Structure

Physi-Chem Properties

Molecular Weight:  636.26
Volume:  638.825
LogP:  4.637
LogD:  3.019
LogS:  -4.597
# Rotatable Bonds:  13
TPSA:  140.73
# H-Bond Aceptor:  11
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  11

MedChem Properties

QED Drug-Likeness Score:  0.3
Synthetic Accessibility Score:  5.786
Fsp3:  0.514
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:  -5.256
MDCK Permeability:  3.643963282229379e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.035
20% Bioavailability (F20%):  0.992
30% Bioavailability (F30%):  0.975

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.043
Plasma Protein Binding (PPB):  86.32445526123047%
Volume Distribution (VD):  2.493
Pgp-substrate:  7.457645893096924%

ADMET: Metabolism

CYP1A2-inhibitor:  0.054
CYP1A2-substrate:  0.018
CYP2C19-inhibitor:  0.057
CYP2C19-substrate:  0.064
CYP2C9-inhibitor:  0.457
CYP2C9-substrate:  0.033
CYP2D6-inhibitor:  0.821
CYP2D6-substrate:  0.044
CYP3A4-inhibitor:  0.614
CYP3A4-substrate:  0.398

ADMET: Excretion

Clearance (CL):  4.119
Half-life (T1/2):  0.834

ADMET: Toxicity

hERG Blockers:  0.392
Human Hepatotoxicity (H-HT):  0.963
Drug-inuced Liver Injury (DILI):  0.988
AMES Toxicity:  0.016
Rat Oral Acute Toxicity:  0.058
Maximum Recommended Daily Dose:  0.046
Skin Sensitization:  0.781
Carcinogencity:  0.199
Eye Corrosion:  0.004
Eye Irritation:  0.476
Respiratory Toxicity:  0.235

Download Data

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

  Natural Product: NPC43241

Natural Product ID:  NPC43241
Common Name*:   Mutangin
IUPAC Name:   n.a.
Synonyms:   Mutangin
Standard InCHIKey:  DRSUFQXLYTXQGX-HDWLWNEUSA-N
Standard InCHI:  InChI=1S/C35H40O11/c1-20-17-27(42-21(2)36)30(44-23(4)38)34(19-41-31(39)24-13-9-7-10-14-24)28(45-32(40)25-15-11-8-12-16-25)18-26-29(43-22(3)37)35(20,34)46-33(26,5)6/h7-16,20,26-30H,17-19H2,1-6H3/t20-,26-,27+,28+,29-,30+,34-,35-/m1/s1
SMILES:  C[C@@H]1C[C@@H]([C@@H]([C@@]2(COC(=O)c3ccccc3)[C@H](C[C@@H]3[C@H]([C@]12OC3(C)C)OC(=O)C)OC(=O)c1ccccc1)OC(=O)C)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL220589
PubChem CID:   44419602
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0002995] Pentacarboxylic acids and derivatives

*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
NPO21341 Morus macroura Species Moraceae Eukaryota n.a. stem n.a. PMID[15467233]
NPO22423 Microtropis fokienensis Species Celastraceae Eukaryota stem n.a. n.a. PMID[16643054]
NPO22423 Microtropis fokienensis Species Celastraceae Eukaryota leaves n.a. n.a. PMID[17125218]
NPO22423 Microtropis fokienensis Species Celastraceae Eukaryota n.a. root n.a. PMID[17315960]
NPO22423 Microtropis fokienensis Species Celastraceae Eukaryota roots n.a. n.a. PMID[17315960]
NPO22421 Microtropis japonica Species Celastraceae Eukaryota stem n.a. n.a. PMID[18471021]
NPO22421 Microtropis japonica Species Celastraceae Eukaryota n.a. stem n.a. PMID[18471021]
NPO22423 Microtropis fokienensis Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[18590313]
NPO22421 Microtropis japonica Species Celastraceae Eukaryota Stems n.a. n.a. PMID[19534471]
NPO10464 Epipedobates anthonyi Species Dendrobatidae Eukaryota n.a. n.a. n.a. PMID[20337496]
NPO23441 Schisandra sphaerandra Species Schisandraceae Eukaryota n.a. stem n.a. PMID[8778243]
NPO21610 Laurencia rigida Species Rhodomelaceae Eukaryota n.a. n.a. n.a. PMID[9358636]
NPO21341 Morus macroura Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20787 Achyranthes aspera Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20787 Achyranthes aspera Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23441 Schisandra sphaerandra Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5933 Drimia fugax Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21341 Morus macroura Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23441 Schisandra sphaerandra Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22915 Stereocaulon azoreum Species Stereocaulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22272 Raphanus raphanistrum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21341 Morus macroura Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21610 Laurencia rigida Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17102 Ocypus olens Species Staphylinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14938 Cybister lateralimarginalis Species Dytiscidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3277 Salix alba Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22212 Rhizophora mangle Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20787 Achyranthes aspera Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22734 Neopringlea integrifolia Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6425 Betula davurica Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22788 Barnettia kerrii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO10464 Epipedobates anthonyi Species Dendrobatidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5933 Drimia fugax Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19561 Garcinia conrauana Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21776 Sesbania grandiflora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22421 Microtropis japonica Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22670 Phebalium bilobum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22423 Microtropis fokienensis Species Celastraceae 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
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 51800.0 nM PMID[515381]

☑ 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 NPC43241 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 NPC211137
1.0 High Similarity NPC473081
1.0 High Similarity NPC200592
1.0 High Similarity NPC473085
1.0 High Similarity NPC473060
1.0 High Similarity NPC48017
1.0 High Similarity NPC473758
1.0 High Similarity NPC473109
1.0 High Similarity NPC184747
1.0 High Similarity NPC473112
1.0 High Similarity NPC4341
1.0 High Similarity NPC147880
1.0 High Similarity NPC476094
1.0 High Similarity NPC473613
0.9924 High Similarity NPC214550
0.9924 High Similarity NPC475652
0.9924 High Similarity NPC210591
0.9847 High Similarity NPC283375
0.9847 High Similarity NPC183122
0.9776 High Similarity NPC191082
0.9776 High Similarity NPC475429
0.9776 High Similarity NPC473673
0.9776 High Similarity NPC139067
0.9776 High Similarity NPC177340
0.9776 High Similarity NPC147217
0.9776 High Similarity NPC246480
0.9776 High Similarity NPC270498
0.9704 High Similarity NPC472570
0.9704 High Similarity NPC67777
0.9704 High Similarity NPC472573
0.9704 High Similarity NPC57628
0.9704 High Similarity NPC95810
0.9704 High Similarity NPC95265
0.9704 High Similarity NPC470231
0.9704 High Similarity NPC70716
0.9704 High Similarity NPC125106
0.9704 High Similarity NPC51314
0.9704 High Similarity NPC11685
0.9704 High Similarity NPC476974
0.9704 High Similarity NPC25768
0.9704 High Similarity NPC163719
0.9704 High Similarity NPC472569
0.9704 High Similarity NPC188865
0.9695 High Similarity NPC291638
0.9695 High Similarity NPC195647
0.9695 High Similarity NPC66761
0.9695 High Similarity NPC17877
0.9695 High Similarity NPC472577
0.9632 High Similarity NPC472571
0.9632 High Similarity NPC29704
0.9632 High Similarity NPC473088
0.9632 High Similarity NPC469349
0.9632 High Similarity NPC471104
0.9632 High Similarity NPC472568
0.9632 High Similarity NPC158663
0.9632 High Similarity NPC470157
0.9632 High Similarity NPC171525
0.9632 High Similarity NPC472572
0.9632 High Similarity NPC476973
0.9632 High Similarity NPC184817
0.9632 High Similarity NPC96903
0.9632 High Similarity NPC200471
0.9632 High Similarity NPC177940
0.9632 High Similarity NPC174982
0.9632 High Similarity NPC470159
0.9632 High Similarity NPC472575
0.9632 High Similarity NPC70403
0.963 High Similarity NPC163087
0.9618 High Similarity NPC474608
0.9559 High Similarity NPC470152
0.9559 High Similarity NPC475759
0.9559 High Similarity NPC241951
0.9559 High Similarity NPC475122
0.9493 High Similarity NPC281717
0.9481 High Similarity NPC16912
0.9424 High Similarity NPC92293
0.9424 High Similarity NPC266265
0.9424 High Similarity NPC476975
0.9424 High Similarity NPC471101
0.9424 High Similarity NPC301556
0.9424 High Similarity NPC270590
0.942 High Similarity NPC474935
0.9407 High Similarity NPC90614
0.9407 High Similarity NPC97667
0.9407 High Similarity NPC171207
0.9357 High Similarity NPC473214
0.9357 High Similarity NPC254558
0.9357 High Similarity NPC470245
0.9348 High Similarity NPC472556
0.9338 High Similarity NPC97947
0.9338 High Similarity NPC27377
0.9338 High Similarity NPC87448
0.9338 High Similarity NPC472576
0.9338 High Similarity NPC118080
0.9338 High Similarity NPC41481
0.9338 High Similarity NPC291599
0.9313 High Similarity NPC147561
0.9291 High Similarity NPC470153
0.9286 High Similarity NPC473215
0.9265 High Similarity NPC477904
0.9265 High Similarity NPC100913
0.9265 High Similarity NPC183270
0.9265 High Similarity NPC275592
0.9197 High Similarity NPC224491
0.9118 High Similarity NPC475373
0.9097 High Similarity NPC282239
0.9091 High Similarity NPC477905
0.9085 High Similarity NPC31829
0.9071 High Similarity NPC471100
0.9071 High Similarity NPC471107
0.9034 High Similarity NPC106895
0.9008 High Similarity NPC473110
0.9008 High Similarity NPC473111
0.9008 High Similarity NPC473082
0.9007 High Similarity NPC473602
0.9007 High Similarity NPC209592
0.9007 High Similarity NPC48599
0.8993 High Similarity NPC34012
0.8986 High Similarity NPC472547
0.8973 High Similarity NPC472393
0.8958 High Similarity NPC472548
0.8944 High Similarity NPC473760
0.8931 High Similarity NPC114927
0.8931 High Similarity NPC473083
0.8929 High Similarity NPC91703
0.8921 High Similarity NPC266374
0.8913 High Similarity NPC472371
0.8913 High Similarity NPC472395
0.8912 High Similarity NPC471102
0.8905 High Similarity NPC472545
0.8905 High Similarity NPC472551
0.8904 High Similarity NPC217091
0.8889 High Similarity NPC51602
0.8857 High Similarity NPC472546
0.8849 High Similarity NPC475400
0.8841 High Similarity NPC39549
0.8836 High Similarity NPC472549
0.8836 High Similarity NPC228204
0.8836 High Similarity NPC26033
0.8836 High Similarity NPC34066
0.8832 High Similarity NPC473216
0.8832 High Similarity NPC473399
0.8819 High Similarity NPC7095
0.8819 High Similarity NPC112216
0.8819 High Similarity NPC469448
0.8794 High Similarity NPC477894
0.8767 High Similarity NPC472030
0.8767 High Similarity NPC472022
0.8767 High Similarity NPC242262
0.8767 High Similarity NPC237549
0.8767 High Similarity NPC257213
0.8767 High Similarity NPC77719
0.8767 High Similarity NPC265395
0.8767 High Similarity NPC473414
0.8767 High Similarity NPC1173
0.8767 High Similarity NPC472005
0.8767 High Similarity NPC256142
0.8767 High Similarity NPC249471
0.8767 High Similarity NPC304876
0.8767 High Similarity NPC158333
0.8759 High Similarity NPC48929
0.8759 High Similarity NPC471103
0.875 High Similarity NPC81698
0.875 High Similarity NPC250046
0.875 High Similarity NPC60509
0.875 High Similarity NPC76103
0.875 High Similarity NPC472394
0.875 High Similarity NPC238370
0.8741 High Similarity NPC240115
0.8733 High Similarity NPC472574
0.8732 High Similarity NPC34943
0.8732 High Similarity NPC38696
0.8707 High Similarity NPC469422
0.8707 High Similarity NPC112523
0.8707 High Similarity NPC473611
0.8707 High Similarity NPC114410
0.8702 High Similarity NPC70973
0.869 High Similarity NPC198455
0.869 High Similarity NPC165260
0.869 High Similarity NPC161239
0.8671 High Similarity NPC125882
0.8671 High Similarity NPC127857
0.8667 High Similarity NPC476077
0.8662 High Similarity NPC191387
0.8662 High Similarity NPC131966
0.8658 High Similarity NPC469399
0.8657 High Similarity NPC470753
0.8657 High Similarity NPC473220
0.8649 High Similarity NPC323001
0.8649 High Similarity NPC326235
0.8639 High Similarity NPC472657
0.8639 High Similarity NPC472658
0.8633 High Similarity NPC472374
0.8633 High Similarity NPC472372
0.863 High Similarity NPC96308
0.8626 High Similarity NPC311175
0.8626 High Similarity NPC37641
0.8611 High Similarity NPC20255
0.8611 High Similarity NPC475552
0.86 High Similarity NPC477623

  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 NPC43241 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
0.7943 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD7236 Approved
0.7778 Intermediate Similarity NPD7239 Suspended
0.7778 Intermediate Similarity NPD7799 Discontinued
0.773 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD8434 Phase 2
0.7569 Intermediate Similarity NPD7008 Discontinued
0.756 Intermediate Similarity NPD8407 Phase 2
0.7519 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD8435 Approved
0.7485 Intermediate Similarity NPD8368 Discontinued
0.7485 Intermediate Similarity NPD8361 Approved
0.7485 Intermediate Similarity NPD8360 Approved
0.7469 Intermediate Similarity NPD8127 Discontinued
0.7412 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD7961 Discontinued
0.733 Intermediate Similarity NPD8485 Approved
0.7329 Intermediate Similarity NPD7058 Phase 2
0.7329 Intermediate Similarity NPD7057 Phase 3
0.732 Intermediate Similarity NPD8166 Discontinued
0.7308 Intermediate Similarity NPD6273 Approved
0.7305 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD3764 Approved
0.7241 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD2182 Approved
0.7234 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7214 Intermediate Similarity NPD7741 Discontinued
0.7208 Intermediate Similarity NPD4628 Phase 3
0.7207 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD5844 Phase 1
0.7195 Intermediate Similarity NPD5494 Approved
0.7174 Intermediate Similarity NPD5951 Approved
0.717 Intermediate Similarity NPD7458 Discontinued
0.7168 Intermediate Similarity NPD8150 Discontinued
0.7153 Intermediate Similarity NPD6858 Approved
0.7153 Intermediate Similarity NPD7094 Approved
0.7152 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD37 Approved
0.7133 Intermediate Similarity NPD6287 Discontinued
0.7124 Intermediate Similarity NPD7702 Clinical (unspecified phase)
0.7122 Intermediate Similarity NPD4198 Discontinued
0.7117 Intermediate Similarity NPD4965 Approved
0.7117 Intermediate Similarity NPD4966 Approved
0.7117 Intermediate Similarity NPD4967 Phase 2
0.7102 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD7819 Suspended
0.7097 Intermediate Similarity NPD7003 Approved
0.7067 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD6190 Approved
0.705 Intermediate Similarity NPD2629 Approved
0.703 Intermediate Similarity NPD6234 Discontinued
0.7023 Intermediate Similarity NPD1238 Approved
0.7012 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD7768 Phase 2
0.7 Intermediate Similarity NPD7713 Phase 3
0.6994 Remote Similarity NPD8313 Approved
0.6994 Remote Similarity NPD8312 Approved
0.6993 Remote Similarity NPD5125 Phase 3
0.6993 Remote Similarity NPD5126 Approved
0.6993 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6993 Remote Similarity NPD3748 Approved
0.6989 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6982 Remote Similarity NPD7473 Discontinued
0.6948 Remote Similarity NPD2438 Suspended
0.6941 Remote Similarity NPD7228 Approved
0.694 Remote Similarity NPD164 Approved
0.6918 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6914 Remote Similarity NPD6599 Discontinued
0.6905 Remote Similarity NPD6232 Discontinued
0.6902 Remote Similarity NPD7497 Discontinued
0.6901 Remote Similarity NPD7610 Discontinued
0.6894 Remote Similarity NPD7798 Approved
0.689 Remote Similarity NPD8455 Phase 2
0.689 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6887 Remote Similarity NPD8032 Phase 2
0.6879 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6867 Remote Similarity NPD7075 Discontinued
0.6861 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6852 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6852 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6848 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6848 Remote Similarity NPD5402 Approved
0.6839 Remote Similarity NPD5405 Approved
0.6839 Remote Similarity NPD5404 Approved
0.6839 Remote Similarity NPD5406 Approved
0.6839 Remote Similarity NPD5408 Approved
0.6826 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6815 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6812 Remote Similarity NPD2067 Discontinued
0.681 Remote Similarity NPD4380 Phase 2
0.68 Remote Similarity NPD6832 Phase 2
0.6788 Remote Similarity NPD5760 Phase 2
0.6788 Remote Similarity NPD5761 Phase 2
0.6782 Remote Similarity NPD7685 Pre-registration
0.6782 Remote Similarity NPD7240 Approved
0.6776 Remote Similarity NPD6663 Approved
0.6772 Remote Similarity NPD3750 Approved
0.6768 Remote Similarity NPD7411 Suspended
0.675 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6748 Remote Similarity NPD3226 Approved
0.6747 Remote Similarity NPD3817 Phase 2
0.6733 Remote Similarity NPD5736 Approved
0.6732 Remote Similarity NPD2979 Phase 3
0.6731 Remote Similarity NPD2935 Discontinued
0.6731 Remote Similarity NPD2796 Approved
0.673 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6728 Remote Similarity NPD5403 Approved
0.6727 Remote Similarity NPD6801 Discontinued
0.6725 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6724 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6721 Remote Similarity NPD7700 Phase 2
0.6721 Remote Similarity NPD7699 Phase 2
0.6714 Remote Similarity NPD1609 Clinical (unspecified phase)
0.671 Remote Similarity NPD7097 Phase 1
0.6708 Remote Similarity NPD2532 Approved
0.6708 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6708 Remote Similarity NPD2534 Approved
0.6708 Remote Similarity NPD5401 Approved
0.6708 Remote Similarity NPD2533 Approved
0.6702 Remote Similarity NPD8462 Phase 1
0.669 Remote Similarity NPD690 Clinical (unspecified phase)
0.6688 Remote Similarity NPD6355 Discontinued
0.6688 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6688 Remote Similarity NPD2346 Discontinued
0.6688 Remote Similarity NPD7266 Discontinued
0.6686 Remote Similarity NPD6559 Discontinued
0.6686 Remote Similarity NPD6764 Approved
0.6686 Remote Similarity NPD6765 Approved
0.6684 Remote Similarity NPD8320 Phase 1
0.6684 Remote Similarity NPD8319 Approved
0.6667 Remote Similarity NPD7714 Approved
0.6667 Remote Similarity NPD7715 Approved
0.6648 Remote Similarity NPD6534 Approved
0.6648 Remote Similarity NPD6535 Approved
0.6647 Remote Similarity NPD6959 Discontinued
0.6647 Remote Similarity NPD7199 Phase 2
0.6646 Remote Similarity NPD6799 Approved
0.6644 Remote Similarity NPD5667 Approved
0.6631 Remote Similarity NPD7435 Discontinued
0.6623 Remote Similarity NPD4307 Phase 2
0.6622 Remote Similarity NPD3972 Approved
0.6618 Remote Similarity NPD1929 Approved
0.6618 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6618 Remote Similarity NPD1930 Approved
0.6605 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6587 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6581 Remote Similarity NPD230 Phase 1
0.657 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6569 Remote Similarity NPD5909 Discontinued
0.6568 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6568 Remote Similarity NPD3749 Approved
0.6566 Remote Similarity NPD6385 Approved
0.6566 Remote Similarity NPD6386 Approved
0.6566 Remote Similarity NPD6873 Phase 2
0.6564 Remote Similarity NPD8404 Phase 2
0.6562 Remote Similarity NPD4110 Phase 3
0.6562 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6561 Remote Similarity NPD2799 Discontinued
0.6558 Remote Similarity NPD6233 Phase 2
0.6554 Remote Similarity NPD1281 Approved
0.6552 Remote Similarity NPD3818 Discontinued
0.6543 Remote Similarity NPD7696 Phase 3
0.6543 Remote Similarity NPD7698 Approved
0.6543 Remote Similarity NPD7697 Approved
0.6541 Remote Similarity NPD1989 Approved
0.6536 Remote Similarity NPD6785 Approved
0.6536 Remote Similarity NPD6784 Approved
0.6536 Remote Similarity NPD7095 Approved
0.6533 Remote Similarity NPD1876 Approved
0.6532 Remote Similarity NPD6166 Phase 2
0.6532 Remote Similarity NPD7997 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6531 Remote Similarity NPD17 Approved
0.6529 Remote Similarity NPD919 Approved
0.6527 Remote Similarity NPD1934 Approved
0.6525 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6524 Remote Similarity NPD920 Approved
0.6515 Remote Similarity NPD1202 Approved
0.6514 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6512 Remote Similarity NPD7229 Phase 3
0.651 Remote Similarity NPD7875 Clinical (unspecified phase)
0.651 Remote Similarity NPD6637 Approved
0.651 Remote Similarity NPD7874 Approved
0.6508 Remote Similarity NPD7871 Phase 2
0.6508 Remote Similarity NPD7870 Phase 2
0.6507 Remote Similarity NPD9545 Approved
0.6506 Remote Similarity NPD7028 Phase 2
0.6505 Remote Similarity NPD8285 Discontinued
0.6503 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6497 Remote Similarity NPD2569 Approved
0.6497 Remote Similarity NPD2567 Approved
0.6494 Remote Similarity NPD2313 Discontinued
0.6494 Remote Similarity NPD6798 Discontinued
0.6494 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6489 Remote Similarity NPD6823 Phase 2
0.6488 Remote Similarity NPD1465 Phase 2
0.6478 Remote Similarity NPD6005 Phase 3

  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