Structure

Physi-Chem Properties

Molecular Weight:  811.46
Volume:  839.772
LogP:  5.385
LogD:  4.837
LogS:  -5.247
# Rotatable Bonds:  8
TPSA:  177.33
# H-Bond Aceptor:  14
# H-Bond Donor:  4
# Rings:  6
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.317
Synthetic Accessibility Score:  5.232
Fsp3:  0.578
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:  -5.573
MDCK Permeability:  3.736852522706613e-05
Pgp-inhibitor:  0.825
Pgp-substrate:  0.997
Human Intestinal Absorption (HIA):  0.441
20% Bioavailability (F20%):  0.932
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.005
Plasma Protein Binding (PPB):  84.93313598632812%
Volume Distribution (VD):  0.613
Pgp-substrate:  3.247866153717041%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.016
CYP2C19-inhibitor:  0.243
CYP2C19-substrate:  0.053
CYP2C9-inhibitor:  0.819
CYP2C9-substrate:  0.094
CYP2D6-inhibitor:  0.06
CYP2D6-substrate:  0.16
CYP3A4-inhibitor:  0.97
CYP3A4-substrate:  0.119

ADMET: Excretion

Clearance (CL):  7.483
Half-life (T1/2):  0.288

ADMET: Toxicity

hERG Blockers:  0.019
Human Hepatotoxicity (H-HT):  0.989
Drug-inuced Liver Injury (DILI):  0.906
AMES Toxicity:  0.008
Rat Oral Acute Toxicity:  0.994
Maximum Recommended Daily Dose:  0.931
Skin Sensitization:  0.19
Carcinogencity:  0.21
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.058

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

  Natural Product: NPC200589

Natural Product ID:  NPC200589
Common Name*:   CNDYTKIEBKODPQ-YBHWYGJSSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  CNDYTKIEBKODPQ-YBHWYGJSSA-N
Standard InCHI:  InChI=1S/C45H61N7O7/c1-5-29(4)38-45(59)52-24-14-21-37(52)42(56)48-34(27-31-17-10-7-11-18-31)44(58)51-23-13-20-36(51)41(55)47-33(26-30-15-8-6-9-16-30)43(57)50-22-12-19-35(50)40(54)46-32(25-28(2)3)39(53)49-38/h6-11,15-18,28-29,32-38H,5,12-14,19-27H2,1-4H3,(H,46,54)(H,47,55)(H,48,56)(H,49,53)/t29-,32-,33-,34-,35-,36-,37-,38-/m0/s1
SMILES:  CC[C@H](C)[C@H]1C(=O)N2CCC[C@H]2C(=N[C@@H](Cc2ccccc2)C(=O)N2CCC[C@H]2C(=N[C@@H](Cc2ccccc2)C(=O)N2CCC[C@H]2C(=N[C@@H](CC(C)C)C(=N1)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3120661
PubChem CID:   76336135
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
NPO14319 Stylissa caribica Species Axinellidae Eukaryota n.a. n.a. n.a. PMID[17190452]
NPO17228 Streptosporangium sibiricum Species Streptosporangiaceae Bacteria n.a. n.a. n.a. PMID[21612226]
NPO14319 Stylissa caribica Species Axinellidae Eukaryota n.a. n.a. n.a. PMID[24576291]
NPO17228 Streptosporangium sibiricum Species Streptosporangiaceae Bacteria n.a. n.a. n.a. PMID[25960001]
NPO13082 Veratrum californicum Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10821 Magnolia praecocissima Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10821 Magnolia praecocissima Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13082 Veratrum californicum Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13082 Veratrum californicum Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16568 Vernonia cotoneaster Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17379 Lepidium syvaschicum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17927 Streptomyces thioluteus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO17228 Streptosporangium sibiricum Species Streptosporangiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO5061 Rhaphiolepis indica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11624 Didymella lethalis Species Didymellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14319 Stylissa caribica Species Axinellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13082 Veratrum californicum Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO261 Sulfurospirillum multivorans Species Campylobacteraceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10821 Magnolia praecocissima Species Magnoliaceae Eukaryota 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
NPT393 Cell Line HCT-116 Homo sapiens EC50 > 200000.0 nM PMID[557475]

☑ 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 NPC200589 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
0.9256 High Similarity NPC200964
0.8984 High Similarity NPC255447
0.8828 High Similarity NPC473322
0.878 High Similarity NPC470546
0.8699 High Similarity NPC470545
0.8692 High Similarity NPC130309
0.8618 High Similarity NPC470544
0.8618 High Similarity NPC14672
0.8618 High Similarity NPC315276
0.8618 High Similarity NPC285926
0.8613 High Similarity NPC262077
0.8583 High Similarity NPC6975
0.8582 High Similarity NPC473002
0.8538 High Similarity NPC111428
0.8521 High Similarity NPC469903
0.8444 Intermediate Similarity NPC89489
0.8425 Intermediate Similarity NPC202521
0.8421 Intermediate Similarity NPC287401
0.8357 Intermediate Similarity NPC240848
0.8346 Intermediate Similarity NPC476990
0.8333 Intermediate Similarity NPC476978
0.8295 Intermediate Similarity NPC46427
0.8288 Intermediate Similarity NPC469902
0.8288 Intermediate Similarity NPC473003
0.8273 Intermediate Similarity NPC209509
0.8252 Intermediate Similarity NPC202198
0.8231 Intermediate Similarity NPC241794
0.8222 Intermediate Similarity NPC141050
0.8217 Intermediate Similarity NPC252878
0.8195 Intermediate Similarity NPC300315
0.8175 Intermediate Similarity NPC239357
0.8175 Intermediate Similarity NPC470884
0.8175 Intermediate Similarity NPC476133
0.8175 Intermediate Similarity NPC178662
0.8175 Intermediate Similarity NPC98424
0.8175 Intermediate Similarity NPC92784
0.8168 Intermediate Similarity NPC101719
0.816 Intermediate Similarity NPC33742
0.8156 Intermediate Similarity NPC16188
0.8154 Intermediate Similarity NPC474082
0.8154 Intermediate Similarity NPC175726
0.814 Intermediate Similarity NPC71684
0.8129 Intermediate Similarity NPC161069
0.8092 Intermediate Similarity NPC222466
0.8088 Intermediate Similarity NPC248283
0.8014 Intermediate Similarity NPC316008
0.8014 Intermediate Similarity NPC313867
0.8013 Intermediate Similarity NPC141957
0.8 Intermediate Similarity NPC5194
0.8 Intermediate Similarity NPC261934
0.7971 Intermediate Similarity NPC471265
0.7971 Intermediate Similarity NPC471264
0.7961 Intermediate Similarity NPC469904
0.7958 Intermediate Similarity NPC314358
0.7943 Intermediate Similarity NPC52748
0.7943 Intermediate Similarity NPC314388
0.7943 Intermediate Similarity NPC315283
0.7937 Intermediate Similarity NPC35850
0.7937 Intermediate Similarity NPC276949
0.7919 Intermediate Similarity NPC469901
0.7914 Intermediate Similarity NPC132636
0.7905 Intermediate Similarity NPC324850
0.7902 Intermediate Similarity NPC138775
0.7887 Intermediate Similarity NPC5620
0.7887 Intermediate Similarity NPC315266
0.7877 Intermediate Similarity NPC122590
0.7872 Intermediate Similarity NPC77905
0.7801 Intermediate Similarity NPC269398
0.7801 Intermediate Similarity NPC476989
0.7801 Intermediate Similarity NPC263493
0.7793 Intermediate Similarity NPC283783
0.7778 Intermediate Similarity NPC302597
0.7756 Intermediate Similarity NPC136797
0.7733 Intermediate Similarity NPC469898
0.7724 Intermediate Similarity NPC471820
0.7724 Intermediate Similarity NPC471821
0.7687 Intermediate Similarity NPC233702
0.7687 Intermediate Similarity NPC22746
0.7671 Intermediate Similarity NPC2501
0.7671 Intermediate Similarity NPC129666
0.7658 Intermediate Similarity NPC473001
0.7647 Intermediate Similarity NPC319766
0.7639 Intermediate Similarity NPC322878
0.7635 Intermediate Similarity NPC56685
0.7635 Intermediate Similarity NPC262166
0.7634 Intermediate Similarity NPC220698
0.7606 Intermediate Similarity NPC239762
0.7606 Intermediate Similarity NPC163392
0.7589 Intermediate Similarity NPC127741
0.75 Intermediate Similarity NPC473491
0.7483 Intermediate Similarity NPC46098
0.7483 Intermediate Similarity NPC268841
0.7483 Intermediate Similarity NPC307357
0.7483 Intermediate Similarity NPC105717
0.745 Intermediate Similarity NPC162104
0.744 Intermediate Similarity NPC473418
0.7421 Intermediate Similarity NPC477462
0.7415 Intermediate Similarity NPC329761
0.7415 Intermediate Similarity NPC225648
0.7413 Intermediate Similarity NPC313694
0.7413 Intermediate Similarity NPC242159
0.7389 Intermediate Similarity NPC473000
0.7381 Intermediate Similarity NPC45033
0.7379 Intermediate Similarity NPC139326
0.7375 Intermediate Similarity NPC469900
0.7325 Intermediate Similarity NPC328649
0.732 Intermediate Similarity NPC297145
0.732 Intermediate Similarity NPC197743
0.7319 Intermediate Similarity NPC477937
0.7308 Intermediate Similarity NPC474584
0.7297 Intermediate Similarity NPC145113
0.7297 Intermediate Similarity NPC311658
0.7285 Intermediate Similarity NPC286551
0.7279 Intermediate Similarity NPC477217
0.7279 Intermediate Similarity NPC471680
0.7279 Intermediate Similarity NPC201244
0.7267 Intermediate Similarity NPC7817
0.7267 Intermediate Similarity NPC475168
0.726 Intermediate Similarity NPC197682
0.7241 Intermediate Similarity NPC476259
0.7222 Intermediate Similarity NPC68865
0.72 Intermediate Similarity NPC254798
0.7192 Intermediate Similarity NPC168113
0.7181 Intermediate Similarity NPC135121
0.7169 Intermediate Similarity NPC307396
0.7164 Intermediate Similarity NPC169328
0.7161 Intermediate Similarity NPC244336
0.7154 Intermediate Similarity NPC475439
0.7154 Intermediate Similarity NPC473501
0.7154 Intermediate Similarity NPC319579
0.7152 Intermediate Similarity NPC61004
0.7143 Intermediate Similarity NPC137627
0.7143 Intermediate Similarity NPC176226
0.7134 Intermediate Similarity NPC471053
0.7134 Intermediate Similarity NPC471052
0.7134 Intermediate Similarity NPC471051
0.7132 Intermediate Similarity NPC27833
0.7124 Intermediate Similarity NPC470902
0.7122 Intermediate Similarity NPC47667
0.7111 Intermediate Similarity NPC310467
0.7099 Intermediate Similarity NPC318930
0.7099 Intermediate Similarity NPC317362
0.7099 Intermediate Similarity NPC317725
0.7099 Intermediate Similarity NPC26108
0.7099 Intermediate Similarity NPC326407
0.7092 Intermediate Similarity NPC469666
0.7089 Intermediate Similarity NPC63931
0.7078 Intermediate Similarity NPC476268
0.7075 Intermediate Similarity NPC469427
0.7075 Intermediate Similarity NPC469426
0.7073 Intermediate Similarity NPC25565
0.7063 Intermediate Similarity NPC280022
0.7063 Intermediate Similarity NPC246079
0.7059 Intermediate Similarity NPC473341
0.7051 Intermediate Similarity NPC287757
0.7051 Intermediate Similarity NPC319320
0.7044 Intermediate Similarity NPC254700
0.7037 Intermediate Similarity NPC475532
0.7034 Intermediate Similarity NPC76785
0.7034 Intermediate Similarity NPC90194
0.7034 Intermediate Similarity NPC118099
0.7034 Intermediate Similarity NPC474811
0.7034 Intermediate Similarity NPC79465
0.7034 Intermediate Similarity NPC273907
0.7034 Intermediate Similarity NPC474787
0.7034 Intermediate Similarity NPC475598
0.7034 Intermediate Similarity NPC475318
0.7034 Intermediate Similarity NPC293377
0.7034 Intermediate Similarity NPC49577
0.7034 Intermediate Similarity NPC474855
0.7034 Intermediate Similarity NPC9687
0.7034 Intermediate Similarity NPC151706
0.7034 Intermediate Similarity NPC476102
0.7034 Intermediate Similarity NPC260045
0.703 Intermediate Similarity NPC472999
0.7021 Intermediate Similarity NPC152850
0.7021 Intermediate Similarity NPC71933
0.7021 Intermediate Similarity NPC105114
0.7021 Intermediate Similarity NPC89923
0.7021 Intermediate Similarity NPC239990
0.7006 Intermediate Similarity NPC469243
0.7006 Intermediate Similarity NPC471527
0.7 Intermediate Similarity NPC314114
0.6994 Remote Similarity NPC165285
0.6986 Remote Similarity NPC43755
0.6981 Remote Similarity NPC472923
0.6977 Remote Similarity NPC474804
0.6977 Remote Similarity NPC474973
0.6977 Remote Similarity NPC130898
0.6975 Remote Similarity NPC89831
0.6968 Remote Similarity NPC244509
0.6959 Remote Similarity NPC276430
0.695 Remote Similarity NPC136453
0.6943 Remote Similarity NPC104345
0.6914 Remote Similarity NPC274198
0.6914 Remote Similarity NPC198254
0.6913 Remote Similarity NPC468984
0.6905 Remote Similarity NPC12730
0.6899 Remote Similarity NPC143516
0.6899 Remote Similarity NPC475544

  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 NPC200589 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
0.875 High Similarity NPD5339 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD8172 Phase 2
0.8235 Intermediate Similarity NPD8173 Phase 2
0.8195 Intermediate Similarity NPD7979 Clinical (unspecified phase)
0.8154 Intermediate Similarity NPD2584 Suspended
0.8116 Intermediate Similarity NPD7728 Clinical (unspecified phase)
0.8088 Intermediate Similarity NPD4791 Clinical (unspecified phase)
0.8029 Intermediate Similarity NPD7113 Clinical (unspecified phase)
0.8029 Intermediate Similarity NPD8643 Discontinued
0.7943 Intermediate Similarity NPD5341 Clinical (unspecified phase)
0.7926 Intermediate Similarity NPD4125 Approved
0.7887 Intermediate Similarity NPD6860 Clinical (unspecified phase)
0.7842 Intermediate Similarity NPD4782 Clinical (unspecified phase)
0.7836 Intermediate Similarity NPD2585 Clinical (unspecified phase)
0.7698 Intermediate Similarity NPD8416 Discontinued
0.7664 Intermediate Similarity NPD5263 Approved
0.766 Intermediate Similarity NPD6901 Phase 3
0.7655 Intermediate Similarity NPD8323 Discontinued
0.7612 Intermediate Similarity NPD3072 Approved
0.7612 Intermediate Similarity NPD3071 Approved
0.7612 Intermediate Similarity NPD3073 Approved
0.7603 Intermediate Similarity NPD8290 Clinical (unspecified phase)
0.7554 Intermediate Similarity NPD3632 Clinical (unspecified phase)
0.7537 Intermediate Similarity NPD4761 Approved
0.7537 Intermediate Similarity NPD4762 Approved
0.7536 Intermediate Similarity NPD4676 Approved
0.75 Intermediate Similarity NPD7720 Phase 2
0.7465 Intermediate Similarity NPD6073 Approved
0.7434 Intermediate Similarity NPD7118 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD6631 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD4706 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD3608 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD8076 Discontinued
0.7372 Intermediate Similarity NPD6792 Phase 3
0.7343 Intermediate Similarity NPD5725 Approved
0.7338 Intermediate Similarity NPD5759 Approved
0.7338 Intermediate Similarity NPD4175 Approved
0.7338 Intermediate Similarity NPD3626 Phase 3
0.7338 Intermediate Similarity NPD4177 Approved
0.7333 Intermediate Similarity NPD7613 Discontinued
0.7313 Intermediate Similarity NPD4504 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD4677 Discontinued
0.7273 Intermediate Similarity NPD3908 Approved
0.7255 Intermediate Similarity NPD7267 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD941 Approved
0.7246 Intermediate Similarity NPD2031 Discontinued
0.7244 Intermediate Similarity NPD7130 Phase 3
0.7241 Intermediate Similarity NPD5301 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD6919 Clinical (unspecified phase)
0.7183 Intermediate Similarity NPD2078 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD7602 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD4126 Approved
0.7154 Intermediate Similarity NPD3643 Approved
0.7154 Intermediate Similarity NPD3642 Approved
0.7154 Intermediate Similarity NPD3644 Approved
0.7143 Intermediate Similarity NPD7965 Phase 2
0.7143 Intermediate Similarity NPD7964 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3588 Discontinued
0.7133 Intermediate Similarity NPD7634 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD8315 Phase 1
0.7111 Intermediate Similarity NPD6343 Approved
0.7111 Intermediate Similarity NPD6345 Approved
0.7092 Intermediate Similarity NPD3040 Approved
0.7086 Intermediate Similarity NPD6088 Approved
0.7083 Intermediate Similarity NPD6623 Phase 3
0.708 Intermediate Similarity NPD5187 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD6368 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD6552 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD1330 Phase 2
0.7063 Intermediate Similarity NPD5581 Approved
0.7063 Intermediate Similarity NPD1329 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD480 Approved
0.7037 Intermediate Similarity NPD3806 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD2022 Approved
0.7021 Intermediate Similarity NPD3604 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD3561 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3125 Approved
0.6993 Remote Similarity NPD2048 Approved
0.6993 Remote Similarity NPD2050 Clinical (unspecified phase)
0.6993 Remote Similarity NPD2047 Approved
0.6993 Remote Similarity NPD2051 Approved
0.6993 Remote Similarity NPD2045 Approved
0.6993 Remote Similarity NPD2049 Clinical (unspecified phase)
0.6993 Remote Similarity NPD21 Approved
0.6993 Remote Similarity NPD2043 Approved
0.6993 Remote Similarity NPD2046 Approved
0.6993 Remote Similarity NPD2044 Approved
0.6992 Remote Similarity NPD3598 Phase 3
0.6986 Remote Similarity NPD5004 Approved
0.698 Remote Similarity NPD2437 Approved
0.698 Remote Similarity NPD2436 Approved
0.6974 Remote Similarity NPD7892 Clinical (unspecified phase)
0.6966 Remote Similarity NPD8265 Approved
0.6966 Remote Similarity NPD5323 Approved
0.6959 Remote Similarity NPD7512 Approved
0.6959 Remote Similarity NPD8240 Discontinued
0.6959 Remote Similarity NPD7511 Approved
0.6959 Remote Similarity NPD6897 Clinical (unspecified phase)
0.6947 Remote Similarity NPD3581 Discontinued
0.6943 Remote Similarity NPD8630 Approved
0.6939 Remote Similarity NPD6852 Discontinued
0.6933 Remote Similarity NPD5264 Approved
0.6933 Remote Similarity NPD5265 Approved
0.6913 Remote Similarity NPD2087 Approved
0.6913 Remote Similarity NPD2088 Approved
0.6912 Remote Similarity NPD5990 Approved
0.6912 Remote Similarity NPD5991 Approved
0.6901 Remote Similarity NPD4151 Approved
0.6899 Remote Similarity NPD999 Phase 2
0.6897 Remote Similarity NPD5747 Discontinued
0.6882 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6879 Remote Similarity NPD5577 Clinical (unspecified phase)
0.6879 Remote Similarity NPD5578 Approved
0.6879 Remote Similarity NPD5367 Discontinued
0.6875 Remote Similarity NPD4794 Discontinued
0.6875 Remote Similarity NPD4497 Clinical (unspecified phase)
0.6867 Remote Similarity NPD7771 Discontinued
0.6863 Remote Similarity NPD3987 Approved
0.6863 Remote Similarity NPD3988 Approved
0.6863 Remote Similarity NPD5614 Approved
0.6863 Remote Similarity NPD5613 Approved
0.6857 Remote Similarity NPD5108 Clinical (unspecified phase)
0.6853 Remote Similarity NPD7828 Discontinued
0.6849 Remote Similarity NPD4153 Approved
0.6848 Remote Similarity NPD8022 Clinical (unspecified phase)
0.6838 Remote Similarity NPD7679 Phase 2
0.6835 Remote Similarity NPD7011 Discontinued
0.6832 Remote Similarity NPD8303 Discontinued
0.6829 Remote Similarity NPD8126 Clinical (unspecified phase)
0.6829 Remote Similarity NPD8124 Phase 3
0.6828 Remote Similarity NPD5299 Approved
0.6824 Remote Similarity NPD6294 Approved
0.6824 Remote Similarity NPD6295 Approved
0.6818 Remote Similarity NPD4432 Discontinued
0.6815 Remote Similarity NPD3551 Approved
0.6813 Remote Similarity NPD8351 Phase 2
0.6803 Remote Similarity NPD4757 Clinical (unspecified phase)
0.6794 Remote Similarity NPD6038 Clinical (unspecified phase)
0.6792 Remote Similarity NPD7599 Phase 2
0.6781 Remote Similarity NPD7086 Phase 2
0.6757 Remote Similarity NPD7510 Approved
0.675 Remote Similarity NPD7600 Phase 2
0.6738 Remote Similarity NPD6408 Phase 1
0.6735 Remote Similarity NPD5296 Approved
0.6731 Remote Similarity NPD7131 Phase 3
0.6715 Remote Similarity NPD1344 Phase 2
0.6709 Remote Similarity NPD8417 Discontinued
0.6707 Remote Similarity NPD8362 Clinical (unspecified phase)
0.6693 Remote Similarity NPD466 Approved
0.6691 Remote Similarity NPD5981 Approved
0.669 Remote Similarity NPD6359 Clinical (unspecified phase)
0.6688 Remote Similarity NPD3509 Approved
0.6688 Remote Similarity NPD3510 Approved
0.6687 Remote Similarity NPD4566 Approved
0.6687 Remote Similarity NPD4567 Approved
0.6667 Remote Similarity NPD4803 Discontinued
0.6667 Remote Similarity NPD3480 Approved
0.6667 Remote Similarity NPD1968 Approved
0.6667 Remote Similarity NPD1967 Approved
0.6646 Remote Similarity NPD7080 Clinical (unspecified phase)
0.6645 Remote Similarity NPD6681 Discovery
0.6644 Remote Similarity NPD8125 Discontinued
0.6643 Remote Similarity NPD6806 Phase 1
0.6643 Remote Similarity NPD6325 Discontinued
0.6642 Remote Similarity NPD1348 Approved
0.6623 Remote Similarity NPD7450 Phase 2
0.6599 Remote Similarity NPD2846 Clinical (unspecified phase)
0.6597 Remote Similarity NPD6302 Clinical (unspecified phase)
0.6594 Remote Similarity NPD3123 Discovery
0.6593 Remote Similarity NPD753 Approved
0.6589 Remote Similarity NPD4760 Clinical (unspecified phase)
0.6582 Remote Similarity NPD6670 Clinical (unspecified phase)
0.6577 Remote Similarity NPD3577 Discontinued
0.6569 Remote Similarity NPD747 Discontinued
0.6561 Remote Similarity NPD7303 Discontinued
0.6561 Remote Similarity NPD5230 Approved
0.6561 Remote Similarity NPD5229 Approved
0.6561 Remote Similarity NPD6078 Clinical (unspecified phase)
0.6558 Remote Similarity NPD6676 Phase 2
0.6556 Remote Similarity NPD4158 Clinical (unspecified phase)
0.6556 Remote Similarity NPD6655 Clinical (unspecified phase)
0.6554 Remote Similarity NPD8339 Clinical (unspecified phase)
0.6549 Remote Similarity NPD1948 Approved
0.6547 Remote Similarity NPD7522 Discontinued
0.6545 Remote Similarity NPD7485 Phase 3
0.6545 Remote Similarity NPD7484 Phase 3
0.6538 Remote Similarity NPD8165 Discontinued
0.6538 Remote Similarity NPD6588 Clinical (unspecified phase)
0.6525 Remote Similarity NPD7342 Discontinued
0.6515 Remote Similarity NPD1018 Approved
0.6515 Remote Similarity NPD5717 Approved
0.6512 Remote Similarity NPD742 Approved
0.65 Remote Similarity NPD998 Approved
0.65 Remote Similarity NPD2217 Approved
0.65 Remote Similarity NPD2218 Phase 2
0.6497 Remote Similarity NPD979 Approved
0.6497 Remote Similarity NPD4682 Phase 2
0.6494 Remote Similarity NPD3508 Approved
0.6494 Remote Similarity NPD5024 Approved
0.649 Remote Similarity NPD4214 Discontinued

  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