Structure

Physi-Chem Properties

Molecular Weight:  1126.59
Volume:  1106.179
LogP:  2.852
LogD:  1.952
LogS:  -3.058
# Rotatable Bonds:  16
TPSA:  350.74
# H-Bond Aceptor:  22
# H-Bond Donor:  12
# Rings:  8
# Heavy Atoms:  22

MedChem Properties

QED Drug-Likeness Score:  0.048
Synthetic Accessibility Score:  7.008
Fsp3:  0.86
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:  -5.835
MDCK Permeability:  0.00023094228527043015
Pgp-inhibitor:  0.998
Pgp-substrate:  0.928
Human Intestinal Absorption (HIA):  0.939
20% Bioavailability (F20%):  0.038
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.033
Plasma Protein Binding (PPB):  74.44695281982422%
Volume Distribution (VD):  0.268
Pgp-substrate:  8.679744720458984%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.044
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.115
CYP2C9-inhibitor:  0.004
CYP2C9-substrate:  0.008
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.032
CYP3A4-inhibitor:  0.141
CYP3A4-substrate:  0.046

ADMET: Excretion

Clearance (CL):  0.607
Half-life (T1/2):  0.788

ADMET: Toxicity

hERG Blockers:  0.223
Human Hepatotoxicity (H-HT):  0.189
Drug-inuced Liver Injury (DILI):  0.046
AMES Toxicity:  0.063
Rat Oral Acute Toxicity:  0.033
Maximum Recommended Daily Dose:  0.969
Skin Sensitization:  0.281
Carcinogencity:  0.009
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.788

Download Data

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

  Natural Product: NPC470914

Natural Product ID:  NPC470914
Common Name*:   (3-O-Beta-D-Glucopyranosyl(1->6)[Alpha-L-Arabinofuranosy(1->2)]-Beta-D-Glucopyranosyl-21,22-Di-O-Angeloyl-R1-Barringenol
IUPAC Name:   [(3R,4R,4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,6-dihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] (Z)-2-methylbut-2-enoate
Synonyms:  
Standard InCHIKey:  RROOJJQJLKNDOG-MUSQCIEOSA-N
Standard InCHI:  InChI=1S/C57H90O22/c1-12-25(3)47(70)78-45-46(79-48(71)26(4)13-2)57(24-60)28(20-52(45,5)6)27-14-15-33-54(9)18-17-34(53(7,8)32(54)16-19-55(33,10)56(27,11)43(68)44(57)69)76-51-42(77-50-40(66)36(62)30(22-59)74-50)39(65)37(63)31(75-51)23-72-49-41(67)38(64)35(61)29(21-58)73-49/h12-14,28-46,49-51,58-69H,15-24H2,1-11H3/b25-12-,26-13-/t28-,29+,30-,31+,32-,33+,34-,35+,36-,37+,38-,39-,40+,41+,42+,43-,44+,45-,46-,49+,50-,51-,54-,55+,56-,57-/m0/s1
SMILES:  CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)C)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)OC8C(C(C(O8)CO)O)O)C)CO)OC(=O)C(=CC)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2313347
PubChem CID:   71574223
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
NPO30992 Xanthoceras sorbifolia Species Sapindaceae Eukaryota wood n.a. n.a. PMID[10691716]
NPO30992 Xanthoceras sorbifolia Species Sapindaceae Eukaryota husks Inner Mongolia, China 2004-SEP PMID[18549275]
NPO30992 Xanthoceras sorbifolia Species Sapindaceae Eukaryota n.a. n.a. n.a. PMID[22801644]
NPO30992 Xanthoceras sorbifolia Species Sapindaceae Eukaryota leaves n.a. n.a. PMID[23313635]

☑ 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
NPT83 Cell Line MCF7 Homo sapiens IC50 = 9620.0 nM PMID[523585]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 9210.0 nM PMID[523585]
NPT165 Cell Line HeLa Homo sapiens IC50 = 7560.0 nM PMID[523585]

☑ 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 NPC470914 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
0.955 High Similarity NPC470515
0.9464 High Similarity NPC470911
0.9464 High Similarity NPC470915
0.9464 High Similarity NPC470517
0.9115 High Similarity NPC473405
0.9083 High Similarity NPC478153
0.9083 High Similarity NPC478150
0.9083 High Similarity NPC478152
0.9083 High Similarity NPC475263
0.9035 High Similarity NPC471548
0.9018 High Similarity NPC44298
0.9018 High Similarity NPC40133
0.9018 High Similarity NPC49413
0.9018 High Similarity NPC290608
0.9018 High Similarity NPC473159
0.9018 High Similarity NPC473128
0.9008 High Similarity NPC478151
0.9 High Similarity NPC475167
0.9 High Similarity NPC329993
0.9 High Similarity NPC262796
0.9 High Similarity NPC301639
0.9 High Similarity NPC25998
0.9 High Similarity NPC45346
0.9 High Similarity NPC475377
0.9 High Similarity NPC134914
0.9 High Similarity NPC172374
0.9 High Similarity NPC476074
0.9 High Similarity NPC173435
0.9 High Similarity NPC478064
0.9 High Similarity NPC264566
0.9 High Similarity NPC478065
0.9 High Similarity NPC478155
0.8992 High Similarity NPC220838
0.8992 High Similarity NPC45606
0.8991 High Similarity NPC473586
0.8929 High Similarity NPC473125
0.8926 High Similarity NPC478154
0.8917 High Similarity NPC470913
0.8917 High Similarity NPC477076
0.8917 High Similarity NPC477077
0.8917 High Similarity NPC477079
0.8908 High Similarity NPC470516
0.8899 High Similarity NPC88349
0.8879 High Similarity NPC135369
0.886 High Similarity NPC207637
0.8843 High Similarity NPC222951
0.8843 High Similarity NPC311178
0.8843 High Similarity NPC477197
0.8843 High Similarity NPC43589
0.8843 High Similarity NPC300655
0.8833 High Similarity NPC477078
0.8833 High Similarity NPC477194
0.8833 High Similarity NPC477191
0.8833 High Similarity NPC477075
0.8833 High Similarity NPC475281
0.8833 High Similarity NPC477193
0.8833 High Similarity NPC477192
0.8833 High Similarity NPC329923
0.8824 High Similarity NPC297950
0.8818 High Similarity NPC281939
0.8807 High Similarity NPC203354
0.8807 High Similarity NPC110656
0.8807 High Similarity NPC473127
0.8807 High Similarity NPC173583
0.8803 High Similarity NPC476204
0.8803 High Similarity NPC170084
0.8793 High Similarity NPC122971
0.8783 High Similarity NPC471547
0.877 High Similarity NPC322904
0.877 High Similarity NPC233223
0.877 High Similarity NPC475444
0.877 High Similarity NPC183816
0.877 High Similarity NPC277212
0.877 High Similarity NPC324933
0.877 High Similarity NPC71391
0.877 High Similarity NPC192765
0.877 High Similarity NPC30279
0.877 High Similarity NPC319719
0.877 High Similarity NPC196874
0.877 High Similarity NPC473918
0.877 High Similarity NPC178264
0.877 High Similarity NPC46823
0.877 High Similarity NPC475177
0.877 High Similarity NPC473679
0.8761 High Similarity NPC328074
0.8761 High Similarity NPC321272
0.8761 High Similarity NPC317460
0.8761 High Similarity NPC473383
0.8761 High Similarity NPC139894
0.8761 High Similarity NPC470025
0.876 High Similarity NPC9470
0.876 High Similarity NPC477196
0.876 High Similarity NPC141600
0.876 High Similarity NPC11577
0.876 High Similarity NPC82380
0.876 High Similarity NPC470518
0.876 High Similarity NPC252289
0.876 High Similarity NPC88311
0.876 High Similarity NPC115656
0.876 High Similarity NPC273878
0.876 High Similarity NPC97918
0.876 High Similarity NPC107536
0.876 High Similarity NPC244296
0.876 High Similarity NPC280029
0.876 High Similarity NPC472267
0.876 High Similarity NPC305793
0.876 High Similarity NPC269484
0.876 High Similarity NPC470912
0.876 High Similarity NPC1314
0.876 High Similarity NPC252657
0.875 High Similarity NPC316708
0.8718 High Similarity NPC476127
0.8718 High Similarity NPC476150
0.8716 High Similarity NPC473123
0.8716 High Similarity NPC473124
0.8707 High Similarity NPC475899
0.8699 High Similarity NPC225791
0.8689 High Similarity NPC271610
0.8689 High Similarity NPC476774
0.8689 High Similarity NPC476780
0.8689 High Similarity NPC476775
0.8684 High Similarity NPC258885
0.8684 High Similarity NPC264153
0.8684 High Similarity NPC150400
0.8684 High Similarity NPC124296
0.8684 High Similarity NPC134835
0.8684 High Similarity NPC96641
0.8684 High Similarity NPC73318
0.8684 High Similarity NPC163183
0.8684 High Similarity NPC470027
0.8684 High Similarity NPC473343
0.8678 High Similarity NPC23020
0.8678 High Similarity NPC472268
0.8678 High Similarity NPC472269
0.8678 High Similarity NPC472270
0.8678 High Similarity NPC112492
0.8673 High Similarity NPC108748
0.8673 High Similarity NPC30397
0.8673 High Similarity NPC470026
0.8673 High Similarity NPC179434
0.8673 High Similarity NPC235841
0.8673 High Similarity NPC211798
0.8673 High Similarity NPC17791
0.8673 High Similarity NPC110494
0.8673 High Similarity NPC473481
0.8673 High Similarity NPC157474
0.8673 High Similarity NPC297208
0.8661 High Similarity NPC195116
0.8661 High Similarity NPC40728
0.8661 High Similarity NPC285253
0.8661 High Similarity NPC221110
0.8661 High Similarity NPC180459
0.8644 High Similarity NPC120390
0.8644 High Similarity NPC231518
0.8644 High Similarity NPC475590
0.8644 High Similarity NPC475219
0.8644 High Similarity NPC475419
0.8644 High Similarity NPC474908
0.8636 High Similarity NPC470768
0.8632 High Similarity NPC329905
0.8632 High Similarity NPC292467
0.8632 High Similarity NPC55532
0.8632 High Similarity NPC477464
0.8632 High Similarity NPC469756
0.8632 High Similarity NPC473401
0.8632 High Similarity NPC236973
0.8632 High Similarity NPC30483
0.8632 High Similarity NPC470897
0.8632 High Similarity NPC32177
0.8624 High Similarity NPC273668
0.8624 High Similarity NPC283343
0.8624 High Similarity NPC258547
0.8621 High Similarity NPC473968
0.8621 High Similarity NPC474483
0.8618 High Similarity NPC476776
0.8618 High Similarity NPC477195
0.8618 High Similarity NPC312650
0.8607 High Similarity NPC265841
0.8607 High Similarity NPC47995
0.8596 High Similarity NPC104071
0.8596 High Similarity NPC475516
0.8596 High Similarity NPC324875
0.8596 High Similarity NPC102439
0.8596 High Similarity NPC139044
0.8596 High Similarity NPC276093
0.8596 High Similarity NPC471967
0.8596 High Similarity NPC104400
0.8596 High Similarity NPC257468
0.8596 High Similarity NPC475504
0.8596 High Similarity NPC109079
0.8596 High Similarity NPC469946
0.8596 High Similarity NPC256798
0.8596 High Similarity NPC101744
0.8596 High Similarity NPC473373
0.8596 High Similarity NPC471383
0.8596 High Similarity NPC128925
0.8596 High Similarity NPC116794
0.8596 High Similarity NPC10320
0.8596 High Similarity NPC79718
0.8596 High Similarity NPC476305

  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 NPC470914 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
0.8644 High Similarity NPD8033 Approved
0.8559 High Similarity NPD8294 Approved
0.8559 High Similarity NPD8377 Approved
0.8487 Intermediate Similarity NPD8335 Approved
0.8487 Intermediate Similarity NPD8380 Approved
0.8487 Intermediate Similarity NPD8379 Approved
0.8487 Intermediate Similarity NPD8378 Approved
0.8487 Intermediate Similarity NPD8296 Approved
0.8319 Intermediate Similarity NPD7516 Approved
0.8246 Intermediate Similarity NPD6686 Approved
0.8235 Intermediate Similarity NPD7328 Approved
0.8235 Intermediate Similarity NPD7327 Approved
0.8197 Intermediate Similarity NPD8328 Phase 3
0.8182 Intermediate Similarity NPD7503 Approved
0.8051 Intermediate Similarity NPD8133 Approved
0.792 Intermediate Similarity NPD7507 Approved
0.7863 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7851 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7734 Intermediate Similarity NPD7319 Approved
0.76 Intermediate Similarity NPD8513 Phase 3
0.76 Intermediate Similarity NPD8515 Approved
0.76 Intermediate Similarity NPD8516 Approved
0.76 Intermediate Similarity NPD8517 Approved
0.7544 Intermediate Similarity NPD4225 Approved
0.7544 Intermediate Similarity NPD7638 Approved
0.7542 Intermediate Similarity NPD6412 Phase 2
0.7478 Intermediate Similarity NPD7639 Approved
0.7478 Intermediate Similarity NPD7640 Approved
0.7385 Intermediate Similarity NPD7736 Approved
0.7273 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD7748 Approved
0.7155 Intermediate Similarity NPD7902 Approved
0.7154 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7115 Discovery
0.7119 Intermediate Similarity NPD5344 Discontinued
0.7094 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD8293 Discontinued
0.7018 Intermediate Similarity NPD7515 Phase 2
0.7 Intermediate Similarity NPD6370 Approved
0.6993 Remote Similarity NPD7625 Phase 1
0.693 Remote Similarity NPD7838 Discovery
0.6917 Remote Similarity NPD7632 Discontinued
0.6897 Remote Similarity NPD7900 Approved
0.6897 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6894 Remote Similarity NPD7492 Approved
0.6846 Remote Similarity NPD6054 Approved
0.6842 Remote Similarity NPD6616 Approved
0.6829 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6825 Remote Similarity NPD6882 Approved
0.6825 Remote Similarity NPD8297 Approved
0.681 Remote Similarity NPD8171 Discontinued
0.6791 Remote Similarity NPD7078 Approved
0.6791 Remote Similarity NPD8074 Phase 3
0.6783 Remote Similarity NPD46 Approved
0.6783 Remote Similarity NPD6698 Approved
0.675 Remote Similarity NPD6648 Approved
0.6744 Remote Similarity NPD6009 Approved
0.6718 Remote Similarity NPD6319 Approved
0.6718 Remote Similarity NPD6059 Approved
0.6697 Remote Similarity NPD7645 Phase 2
0.6696 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6692 Remote Similarity NPD6067 Discontinued
0.6667 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6016 Approved
0.6667 Remote Similarity NPD6015 Approved
0.6641 Remote Similarity NPD4632 Approved
0.664 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6619 Remote Similarity NPD8450 Suspended
0.6617 Remote Similarity NPD5988 Approved
0.6547 Remote Similarity NPD8449 Approved
0.6508 Remote Similarity NPD6881 Approved
0.6508 Remote Similarity NPD6899 Approved
0.6484 Remote Similarity NPD8130 Phase 1
0.6484 Remote Similarity NPD6649 Approved
0.6484 Remote Similarity NPD6650 Approved
0.648 Remote Similarity NPD7128 Approved
0.648 Remote Similarity NPD6675 Approved
0.648 Remote Similarity NPD6402 Approved
0.648 Remote Similarity NPD5739 Approved
0.6457 Remote Similarity NPD6373 Approved
0.6457 Remote Similarity NPD6372 Approved
0.6441 Remote Similarity NPD8035 Phase 2
0.6441 Remote Similarity NPD8034 Phase 2
0.6429 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5697 Approved
0.6406 Remote Similarity NPD7102 Approved
0.6406 Remote Similarity NPD6883 Approved
0.6406 Remote Similarity NPD7290 Approved
0.6387 Remote Similarity NPD6399 Phase 3
0.6378 Remote Similarity NPD7320 Approved
0.6357 Remote Similarity NPD6847 Approved
0.6357 Remote Similarity NPD6869 Approved
0.6357 Remote Similarity NPD6617 Approved
0.6349 Remote Similarity NPD6008 Approved
0.6328 Remote Similarity NPD6012 Approved
0.6328 Remote Similarity NPD6013 Approved
0.6328 Remote Similarity NPD6014 Approved
0.6324 Remote Similarity NPD7604 Phase 2
0.6324 Remote Similarity NPD7829 Approved
0.6324 Remote Similarity NPD7830 Approved
0.6308 Remote Similarity NPD6053 Discontinued
0.6299 Remote Similarity NPD5701 Approved
0.6296 Remote Similarity NPD5983 Phase 2
0.6279 Remote Similarity NPD6371 Approved
0.6259 Remote Similarity NPD6033 Approved
0.625 Remote Similarity NPD6011 Approved
0.6241 Remote Similarity NPD7260 Phase 2
0.6239 Remote Similarity NPD7524 Approved
0.6232 Remote Similarity NPD6336 Discontinued
0.6228 Remote Similarity NPD4752 Clinical (unspecified phase)
0.622 Remote Similarity NPD7799 Discontinued
0.6207 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6207 Remote Similarity NPD1694 Approved
0.6195 Remote Similarity NPD7525 Registered
0.6186 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6182 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6179 Remote Similarity NPD6083 Phase 2
0.6179 Remote Similarity NPD6084 Phase 2
0.6176 Remote Similarity NPD6921 Approved
0.6167 Remote Similarity NPD7637 Suspended
0.6167 Remote Similarity NPD6079 Approved
0.6154 Remote Similarity NPD4634 Approved
0.6154 Remote Similarity NPD3618 Phase 1
0.6134 Remote Similarity NPD6051 Approved
0.6134 Remote Similarity NPD5328 Approved
0.6111 Remote Similarity NPD5211 Phase 2
0.6107 Remote Similarity NPD7266 Discontinued
0.6107 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6102 Remote Similarity NPD3573 Approved
0.6084 Remote Similarity NPD6845 Suspended
0.608 Remote Similarity NPD5285 Approved
0.608 Remote Similarity NPD4696 Approved
0.608 Remote Similarity NPD5286 Approved
0.6071 Remote Similarity NPD8448 Approved
0.6048 Remote Similarity NPD4755 Approved
0.6045 Remote Similarity NPD6274 Approved
0.6034 Remote Similarity NPD3669 Approved
0.6034 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6033 Remote Similarity NPD7983 Approved
0.6033 Remote Similarity NPD6411 Approved
0.6032 Remote Similarity NPD4159 Approved
0.6029 Remote Similarity NPD7101 Approved
0.6029 Remote Similarity NPD7100 Approved
0.6028 Remote Similarity NPD8337 Approved
0.6028 Remote Similarity NPD8336 Approved
0.6027 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6024 Remote Similarity NPD7228 Approved
0.6017 Remote Similarity NPD6409 Approved
0.6017 Remote Similarity NPD7521 Approved
0.6017 Remote Similarity NPD7334 Approved
0.6017 Remote Similarity NPD6684 Approved
0.6017 Remote Similarity NPD7146 Approved
0.6017 Remote Similarity NPD5330 Approved
0.6016 Remote Similarity NPD5141 Approved
0.6 Remote Similarity NPD8451 Approved
0.6 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5984 Remote Similarity NPD5779 Approved
0.5984 Remote Similarity NPD4202 Approved
0.5984 Remote Similarity NPD4633 Approved
0.5984 Remote Similarity NPD5224 Approved
0.5984 Remote Similarity NPD5778 Approved
0.5984 Remote Similarity NPD5225 Approved
0.5984 Remote Similarity NPD5226 Approved
0.5983 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5983 Remote Similarity NPD4786 Approved
0.5976 Remote Similarity NPD7240 Approved
0.5972 Remote Similarity NPD8338 Approved
0.5968 Remote Similarity NPD5221 Approved
0.5968 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5968 Remote Similarity NPD5222 Approved
0.5956 Remote Similarity NPD6335 Approved
0.5952 Remote Similarity NPD4700 Approved
0.5948 Remote Similarity NPD3667 Approved
0.5944 Remote Similarity NPD8390 Approved
0.5944 Remote Similarity NPD5956 Approved
0.5944 Remote Similarity NPD8392 Approved
0.5944 Remote Similarity NPD8391 Approved
0.5942 Remote Similarity NPD8444 Approved
0.5938 Remote Similarity NPD5175 Approved
0.5938 Remote Similarity NPD5174 Approved
0.5938 Remote Similarity NPD8455 Phase 2
0.5926 Remote Similarity NPD6868 Approved
0.592 Remote Similarity NPD5173 Approved
0.5917 Remote Similarity NPD5737 Approved
0.5917 Remote Similarity NPD6903 Approved
0.5917 Remote Similarity NPD6672 Approved
0.5913 Remote Similarity NPD6928 Phase 2
0.5906 Remote Similarity NPD8313 Approved
0.5906 Remote Similarity NPD8312 Approved
0.5906 Remote Similarity NPD5223 Approved
0.5899 Remote Similarity NPD5125 Phase 3
0.5899 Remote Similarity NPD5126 Approved
0.5897 Remote Similarity NPD6695 Phase 3
0.5893 Remote Similarity NPD7339 Approved
0.5893 Remote Similarity NPD6942 Approved
0.5887 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5887 Remote Similarity NPD5695 Phase 3
0.5887 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6317 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