Structure

Physi-Chem Properties

Molecular Weight:  298.18
Volume:  295.018
LogP:  3.586
LogD:  3.465
LogS:  -4.869
# Rotatable Bonds:  1
TPSA:  46.15
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.697
Synthetic Accessibility Score:  5.734
Fsp3:  1.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.636
MDCK Permeability:  5.1224633352831006e-05
Pgp-inhibitor:  0.738
Pgp-substrate:  0.005
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.025

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.256
Plasma Protein Binding (PPB):  76.44124603271484%
Volume Distribution (VD):  1.654
Pgp-substrate:  8.969703674316406%

ADMET: Metabolism

CYP1A2-inhibitor:  0.075
CYP1A2-substrate:  0.987
CYP2C19-inhibitor:  0.029
CYP2C19-substrate:  0.931
CYP2C9-inhibitor:  0.034
CYP2C9-substrate:  0.038
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.842
CYP3A4-inhibitor:  0.09
CYP3A4-substrate:  0.538

ADMET: Excretion

Clearance (CL):  10.864
Half-life (T1/2):  0.503

ADMET: Toxicity

hERG Blockers:  0.715
Human Hepatotoxicity (H-HT):  0.956
Drug-inuced Liver Injury (DILI):  0.905
AMES Toxicity:  0.781
Rat Oral Acute Toxicity:  0.343
Maximum Recommended Daily Dose:  0.016
Skin Sensitization:  0.697
Carcinogencity:  0.534
Eye Corrosion:  0.606
Eye Irritation:  0.818
Respiratory Toxicity:  0.976

Download Data

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

  Natural Product: NPC51947

Natural Product ID:  NPC51947
Common Name*:   23-Hydroxy-3Beta-[(O-Beta-D-Glucopyranosyl-(1->4)-Alpha-L-Arabinopyranosyl)Oxy]Lup-20(29)-En-28-Oic Acid
IUPAC Name:   (1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
Synonyms:  
Standard InCHIKey:  JCANRUGQLLZCME-OIQDTBJDSA-N
Standard InCHI:  InChI=1S/C41H66O13/c1-20(2)21-9-14-41(36(49)50)16-15-39(5)22(28(21)41)7-8-26-37(3)12-11-27(38(4,19-43)25(37)10-13-40(26,39)6)54-34-32(47)30(45)24(18-51-34)53-35-33(48)31(46)29(44)23(17-42)52-35/h21-35,42-48H,1,7-19H2,2-6H3,(H,49,50)/t21-,22+,23+,24-,25+,26+,27-,28+,29+,30-,31-,32+,33+,34-,35-,37-,38-,39+,40+,41-/m0/s1
SMILES:  C=C(C)[C@@H]1CC[C@@]2(CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@@H]([C@@](C)(CO)[C@@H]5CC[C@@]34C)O[C@H]3[C@@H]([C@H]([C@H](CO3)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)O)O)[C@@H]12)C(=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL500243
PubChem CID:   11592978
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO31082 Pulsatilla koreana Species Ranunculaceae Eukaryota n.a. root n.a. PMID[15473660]
NPO31082 Pulsatilla koreana Species Ranunculaceae Eukaryota Roots n.a. n.a. PMID[15730260]
NPO31082 Pulsatilla koreana Species Ranunculaceae Eukaryota Roots n.a. n.a. PMID[24360605]

☑ 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
NPT81 Cell Line A549 Homo sapiens ED50 > 10.0 ug ml-1 PMID[550753]

☑ 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 NPC51947 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC473844
0.99 High Similarity NPC88744
0.9804 High Similarity NPC204392
0.9804 High Similarity NPC240734
0.9804 High Similarity NPC275668
0.9804 High Similarity NPC1876
0.9804 High Similarity NPC91838
0.9804 High Similarity NPC11035
0.9802 High Similarity NPC91583
0.9802 High Similarity NPC240125
0.9615 High Similarity NPC146563
0.9524 High Similarity NPC469821
0.9519 High Similarity NPC470543
0.9434 High Similarity NPC137414
0.9434 High Similarity NPC469820
0.9434 High Similarity NPC469823
0.9412 High Similarity NPC287269
0.94 High Similarity NPC94919
0.934 High Similarity NPC54395
0.9259 High Similarity NPC469822
0.9238 High Similarity NPC272242
0.9238 High Similarity NPC274833
0.9167 High Similarity NPC156651
0.9151 High Similarity NPC472719
0.9151 High Similarity NPC207845
0.9151 High Similarity NPC243572
0.9151 High Similarity NPC233003
0.9143 High Similarity NPC270667
0.9143 High Similarity NPC59804
0.9143 High Similarity NPC174679
0.9143 High Similarity NPC127056
0.9143 High Similarity NPC29069
0.9143 High Similarity NPC90856
0.9143 High Similarity NPC164194
0.9143 High Similarity NPC474589
0.9143 High Similarity NPC279554
0.9143 High Similarity NPC56713
0.9143 High Similarity NPC136877
0.9143 High Similarity NPC475296
0.9065 High Similarity NPC251309
0.9065 High Similarity NPC102619
0.9065 High Similarity NPC73986
0.9057 High Similarity NPC297208
0.9057 High Similarity NPC250481
0.9057 High Similarity NPC473481
0.9057 High Similarity NPC30397
0.9057 High Similarity NPC235841
0.9057 High Similarity NPC285410
0.9057 High Similarity NPC263827
0.9057 High Similarity NPC211798
0.9057 High Similarity NPC179434
0.9057 High Similarity NPC164419
0.9057 High Similarity NPC108748
0.9048 High Similarity NPC306746
0.9048 High Similarity NPC8431
0.9048 High Similarity NPC167383
0.9048 High Similarity NPC204407
0.9048 High Similarity NPC57362
0.9048 High Similarity NPC237503
0.9038 High Similarity NPC234160
0.9009 High Similarity NPC470478
0.8981 High Similarity NPC473882
0.8972 High Similarity NPC139044
0.8972 High Similarity NPC471383
0.8972 High Similarity NPC257468
0.8972 High Similarity NPC1046
0.8972 High Similarity NPC469946
0.8972 High Similarity NPC473383
0.8972 High Similarity NPC79718
0.8972 High Similarity NPC292677
0.8972 High Similarity NPC109079
0.8972 High Similarity NPC10320
0.8972 High Similarity NPC101744
0.8972 High Similarity NPC475504
0.8972 High Similarity NPC104071
0.8972 High Similarity NPC80843
0.8972 High Similarity NPC139894
0.8972 High Similarity NPC104400
0.8972 High Similarity NPC473373
0.8972 High Similarity NPC475516
0.8972 High Similarity NPC256798
0.8972 High Similarity NPC128925
0.8972 High Similarity NPC276093
0.8972 High Similarity NPC324875
0.8972 High Similarity NPC102439
0.8962 High Similarity NPC68419
0.8962 High Similarity NPC476880
0.8962 High Similarity NPC102914
0.8962 High Similarity NPC476887
0.8962 High Similarity NPC476884
0.8962 High Similarity NPC199457
0.8962 High Similarity NPC110139
0.8962 High Similarity NPC75747
0.8962 High Similarity NPC129340
0.8962 High Similarity NPC269095
0.8962 High Similarity NPC476883
0.8962 High Similarity NPC476881
0.8962 High Similarity NPC274507
0.8962 High Similarity NPC476886
0.8962 High Similarity NPC108709
0.8962 High Similarity NPC78046
0.8962 High Similarity NPC476882
0.8962 High Similarity NPC7870
0.8962 High Similarity NPC476885
0.8952 High Similarity NPC177246
0.8952 High Similarity NPC476123
0.8952 High Similarity NPC224414
0.8952 High Similarity NPC28198
0.8952 High Similarity NPC284807
0.8952 High Similarity NPC38217
0.8952 High Similarity NPC472988
0.8952 High Similarity NPC195708
0.8899 High Similarity NPC472718
0.8889 High Similarity NPC155410
0.8889 High Similarity NPC174720
0.8889 High Similarity NPC241909
0.8889 High Similarity NPC192600
0.8889 High Similarity NPC295823
0.8889 High Similarity NPC163183
0.8889 High Similarity NPC114304
0.8889 High Similarity NPC323341
0.8889 High Similarity NPC251263
0.8889 High Similarity NPC475208
0.8889 High Similarity NPC150400
0.8889 High Similarity NPC114287
0.8889 High Similarity NPC124296
0.8889 High Similarity NPC73318
0.8889 High Similarity NPC166422
0.8889 High Similarity NPC189884
0.8889 High Similarity NPC238935
0.8889 High Similarity NPC473826
0.8889 High Similarity NPC96641
0.8889 High Similarity NPC46665
0.8889 High Similarity NPC309714
0.8889 High Similarity NPC475287
0.8889 High Similarity NPC475467
0.8889 High Similarity NPC134835
0.8889 High Similarity NPC473343
0.8889 High Similarity NPC138334
0.8889 High Similarity NPC219180
0.8889 High Similarity NPC151543
0.8889 High Similarity NPC47063
0.8889 High Similarity NPC204458
0.8889 High Similarity NPC258885
0.8889 High Similarity NPC133818
0.8879 High Similarity NPC191763
0.8879 High Similarity NPC477073
0.8879 High Similarity NPC31839
0.8868 High Similarity NPC265655
0.8868 High Similarity NPC154085
0.8868 High Similarity NPC125361
0.8868 High Similarity NPC127853
0.8868 High Similarity NPC43976
0.8868 High Similarity NPC137917
0.8868 High Similarity NPC296761
0.8868 High Similarity NPC51925
0.8857 High Similarity NPC283849
0.8857 High Similarity NPC473538
0.8846 High Similarity NPC469827
0.8807 High Similarity NPC473714
0.8807 High Similarity NPC43550
0.8807 High Similarity NPC475486
0.8807 High Similarity NPC224381
0.8807 High Similarity NPC293330
0.8807 High Similarity NPC100639
0.8807 High Similarity NPC298034
0.8807 High Similarity NPC57484
0.8807 High Similarity NPC475140
0.8807 High Similarity NPC227551
0.8807 High Similarity NPC250247
0.8807 High Similarity NPC164389
0.8807 High Similarity NPC4328
0.8807 High Similarity NPC294453
0.8807 High Similarity NPC471385
0.8807 High Similarity NPC54636
0.8807 High Similarity NPC41061
0.8807 High Similarity NPC161717
0.8807 High Similarity NPC469782
0.8807 High Similarity NPC236638
0.8807 High Similarity NPC261506
0.8807 High Similarity NPC202828
0.8807 High Similarity NPC305981
0.8807 High Similarity NPC65105
0.8807 High Similarity NPC476068
0.8807 High Similarity NPC60557
0.8807 High Similarity NPC70809
0.8807 High Similarity NPC309907
0.8807 High Similarity NPC471550
0.8807 High Similarity NPC79643
0.8807 High Similarity NPC71065
0.8807 High Similarity NPC204414
0.8807 High Similarity NPC67857
0.8807 High Similarity NPC119592
0.8807 High Similarity NPC76972
0.8807 High Similarity NPC123199
0.8807 High Similarity NPC475160
0.8796 High Similarity NPC116794
0.8796 High Similarity NPC48249
0.8796 High Similarity NPC471967
0.8796 High Similarity NPC37739

  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 NPC51947 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
0.9065 High Similarity NPD8133 Approved
0.8349 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8319 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.8205 Intermediate Similarity NPD8328 Phase 3
0.8148 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.8137 Intermediate Similarity NPD8034 Phase 2
0.8137 Intermediate Similarity NPD8035 Phase 2
0.8103 Intermediate Similarity NPD8377 Approved
0.8103 Intermediate Similarity NPD8294 Approved
0.8067 Intermediate Similarity NPD7507 Approved
0.8034 Intermediate Similarity NPD8380 Approved
0.8034 Intermediate Similarity NPD8296 Approved
0.8034 Intermediate Similarity NPD8379 Approved
0.8034 Intermediate Similarity NPD8033 Approved
0.8034 Intermediate Similarity NPD8335 Approved
0.8034 Intermediate Similarity NPD8378 Approved
0.8 Intermediate Similarity NPD6412 Phase 2
0.79 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7869 Intermediate Similarity NPD7319 Approved
0.7778 Intermediate Similarity NPD7327 Approved
0.7778 Intermediate Similarity NPD7328 Approved
0.7768 Intermediate Similarity NPD6686 Approved
0.7714 Intermediate Similarity NPD8171 Discontinued
0.7712 Intermediate Similarity NPD7516 Approved
0.7642 Intermediate Similarity NPD7736 Approved
0.7438 Intermediate Similarity NPD7503 Approved
0.7419 Intermediate Similarity NPD8293 Discontinued
0.7315 Intermediate Similarity NPD7748 Approved
0.7273 Intermediate Similarity NPD7902 Approved
0.7236 Intermediate Similarity NPD6370 Approved
0.7207 Intermediate Similarity NPD7638 Approved
0.7203 Intermediate Similarity NPD6882 Approved
0.7203 Intermediate Similarity NPD8297 Approved
0.72 Intermediate Similarity NPD6114 Approved
0.72 Intermediate Similarity NPD6118 Approved
0.72 Intermediate Similarity NPD6697 Approved
0.72 Intermediate Similarity NPD6115 Approved
0.7167 Intermediate Similarity NPD6940 Discontinued
0.7154 Intermediate Similarity NPD8516 Approved
0.7154 Intermediate Similarity NPD8517 Approved
0.7154 Intermediate Similarity NPD8513 Phase 3
0.7154 Intermediate Similarity NPD8515 Approved
0.7143 Intermediate Similarity NPD7640 Approved
0.7143 Intermediate Similarity NPD7639 Approved
0.713 Intermediate Similarity NPD7515 Phase 2
0.712 Intermediate Similarity NPD7492 Approved
0.7107 Intermediate Similarity NPD6009 Approved
0.71 Intermediate Similarity NPD6116 Phase 1
0.7073 Intermediate Similarity NPD6059 Approved
0.7073 Intermediate Similarity NPD6319 Approved
0.7073 Intermediate Similarity NPD6054 Approved
0.7064 Intermediate Similarity NPD6399 Phase 3
0.7063 Intermediate Similarity NPD6616 Approved
0.7009 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD7078 Approved
0.7 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7900 Approved
0.7 Intermediate Similarity NPD6117 Approved
0.7 Intermediate Similarity NPD4632 Approved
0.6983 Remote Similarity NPD5739 Approved
0.6983 Remote Similarity NPD7128 Approved
0.6983 Remote Similarity NPD6675 Approved
0.6983 Remote Similarity NPD6402 Approved
0.6949 Remote Similarity NPD6373 Approved
0.6949 Remote Similarity NPD6372 Approved
0.6905 Remote Similarity NPD6067 Discontinued
0.688 Remote Similarity NPD6015 Approved
0.688 Remote Similarity NPD6016 Approved
0.6864 Remote Similarity NPD7320 Approved
0.6864 Remote Similarity NPD6899 Approved
0.6864 Remote Similarity NPD6881 Approved
0.6833 Remote Similarity NPD8130 Phase 1
0.6833 Remote Similarity NPD6650 Approved
0.6833 Remote Similarity NPD6649 Approved
0.6833 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6829 Remote Similarity NPD7115 Discovery
0.6825 Remote Similarity NPD5988 Approved
0.6807 Remote Similarity NPD4061 Clinical (unspecified phase)
0.68 Remote Similarity NPD6113 Clinical (unspecified phase)
0.678 Remote Similarity NPD5697 Approved
0.678 Remote Similarity NPD5701 Approved
0.675 Remote Similarity NPD7290 Approved
0.675 Remote Similarity NPD6883 Approved
0.675 Remote Similarity NPD7102 Approved
0.6731 Remote Similarity NPD6928 Phase 2
0.6724 Remote Similarity NPD7632 Discontinued
0.6698 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6698 Remote Similarity NPD3669 Approved
0.6694 Remote Similarity NPD6847 Approved
0.6694 Remote Similarity NPD6617 Approved
0.6694 Remote Similarity NPD6869 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD6014 Approved
0.6667 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD6013 Approved
0.6641 Remote Similarity NPD7604 Phase 2
0.6636 Remote Similarity NPD4786 Approved
0.6636 Remote Similarity NPD5328 Approved
0.6614 Remote Similarity NPD5983 Phase 2
0.6612 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6583 Remote Similarity NPD6011 Approved
0.6571 Remote Similarity NPD7525 Registered
0.6565 Remote Similarity NPD6033 Approved
0.6557 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6555 Remote Similarity NPD6008 Approved
0.6545 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6542 Remote Similarity NPD4788 Approved
0.6538 Remote Similarity NPD6336 Discontinued
0.6522 Remote Similarity NPD4755 Approved
0.6518 Remote Similarity NPD6079 Approved
0.6514 Remote Similarity NPD3618 Phase 1
0.6509 Remote Similarity NPD1780 Approved
0.6509 Remote Similarity NPD1779 Approved
0.6493 Remote Similarity NPD8449 Approved
0.6484 Remote Similarity NPD6921 Approved
0.6479 Remote Similarity NPD7625 Phase 1
0.6476 Remote Similarity NPD7645 Phase 2
0.6475 Remote Similarity NPD4634 Approved
0.646 Remote Similarity NPD4202 Approved
0.6449 Remote Similarity NPD3667 Approved
0.6444 Remote Similarity NPD8450 Suspended
0.6436 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4809 Clinical (unspecified phase)
0.641 Remote Similarity NPD4696 Approved
0.641 Remote Similarity NPD5285 Approved
0.641 Remote Similarity NPD4700 Approved
0.641 Remote Similarity NPD5286 Approved
0.6408 Remote Similarity NPD3703 Phase 2
0.6396 Remote Similarity NPD6672 Approved
0.6396 Remote Similarity NPD5737 Approved
0.6364 Remote Similarity NPD5330 Approved
0.6364 Remote Similarity NPD7521 Approved
0.6364 Remote Similarity NPD6409 Approved
0.6364 Remote Similarity NPD7334 Approved
0.6364 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6364 Remote Similarity NPD8074 Phase 3
0.6364 Remote Similarity NPD6684 Approved
0.6364 Remote Similarity NPD7146 Approved
0.6349 Remote Similarity NPD6274 Approved
0.6348 Remote Similarity NPD5695 Phase 3
0.6328 Remote Similarity NPD7101 Approved
0.6328 Remote Similarity NPD7100 Approved
0.6325 Remote Similarity NPD4225 Approved
0.6325 Remote Similarity NPD5696 Approved
0.6316 Remote Similarity NPD8336 Approved
0.6316 Remote Similarity NPD8337 Approved
0.6303 Remote Similarity NPD5225 Approved
0.6303 Remote Similarity NPD4633 Approved
0.6303 Remote Similarity NPD5224 Approved
0.6303 Remote Similarity NPD5211 Phase 2
0.6303 Remote Similarity NPD5226 Approved
0.6293 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6293 Remote Similarity NPD5222 Approved
0.6293 Remote Similarity NPD4697 Phase 3
0.6293 Remote Similarity NPD5221 Approved
0.6283 Remote Similarity NPD46 Approved
0.6283 Remote Similarity NPD6698 Approved
0.6281 Remote Similarity NPD4768 Approved
0.6281 Remote Similarity NPD4767 Approved
0.625 Remote Similarity NPD6335 Approved
0.625 Remote Similarity NPD3702 Approved
0.625 Remote Similarity NPD6903 Approved
0.625 Remote Similarity NPD5174 Approved
0.625 Remote Similarity NPD5175 Approved
0.6239 Remote Similarity NPD5173 Approved
0.6238 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6238 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6238 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6231 Remote Similarity NPD6909 Approved
0.6231 Remote Similarity NPD6908 Approved
0.6228 Remote Similarity NPD7637 Suspended
0.6228 Remote Similarity NPD6411 Approved
0.622 Remote Similarity NPD6868 Approved
0.6218 Remote Similarity NPD5223 Approved
0.6207 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6198 Remote Similarity NPD5141 Approved
0.6195 Remote Similarity NPD4753 Phase 2
0.6182 Remote Similarity NPD3665 Phase 1
0.6182 Remote Similarity NPD3133 Approved
0.6182 Remote Similarity NPD3666 Approved
0.6179 Remote Similarity NPD4730 Approved
0.6179 Remote Similarity NPD4729 Approved
0.6172 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6172 Remote Similarity NPD6317 Approved
0.6161 Remote Similarity NPD7524 Approved
0.6154 Remote Similarity NPD1810 Approved
0.6154 Remote Similarity NPD1811 Approved
0.6134 Remote Similarity NPD8418 Phase 2
0.6131 Remote Similarity NPD8338 Approved
0.6124 Remote Similarity NPD6314 Approved
0.6124 Remote Similarity NPD6313 Approved
0.6117 Remote Similarity NPD6081 Approved
0.6117 Remote Similarity NPD5777 Approved
0.6116 Remote Similarity NPD4754 Approved
0.6111 Remote Similarity NPD6053 Discontinued
0.6103 Remote Similarity NPD5956 Approved
0.6087 Remote Similarity NPD7983 Approved
0.608 Remote Similarity NPD5247 Approved
0.608 Remote Similarity NPD5248 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