Structure

Physi-Chem Properties

Molecular Weight:  718.43
Volume:  752.964
LogP:  4.825
LogD:  3.707
LogS:  -5.077
# Rotatable Bonds:  16
TPSA:  169.05
# H-Bond Aceptor:  11
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  11

MedChem Properties

QED Drug-Likeness Score:  0.14
Synthetic Accessibility Score:  5.674
Fsp3:  0.725
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.288
MDCK Permeability:  0.00013699250121135265
Pgp-inhibitor:  0.996
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.986
20% Bioavailability (F20%):  0.516
30% Bioavailability (F30%):  0.956

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.002
Plasma Protein Binding (PPB):  82.3306655883789%
Volume Distribution (VD):  1.359
Pgp-substrate:  6.4744553565979%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.023
CYP2C19-inhibitor:  0.01
CYP2C19-substrate:  0.194
CYP2C9-inhibitor:  0.051
CYP2C9-substrate:  0.357
CYP2D6-inhibitor:  0.013
CYP2D6-substrate:  0.202
CYP3A4-inhibitor:  0.144
CYP3A4-substrate:  0.307

ADMET: Excretion

Clearance (CL):  2.832
Half-life (T1/2):  0.385

ADMET: Toxicity

hERG Blockers:  0.012
Human Hepatotoxicity (H-HT):  0.967
Drug-inuced Liver Injury (DILI):  0.711
AMES Toxicity:  0.599
Rat Oral Acute Toxicity:  0.067
Maximum Recommended Daily Dose:  0.996
Skin Sensitization:  0.111
Carcinogencity:  0.014
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.942

Download Data

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

  Natural Product: NPC83005

Natural Product ID:  NPC83005
Common Name*:   Pouoside I
IUPAC Name:   [(2S,3E,5R,7E)-2-acetyloxy-10-[(1R,3S)-2,2-dimethyl-6-methylidene-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl]-3,8-dimethyl-1-[(1R)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl] acetate
Synonyms:   Pouoside I
Standard InCHIKey:  UPGALFIEDBZQHJ-UTLPFFNFSA-N
Standard InCHI:  InChI=1S/C40H62O11/c1-22(12-16-29-23(2)14-18-34(40(29,9)10)51-38-37(47)36(46)35(45)32(21-41)50-38)11-15-28(48-26(5)42)19-25(4)31(49-27(6)43)20-30-24(3)13-17-33(44)39(30,7)8/h11,13,19,28-32,34-38,41,45-47H,2,12,14-18,20-21H2,1,3-10H3/b22-11+,25-19+/t28-,29-,30-,31+,32-,34+,35+,36+,37-,38+/m1/s1
SMILES:  C/C(=CC[C@H](/C=C(C)/[C@H](C[C@@H]1C(=CCC(=O)C1(C)C)C)OC(=O)C)OC(=O)C)/CC[C@@H]1C(=C)CC[C@@H](C1(C)C)O[C@H]1[C@@H]([C@H]([C@H]([C@@H](CO)O1)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1927965
PubChem CID:   56926619
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
NPO33227 Lipastrotethya sp. Species n.a. n.a. n.a. Micronesia n.a. PMID[22148280]
NPO30078 Lipastrotethya n.a. n.a. n.a. n.a. n.a. n.a. PMID[22148280]
NPO33227 Lipastrotethya sp. Species n.a. n.a. n.a. n.a. n.a. PMID[22742761]
NPO33227 Lipastrotethya sp. Species n.a. n.a. n.a. n.a. n.a. PMID[27779395]

☑ 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
NPT111 Cell Line K562 Homo sapiens IC50 > 100000.0 nM PMID[529666]

☑ 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 NPC83005 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
0.9712 High Similarity NPC311592
0.9712 High Similarity NPC75167
0.9619 High Similarity NPC181145
0.9429 High Similarity NPC174836
0.9182 High Similarity NPC48692
0.8919 High Similarity NPC122971
0.8785 High Similarity NPC118225
0.8774 High Similarity NPC293512
0.8761 High Similarity NPC202051
0.8739 High Similarity NPC473405
0.8727 High Similarity NPC475633
0.8727 High Similarity NPC472274
0.8704 High Similarity NPC274507
0.8692 High Similarity NPC177524
0.8692 High Similarity NPC392
0.8692 High Similarity NPC219900
0.8661 High Similarity NPC473617
0.8661 High Similarity NPC234522
0.8661 High Similarity NPC473828
0.8661 High Similarity NPC471548
0.8636 High Similarity NPC293658
0.8636 High Similarity NPC474410
0.8636 High Similarity NPC62696
0.8636 High Similarity NPC293038
0.8632 High Similarity NPC245094
0.8624 High Similarity NPC297208
0.8624 High Similarity NPC191763
0.8624 High Similarity NPC30397
0.8624 High Similarity NPC108748
0.8624 High Similarity NPC235841
0.8624 High Similarity NPC473481
0.8624 High Similarity NPC211798
0.8611 High Similarity NPC167383
0.8611 High Similarity NPC237503
0.8611 High Similarity NPC57362
0.8611 High Similarity NPC137917
0.8611 High Similarity NPC306746
0.8611 High Similarity NPC204407
0.8611 High Similarity NPC40728
0.8598 High Similarity NPC472390
0.8596 High Similarity NPC476204
0.8596 High Similarity NPC170084
0.8585 High Similarity NPC470768
0.8584 High Similarity NPC476529
0.8584 High Similarity NPC475775
0.8584 High Similarity NPC477071
0.8571 High Similarity NPC473968
0.8571 High Similarity NPC309433
0.8559 High Similarity NPC102088
0.8545 High Similarity NPC116794
0.8545 High Similarity NPC128925
0.8545 High Similarity NPC37739
0.8545 High Similarity NPC471967
0.8545 High Similarity NPC256798
0.8545 High Similarity NPC46388
0.8534 High Similarity NPC318135
0.8532 High Similarity NPC90856
0.8532 High Similarity NPC119550
0.8532 High Similarity NPC199457
0.8532 High Similarity NPC476886
0.8532 High Similarity NPC475296
0.8532 High Similarity NPC476883
0.8532 High Similarity NPC270667
0.8532 High Similarity NPC129340
0.8532 High Similarity NPC110139
0.8532 High Similarity NPC75747
0.8532 High Similarity NPC29069
0.8532 High Similarity NPC269095
0.8532 High Similarity NPC78046
0.8532 High Similarity NPC174679
0.8532 High Similarity NPC136877
0.8532 High Similarity NPC56713
0.8532 High Similarity NPC474589
0.8532 High Similarity NPC476882
0.8532 High Similarity NPC476885
0.8532 High Similarity NPC68419
0.8532 High Similarity NPC102914
0.8532 High Similarity NPC59804
0.8532 High Similarity NPC164194
0.8532 High Similarity NPC279554
0.8532 High Similarity NPC108709
0.8532 High Similarity NPC476881
0.8532 High Similarity NPC7870
0.8532 High Similarity NPC220984
0.8532 High Similarity NPC476887
0.8532 High Similarity NPC127056
0.8532 High Similarity NPC476880
0.8532 High Similarity NPC476884
0.8519 High Similarity NPC177246
0.8519 High Similarity NPC128795
0.8519 High Similarity NPC272576
0.8519 High Similarity NPC135015
0.8519 High Similarity NPC48548
0.8519 High Similarity NPC28198
0.8519 High Similarity NPC217921
0.8519 High Similarity NPC476123
0.8519 High Similarity NPC284807
0.8509 High Similarity NPC109607
0.8509 High Similarity NPC107338
0.8505 High Similarity NPC127609
0.8505 High Similarity NPC210178
0.8487 Intermediate Similarity NPC173347
0.8476 Intermediate Similarity NPC154127
0.8476 Intermediate Similarity NPC280991
0.8475 Intermediate Similarity NPC311534
0.8468 Intermediate Similarity NPC138334
0.8468 Intermediate Similarity NPC251309
0.8468 Intermediate Similarity NPC47063
0.8468 Intermediate Similarity NPC271138
0.8468 Intermediate Similarity NPC258885
0.8468 Intermediate Similarity NPC124296
0.8468 Intermediate Similarity NPC204458
0.8468 Intermediate Similarity NPC269315
0.8468 Intermediate Similarity NPC189884
0.8462 Intermediate Similarity NPC56071
0.8462 Intermediate Similarity NPC70733
0.8462 Intermediate Similarity NPC477928
0.8455 Intermediate Similarity NPC179434
0.8455 Intermediate Similarity NPC31839
0.8455 Intermediate Similarity NPC164419
0.8455 Intermediate Similarity NPC285410
0.8455 Intermediate Similarity NPC250481
0.8455 Intermediate Similarity NPC263827
0.8455 Intermediate Similarity NPC190837
0.844 Intermediate Similarity NPC127853
0.844 Intermediate Similarity NPC472534
0.844 Intermediate Similarity NPC265655
0.844 Intermediate Similarity NPC316974
0.844 Intermediate Similarity NPC143706
0.8426 Intermediate Similarity NPC125423
0.8426 Intermediate Similarity NPC473538
0.8426 Intermediate Similarity NPC184512
0.8426 Intermediate Similarity NPC283849
0.8426 Intermediate Similarity NPC88013
0.8421 Intermediate Similarity NPC473401
0.8417 Intermediate Similarity NPC471855
0.8407 Intermediate Similarity NPC474483
0.8407 Intermediate Similarity NPC471547
0.8396 Intermediate Similarity NPC223834
0.8393 Intermediate Similarity NPC475163
0.8393 Intermediate Similarity NPC469877
0.8393 Intermediate Similarity NPC220293
0.8393 Intermediate Similarity NPC470919
0.8393 Intermediate Similarity NPC473882
0.839 Intermediate Similarity NPC42399
0.839 Intermediate Similarity NPC470780
0.8378 Intermediate Similarity NPC276093
0.8378 Intermediate Similarity NPC473373
0.8378 Intermediate Similarity NPC473383
0.8378 Intermediate Similarity NPC257468
0.8378 Intermediate Similarity NPC161434
0.8378 Intermediate Similarity NPC125923
0.8378 Intermediate Similarity NPC80843
0.8378 Intermediate Similarity NPC302146
0.8378 Intermediate Similarity NPC139044
0.8378 Intermediate Similarity NPC109079
0.8378 Intermediate Similarity NPC10320
0.8378 Intermediate Similarity NPC471383
0.8378 Intermediate Similarity NPC102439
0.8378 Intermediate Similarity NPC101744
0.8378 Intermediate Similarity NPC1046
0.8378 Intermediate Similarity NPC233003
0.8378 Intermediate Similarity NPC195132
0.8378 Intermediate Similarity NPC469946
0.8378 Intermediate Similarity NPC48249
0.8378 Intermediate Similarity NPC65590
0.8378 Intermediate Similarity NPC475516
0.8378 Intermediate Similarity NPC104400
0.8378 Intermediate Similarity NPC79718
0.8378 Intermediate Similarity NPC139894
0.8378 Intermediate Similarity NPC212968
0.8378 Intermediate Similarity NPC475504
0.8378 Intermediate Similarity NPC324875
0.8378 Intermediate Similarity NPC64106
0.8378 Intermediate Similarity NPC104071
0.8378 Intermediate Similarity NPC292677
0.8365 Intermediate Similarity NPC239547
0.8365 Intermediate Similarity NPC125551
0.8365 Intermediate Similarity NPC309503
0.8365 Intermediate Similarity NPC155319
0.8365 Intermediate Similarity NPC285513
0.8365 Intermediate Similarity NPC91197
0.8365 Intermediate Similarity NPC96597
0.8364 Intermediate Similarity NPC46407
0.8364 Intermediate Similarity NPC475317
0.8364 Intermediate Similarity NPC154856
0.8364 Intermediate Similarity NPC242611
0.8364 Intermediate Similarity NPC52241
0.8362 Intermediate Similarity NPC473231
0.835 Intermediate Similarity NPC108141
0.8349 Intermediate Similarity NPC473288
0.8349 Intermediate Similarity NPC295389
0.8349 Intermediate Similarity NPC285576
0.8349 Intermediate Similarity NPC195708
0.8349 Intermediate Similarity NPC311223
0.8348 Intermediate Similarity NPC470312
0.8348 Intermediate Similarity NPC476150
0.8348 Intermediate Similarity NPC476127
0.8333 Intermediate Similarity NPC477197
0.8333 Intermediate Similarity NPC286347

  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 NPC83005 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
0.8692 High Similarity NPD6686 Approved
0.8273 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8151 Intermediate Similarity NPD7507 Approved
0.8136 Intermediate Similarity NPD8328 Phase 3
0.8087 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7966 Intermediate Similarity NPD8515 Approved
0.7966 Intermediate Similarity NPD8517 Approved
0.7966 Intermediate Similarity NPD8513 Phase 3
0.7966 Intermediate Similarity NPD8516 Approved
0.7951 Intermediate Similarity NPD7319 Approved
0.7928 Intermediate Similarity NPD6412 Phase 2
0.7826 Intermediate Similarity NPD8133 Approved
0.7667 Intermediate Similarity NPD8033 Approved
0.7619 Intermediate Similarity NPD6698 Approved
0.7619 Intermediate Similarity NPD46 Approved
0.7583 Intermediate Similarity NPD8377 Approved
0.7583 Intermediate Similarity NPD8294 Approved
0.7563 Intermediate Similarity NPD7328 Approved
0.7563 Intermediate Similarity NPD7327 Approved
0.7544 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD7503 Approved
0.7521 Intermediate Similarity NPD8379 Approved
0.7521 Intermediate Similarity NPD8378 Approved
0.7521 Intermediate Similarity NPD8296 Approved
0.7521 Intermediate Similarity NPD8380 Approved
0.7521 Intermediate Similarity NPD8335 Approved
0.75 Intermediate Similarity NPD7516 Approved
0.75 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8293 Discontinued
0.744 Intermediate Similarity NPD7736 Approved
0.7383 Intermediate Similarity NPD7983 Approved
0.7383 Intermediate Similarity NPD6411 Approved
0.736 Intermediate Similarity NPD8074 Phase 3
0.7328 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD6370 Approved
0.7315 Intermediate Similarity NPD5779 Approved
0.7315 Intermediate Similarity NPD5778 Approved
0.7297 Intermediate Similarity NPD7638 Approved
0.7288 Intermediate Similarity NPD6882 Approved
0.7288 Intermediate Similarity NPD8297 Approved
0.7232 Intermediate Similarity NPD7640 Approved
0.7232 Intermediate Similarity NPD7639 Approved
0.72 Intermediate Similarity NPD7492 Approved
0.7196 Intermediate Similarity NPD6101 Approved
0.7196 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD6009 Approved
0.719 Intermediate Similarity NPD7115 Discovery
0.7154 Intermediate Similarity NPD6319 Approved
0.7154 Intermediate Similarity NPD6059 Approved
0.7154 Intermediate Similarity NPD6054 Approved
0.7143 Intermediate Similarity NPD4225 Approved
0.7143 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6616 Approved
0.7119 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD8444 Approved
0.7091 Intermediate Similarity NPD7748 Approved
0.7087 Intermediate Similarity NPD7078 Approved
0.7083 Intermediate Similarity NPD4632 Approved
0.7069 Intermediate Similarity NPD7128 Approved
0.7069 Intermediate Similarity NPD5739 Approved
0.7069 Intermediate Similarity NPD6675 Approved
0.7069 Intermediate Similarity NPD6402 Approved
0.7054 Intermediate Similarity NPD7902 Approved
0.7034 Intermediate Similarity NPD6372 Approved
0.7034 Intermediate Similarity NPD6373 Approved
0.7008 Intermediate Similarity NPD8451 Approved
0.7 Intermediate Similarity NPD6053 Discontinued
0.7 Intermediate Similarity NPD6399 Phase 3
0.6984 Remote Similarity NPD7829 Approved
0.6984 Remote Similarity NPD7830 Approved
0.6972 Remote Similarity NPD7838 Discovery
0.6964 Remote Similarity NPD7839 Suspended
0.696 Remote Similarity NPD6015 Approved
0.696 Remote Similarity NPD6921 Approved
0.696 Remote Similarity NPD6016 Approved
0.6953 Remote Similarity NPD8448 Approved
0.6949 Remote Similarity NPD7320 Approved
0.6949 Remote Similarity NPD6881 Approved
0.6949 Remote Similarity NPD6899 Approved
0.6923 Remote Similarity NPD8392 Approved
0.6923 Remote Similarity NPD8390 Approved
0.6923 Remote Similarity NPD8391 Approved
0.6917 Remote Similarity NPD6650 Approved
0.6917 Remote Similarity NPD8130 Phase 1
0.6917 Remote Similarity NPD6649 Approved
0.6909 Remote Similarity NPD7515 Phase 2
0.6905 Remote Similarity NPD5988 Approved
0.687 Remote Similarity NPD7260 Phase 2
0.687 Remote Similarity NPD5344 Discontinued
0.6864 Remote Similarity NPD5701 Approved
0.6864 Remote Similarity NPD5697 Approved
0.6864 Remote Similarity NPD5954 Clinical (unspecified phase)
0.685 Remote Similarity NPD6067 Discontinued
0.6838 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6833 Remote Similarity NPD6371 Approved
0.6833 Remote Similarity NPD7102 Approved
0.6833 Remote Similarity NPD7290 Approved
0.6833 Remote Similarity NPD6883 Approved
0.6797 Remote Similarity NPD8341 Approved
0.6797 Remote Similarity NPD8299 Approved
0.6797 Remote Similarity NPD8340 Approved
0.6797 Remote Similarity NPD8342 Approved
0.6786 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6786 Remote Similarity NPD7900 Approved
0.678 Remote Similarity NPD6008 Approved
0.6777 Remote Similarity NPD6847 Approved
0.6777 Remote Similarity NPD6617 Approved
0.6777 Remote Similarity NPD6869 Approved
0.675 Remote Similarity NPD6014 Approved
0.675 Remote Similarity NPD6013 Approved
0.675 Remote Similarity NPD6012 Approved
0.6729 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6727 Remote Similarity NPD5328 Approved
0.6723 Remote Similarity NPD7899 Clinical (unspecified phase)
0.672 Remote Similarity NPD7641 Discontinued
0.6719 Remote Similarity NPD7642 Approved
0.6719 Remote Similarity NPD7604 Phase 2
0.6693 Remote Similarity NPD5983 Phase 2
0.6667 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7632 Discontinued
0.6667 Remote Similarity NPD6011 Approved
0.6641 Remote Similarity NPD6033 Approved
0.664 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6615 Remote Similarity NPD6336 Discontinued
0.6609 Remote Similarity NPD6083 Phase 2
0.6609 Remote Similarity NPD6084 Phase 2
0.6609 Remote Similarity NPD4755 Approved
0.6607 Remote Similarity NPD6079 Approved
0.6593 Remote Similarity NPD8415 Approved
0.6579 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6574 Remote Similarity NPD4786 Approved
0.6567 Remote Similarity NPD6845 Suspended
0.6562 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6557 Remote Similarity NPD4634 Approved
0.6545 Remote Similarity NPD3573 Approved
0.6542 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6542 Remote Similarity NPD3667 Approved
0.6525 Remote Similarity NPD5211 Phase 2
0.6514 Remote Similarity NPD1694 Approved
0.6512 Remote Similarity NPD8080 Discontinued
0.6496 Remote Similarity NPD6648 Approved
0.6496 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6496 Remote Similarity NPD4700 Approved
0.6496 Remote Similarity NPD4696 Approved
0.6496 Remote Similarity NPD5285 Approved
0.6496 Remote Similarity NPD5286 Approved
0.646 Remote Similarity NPD8035 Phase 2
0.646 Remote Similarity NPD7637 Suspended
0.646 Remote Similarity NPD8034 Phase 2
0.6455 Remote Similarity NPD7521 Approved
0.6455 Remote Similarity NPD3618 Phase 1
0.6455 Remote Similarity NPD5330 Approved
0.6455 Remote Similarity NPD6684 Approved
0.6455 Remote Similarity NPD7146 Approved
0.6455 Remote Similarity NPD7334 Approved
0.6455 Remote Similarity NPD6409 Approved
0.6435 Remote Similarity NPD5695 Phase 3
0.6429 Remote Similarity NPD6274 Approved
0.6418 Remote Similarity NPD6914 Discontinued
0.6417 Remote Similarity NPD5141 Approved
0.6406 Remote Similarity NPD7101 Approved
0.6406 Remote Similarity NPD7100 Approved
0.6391 Remote Similarity NPD8337 Approved
0.6391 Remote Similarity NPD8336 Approved
0.6389 Remote Similarity NPD6435 Approved
0.6387 Remote Similarity NPD5226 Approved
0.6387 Remote Similarity NPD4633 Approved
0.6387 Remote Similarity NPD5224 Approved
0.6387 Remote Similarity NPD5225 Approved
0.6379 Remote Similarity NPD5222 Approved
0.6379 Remote Similarity NPD4697 Phase 3
0.6379 Remote Similarity NPD5221 Approved
0.6379 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4767 Approved
0.6364 Remote Similarity NPD4768 Approved
0.6346 Remote Similarity NPD8039 Approved
0.6339 Remote Similarity NPD6903 Approved
0.6339 Remote Similarity NPD6672 Approved
0.6339 Remote Similarity NPD5737 Approved
0.6339 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6333 Remote Similarity NPD5175 Approved
0.6333 Remote Similarity NPD5174 Approved
0.633 Remote Similarity NPD3670 Clinical (unspecified phase)
0.633 Remote Similarity NPD3669 Approved
0.6328 Remote Similarity NPD6335 Approved
0.6325 Remote Similarity NPD5173 Approved
0.6324 Remote Similarity NPD8338 Approved
0.6308 Remote Similarity NPD6909 Approved
0.6308 Remote Similarity NPD8266 Approved
0.6308 Remote Similarity NPD6908 Approved
0.6308 Remote Similarity NPD8269 Approved
0.6308 Remote Similarity NPD8267 Approved
0.6308 Remote Similarity NPD8268 Approved
0.6303 Remote Similarity NPD5223 Approved
0.6299 Remote Similarity NPD6868 Approved
0.6296 Remote Similarity NPD1779 Approved
0.6296 Remote Similarity NPD1780 Approved
0.6273 Remote Similarity NPD3133 Approved
0.6273 Remote Similarity NPD3666 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