Structure

Physi-Chem Properties

Molecular Weight:  634.28
Volume:  629.571
LogP:  2.774
LogD:  2.196
LogS:  -4.699
# Rotatable Bonds:  8
TPSA:  153.5
# H-Bond Aceptor:  10
# H-Bond Donor:  2
# Rings:  8
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.147
Synthetic Accessibility Score:  6.761
Fsp3:  0.694
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.289
MDCK Permeability:  9.713084000395611e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.657
Human Intestinal Absorption (HIA):  0.034
20% Bioavailability (F20%):  0.706
30% Bioavailability (F30%):  0.994

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.903
Plasma Protein Binding (PPB):  53.90950393676758%
Volume Distribution (VD):  0.596
Pgp-substrate:  27.63231086730957%

ADMET: Metabolism

CYP1A2-inhibitor:  0.027
CYP1A2-substrate:  0.929
CYP2C19-inhibitor:  0.223
CYP2C19-substrate:  0.585
CYP2C9-inhibitor:  0.092
CYP2C9-substrate:  0.009
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.053
CYP3A4-inhibitor:  0.936
CYP3A4-substrate:  0.546

ADMET: Excretion

Clearance (CL):  10.722
Half-life (T1/2):  0.029

ADMET: Toxicity

hERG Blockers:  0.327
Human Hepatotoxicity (H-HT):  0.52
Drug-inuced Liver Injury (DILI):  0.213
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.263
Maximum Recommended Daily Dose:  0.914
Skin Sensitization:  0.245
Carcinogencity:  0.069
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.984

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Similar NPs/Drugs  

  Natural Product: NPC220757

Natural Product ID:  NPC220757
Common Name*:   KDKIOCIPCJDWMT-ADSFGAOYSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  KDKIOCIPCJDWMT-ADSFGAOYSA-N
Standard InCHI:  InChI=1S/C36H42O10/c1-7-14(2)30(40)45-13-35(43)22-10-21(22)33(4)23(35)11-20-18(12-37)32(42)46-36(20)24(33)9-17-16-8-19(16)34(5)26(17)27(36)25(28(38)29(34)39)15(3)31(41)44-6/h7,16,19,21-24,27,29,37,39,43H,8-13H2,1-6H3/b14-7+,25-15-/t16-,19-,21-,22+,23-,24+,27+,29+,33+,34+,35+,36+/m1/s1
SMILES:  COC(=O)/C(=C/1C(=O)[C@H](O)[C@@]2(C3=C(C[C@@H]4[C@@]5([C@@H]13)OC(=O)C(=C5C[C@@H]1[C@]4(C)[C@@H]3C[C@@H]3[C@@]1(O)COC(=O)/C(=C/C)/C)CO)[C@@H]1[C@H]2C1)C)/C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3809357
PubChem CID:   71591590
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits Spanish DOI[10.1021/jf00010a019]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. DOI[10.1021/jf00016a013]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota n.a. Germany DOI[10.1021/jf00016a013]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota n.a. Italy DOI[10.1021/jf00016a013]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits Turkey DOI[10.1111/j.1745-4557.2003.tb00250.x]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. DOI[10.17660/ActaHortic.2003.610.16]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. PMID[10794642]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. PMID[10820090]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. PMID[11754554]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. PMID[15315387]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. PMID[16076125]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. PMID[16920856]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. PMID[19358604]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. PMID[21190690]
NPO6674 Burkholderia ambifaria Species Burkholderiaceae Bacteria n.a. n.a. n.a. PMID[22988812]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. PMID[23394984]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota n.a. Germany PMID[23394984]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota n.a. New Zealand PMID[23394984]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. PMID[2413754]
NPO17386 Securidaca longepedunculata Species Polygalaceae Eukaryota n.a. n.a. n.a. PMID[24216090]
NPO11257 Momordica dioica Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[30673219]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota Fruits n.a. PMID[9542132]
NPO11097 Lepidium apetalum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11097 Lepidium apetalum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11257 Momordica dioica Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11257 Momordica dioica Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11097 Lepidium apetalum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11097 Lepidium apetalum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12891 Minasia alpestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3740 Trisetum flavescens Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1185 Stereocaulon strictum Species Stereocaulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3385 Cassine transvaalensis Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO468 Dryopteris oligophlebia Species Dryopteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9512 Phlomis fruticosa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11097 Lepidium apetalum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17386 Securidaca longepedunculata Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6674 Burkholderia ambifaria Species Burkholderiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO19898 Stevia lucida Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9928 Cephalaria cilicica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12998 Salvia rubescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9040 Elsinoe annonae Species Elsinoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12192 Coronilla scorpioides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11815 Mikania hirsutissima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7345 Ptilonia magellanica Species Bonnemaisoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10399 Manfreda virginica Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8484 Codonopsis lanceolata Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7048 Eucalyptus rariflora Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16164 Podocarpus urbani Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9307 Ficus indica Species Ficidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO936 Pinalia spicata Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2300 Actinidia deliciosa Species Actinidiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5827 Dalea tuberculata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5013 Loranthus spicatus Species Loranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10738 Cotoneaster horizontalis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11555 Pterocaulon purpurascens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5392 Pachycereus pecten-aboriginum Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11257 Momordica dioica Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6256 Eucalyptus umbra Species Myrtaceae 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 46720.0 nM PMID[543405]
NPT113 Cell Line RAW264.7 Mus musculus GI = 30.0 % PMID[543405]

☑ 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 NPC220757 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 NPC196921
0.9916 High Similarity NPC35109
0.9835 High Similarity NPC469673
0.9754 High Similarity NPC476823
0.9752 High Similarity NPC34963
0.9672 High Similarity NPC58029
0.9669 High Similarity NPC279478
0.9669 High Similarity NPC241935
0.9664 High Similarity NPC15095
0.9244 High Similarity NPC17938
0.9048 High Similarity NPC469674
0.8855 High Similarity NPC25887
0.8647 High Similarity NPC470426
0.864 High Similarity NPC8374
0.8636 High Similarity NPC476825
0.8629 High Similarity NPC470265
0.8629 High Similarity NPC23786
0.8605 High Similarity NPC327664
0.8605 High Similarity NPC470427
0.8605 High Similarity NPC476097
0.8548 High Similarity NPC67569
0.8538 High Similarity NPC192334
0.8538 High Similarity NPC60150
0.8537 High Similarity NPC264954
0.8527 High Similarity NPC476824
0.8525 High Similarity NPC239273
0.8516 High Similarity NPC470880
0.8516 High Similarity NPC134902
0.8516 High Similarity NPC231529
0.8504 High Similarity NPC473253
0.8504 High Similarity NPC473265
0.8504 High Similarity NPC470882
0.85 High Similarity NPC470063
0.8492 Intermediate Similarity NPC8369
0.848 Intermediate Similarity NPC153700
0.848 Intermediate Similarity NPC269642
0.848 Intermediate Similarity NPC88326
0.8468 Intermediate Similarity NPC474370
0.8462 Intermediate Similarity NPC24599
0.8455 Intermediate Similarity NPC311554
0.8455 Intermediate Similarity NPC257457
0.845 Intermediate Similarity NPC254823
0.8443 Intermediate Similarity NPC148458
0.8425 Intermediate Similarity NPC63186
0.8413 Intermediate Similarity NPC120724
0.8413 Intermediate Similarity NPC469789
0.8374 Intermediate Similarity NPC20302
0.8374 Intermediate Similarity NPC183580
0.8374 Intermediate Similarity NPC470493
0.8374 Intermediate Similarity NPC140055
0.8374 Intermediate Similarity NPC167606
0.8374 Intermediate Similarity NPC470492
0.8374 Intermediate Similarity NPC471854
0.8374 Intermediate Similarity NPC312824
0.8374 Intermediate Similarity NPC286528
0.8372 Intermediate Similarity NPC471407
0.8359 Intermediate Similarity NPC287423
0.8346 Intermediate Similarity NPC81736
0.8346 Intermediate Similarity NPC172154
0.8333 Intermediate Similarity NPC222688
0.8333 Intermediate Similarity NPC179642
0.8306 Intermediate Similarity NPC50774
0.8306 Intermediate Similarity NPC709
0.8295 Intermediate Similarity NPC236999
0.8295 Intermediate Similarity NPC311534
0.8281 Intermediate Similarity NPC293112
0.8281 Intermediate Similarity NPC473635
0.8268 Intermediate Similarity NPC472399
0.8268 Intermediate Similarity NPC129992
0.8268 Intermediate Similarity NPC11895
0.8264 Intermediate Similarity NPC475668
0.8264 Intermediate Similarity NPC473921
0.8264 Intermediate Similarity NPC475480
0.8258 Intermediate Similarity NPC471234
0.8254 Intermediate Similarity NPC52839
0.8254 Intermediate Similarity NPC46570
0.8244 Intermediate Similarity NPC471855
0.8244 Intermediate Similarity NPC231240
0.824 Intermediate Similarity NPC472933
0.824 Intermediate Similarity NPC475041
0.8231 Intermediate Similarity NPC473593
0.8226 Intermediate Similarity NPC284068
0.8217 Intermediate Similarity NPC42399
0.8211 Intermediate Similarity NPC147912
0.8211 Intermediate Similarity NPC67259
0.8203 Intermediate Similarity NPC3381
0.8203 Intermediate Similarity NPC226049
0.8203 Intermediate Similarity NPC473255
0.8197 Intermediate Similarity NPC280782
0.8197 Intermediate Similarity NPC100267
0.8197 Intermediate Similarity NPC475524
0.8197 Intermediate Similarity NPC317687
0.8189 Intermediate Similarity NPC257017
0.8189 Intermediate Similarity NPC19464
0.8189 Intermediate Similarity NPC162009
0.8189 Intermediate Similarity NPC107493
0.8189 Intermediate Similarity NPC170538
0.8182 Intermediate Similarity NPC88668
0.8182 Intermediate Similarity NPC475134
0.8182 Intermediate Similarity NPC475563
0.8182 Intermediate Similarity NPC316915
0.8175 Intermediate Similarity NPC157252
0.8175 Intermediate Similarity NPC109973
0.8175 Intermediate Similarity NPC471128
0.8175 Intermediate Similarity NPC472004
0.8175 Intermediate Similarity NPC145182
0.8175 Intermediate Similarity NPC471126
0.816 Intermediate Similarity NPC118638
0.816 Intermediate Similarity NPC475372
0.816 Intermediate Similarity NPC186525
0.816 Intermediate Similarity NPC329736
0.8145 Intermediate Similarity NPC49492
0.8145 Intermediate Similarity NPC266728
0.8145 Intermediate Similarity NPC270958
0.8145 Intermediate Similarity NPC470075
0.813 Intermediate Similarity NPC250109
0.813 Intermediate Similarity NPC962
0.813 Intermediate Similarity NPC122056
0.813 Intermediate Similarity NPC472926
0.813 Intermediate Similarity NPC202889
0.8125 Intermediate Similarity NPC473979
0.8125 Intermediate Similarity NPC84865
0.8115 Intermediate Similarity NPC317107
0.811 Intermediate Similarity NPC472001
0.811 Intermediate Similarity NPC473256
0.811 Intermediate Similarity NPC470878
0.811 Intermediate Similarity NPC472000
0.811 Intermediate Similarity NPC472401
0.811 Intermediate Similarity NPC471999
0.8095 Intermediate Similarity NPC471108
0.8095 Intermediate Similarity NPC255081
0.8095 Intermediate Similarity NPC275696
0.8095 Intermediate Similarity NPC477092
0.8095 Intermediate Similarity NPC22628
0.8095 Intermediate Similarity NPC312536
0.8095 Intermediate Similarity NPC475520
0.8095 Intermediate Similarity NPC61520
0.8095 Intermediate Similarity NPC5991
0.8095 Intermediate Similarity NPC5989
0.8092 Intermediate Similarity NPC476966
0.808 Intermediate Similarity NPC243065
0.808 Intermediate Similarity NPC473656
0.808 Intermediate Similarity NPC475323
0.808 Intermediate Similarity NPC472927
0.808 Intermediate Similarity NPC472934
0.8077 Intermediate Similarity NPC298841
0.8065 Intermediate Similarity NPC474872
0.8065 Intermediate Similarity NPC178289
0.8062 Intermediate Similarity NPC473709
0.8062 Intermediate Similarity NPC470922
0.8062 Intermediate Similarity NPC473919
0.8062 Intermediate Similarity NPC470494
0.8062 Intermediate Similarity NPC145238
0.8062 Intermediate Similarity NPC469790
0.8049 Intermediate Similarity NPC269530
0.8049 Intermediate Similarity NPC191620
0.8049 Intermediate Similarity NPC71348
0.8031 Intermediate Similarity NPC185876
0.8031 Intermediate Similarity NPC476961
0.8031 Intermediate Similarity NPC19336
0.803 Intermediate Similarity NPC173347
0.8017 Intermediate Similarity NPC472825
0.8016 Intermediate Similarity NPC171905
0.8016 Intermediate Similarity NPC471125
0.8016 Intermediate Similarity NPC472397
0.8016 Intermediate Similarity NPC475401
0.8016 Intermediate Similarity NPC472758
0.8016 Intermediate Similarity NPC473720
0.8015 Intermediate Similarity NPC473620
0.8 Intermediate Similarity NPC222307
0.8 Intermediate Similarity NPC270929
0.8 Intermediate Similarity NPC64318
0.8 Intermediate Similarity NPC72772
0.8 Intermediate Similarity NPC196931
0.8 Intermediate Similarity NPC469794
0.7986 Intermediate Similarity NPC471172
0.7984 Intermediate Similarity NPC477126
0.7984 Intermediate Similarity NPC52634
0.7984 Intermediate Similarity NPC473802
0.7984 Intermediate Similarity NPC71889
0.7984 Intermediate Similarity NPC204812
0.7984 Intermediate Similarity NPC67251
0.7984 Intermediate Similarity NPC474937
0.7984 Intermediate Similarity NPC317210
0.797 Intermediate Similarity NPC476193
0.7969 Intermediate Similarity NPC159456
0.7969 Intermediate Similarity NPC4021
0.7969 Intermediate Similarity NPC470418
0.7969 Intermediate Similarity NPC470921
0.7967 Intermediate Similarity NPC470961
0.7967 Intermediate Similarity NPC324683
0.7955 Intermediate Similarity NPC104382
0.7955 Intermediate Similarity NPC221414
0.7953 Intermediate Similarity NPC469380
0.7953 Intermediate Similarity NPC19028
0.7953 Intermediate Similarity NPC473274
0.7953 Intermediate Similarity NPC180640
0.7953 Intermediate Similarity NPC473203
0.7953 Intermediate Similarity NPC9674
0.7953 Intermediate Similarity NPC476960

  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 NPC220757 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
0.8374 Intermediate Similarity NPD7115 Discovery
0.8031 Intermediate Similarity NPD6319 Approved
0.7903 Intermediate Similarity NPD8297 Approved
0.782 Intermediate Similarity NPD7319 Approved
0.7803 Intermediate Similarity NPD7078 Approved
0.7786 Intermediate Similarity NPD7492 Approved
0.7752 Intermediate Similarity NPD6054 Approved
0.7744 Intermediate Similarity NPD7736 Approved
0.7742 Intermediate Similarity NPD6371 Approved
0.7727 Intermediate Similarity NPD6616 Approved
0.7727 Intermediate Similarity NPD7507 Approved
0.7698 Intermediate Similarity NPD4632 Approved
0.768 Intermediate Similarity NPD6650 Approved
0.768 Intermediate Similarity NPD6649 Approved
0.7669 Intermediate Similarity NPD8293 Discontinued
0.7661 Intermediate Similarity NPD6372 Approved
0.7661 Intermediate Similarity NPD6373 Approved
0.7642 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD6370 Approved
0.7615 Intermediate Similarity NPD6059 Approved
0.7583 Intermediate Similarity NPD7640 Approved
0.7583 Intermediate Similarity NPD7639 Approved
0.7581 Intermediate Similarity NPD6881 Approved
0.7581 Intermediate Similarity NPD6899 Approved
0.7581 Intermediate Similarity NPD7320 Approved
0.7576 Intermediate Similarity NPD7604 Phase 2
0.7561 Intermediate Similarity NPD6402 Approved
0.7561 Intermediate Similarity NPD7128 Approved
0.7561 Intermediate Similarity NPD5739 Approved
0.7561 Intermediate Similarity NPD6675 Approved
0.7557 Intermediate Similarity NPD6016 Approved
0.7557 Intermediate Similarity NPD6015 Approved
0.7557 Intermediate Similarity NPD8033 Approved
0.754 Intermediate Similarity NPD8130 Phase 1
0.752 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4225 Approved
0.75 Intermediate Similarity NPD5988 Approved
0.75 Intermediate Similarity NPD5697 Approved
0.75 Intermediate Similarity NPD7638 Approved
0.7481 Intermediate Similarity NPD8377 Approved
0.7481 Intermediate Similarity NPD8294 Approved
0.748 Intermediate Similarity NPD6882 Approved
0.7462 Intermediate Similarity NPD7327 Approved
0.7462 Intermediate Similarity NPD7328 Approved
0.746 Intermediate Similarity NPD6883 Approved
0.746 Intermediate Similarity NPD7102 Approved
0.746 Intermediate Similarity NPD4634 Approved
0.746 Intermediate Similarity NPD7290 Approved
0.746 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD8296 Approved
0.7424 Intermediate Similarity NPD8380 Approved
0.7424 Intermediate Similarity NPD8335 Approved
0.7424 Intermediate Similarity NPD8378 Approved
0.7424 Intermediate Similarity NPD8379 Approved
0.7419 Intermediate Similarity NPD6008 Approved
0.7417 Intermediate Similarity NPD6083 Phase 2
0.7417 Intermediate Similarity NPD6084 Phase 2
0.7405 Intermediate Similarity NPD7516 Approved
0.7402 Intermediate Similarity NPD6869 Approved
0.7402 Intermediate Similarity NPD6617 Approved
0.7402 Intermediate Similarity NPD6847 Approved
0.7385 Intermediate Similarity NPD6009 Approved
0.7381 Intermediate Similarity NPD6013 Approved
0.7381 Intermediate Similarity NPD6012 Approved
0.7381 Intermediate Similarity NPD6014 Approved
0.736 Intermediate Similarity NPD5701 Approved
0.7317 Intermediate Similarity NPD5211 Phase 2
0.7302 Intermediate Similarity NPD6686 Approved
0.7302 Intermediate Similarity NPD6011 Approved
0.7293 Intermediate Similarity NPD5983 Phase 2
0.725 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD5696 Approved
0.7206 Intermediate Similarity NPD6336 Discontinued
0.72 Intermediate Similarity NPD5141 Approved
0.7185 Intermediate Similarity NPD8328 Phase 3
0.7167 Intermediate Similarity NPD6001 Approved
0.7165 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD7503 Approved
0.7154 Intermediate Similarity NPD5285 Approved
0.7154 Intermediate Similarity NPD5286 Approved
0.7154 Intermediate Similarity NPD4696 Approved
0.7132 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD4755 Approved
0.7107 Intermediate Similarity NPD5695 Phase 3
0.7101 Intermediate Similarity NPD6033 Approved
0.7087 Intermediate Similarity NPD6412 Phase 2
0.7077 Intermediate Similarity NPD6053 Discontinued
0.7045 Intermediate Similarity NPD6274 Approved
0.704 Intermediate Similarity NPD5224 Approved
0.704 Intermediate Similarity NPD5226 Approved
0.704 Intermediate Similarity NPD5225 Approved
0.704 Intermediate Similarity NPD4633 Approved
0.704 Intermediate Similarity NPD7632 Discontinued
0.7016 Intermediate Similarity NPD4700 Approved
0.7015 Intermediate Similarity NPD7101 Approved
0.7015 Intermediate Similarity NPD7100 Approved
0.7 Intermediate Similarity NPD5693 Phase 1
0.6984 Remote Similarity NPD5175 Approved
0.6984 Remote Similarity NPD5174 Approved
0.6975 Remote Similarity NPD4753 Phase 2
0.6967 Remote Similarity NPD5210 Approved
0.6967 Remote Similarity NPD4629 Approved
0.696 Remote Similarity NPD5223 Approved
0.6942 Remote Similarity NPD6399 Phase 3
0.694 Remote Similarity NPD6335 Approved
0.6917 Remote Similarity NPD5785 Approved
0.6912 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6899 Remote Similarity NPD4730 Approved
0.6899 Remote Similarity NPD4729 Approved
0.6894 Remote Similarity NPD8133 Approved
0.6875 Remote Similarity NPD4768 Approved
0.6875 Remote Similarity NPD4767 Approved
0.6866 Remote Similarity NPD6317 Approved
0.6866 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6833 Remote Similarity NPD6673 Approved
0.6833 Remote Similarity NPD6080 Approved
0.6833 Remote Similarity NPD6904 Approved
0.6825 Remote Similarity NPD5344 Discontinued
0.6815 Remote Similarity NPD6313 Approved
0.6815 Remote Similarity NPD6314 Approved
0.6803 Remote Similarity NPD4202 Approved
0.6794 Remote Similarity NPD5250 Approved
0.6794 Remote Similarity NPD5249 Phase 3
0.6794 Remote Similarity NPD5248 Approved
0.6794 Remote Similarity NPD5251 Approved
0.6794 Remote Similarity NPD5247 Approved
0.6788 Remote Similarity NPD8516 Approved
0.6788 Remote Similarity NPD8517 Approved
0.6788 Remote Similarity NPD8515 Approved
0.6788 Remote Similarity NPD6909 Approved
0.6788 Remote Similarity NPD8513 Phase 3
0.6788 Remote Similarity NPD6908 Approved
0.6774 Remote Similarity NPD4697 Phase 3
0.6774 Remote Similarity NPD5221 Approved
0.6774 Remote Similarity NPD5222 Approved
0.6774 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6769 Remote Similarity NPD5128 Approved
0.6761 Remote Similarity NPD5956 Approved
0.675 Remote Similarity NPD6903 Approved
0.675 Remote Similarity NPD5737 Approved
0.675 Remote Similarity NPD6672 Approved
0.6748 Remote Similarity NPD7748 Approved
0.6723 Remote Similarity NPD7334 Approved
0.6723 Remote Similarity NPD6684 Approved
0.6723 Remote Similarity NPD6409 Approved
0.6723 Remote Similarity NPD3618 Phase 1
0.6723 Remote Similarity NPD7521 Approved
0.6723 Remote Similarity NPD5330 Approved
0.6723 Remote Similarity NPD7146 Approved
0.6723 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6721 Remote Similarity NPD6079 Approved
0.672 Remote Similarity NPD5173 Approved
0.672 Remote Similarity NPD7902 Approved
0.6719 Remote Similarity NPD4754 Approved
0.6718 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6713 Remote Similarity NPD7260 Phase 2
0.6694 Remote Similarity NPD5328 Approved
0.6667 Remote Similarity NPD6334 Approved
0.6667 Remote Similarity NPD6868 Approved
0.6667 Remote Similarity NPD6333 Approved
0.6667 Remote Similarity NPD6921 Approved
0.6642 Remote Similarity NPD4522 Approved
0.6639 Remote Similarity NPD6698 Approved
0.6639 Remote Similarity NPD5329 Approved
0.6639 Remote Similarity NPD46 Approved
0.6617 Remote Similarity NPD5217 Approved
0.6617 Remote Similarity NPD5216 Approved
0.6617 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6617 Remote Similarity NPD5215 Approved
0.6612 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6585 Remote Similarity NPD6050 Approved
0.6585 Remote Similarity NPD7637 Suspended
0.6585 Remote Similarity NPD7515 Phase 2
0.6583 Remote Similarity NPD6098 Approved
0.6571 Remote Similarity NPD6067 Discontinued
0.6555 Remote Similarity NPD3666 Approved
0.6555 Remote Similarity NPD4197 Approved
0.6555 Remote Similarity NPD3665 Phase 1
0.6555 Remote Similarity NPD4786 Approved
0.6555 Remote Similarity NPD3133 Approved
0.6552 Remote Similarity NPD6845 Suspended
0.6549 Remote Similarity NPD8074 Phase 3
0.6541 Remote Similarity NPD5169 Approved
0.6541 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6541 Remote Similarity NPD5135 Approved
0.6527 Remote Similarity NPD7799 Discontinued
0.6504 Remote Similarity NPD5692 Phase 3
0.65 Remote Similarity NPD5363 Approved
0.6493 Remote Similarity NPD5127 Approved
0.6484 Remote Similarity NPD6648 Approved
0.648 Remote Similarity NPD7901 Clinical (unspecified phase)
0.648 Remote Similarity NPD5282 Discontinued
0.648 Remote Similarity NPD7900 Approved
0.6452 Remote Similarity NPD8035 Phase 2
0.6452 Remote Similarity NPD8034 Phase 2
0.6452 Remote Similarity NPD5694 Approved
0.6452 Remote Similarity NPD5281 Approved
0.6452 Remote Similarity NPD5284 Approved
0.6446 Remote Similarity NPD5690 Phase 2

  Bioactivity similarity: Similar Natural Products in NPASS

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

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

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