Structure

Physi-Chem Properties

Molecular Weight:  829.49
Volume:  853.753
LogP:  2.242
LogD:  2.723
LogS:  -3.323
# Rotatable Bonds:  30
TPSA:  237.85
# H-Bond Aceptor:  17
# H-Bond Donor:  6
# Rings:  2
# Heavy Atoms:  17

MedChem Properties

QED Drug-Likeness Score:  0.098
Synthetic Accessibility Score:  4.886
Fsp3:  0.667
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.472
MDCK Permeability:  3.4347103792242706e-05
Pgp-inhibitor:  0.996
Pgp-substrate:  0.994
Human Intestinal Absorption (HIA):  0.046
20% Bioavailability (F20%):  0.076
30% Bioavailability (F30%):  0.948

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.086
Plasma Protein Binding (PPB):  80.10201263427734%
Volume Distribution (VD):  0.394
Pgp-substrate:  20.48163414001465%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.021
CYP2C19-inhibitor:  0.04
CYP2C19-substrate:  0.057
CYP2C9-inhibitor:  0.094
CYP2C9-substrate:  0.025
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.067
CYP3A4-inhibitor:  0.667
CYP3A4-substrate:  0.124

ADMET: Excretion

Clearance (CL):  6.968
Half-life (T1/2):  0.34

ADMET: Toxicity

hERG Blockers:  0.006
Human Hepatotoxicity (H-HT):  0.918
Drug-inuced Liver Injury (DILI):  0.711
AMES Toxicity:  0.006
Rat Oral Acute Toxicity:  0.108
Maximum Recommended Daily Dose:  0.856
Skin Sensitization:  0.075
Carcinogencity:  0.007
Eye Corrosion:  0.003
Eye Irritation:  0.004
Respiratory Toxicity:  0.027

Download Data

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

  Natural Product: NPC52748

Natural Product ID:  NPC52748
Common Name*:   Tasiamide
IUPAC Name:   methyl (2S)-1-[(2R)-2-[[2-[[(2S,3S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S,3S)-2-hydroxy-3-methylpentanoyl]amino]-4-methylpentanoyl]-methylamino]-5-oxopentanoyl]amino]-3-methylpentanoyl]amino]acetyl]-methylamino]-3-phenylpropanoyl]pyrrolidine-2-carboxylate
Synonyms:   Tasiamide
Standard InCHIKey:  LNEYJLFOLWPLKO-JQEFZHILSA-N
Standard InCHI:  InChI=1S/C42H67N7O10/c1-10-26(5)35(46-37(53)30(19-20-33(43)50)48(8)40(56)29(22-25(3)4)45-39(55)36(52)27(6)11-2)38(54)44-24-34(51)47(7)32(23-28-16-13-12-14-17-28)41(57)49-21-15-18-31(49)42(58)59-9/h12-14,16-17,25-27,29-32,35-36,52H,10-11,15,18-24H2,1-9H3,(H2,43,50)(H,44,54)(H,45,55)(H,46,53)/t26-,27-,29-,30-,31-,32+,35-,36-/m0/s1
SMILES:  CC[C@H](C)[C@@H](C(=NCC(=O)N(C)[C@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)OC)O)N=C([C@H](CCC(=N)O)N(C)C(=O)[C@H](CC(C)C)N=C([C@H]([C@@H](C)CC)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL451584
PubChem CID:   637436
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0000013] Amino acids, peptides, and analogues
          • [CHEMONTID:0000348] Peptides
            • [CHEMONTID:0004831] Oligopeptides

*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
NPO33200 symploca sp. Species Microcoleaceae Bacteria n.a. n.a. n.a. PMID[12350160]
NPO33200 symploca sp. Species Microcoleaceae Bacteria n.a. n.a. n.a. PMID[12762794]
NPO33200 symploca sp. Species Microcoleaceae Bacteria n.a. Sunday Island, Papua New Guinea n.a. PMID[18163584]
NPO33200 symploca sp. Species Microcoleaceae Bacteria n.a. Papua New Guinea n.a. PMID[20687534]
NPO33200 symploca sp. Species Microcoleaceae Bacteria n.a. Panamanian n.a. PMID[24164245]
NPO33200 symploca sp. Species Microcoleaceae Bacteria n.a. n.a. n.a. PMID[24588245]
NPO33200 symploca sp. Species Microcoleaceae Bacteria n.a. n.a. n.a. PMID[28055219]
NPO33200 symploca sp. Species Microcoleaceae Bacteria n.a. n.a. n.a. PMID[29808677]

☑ 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
NPT91 Cell Line KB Homo sapiens IC50 = 0.48 ug.mL-1 PMID[503716]
NPT114 Cell Line LoVo Homo sapiens IC50 = 3.47 ug.mL-1 PMID[503716]
NPT91 Cell Line KB Homo sapiens IC50 = 480.0 nM PMID[503717]

☑ 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 NPC52748 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
0.9635 High Similarity NPC2501
0.9562 High Similarity NPC471821
0.9562 High Similarity NPC471820
0.9429 High Similarity NPC122590
0.9034 High Similarity NPC197743
0.9034 High Similarity NPC297145
0.9 High Similarity NPC262077
0.8841 High Similarity NPC470884
0.8841 High Similarity NPC98424
0.8841 High Similarity NPC92784
0.8841 High Similarity NPC476133
0.8841 High Similarity NPC178662
0.8794 High Similarity NPC315266
0.8723 High Similarity NPC476978
0.8662 High Similarity NPC5620
0.8643 High Similarity NPC163392
0.8643 High Similarity NPC307357
0.8643 High Similarity NPC46098
0.8643 High Similarity NPC268841
0.8643 High Similarity NPC239762
0.8582 High Similarity NPC269398
0.8582 High Similarity NPC263493
0.8531 High Similarity NPC209509
0.8531 High Similarity NPC201244
0.8531 High Similarity NPC477217
0.8521 High Similarity NPC161069
0.85 High Similarity NPC471264
0.85 High Similarity NPC471265
0.8485 Intermediate Similarity NPC200964
0.8483 Intermediate Similarity NPC240848
0.8435 Intermediate Similarity NPC162104
0.8425 Intermediate Similarity NPC129666
0.8414 Intermediate Similarity NPC135121
0.8406 Intermediate Similarity NPC130309
0.838 Intermediate Similarity NPC476259
0.8378 Intermediate Similarity NPC473341
0.8369 Intermediate Similarity NPC68865
0.8369 Intermediate Similarity NPC127741
0.8345 Intermediate Similarity NPC314358
0.8344 Intermediate Similarity NPC62104
0.8344 Intermediate Similarity NPC477462
0.8344 Intermediate Similarity NPC1390
0.8296 Intermediate Similarity NPC46427
0.8296 Intermediate Similarity NPC6975
0.8289 Intermediate Similarity NPC471527
0.8288 Intermediate Similarity NPC225648
0.8288 Intermediate Similarity NPC329761
0.8288 Intermediate Similarity NPC138775
0.8288 Intermediate Similarity NPC145113
0.8276 Intermediate Similarity NPC316008
0.8276 Intermediate Similarity NPC313867
0.8264 Intermediate Similarity NPC197682
0.8264 Intermediate Similarity NPC77905
0.8264 Intermediate Similarity NPC176226
0.8243 Intermediate Similarity NPC7817
0.8243 Intermediate Similarity NPC475168
0.8227 Intermediate Similarity NPC141050
0.8222 Intermediate Similarity NPC252878
0.8207 Intermediate Similarity NPC314388
0.8207 Intermediate Similarity NPC315283
0.82 Intermediate Similarity NPC470902
0.8194 Intermediate Similarity NPC168113
0.8182 Intermediate Similarity NPC471051
0.8182 Intermediate Similarity NPC471053
0.8182 Intermediate Similarity NPC471052
0.817 Intermediate Similarity NPC469901
0.8156 Intermediate Similarity NPC287401
0.8148 Intermediate Similarity NPC202521
0.8138 Intermediate Similarity NPC139326
0.8129 Intermediate Similarity NPC5719
0.8129 Intermediate Similarity NPC210377
0.8129 Intermediate Similarity NPC217804
0.8129 Intermediate Similarity NPC22883
0.8113 Intermediate Similarity NPC26108
0.8099 Intermediate Similarity NPC248283
0.8074 Intermediate Similarity NPC476990
0.8029 Intermediate Similarity NPC175726
0.8029 Intermediate Similarity NPC474082
0.8025 Intermediate Similarity NPC63040
0.8014 Intermediate Similarity NPC255447
0.8013 Intermediate Similarity NPC63931
0.8 Intermediate Similarity NPC473322
0.8 Intermediate Similarity NPC471165
0.7962 Intermediate Similarity NPC15068
0.7943 Intermediate Similarity NPC200589
0.7937 Intermediate Similarity NPC273755
0.7929 Intermediate Similarity NPC319766
0.7925 Intermediate Similarity NPC475204
0.7925 Intermediate Similarity NPC475123
0.7914 Intermediate Similarity NPC101719
0.7872 Intermediate Similarity NPC111428
0.7862 Intermediate Similarity NPC473000
0.7842 Intermediate Similarity NPC222466
0.7826 Intermediate Similarity NPC137627
0.7826 Intermediate Similarity NPC306804
0.7823 Intermediate Similarity NPC469427
0.7823 Intermediate Similarity NPC469426
0.7815 Intermediate Similarity NPC283783
0.7808 Intermediate Similarity NPC132636
0.7794 Intermediate Similarity NPC237420
0.7785 Intermediate Similarity NPC322878
0.7778 Intermediate Similarity NPC315276
0.7778 Intermediate Similarity NPC14672
0.7778 Intermediate Similarity NPC285926
0.7764 Intermediate Similarity NPC89831
0.7748 Intermediate Similarity NPC105717
0.7744 Intermediate Similarity NPC45037
0.773 Intermediate Similarity NPC469900
0.773 Intermediate Similarity NPC50016
0.7721 Intermediate Similarity NPC169328
0.7708 Intermediate Similarity NPC246079
0.7702 Intermediate Similarity NPC46009
0.7692 Intermediate Similarity NPC300315
0.7677 Intermediate Similarity NPC469903
0.7664 Intermediate Similarity NPC310467
0.7664 Intermediate Similarity NPC470546
0.7658 Intermediate Similarity NPC73655
0.7647 Intermediate Similarity NPC239357
0.7643 Intermediate Similarity NPC469898
0.7636 Intermediate Similarity NPC269750
0.7636 Intermediate Similarity NPC194671
0.7597 Intermediate Similarity NPC300443
0.7595 Intermediate Similarity NPC469902
0.7591 Intermediate Similarity NPC470545
0.758 Intermediate Similarity NPC324850
0.7578 Intermediate Similarity NPC107938
0.7578 Intermediate Similarity NPC294516
0.7568 Intermediate Similarity NPC89489
0.7561 Intermediate Similarity NPC473354
0.7561 Intermediate Similarity NPC155506
0.7561 Intermediate Similarity NPC159767
0.7554 Intermediate Similarity NPC478014
0.7554 Intermediate Similarity NPC478016
0.7554 Intermediate Similarity NPC478015
0.7548 Intermediate Similarity NPC286551
0.7548 Intermediate Similarity NPC262166
0.7536 Intermediate Similarity NPC314992
0.7518 Intermediate Similarity NPC35996
0.7518 Intermediate Similarity NPC470544
0.75 Intermediate Similarity NPC71684
0.75 Intermediate Similarity NPC473002
0.7465 Intermediate Similarity NPC22746
0.7456 Intermediate Similarity NPC471048
0.7456 Intermediate Similarity NPC471049
0.7456 Intermediate Similarity NPC471050
0.7456 Intermediate Similarity NPC294951
0.7455 Intermediate Similarity NPC318930
0.7455 Intermediate Similarity NPC317362
0.7455 Intermediate Similarity NPC476227
0.7455 Intermediate Similarity NPC279871
0.7453 Intermediate Similarity NPC472923
0.7452 Intermediate Similarity NPC476268
0.7452 Intermediate Similarity NPC244509
0.7439 Intermediate Similarity NPC230611
0.7431 Intermediate Similarity NPC89923
0.7431 Intermediate Similarity NPC239990
0.7431 Intermediate Similarity NPC105114
0.7431 Intermediate Similarity NPC152850
0.7431 Intermediate Similarity NPC71933
0.7425 Intermediate Similarity NPC475421
0.7412 Intermediate Similarity NPC299806
0.7394 Intermediate Similarity NPC248670
0.7391 Intermediate Similarity NPC2265
0.7383 Intermediate Similarity NPC43755
0.7378 Intermediate Similarity NPC40234
0.7378 Intermediate Similarity NPC196091
0.7372 Intermediate Similarity NPC33742
0.7361 Intermediate Similarity NPC136453
0.7353 Intermediate Similarity NPC474584
0.7349 Intermediate Similarity NPC317725
0.7349 Intermediate Similarity NPC473402
0.7349 Intermediate Similarity NPC326407
0.7338 Intermediate Similarity NPC16188
0.7338 Intermediate Similarity NPC311658
0.7337 Intermediate Similarity NPC476321
0.7337 Intermediate Similarity NPC473404
0.7333 Intermediate Similarity NPC328494
0.7326 Intermediate Similarity NPC94862
0.7325 Intermediate Similarity NPC56685
0.7317 Intermediate Similarity NPC280022
0.7317 Intermediate Similarity NPC469904
0.7315 Intermediate Similarity NPC314835
0.7314 Intermediate Similarity NPC302715
0.7312 Intermediate Similarity NPC244336
0.7305 Intermediate Similarity NPC477061
0.7305 Intermediate Similarity NPC190663
0.7305 Intermediate Similarity NPC45777
0.7301 Intermediate Similarity NPC61004
0.7299 Intermediate Similarity NPC276949
0.7299 Intermediate Similarity NPC35850
0.7294 Intermediate Similarity NPC167763
0.7294 Intermediate Similarity NPC471526
0.7294 Intermediate Similarity NPC470903
0.7294 Intermediate Similarity NPC470112
0.7292 Intermediate Similarity NPC47667
0.7283 Intermediate Similarity NPC102959
0.7279 Intermediate Similarity NPC157311
0.7267 Intermediate Similarity NPC473003
0.7261 Intermediate Similarity NPC233702
0.7256 Intermediate Similarity NPC209463

  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 NPC52748 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
0.85 High Similarity NPD8173 Phase 2
0.85 High Similarity NPD8172 Phase 2
0.8433 Intermediate Similarity NPD2584 Suspended
0.8188 Intermediate Similarity NPD5339 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD4177 Approved
0.8129 Intermediate Similarity NPD4175 Approved
0.8042 Intermediate Similarity NPD7113 Clinical (unspecified phase)
0.7986 Intermediate Similarity NPD6073 Approved
0.7986 Intermediate Similarity NPD5725 Approved
0.7986 Intermediate Similarity NPD4782 Clinical (unspecified phase)
0.7972 Intermediate Similarity NPD8416 Discontinued
0.7899 Intermediate Similarity NPD3071 Approved
0.7899 Intermediate Similarity NPD3073 Approved
0.7899 Intermediate Similarity NPD3072 Approved
0.7857 Intermediate Similarity NPD2585 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD4761 Approved
0.7826 Intermediate Similarity NPD4762 Approved
0.7778 Intermediate Similarity NPD5747 Discontinued
0.7778 Intermediate Similarity NPD7634 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD3626 Phase 3
0.7724 Intermediate Similarity NPD4791 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD6631 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD4125 Approved
0.7692 Intermediate Similarity NPD4676 Approved
0.7692 Intermediate Similarity NPD7979 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD5263 Approved
0.7692 Intermediate Similarity NPD7118 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD6901 Phase 3
0.7682 Intermediate Similarity NPD8323 Discontinued
0.7651 Intermediate Similarity NPD8076 Discontinued
0.7639 Intermediate Similarity NPD4794 Discontinued
0.7586 Intermediate Similarity NPD3632 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD6088 Approved
0.7571 Intermediate Similarity NPD4706 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD6852 Discontinued
0.7551 Intermediate Similarity NPD8643 Discontinued
0.755 Intermediate Similarity NPD6860 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD2218 Phase 2
0.7536 Intermediate Similarity NPD2217 Approved
0.7516 Intermediate Similarity NPD7267 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD7613 Discontinued
0.7483 Intermediate Similarity NPD5341 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD4153 Approved
0.7466 Intermediate Similarity NPD1329 Clinical (unspecified phase)
0.7466 Intermediate Similarity NPD1330 Phase 2
0.7434 Intermediate Similarity NPD5265 Approved
0.7434 Intermediate Similarity NPD5264 Approved
0.74 Intermediate Similarity NPD7728 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD6623 Phase 3
0.7365 Intermediate Similarity NPD5296 Approved
0.7347 Intermediate Similarity NPD2078 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD3608 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD8417 Discontinued
0.7289 Intermediate Similarity NPD7964 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD7965 Phase 2
0.7285 Intermediate Similarity NPD5301 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD4738 Phase 2
0.7279 Intermediate Similarity NPD6919 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD3040 Approved
0.7244 Intermediate Similarity NPD7892 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD4677 Discontinued
0.7219 Intermediate Similarity NPD4126 Approved
0.7195 Intermediate Similarity NPD8303 Discontinued
0.7192 Intermediate Similarity NPD3604 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD8315 Phase 1
0.716 Intermediate Similarity NPD4557 Approved
0.7143 Intermediate Similarity NPD5759 Approved
0.7133 Intermediate Similarity NPD5323 Approved
0.7124 Intermediate Similarity NPD7511 Approved
0.7124 Intermediate Similarity NPD7512 Approved
0.7113 Intermediate Similarity NPD4504 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD6294 Approved
0.7105 Intermediate Similarity NPD6295 Approved
0.7086 Intermediate Similarity NPD3908 Approved
0.7078 Intermediate Similarity NPD2088 Approved
0.7078 Intermediate Similarity NPD2087 Approved
0.7075 Intermediate Similarity NPD4151 Approved
0.7071 Intermediate Similarity NPD1348 Approved
0.7063 Intermediate Similarity NPD4647 Approved
0.7063 Intermediate Similarity NPD4646 Approved
0.7063 Intermediate Similarity NPD4648 Approved
0.7055 Intermediate Similarity NPD3125 Approved
0.7055 Intermediate Similarity NPD6792 Phase 3
0.7044 Intermediate Similarity NPD5230 Approved
0.7044 Intermediate Similarity NPD5229 Approved
0.7032 Intermediate Similarity NPD6681 Discovery
0.7032 Intermediate Similarity NPD6119 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5299 Approved
0.6982 Remote Similarity NPD8124 Phase 3
0.6982 Remote Similarity NPD8126 Clinical (unspecified phase)
0.6968 Remote Similarity NPD7720 Phase 2
0.6968 Remote Similarity NPD2022 Approved
0.6962 Remote Similarity NPD8290 Clinical (unspecified phase)
0.6959 Remote Similarity NPD3588 Discontinued
0.6948 Remote Similarity NPD3480 Approved
0.6943 Remote Similarity NPD5298 Clinical (unspecified phase)
0.6939 Remote Similarity NPD5367 Discontinued
0.6933 Remote Similarity NPD21 Approved
0.6933 Remote Similarity NPD7749 Clinical (unspecified phase)
0.6933 Remote Similarity NPD2049 Clinical (unspecified phase)
0.6933 Remote Similarity NPD2048 Approved
0.6933 Remote Similarity NPD2044 Approved
0.6933 Remote Similarity NPD2050 Clinical (unspecified phase)
0.6933 Remote Similarity NPD2043 Approved
0.6933 Remote Similarity NPD2051 Approved
0.6933 Remote Similarity NPD2046 Approved
0.6933 Remote Similarity NPD1663 Discontinued
0.6933 Remote Similarity NPD2045 Approved
0.6933 Remote Similarity NPD2047 Approved
0.6932 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6928 Remote Similarity NPD7510 Approved
0.6923 Remote Similarity NPD2436 Approved
0.6923 Remote Similarity NPD2437 Approved
0.6901 Remote Similarity NPD8022 Clinical (unspecified phase)
0.6887 Remote Similarity NPD5581 Approved
0.6879 Remote Similarity NPD747 Discontinued
0.6867 Remote Similarity NPD2613 Approved
0.6867 Remote Similarity NPD8351 Phase 2
0.6863 Remote Similarity NPD4757 Clinical (unspecified phase)
0.6859 Remote Similarity NPD4152 Approved
0.6842 Remote Similarity NPD3614 Approved
0.6842 Remote Similarity NPD3087 Approved
0.6842 Remote Similarity NPD2570 Approved
0.6842 Remote Similarity NPD3090 Approved
0.6842 Remote Similarity NPD3088 Approved
0.6842 Remote Similarity NPD2566 Approved
0.6842 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6842 Remote Similarity NPD4745 Approved
0.6842 Remote Similarity NPD2573 Approved
0.6842 Remote Similarity NPD3089 Approved
0.6842 Remote Similarity NPD3615 Approved
0.6842 Remote Similarity NPD3616 Approved
0.6842 Remote Similarity NPD2574 Discontinued
0.6842 Remote Similarity NPD3561 Clinical (unspecified phase)
0.6842 Remote Similarity NPD2571 Approved
0.6842 Remote Similarity NPD4746 Phase 3
0.6842 Remote Similarity NPD941 Approved
0.6835 Remote Similarity NPD6676 Phase 2
0.6828 Remote Similarity NPD7342 Discontinued
0.6807 Remote Similarity NPD7600 Phase 2
0.6797 Remote Similarity NPD8265 Approved
0.6788 Remote Similarity NPD7130 Phase 3
0.6776 Remote Similarity NPD4619 Approved
0.6776 Remote Similarity NPD4621 Approved
0.6765 Remote Similarity NPD7608 Discontinued
0.6753 Remote Similarity NPD4686 Approved
0.6753 Remote Similarity NPD4685 Phase 3
0.6753 Remote Similarity NPD4684 Phase 3
0.675 Remote Similarity NPD3519 Discontinued
0.6747 Remote Similarity NPD7599 Phase 2
0.6735 Remote Similarity NPD4217 Approved
0.6735 Remote Similarity NPD2608 Approved
0.6735 Remote Similarity NPD3131 Approved
0.6735 Remote Similarity NPD2612 Approved
0.6735 Remote Similarity NPD2609 Approved
0.6735 Remote Similarity NPD2611 Approved
0.6735 Remote Similarity NPD4218 Approved
0.6735 Remote Similarity NPD4215 Approved
0.6735 Remote Similarity NPD4216 Approved
0.6735 Remote Similarity NPD3132 Approved
0.6735 Remote Similarity NPD2610 Approved
0.673 Remote Similarity NPD1968 Approved
0.673 Remote Similarity NPD1967 Approved
0.6728 Remote Similarity NPD5638 Approved
0.6727 Remote Similarity NPD7105 Phase 1
0.6715 Remote Similarity NPD1040 Phase 2
0.6714 Remote Similarity NPD3643 Approved
0.6714 Remote Similarity NPD3644 Approved
0.6714 Remote Similarity NPD3642 Approved
0.6711 Remote Similarity NPD2031 Discontinued
0.671 Remote Similarity NPD5004 Approved
0.6708 Remote Similarity NPD5614 Approved
0.6708 Remote Similarity NPD3988 Approved
0.6708 Remote Similarity NPD5613 Approved
0.6708 Remote Similarity NPD3987 Approved
0.6706 Remote Similarity NPD7485 Phase 3
0.6706 Remote Similarity NPD7484 Phase 3
0.6706 Remote Similarity NPD6303 Approved
0.6706 Remote Similarity NPD6304 Approved
0.669 Remote Similarity NPD6345 Approved
0.669 Remote Similarity NPD3598 Phase 3
0.669 Remote Similarity NPD6343 Approved
0.6689 Remote Similarity NPD7828 Discontinued
0.6687 Remote Similarity NPD6552 Clinical (unspecified phase)
0.6687 Remote Similarity NPD7602 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5681 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2626 Approved
0.6667 Remote Similarity NPD2625 Approved
0.6667 Remote Similarity NPD2628 Approved
0.6667 Remote Similarity NPD2627 Approved
0.6667 Remote Similarity NPD2159 Approved
0.6667 Remote Similarity NPD2160 Approved
0.6646 Remote Similarity NPD6670 Clinical (unspecified phase)
0.6644 Remote Similarity NPD5981 Approved
0.6626 Remote Similarity NPD6078 Clinical (unspecified phase)
0.6624 Remote Similarity NPD4158 Clinical (unspecified phase)
0.6624 Remote Similarity NPD6865 Phase 2
0.6624 Remote Similarity NPD6864 Phase 2
0.6621 Remote Similarity NPD5991 Approved
0.6621 Remote Similarity NPD5990 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