC472899
0.902 High Similarity NPC472898
0.902 High Similarity NPC472900
0.901 High Similarity NPC473198
0.901 High Similarity NPC213190
0.901 High Similarity NPC123796
0.9 High Similarity NPC267510
0.9 High Similarity NPC470434
0.9 High Similarity NPC263756
0.9 High Similarity NPC117714
0.899 High Similarity NPC280825
0.899 High Similarity NPC234287
0.898 High Similarity NPC207617
0.8972 High Similarity NPC477031
0.8972 High Similarity NPC63609
0.8972 High Similarity NPC148965
0.8972 High Similarity NPC477030
0.8972 High Similarity NPC477029
0.8962 High Similarity NPC79900
0.8962 High Similarity NPC307642
0.8962 High Similarity NPC476546
0.8962 High Similarity NPC51154
0.8952 High Similarity NPC472987
0.8952 High Similarity NPC473021
0.8952 High Similarity NPC114188
0.8952 High Similarity NPC13190
0.8942 High Similarity NPC157530
0.8942 High Similarity NPC154085
0.8942 High Similarity NPC125361
0.8942 High Similarity NPC14630
0.8942 High Similarity NPC43976
0.8942 High Similarity NPC250089
0.8942 High Similarity NPC51925
0.8942 High Similarity NPC476835
0.8942 High Similarity NPC296761
0.8932 High Similarity NPC78034
0.8932 High Similarity NPC257964
0.8932 High Similarity NPC234160

  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 NPC309448 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
0.8319 Intermediate Similarity NPD8377 Approved
0.8319 Intermediate Similarity NPD8294 Approved
0.8246 Intermediate Similarity NPD8033 Approved
0.8246 Intermediate Similarity NPD8335 Approved
0.8246 Intermediate Similarity NPD8380 Approved
0.8246 Intermediate Similarity NPD8379 Approved
0.8246 Intermediate Similarity NPD8296 Approved
0.8246 Intermediate Similarity NPD8378 Approved
0.7946 Intermediate Similarity NPD8133 Approved
0.789 Intermediate Similarity NPD6412 Phase 2
0.7826 Intermediate Similarity NPD7327 Approved
0.7826 Intermediate Similarity NPD7328 Approved
0.7778 Intermediate Similarity NPD7503 Approved
0.7767 Intermediate Similarity NPD8171 Discontinued
0.7759 Intermediate Similarity NPD7516 Approved
0.7661 Intermediate Similarity NPD8450 Suspended
0.7589 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7581 Intermediate Similarity NPD8449 Approved
0.75 Intermediate Similarity NPD8328 Phase 3
0.7436 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD7507 Approved
0.7282 Intermediate Similarity NPD7524 Approved
0.7273 Intermediate Similarity NPD7525 Registered
0.72 Intermediate Similarity NPD7319 Approved
0.7193 Intermediate Similarity NPD6686 Approved
0.7157 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD6370 Approved
0.712 Intermediate Similarity NPD7736 Approved
0.7113 Intermediate Similarity NPD7339 Approved
0.7113 Intermediate Similarity NPD6942 Approved
0.708 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6695 Phase 3
0.7049 Intermediate Similarity NPD8515 Approved
0.7049 Intermediate Similarity NPD8513 Phase 3
0.7049 Intermediate Similarity NPD8516 Approved
0.7049 Intermediate Similarity NPD8517 Approved
0.704 Intermediate Similarity NPD8293 Discontinued
0.7 Intermediate Similarity NPD7645 Phase 2
0.6967 Remote Similarity NPD6054 Approved
0.6967 Remote Similarity NPD6059 Approved
0.6952 Remote Similarity NPD7750 Discontinued
0.6869 Remote Similarity NPD6933 Approved
0.6869 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6882 Approved
0.6807 Remote Similarity NPD8297 Approved
0.6792 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6789 Remote Similarity NPD6399 Phase 3
0.6774 Remote Similarity NPD6016 Approved
0.6774 Remote Similarity NPD6015 Approved
0.6765 Remote Similarity NPD6931 Approved
0.6765 Remote Similarity NPD6930 Phase 2
0.6746 Remote Similarity NPD7492 Approved
0.6723 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6721 Remote Similarity NPD6009 Approved
0.672 Remote Similarity NPD5988 Approved
0.6694 Remote Similarity NPD6319 Approved
0.6693 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD6924 Approved
0.6667 Remote Similarity NPD6926 Approved
0.6667 Remote Similarity NPD4786 Approved
0.6667 Remote Similarity NPD6929 Approved
0.6667 Remote Similarity NPD6067 Discontinued
0.6641 Remote Similarity NPD7078 Approved
0.6637 Remote Similarity NPD7638 Approved
0.6634 Remote Similarity NPD6932 Approved
0.6612 Remote Similarity NPD4632 Approved
0.6602 Remote Similarity NPD6928 Phase 2
0.6585 Remote Similarity NPD7115 Discovery
0.6581 Remote Similarity NPD6402 Approved
0.6581 Remote Similarity NPD6675 Approved
0.6581 Remote Similarity NPD7128 Approved
0.6581 Remote Similarity NPD5739 Approved
0.6579 Remote Similarity NPD7639 Approved
0.6579 Remote Similarity NPD7640 Approved
0.6555 Remote Similarity NPD6373 Approved
0.6555 Remote Similarity NPD6372 Approved
0.6545 Remote Similarity NPD7087 Discontinued
0.6505 Remote Similarity NPD6683 Phase 2
0.65 Remote Similarity NPD4784 Approved
0.65 Remote Similarity NPD7625 Phase 1
0.65 Remote Similarity NPD4785 Approved
0.6476 Remote Similarity NPD3667 Approved
0.6471 Remote Similarity NPD5776 Phase 2
0.6471 Remote Similarity NPD6899 Approved
0.6471 Remote Similarity NPD6925 Approved
0.6471 Remote Similarity NPD7320 Approved
0.6471 Remote Similarity NPD6881 Approved
0.6465 Remote Similarity NPD4243 Approved
0.6462 Remote Similarity NPD6033 Approved
0.6449 Remote Similarity NPD6893 Approved
0.6446 Remote Similarity NPD6649 Approved
0.6446 Remote Similarity NPD6650 Approved
0.6446 Remote Similarity NPD8130 Phase 1
0.6442 Remote Similarity NPD7514 Phase 3
0.6429 Remote Similarity NPD7748 Approved
0.6408 Remote Similarity NPD7145 Approved
0.6404 Remote Similarity NPD6084 Phase 2
0.6404 Remote Similarity NPD4755 Approved
0.6404 Remote Similarity NPD6083 Phase 2
0.6404 Remote Similarity NPD7902 Approved
0.6396 Remote Similarity NPD8034 Phase 2
0.6396 Remote Similarity NPD8035 Phase 2
0.6387 Remote Similarity NPD5701 Approved
0.6387 Remote Similarity NPD5697 Approved
0.6364 Remote Similarity NPD7102 Approved
0.6364 Remote Similarity NPD4634 Approved
0.6364 Remote Similarity NPD7290 Approved
0.6364 Remote Similarity NPD6883 Approved
0.6364 Remote Similarity NPD5328 Approved
0.6339 Remote Similarity NPD4202 Approved
0.6337 Remote Similarity NPD1811 Approved
0.6337 Remote Similarity NPD1810 Approved
0.6311 Remote Similarity NPD6617 Approved
0.6311 Remote Similarity NPD6847 Approved
0.6311 Remote Similarity NPD6869 Approved
0.6306 Remote Similarity NPD3168 Discontinued
0.6303 Remote Similarity NPD6008 Approved
0.63 Remote Similarity NPD7151 Approved
0.63 Remote Similarity NPD7150 Approved
0.63 Remote Similarity NPD7152 Approved
0.6293 Remote Similarity NPD5286 Approved
0.6293 Remote Similarity NPD4700 Approved
0.6293 Remote Similarity NPD5285 Approved
0.6293 Remote Similarity NPD4696 Approved
0.6286 Remote Similarity NPD4748 Discontinued
0.6286 Remote Similarity NPD7332 Phase 2
0.6286 Remote Similarity NPD7509 Discontinued
0.6281 Remote Similarity NPD6014 Approved
0.6281 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6281 Remote Similarity NPD6013 Approved
0.6281 Remote Similarity NPD6012 Approved
0.6279 Remote Similarity NPD7604 Phase 2
0.6263 Remote Similarity NPD6922 Approved
0.6263 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6263 Remote Similarity NPD6923 Approved
0.625 Remote Similarity NPD7515 Phase 2
0.625 Remote Similarity NPD7637 Suspended
0.625 Remote Similarity NPD6079 Approved
0.625 Remote Similarity NPD5983 Phase 2
0.6239 Remote Similarity NPD4159 Approved
0.6239 Remote Similarity NPD3618 Phase 1
0.6226 Remote Similarity NPD6898 Phase 1
0.6226 Remote Similarity NPD6902 Approved
0.6216 Remote Similarity NPD6051 Approved
0.6216 Remote Similarity NPD4753 Phase 2
0.6207 Remote Similarity NPD4225 Approved
0.6207 Remote Similarity NPD8029 Clinical (unspecified phase)
0.62 Remote Similarity NPD7144 Approved
0.62 Remote Similarity NPD7143 Approved
0.6198 Remote Similarity NPD6011 Approved
0.6186 Remote Similarity NPD5224 Approved
0.6186 Remote Similarity NPD5211 Phase 2
0.6186 Remote Similarity NPD5225 Approved
0.6186 Remote Similarity NPD5226 Approved
0.6186 Remote Similarity NPD4633 Approved
0.6183 Remote Similarity NPD6336 Discontinued
0.6179 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6167 Remote Similarity NPD4767 Approved
0.6167 Remote Similarity NPD4768 Approved
0.6147 Remote Similarity NPD7520 Clinical (unspecified phase)
0.614 Remote Similarity NPD7900 Approved
0.614 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6136 Remote Similarity NPD8074 Phase 3
0.6134 Remote Similarity NPD5174 Approved
0.6134 Remote Similarity NPD5175 Approved
0.6119 Remote Similarity NPD5956 Approved
0.6117 Remote Similarity NPD4190 Phase 3
0.6117 Remote Similarity NPD5275 Approved
0.6102 Remote Similarity NPD5223 Approved
0.6102 Remote Similarity NPD5344 Discontinued
0.6098 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5695 Phase 3
0.6083 Remote Similarity NPD5141 Approved
0.6068 Remote Similarity NPD5696 Approved
0.6066 Remote Similarity NPD4729 Approved
0.6066 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6066 Remote Similarity NPD4730 Approved
0.6055 Remote Similarity NPD3666 Approved
0.6055 Remote Similarity NPD3665 Phase 1
0.6055 Remote Similarity NPD3133 Approved
0.6055 Remote Similarity NPD3668 Phase 3
0.605 Remote Similarity NPD7632 Discontinued
0.604 Remote Similarity NPD2254 Approved
0.604 Remote Similarity NPD2686 Approved
0.604 Remote Similarity NPD2687 Approved
0.6038 Remote Similarity NPD4195 Approved
0.6034 Remote Similarity NPD5221 Approved
0.6034 Remote Similarity NPD4697 Phase 3
0.6034 Remote Similarity NPD5222 Approved
0.6034 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6 Remote Similarity NPD6430 Approved
0.6 Remote Similarity NPD4754 Approved
0.6 Remote Similarity NPD6053 Discontinued
0.6 Remote Similarity NPD6429 Approved
0.5984 Remote Similarity NPD6274 Approved
0.5983 Remote Similarity NPD5173 Approved
0.5982 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5982 Remote Similarity NPD5737 Approved
0.5982 Remote Similarity NPD6672 Approved
0.597 Remote Similarity NPD8337 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