Structure

Physi-Chem Properties

Molecular Weight:  766.45
Volume:  790.477
LogP:  4.848
LogD:  4.315
LogS:  -4.571
# Rotatable Bonds:  21
TPSA:  199.26
# H-Bond Aceptor:  13
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  13

MedChem Properties

QED Drug-Likeness Score:  0.066
Synthetic Accessibility Score:  6.312
Fsp3:  0.805
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:  -5.143
MDCK Permeability:  3.36496377713047e-05
Pgp-inhibitor:  0.973
Pgp-substrate:  0.998
Human Intestinal Absorption (HIA):  0.377
20% Bioavailability (F20%):  0.044
30% Bioavailability (F30%):  0.981

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.017
Plasma Protein Binding (PPB):  96.47183990478516%
Volume Distribution (VD):  1.583
Pgp-substrate:  3.285677433013916%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.136
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.69
CYP2C9-inhibitor:  0.048
CYP2C9-substrate:  0.083
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.11
CYP3A4-inhibitor:  0.259
CYP3A4-substrate:  0.594

ADMET: Excretion

Clearance (CL):  17.609
Half-life (T1/2):  0.369

ADMET: Toxicity

hERG Blockers:  0.038
Human Hepatotoxicity (H-HT):  0.935
Drug-inuced Liver Injury (DILI):  0.963
AMES Toxicity:  0.026
Rat Oral Acute Toxicity:  0.955
Maximum Recommended Daily Dose:  0.007
Skin Sensitization:  0.403
Carcinogencity:  0.133
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.951

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

  Natural Product: NPC313569

Natural Product ID:  NPC313569
Common Name*:   Tautomycin
IUPAC Name:   [(3R,4R,5R,8S,9S,12R)-12-[(2S,3S,6R,8S,9R)-3,9-dimethyl-8-[(3S)-3-methyl-4-oxopentyl]-1,7-dioxaspiro[5.5]undecan-2-yl]-5,9-dihydroxy-4-methoxy-2,8-dimethyl-7-oxotridecan-3-yl] (3R)-3-hydroxy-3-(4-methyl-2,5-dioxofuran-3-yl)propanoate
Synonyms:  
Standard InCHIKey:  RFCWHQNNCOJYTR-IRCAEPKSSA-N
Standard InCHI:  InChI=1S/C41H66O13/c1-21(2)36(51-34(47)20-31(45)35-27(8)39(48)52-40(35)49)38(50-10)32(46)19-30(44)26(7)29(43)13-11-24(5)37-25(6)16-18-41(54-37)17-15-23(4)33(53-41)14-12-22(3)28(9)42/h21-26,29,31-33,36-38,43,45-46H,11-20H2,1-10H3/t22-,23+,24+,25-,26-,29-,31+,32+,33-,36+,37-,38+,41+/m0/s1
SMILES:  CC(C)[C@H]([C@@H]([C@@H](CC(=O)[C@@H](C)[C@H](CC[C@@H](C)[C@H]1[C@@H](C)CC[C@@]2(CC[C@@H](C)[C@H](CC[C@H](C)C(=O)C)O2)O1)O)O)OC)OC(=O)C[C@H](C1=C(C)C(=O)OC1=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL505512
PubChem CID:   440646
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0001722] Fatty alcohol esters

*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
NPO2280 Streptomyces griseochromogenes Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[12964155]
NPO2280 Streptomyces griseochromogenes Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19191560]
NPO2280 Streptomyces griseochromogenes Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23377931]
NPO2280 Streptomyces griseochromogenes Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]

☑ 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
NPT4168 Individual Protein Serine-threonine protein phosphatase 2A regulatory subunit Gallus gallus IC50 = 10.0 nM PMID[556195]
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 = 0.67 nM PMID[556195]
NPT4168 Individual Protein Serine-threonine protein phosphatase 2A regulatory subunit Gallus gallus IC50 = 0.7 nM PMID[556196]
NPT5877 Individual Protein Protein phosphatase 2A regulatory subunit B' Homo sapiens IC50 = 9400.0 nM PMID[556197]
NPT2 Others Unspecified IC50 = 0.7 nM PMID[556196]
NPT2 Others Unspecified IC50 = 70000000.0 nM PMID[556196]
NPT2 Others Unspecified IC50 = 1900.0 nM PMID[556197]
NPT2 Others Unspecified Selectivity ratio = 4.9 n.a. PMID[556197]
NPT2 Others Unspecified IC50 = 190.0 nM PMID[556198]
NPT2 Others Unspecified IC50 = 900.0 nM PMID[556198]
NPT2 Others Unspecified IC50 = 22.0 nM PMID[556199]

☑ 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 NPC313569 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
0.8317 Intermediate Similarity NPC261377
0.8317 Intermediate Similarity NPC255592
0.8317 Intermediate Similarity NPC308567
0.8317 Intermediate Similarity NPC83895
0.8317 Intermediate Similarity NPC187761
0.8302 Intermediate Similarity NPC315836
0.8302 Intermediate Similarity NPC313668
0.8218 Intermediate Similarity NPC40812
0.82 Intermediate Similarity NPC473334
0.8198 Intermediate Similarity NPC475309
0.819 Intermediate Similarity NPC476740
0.819 Intermediate Similarity NPC476738
0.8173 Intermediate Similarity NPC309398
0.81 Intermediate Similarity NPC471496
0.8 Intermediate Similarity NPC473816
0.8 Intermediate Similarity NPC475367
0.8 Intermediate Similarity NPC474581
0.7941 Intermediate Similarity NPC143446
0.7921 Intermediate Similarity NPC71589
0.787 Intermediate Similarity NPC193765
0.787 Intermediate Similarity NPC473807
0.7864 Intermediate Similarity NPC266842
0.785 Intermediate Similarity NPC472749
0.785 Intermediate Similarity NPC472751
0.7843 Intermediate Similarity NPC36954
0.7826 Intermediate Similarity NPC470829
0.7826 Intermediate Similarity NPC473228
0.7822 Intermediate Similarity NPC471483
0.7757 Intermediate Similarity NPC472748
0.7745 Intermediate Similarity NPC472198
0.7736 Intermediate Similarity NPC473596
0.7723 Intermediate Similarity NPC472197
0.7723 Intermediate Similarity NPC470379
0.7723 Intermediate Similarity NPC470373
0.7723 Intermediate Similarity NPC472199
0.7719 Intermediate Similarity NPC13710
0.7706 Intermediate Similarity NPC219900
0.7706 Intermediate Similarity NPC177524
0.7706 Intermediate Similarity NPC392
0.767 Intermediate Similarity NPC471142
0.7664 Intermediate Similarity NPC159533
0.7664 Intermediate Similarity NPC472747
0.7664 Intermediate Similarity NPC472755
0.7664 Intermediate Similarity NPC472750
0.7658 Intermediate Similarity NPC126897
0.7658 Intermediate Similarity NPC297945
0.7647 Intermediate Similarity NPC238090
0.7647 Intermediate Similarity NPC472195
0.7647 Intermediate Similarity NPC478037
0.7647 Intermediate Similarity NPC11456
0.7647 Intermediate Similarity NPC320089
0.7647 Intermediate Similarity NPC478036
0.7647 Intermediate Similarity NPC475912
0.7647 Intermediate Similarity NPC476300
0.7647 Intermediate Similarity NPC472196
0.7632 Intermediate Similarity NPC474483
0.7627 Intermediate Similarity NPC318135
0.7624 Intermediate Similarity NPC476004
0.7624 Intermediate Similarity NPC474761
0.7624 Intermediate Similarity NPC313670
0.7619 Intermediate Similarity NPC472015
0.7615 Intermediate Similarity NPC112780
0.7615 Intermediate Similarity NPC474285
0.7615 Intermediate Similarity NPC254538
0.7596 Intermediate Similarity NPC54731
0.7596 Intermediate Similarity NPC476315
0.7593 Intermediate Similarity NPC469869
0.7593 Intermediate Similarity NPC470104
0.7593 Intermediate Similarity NPC472756
0.7593 Intermediate Similarity NPC100487
0.7586 Intermediate Similarity NPC48692
0.7586 Intermediate Similarity NPC476150
0.7586 Intermediate Similarity NPC476127
0.7576 Intermediate Similarity NPC469483
0.7573 Intermediate Similarity NPC159698
0.757 Intermediate Similarity NPC295791
0.757 Intermediate Similarity NPC149371
0.757 Intermediate Similarity NPC472754
0.7568 Intermediate Similarity NPC83005
0.7549 Intermediate Similarity NPC184463
0.7549 Intermediate Similarity NPC30515
0.7547 Intermediate Similarity NPC288876
0.7545 Intermediate Similarity NPC475960
0.7525 Intermediate Similarity NPC477017
0.7525 Intermediate Similarity NPC295312
0.7525 Intermediate Similarity NPC477016
0.7525 Intermediate Similarity NPC280612
0.7521 Intermediate Similarity NPC476204
0.7521 Intermediate Similarity NPC129434
0.7521 Intermediate Similarity NPC469812
0.7521 Intermediate Similarity NPC170880
0.7521 Intermediate Similarity NPC183353
0.7521 Intermediate Similarity NPC170084
0.75 Intermediate Similarity NPC27687
0.75 Intermediate Similarity NPC14961
0.75 Intermediate Similarity NPC475321
0.75 Intermediate Similarity NPC270013
0.75 Intermediate Similarity NPC475871
0.75 Intermediate Similarity NPC232258
0.75 Intermediate Similarity NPC475945
0.75 Intermediate Similarity NPC110989
0.7477 Intermediate Similarity NPC476611
0.7477 Intermediate Similarity NPC474742
0.7477 Intermediate Similarity NPC472753
0.7477 Intermediate Similarity NPC47880
0.7476 Intermediate Similarity NPC295204
0.7476 Intermediate Similarity NPC273579
0.7476 Intermediate Similarity NPC469645
0.7476 Intermediate Similarity NPC469692
0.7476 Intermediate Similarity NPC162205
0.7476 Intermediate Similarity NPC288240
0.7475 Intermediate Similarity NPC137033
0.7456 Intermediate Similarity NPC181145
0.7453 Intermediate Similarity NPC203627
0.7453 Intermediate Similarity NPC187268
0.7453 Intermediate Similarity NPC475653
0.7453 Intermediate Similarity NPC471144
0.7451 Intermediate Similarity NPC473448
0.7451 Intermediate Similarity NPC71533
0.7451 Intermediate Similarity NPC473904
0.7451 Intermediate Similarity NPC51004
0.7451 Intermediate Similarity NPC106510
0.744 Intermediate Similarity NPC251998
0.7438 Intermediate Similarity NPC476859
0.7434 Intermediate Similarity NPC66108
0.7431 Intermediate Similarity NPC203659
0.7429 Intermediate Similarity NPC17578
0.7429 Intermediate Similarity NPC240673
0.7429 Intermediate Similarity NPC306041
0.7429 Intermediate Similarity NPC477921
0.7429 Intermediate Similarity NPC76862
0.7429 Intermediate Similarity NPC158416
0.7429 Intermediate Similarity NPC39859
0.7429 Intermediate Similarity NPC470883
0.7426 Intermediate Similarity NPC474471
0.7426 Intermediate Similarity NPC153805
0.7426 Intermediate Similarity NPC89001
0.7426 Intermediate Similarity NPC227379
0.7414 Intermediate Similarity NPC291564
0.7411 Intermediate Similarity NPC476766
0.7411 Intermediate Similarity NPC235014
0.7407 Intermediate Similarity NPC106668
0.7407 Intermediate Similarity NPC474747
0.7407 Intermediate Similarity NPC225353
0.7407 Intermediate Similarity NPC320019
0.7407 Intermediate Similarity NPC223834
0.7407 Intermediate Similarity NPC324017
0.7404 Intermediate Similarity NPC81386
0.7404 Intermediate Similarity NPC256368
0.7404 Intermediate Similarity NPC474035
0.7404 Intermediate Similarity NPC121825
0.74 Intermediate Similarity NPC47937
0.74 Intermediate Similarity NPC477010
0.7395 Intermediate Similarity NPC186339
0.7387 Intermediate Similarity NPC151393
0.7387 Intermediate Similarity NPC110701
0.7381 Intermediate Similarity NPC295885
0.7381 Intermediate Similarity NPC140045
0.7379 Intermediate Similarity NPC473321
0.7377 Intermediate Similarity NPC476851
0.7377 Intermediate Similarity NPC476854
0.7374 Intermediate Similarity NPC474780
0.7374 Intermediate Similarity NPC9868
0.7374 Intermediate Similarity NPC70424
0.7374 Intermediate Similarity NPC243618
0.7373 Intermediate Similarity NPC187950
0.7373 Intermediate Similarity NPC278163
0.7373 Intermediate Similarity NPC471999
0.7373 Intermediate Similarity NPC131841
0.7373 Intermediate Similarity NPC258815
0.7373 Intermediate Similarity NPC472001
0.7373 Intermediate Similarity NPC47567
0.7373 Intermediate Similarity NPC258789
0.7373 Intermediate Similarity NPC169727
0.7373 Intermediate Similarity NPC194310
0.7373 Intermediate Similarity NPC241310
0.7373 Intermediate Similarity NPC472000
0.7373 Intermediate Similarity NPC412
0.7368 Intermediate Similarity NPC75167
0.7368 Intermediate Similarity NPC264153
0.7368 Intermediate Similarity NPC311592
0.7364 Intermediate Similarity NPC478038
0.736 Intermediate Similarity NPC262813
0.7358 Intermediate Similarity NPC120299
0.7358 Intermediate Similarity NPC476613
0.7358 Intermediate Similarity NPC17326
0.7358 Intermediate Similarity NPC471462
0.7358 Intermediate Similarity NPC476612
0.7358 Intermediate Similarity NPC472290
0.7358 Intermediate Similarity NPC134454
0.7353 Intermediate Similarity NPC130359
0.7353 Intermediate Similarity NPC14901
0.7353 Intermediate Similarity NPC307411
0.7353 Intermediate Similarity NPC474032
0.7353 Intermediate Similarity NPC477011
0.7353 Intermediate Similarity NPC139418
0.735 Intermediate Similarity NPC178548
0.735 Intermediate Similarity NPC258592
0.7345 Intermediate Similarity NPC324683
0.7345 Intermediate Similarity NPC287311

  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 NPC313569 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
0.7706 Intermediate Similarity NPD6686 Approved
0.7658 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD46 Approved
0.7624 Intermediate Similarity NPD6698 Approved
0.7619 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7549 Intermediate Similarity NPD7983 Approved
0.7521 Intermediate Similarity NPD8516 Approved
0.7521 Intermediate Similarity NPD8515 Approved
0.7521 Intermediate Similarity NPD8517 Approved
0.7521 Intermediate Similarity NPD8513 Phase 3
0.7311 Intermediate Similarity NPD8080 Discontinued
0.7264 Intermediate Similarity NPD7839 Suspended
0.7213 Intermediate Similarity NPD8074 Phase 3
0.7179 Intermediate Similarity NPD8137 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD7830 Approved
0.7107 Intermediate Similarity NPD7829 Approved
0.7107 Intermediate Similarity NPD8328 Phase 3
0.7105 Intermediate Similarity NPD6371 Approved
0.7097 Intermediate Similarity NPD7319 Approved
0.7083 Intermediate Similarity NPD8274 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.6992 Remote Similarity NPD7507 Approved
0.6992 Remote Similarity NPD8451 Approved
0.6981 Remote Similarity NPD5778 Approved
0.6981 Remote Similarity NPD5779 Approved
0.6977 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6967 Remote Similarity NPD7642 Approved
0.6952 Remote Similarity NPD7838 Discovery
0.6942 Remote Similarity NPD8444 Approved
0.6935 Remote Similarity NPD8448 Approved
0.6911 Remote Similarity NPD8299 Approved
0.6911 Remote Similarity NPD8340 Approved
0.6911 Remote Similarity NPD8342 Approved
0.6911 Remote Similarity NPD8341 Approved
0.687 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6818 Remote Similarity NPD4225 Approved
0.6772 Remote Similarity NPD8390 Approved
0.6772 Remote Similarity NPD8392 Approved
0.6772 Remote Similarity NPD8391 Approved
0.6724 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6697 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6412 Phase 2
0.6667 Remote Similarity NPD8269 Approved
0.6667 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8267 Approved
0.6667 Remote Similarity NPD8266 Approved
0.6667 Remote Similarity NPD8268 Approved
0.6641 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6639 Remote Similarity NPD8133 Approved
0.6638 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6637 Remote Similarity NPD8083 Approved
0.6637 Remote Similarity NPD8082 Approved
0.6637 Remote Similarity NPD8086 Approved
0.6637 Remote Similarity NPD8085 Approved
0.6637 Remote Similarity NPD8138 Approved
0.6637 Remote Similarity NPD8139 Approved
0.6637 Remote Similarity NPD8084 Approved
0.6636 Remote Similarity NPD5785 Approved
0.6612 Remote Similarity NPD7115 Discovery
0.6585 Remote Similarity NPD8377 Approved
0.6585 Remote Similarity NPD8294 Approved
0.6579 Remote Similarity NPD8275 Approved
0.6579 Remote Similarity NPD8276 Approved
0.6571 Remote Similarity NPD5786 Approved
0.6557 Remote Similarity NPD7641 Discontinued
0.6542 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6542 Remote Similarity NPD6101 Approved
0.6532 Remote Similarity NPD8296 Approved
0.6532 Remote Similarity NPD8378 Approved
0.6532 Remote Similarity NPD8033 Approved
0.6532 Remote Similarity NPD8335 Approved
0.6532 Remote Similarity NPD8380 Approved
0.6532 Remote Similarity NPD8379 Approved
0.6522 Remote Similarity NPD8081 Approved
0.6476 Remote Similarity NPD5363 Approved
0.6476 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6466 Remote Similarity NPD8393 Approved
0.646 Remote Similarity NPD7640 Approved
0.646 Remote Similarity NPD7639 Approved
0.6439 Remote Similarity NPD8415 Approved
0.6423 Remote Similarity NPD7327 Approved
0.6423 Remote Similarity NPD7328 Approved
0.6422 Remote Similarity NPD6411 Approved
0.6417 Remote Similarity NPD6053 Discontinued
0.641 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6406 Remote Similarity NPD8293 Discontinued
0.6381 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6378 Remote Similarity NPD7492 Approved
0.6372 Remote Similarity NPD7638 Approved
0.6371 Remote Similarity NPD7516 Approved
0.6357 Remote Similarity NPD7736 Approved
0.6348 Remote Similarity NPD7632 Discontinued
0.6346 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6346 Remote Similarity NPD4269 Approved
0.6346 Remote Similarity NPD4270 Approved
0.6328 Remote Similarity NPD6616 Approved
0.632 Remote Similarity NPD6054 Approved
0.632 Remote Similarity NPD6059 Approved
0.632 Remote Similarity NPD6319 Approved
0.6306 Remote Similarity NPD5282 Discontinued
0.6286 Remote Similarity NPD6110 Phase 1
0.6286 Remote Similarity NPD7154 Phase 3
0.6279 Remote Similarity NPD7078 Approved
0.6261 Remote Similarity NPD5344 Discontinued
0.6231 Remote Similarity NPD8337 Approved
0.6231 Remote Similarity NPD8336 Approved
0.622 Remote Similarity NPD6370 Approved
0.6212 Remote Similarity NPD7260 Phase 2
0.6202 Remote Similarity NPD8273 Phase 1
0.619 Remote Similarity NPD6435 Approved
0.619 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6168 Remote Similarity NPD1694 Approved
0.6165 Remote Similarity NPD6845 Suspended
0.6154 Remote Similarity NPD4252 Approved
0.6148 Remote Similarity NPD8297 Approved
0.6148 Remote Similarity NPD6882 Approved
0.6142 Remote Similarity NPD6016 Approved
0.6142 Remote Similarity NPD7503 Approved
0.6142 Remote Similarity NPD6015 Approved
0.6142 Remote Similarity NPD6921 Approved
0.6134 Remote Similarity NPD8307 Discontinued
0.6134 Remote Similarity NPD8140 Approved
0.6126 Remote Similarity NPD7637 Suspended
0.6117 Remote Similarity NPD4238 Approved
0.6117 Remote Similarity NPD4802 Phase 2
0.6105 Remote Similarity NPD7909 Approved
0.6095 Remote Similarity NPD5369 Approved
0.6094 Remote Similarity NPD5988 Approved
0.608 Remote Similarity NPD7500 Approved
0.608 Remote Similarity NPD6009 Approved
0.6043 Remote Similarity NPD8384 Approved
0.6042 Remote Similarity NPD7341 Phase 2
0.6033 Remote Similarity NPD8305 Approved
0.6033 Remote Similarity NPD6372 Approved
0.6033 Remote Similarity NPD6373 Approved
0.6033 Remote Similarity NPD8306 Approved
0.6015 Remote Similarity NPD6914 Discontinued
0.6 Remote Similarity NPD5368 Approved
0.5984 Remote Similarity NPD8087 Discontinued
0.5981 Remote Similarity NPD5362 Discontinued
0.5968 Remote Similarity NPD4632 Approved
0.5966 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5962 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5935 Remote Similarity NPD6649 Approved
0.5935 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5935 Remote Similarity NPD6650 Approved
0.5926 Remote Similarity NPD8338 Approved
0.5917 Remote Similarity NPD6402 Approved
0.5917 Remote Similarity NPD7128 Approved
0.5917 Remote Similarity NPD6675 Approved
0.5917 Remote Similarity NPD5739 Approved
0.5909 Remote Similarity NPD4251 Approved
0.5909 Remote Similarity NPD4250 Approved
0.5905 Remote Similarity NPD7329 Approved
0.5897 Remote Similarity NPD6648 Approved
0.589 Remote Similarity NPD8389 Clinical (unspecified phase)
0.5877 Remote Similarity NPD7748 Approved
0.5872 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5865 Remote Similarity NPD6033 Approved
0.5862 Remote Similarity NPD7902 Approved
0.5862 Remote Similarity NPD6084 Phase 2
0.5862 Remote Similarity NPD6083 Phase 2
0.5849 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5841 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4057 Clinical (unspecified phase)
0.582 Remote Similarity NPD6881 Approved
0.582 Remote Similarity NPD7320 Approved
0.582 Remote Similarity NPD6899 Approved
0.5818 Remote Similarity NPD4249 Approved
0.5812 Remote Similarity NPD5696 Approved
0.5806 Remote Similarity NPD8130 Phase 1
0.5804 Remote Similarity NPD5370 Suspended
0.5804 Remote Similarity NPD1695 Approved
0.5798 Remote Similarity NPD8301 Approved
0.5798 Remote Similarity NPD8300 Approved
0.5789 Remote Similarity NPD6399 Phase 3
0.5784 Remote Similarity NPD3181 Approved
0.5758 Remote Similarity NPD898 Approved
0.5758 Remote Similarity NPD897 Approved
0.5758 Remote Similarity NPD896 Approved
0.5741 Remote Similarity NPD5209 Approved
0.5738 Remote Similarity NPD5701 Approved
0.5738 Remote Similarity NPD5697 Approved
0.5726 Remote Similarity NPD7102 Approved
0.5726 Remote Similarity NPD7290 Approved
0.5726 Remote Similarity NPD6883 Approved
0.5726 Remote Similarity NPD4634 Approved
0.5703 Remote Similarity NPD7505 Discontinued
0.5702 Remote Similarity NPD7515 Phase 2
0.5701 Remote Similarity NPD4819 Approved
0.5701 Remote Similarity NPD4821 Approved
0.5701 Remote Similarity NPD4822 Approved
0.5701 Remote Similarity NPD4820 Approved
0.569 Remote Similarity NPD5695 Phase 3
0.5682 Remote Similarity NPD7604 Phase 2
0.568 Remote Similarity NPD6617 Approved
0.568 Remote Similarity NPD6869 Approved
0.568 Remote Similarity NPD6847 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data