Structure

Physi-Chem Properties

Molecular Weight:  425.22
Volume:  431.383
LogP:  2.121
LogD:  1.644
LogS:  -4.565
# Rotatable Bonds:  5
TPSA:  85.19
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  7
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.703
Synthetic Accessibility Score:  7.2
Fsp3:  0.72
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.969
MDCK Permeability:  2.251239857287146e-05
Pgp-inhibitor:  0.984
Pgp-substrate:  0.025
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.991
30% Bioavailability (F30%):  0.953

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.786
Plasma Protein Binding (PPB):  77.69149017333984%
Volume Distribution (VD):  1.396
Pgp-substrate:  19.80221939086914%

ADMET: Metabolism

CYP1A2-inhibitor:  0.032
CYP1A2-substrate:  0.274
CYP2C19-inhibitor:  0.465
CYP2C19-substrate:  0.874
CYP2C9-inhibitor:  0.177
CYP2C9-substrate:  0.062
CYP2D6-inhibitor:  0.125
CYP2D6-substrate:  0.352
CYP3A4-inhibitor:  0.911
CYP3A4-substrate:  0.664

ADMET: Excretion

Clearance (CL):  4.761
Half-life (T1/2):  0.522

ADMET: Toxicity

hERG Blockers:  0.237
Human Hepatotoxicity (H-HT):  0.481
Drug-inuced Liver Injury (DILI):  0.453
AMES Toxicity:  0.044
Rat Oral Acute Toxicity:  0.214
Maximum Recommended Daily Dose:  0.932
Skin Sensitization:  0.889
Carcinogencity:  0.849
Eye Corrosion:  0.003
Eye Irritation:  0.02
Respiratory Toxicity:  0.938

Download Data

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

  Natural Product: NPC476956

Natural Product ID:  NPC476956
Common Name*:   Daphmanidins E
IUPAC Name:   methyl (1R,5S,6R,9R,10S,20R)-9-(acetyloxymethyl)-20-hydroxy-5-methyl-3-azahexacyclo[11.5.1.16,10.01,9.02,6.016,19]icosa-2,13(19),16-triene-17-carboxylate
Synonyms:   Daphmanidin E
Standard InCHIKey:  KCRZOEFHAZOKQB-HMLMFSKASA-N
Standard InCHI:  InChI=1S/C25H31NO5/c1-13-11-26-22-24(13)9-8-23(12-31-14(2)27)18(20(24)28)7-5-15-4-6-16-17(21(29)30-3)10-25(22,23)19(15)16/h13,18,20,28H,4-12H2,1-3H3/t13-,18-,20-,23-,24+,25+/m1/s1
SMILES:  C[C@@H]1CN=C2[C@@]13CC[C@@]4([C@]25CC(=C6C5=C(CC[C@@H]4[C@H]3O)CC6)C(=O)OC)COC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   11663841
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000211] Indoles 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
NPO3845 Daphniphyllum teijsmannii Species Daphniphyllaceae Eukaryota leaves n.a. n.a. PMID[16562849]
NPO3845 Daphniphyllum teijsmannii Species Daphniphyllaceae 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
NPT177 Tissue Aorta Rattus norvegicus Activity = 34.9 % PMID[16562849]

☑ 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 NPC476956 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
0.8684 High Similarity NPC470540
0.8595 High Similarity NPC476957
0.7419 Intermediate Similarity NPC470276
0.7377 Intermediate Similarity NPC106479
0.7217 Intermediate Similarity NPC121402
0.7217 Intermediate Similarity NPC132753
0.7217 Intermediate Similarity NPC175351
0.7217 Intermediate Similarity NPC151681
0.7217 Intermediate Similarity NPC224356
0.72 Intermediate Similarity NPC470275
0.7168 Intermediate Similarity NPC139692
0.713 Intermediate Similarity NPC472362
0.713 Intermediate Similarity NPC472363
0.713 Intermediate Similarity NPC154526
0.7094 Intermediate Similarity NPC201406
0.7083 Intermediate Similarity NPC34768
0.7059 Intermediate Similarity NPC112009
0.7049 Intermediate Similarity NPC218602
0.7009 Intermediate Similarity NPC57079
0.7009 Intermediate Similarity NPC108368
0.7008 Intermediate Similarity NPC9714
0.6992 Remote Similarity NPC328052
0.6983 Remote Similarity NPC234993
0.6983 Remote Similarity NPC134072
0.6983 Remote Similarity NPC242848
0.6975 Remote Similarity NPC165250
0.6975 Remote Similarity NPC114540
0.6975 Remote Similarity NPC32577
0.6975 Remote Similarity NPC155332
0.6975 Remote Similarity NPC476081
0.6949 Remote Similarity NPC117685
0.6923 Remote Similarity NPC4834
0.6917 Remote Similarity NPC180204
0.6917 Remote Similarity NPC471208
0.6891 Remote Similarity NPC471412
0.6891 Remote Similarity NPC118174
0.6885 Remote Similarity NPC179380
0.6885 Remote Similarity NPC302788
0.6884 Remote Similarity NPC246209
0.687 Remote Similarity NPC152778
0.687 Remote Similarity NPC205034
0.687 Remote Similarity NPC162615
0.686 Remote Similarity NPC119329
0.6855 Remote Similarity NPC113012
0.6855 Remote Similarity NPC122926
0.6855 Remote Similarity NPC179642
0.6842 Remote Similarity NPC221111
0.6842 Remote Similarity NPC280149
0.6842 Remote Similarity NPC310479
0.6833 Remote Similarity NPC295791
0.6833 Remote Similarity NPC469606
0.6833 Remote Similarity NPC162973
0.6833 Remote Similarity NPC31058
0.6833 Remote Similarity NPC273005
0.681 Remote Similarity NPC471720
0.681 Remote Similarity NPC474554
0.6807 Remote Similarity NPC474012
0.6807 Remote Similarity NPC266955
0.6807 Remote Similarity NPC476299
0.6807 Remote Similarity NPC471413
0.6803 Remote Similarity NPC475414
0.6803 Remote Similarity NPC266570
0.6803 Remote Similarity NPC469607
0.6803 Remote Similarity NPC478208
0.6803 Remote Similarity NPC173172
0.6797 Remote Similarity NPC476190
0.6786 Remote Similarity NPC250981
0.6786 Remote Similarity NPC131813
0.6777 Remote Similarity NPC159533
0.6777 Remote Similarity NPC120321
0.6777 Remote Similarity NPC476237
0.6777 Remote Similarity NPC474563
0.6774 Remote Similarity NPC228477
0.6774 Remote Similarity NPC137911
0.6754 Remote Similarity NPC5509
0.6754 Remote Similarity NPC174342
0.6752 Remote Similarity NPC183012
0.6752 Remote Similarity NPC209355
0.675 Remote Similarity NPC303559
0.675 Remote Similarity NPC115899
0.6748 Remote Similarity NPC187435
0.6748 Remote Similarity NPC67321
0.6748 Remote Similarity NPC169375
0.6748 Remote Similarity NPC475176
0.6746 Remote Similarity NPC470063
0.6724 Remote Similarity NPC472640
0.6724 Remote Similarity NPC472871
0.6724 Remote Similarity NPC472641
0.6724 Remote Similarity NPC472303
0.6723 Remote Similarity NPC316598
0.6723 Remote Similarity NPC92275
0.6723 Remote Similarity NPC278673
0.672 Remote Similarity NPC476290
0.6716 Remote Similarity NPC204556
0.6714 Remote Similarity NPC476558
0.6696 Remote Similarity NPC106416
0.6696 Remote Similarity NPC65661
0.6696 Remote Similarity NPC78973
0.6696 Remote Similarity NPC161638
0.6696 Remote Similarity NPC86316
0.6696 Remote Similarity NPC472642
0.6696 Remote Similarity NPC51486
0.6696 Remote Similarity NPC182136
0.6695 Remote Similarity NPC190713
0.6695 Remote Similarity NPC473153
0.6695 Remote Similarity NPC7124
0.6695 Remote Similarity NPC250757
0.6695 Remote Similarity NPC240673
0.6695 Remote Similarity NPC16967
0.6695 Remote Similarity NPC301534
0.6695 Remote Similarity NPC17578
0.6694 Remote Similarity NPC325054
0.6694 Remote Similarity NPC300614
0.6694 Remote Similarity NPC90946
0.6694 Remote Similarity NPC307903
0.6694 Remote Similarity NPC140251
0.6692 Remote Similarity NPC321197
0.6692 Remote Similarity NPC469380
0.6667 Remote Similarity NPC470074
0.6667 Remote Similarity NPC47024
0.6667 Remote Similarity NPC476767
0.6667 Remote Similarity NPC476303
0.6667 Remote Similarity NPC477130
0.6667 Remote Similarity NPC189863
0.6667 Remote Similarity NPC191521
0.6667 Remote Similarity NPC284068
0.6667 Remote Similarity NPC477129
0.6667 Remote Similarity NPC105490
0.6667 Remote Similarity NPC474555
0.6643 Remote Similarity NPC239770
0.6643 Remote Similarity NPC90693
0.6643 Remote Similarity NPC64897
0.664 Remote Similarity NPC475065
0.664 Remote Similarity NPC299590
0.664 Remote Similarity NPC478210
0.664 Remote Similarity NPC31522
0.6639 Remote Similarity NPC84335
0.6639 Remote Similarity NPC2049
0.6639 Remote Similarity NPC202705
0.6639 Remote Similarity NPC176883
0.6639 Remote Similarity NPC110937
0.6639 Remote Similarity NPC208094
0.6639 Remote Similarity NPC475526
0.6639 Remote Similarity NPC253826
0.6639 Remote Similarity NPC474343
0.6639 Remote Similarity NPC38530
0.6639 Remote Similarity NPC473283
0.6639 Remote Similarity NPC329345
0.6638 Remote Similarity NPC472814
0.6638 Remote Similarity NPC177037
0.6638 Remote Similarity NPC233345
0.6638 Remote Similarity NPC78594
0.6638 Remote Similarity NPC186363
0.6638 Remote Similarity NPC72845
0.6638 Remote Similarity NPC289479
0.6637 Remote Similarity NPC185638
0.6614 Remote Similarity NPC476269
0.6614 Remote Similarity NPC69291
0.6613 Remote Similarity NPC329048
0.6613 Remote Similarity NPC330011
0.6612 Remote Similarity NPC471075
0.6612 Remote Similarity NPC81530
0.661 Remote Similarity NPC276110
0.661 Remote Similarity NPC139459
0.661 Remote Similarity NPC295347
0.6609 Remote Similarity NPC212664
0.6607 Remote Similarity NPC32223
0.6593 Remote Similarity NPC262845
0.6593 Remote Similarity NPC280903
0.6593 Remote Similarity NPC470537
0.6593 Remote Similarity NPC68293
0.6591 Remote Similarity NPC242692
0.6589 Remote Similarity NPC470538
0.6589 Remote Similarity NPC106228
0.6589 Remote Similarity NPC138372
0.6587 Remote Similarity NPC472666
0.6587 Remote Similarity NPC470496
0.6587 Remote Similarity NPC475134
0.6587 Remote Similarity NPC475563
0.6587 Remote Similarity NPC16270
0.6587 Remote Similarity NPC478209
0.6587 Remote Similarity NPC478211
0.6585 Remote Similarity NPC189616
0.6585 Remote Similarity NPC472868
0.6585 Remote Similarity NPC294259
0.6583 Remote Similarity NPC474440
0.6583 Remote Similarity NPC473155
0.6581 Remote Similarity NPC110022
0.6581 Remote Similarity NPC7349
0.6581 Remote Similarity NPC53555
0.6581 Remote Similarity NPC115021
0.6579 Remote Similarity NPC305029
0.6579 Remote Similarity NPC312561
0.6569 Remote Similarity NPC478139
0.6565 Remote Similarity NPC236918
0.6565 Remote Similarity NPC156745
0.656 Remote Similarity NPC275539
0.656 Remote Similarity NPC306265
0.656 Remote Similarity NPC473482
0.656 Remote Similarity NPC475418

  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 NPC476956 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
0.672 Remote Similarity NPD6420 Discontinued
0.664 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6596 Remote Similarity NPD6334 Approved
0.6596 Remote Similarity NPD6333 Approved
0.6583 Remote Similarity NPD7638 Approved
0.6529 Remote Similarity NPD6404 Discontinued
0.6529 Remote Similarity NPD7640 Approved
0.6529 Remote Similarity NPD7639 Approved
0.6457 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6423 Remote Similarity NPD7632 Discontinued
0.6393 Remote Similarity NPD8418 Phase 2
0.6343 Remote Similarity NPD6909 Approved
0.6343 Remote Similarity NPD6908 Approved
0.6311 Remote Similarity NPD4225 Approved
0.6303 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6299 Remote Similarity NPD7320 Approved
0.627 Remote Similarity NPD5739 Approved
0.627 Remote Similarity NPD6402 Approved
0.627 Remote Similarity NPD6675 Approved
0.627 Remote Similarity NPD7128 Approved
0.625 Remote Similarity NPD7748 Approved
0.623 Remote Similarity NPD7902 Approved
0.622 Remote Similarity NPD5697 Approved
0.622 Remote Similarity NPD5701 Approved
0.622 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6218 Remote Similarity NPD7515 Phase 2
0.6214 Remote Similarity NPD6914 Discontinued
0.62 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6183 Remote Similarity NPD1376 Discontinued
0.6172 Remote Similarity NPD6686 Approved
0.6172 Remote Similarity NPD6011 Approved
0.6172 Remote Similarity NPD6881 Approved
0.6172 Remote Similarity NPD6899 Approved
0.6167 Remote Similarity NPD6399 Phase 3
0.6165 Remote Similarity NPD7115 Discovery
0.6159 Remote Similarity NPD7507 Approved
0.6127 Remote Similarity NPD6845 Suspended
0.6124 Remote Similarity NPD6373 Approved
0.6124 Remote Similarity NPD6014 Approved
0.6124 Remote Similarity NPD6372 Approved
0.6124 Remote Similarity NPD6012 Approved
0.6124 Remote Similarity NPD6013 Approved
0.6121 Remote Similarity NPD1694 Approved
0.6083 Remote Similarity NPD8034 Phase 2
0.6083 Remote Similarity NPD8035 Phase 2
0.6077 Remote Similarity NPD7290 Approved
0.6077 Remote Similarity NPD7102 Approved
0.6077 Remote Similarity NPD6883 Approved
0.6068 Remote Similarity NPD3618 Phase 1
0.605 Remote Similarity NPD5328 Approved
0.6033 Remote Similarity NPD4202 Approved
0.6031 Remote Similarity NPD6847 Approved
0.6031 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6031 Remote Similarity NPD8130 Phase 1
0.6031 Remote Similarity NPD6650 Approved
0.6031 Remote Similarity NPD6617 Approved
0.6031 Remote Similarity NPD6649 Approved
0.6031 Remote Similarity NPD6869 Approved
0.6028 Remote Similarity NPD7319 Approved
0.6026 Remote Similarity NPD7625 Phase 1
0.5985 Remote Similarity NPD6882 Approved
0.5985 Remote Similarity NPD8297 Approved
0.5984 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5984 Remote Similarity NPD7900 Approved
0.5983 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5968 Remote Similarity NPD6083 Phase 2
0.5968 Remote Similarity NPD6084 Phase 2
0.5968 Remote Similarity NPD4755 Approved
0.5954 Remote Similarity NPD6421 Discontinued
0.595 Remote Similarity NPD6079 Approved
0.5944 Remote Similarity NPD7260 Phase 2
0.594 Remote Similarity NPD8298 Phase 2
0.5935 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5906 Remote Similarity NPD5211 Phase 2
0.5899 Remote Similarity NPD7604 Phase 2
0.5891 Remote Similarity NPD6008 Approved
0.5891 Remote Similarity NPD6640 Phase 3
0.5887 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5887 Remote Similarity NPD4697 Phase 3
0.5887 Remote Similarity NPD8074 Phase 3
0.5887 Remote Similarity NPD5221 Approved
0.5887 Remote Similarity NPD5222 Approved
0.5887 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7327 Approved
0.5882 Remote Similarity NPD7328 Approved
0.5873 Remote Similarity NPD4700 Approved
0.5873 Remote Similarity NPD4696 Approved
0.5873 Remote Similarity NPD5286 Approved
0.5873 Remote Similarity NPD5285 Approved
0.5865 Remote Similarity NPD6053 Discontinued
0.5852 Remote Similarity NPD6274 Approved
0.5841 Remote Similarity NPD6116 Phase 1
0.584 Remote Similarity NPD5173 Approved
0.5839 Remote Similarity NPD7516 Approved
0.5833 Remote Similarity NPD5737 Approved
0.5833 Remote Similarity NPD6903 Approved
0.5833 Remote Similarity NPD6672 Approved
0.5827 Remote Similarity NPD5223 Approved
0.5821 Remote Similarity NPD4632 Approved
0.582 Remote Similarity NPD5693 Phase 1
0.582 Remote Similarity NPD5281 Approved
0.582 Remote Similarity NPD5284 Approved
0.5814 Remote Similarity NPD5141 Approved
0.5809 Remote Similarity NPD7505 Discontinued
0.5809 Remote Similarity NPD6317 Approved
0.5806 Remote Similarity NPD5695 Phase 3
0.5806 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5798 Remote Similarity NPD6409 Approved
0.5798 Remote Similarity NPD7146 Approved
0.5798 Remote Similarity NPD6684 Approved
0.5798 Remote Similarity NPD7334 Approved
0.5798 Remote Similarity NPD5330 Approved
0.5798 Remote Similarity NPD7521 Approved
0.5798 Remote Similarity NPD5279 Phase 3
0.5797 Remote Similarity NPD8377 Approved
0.5797 Remote Similarity NPD8294 Approved
0.5794 Remote Similarity NPD5696 Approved
0.5789 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5786 Remote Similarity NPD7122 Discontinued
0.5781 Remote Similarity NPD4633 Approved
0.5781 Remote Similarity NPD5224 Approved
0.5781 Remote Similarity NPD5225 Approved
0.5781 Remote Similarity NPD5226 Approved
0.5776 Remote Similarity NPD1448 Clinical (unspecified phase)
0.5769 Remote Similarity NPD4211 Phase 1
0.5766 Remote Similarity NPD6314 Approved
0.5766 Remote Similarity NPD6335 Approved
0.5766 Remote Similarity NPD6313 Approved
0.5763 Remote Similarity NPD3133 Approved
0.5763 Remote Similarity NPD3665 Phase 1
0.5763 Remote Similarity NPD4786 Approved
0.5763 Remote Similarity NPD3666 Approved
0.5755 Remote Similarity NPD8378 Approved
0.5755 Remote Similarity NPD8296 Approved
0.5755 Remote Similarity NPD8380 Approved
0.5755 Remote Similarity NPD5981 Approved
0.5755 Remote Similarity NPD8379 Approved
0.5755 Remote Similarity NPD8335 Approved
0.5755 Remote Similarity NPD6921 Approved
0.5755 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5755 Remote Similarity NPD8033 Approved
0.5752 Remote Similarity NPD6117 Approved
0.5736 Remote Similarity NPD4754 Approved
0.5736 Remote Similarity NPD5175 Approved
0.5736 Remote Similarity NPD5174 Approved
0.5735 Remote Similarity NPD6868 Approved
0.5726 Remote Similarity NPD3667 Approved
0.5725 Remote Similarity NPD7101 Approved
0.5725 Remote Similarity NPD7100 Approved
0.5714 Remote Similarity NPD6371 Approved
0.5702 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5693 Remote Similarity NPD7500 Approved
0.5693 Remote Similarity NPD6009 Approved
0.5691 Remote Similarity NPD7637 Suspended
0.5691 Remote Similarity NPD6411 Approved
0.5683 Remote Similarity NPD6319 Approved
0.5664 Remote Similarity NPD7078 Approved
0.5656 Remote Similarity NPD4753 Phase 2
0.5656 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6697 Approved
0.5652 Remote Similarity NPD6114 Approved
0.5652 Remote Similarity NPD6115 Approved
0.5652 Remote Similarity NPD6118 Approved
0.5649 Remote Similarity NPD4767 Approved
0.5649 Remote Similarity NPD7333 Discontinued
0.5649 Remote Similarity NPD4768 Approved
0.5645 Remote Similarity NPD5779 Approved
0.5645 Remote Similarity NPD5778 Approved
0.5643 Remote Similarity NPD7503 Approved
0.5643 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5643 Remote Similarity NPD5983 Phase 2
0.5641 Remote Similarity NPD857 Phase 3
0.5639 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5635 Remote Similarity NPD4228 Discovery
0.5634 Remote Similarity NPD7492 Approved
0.562 Remote Similarity NPD3573 Approved
0.5612 Remote Similarity NPD7519 Approved
0.5612 Remote Similarity NPD7517 Approved
0.5612 Remote Similarity NPD7518 Approved
0.561 Remote Similarity NPD5692 Phase 3
0.561 Remote Similarity NPD5207 Approved
0.5603 Remote Similarity NPD2838 Clinical (unspecified phase)
0.5603 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5603 Remote Similarity NPD7623 Phase 3
0.56 Remote Similarity NPD6001 Approved
0.56 Remote Similarity NPD5769 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