Structure

Physi-Chem Properties

Molecular Weight:  332.2
Volume:  353.422
LogP:  3.435
LogD:  3.791
LogS:  -3.793
# Rotatable Bonds:  2
TPSA:  73.83
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.721
Synthetic Accessibility Score:  4.873
Fsp3:  0.6
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.625
MDCK Permeability:  2.4373375708819367e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.06
Human Intestinal Absorption (HIA):  0.01
20% Bioavailability (F20%):  0.036
30% Bioavailability (F30%):  0.014

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.083
Plasma Protein Binding (PPB):  92.49553680419922%
Volume Distribution (VD):  1.13
Pgp-substrate:  10.669504165649414%

ADMET: Metabolism

CYP1A2-inhibitor:  0.13
CYP1A2-substrate:  0.106
CYP2C19-inhibitor:  0.051
CYP2C19-substrate:  0.38
CYP2C9-inhibitor:  0.41
CYP2C9-substrate:  0.922
CYP2D6-inhibitor:  0.038
CYP2D6-substrate:  0.64
CYP3A4-inhibitor:  0.259
CYP3A4-substrate:  0.186

ADMET: Excretion

Clearance (CL):  7.531
Half-life (T1/2):  0.235

ADMET: Toxicity

hERG Blockers:  0.012
Human Hepatotoxicity (H-HT):  0.142
Drug-inuced Liver Injury (DILI):  0.121
AMES Toxicity:  0.016
Rat Oral Acute Toxicity:  0.443
Maximum Recommended Daily Dose:  0.072
Skin Sensitization:  0.129
Carcinogencity:  0.047
Eye Corrosion:  0.037
Eye Irritation:  0.426
Respiratory Toxicity:  0.954

Download Data

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

  Natural Product: NPC473153

Natural Product ID:  NPC473153
Common Name*:   MQRFYXTYPUADJQ-LJNYPVSQSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  MQRFYXTYPUADJQ-LJNYPVSQSA-N
Standard InCHI:  InChI=1S/C20H28O4/c1-12-14(7-6-13-8-11-24-18(13)23)20(4)10-5-9-19(2,3)17(20)16(22)15(12)21/h6-8,14-17,21-22H,1,5,9-11H2,2-4H3/b7-6+/t14-,15+,16+,17-,20+/m0/s1
SMILES:  C=C1[C@@H](O)[C@@H](O)[C@@H]2[C@]([C@H]1/C=C/C1=CCOC1=O)(C)CCCC2(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3622817
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0001538] Diterpene lactones

*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
NPO32565 hedychium longipetalum Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[26351042]

☑ 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
NPT165 Cell Line HeLa Homo sapiens IC50 > 25.0 ug.mL-1 PMID[507390]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 5.58 ug.mL-1 PMID[507390]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 25.0 ug.mL-1 PMID[507390]

☑ 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 NPC473153 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
0.9444 High Similarity NPC205034
0.9444 High Similarity NPC162615
0.9444 High Similarity NPC152778
0.9438 High Similarity NPC310479
0.9438 High Similarity NPC182136
0.914 High Similarity NPC16967
0.913 High Similarity NPC191521
0.9022 High Similarity NPC53555
0.9011 High Similarity NPC280149
0.9011 High Similarity NPC221111
0.8947 High Similarity NPC474440
0.8925 High Similarity NPC470255
0.8889 High Similarity NPC473891
0.8804 High Similarity NPC78973
0.8778 High Similarity NPC131813
0.875 High Similarity NPC159763
0.875 High Similarity NPC124512
0.875 High Similarity NPC278386
0.8723 High Similarity NPC57117
0.871 High Similarity NPC472811
0.871 High Similarity NPC72845
0.8696 High Similarity NPC82876
0.8696 High Similarity NPC474396
0.8696 High Similarity NPC50488
0.8617 High Similarity NPC139692
0.8617 High Similarity NPC472812
0.8586 High Similarity NPC23584
0.8571 High Similarity NPC303559
0.8542 High Similarity NPC234993
0.8542 High Similarity NPC134072
0.8542 High Similarity NPC242848
0.8485 Intermediate Similarity NPC11956
0.8469 Intermediate Similarity NPC38855
0.8454 Intermediate Similarity NPC73911
0.8444 Intermediate Similarity NPC311070
0.8444 Intermediate Similarity NPC79945
0.8438 Intermediate Similarity NPC209355
0.837 Intermediate Similarity NPC329692
0.837 Intermediate Similarity NPC175145
0.837 Intermediate Similarity NPC475069
0.8367 Intermediate Similarity NPC57079
0.8367 Intermediate Similarity NPC108368
0.8352 Intermediate Similarity NPC302360
0.8351 Intermediate Similarity NPC190713
0.8333 Intermediate Similarity NPC469491
0.8316 Intermediate Similarity NPC329842
0.83 Intermediate Similarity NPC32577
0.83 Intermediate Similarity NPC155332
0.83 Intermediate Similarity NPC273668
0.83 Intermediate Similarity NPC114540
0.8283 Intermediate Similarity NPC266955
0.8265 Intermediate Similarity NPC99726
0.8265 Intermediate Similarity NPC205143
0.8265 Intermediate Similarity NPC141401
0.8265 Intermediate Similarity NPC474343
0.8261 Intermediate Similarity NPC109528
0.8252 Intermediate Similarity NPC181994
0.8247 Intermediate Similarity NPC276110
0.8247 Intermediate Similarity NPC472441
0.8242 Intermediate Similarity NPC57370
0.8229 Intermediate Similarity NPC110022
0.8222 Intermediate Similarity NPC159148
0.8222 Intermediate Similarity NPC170303
0.82 Intermediate Similarity NPC115899
0.8191 Intermediate Similarity NPC472810
0.8191 Intermediate Similarity NPC472809
0.8182 Intermediate Similarity NPC475068
0.8182 Intermediate Similarity NPC473154
0.8182 Intermediate Similarity NPC278673
0.8182 Intermediate Similarity NPC218107
0.8182 Intermediate Similarity NPC316598
0.8182 Intermediate Similarity NPC92275
0.8173 Intermediate Similarity NPC475065
0.8163 Intermediate Similarity NPC165632
0.8163 Intermediate Similarity NPC250757
0.8163 Intermediate Similarity NPC301534
0.8155 Intermediate Similarity NPC330011
0.8155 Intermediate Similarity NPC67321
0.8155 Intermediate Similarity NPC187435
0.8155 Intermediate Similarity NPC473284
0.8155 Intermediate Similarity NPC329048
0.8152 Intermediate Similarity NPC96055
0.8144 Intermediate Similarity NPC105490
0.8132 Intermediate Similarity NPC16321
0.8125 Intermediate Similarity NPC472814
0.8125 Intermediate Similarity NPC177037
0.8119 Intermediate Similarity NPC472552
0.8119 Intermediate Similarity NPC258547
0.8119 Intermediate Similarity NPC472815
0.8119 Intermediate Similarity NPC475038
0.8119 Intermediate Similarity NPC109195
0.8119 Intermediate Similarity NPC283343
0.8113 Intermediate Similarity NPC317460
0.8113 Intermediate Similarity NPC470025
0.8113 Intermediate Similarity NPC321272
0.8113 Intermediate Similarity NPC328074
0.8111 Intermediate Similarity NPC281880
0.8111 Intermediate Similarity NPC268827
0.8105 Intermediate Similarity NPC20946
0.81 Intermediate Similarity NPC474190
0.81 Intermediate Similarity NPC474012
0.81 Intermediate Similarity NPC476299
0.8095 Intermediate Similarity NPC177047
0.8095 Intermediate Similarity NPC316708
0.809 Intermediate Similarity NPC184737
0.8085 Intermediate Similarity NPC166857
0.8081 Intermediate Similarity NPC253826
0.8081 Intermediate Similarity NPC231751
0.8081 Intermediate Similarity NPC120446
0.8081 Intermediate Similarity NPC208094
0.8077 Intermediate Similarity NPC473482
0.8077 Intermediate Similarity NPC306265
0.8077 Intermediate Similarity NPC475418
0.8077 Intermediate Similarity NPC318363
0.8077 Intermediate Similarity NPC50124
0.8065 Intermediate Similarity NPC86316
0.8065 Intermediate Similarity NPC106416
0.8065 Intermediate Similarity NPC476602
0.8065 Intermediate Similarity NPC65661
0.8065 Intermediate Similarity NPC471795
0.8065 Intermediate Similarity NPC35933
0.8065 Intermediate Similarity NPC474013
0.8061 Intermediate Similarity NPC183012
0.8058 Intermediate Similarity NPC266570
0.8058 Intermediate Similarity NPC218158
0.8058 Intermediate Similarity NPC81630
0.8058 Intermediate Similarity NPC88349
0.8058 Intermediate Similarity NPC477125
0.8043 Intermediate Similarity NPC23748
0.8043 Intermediate Similarity NPC42476
0.8043 Intermediate Similarity NPC476927
0.8041 Intermediate Similarity NPC38232
0.8041 Intermediate Similarity NPC472641
0.8041 Intermediate Similarity NPC7349
0.8041 Intermediate Similarity NPC214697
0.8041 Intermediate Similarity NPC472640
0.8039 Intermediate Similarity NPC474822
0.8039 Intermediate Similarity NPC471938
0.8039 Intermediate Similarity NPC297617
0.8039 Intermediate Similarity NPC475050
0.8039 Intermediate Similarity NPC281378
0.8039 Intermediate Similarity NPC45897
0.8037 Intermediate Similarity NPC470027
0.8021 Intermediate Similarity NPC51486
0.8021 Intermediate Similarity NPC472642
0.802 Intermediate Similarity NPC472554
0.802 Intermediate Similarity NPC471412
0.802 Intermediate Similarity NPC473160
0.802 Intermediate Similarity NPC11974
0.8019 Intermediate Similarity NPC100329
0.8019 Intermediate Similarity NPC470026
0.8019 Intermediate Similarity NPC247031
0.8019 Intermediate Similarity NPC132790
0.8019 Intermediate Similarity NPC97939
0.8019 Intermediate Similarity NPC17791
0.8 Intermediate Similarity NPC104560
0.8 Intermediate Similarity NPC325229
0.8 Intermediate Similarity NPC473879
0.8 Intermediate Similarity NPC7280
0.8 Intermediate Similarity NPC275086
0.8 Intermediate Similarity NPC229612
0.8 Intermediate Similarity NPC478210
0.7981 Intermediate Similarity NPC301666
0.798 Intermediate Similarity NPC88009
0.7978 Intermediate Similarity NPC189206
0.7963 Intermediate Similarity NPC67259
0.7963 Intermediate Similarity NPC147912
0.7961 Intermediate Similarity NPC471937
0.7959 Intermediate Similarity NPC477129
0.7959 Intermediate Similarity NPC477130
0.7959 Intermediate Similarity NPC119562
0.7959 Intermediate Similarity NPC279410
0.7959 Intermediate Similarity NPC476186
0.7959 Intermediate Similarity NPC469697
0.7959 Intermediate Similarity NPC201725
0.7957 Intermediate Similarity NPC32223
0.7941 Intermediate Similarity NPC476081
0.7941 Intermediate Similarity NPC471914
0.7938 Intermediate Similarity NPC303697
0.7938 Intermediate Similarity NPC477783
0.7938 Intermediate Similarity NPC212948
0.7938 Intermediate Similarity NPC78594
0.7935 Intermediate Similarity NPC256112
0.7935 Intermediate Similarity NPC2524
0.7935 Intermediate Similarity NPC471218
0.7925 Intermediate Similarity NPC478211
0.7921 Intermediate Similarity NPC471413
0.7921 Intermediate Similarity NPC324841
0.7921 Intermediate Similarity NPC473510
0.7921 Intermediate Similarity NPC201406
0.7921 Intermediate Similarity NPC477720
0.7921 Intermediate Similarity NPC472826
0.7921 Intermediate Similarity NPC16601
0.7921 Intermediate Similarity NPC117685
0.7921 Intermediate Similarity NPC251680
0.7917 Intermediate Similarity NPC470734
0.7917 Intermediate Similarity NPC174342
0.7917 Intermediate Similarity NPC79027
0.7917 Intermediate Similarity NPC472240
0.7917 Intermediate Similarity NPC246028

  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 NPC473153 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 NPD4225 Approved
0.7921 Intermediate Similarity NPD7639 Approved
0.7921 Intermediate Similarity NPD7640 Approved
0.7822 Intermediate Similarity NPD7638 Approved
0.7742 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.767 Intermediate Similarity NPD5344 Discontinued
0.7658 Intermediate Similarity NPD7115 Discovery
0.7573 Intermediate Similarity NPD6648 Approved
0.7407 Intermediate Similarity NPD6686 Approved
0.74 Intermediate Similarity NPD7637 Suspended
0.7339 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD7838 Discovery
0.7264 Intermediate Similarity NPD7632 Discontinued
0.7216 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD7524 Approved
0.7143 Intermediate Similarity NPD1694 Approved
0.7094 Intermediate Similarity NPD7503 Approved
0.7087 Intermediate Similarity NPD7748 Approved
0.7069 Intermediate Similarity NPD7516 Approved
0.7059 Intermediate Similarity NPD7515 Phase 2
0.7 Intermediate Similarity NPD5697 Approved
0.699 Remote Similarity NPD5779 Approved
0.699 Remote Similarity NPD5778 Approved
0.6989 Remote Similarity NPD8264 Approved
0.6983 Remote Similarity NPD7327 Approved
0.6983 Remote Similarity NPD7328 Approved
0.6981 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6964 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6961 Remote Similarity NPD5785 Approved
0.6949 Remote Similarity NPD8033 Approved
0.6939 Remote Similarity NPD6695 Phase 3
0.6937 Remote Similarity NPD6899 Approved
0.6937 Remote Similarity NPD6881 Approved
0.6937 Remote Similarity NPD6011 Approved
0.6915 Remote Similarity NPD6933 Approved
0.69 Remote Similarity NPD3618 Phase 1
0.6893 Remote Similarity NPD6411 Approved
0.6893 Remote Similarity NPD6079 Approved
0.6887 Remote Similarity NPD7902 Approved
0.6875 Remote Similarity NPD6014 Approved
0.6875 Remote Similarity NPD6012 Approved
0.6875 Remote Similarity NPD6013 Approved
0.6869 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6864 Remote Similarity NPD8294 Approved
0.6864 Remote Similarity NPD8377 Approved
0.6842 Remote Similarity NPD8297 Approved
0.6837 Remote Similarity NPD5209 Approved
0.6827 Remote Similarity NPD6399 Phase 3
0.6814 Remote Similarity NPD7102 Approved
0.6814 Remote Similarity NPD6883 Approved
0.6814 Remote Similarity NPD7290 Approved
0.6807 Remote Similarity NPD8379 Approved
0.6807 Remote Similarity NPD8296 Approved
0.6807 Remote Similarity NPD8335 Approved
0.6807 Remote Similarity NPD8380 Approved
0.6807 Remote Similarity NPD8378 Approved
0.6792 Remote Similarity NPD5221 Approved
0.6792 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6792 Remote Similarity NPD5222 Approved
0.6789 Remote Similarity NPD5211 Phase 2
0.6783 Remote Similarity NPD4632 Approved
0.6771 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6757 Remote Similarity NPD7128 Approved
0.6757 Remote Similarity NPD5739 Approved
0.6757 Remote Similarity NPD6675 Approved
0.6757 Remote Similarity NPD6402 Approved
0.6754 Remote Similarity NPD6617 Approved
0.6754 Remote Similarity NPD6869 Approved
0.6754 Remote Similarity NPD6649 Approved
0.6754 Remote Similarity NPD6847 Approved
0.6754 Remote Similarity NPD6650 Approved
0.6754 Remote Similarity NPD8130 Phase 1
0.6729 Remote Similarity NPD5173 Approved
0.6721 Remote Similarity NPD7507 Approved
0.6702 Remote Similarity NPD6926 Approved
0.6702 Remote Similarity NPD6924 Approved
0.6701 Remote Similarity NPD6929 Approved
0.6699 Remote Similarity NPD5328 Approved
0.6699 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6699 Remote Similarity NPD6051 Approved
0.6699 Remote Similarity NPD6101 Approved
0.6698 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5701 Approved
0.6696 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6882 Approved
0.6667 Remote Similarity NPD7152 Approved
0.6667 Remote Similarity NPD7151 Approved
0.6667 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD7150 Approved
0.6667 Remote Similarity NPD7750 Discontinued
0.6667 Remote Similarity NPD3667 Approved
0.6667 Remote Similarity NPD3573 Approved
0.6637 Remote Similarity NPD7320 Approved
0.6635 Remote Similarity NPD6698 Approved
0.6635 Remote Similarity NPD46 Approved
0.6634 Remote Similarity NPD1696 Phase 3
0.6633 Remote Similarity NPD7525 Registered
0.6633 Remote Similarity NPD6930 Phase 2
0.6633 Remote Similarity NPD7514 Phase 3
0.6633 Remote Similarity NPD7332 Phase 2
0.6633 Remote Similarity NPD6931 Approved
0.6606 Remote Similarity NPD5286 Approved
0.6606 Remote Similarity NPD5285 Approved
0.6606 Remote Similarity NPD4696 Approved
0.6604 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6604 Remote Similarity NPD7900 Approved
0.6598 Remote Similarity NPD7145 Approved
0.6583 Remote Similarity NPD6319 Approved
0.6579 Remote Similarity NPD6373 Approved
0.6579 Remote Similarity NPD6372 Approved
0.6574 Remote Similarity NPD6084 Phase 2
0.6574 Remote Similarity NPD6083 Phase 2
0.6569 Remote Similarity NPD6409 Approved
0.6569 Remote Similarity NPD6684 Approved
0.6569 Remote Similarity NPD5330 Approved
0.6569 Remote Similarity NPD7521 Approved
0.6569 Remote Similarity NPD7334 Approved
0.6569 Remote Similarity NPD5279 Phase 3
0.6569 Remote Similarity NPD7146 Approved
0.6566 Remote Similarity NPD6902 Approved
0.6562 Remote Similarity NPD3701 Clinical (unspecified phase)
0.656 Remote Similarity NPD7319 Approved
0.6559 Remote Similarity NPD7143 Approved
0.6559 Remote Similarity NPD7144 Approved
0.6545 Remote Similarity NPD5223 Approved
0.6535 Remote Similarity NPD4786 Approved
0.6535 Remote Similarity NPD3666 Approved
0.6535 Remote Similarity NPD3133 Approved
0.6535 Remote Similarity NPD3665 Phase 1
0.6531 Remote Similarity NPD7645 Phase 2
0.6525 Remote Similarity NPD6868 Approved
0.6522 Remote Similarity NPD6371 Approved
0.6509 Remote Similarity NPD4202 Approved
0.6495 Remote Similarity NPD6925 Approved
0.6495 Remote Similarity NPD5776 Phase 2
0.6491 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6486 Remote Similarity NPD4633 Approved
0.6486 Remote Similarity NPD5224 Approved
0.6486 Remote Similarity NPD5226 Approved
0.6486 Remote Similarity NPD5225 Approved
0.6481 Remote Similarity NPD4697 Phase 3
0.6481 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6009 Approved
0.6471 Remote Similarity NPD6317 Approved
0.6471 Remote Similarity NPD5363 Approved
0.6466 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6465 Remote Similarity NPD7509 Discontinued
0.6465 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6465 Remote Similarity NPD4695 Discontinued
0.6465 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6458 Remote Similarity NPD7339 Approved
0.6458 Remote Similarity NPD8039 Approved
0.6458 Remote Similarity NPD6942 Approved
0.6452 Remote Similarity NPD6922 Approved
0.6452 Remote Similarity NPD6923 Approved
0.6442 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6442 Remote Similarity NPD6672 Approved
0.6442 Remote Similarity NPD6903 Approved
0.6442 Remote Similarity NPD5737 Approved
0.6436 Remote Similarity NPD7154 Phase 3
0.6436 Remote Similarity NPD5362 Discontinued
0.6429 Remote Similarity NPD5175 Approved
0.6429 Remote Similarity NPD5174 Approved
0.6429 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6422 Remote Similarity NPD4755 Approved
0.6417 Remote Similarity NPD6313 Approved
0.6417 Remote Similarity NPD6314 Approved
0.6417 Remote Similarity NPD6335 Approved
0.6415 Remote Similarity NPD8034 Phase 2
0.6415 Remote Similarity NPD8035 Phase 2
0.6415 Remote Similarity NPD5693 Phase 1
0.6415 Remote Similarity NPD7087 Discontinued
0.6415 Remote Similarity NPD7983 Approved
0.6415 Remote Similarity NPD5281 Approved
0.6415 Remote Similarity NPD5284 Approved
0.6408 Remote Similarity NPD4623 Approved
0.6408 Remote Similarity NPD4519 Discontinued
0.6396 Remote Similarity NPD4159 Approved
0.6393 Remote Similarity NPD5983 Phase 2
0.6389 Remote Similarity NPD5695 Phase 3
0.6387 Remote Similarity NPD6274 Approved
0.6387 Remote Similarity NPD2629 Approved
0.6381 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6379 Remote Similarity NPD4634 Approved
0.6364 Remote Similarity NPD5290 Discontinued
0.6364 Remote Similarity NPD7101 Approved
0.6364 Remote Similarity NPD5696 Approved
0.6364 Remote Similarity NPD4195 Approved
0.6364 Remote Similarity NPD7100 Approved
0.6346 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6327 Remote Similarity NPD6932 Approved
0.6316 Remote Similarity NPD6640 Phase 3
0.6316 Remote Similarity NPD6008 Approved
0.6311 Remote Similarity NPD6893 Approved
0.6311 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6306 Remote Similarity NPD4700 Approved
0.63 Remote Similarity NPD4819 Approved
0.63 Remote Similarity NPD4820 Approved
0.63 Remote Similarity NPD4821 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

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

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

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