Structure

Physi-Chem Properties

Molecular Weight:  812.49
Volume:  812.815
LogP:  2.921
LogD:  3.796
LogS:  -3.384
# Rotatable Bonds:  10
TPSA:  220.52
# H-Bond Aceptor:  14
# H-Bond Donor:  8
# Rings:  7
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.09
Synthetic Accessibility Score:  6.124
Fsp3:  0.953
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:  -5.438
MDCK Permeability:  7.604457641718909e-05
Pgp-inhibitor:  0.998
Pgp-substrate:  0.029
Human Intestinal Absorption (HIA):  0.962
20% Bioavailability (F20%):  0.167
30% Bioavailability (F30%):  0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.004
Plasma Protein Binding (PPB):  82.1583023071289%
Volume Distribution (VD):  0.318
Pgp-substrate:  7.839468955993652%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.079
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.43
CYP2C9-inhibitor:  0.003
CYP2C9-substrate:  0.015
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.118
CYP3A4-inhibitor:  0.021
CYP3A4-substrate:  0.158

ADMET: Excretion

Clearance (CL):  0.812
Half-life (T1/2):  0.56

ADMET: Toxicity

hERG Blockers:  0.022
Human Hepatotoxicity (H-HT):  0.185
Drug-inuced Liver Injury (DILI):  0.02
AMES Toxicity:  0.06
Rat Oral Acute Toxicity:  0.208
Maximum Recommended Daily Dose:  0.54
Skin Sensitization:  0.346
Carcinogencity:  0.002
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.743

Download Data

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

  Natural Product: NPC473021

Natural Product ID:  NPC473021
Common Name*:   ZOHMNPZMSAKKAA-JBBUCRMZSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  ZOHMNPZMSAKKAA-JBBUCRMZSA-N
Standard InCHI:  InChI=1S/C43H72O14/c1-20(16-23(52-9)36-40(4,5)57-36)21-10-14-43(8)29(21)22(46)17-27-41(6)13-12-28(39(2,3)26(41)11-15-42(27,43)7)55-38-35(33(50)31(48)25(19-45)54-38)56-37-34(51)32(49)30(47)24(18-44)53-37/h16,21-38,44-51H,10-15,17-19H2,1-9H3/b20-16+/t21-,22-,23?,24-,25-,26+,27-,28+,29+,30-,31-,32+,33+,34-,35-,36?,37+,38+,41+,42-,43-/m1/s1
SMILES:  CC(=CC(C1C(O1)(C)C)OC)C2CCC3(C2C(CC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3600664
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001580] Triterpene glycosides
            • [CHEMONTID:0002358] Triterpene saponins

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO33292 red ginseng Species n.a. n.a. n.a. n.a. n.a. PMID[26087936]

☑ 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
NPT319 Cell Line B16 Mus musculus Activity = 95.0 % PMID[478522]

☑ 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 NPC473021 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 NPC472987
0.9804 High Similarity NPC472901
0.9417 High Similarity NPC231340
0.9327 High Similarity NPC472897
0.9327 High Similarity NPC472896
0.932 High Similarity NPC472899
0.932 High Similarity NPC472898
0.932 High Similarity NPC472900
0.9314 High Similarity NPC473020
0.9314 High Similarity NPC157659
0.9314 High Similarity NPC8039
0.9314 High Similarity NPC211879
0.9314 High Similarity NPC131479
0.9314 High Similarity NPC245280
0.9314 High Similarity NPC114874
0.9314 High Similarity NPC120123
0.9314 High Similarity NPC286969
0.9314 High Similarity NPC31907
0.9314 High Similarity NPC472252
0.9314 High Similarity NPC16520
0.9314 High Similarity NPC155010
0.9314 High Similarity NPC189852
0.9238 High Similarity NPC157530
0.9238 High Similarity NPC250089
0.9238 High Similarity NPC14630
0.9231 High Similarity NPC33053
0.9223 High Similarity NPC470885
0.9223 High Similarity NPC187400
0.9223 High Similarity NPC165033
0.9223 High Similarity NPC273879
0.9223 High Similarity NPC221562
0.9223 High Similarity NPC93352
0.9216 High Similarity NPC159036
0.9216 High Similarity NPC288694
0.9216 High Similarity NPC136816
0.9216 High Similarity NPC312553
0.9151 High Similarity NPC472717
0.9143 High Similarity NPC7213
0.9135 High Similarity NPC208477
0.9135 High Similarity NPC127801
0.9135 High Similarity NPC208594
0.9135 High Similarity NPC152584
0.9135 High Similarity NPC194842
0.9135 High Similarity NPC269627
0.9135 High Similarity NPC69737
0.9135 High Similarity NPC160816
0.9126 High Similarity NPC473198
0.9126 High Similarity NPC16573
0.9118 High Similarity NPC472023
0.9118 High Similarity NPC4831
0.9118 High Similarity NPC47566
0.9118 High Similarity NPC88000
0.9118 High Similarity NPC309425
0.9118 High Similarity NPC160734
0.9118 High Similarity NPC129372
0.9065 High Similarity NPC472715
0.9048 High Similarity NPC181467
0.9048 High Similarity NPC190395
0.9048 High Similarity NPC473469
0.9048 High Similarity NPC63368
0.9048 High Similarity NPC208650
0.9048 High Similarity NPC14946
0.9038 High Similarity NPC110656
0.9038 High Similarity NPC473127
0.9038 High Similarity NPC75608
0.9038 High Similarity NPC203354
0.902 High Similarity NPC7341
0.902 High Similarity NPC473200
0.9 High Similarity NPC476690
0.9 High Similarity NPC20979
0.9 High Similarity NPC100048
0.8981 High Similarity NPC472716
0.8972 High Similarity NPC191439
0.8972 High Similarity NPC103627
0.8972 High Similarity NPC170974
0.8962 High Similarity NPC6931
0.8962 High Similarity NPC38217
0.8962 High Similarity NPC220427
0.8962 High Similarity NPC472988
0.8962 High Similarity NPC180183
0.8962 High Similarity NPC246124
0.8962 High Similarity NPC235824
0.8962 High Similarity NPC159005
0.8952 High Similarity NPC309448
0.8952 High Similarity NPC242748
0.8942 High Similarity NPC213190
0.8942 High Similarity NPC473123
0.8942 High Similarity NPC473124
0.8932 High Similarity NPC476896
0.8922 High Similarity NPC280825
0.8922 High Similarity NPC234287
0.8919 High Similarity NPC10366
0.8889 High Similarity NPC13190
0.8879 High Similarity NPC473318
0.8879 High Similarity NPC296761
0.8879 High Similarity NPC51925
0.8879 High Similarity NPC28844
0.8879 High Similarity NPC473328
0.8879 High Similarity NPC154085
0.8879 High Similarity NPC43976
0.8879 High Similarity NPC195116
0.8879 High Similarity NPC285253
0.8879 High Similarity NPC125361
0.8879 High Similarity NPC302057
0.8879 High Similarity NPC221110
0.8879 High Similarity NPC180459
0.8868 High Similarity NPC234160
0.8868 High Similarity NPC281939
0.885 High Similarity NPC231518
0.885 High Similarity NPC475219
0.8846 High Similarity NPC272015
0.8839 High Similarity NPC55532
0.8839 High Similarity NPC30483
0.8839 High Similarity NPC470897
0.8839 High Similarity NPC32177
0.8839 High Similarity NPC469756
0.8839 High Similarity NPC236973
0.8839 High Similarity NPC292467
0.8835 High Similarity NPC282669
0.8807 High Similarity NPC475354
0.8807 High Similarity NPC231797
0.8807 High Similarity NPC473567
0.8807 High Similarity NPC216595
0.8807 High Similarity NPC112274
0.8796 High Similarity NPC65155
0.8785 High Similarity NPC80210
0.8785 High Similarity NPC476513
0.8785 High Similarity NPC38376
0.8774 High Similarity NPC473923
0.8774 High Similarity NPC474569
0.8774 High Similarity NPC473476
0.8774 High Similarity NPC473199
0.8772 High Similarity NPC193893
0.8762 High Similarity NPC162354
0.8761 High Similarity NPC475629
0.8761 High Similarity NPC72260
0.8761 High Similarity NPC135369
0.8761 High Similarity NPC475556
0.875 High Similarity NPC470434
0.875 High Similarity NPC285231
0.875 High Similarity NPC21568
0.8739 High Similarity NPC146652
0.8738 High Similarity NPC476895
0.8727 High Similarity NPC51154
0.8727 High Similarity NPC476693
0.8725 High Similarity NPC472989
0.8716 High Similarity NPC197231
0.8716 High Similarity NPC65034
0.8716 High Similarity NPC110494
0.8716 High Similarity NPC208189
0.8716 High Similarity NPC65167
0.8716 High Similarity NPC114188
0.8716 High Similarity NPC157474
0.8704 High Similarity NPC476835
0.8692 High Similarity NPC78034
0.8684 High Similarity NPC173555
0.8684 High Similarity NPC40749
0.8684 High Similarity NPC314535
0.8684 High Similarity NPC475419
0.8684 High Similarity NPC475590
0.8684 High Similarity NPC474908
0.8684 High Similarity NPC120390
0.8679 High Similarity NPC476360
0.8679 High Similarity NPC476361
0.8679 High Similarity NPC475521
0.8673 High Similarity NPC329905
0.8673 High Similarity NPC304260
0.8673 High Similarity NPC44899
0.8673 High Similarity NPC29639
0.8673 High Similarity NPC5883
0.8661 High Similarity NPC290693
0.8661 High Similarity NPC93883
0.8654 High Similarity NPC64348
0.8654 High Similarity NPC469942
0.8649 High Similarity NPC11548
0.8641 High Similarity NPC243728
0.8641 High Similarity NPC473890
0.8641 High Similarity NPC476893
0.8636 High Similarity NPC19888
0.8636 High Similarity NPC476305
0.8636 High Similarity NPC42171
0.8624 High Similarity NPC141433
0.8611 High Similarity NPC476538
0.8611 High Similarity NPC476540
0.8611 High Similarity NPC476541
0.8611 High Similarity NPC476539
0.8609 High Similarity NPC264336
0.8609 High Similarity NPC474423
0.8609 High Similarity NPC115349
0.8609 High Similarity NPC74259
0.8598 High Similarity NPC181845
0.8596 High Similarity NPC474466
0.8596 High Similarity NPC107607
0.8596 High Similarity NPC475136
0.8584 High Similarity NPC218093
0.8584 High Similarity NPC472080
0.8571 High Similarity NPC5311
0.8571 High Similarity NPC117714
0.8571 High Similarity NPC310341
0.8571 High Similarity NPC477030

  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 NPC473021 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
0.885 High Similarity NPD8033 Approved
0.8761 High Similarity NPD8377 Approved
0.8761 High Similarity NPD8294 Approved
0.8684 High Similarity NPD8379 Approved
0.8684 High Similarity NPD8296 Approved
0.8684 High Similarity NPD8335 Approved
0.8684 High Similarity NPD8378 Approved
0.8684 High Similarity NPD8380 Approved
0.8421 Intermediate Similarity NPD7327 Approved
0.8421 Intermediate Similarity NPD7328 Approved
0.8348 Intermediate Similarity NPD7516 Approved
0.807 Intermediate Similarity NPD8133 Approved
0.8051 Intermediate Similarity NPD7503 Approved
0.7934 Intermediate Similarity NPD7507 Approved
0.7742 Intermediate Similarity NPD7319 Approved
0.757 Intermediate Similarity NPD8171 Discontinued
0.7478 Intermediate Similarity NPD6686 Approved
0.7391 Intermediate Similarity NPD6412 Phase 2
0.7273 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7265 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD7525 Registered
0.7232 Intermediate Similarity NPD7638 Approved
0.72 Intermediate Similarity NPD8328 Phase 3
0.7177 Intermediate Similarity NPD8513 Phase 3
0.7177 Intermediate Similarity NPD8515 Approved
0.7177 Intermediate Similarity NPD8516 Approved
0.7177 Intermediate Similarity NPD8517 Approved
0.7168 Intermediate Similarity NPD7639 Approved
0.7168 Intermediate Similarity NPD7640 Approved
0.7131 Intermediate Similarity NPD7115 Discovery
0.7103 Intermediate Similarity NPD7524 Approved
0.7023 Intermediate Similarity NPD8449 Approved
0.6981 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6978 Remote Similarity NPD7625 Phase 1
0.6977 Remote Similarity NPD7736 Approved
0.697 Remote Similarity NPD8450 Suspended
0.6923 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6887 Remote Similarity NPD6695 Phase 3
0.686 Remote Similarity NPD8413 Clinical (unspecified phase)
0.685 Remote Similarity NPD6370 Approved
0.6833 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6827 Remote Similarity NPD7645 Phase 2
0.681 Remote Similarity NPD4159 Approved
0.681 Remote Similarity NPD5344 Discontinued
0.6789 Remote Similarity NPD7750 Discontinued
0.6769 Remote Similarity NPD8293 Discontinued
0.6693 Remote Similarity NPD6059 Approved
0.6693 Remote Similarity NPD6054 Approved
0.6639 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6638 Remote Similarity NPD4225 Approved
0.6636 Remote Similarity NPD4751 Clinical (unspecified phase)
0.661 Remote Similarity NPD7632 Discontinued
0.6604 Remote Similarity NPD6931 Approved
0.6604 Remote Similarity NPD6928 Phase 2
0.6604 Remote Similarity NPD6930 Phase 2
0.6602 Remote Similarity NPD7339 Approved
0.6602 Remote Similarity NPD6942 Approved
0.6538 Remote Similarity NPD6933 Approved
0.6532 Remote Similarity NPD8297 Approved
0.6532 Remote Similarity NPD6882 Approved
0.6512 Remote Similarity NPD6015 Approved
0.6512 Remote Similarity NPD6016 Approved
0.6509 Remote Similarity NPD6929 Approved
0.6496 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6489 Remote Similarity NPD7492 Approved
0.6462 Remote Similarity NPD5988 Approved
0.646 Remote Similarity NPD3168 Discontinued
0.646 Remote Similarity NPD6698 Approved
0.646 Remote Similarity NPD7838 Discovery
0.646 Remote Similarity NPD46 Approved
0.6457 Remote Similarity NPD6009 Approved
0.6449 Remote Similarity NPD7514 Phase 3
0.6441 Remote Similarity NPD6648 Approved
0.6439 Remote Similarity NPD6616 Approved
0.6434 Remote Similarity NPD6319 Approved
0.6412 Remote Similarity NPD6067 Discontinued
0.6404 Remote Similarity NPD8034 Phase 2
0.6404 Remote Similarity NPD7087 Discontinued
0.6404 Remote Similarity NPD8035 Phase 2
0.6393 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6391 Remote Similarity NPD8074 Phase 3
0.6391 Remote Similarity NPD7078 Approved
0.6389 Remote Similarity NPD6902 Approved
0.6381 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6372 Remote Similarity NPD6051 Approved
0.6349 Remote Similarity NPD4632 Approved
0.6348 Remote Similarity NPD6399 Phase 3
0.6346 Remote Similarity NPD6926 Approved
0.6346 Remote Similarity NPD6924 Approved
0.6341 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6321 Remote Similarity NPD6925 Approved
0.6321 Remote Similarity NPD5776 Phase 2
0.6321 Remote Similarity NPD6932 Approved
0.6311 Remote Similarity NPD6008 Approved
0.6311 Remote Similarity NPD5739 Approved
0.6311 Remote Similarity NPD6402 Approved
0.6311 Remote Similarity NPD6675 Approved
0.6311 Remote Similarity NPD7128 Approved
0.6306 Remote Similarity NPD6893 Approved
0.6296 Remote Similarity NPD7332 Phase 2
0.6293 Remote Similarity NPD7748 Approved
0.629 Remote Similarity NPD6373 Approved
0.629 Remote Similarity NPD6372 Approved
0.6275 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6271 Remote Similarity NPD7902 Approved
0.6262 Remote Similarity NPD7145 Approved
0.6261 Remote Similarity NPD7637 Suspended
0.6222 Remote Similarity NPD6033 Approved
0.6216 Remote Similarity NPD4786 Approved
0.621 Remote Similarity NPD6881 Approved
0.621 Remote Similarity NPD6899 Approved
0.621 Remote Similarity NPD7320 Approved
0.6204 Remote Similarity NPD6683 Phase 2
0.619 Remote Similarity NPD1811 Approved
0.619 Remote Similarity NPD6650 Approved
0.619 Remote Similarity NPD1810 Approved
0.619 Remote Similarity NPD8130 Phase 1
0.619 Remote Similarity NPD6649 Approved
0.6183 Remote Similarity NPD7741 Discontinued
0.6179 Remote Similarity NPD6640 Phase 3
0.6165 Remote Similarity NPD7604 Phase 2
0.6161 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6147 Remote Similarity NPD7509 Discontinued
0.6142 Remote Similarity NPD6053 Discontinued
0.6134 Remote Similarity NPD4755 Approved
0.6129 Remote Similarity NPD5697 Approved
0.6129 Remote Similarity NPD5701 Approved
0.6121 Remote Similarity NPD7515 Phase 2
0.6111 Remote Similarity NPD7290 Approved
0.6111 Remote Similarity NPD4634 Approved
0.6111 Remote Similarity NPD6883 Approved
0.6111 Remote Similarity NPD7102 Approved
0.6091 Remote Similarity NPD6898 Phase 1
0.609 Remote Similarity NPD5126 Approved
0.609 Remote Similarity NPD5125 Phase 3
0.6087 Remote Similarity NPD5328 Approved
0.6071 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6068 Remote Similarity NPD4202 Approved
0.6066 Remote Similarity NPD5211 Phase 2
0.6063 Remote Similarity NPD6869 Approved
0.6063 Remote Similarity NPD6847 Approved
0.6063 Remote Similarity NPD6617 Approved
0.6048 Remote Similarity NPD5357 Phase 1
0.6038 Remote Similarity NPD4784 Approved
0.6038 Remote Similarity NPD4785 Approved
0.6036 Remote Similarity NPD3667 Approved
0.6033 Remote Similarity NPD5285 Approved
0.6033 Remote Similarity NPD4696 Approved
0.6033 Remote Similarity NPD5286 Approved
0.6033 Remote Similarity NPD4700 Approved
0.6032 Remote Similarity NPD6012 Approved
0.6032 Remote Similarity NPD6014 Approved
0.6032 Remote Similarity NPD6013 Approved
0.6017 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6017 Remote Similarity NPD7900 Approved
0.6015 Remote Similarity NPD5983 Phase 2
0.6 Remote Similarity NPD4748 Discontinued
0.6 Remote Similarity NPD7150 Approved
0.6 Remote Similarity NPD4243 Approved
0.6 Remote Similarity NPD6083 Phase 2
0.6 Remote Similarity NPD6084 Phase 2
0.6 Remote Similarity NPD7151 Approved
0.6 Remote Similarity NPD7152 Approved
0.5986 Remote Similarity NPD6674 Discontinued
0.5984 Remote Similarity NPD6371 Approved
0.5983 Remote Similarity NPD6079 Approved
0.5968 Remote Similarity NPD5141 Approved
0.5966 Remote Similarity NPD7991 Discontinued
0.5965 Remote Similarity NPD3618 Phase 1
0.5963 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5962 Remote Similarity NPD6923 Approved
0.5962 Remote Similarity NPD6922 Approved
0.5956 Remote Similarity NPD6336 Discontinued
0.5952 Remote Similarity NPD6011 Approved
0.5938 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5935 Remote Similarity NPD5226 Approved
0.5935 Remote Similarity NPD5224 Approved
0.5935 Remote Similarity NPD5225 Approved
0.5935 Remote Similarity NPD4633 Approved
0.5926 Remote Similarity NPD7829 Approved
0.5926 Remote Similarity NPD7830 Approved
0.592 Remote Similarity NPD4768 Approved
0.592 Remote Similarity NPD4767 Approved
0.5905 Remote Similarity NPD2687 Approved
0.5905 Remote Similarity NPD7144 Approved
0.5905 Remote Similarity NPD2686 Approved
0.5905 Remote Similarity NPD2254 Approved
0.5905 Remote Similarity NPD7143 Approved
0.5896 Remote Similarity NPD6921 Approved
0.589 Remote Similarity NPD7799 Discontinued
0.5887 Remote Similarity NPD5174 Approved
0.5887 Remote Similarity NPD5175 Approved
0.5878 Remote Similarity NPD6940 Discontinued
0.5873 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5854 Remote Similarity NPD5223 Approved
0.5841 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5841 Remote Similarity NPD3669 Approved
0.5839 Remote Similarity NPD8451 Approved
0.5833 Remote Similarity NPD8264 Approved
0.5827 Remote Similarity NPD8174 Phase 2

  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