Structure

Physi-Chem Properties

Molecular Weight:  3149.38
Volume:  3004.075
LogP:  -1.311
LogD:  3.185
LogS:  0.179
# Rotatable Bonds:  37
TPSA:  1282.27
# H-Bond Aceptor:  76
# H-Bond Donor:  46
# Rings:  10
# Heavy Atoms:  82

MedChem Properties

QED Drug-Likeness Score:  0.008
Synthetic Accessibility Score:  9.935
Fsp3:  0.642
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:  2.768
MDCK Permeability:  0.019853644
Pgp-inhibitor:  0
Pgp-substrate:  1
Human Intestinal Absorption (HIA):  1
20% Bioavailability (F20%):  1
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  1
Plasma Protein Binding (PPB):  26.85%
Volume Distribution (VD):  -1.823
Pgp-substrate:  67.90%

ADMET: Metabolism

CYP1A2-inhibitor:  0
CYP1A2-substrate:  0
CYP2C19-inhibitor:  0
CYP2C19-substrate:  0.001
CYP2C9-inhibitor:  0
CYP2C9-substrate:  0
CYP2D6-inhibitor:  0
CYP2D6-substrate:  0
CYP3A4-inhibitor:  0
CYP3A4-substrate:  0

ADMET: Excretion

Clearance (CL):  -4.338
Half-life (T1/2):  0.524

ADMET: Toxicity

hERG Blockers:  0
Human Hepatotoxicity (H-HT):  1
Drug-inuced Liver Injury (DILI):  0.98
AMES Toxicity:  0
Rat Oral Acute Toxicity:  0
Maximum Recommended Daily Dose:  0
Skin Sensitization:  0.864
Carcinogencity:  0.013
Eye Corrosion:  0.003
Eye Irritation:  0.017
Respiratory Toxicity:  0.947

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

  Natural Product: NPC477630

Natural Product ID:  NPC477630
Common Name*:   cyclo[Ala-Ala-Leu-Gly-Cys(1)-Ser-Cys(2)-Lys-Asn-Lys-Val-Cys(3)-Tyr-Arg-Asn-Gly-Ile-Pro-Cys(1)-Gly-Glu-Ser-Cys(2)-Val-Trp-Ile-Pro-Cys(3)-Ile-Ser]
IUPAC Name:   3-[(1R,4S,7S,13R,16S,22S,28S,31S,34S,37R,40S,43S,46S,49S,52R,55S,58R,64S,67S,70S,73S,76S,79R,82S,88S,91S,94S)-43,49-bis(4-aminobutyl)-28,46-bis(2-amino-2-oxoethyl)-22,76,88-tris[(2S)-butan-2-yl]-31-(3-carbamimidamidopropyl)-4,55,73-tris(hydroxymethyl)-34-[(4-hydroxyphenyl)methyl]-91-(1H-indol-3-ylmethyl)-67,70-dimethyl-64-(2-methylpropyl)-3,6,9,12,15,21,24,27,30,33,36,39,42,45,48,51,54,57,60,63,66,69,72,75,78,81,87,90,93,96-triacontaoxo-40,94-di(propan-2-yl)-2a,3a,6a,7a,98,99-hexathia-2,5,8,11,14,20,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,80,86,89,92,95-triacontazahexacyclo[50.44.4.413,58.437,79.016,20.082,86]octahectan-7-yl]propanoic acid
Synonyms:   Circulin A
Standard InCHIKey:  OEDKDVKQFDPTHK-UBIDWWFKSA-N
Standard InCHI:  InChI=1S/C134H208N38O38S6/c1-15-66(10)104-131(208)160-85(54-173)119(196)147-69(13)107(184)146-70(14)108(185)153-80(45-63(4)5)109(186)143-52-99(180)149-89-58-212-211-57-88-111(188)145-51-98(179)148-79(38-39-101(182)183)114(191)158-86(55-174)120(197)162-92-61-215-213-59-90(161-121(198)87(56-175)159-122(89)199)123(200)152-76(29-20-22-40-135)112(189)156-84(49-97(138)178)117(194)150-77(30-21-23-41-136)115(192)167-103(65(8)9)130(207)165-91(60-214-216-62-93(126(203)169-104)164-128(205)95-33-26-44-172(95)133(210)106(68(12)17-3)170-118(195)82(157-129(206)102(64(6)7)168-125(92)202)47-72-50-142-75-28-19-18-27-74(72)75)124(201)154-81(46-71-34-36-73(176)37-35-71)116(193)151-78(31-24-42-141-134(139)140)113(190)155-83(48-96(137)177)110(187)144-53-100(181)166-105(67(11)16-2)132(209)171-43-25-32-94(171)127(204)163-88/h18-19,27-28,34-37,50,63-70,76-95,102-106,142,173-176H,15-17,20-26,29-33,38-49,51-62,135-136H2,1-14H3,(H2,137,177)(H2,138,178)(H,143,186)(H,144,187)(H,145,188)(H,146,184)(H,147,196)(H,148,179)(H,149,180)(H,150,194)(H,151,193)(H,152,200)(H,153,185)(H,154,201)(H,155,190)(H,156,189)(H,157,206)(H,158,191)(H,159,199)(H,160,208)(H,161,198)(H,162,197)(H,163,204)(H,164,205)(H,165,207)(H,166,181)(H,167,192)(H,168,202)(H,169,203)(H,170,195)(H,182,183)(H4,139,140,141)/t66-,67-,68-,69-,70-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,102-,103-,104-,105-,106-/m0/s1
SMILES:  CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H]2CSSC[C@H]3C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H]4CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)N1)NC(=O)[C@@H]5CCCN5C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC4=O)C(C)C)CC6=CNC7=CC=CC=C76)[C@@H](C)CC)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N8CCC[C@H]8C(=O)N3)[C@@H](C)CC)CC(=O)N)CCCNC(=N)N)CC9=CC=C(C=C9)O)C(C)C)CCCCN)CC(=O)N)CCCCN)NC(=O)[C@@H](NC2=O)CO)CO)CCC(=O)O)CC(C)C)C)C)CO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   44592641
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0003297] Organic Polymers
      • [CHEMONTID:0003298] Polypeptides

*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
NPO33585 Palicourea condensata Species Rubiaceae Eukaryota Bark Pastaza, Ecuador 1988-MAR PMID[11430013]

☑ 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
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 50 nM PMID[11430013]
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 40 nM PMID[11678673]
NPT3153 Organism Kluyveromyces marxianus Kluyveromyces marxianus MIC = 18600 nM PMID[20718473]
NPT186 Organism Candida tropicalis Candida tropicalis MIC = 19400 nM PMID[20718473]
NPT766 Organism Proteus vulgaris Proteus vulgaris MIC = 54600 nM PMID[20718473]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 190 nM PMID[20718473]
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 40 nM PMID[20718473]
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 IC50 = 500 nM PMID[20718473]

☑ 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 NPC477630 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 NPC477635
0.9163 High Similarity NPC477634
0.8566 High Similarity NPC477633
0.8528 High Similarity NPC28945
0.8487 Intermediate Similarity NPC153400
0.8363 Intermediate Similarity NPC473317
0.8319 Intermediate Similarity NPC220852
0.8253 Intermediate Similarity NPC125597
0.8223 Intermediate Similarity NPC314882
0.8213 Intermediate Similarity NPC285343
0.819 Intermediate Similarity NPC326363
0.8145 Intermediate Similarity NPC314056
0.8128 Intermediate Similarity NPC325976
0.8125 Intermediate Similarity NPC320968
0.8063 Intermediate Similarity NPC478011
0.806 Intermediate Similarity NPC319232
0.806 Intermediate Similarity NPC24370
0.8048 Intermediate Similarity NPC478013
0.8031 Intermediate Similarity NPC314176
0.7968 Intermediate Similarity NPC315467
0.7944 Intermediate Similarity NPC478006
0.7922 Intermediate Similarity NPC478012
0.7897 Intermediate Similarity NPC64216
0.7866 Intermediate Similarity NPC478009
0.7857 Intermediate Similarity NPC323752
0.7782 Intermediate Similarity NPC321939
0.7773 Intermediate Similarity NPC75634
0.7741 Intermediate Similarity NPC89987
0.7739 Intermediate Similarity NPC54744
0.7725 Intermediate Similarity NPC478010
0.7718 Intermediate Similarity NPC478028
0.7699 Intermediate Similarity NPC473376
0.7682 Intermediate Similarity NPC477631
0.7671 Intermediate Similarity NPC477636
0.7654 Intermediate Similarity NPC478029
0.7634 Intermediate Similarity NPC100321
0.7611 Intermediate Similarity NPC155143
0.7578 Intermediate Similarity NPC477639
0.7566 Intermediate Similarity NPC475506
0.7531 Intermediate Similarity NPC214142
0.7521 Intermediate Similarity NPC328924
0.7521 Intermediate Similarity NPC321592
0.7521 Intermediate Similarity NPC54803
0.7511 Intermediate Similarity NPC473640
0.751 Intermediate Similarity NPC223409
0.751 Intermediate Similarity NPC263117
0.751 Intermediate Similarity NPC95240
0.751 Intermediate Similarity NPC322135
0.751 Intermediate Similarity NPC242872
0.751 Intermediate Similarity NPC125181
0.75 Intermediate Similarity NPC323244
0.75 Intermediate Similarity NPC261251
0.7489 Intermediate Similarity NPC107077
0.7489 Intermediate Similarity NPC162860
0.7489 Intermediate Similarity NPC223791
0.7478 Intermediate Similarity NPC293917
0.7478 Intermediate Similarity NPC54420
0.7469 Intermediate Similarity NPC100547
0.7458 Intermediate Similarity NPC281049
0.7455 Intermediate Similarity NPC477632
0.7455 Intermediate Similarity NPC477638
0.7427 Intermediate Similarity NPC304307
0.7427 Intermediate Similarity NPC34580
0.7427 Intermediate Similarity NPC124920
0.7427 Intermediate Similarity NPC118559
0.7414 Intermediate Similarity NPC478158
0.7407 Intermediate Similarity NPC14288
0.7404 Intermediate Similarity NPC478157
0.7403 Intermediate Similarity NPC323927
0.7393 Intermediate Similarity NPC75726
0.7393 Intermediate Similarity NPC110602
0.7393 Intermediate Similarity NPC31385
0.7357 Intermediate Similarity NPC171317
0.7349 Intermediate Similarity NPC295452
0.7349 Intermediate Similarity NPC171393
0.7347 Intermediate Similarity NPC284888
0.7311 Intermediate Similarity NPC264285
0.7309 Intermediate Similarity NPC213629
0.7295 Intermediate Similarity NPC69843
0.7276 Intermediate Similarity NPC323198
0.7261 Intermediate Similarity NPC16352
0.7247 Intermediate Similarity NPC33064
0.7247 Intermediate Similarity NPC245055
0.7237 Intermediate Similarity NPC156704
0.7236 Intermediate Similarity NPC165743
0.7229 Intermediate Similarity NPC82472
0.7229 Intermediate Similarity NPC476874
0.7217 Intermediate Similarity NPC315491
0.7217 Intermediate Similarity NPC45459
0.7213 Intermediate Similarity NPC244536
0.7208 Intermediate Similarity NPC313804
0.7208 Intermediate Similarity NPC315804
0.7206 Intermediate Similarity NPC63279
0.7195 Intermediate Similarity NPC477177
0.7195 Intermediate Similarity NPC475969
0.7195 Intermediate Similarity NPC475859
0.7195 Intermediate Similarity NPC474877
0.7177 Intermediate Similarity NPC297642
0.7154 Intermediate Similarity NPC470730
0.7154 Intermediate Similarity NPC477175
0.7154 Intermediate Similarity NPC470729
0.7154 Intermediate Similarity NPC477176
0.7125 Intermediate Similarity NPC79386
0.7117 Intermediate Similarity NPC477637
0.7106 Intermediate Similarity NPC316403
0.7095 Intermediate Similarity NPC303658
0.708 Intermediate Similarity NPC272549
0.7071 Intermediate Similarity NPC229348
0.7052 Intermediate Similarity NPC184225
0.7047 Intermediate Similarity NPC477109
0.7047 Intermediate Similarity NPC477107
0.7047 Intermediate Similarity NPC477108
0.7039 Intermediate Similarity NPC300183
0.7034 Intermediate Similarity NPC88008
0.7024 Intermediate Similarity NPC41679
0.7012 Intermediate Similarity NPC74969
0.7009 Intermediate Similarity NPC193761
0.7008 Intermediate Similarity NPC201831
0.7008 Intermediate Similarity NPC17487
0.7004 Intermediate Similarity NPC476491
0.7004 Intermediate Similarity NPC32771
0.6996 Remote Similarity NPC213308
0.6991 Remote Similarity NPC94752
0.6987 Remote Similarity NPC99666
0.6984 Remote Similarity NPC15801
0.6979 Remote Similarity NPC476098
0.697 Remote Similarity NPC242209
0.6966 Remote Similarity NPC117980
0.696 Remote Similarity NPC46580
0.6957 Remote Similarity NPC470784
0.695 Remote Similarity NPC181081
0.6949 Remote Similarity NPC470500
0.6947 Remote Similarity NPC475746
0.6944 Remote Similarity NPC477549
0.694 Remote Similarity NPC77555
0.6923 Remote Similarity NPC470497
0.692 Remote Similarity NPC74619
0.6916 Remote Similarity NPC171171
0.6911 Remote Similarity NPC478141
0.691 Remote Similarity NPC306376
0.6908 Remote Similarity NPC194740
0.6897 Remote Similarity NPC329295
0.6886 Remote Similarity NPC17059
0.6885 Remote Similarity NPC477714
0.6875 Remote Similarity NPC5145
0.6875 Remote Similarity NPC473312
0.6872 Remote Similarity NPC314002
0.687 Remote Similarity NPC60621
0.6867 Remote Similarity NPC6215
0.6862 Remote Similarity NPC258062
0.6862 Remote Similarity NPC127677
0.686 Remote Similarity NPC282247
0.6857 Remote Similarity NPC74360
0.6853 Remote Similarity NPC294693
0.685 Remote Similarity NPC184680
0.6844 Remote Similarity NPC238945
0.684 Remote Similarity NPC33949
0.6836 Remote Similarity NPC81175
0.6835 Remote Similarity NPC98715
0.6833 Remote Similarity NPC271862
0.6829 Remote Similarity NPC276657
0.6828 Remote Similarity NPC204717
0.6824 Remote Similarity NPC470785
0.6822 Remote Similarity NPC78609
0.682 Remote Similarity NPC46225
0.682 Remote Similarity NPC225821
0.6818 Remote Similarity NPC151976
0.6818 Remote Similarity NPC87856
0.6818 Remote Similarity NPC63109
0.6816 Remote Similarity NPC475736
0.6816 Remote Similarity NPC469594
0.6809 Remote Similarity NPC39092
0.6803 Remote Similarity NPC470732
0.6803 Remote Similarity NPC132211
0.6803 Remote Similarity NPC203614
0.6803 Remote Similarity NPC470731
0.6803 Remote Similarity NPC204491
0.6802 Remote Similarity NPC2395
0.6802 Remote Similarity NPC474896
0.68 Remote Similarity NPC186351
0.6797 Remote Similarity NPC117244
0.6797 Remote Similarity NPC477861
0.6797 Remote Similarity NPC473763
0.679 Remote Similarity NPC471080
0.679 Remote Similarity NPC469592
0.679 Remote Similarity NPC267965
0.6787 Remote Similarity NPC19170
0.6787 Remote Similarity NPC235885
0.6784 Remote Similarity NPC220765
0.6783 Remote Similarity NPC321708
0.678 Remote Similarity NPC249040
0.6776 Remote Similarity NPC304926
0.6776 Remote Similarity NPC476041
0.6776 Remote Similarity NPC477715
0.6776 Remote Similarity NPC472285
0.6776 Remote Similarity NPC305984
0.6774 Remote Similarity NPC31097
0.6774 Remote Similarity NPC155444
0.6771 Remote Similarity NPC314603
0.6766 Remote Similarity NPC131887

  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 NPC477630 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
0.7939 Intermediate Similarity NPD7970 Approved
0.7939 Intermediate Similarity NPD7971 Clinical (unspecified phase)
0.7913 Intermediate Similarity NPD8405 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD8493 Clinical (unspecified phase)
0.7621 Intermediate Similarity NPD8272 Phase 2
0.7573 Intermediate Similarity NPD8292 Phase 2
0.7478 Intermediate Similarity NPD7621 Clinical (unspecified phase)
0.7457 Intermediate Similarity NPD7809 Clinical (unspecified phase)
0.7425 Intermediate Similarity NPD7470 Discontinued
0.7386 Intermediate Similarity NPD7711 Discontinued
0.7342 Intermediate Similarity NPD8406 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD7603 Discontinued
0.7305 Intermediate Similarity NPD8255 Phase 2
0.7237 Intermediate Similarity NPD7948 Phase 1
0.7217 Intermediate Similarity NPD484 Approved
0.7213 Intermediate Similarity NPD4086 Phase 1
0.7203 Intermediate Similarity NPD8013 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD8284 Discontinued
0.7124 Intermediate Similarity NPD8072 Approved
0.7116 Intermediate Similarity NPD7655 Discontinued
0.7009 Intermediate Similarity NPD8073 Approved
0.6983 Remote Similarity NPD7823 Clinical (unspecified phase)
0.6949 Remote Similarity NPD8169 Discontinued
0.693 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6926 Remote Similarity NPD8421 Discontinued
0.6903 Remote Similarity NPD2091 Phase 2
0.6903 Remote Similarity NPD2096 Phase 2
0.6894 Remote Similarity NPD7903 Clinical (unspecified phase)
0.686 Remote Similarity NPD8094 Discontinued
0.6858 Remote Similarity NPD2094 Phase 2
0.6858 Remote Similarity NPD2095 Phase 2
0.6858 Remote Similarity NPD2092 Phase 2
0.6852 Remote Similarity NPD7689 Approved
0.6842 Remote Similarity NPD6824 Clinical (unspecified phase)
0.684 Remote Similarity NPD6665 Discontinued
0.6831 Remote Similarity NPD8112 Clinical (unspecified phase)
0.682 Remote Similarity NPD6838 Clinical (unspecified phase)
0.6818 Remote Similarity NPD8093 Discontinued
0.6818 Remote Similarity NPD7594 Clinical (unspecified phase)
0.681 Remote Similarity NPD5575 Clinical (unspecified phase)
0.6803 Remote Similarity NPD5612 Discontinued
0.68 Remote Similarity NPD7730 Approved
0.68 Remote Similarity NPD7731 Approved
0.68 Remote Similarity NPD8430 Approved
0.6784 Remote Similarity NPD8524 Approved
0.6784 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6781 Remote Similarity NPD7944 Discontinued
0.6778 Remote Similarity NPD7958 Clinical (unspecified phase)
0.6778 Remote Similarity NPD7957 Phase 1
0.6774 Remote Similarity NPD8356 Approved
0.675 Remote Similarity NPD8322 Phase 2
0.6746 Remote Similarity NPD7824 Approved
0.6738 Remote Similarity NPD8525 Approved
0.6726 Remote Similarity NPD8349 Phase 1
0.6722 Remote Similarity NPD7947 Clinical (unspecified phase)
0.672 Remote Similarity NPD7271 Approved
0.6708 Remote Similarity NPD7001 Phase 3
0.6692 Remote Similarity NPD7967 Discontinued
0.6681 Remote Similarity NPD7818 Clinical (unspecified phase)
0.668 Remote Similarity NPD3917 Approved
0.668 Remote Similarity NPD3916 Clinical (unspecified phase)
0.668 Remote Similarity NPD8458 Clinical (unspecified phase)
0.668 Remote Similarity NPD3918 Approved
0.6667 Remote Similarity NPD7825 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7950 Approved
0.6667 Remote Similarity NPD7953 Approved
0.6667 Remote Similarity NPD5426 Phase 3
0.6667 Remote Similarity NPD3814 Phase 1
0.6667 Remote Similarity NPD7952 Approved
0.6667 Remote Similarity NPD7789 Approved
0.6667 Remote Similarity NPD7791 Approved
0.6667 Remote Similarity NPD7790 Approved
0.6667 Remote Similarity NPD7951 Approved
0.6667 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5040 Clinical (unspecified phase)
0.6653 Remote Similarity NPD2509 Approved
0.6653 Remote Similarity NPD2187 Approved
0.6653 Remote Similarity NPD2189 Approved
0.6653 Remote Similarity NPD2510 Approved
0.6653 Remote Similarity NPD8488 Clinical (unspecified phase)
0.664 Remote Similarity NPD7780 Approved
0.664 Remote Similarity NPD7781 Approved
0.6639 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6639 Remote Similarity NPD3915 Approved
0.6623 Remote Similarity NPD6595 Phase 3
0.6617 Remote Similarity NPD8247 Approved
0.6617 Remote Similarity NPD8246 Approved
0.6615 Remote Similarity NPD3006 Discontinued
0.6602 Remote Similarity NPD7558 Phase 2
0.6601 Remote Similarity NPD6164 Phase 2
0.6601 Remote Similarity NPD6165 Phase 2
0.6596 Remote Similarity NPD1038 Approved
0.6596 Remote Similarity NPD802 Phase 2
0.6593 Remote Similarity NPD482 Approved
0.6586 Remote Similarity NPD537 Phase 2
0.6586 Remote Similarity NPD534 Phase 2
0.6583 Remote Similarity NPD7181 Phase 3
0.658 Remote Similarity NPD6344 Clinical (unspecified phase)
0.6579 Remote Similarity NPD8370 Discontinued
0.6577 Remote Similarity NPD7576 Discontinued
0.6575 Remote Similarity NPD5559 Phase 2
0.6573 Remote Similarity NPD7980 Clinical (unspecified phase)
0.657 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6564 Remote Similarity NPD749 Clinical (unspecified phase)
0.6554 Remote Similarity NPD8442 Discontinued
0.6553 Remote Similarity NPD4558 Phase 2
0.6552 Remote Similarity NPD3914 Clinical (unspecified phase)
0.6545 Remote Similarity NPD8097 Phase 3
0.6545 Remote Similarity NPD8096 Phase 3
0.6543 Remote Similarity NPD8410 Clinical (unspecified phase)
0.654 Remote Similarity NPD8310 Clinical (unspecified phase)
0.654 Remote Similarity NPD8359 Phase 2
0.6533 Remote Similarity NPD4184 Clinical (unspecified phase)
0.6532 Remote Similarity NPD7112 Discontinued
0.6531 Remote Similarity NPD7465 Suspended
0.6529 Remote Similarity NPD8098 Approved
0.6529 Remote Similarity NPD7712 Clinical (unspecified phase)
0.6527 Remote Similarity NPD7000 Clinical (unspecified phase)
0.6527 Remote Similarity NPD6999 Discontinued
0.6524 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6516 Remote Similarity NPD4960 Approved
0.6516 Remote Similarity NPD7666 Phase 3
0.6516 Remote Similarity NPD4959 Approved
0.6516 Remote Similarity NPD7665 Phase 2
0.6506 Remote Similarity NPD8271 Discontinued
0.6506 Remote Similarity NPD8257 Approved
0.6506 Remote Similarity NPD8258 Clinical (unspecified phase)
0.6506 Remote Similarity NPD8256 Approved
0.6502 Remote Similarity NPD5483 Clinical (unspecified phase)
0.6498 Remote Similarity NPD4885 Approved
0.6496 Remote Similarity NPD8289 Discontinued
0.6491 Remote Similarity NPD4887 Discontinued
0.6488 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6485 Remote Similarity NPD53 Approved
0.6485 Remote Similarity NPD7777 Approved
0.6485 Remote Similarity NPD7778 Approved
0.6484 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6476 Remote Similarity NPD750 Phase 2
0.6475 Remote Similarity NPD8017 Clinical (unspecified phase)
0.6475 Remote Similarity NPD8016 Phase 3
0.6475 Remote Similarity NPD1392 Approved
0.6475 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6473 Remote Similarity NPD8303 Discontinued
0.6473 Remote Similarity NPD8364 Approved
0.6473 Remote Similarity NPD4511 Phase 1
0.6473 Remote Similarity NPD8363 Approved
0.6471 Remote Similarity NPD6449 Clinical (unspecified phase)
0.6468 Remote Similarity NPD7617 Discontinued
0.6468 Remote Similarity NPD7726 Phase 1
0.6466 Remote Similarity NPD5482 Discontinued
0.6463 Remote Similarity NPD8261 Discontinued
0.6462 Remote Similarity NPD5018 Phase 3
0.6461 Remote Similarity NPD5901 Discontinued
0.6459 Remote Similarity NPD8106 Phase 2
0.6456 Remote Similarity NPD1304 Clinical (unspecified phase)
0.6453 Remote Similarity NPD6276 Discontinued
0.6449 Remote Similarity NPD2916 Discontinued
0.644 Remote Similarity NPD8000 Clinical (unspecified phase)
0.6434 Remote Similarity NPD5015 Clinical (unspecified phase)
0.6431 Remote Similarity NPD4438 Approved
0.6431 Remote Similarity NPD8075 Discontinued
0.6429 Remote Similarity NPD6242 Discontinued
0.6426 Remote Similarity NPD7770 Phase 3
0.6426 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6426 Remote Similarity NPD4897 Phase 2
0.6423 Remote Similarity NPD2125 Clinical (unspecified phase)
0.6423 Remote Similarity NPD7273 Clinical (unspecified phase)
0.6418 Remote Similarity NPD6724 Clinical (unspecified phase)
0.6418 Remote Similarity NPD8459 Approved
0.6418 Remote Similarity NPD8460 Approved
0.6417 Remote Similarity NPD7946 Pre-registration
0.6417 Remote Similarity NPD6173 Approved
0.6414 Remote Similarity NPD3354 Phase 2
0.6414 Remote Similarity NPD7878 Phase 2
0.6411 Remote Similarity NPD3330 Phase 1
0.641 Remote Similarity NPD706 Phase 1
0.6406 Remote Similarity NPD4845 Discontinued
0.6405 Remote Similarity NPD7817 Phase 1
0.6403 Remote Similarity NPD5147 Discontinued
0.64 Remote Similarity NPD3394 Approved
0.64 Remote Similarity NPD6803 Clinical (unspecified phase)
0.64 Remote Similarity NPD3393 Approved
0.64 Remote Similarity NPD3389 Approved
0.6397 Remote Similarity NPD8321 Discontinued
0.6395 Remote Similarity NPD8372 Clinical (unspecified phase)
0.6394 Remote Similarity NPD8463 Approved
0.639 Remote Similarity NPD2175 Phase 3
0.639 Remote Similarity NPD8396 Approved
0.639 Remote Similarity NPD8395 Approved
0.639 Remote Similarity NPD2176 Approved
0.639 Remote Similarity NPD2177 Approved
0.6387 Remote Similarity NPD6456 Discontinued
0.6383 Remote Similarity NPD3486 Clinical (unspecified phase)
0.6381 Remote Similarity NPD7710 Clinical (unspecified phase)
0.6377 Remote Similarity NPD7393 Clinical (unspecified phase)
0.6376 Remote Similarity NPD5065 Approved
0.6375 Remote Similarity NPD5003 Discontinued
0.6371 Remote Similarity NPD5066 Phase 2
0.6371 Remote Similarity NPD949 Phase 1
0.6371 Remote Similarity NPD5067 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