Structure

Physi-Chem Properties

Molecular Weight:  842.43
Volume:  810.697
LogP:  1.912
LogD:  2.072
LogS:  -3.132
# Rotatable Bonds:  10
TPSA:  259.82
# H-Bond Aceptor:  17
# H-Bond Donor:  9
# Rings:  8
# Heavy Atoms:  17

MedChem Properties

QED Drug-Likeness Score:  0.147
Synthetic Accessibility Score:  6.132
Fsp3:  0.905
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:  -6.402
MDCK Permeability:  9.715281339595094e-05
Pgp-inhibitor:  0.016
Pgp-substrate:  0.988
Human Intestinal Absorption (HIA):  0.969
20% Bioavailability (F20%):  0.724
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.038
Plasma Protein Binding (PPB):  90.15172576904297%
Volume Distribution (VD):  0.116
Pgp-substrate:  10.004186630249023%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.609
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.103
CYP2C9-inhibitor:  0.002
CYP2C9-substrate:  0.017
CYP2D6-inhibitor:  0.011
CYP2D6-substrate:  0.094
CYP3A4-inhibitor:  0.041
CYP3A4-substrate:  0.096

ADMET: Excretion

Clearance (CL):  0.497
Half-life (T1/2):  0.759

ADMET: Toxicity

hERG Blockers:  0.519
Human Hepatotoxicity (H-HT):  0.23
Drug-inuced Liver Injury (DILI):  0.024
AMES Toxicity:  0.159
Rat Oral Acute Toxicity:  0.477
Maximum Recommended Daily Dose:  0.921
Skin Sensitization:  0.938
Carcinogencity:  0.081
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.959

Download Data

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

  Natural Product: NPC475419

Natural Product ID:  NPC475419
Common Name*:   Echujin
IUPAC Name:   3-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-3-[(2R,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Synonyms:   Echujin
Standard InCHIKey:  ITKDSJDYFJAVTJ-AVQXZIHCSA-N
Standard InCHI:  InChI=1S/C42H66O17/c1-19-37(59-39-36(50)34(48)32(46)28(58-39)18-54-38-35(49)33(47)31(45)27(16-43)57-38)26(52-4)15-30(55-19)56-22-7-10-40(2)21(14-22)5-6-25-24(40)8-11-41(3)23(9-12-42(25,41)51)20-13-29(44)53-17-20/h13,19,21-28,30-39,43,45-51H,5-12,14-18H2,1-4H3/t19-,21-,22+,23-,24+,25-,26-,27-,28-,30+,31-,32-,33+,34+,35-,36-,37-,38-,39+,40+,41-,42+/m1/s1
SMILES:  CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C)OC)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL505275
PubChem CID:   44566920
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001125] Steroid lactones
          • [CHEMONTID:0001555] Cardenolides and derivatives
            • [CHEMONTID:0001559] Cardenolide glycosides and derivatives

*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
NPO32958 Streptocaulon juventas Species Apocynaceae Eukaryota n.a. Vietnamese n.a. PMID[14640513]
NPO32958 Streptocaulon juventas Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[31120251]

☑ 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
NPT453 Cell Line HT-1080 Homo sapiens IC50 = 55.0 nM PMID[482576]

☑ 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 NPC475419 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 NPC120390
1.0 High Similarity NPC474908
1.0 High Similarity NPC475590
0.9911 High Similarity NPC74259
0.9911 High Similarity NPC474423
0.991 High Similarity NPC72260
0.9823 High Similarity NPC208193
0.9823 High Similarity NPC308262
0.9823 High Similarity NPC117445
0.9821 High Similarity NPC173555
0.9821 High Similarity NPC314535
0.982 High Similarity NPC469756
0.982 High Similarity NPC55532
0.982 High Similarity NPC32177
0.982 High Similarity NPC30483
0.982 High Similarity NPC236973
0.982 High Similarity NPC470897
0.982 High Similarity NPC292467
0.9735 High Similarity NPC193893
0.9735 High Similarity NPC264336
0.9732 High Similarity NPC475629
0.9732 High Similarity NPC475556
0.9646 High Similarity NPC475219
0.9646 High Similarity NPC231518
0.9646 High Similarity NPC40749
0.9643 High Similarity NPC329905
0.964 High Similarity NPC93883
0.9558 High Similarity NPC474466
0.9558 High Similarity NPC475136
0.955 High Similarity NPC5311
0.955 High Similarity NPC193382
0.955 High Similarity NPC99620
0.955 High Similarity NPC199428
0.955 High Similarity NPC310341
0.9469 High Similarity NPC304260
0.9469 High Similarity NPC44899
0.9469 High Similarity NPC29639
0.9469 High Similarity NPC5883
0.9464 High Similarity NPC34390
0.9464 High Similarity NPC471354
0.9464 High Similarity NPC27507
0.9464 High Similarity NPC142066
0.9464 High Similarity NPC471353
0.9464 High Similarity NPC99728
0.9464 High Similarity NPC309034
0.9464 High Similarity NPC50305
0.9464 High Similarity NPC196429
0.9464 High Similarity NPC157376
0.9464 High Similarity NPC244402
0.9464 High Similarity NPC473852
0.9464 High Similarity NPC84987
0.9464 High Similarity NPC243196
0.9464 High Similarity NPC471351
0.9464 High Similarity NPC474418
0.9464 High Similarity NPC471355
0.9464 High Similarity NPC158344
0.9464 High Similarity NPC87250
0.9464 High Similarity NPC77319
0.9464 High Similarity NPC152615
0.9459 High Similarity NPC471633
0.9459 High Similarity NPC69576
0.9459 High Similarity NPC84949
0.9459 High Similarity NPC31354
0.9386 High Similarity NPC107607
0.9386 High Similarity NPC135369
0.9381 High Similarity NPC83287
0.9381 High Similarity NPC218093
0.9298 High Similarity NPC81222
0.9298 High Similarity NPC291820
0.9292 High Similarity NPC290693
0.9292 High Similarity NPC203862
0.9237 High Similarity NPC329784
0.9237 High Similarity NPC240070
0.9123 High Similarity NPC100048
0.9123 High Similarity NPC476690
0.9123 High Similarity NPC20979
0.9083 High Similarity NPC232785
0.9083 High Similarity NPC276838
0.9083 High Similarity NPC140092
0.9083 High Similarity NPC188234
0.9083 High Similarity NPC329986
0.9083 High Similarity NPC125077
0.906 High Similarity NPC115349
0.9043 High Similarity NPC10366
0.9024 High Similarity NPC194716
0.9018 High Similarity NPC65167
0.9016 High Similarity NPC477709
0.9016 High Similarity NPC476221
0.8992 High Similarity NPC179261
0.8983 High Similarity NPC27363
0.8966 High Similarity NPC476085
0.8966 High Similarity NPC195560
0.8966 High Similarity NPC229962
0.8966 High Similarity NPC473633
0.8952 High Similarity NPC329675
0.8943 High Similarity NPC329636
0.8919 High Similarity NPC38217
0.8919 High Similarity NPC472988
0.8898 High Similarity NPC43842
0.8889 High Similarity NPC207243
0.8889 High Similarity NPC50689
0.8889 High Similarity NPC470312
0.8889 High Similarity NPC198325
0.8889 High Similarity NPC233391
0.8879 High Similarity NPC475403
0.8879 High Similarity NPC160888
0.887 High Similarity NPC146652
0.8862 High Similarity NPC32793
0.8862 High Similarity NPC247190
0.8862 High Similarity NPC469749
0.8862 High Similarity NPC146857
0.8862 High Similarity NPC116075
0.8852 High Similarity NPC253456
0.8852 High Similarity NPC159338
0.8852 High Similarity NPC16569
0.885 High Similarity NPC114188
0.8839 High Similarity NPC43976
0.8839 High Similarity NPC296761
0.8839 High Similarity NPC475030
0.8839 High Similarity NPC154085
0.8839 High Similarity NPC125361
0.8839 High Similarity NPC51925
0.8833 High Similarity NPC250556
0.8833 High Similarity NPC469750
0.8829 High Similarity NPC234160
0.8824 High Similarity NPC202261
0.8824 High Similarity NPC106589
0.8824 High Similarity NPC257207
0.8824 High Similarity NPC295133
0.8803 High Similarity NPC153085
0.8803 High Similarity NPC268326
0.88 High Similarity NPC59288
0.878 High Similarity NPC19124
0.878 High Similarity NPC93416
0.878 High Similarity NPC42670
0.877 High Similarity NPC91
0.876 High Similarity NPC471357
0.876 High Similarity NPC471356
0.876 High Similarity NPC146456
0.876 High Similarity NPC469757
0.876 High Similarity NPC117702
0.876 High Similarity NPC179412
0.875 High Similarity NPC220427
0.8739 High Similarity NPC208594
0.8739 High Similarity NPC152584
0.8739 High Similarity NPC269627
0.8739 High Similarity NPC473199
0.8739 High Similarity NPC160816
0.8739 High Similarity NPC194842
0.8739 High Similarity NPC208477
0.8739 High Similarity NPC127801
0.8739 High Similarity NPC69737
0.8718 High Similarity NPC470515
0.8718 High Similarity NPC475357
0.871 High Similarity NPC225385
0.871 High Similarity NPC298783
0.871 High Similarity NPC157817
0.871 High Similarity NPC142756
0.871 High Similarity NPC104585
0.8707 High Similarity NPC148965
0.8707 High Similarity NPC207637
0.8707 High Similarity NPC63609
0.8707 High Similarity NPC477031
0.8696 High Similarity NPC469348
0.8696 High Similarity NPC476693
0.8696 High Similarity NPC469347
0.8696 High Similarity NPC144068
0.8684 High Similarity NPC472987
0.8684 High Similarity NPC470748
0.8684 High Similarity NPC473021
0.8673 High Similarity NPC157530
0.8673 High Similarity NPC250089
0.8673 High Similarity NPC14630
0.8661 High Similarity NPC208650
0.8661 High Similarity NPC63368
0.8661 High Similarity NPC231340
0.8661 High Similarity NPC14946
0.8661 High Similarity NPC181467
0.8644 High Similarity NPC470517
0.8644 High Similarity NPC470914
0.8644 High Similarity NPC470915
0.8644 High Similarity NPC470911
0.8632 High Similarity NPC477807
0.8621 High Similarity NPC11548
0.8621 High Similarity NPC477808
0.8618 High Similarity NPC251866
0.8618 High Similarity NPC469752
0.8618 High Similarity NPC471359
0.8618 High Similarity NPC180079
0.8618 High Similarity NPC469754
0.8618 High Similarity NPC471361
0.8618 High Similarity NPC197707
0.8618 High Similarity NPC471352
0.8618 High Similarity NPC219085
0.8618 High Similarity NPC469751
0.8618 High Similarity NPC70542
0.8618 High Similarity NPC17896
0.8618 High Similarity NPC9499
0.8618 High Similarity NPC6108
0.8618 High Similarity NPC284406

  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 NPC475419 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
0.991 High Similarity NPD8294 Approved
0.991 High Similarity NPD8377 Approved
0.9821 High Similarity NPD8380 Approved
0.9821 High Similarity NPD8378 Approved
0.9821 High Similarity NPD8379 Approved
0.9821 High Similarity NPD8296 Approved
0.9821 High Similarity NPD8335 Approved
0.9646 High Similarity NPD8033 Approved
0.9381 High Similarity NPD7328 Approved
0.9381 High Similarity NPD7327 Approved
0.9298 High Similarity NPD7516 Approved
0.8833 High Similarity NPD7507 Approved
0.8655 High Similarity NPD7503 Approved
0.8618 High Similarity NPD7319 Approved
0.8534 High Similarity NPD8133 Approved
0.7949 Intermediate Similarity NPD6686 Approved
0.7754 Intermediate Similarity NPD7625 Phase 1
0.7719 Intermediate Similarity NPD7638 Approved
0.7712 Intermediate Similarity NPD6412 Phase 2
0.7674 Intermediate Similarity NPD7736 Approved
0.7652 Intermediate Similarity NPD7640 Approved
0.7652 Intermediate Similarity NPD7639 Approved
0.7638 Intermediate Similarity NPD8328 Phase 3
0.7589 Intermediate Similarity NPD8171 Discontinued
0.7462 Intermediate Similarity NPD8293 Discontinued
0.7295 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD6370 Approved
0.725 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD8515 Approved
0.7209 Intermediate Similarity NPD8513 Phase 3
0.7209 Intermediate Similarity NPD8516 Approved
0.7209 Intermediate Similarity NPD8517 Approved
0.7176 Intermediate Similarity NPD7492 Approved
0.7165 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD6059 Approved
0.7132 Intermediate Similarity NPD6054 Approved
0.7121 Intermediate Similarity NPD6616 Approved
0.712 Intermediate Similarity NPD8297 Approved
0.712 Intermediate Similarity NPD6882 Approved
0.7083 Intermediate Similarity NPD7632 Discontinued
0.7068 Intermediate Similarity NPD7078 Approved
0.7031 Intermediate Similarity NPD6009 Approved
0.7031 Intermediate Similarity NPD7115 Discovery
0.7016 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD8450 Suspended
0.7 Intermediate Similarity NPD6319 Approved
0.6947 Remote Similarity NPD6016 Approved
0.6947 Remote Similarity NPD6015 Approved
0.6935 Remote Similarity NPD7320 Approved
0.6934 Remote Similarity NPD8449 Approved
0.6929 Remote Similarity NPD4632 Approved
0.6911 Remote Similarity NPD6675 Approved
0.6911 Remote Similarity NPD7128 Approved
0.6911 Remote Similarity NPD5739 Approved
0.6911 Remote Similarity NPD6402 Approved
0.6905 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6894 Remote Similarity NPD5988 Approved
0.688 Remote Similarity NPD6373 Approved
0.688 Remote Similarity NPD6372 Approved
0.6842 Remote Similarity NPD6067 Discontinued
0.6833 Remote Similarity NPD4225 Approved
0.6825 Remote Similarity NPD5955 Clinical (unspecified phase)
0.68 Remote Similarity NPD6881 Approved
0.68 Remote Similarity NPD6899 Approved
0.6772 Remote Similarity NPD8130 Phase 1
0.6772 Remote Similarity NPD6649 Approved
0.6772 Remote Similarity NPD6650 Approved
0.6724 Remote Similarity NPD6051 Approved
0.6721 Remote Similarity NPD5344 Discontinued
0.672 Remote Similarity NPD5697 Approved
0.672 Remote Similarity NPD5701 Approved
0.6719 Remote Similarity NPD6053 Discontinued
0.6694 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6693 Remote Similarity NPD6883 Approved
0.6693 Remote Similarity NPD7290 Approved
0.6693 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD7525 Registered
0.6642 Remote Similarity NPD6033 Approved
0.6641 Remote Similarity NPD6869 Approved
0.6641 Remote Similarity NPD6847 Approved
0.6641 Remote Similarity NPD6617 Approved
0.664 Remote Similarity NPD6008 Approved
0.6639 Remote Similarity NPD7748 Approved
0.6614 Remote Similarity NPD6014 Approved
0.6614 Remote Similarity NPD6013 Approved
0.6614 Remote Similarity NPD6012 Approved
0.6612 Remote Similarity NPD6083 Phase 2
0.6612 Remote Similarity NPD6084 Phase 2
0.6612 Remote Similarity NPD7902 Approved
0.6593 Remote Similarity NPD7604 Phase 2
0.6587 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6567 Remote Similarity NPD5983 Phase 2
0.6535 Remote Similarity NPD6011 Approved
0.6518 Remote Similarity NPD6928 Phase 2
0.6512 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6496 Remote Similarity NPD6336 Discontinued
0.6475 Remote Similarity NPD4755 Approved
0.6471 Remote Similarity NPD8034 Phase 2
0.6471 Remote Similarity NPD8035 Phase 2
0.6471 Remote Similarity NPD7515 Phase 2
0.6457 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6435 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6434 Remote Similarity NPD4634 Approved
0.6417 Remote Similarity NPD4202 Approved
0.641 Remote Similarity NPD7524 Approved
0.6406 Remote Similarity NPD5345 Clinical (unspecified phase)
0.64 Remote Similarity NPD5211 Phase 2
0.6387 Remote Similarity NPD46 Approved
0.6387 Remote Similarity NPD6698 Approved
0.6387 Remote Similarity NPD7838 Discovery
0.6371 Remote Similarity NPD5285 Approved
0.6371 Remote Similarity NPD5286 Approved
0.6371 Remote Similarity NPD6648 Approved
0.6371 Remote Similarity NPD4700 Approved
0.6371 Remote Similarity NPD4696 Approved
0.6364 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7900 Approved
0.6356 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6341 Remote Similarity NPD7799 Discontinued
0.6331 Remote Similarity NPD8074 Phase 3
0.6316 Remote Similarity NPD6274 Approved
0.6311 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6311 Remote Similarity NPD5695 Phase 3
0.6308 Remote Similarity NPD6371 Approved
0.6299 Remote Similarity NPD5141 Approved
0.6296 Remote Similarity NPD7100 Approved
0.6296 Remote Similarity NPD7101 Approved
0.6293 Remote Similarity NPD7338 Clinical (unspecified phase)
0.629 Remote Similarity NPD5696 Approved
0.6283 Remote Similarity NPD7645 Phase 2
0.6281 Remote Similarity NPD6399 Phase 3
0.6271 Remote Similarity NPD4751 Clinical (unspecified phase)
0.627 Remote Similarity NPD5225 Approved
0.627 Remote Similarity NPD5224 Approved
0.627 Remote Similarity NPD4633 Approved
0.627 Remote Similarity NPD5226 Approved
0.625 Remote Similarity NPD4767 Approved
0.625 Remote Similarity NPD4768 Approved
0.6239 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6222 Remote Similarity NPD6335 Approved
0.622 Remote Similarity NPD5174 Approved
0.622 Remote Similarity NPD5175 Approved
0.6218 Remote Similarity NPD6903 Approved
0.6207 Remote Similarity NPD6695 Phase 3
0.6204 Remote Similarity NPD6909 Approved
0.6204 Remote Similarity NPD6908 Approved
0.6198 Remote Similarity NPD7637 Suspended
0.6198 Remote Similarity NPD5693 Phase 1
0.6197 Remote Similarity NPD5956 Approved
0.619 Remote Similarity NPD5223 Approved
0.619 Remote Similarity NPD4159 Approved
0.6186 Remote Similarity NPD7334 Approved
0.6186 Remote Similarity NPD7146 Approved
0.6186 Remote Similarity NPD6409 Approved
0.6186 Remote Similarity NPD5330 Approved
0.6186 Remote Similarity NPD6684 Approved
0.6186 Remote Similarity NPD7521 Approved
0.617 Remote Similarity NPD8336 Approved
0.617 Remote Similarity NPD8337 Approved
0.6167 Remote Similarity NPD4753 Phase 2
0.6167 Remote Similarity NPD5328 Approved
0.6154 Remote Similarity NPD4729 Approved
0.6154 Remote Similarity NPD4730 Approved
0.6148 Remote Similarity NPD6317 Approved
0.6134 Remote Similarity NPD7750 Discontinued
0.6103 Remote Similarity NPD6313 Approved
0.6103 Remote Similarity NPD6314 Approved
0.6102 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6094 Remote Similarity NPD4754 Approved
0.6087 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6066 Remote Similarity NPD6079 Approved
0.6061 Remote Similarity NPD5248 Approved
0.6061 Remote Similarity NPD5249 Phase 3
0.6061 Remote Similarity NPD5251 Approved
0.6061 Remote Similarity NPD5250 Approved
0.6061 Remote Similarity NPD5247 Approved
0.605 Remote Similarity NPD3618 Phase 1
0.6033 Remote Similarity NPD6904 Approved
0.6033 Remote Similarity NPD6673 Approved
0.6033 Remote Similarity NPD6080 Approved
0.6031 Remote Similarity NPD5128 Approved
0.6018 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6017 Remote Similarity NPD3666 Approved
0.6017 Remote Similarity NPD3133 Approved
0.6017 Remote Similarity NPD3665 Phase 1
0.6 Remote Similarity NPD4195 Approved
0.6 Remote Similarity NPD8338 Approved
0.5983 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5971 Remote Similarity NPD6921 Approved
0.5968 Remote Similarity NPD6001 Approved
0.5956 Remote Similarity NPD6940 Discontinued
0.595 Remote Similarity NPD6672 Approved
0.595 Remote Similarity NPD5737 Approved
0.5948 Remote Similarity NPD6930 Phase 2
0.5948 Remote Similarity NPD6931 Approved
0.5935 Remote Similarity NPD5284 Approved
0.5935 Remote Similarity NPD5281 Approved
0.5932 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5932 Remote Similarity NPD3669 Approved
0.5931 Remote Similarity NPD7260 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