Structure

Physi-Chem Properties

Molecular Weight:  248.14
Volume:  260.788
LogP:  2.602
LogD:  2.006
LogS:  -3.763
# Rotatable Bonds:  0
TPSA:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.406
Synthetic Accessibility Score:  4.798
Fsp3:  0.667
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  2
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.603
MDCK Permeability:  2.352608134970069e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.088
20% Bioavailability (F20%):  0.559
30% Bioavailability (F30%):  0.124

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.076
Plasma Protein Binding (PPB):  82.51326751708984%
Volume Distribution (VD):  1.486
Pgp-substrate:  19.51312828063965%

ADMET: Metabolism

CYP1A2-inhibitor:  0.33
CYP1A2-substrate:  0.126
CYP2C19-inhibitor:  0.085
CYP2C19-substrate:  0.588
CYP2C9-inhibitor:  0.182
CYP2C9-substrate:  0.189
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.106
CYP3A4-inhibitor:  0.533
CYP3A4-substrate:  0.262

ADMET: Excretion

Clearance (CL):  7.704
Half-life (T1/2):  0.458

ADMET: Toxicity

hERG Blockers:  0.013
Human Hepatotoxicity (H-HT):  0.208
Drug-inuced Liver Injury (DILI):  0.827
AMES Toxicity:  0.016
Rat Oral Acute Toxicity:  0.595
Maximum Recommended Daily Dose:  0.942
Skin Sensitization:  0.281
Carcinogencity:  0.596
Eye Corrosion:  0.903
Eye Irritation:  0.945
Respiratory Toxicity:  0.969

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

  Natural Product: NPC91248

Natural Product ID:  NPC91248
Common Name*:   XRMJVTYQUFNCJQ-RPMKOLLGSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  XRMJVTYQUFNCJQ-RPMKOLLGSA-N
Standard InCHI:  InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h4,8,11-13,17H,2,5-7H2,1,3H3/t8-,11+,12+,13+,15+/m0/s1
SMILES:  O=C1O[C@H]2[C@@H](C1=C)C[C@@H]1C(=CC[C@@]1(C)O)[C@H](C2)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3593379
PubChem CID:   NA
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000050] Lactones
        • [CHEMONTID:0001245] Gamma butyrolactones

*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
NPO10541 Dioscorea spongiosa Species Dioscoreaceae Eukaryota rhizomes n.a. n.a. PMID[12762799]
NPO19126 Lycopodium sieboldii Species Lycopodiaceae Eukaryota n.a. n.a. n.a. PMID[14535761]
NPO17553 Pleione bulbocodioides Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[23627123]
NPO20442 Croton stellatopilosus Species Euphorbiaceae Eukaryota n.a. leaf n.a. PMID[24286075]
NPO33441 leucophyta brownii Species Asteraceae Eukaryota Resinous Exudates n.a. n.a. PMID[26218649]
NPO10023 Francoeuria undulata Species Asteraceae Eukaryota Aerial Parts n.a. n.a. PMID[28032767]
NPO16284 Scutellaria galericulata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10541 Dioscorea spongiosa Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21204 Achillea holosericea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16284 Scutellaria galericulata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10541 Dioscorea spongiosa Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17553 Pleione bulbocodioides Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17553 Pleione bulbocodioides Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21204 Achillea holosericea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19665 Salvia aerea Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20071 Dracaena cinnabari Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21018 Macrozamia riedlei Species Zamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21330 Ilex integra Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18555 Vernonia chinensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16284 Scutellaria galericulata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19126 Lycopodium sieboldii Species Lycopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20628 Magnolia kachirachirai Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10541 Dioscorea spongiosa Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10023 Francoeuria undulata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20185 Lachnanthes tinctoria Species Haemodoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19875 Ceratocystis ips Species Ceratocystidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17553 Pleione bulbocodioides Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20442 Croton stellatopilosus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4239 Betula neoalaskana Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8004 Hexaplex trunculus Species Muricidae 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
NPT83 Cell Line MCF7 Homo sapiens IC50 = 24200.0 nM PMID[554009]
NPT139 Cell Line HT-29 Homo sapiens IC50 = 28200.0 nM PMID[554009]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 17700.0 nM PMID[554009]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 6500.0 nM PMID[554009]

☑ 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 NPC91248 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
0.9425 High Similarity NPC470013
0.9425 High Similarity NPC198853
0.9425 High Similarity NPC470010
0.9425 High Similarity NPC262133
0.9425 High Similarity NPC323008
0.9419 High Similarity NPC131209
0.9419 High Similarity NPC133698
0.9302 High Similarity NPC37607
0.9302 High Similarity NPC301969
0.9205 High Similarity NPC477131
0.9186 High Similarity NPC4986
0.9167 High Similarity NPC300082
0.9167 High Similarity NPC204105
0.9167 High Similarity NPC284534
0.9059 High Similarity NPC67493
0.9024 High Similarity NPC276356
0.8889 High Similarity NPC67584
0.8889 High Similarity NPC52044
0.8876 High Similarity NPC135776
0.8851 High Similarity NPC79549
0.8791 High Similarity NPC213078
0.875 High Similarity NPC215556
0.8706 High Similarity NPC245665
0.8696 High Similarity NPC161493
0.8681 High Similarity NPC304886
0.8652 High Similarity NPC216284
0.8636 High Similarity NPC178875
0.8621 High Similarity NPC56593
0.8605 High Similarity NPC224386
0.8605 High Similarity NPC156485
0.8605 High Similarity NPC194859
0.8602 High Similarity NPC221615
0.8571 High Similarity NPC156658
0.8571 High Similarity NPC74673
0.8571 High Similarity NPC258965
0.8571 High Similarity NPC127019
0.8571 High Similarity NPC69271
0.8556 High Similarity NPC155215
0.8539 High Similarity NPC32922
0.8526 High Similarity NPC86077
0.8523 High Similarity NPC118601
0.8506 High Similarity NPC235792
0.8488 Intermediate Similarity NPC250315
0.8478 Intermediate Similarity NPC170120
0.8478 Intermediate Similarity NPC213698
0.8462 Intermediate Similarity NPC258216
0.8452 Intermediate Similarity NPC470239
0.8452 Intermediate Similarity NPC182550
0.8452 Intermediate Similarity NPC470244
0.8427 Intermediate Similarity NPC207114
0.8427 Intermediate Similarity NPC224652
0.8427 Intermediate Similarity NPC217983
0.8409 Intermediate Similarity NPC187661
0.8409 Intermediate Similarity NPC64153
0.8372 Intermediate Similarity NPC246076
0.8353 Intermediate Similarity NPC302426
0.8352 Intermediate Similarity NPC475925
0.8352 Intermediate Similarity NPC184063
0.8333 Intermediate Similarity NPC155935
0.8315 Intermediate Similarity NPC270270
0.8315 Intermediate Similarity NPC160138
0.828 Intermediate Similarity NPC163228
0.828 Intermediate Similarity NPC472873
0.8276 Intermediate Similarity NPC39588
0.8276 Intermediate Similarity NPC215294
0.8265 Intermediate Similarity NPC223450
0.8265 Intermediate Similarity NPC243998
0.8265 Intermediate Similarity NPC166115
0.8256 Intermediate Similarity NPC126248
0.8247 Intermediate Similarity NPC124881
0.8242 Intermediate Similarity NPC297474
0.8242 Intermediate Similarity NPC54065
0.8242 Intermediate Similarity NPC35809
0.8242 Intermediate Similarity NPC19087
0.8229 Intermediate Similarity NPC150923
0.8222 Intermediate Similarity NPC202672
0.8202 Intermediate Similarity NPC470242
0.8191 Intermediate Similarity NPC24956
0.8191 Intermediate Similarity NPC18019
0.8182 Intermediate Similarity NPC26617
0.8172 Intermediate Similarity NPC167219
0.8152 Intermediate Similarity NPC35959
0.8152 Intermediate Similarity NPC29821
0.8152 Intermediate Similarity NPC293001
0.8152 Intermediate Similarity NPC63193
0.8152 Intermediate Similarity NPC57304
0.8152 Intermediate Similarity NPC12172
0.8152 Intermediate Similarity NPC133888
0.8152 Intermediate Similarity NPC208886
0.8152 Intermediate Similarity NPC171360
0.8132 Intermediate Similarity NPC307411
0.8132 Intermediate Similarity NPC295312
0.8132 Intermediate Similarity NPC472872
0.8132 Intermediate Similarity NPC38392
0.8132 Intermediate Similarity NPC268298
0.8125 Intermediate Similarity NPC70865
0.8111 Intermediate Similarity NPC190753
0.8105 Intermediate Similarity NPC108475
0.8105 Intermediate Similarity NPC213947
0.8105 Intermediate Similarity NPC170143
0.8105 Intermediate Similarity NPC181151
0.809 Intermediate Similarity NPC161957
0.809 Intermediate Similarity NPC33570
0.809 Intermediate Similarity NPC215364
0.809 Intermediate Similarity NPC21471
0.8085 Intermediate Similarity NPC476053
0.8072 Intermediate Similarity NPC143979
0.8072 Intermediate Similarity NPC320537
0.8068 Intermediate Similarity NPC272814
0.8068 Intermediate Similarity NPC128246
0.8068 Intermediate Similarity NPC111409
0.8065 Intermediate Similarity NPC153590
0.8065 Intermediate Similarity NPC473234
0.8065 Intermediate Similarity NPC60386
0.8065 Intermediate Similarity NPC473263
0.8065 Intermediate Similarity NPC200237
0.8065 Intermediate Similarity NPC179746
0.8065 Intermediate Similarity NPC81419
0.8065 Intermediate Similarity NPC473273
0.8065 Intermediate Similarity NPC308656
0.8046 Intermediate Similarity NPC35089
0.8046 Intermediate Similarity NPC10276
0.8043 Intermediate Similarity NPC129419
0.8043 Intermediate Similarity NPC62815
0.8043 Intermediate Similarity NPC51004
0.8021 Intermediate Similarity NPC45125
0.8 Intermediate Similarity NPC470240
0.8 Intermediate Similarity NPC284902
0.8 Intermediate Similarity NPC304558
0.8 Intermediate Similarity NPC107787
0.8 Intermediate Similarity NPC236692
0.8 Intermediate Similarity NPC476794
0.8 Intermediate Similarity NPC15975
0.8 Intermediate Similarity NPC309757
0.8 Intermediate Similarity NPC195785
0.8 Intermediate Similarity NPC65603
0.7979 Intermediate Similarity NPC474338
0.7979 Intermediate Similarity NPC473331
0.7978 Intermediate Similarity NPC472958
0.7978 Intermediate Similarity NPC472957
0.7978 Intermediate Similarity NPC115786
0.7978 Intermediate Similarity NPC165287
0.7976 Intermediate Similarity NPC226669
0.7976 Intermediate Similarity NPC138408
0.7976 Intermediate Similarity NPC193351
0.7957 Intermediate Similarity NPC261607
0.7957 Intermediate Similarity NPC184463
0.7957 Intermediate Similarity NPC111114
0.7957 Intermediate Similarity NPC300312
0.7957 Intermediate Similarity NPC30515
0.7955 Intermediate Similarity NPC89555
0.7941 Intermediate Similarity NPC471884
0.7938 Intermediate Similarity NPC471381
0.7938 Intermediate Similarity NPC186861
0.7935 Intermediate Similarity NPC473564
0.7917 Intermediate Similarity NPC471150
0.7917 Intermediate Similarity NPC474313
0.7917 Intermediate Similarity NPC477949
0.7917 Intermediate Similarity NPC311904
0.7912 Intermediate Similarity NPC201658
0.7912 Intermediate Similarity NPC475703
0.7912 Intermediate Similarity NPC24728
0.7912 Intermediate Similarity NPC237540
0.7907 Intermediate Similarity NPC267231
0.79 Intermediate Similarity NPC54737
0.79 Intermediate Similarity NPC475217
0.7895 Intermediate Similarity NPC48803
0.7895 Intermediate Similarity NPC224689
0.7895 Intermediate Similarity NPC275960
0.7895 Intermediate Similarity NPC90121
0.7895 Intermediate Similarity NPC193645
0.7895 Intermediate Similarity NPC220221
0.7889 Intermediate Similarity NPC78089
0.7889 Intermediate Similarity NPC165162
0.7882 Intermediate Similarity NPC235906
0.7872 Intermediate Similarity NPC476300
0.7872 Intermediate Similarity NPC475912
0.7872 Intermediate Similarity NPC472874
0.7872 Intermediate Similarity NPC475838
0.7872 Intermediate Similarity NPC212486
0.7872 Intermediate Similarity NPC228451
0.7872 Intermediate Similarity NPC125674
0.7865 Intermediate Similarity NPC318468
0.7857 Intermediate Similarity NPC472966
0.7857 Intermediate Similarity NPC171759
0.7857 Intermediate Similarity NPC474742
0.7849 Intermediate Similarity NPC144133
0.7849 Intermediate Similarity NPC106510
0.7849 Intermediate Similarity NPC179394
0.7849 Intermediate Similarity NPC158488
0.7849 Intermediate Similarity NPC71533
0.7849 Intermediate Similarity NPC474761
0.7849 Intermediate Similarity NPC475855
0.7849 Intermediate Similarity NPC476004
0.7841 Intermediate Similarity NPC325031
0.7841 Intermediate Similarity NPC47635
0.7826 Intermediate Similarity NPC471149
0.7816 Intermediate Similarity NPC617
0.7816 Intermediate Similarity NPC89128
0.7812 Intermediate Similarity NPC91771

  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 NPC91248 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
0.9186 High Similarity NPD1695 Approved
0.8182 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7596 Intermediate Similarity NPD6371 Approved
0.7473 Intermediate Similarity NPD5362 Discontinued
0.713 Intermediate Similarity NPD6053 Discontinued
0.7128 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD5785 Approved
0.7097 Intermediate Similarity NPD7154 Phase 3
0.7071 Intermediate Similarity NPD5282 Discontinued
0.7065 Intermediate Similarity NPD5369 Approved
0.7053 Intermediate Similarity NPD4249 Approved
0.6979 Remote Similarity NPD4250 Approved
0.6979 Remote Similarity NPD4251 Approved
0.6947 Remote Similarity NPD1694 Approved
0.6947 Remote Similarity NPD5363 Approved
0.6939 Remote Similarity NPD46 Approved
0.6939 Remote Similarity NPD6698 Approved
0.6809 Remote Similarity NPD4269 Approved
0.6809 Remote Similarity NPD4270 Approved
0.6796 Remote Similarity NPD7638 Approved
0.6737 Remote Similarity NPD5332 Approved
0.6737 Remote Similarity NPD5331 Approved
0.6731 Remote Similarity NPD7640 Approved
0.6731 Remote Similarity NPD7639 Approved
0.6729 Remote Similarity NPD6008 Approved
0.6702 Remote Similarity NPD4790 Discontinued
0.6701 Remote Similarity NPD5786 Approved
0.6634 Remote Similarity NPD6399 Phase 3
0.6632 Remote Similarity NPD6435 Approved
0.6632 Remote Similarity NPD4752 Clinical (unspecified phase)
0.66 Remote Similarity NPD7838 Discovery
0.6596 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6596 Remote Similarity NPD4822 Approved
0.6596 Remote Similarity NPD4821 Approved
0.6596 Remote Similarity NPD4819 Approved
0.6596 Remote Similarity NPD4252 Approved
0.6596 Remote Similarity NPD4820 Approved
0.6559 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6505 Remote Similarity NPD5695 Phase 3
0.6476 Remote Similarity NPD5696 Approved
0.6476 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6476 Remote Similarity NPD4225 Approved
0.6471 Remote Similarity NPD5779 Approved
0.6471 Remote Similarity NPD5778 Approved
0.6455 Remote Similarity NPD6686 Approved
0.6436 Remote Similarity NPD5207 Approved
0.6429 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6421 Remote Similarity NPD5368 Approved
0.64 Remote Similarity NPD6903 Approved
0.6383 Remote Similarity NPD4271 Approved
0.6383 Remote Similarity NPD4268 Approved
0.6381 Remote Similarity NPD6083 Phase 2
0.6381 Remote Similarity NPD6084 Phase 2
0.6373 Remote Similarity NPD7983 Approved
0.6373 Remote Similarity NPD5693 Phase 1
0.6364 Remote Similarity NPD6409 Approved
0.6364 Remote Similarity NPD5330 Approved
0.6364 Remote Similarity NPD7521 Approved
0.6364 Remote Similarity NPD6684 Approved
0.6364 Remote Similarity NPD7334 Approved
0.6364 Remote Similarity NPD7146 Approved
0.6346 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6322 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6293 Remote Similarity NPD7115 Discovery
0.6289 Remote Similarity NPD5209 Approved
0.625 Remote Similarity NPD6001 Approved
0.6238 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6216 Remote Similarity NPD5697 Approved
0.6214 Remote Similarity NPD5284 Approved
0.6214 Remote Similarity NPD5281 Approved
0.6214 Remote Similarity NPD7637 Suspended
0.6204 Remote Similarity NPD5344 Discontinued
0.6176 Remote Similarity NPD6101 Approved
0.6176 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6174 Remote Similarity NPD4632 Approved
0.6162 Remote Similarity NPD4786 Approved
0.6162 Remote Similarity NPD3665 Phase 1
0.6162 Remote Similarity NPD3133 Approved
0.6162 Remote Similarity NPD3666 Approved
0.6161 Remote Similarity NPD7320 Approved
0.6161 Remote Similarity NPD6899 Approved
0.6161 Remote Similarity NPD6011 Approved
0.6161 Remote Similarity NPD6881 Approved
0.6148 Remote Similarity NPD7507 Approved
0.6147 Remote Similarity NPD7632 Discontinued
0.614 Remote Similarity NPD6650 Approved
0.614 Remote Similarity NPD6649 Approved
0.6126 Remote Similarity NPD5739 Approved
0.6126 Remote Similarity NPD7128 Approved
0.6126 Remote Similarity NPD6402 Approved
0.6126 Remote Similarity NPD6675 Approved
0.6122 Remote Similarity NPD4223 Phase 3
0.6122 Remote Similarity NPD3667 Approved
0.6122 Remote Similarity NPD4221 Approved
0.6111 Remote Similarity NPD6648 Approved
0.6106 Remote Similarity NPD6372 Approved
0.6106 Remote Similarity NPD6013 Approved
0.6106 Remote Similarity NPD6014 Approved
0.6106 Remote Similarity NPD6373 Approved
0.6106 Remote Similarity NPD6012 Approved
0.6078 Remote Similarity NPD6672 Approved
0.6078 Remote Similarity NPD5208 Approved
0.6078 Remote Similarity NPD5737 Approved
0.6071 Remote Similarity NPD5701 Approved
0.6066 Remote Similarity NPD7492 Approved
0.6064 Remote Similarity NPD8039 Approved
0.6061 Remote Similarity NPD6695 Phase 3
0.6058 Remote Similarity NPD6411 Approved
0.6053 Remote Similarity NPD7290 Approved
0.6053 Remote Similarity NPD6883 Approved
0.6053 Remote Similarity NPD7102 Approved
0.6053 Remote Similarity NPD5955 Clinical (unspecified phase)
0.604 Remote Similarity NPD5690 Phase 2
0.604 Remote Similarity NPD6098 Approved
0.604 Remote Similarity NPD5279 Phase 3
0.604 Remote Similarity NPD3618 Phase 1
0.6038 Remote Similarity NPD5210 Approved
0.6038 Remote Similarity NPD4629 Approved
0.602 Remote Similarity NPD857 Phase 3
0.6019 Remote Similarity NPD6904 Approved
0.6019 Remote Similarity NPD6673 Approved
0.6019 Remote Similarity NPD4753 Phase 2
0.6019 Remote Similarity NPD6051 Approved
0.6019 Remote Similarity NPD6080 Approved
0.6017 Remote Similarity NPD6009 Approved
0.6016 Remote Similarity NPD6616 Approved
0.6 Remote Similarity NPD4197 Approved
0.6 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6 Remote Similarity NPD6869 Approved
0.6 Remote Similarity NPD8130 Phase 1
0.6 Remote Similarity NPD6617 Approved
0.6 Remote Similarity NPD6319 Approved
0.6 Remote Similarity NPD7319 Approved
0.6 Remote Similarity NPD6847 Approved
0.6 Remote Similarity NPD6054 Approved
0.6 Remote Similarity NPD4202 Approved
0.5981 Remote Similarity NPD7839 Suspended
0.5968 Remote Similarity NPD7078 Approved
0.5965 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5962 Remote Similarity NPD5692 Phase 3
0.595 Remote Similarity NPD8516 Approved
0.595 Remote Similarity NPD6016 Approved
0.595 Remote Similarity NPD5983 Phase 2
0.595 Remote Similarity NPD6291 Clinical (unspecified phase)
0.595 Remote Similarity NPD8515 Approved
0.595 Remote Similarity NPD8517 Approved
0.595 Remote Similarity NPD6015 Approved
0.595 Remote Similarity NPD8513 Phase 3
0.5948 Remote Similarity NPD6882 Approved
0.5948 Remote Similarity NPD8297 Approved
0.5943 Remote Similarity NPD7748 Approved
0.5941 Remote Similarity NPD5329 Approved
0.5929 Remote Similarity NPD6412 Phase 2
0.5926 Remote Similarity NPD7902 Approved
0.5922 Remote Similarity NPD4518 Approved
0.592 Remote Similarity NPD7736 Approved
0.5918 Remote Similarity NPD6930 Phase 2
0.5918 Remote Similarity NPD6931 Approved
0.5905 Remote Similarity NPD5694 Approved
0.5905 Remote Similarity NPD6079 Approved
0.5905 Remote Similarity NPD6050 Approved
0.5905 Remote Similarity NPD8035 Phase 2
0.5905 Remote Similarity NPD8034 Phase 2
0.5902 Remote Similarity NPD5988 Approved
0.5902 Remote Similarity NPD6370 Approved
0.59 Remote Similarity NPD4788 Approved
0.5889 Remote Similarity NPD7331 Phase 2
0.5882 Remote Similarity NPD5280 Approved
0.5882 Remote Similarity NPD4688 Approved
0.5882 Remote Similarity NPD5205 Approved
0.5882 Remote Similarity NPD4138 Approved
0.5882 Remote Similarity NPD4689 Approved
0.5882 Remote Similarity NPD4690 Approved
0.5882 Remote Similarity NPD4693 Phase 3
0.5882 Remote Similarity NPD4694 Approved
0.5868 Remote Similarity NPD6059 Approved
0.5865 Remote Similarity NPD5328 Approved
0.5862 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5856 Remote Similarity NPD5211 Phase 2
0.5854 Remote Similarity NPD7604 Phase 2
0.584 Remote Similarity NPD8293 Discontinued
0.5833 Remote Similarity NPD7327 Approved
0.5833 Remote Similarity NPD7328 Approved
0.5825 Remote Similarity NPD7524 Approved
0.5825 Remote Similarity NPD7750 Discontinued
0.582 Remote Similarity NPD8033 Approved
0.5818 Remote Similarity NPD5285 Approved
0.5818 Remote Similarity NPD5286 Approved
0.5818 Remote Similarity NPD4696 Approved
0.5816 Remote Similarity NPD6929 Approved
0.5804 Remote Similarity NPD6052 Approved
0.58 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5798 Remote Similarity NPD6274 Approved
0.5789 Remote Similarity NPD6926 Approved
0.5789 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6924 Approved
0.5785 Remote Similarity NPD7516 Approved
0.5784 Remote Similarity NPD7520 Clinical (unspecified phase)

  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