Structure

Physi-Chem Properties

Molecular Weight:  472.36
Volume:  520.462
LogP:  4.263
LogD:  3.683
LogS:  -4.675
# Rotatable Bonds:  5
TPSA:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.455
Synthetic Accessibility Score:  5.176
Fsp3:  0.833
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.149
MDCK Permeability:  1.3708759979635943e-05
Pgp-inhibitor:  0.944
Pgp-substrate:  0.122
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.867
30% Bioavailability (F30%):  0.323

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.834
Plasma Protein Binding (PPB):  90.59960174560547%
Volume Distribution (VD):  1.205
Pgp-substrate:  6.73345947265625%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.506
CYP2C19-inhibitor:  0.034
CYP2C19-substrate:  0.949
CYP2C9-inhibitor:  0.136
CYP2C9-substrate:  0.214
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.143
CYP3A4-inhibitor:  0.818
CYP3A4-substrate:  0.783

ADMET: Excretion

Clearance (CL):  10.758
Half-life (T1/2):  0.097

ADMET: Toxicity

hERG Blockers:  0.027
Human Hepatotoxicity (H-HT):  0.264
Drug-inuced Liver Injury (DILI):  0.036
AMES Toxicity:  0.009
Rat Oral Acute Toxicity:  0.395
Maximum Recommended Daily Dose:  0.919
Skin Sensitization:  0.036
Carcinogencity:  0.425
Eye Corrosion:  0.003
Eye Irritation:  0.014
Respiratory Toxicity:  0.973

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

  Natural Product: NPC469318

Natural Product ID:  NPC469318
Common Name*:   QJQGTCCCAJRIPR-BTEWYCRNSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  QJQGTCCCAJRIPR-BTEWYCRNSA-N
Standard InCHI:  InChI=1S/C32H50O6/c1-17-14-21(37-18(2)33)27(29(5,6)36)38-22-16-32(9)19(25(17)22)15-20(34)26-30(7)12-11-24(35)28(3,4)23(30)10-13-31(26,32)8/h17,20-23,26-27,34,36H,10-16H2,1-9H3/t17-,20+,21+,22+,23?,26?,27-,30+,31+,32+/m1/s1
SMILES:  CC(=O)O[C@H]1C[C@@H](C)C2=C3C[C@H](O)C4[C@]([C@]3(C[C@@H]2O[C@H]1C(O)(C)C)C)(C)CCC1[C@]4(C)CCC(=O)C1(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL103081
PubChem CID:   44335301
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
NPO30648 Alisma orientale Species Alismataceae Eukaryota rhizome n.a. n.a. PMID[10560729]
NPO30648 Alisma orientale Species Alismataceae Eukaryota n.a. rhizome n.a. PMID[17541191]
NPO30648 Alisma orientale Species Alismataceae Eukaryota Rhizome n.a. n.a. PMID[26425784]
NPO30648 Alisma orientale Species Alismataceae Eukaryota n.a. tuber n.a. PMID[26666273]
NPO30648 Alisma orientale Species Alismataceae Eukaryota n.a. n.a. n.a. Database[HerDing]

☑ 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
NPT32 Organism Mus musculus Mus musculus Inhibition = -4.5 % PMID[471366]
NPT32 Organism Mus musculus Mus musculus Inhibition = 7.5 % PMID[471366]
NPT32 Organism Mus musculus Mus musculus Inhibition = 13.5 % PMID[471366]
NPT32 Organism Mus musculus Mus musculus Inhibition = 42.9 % PMID[471366]
NPT32 Organism Mus musculus Mus musculus Inhibition = 90.8 % PMID[471366]
NPT32 Organism Mus musculus Mus musculus IC50 = 36000.0 nM PMID[471366]

☑ 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 NPC469318 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 NPC473173
0.93 High Similarity NPC324001
0.898 High Similarity NPC37787
0.898 High Similarity NPC30677
0.898 High Similarity NPC469329
0.898 High Similarity NPC180557
0.898 High Similarity NPC473415
0.89 High Similarity NPC471784
0.89 High Similarity NPC303777
0.8824 High Similarity NPC469316
0.8785 High Similarity NPC470063
0.87 High Similarity NPC471777
0.8673 High Similarity NPC473166
0.8529 High Similarity NPC470066
0.8529 High Similarity NPC470067
0.8505 High Similarity NPC173905
0.8505 High Similarity NPC472216
0.8505 High Similarity NPC5475
0.8505 High Similarity NPC284828
0.8491 Intermediate Similarity NPC9457
0.8491 Intermediate Similarity NPC471783
0.8447 Intermediate Similarity NPC473176
0.844 Intermediate Similarity NPC234042
0.844 Intermediate Similarity NPC152117
0.8426 Intermediate Similarity NPC475563
0.8426 Intermediate Similarity NPC475134
0.8426 Intermediate Similarity NPC250956
0.84 Intermediate Similarity NPC198074
0.84 Intermediate Similarity NPC274046
0.8396 Intermediate Similarity NPC470587
0.8396 Intermediate Similarity NPC472655
0.8365 Intermediate Similarity NPC469327
0.8349 Intermediate Similarity NPC475668
0.8349 Intermediate Similarity NPC475480
0.8349 Intermediate Similarity NPC473921
0.8333 Intermediate Similarity NPC475304
0.8317 Intermediate Similarity NPC240617
0.8286 Intermediate Similarity NPC165250
0.8265 Intermediate Similarity NPC241875
0.8265 Intermediate Similarity NPC469314
0.8265 Intermediate Similarity NPC469317
0.8257 Intermediate Similarity NPC472215
0.8257 Intermediate Similarity NPC472214
0.8252 Intermediate Similarity NPC254121
0.8241 Intermediate Similarity NPC472218
0.8241 Intermediate Similarity NPC472219
0.8241 Intermediate Similarity NPC472217
0.8224 Intermediate Similarity NPC475414
0.8224 Intermediate Similarity NPC173172
0.8208 Intermediate Similarity NPC222153
0.8173 Intermediate Similarity NPC119036
0.8173 Intermediate Similarity NPC470068
0.8165 Intermediate Similarity NPC218853
0.8165 Intermediate Similarity NPC475065
0.8158 Intermediate Similarity NPC42673
0.8158 Intermediate Similarity NPC230513
0.8158 Intermediate Similarity NPC469380
0.8155 Intermediate Similarity NPC471822
0.8148 Intermediate Similarity NPC187435
0.8148 Intermediate Similarity NPC67321
0.8148 Intermediate Similarity NPC131665
0.8148 Intermediate Similarity NPC475176
0.8148 Intermediate Similarity NPC255387
0.8148 Intermediate Similarity NPC473165
0.8131 Intermediate Similarity NPC473577
0.8131 Intermediate Similarity NPC473175
0.8131 Intermediate Similarity NPC475585
0.8131 Intermediate Similarity NPC474550
0.8113 Intermediate Similarity NPC295791
0.8095 Intermediate Similarity NPC167974
0.8091 Intermediate Similarity NPC5284
0.8087 Intermediate Similarity NPC268530
0.8087 Intermediate Similarity NPC154491
0.8087 Intermediate Similarity NPC251226
0.8077 Intermediate Similarity NPC272451
0.8073 Intermediate Similarity NPC473482
0.8073 Intermediate Similarity NPC469916
0.8073 Intermediate Similarity NPC306265
0.8073 Intermediate Similarity NPC88701
0.8073 Intermediate Similarity NPC472439
0.8073 Intermediate Similarity NPC475418
0.8073 Intermediate Similarity NPC318363
0.8058 Intermediate Similarity NPC86893
0.8058 Intermediate Similarity NPC279974
0.8058 Intermediate Similarity NPC292178
0.8056 Intermediate Similarity NPC475290
0.8037 Intermediate Similarity NPC474124
0.8037 Intermediate Similarity NPC36688
0.8037 Intermediate Similarity NPC159533
0.802 Intermediate Similarity NPC472307
0.8019 Intermediate Similarity NPC475617
0.8019 Intermediate Similarity NPC476897
0.8019 Intermediate Similarity NPC470054
0.8017 Intermediate Similarity NPC4021
0.8017 Intermediate Similarity NPC159456
0.8 Intermediate Similarity NPC473636
0.8 Intermediate Similarity NPC77689
0.8 Intermediate Similarity NPC477071
0.8 Intermediate Similarity NPC475041
0.8 Intermediate Similarity NPC473839
0.8 Intermediate Similarity NPC273433
0.8 Intermediate Similarity NPC211093
0.8 Intermediate Similarity NPC299590
0.7982 Intermediate Similarity NPC329048
0.7982 Intermediate Similarity NPC112780
0.7982 Intermediate Similarity NPC55296
0.7982 Intermediate Similarity NPC330011
0.7981 Intermediate Similarity NPC91439
0.7981 Intermediate Similarity NPC129569
0.7966 Intermediate Similarity NPC469790
0.7965 Intermediate Similarity NPC472274
0.7965 Intermediate Similarity NPC284915
0.7963 Intermediate Similarity NPC473543
0.7946 Intermediate Similarity NPC269530
0.7946 Intermediate Similarity NPC280782
0.7944 Intermediate Similarity NPC475344
0.7944 Intermediate Similarity NPC470053
0.7944 Intermediate Similarity NPC476471
0.7944 Intermediate Similarity NPC155332
0.7944 Intermediate Similarity NPC476081
0.7944 Intermediate Similarity NPC32577
0.7944 Intermediate Similarity NPC165578
0.7944 Intermediate Similarity NPC114540
0.7928 Intermediate Similarity NPC470065
0.7925 Intermediate Similarity NPC274643
0.7925 Intermediate Similarity NPC473510
0.7925 Intermediate Similarity NPC251680
0.7921 Intermediate Similarity NPC469319
0.7921 Intermediate Similarity NPC229871
0.7913 Intermediate Similarity NPC473617
0.7913 Intermediate Similarity NPC124676
0.7913 Intermediate Similarity NPC473828
0.7913 Intermediate Similarity NPC146280
0.7909 Intermediate Similarity NPC472825
0.7909 Intermediate Similarity NPC258323
0.7909 Intermediate Similarity NPC325054
0.7905 Intermediate Similarity NPC224356
0.7905 Intermediate Similarity NPC151681
0.7905 Intermediate Similarity NPC121402
0.7905 Intermediate Similarity NPC132753
0.7905 Intermediate Similarity NPC175351
0.79 Intermediate Similarity NPC469322
0.7899 Intermediate Similarity NPC15095
0.7895 Intermediate Similarity NPC196931
0.789 Intermediate Similarity NPC231530
0.789 Intermediate Similarity NPC278628
0.789 Intermediate Similarity NPC127609
0.789 Intermediate Similarity NPC60315
0.789 Intermediate Similarity NPC477877
0.789 Intermediate Similarity NPC111952
0.7881 Intermediate Similarity NPC469382
0.7876 Intermediate Similarity NPC311592
0.7876 Intermediate Similarity NPC75167
0.7876 Intermediate Similarity NPC255017
0.787 Intermediate Similarity NPC474822
0.787 Intermediate Similarity NPC99266
0.787 Intermediate Similarity NPC473694
0.787 Intermediate Similarity NPC471208
0.787 Intermediate Similarity NPC475623
0.787 Intermediate Similarity NPC218513
0.787 Intermediate Similarity NPC55954
0.787 Intermediate Similarity NPC120321
0.787 Intermediate Similarity NPC478057
0.787 Intermediate Similarity NPC473523
0.787 Intermediate Similarity NPC112009
0.787 Intermediate Similarity NPC475334
0.787 Intermediate Similarity NPC180204
0.7864 Intermediate Similarity NPC469315
0.7863 Intermediate Similarity NPC67569
0.7857 Intermediate Similarity NPC469656
0.7857 Intermediate Similarity NPC324683
0.7857 Intermediate Similarity NPC474846
0.7857 Intermediate Similarity NPC469655
0.7857 Intermediate Similarity NPC86370
0.7857 Intermediate Similarity NPC470076
0.7851 Intermediate Similarity NPC35109
0.785 Intermediate Similarity NPC289670
0.785 Intermediate Similarity NPC471412
0.785 Intermediate Similarity NPC473174
0.7838 Intermediate Similarity NPC31522
0.7838 Intermediate Similarity NPC477069
0.7838 Intermediate Similarity NPC477070
0.7838 Intermediate Similarity NPC41405
0.7833 Intermediate Similarity NPC298841
0.783 Intermediate Similarity NPC218107
0.7826 Intermediate Similarity NPC183580
0.7826 Intermediate Similarity NPC284068
0.7826 Intermediate Similarity NPC475809
0.7826 Intermediate Similarity NPC473590
0.7826 Intermediate Similarity NPC10721
0.7826 Intermediate Similarity NPC312824
0.7826 Intermediate Similarity NPC470493
0.7826 Intermediate Similarity NPC134430
0.7818 Intermediate Similarity NPC144459
0.7818 Intermediate Similarity NPC301666
0.7818 Intermediate Similarity NPC473586
0.7818 Intermediate Similarity NPC473284
0.7818 Intermediate Similarity NPC230541
0.7818 Intermediate Similarity NPC143609
0.7815 Intermediate Similarity NPC75856

  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 NPC469318 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
0.8 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7638 Approved
0.7925 Intermediate Similarity NPD7640 Approved
0.7925 Intermediate Similarity NPD7639 Approved
0.7778 Intermediate Similarity NPD7632 Discontinued
0.7672 Intermediate Similarity NPD7115 Discovery
0.7611 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7603 Intermediate Similarity NPD7507 Approved
0.7522 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD6686 Approved
0.7434 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD7319 Approved
0.7417 Intermediate Similarity NPD8033 Approved
0.7414 Intermediate Similarity NPD8133 Approved
0.7345 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD4225 Approved
0.7333 Intermediate Similarity NPD8377 Approved
0.7333 Intermediate Similarity NPD8294 Approved
0.7328 Intermediate Similarity NPD8297 Approved
0.7311 Intermediate Similarity NPD7327 Approved
0.7311 Intermediate Similarity NPD7328 Approved
0.729 Intermediate Similarity NPD7748 Approved
0.7273 Intermediate Similarity NPD8378 Approved
0.7273 Intermediate Similarity NPD8380 Approved
0.7273 Intermediate Similarity NPD8335 Approved
0.7273 Intermediate Similarity NPD8379 Approved
0.7273 Intermediate Similarity NPD8296 Approved
0.7265 Intermediate Similarity NPD4632 Approved
0.7257 Intermediate Similarity NPD7128 Approved
0.7257 Intermediate Similarity NPD6675 Approved
0.7257 Intermediate Similarity NPD6402 Approved
0.7257 Intermediate Similarity NPD5739 Approved
0.725 Intermediate Similarity NPD7516 Approved
0.7227 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD6399 Phase 3
0.7193 Intermediate Similarity NPD6412 Phase 2
0.719 Intermediate Similarity NPD6319 Approved
0.7179 Intermediate Similarity NPD6053 Discontinued
0.7155 Intermediate Similarity NPD6371 Approved
0.713 Intermediate Similarity NPD7320 Approved
0.713 Intermediate Similarity NPD6881 Approved
0.713 Intermediate Similarity NPD6899 Approved
0.7103 Intermediate Similarity NPD7515 Phase 2
0.7103 Intermediate Similarity NPD8034 Phase 2
0.7103 Intermediate Similarity NPD8035 Phase 2
0.7094 Intermediate Similarity NPD8130 Phase 1
0.7091 Intermediate Similarity NPD6084 Phase 2
0.7091 Intermediate Similarity NPD7902 Approved
0.7091 Intermediate Similarity NPD6083 Phase 2
0.7069 Intermediate Similarity NPD6373 Approved
0.7069 Intermediate Similarity NPD6372 Approved
0.7063 Intermediate Similarity NPD7736 Approved
0.7043 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD5701 Approved
0.7043 Intermediate Similarity NPD5697 Approved
0.7019 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD7102 Approved
0.7009 Intermediate Similarity NPD6883 Approved
0.7009 Intermediate Similarity NPD7290 Approved
0.7 Intermediate Similarity NPD6114 Approved
0.7 Intermediate Similarity NPD6118 Approved
0.7 Intermediate Similarity NPD6697 Approved
0.7 Intermediate Similarity NPD6115 Approved
0.6984 Remote Similarity NPD8293 Discontinued
0.696 Remote Similarity NPD7492 Approved
0.6957 Remote Similarity NPD6008 Approved
0.6949 Remote Similarity NPD6649 Approved
0.6949 Remote Similarity NPD6847 Approved
0.6949 Remote Similarity NPD6650 Approved
0.6949 Remote Similarity NPD6617 Approved
0.6949 Remote Similarity NPD6869 Approved
0.6942 Remote Similarity NPD6009 Approved
0.6923 Remote Similarity NPD6014 Approved
0.6923 Remote Similarity NPD6012 Approved
0.6923 Remote Similarity NPD6013 Approved
0.6923 Remote Similarity NPD4786 Approved
0.6911 Remote Similarity NPD6054 Approved
0.6911 Remote Similarity NPD6059 Approved
0.6905 Remote Similarity NPD6616 Approved
0.6893 Remote Similarity NPD3667 Approved
0.6891 Remote Similarity NPD6882 Approved
0.688 Remote Similarity NPD8328 Phase 3
0.688 Remote Similarity NPD7604 Phase 2
0.6855 Remote Similarity NPD7503 Approved
0.6855 Remote Similarity NPD5983 Phase 2
0.6852 Remote Similarity NPD6698 Approved
0.6852 Remote Similarity NPD46 Approved
0.685 Remote Similarity NPD7078 Approved
0.6838 Remote Similarity NPD6011 Approved
0.6822 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6818 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6818 Remote Similarity NPD7900 Approved
0.6807 Remote Similarity NPD6401 Clinical (unspecified phase)
0.68 Remote Similarity NPD6117 Approved
0.68 Remote Similarity NPD6370 Approved
0.6792 Remote Similarity NPD7334 Approved
0.6792 Remote Similarity NPD7146 Approved
0.6792 Remote Similarity NPD6684 Approved
0.6792 Remote Similarity NPD5330 Approved
0.6792 Remote Similarity NPD7521 Approved
0.6792 Remote Similarity NPD3618 Phase 1
0.6792 Remote Similarity NPD6409 Approved
0.6786 Remote Similarity NPD4755 Approved
0.6772 Remote Similarity NPD6336 Discontinued
0.6759 Remote Similarity NPD5328 Approved
0.6757 Remote Similarity NPD5695 Phase 3
0.6754 Remote Similarity NPD4159 Approved
0.6754 Remote Similarity NPD5344 Discontinued
0.6733 Remote Similarity NPD6116 Phase 1
0.6727 Remote Similarity NPD4202 Approved
0.6726 Remote Similarity NPD5696 Approved
0.6723 Remote Similarity NPD4634 Approved
0.672 Remote Similarity NPD8517 Approved
0.672 Remote Similarity NPD8516 Approved
0.672 Remote Similarity NPD6015 Approved
0.672 Remote Similarity NPD8513 Phase 3
0.672 Remote Similarity NPD8515 Approved
0.672 Remote Similarity NPD6016 Approved
0.672 Remote Similarity NPD6921 Approved
0.6696 Remote Similarity NPD5211 Phase 2
0.6667 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD4700 Approved
0.6667 Remote Similarity NPD5286 Approved
0.6667 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD5285 Approved
0.6667 Remote Similarity NPD6903 Approved
0.6636 Remote Similarity NPD7637 Suspended
0.6636 Remote Similarity NPD5693 Phase 1
0.6636 Remote Similarity NPD6079 Approved
0.6607 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6606 Remote Similarity NPD4753 Phase 2
0.6606 Remote Similarity NPD6051 Approved
0.6604 Remote Similarity NPD3665 Phase 1
0.6604 Remote Similarity NPD3133 Approved
0.6604 Remote Similarity NPD3666 Approved
0.66 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6585 Remote Similarity NPD6274 Approved
0.6581 Remote Similarity NPD5141 Approved
0.6581 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6577 Remote Similarity NPD5779 Approved
0.6577 Remote Similarity NPD5778 Approved
0.6574 Remote Similarity NPD7524 Approved
0.6571 Remote Similarity NPD4752 Clinical (unspecified phase)
0.656 Remote Similarity NPD7100 Approved
0.656 Remote Similarity NPD7101 Approved
0.6552 Remote Similarity NPD4633 Approved
0.6552 Remote Similarity NPD5224 Approved
0.6552 Remote Similarity NPD5225 Approved
0.6552 Remote Similarity NPD5226 Approved
0.6542 Remote Similarity NPD1694 Approved
0.6538 Remote Similarity NPD7525 Registered
0.6535 Remote Similarity NPD3703 Phase 2
0.6514 Remote Similarity NPD5737 Approved
0.6514 Remote Similarity NPD6672 Approved
0.6509 Remote Similarity NPD4788 Approved
0.6496 Remote Similarity NPD5175 Approved
0.6496 Remote Similarity NPD5174 Approved
0.6486 Remote Similarity NPD7983 Approved
0.6486 Remote Similarity NPD6411 Approved
0.6484 Remote Similarity NPD6067 Discontinued
0.6481 Remote Similarity NPD6098 Approved
0.6481 Remote Similarity NPD3574 Clinical (unspecified phase)
0.648 Remote Similarity NPD6335 Approved
0.6466 Remote Similarity NPD5223 Approved
0.6462 Remote Similarity NPD8074 Phase 3
0.6457 Remote Similarity NPD6908 Approved
0.6457 Remote Similarity NPD6909 Approved
0.6455 Remote Similarity NPD6904 Approved
0.6455 Remote Similarity NPD6080 Approved
0.6455 Remote Similarity NPD6673 Approved
0.6449 Remote Similarity NPD3668 Phase 3
0.6412 Remote Similarity NPD6033 Approved
0.6404 Remote Similarity NPD5222 Approved
0.6404 Remote Similarity NPD5221 Approved
0.6404 Remote Similarity NPD4697 Phase 3
0.6404 Remote Similarity NPD5220 Clinical (unspecified phase)
0.64 Remote Similarity NPD5777 Approved
0.64 Remote Similarity NPD4809 Clinical (unspecified phase)
0.64 Remote Similarity NPD4808 Clinical (unspecified phase)
0.64 Remote Similarity NPD6317 Approved
0.6396 Remote Similarity NPD7838 Discovery
0.6396 Remote Similarity NPD5785 Approved
0.6387 Remote Similarity NPD4767 Approved
0.6387 Remote Similarity NPD4768 Approved
0.6379 Remote Similarity NPD6648 Approved
0.6364 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6356 Remote Similarity NPD4754 Approved
0.6355 Remote Similarity NPD7154 Phase 3
0.6355 Remote Similarity NPD6695 Phase 3
0.6355 Remote Similarity NPD5362 Discontinued
0.6349 Remote Similarity NPD6314 Approved
0.6349 Remote Similarity NPD6313 Approved
0.6348 Remote Similarity NPD5173 Approved
0.632 Remote Similarity NPD6868 Approved
0.6316 Remote Similarity NPD4629 Approved
0.6316 Remote Similarity NPD5210 Approved
0.6316 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6306 Remote Similarity NPD7285 Clinical (unspecified phase)

  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