Structure

Physi-Chem Properties

Molecular Weight:  736.44
Volume:  764.39
LogP:  4.023
LogD:  2.975
LogS:  -4.574
# Rotatable Bonds:  16
TPSA:  189.28
# H-Bond Aceptor:  12
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.126
Synthetic Accessibility Score:  5.774
Fsp3:  0.775
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:  -5.261
MDCK Permeability:  0.0001420047046849504
Pgp-inhibitor:  0.998
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.991
20% Bioavailability (F20%):  0.207
30% Bioavailability (F30%):  0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.007
Plasma Protein Binding (PPB):  80.33948516845703%
Volume Distribution (VD):  0.925
Pgp-substrate:  7.590138912200928%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.037
CYP2C19-inhibitor:  0.007
CYP2C19-substrate:  0.314
CYP2C9-inhibitor:  0.016
CYP2C9-substrate:  0.068
CYP2D6-inhibitor:  0.016
CYP2D6-substrate:  0.078
CYP3A4-inhibitor:  0.098
CYP3A4-substrate:  0.332

ADMET: Excretion

Clearance (CL):  2.74
Half-life (T1/2):  0.447

ADMET: Toxicity

hERG Blockers:  0.096
Human Hepatotoxicity (H-HT):  0.903
Drug-inuced Liver Injury (DILI):  0.33
AMES Toxicity:  0.133
Rat Oral Acute Toxicity:  0.173
Maximum Recommended Daily Dose:  0.992
Skin Sensitization:  0.221
Carcinogencity:  0.045
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.962

Download Data

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

  Natural Product: NPC181145

Natural Product ID:  NPC181145
Common Name*:   Pouoside B
IUPAC Name:   [(2S,3E,5R,7E)-10-[(1S,3S,6S)-6-acetyloxy-2,2,6-trimethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl]-5-hydroxy-3,8-dimethyl-1-[(1R)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-2-yl] acetate
Synonyms:   Pouoside B
Standard InCHIKey:  YULYSYYKHQZNHG-IYARCOAASA-N
Standard InCHI:  InChI=1S/C40H64O12/c1-22(11-14-27(44)19-24(3)29(49-25(4)42)20-28-23(2)13-16-32(45)38(28,6)7)12-15-31-39(8,9)33(17-18-40(31,10)52-26(5)43)51-37-36(48)35(47)34(46)30(21-41)50-37/h11,13,19,27-31,33-37,41,44,46-48H,12,14-18,20-21H2,1-10H3/b22-11+,24-19+/t27-,28-,29+,30-,31+,33+,34+,35+,36-,37+,40+/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)O)/CC[C@H]1C(C)(C)[C@H](CC[C@]1(C)OC(=O)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:   CHEMBL1927956
PubChem CID:   57397163
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[559747]

☑ 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 NPC181145 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
0.9905 High Similarity NPC311592
0.9905 High Similarity NPC75167
0.981 High Similarity NPC174836
0.9619 High Similarity NPC83005
0.9545 High Similarity NPC48692
0.9018 High Similarity NPC234522
0.8938 High Similarity NPC122971
0.8783 High Similarity NPC202051
0.875 High Similarity NPC472274
0.8704 High Similarity NPC127609
0.8661 High Similarity NPC474410
0.8661 High Similarity NPC293658
0.8636 High Similarity NPC118225
0.8624 High Similarity NPC293512
0.8624 High Similarity NPC472390
0.8611 High Similarity NPC470768
0.8609 High Similarity NPC477071
0.8596 High Similarity NPC473968
0.8596 High Similarity NPC473405
0.8584 High Similarity NPC220293
0.8584 High Similarity NPC475633
0.8571 High Similarity NPC285513
0.8571 High Similarity NPC470780
0.8571 High Similarity NPC46388
0.8571 High Similarity NPC37739
0.8571 High Similarity NPC254496
0.8559 High Similarity NPC318135
0.8559 High Similarity NPC274507
0.8532 High Similarity NPC470763
0.8532 High Similarity NPC470767
0.8522 High Similarity NPC473617
0.8522 High Similarity NPC18233
0.8522 High Similarity NPC473828
0.8522 High Similarity NPC276758
0.8522 High Similarity NPC471548
0.8512 High Similarity NPC173347
0.8509 High Similarity NPC474046
0.8509 High Similarity NPC259306
0.8509 High Similarity NPC471816
0.8509 High Similarity NPC470628
0.8505 High Similarity NPC154127
0.85 High Similarity NPC245094
0.85 High Similarity NPC311534
0.8496 Intermediate Similarity NPC204458
0.8496 Intermediate Similarity NPC62696
0.8496 Intermediate Similarity NPC189884
0.8496 Intermediate Similarity NPC269315
0.8496 Intermediate Similarity NPC293038
0.8496 Intermediate Similarity NPC47063
0.8496 Intermediate Similarity NPC271138
0.8496 Intermediate Similarity NPC138334
0.8482 Intermediate Similarity NPC30397
0.8482 Intermediate Similarity NPC191763
0.8482 Intermediate Similarity NPC108748
0.8482 Intermediate Similarity NPC235841
0.8482 Intermediate Similarity NPC211798
0.8482 Intermediate Similarity NPC473481
0.8482 Intermediate Similarity NPC297208
0.8468 Intermediate Similarity NPC237503
0.8468 Intermediate Similarity NPC40728
0.8468 Intermediate Similarity NPC472534
0.8468 Intermediate Similarity NPC204407
0.8468 Intermediate Similarity NPC167383
0.8468 Intermediate Similarity NPC57362
0.8468 Intermediate Similarity NPC306746
0.8468 Intermediate Similarity NPC137917
0.8468 Intermediate Similarity NPC143706
0.8462 Intermediate Similarity NPC476204
0.8462 Intermediate Similarity NPC170084
0.8448 Intermediate Similarity NPC476529
0.8448 Intermediate Similarity NPC475775
0.8443 Intermediate Similarity NPC471855
0.8435 Intermediate Similarity NPC471547
0.8435 Intermediate Similarity NPC309433
0.8426 Intermediate Similarity NPC223834
0.8421 Intermediate Similarity NPC469877
0.8421 Intermediate Similarity NPC102088
0.8421 Intermediate Similarity NPC470919
0.8421 Intermediate Similarity NPC473882
0.8417 Intermediate Similarity NPC42399
0.8407 Intermediate Similarity NPC116794
0.8407 Intermediate Similarity NPC471967
0.8407 Intermediate Similarity NPC302146
0.8407 Intermediate Similarity NPC128925
0.8407 Intermediate Similarity NPC256798
0.8403 Intermediate Similarity NPC470922
0.8393 Intermediate Similarity NPC46407
0.8393 Intermediate Similarity NPC174679
0.8393 Intermediate Similarity NPC102914
0.8393 Intermediate Similarity NPC110139
0.8393 Intermediate Similarity NPC476885
0.8393 Intermediate Similarity NPC476882
0.8393 Intermediate Similarity NPC476884
0.8393 Intermediate Similarity NPC136877
0.8393 Intermediate Similarity NPC476887
0.8393 Intermediate Similarity NPC199457
0.8393 Intermediate Similarity NPC75747
0.8393 Intermediate Similarity NPC127056
0.8393 Intermediate Similarity NPC476883
0.8393 Intermediate Similarity NPC108709
0.8393 Intermediate Similarity NPC270667
0.8393 Intermediate Similarity NPC474589
0.8393 Intermediate Similarity NPC475296
0.8393 Intermediate Similarity NPC475317
0.8393 Intermediate Similarity NPC279554
0.8393 Intermediate Similarity NPC476881
0.8393 Intermediate Similarity NPC476880
0.8393 Intermediate Similarity NPC29069
0.8393 Intermediate Similarity NPC68419
0.8393 Intermediate Similarity NPC59804
0.8393 Intermediate Similarity NPC52241
0.8393 Intermediate Similarity NPC90856
0.8393 Intermediate Similarity NPC129340
0.8393 Intermediate Similarity NPC154856
0.8393 Intermediate Similarity NPC269095
0.8393 Intermediate Similarity NPC119550
0.8393 Intermediate Similarity NPC7870
0.8393 Intermediate Similarity NPC56713
0.8393 Intermediate Similarity NPC164194
0.8393 Intermediate Similarity NPC78046
0.8393 Intermediate Similarity NPC476886
0.8393 Intermediate Similarity NPC220984
0.839 Intermediate Similarity NPC473231
0.839 Intermediate Similarity NPC28532
0.8381 Intermediate Similarity NPC134067
0.8378 Intermediate Similarity NPC177246
0.8378 Intermediate Similarity NPC476123
0.8378 Intermediate Similarity NPC392
0.8378 Intermediate Similarity NPC284807
0.8378 Intermediate Similarity NPC135015
0.8378 Intermediate Similarity NPC28198
0.8378 Intermediate Similarity NPC177524
0.8378 Intermediate Similarity NPC272576
0.8378 Intermediate Similarity NPC217921
0.8378 Intermediate Similarity NPC128795
0.8378 Intermediate Similarity NPC48548
0.8378 Intermediate Similarity NPC219900
0.8376 Intermediate Similarity NPC268184
0.8376 Intermediate Similarity NPC107338
0.8376 Intermediate Similarity NPC109607
0.8364 Intermediate Similarity NPC210178
0.8362 Intermediate Similarity NPC45475
0.8348 Intermediate Similarity NPC160415
0.8348 Intermediate Similarity NPC58448
0.8347 Intermediate Similarity NPC470476
0.8347 Intermediate Similarity NPC470475
0.8333 Intermediate Similarity NPC251309
0.8333 Intermediate Similarity NPC297950
0.8333 Intermediate Similarity NPC222307
0.8333 Intermediate Similarity NPC280991
0.8333 Intermediate Similarity NPC471204
0.8333 Intermediate Similarity NPC124296
0.8333 Intermediate Similarity NPC258885
0.8333 Intermediate Similarity NPC264153
0.8319 Intermediate Similarity NPC164419
0.8319 Intermediate Similarity NPC263827
0.8319 Intermediate Similarity NPC179434
0.8319 Intermediate Similarity NPC31839
0.8319 Intermediate Similarity NPC190837
0.8319 Intermediate Similarity NPC250481
0.8319 Intermediate Similarity NPC27363
0.8319 Intermediate Similarity NPC285410
0.8319 Intermediate Similarity NPC41129
0.8318 Intermediate Similarity NPC477928
0.8305 Intermediate Similarity NPC473250
0.8305 Intermediate Similarity NPC129434
0.8305 Intermediate Similarity NPC75417
0.8304 Intermediate Similarity NPC316974
0.8304 Intermediate Similarity NPC127853
0.8304 Intermediate Similarity NPC477069
0.8304 Intermediate Similarity NPC477070
0.8304 Intermediate Similarity NPC265655
0.8293 Intermediate Similarity NPC231240
0.8291 Intermediate Similarity NPC473401
0.8288 Intermediate Similarity NPC112780
0.8288 Intermediate Similarity NPC184512
0.8288 Intermediate Similarity NPC88013
0.8288 Intermediate Similarity NPC125423
0.8288 Intermediate Similarity NPC283849
0.8288 Intermediate Similarity NPC473538
0.8279 Intermediate Similarity NPC471407
0.8279 Intermediate Similarity NPC476966
0.8276 Intermediate Similarity NPC68175
0.8276 Intermediate Similarity NPC473590
0.8276 Intermediate Similarity NPC474483
0.8273 Intermediate Similarity NPC118911
0.8273 Intermediate Similarity NPC470104
0.8264 Intermediate Similarity NPC298841
0.8264 Intermediate Similarity NPC329784
0.8264 Intermediate Similarity NPC240070
0.8261 Intermediate Similarity NPC475163
0.8261 Intermediate Similarity NPC116024
0.8257 Intermediate Similarity NPC474709
0.8257 Intermediate Similarity NPC201191
0.8246 Intermediate Similarity NPC10320
0.8246 Intermediate Similarity NPC79718
0.8246 Intermediate Similarity NPC125923
0.8246 Intermediate Similarity NPC475504
0.8246 Intermediate Similarity NPC109079
0.8246 Intermediate Similarity NPC474265

  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 NPC181145 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
0.8378 Intermediate Similarity NPD6686 Approved
0.8182 Intermediate Similarity NPD7507 Approved
0.8151 Intermediate Similarity NPD8513 Phase 3
0.8151 Intermediate Similarity NPD8515 Approved
0.8151 Intermediate Similarity NPD8516 Approved
0.8151 Intermediate Similarity NPD8517 Approved
0.8142 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8017 Intermediate Similarity NPD8328 Phase 3
0.7984 Intermediate Similarity NPD7319 Approved
0.7966 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7863 Intermediate Similarity NPD8133 Approved
0.775 Intermediate Similarity NPD7328 Approved
0.775 Intermediate Similarity NPD7327 Approved
0.7739 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7705 Intermediate Similarity NPD8033 Approved
0.7686 Intermediate Similarity NPD7516 Approved
0.7652 Intermediate Similarity NPD6412 Phase 2
0.7623 Intermediate Similarity NPD8294 Approved
0.7623 Intermediate Similarity NPD8377 Approved
0.7561 Intermediate Similarity NPD8380 Approved
0.7561 Intermediate Similarity NPD8335 Approved
0.7561 Intermediate Similarity NPD8379 Approved
0.7561 Intermediate Similarity NPD8378 Approved
0.7561 Intermediate Similarity NPD8296 Approved
0.7542 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.754 Intermediate Similarity NPD8074 Phase 3
0.754 Intermediate Similarity NPD8293 Discontinued
0.7521 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.748 Intermediate Similarity NPD7736 Approved
0.7419 Intermediate Similarity NPD7503 Approved
0.7377 Intermediate Similarity NPD7115 Discovery
0.736 Intermediate Similarity NPD6370 Approved
0.7339 Intermediate Similarity NPD46 Approved
0.7339 Intermediate Similarity NPD6698 Approved
0.7333 Intermediate Similarity NPD6882 Approved
0.7333 Intermediate Similarity NPD8297 Approved
0.7311 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7281 Intermediate Similarity NPD7639 Approved
0.7281 Intermediate Similarity NPD7640 Approved
0.7273 Intermediate Similarity NPD7983 Approved
0.7244 Intermediate Similarity NPD7492 Approved
0.7236 Intermediate Similarity NPD6009 Approved
0.7217 Intermediate Similarity NPD5344 Discontinued
0.7207 Intermediate Similarity NPD5779 Approved
0.7207 Intermediate Similarity NPD5778 Approved
0.72 Intermediate Similarity NPD6054 Approved
0.72 Intermediate Similarity NPD6319 Approved
0.72 Intermediate Similarity NPD6059 Approved
0.7193 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD4225 Approved
0.7193 Intermediate Similarity NPD7638 Approved
0.7188 Intermediate Similarity NPD6616 Approved
0.7143 Intermediate Similarity NPD6921 Approved
0.7132 Intermediate Similarity NPD7078 Approved
0.7131 Intermediate Similarity NPD4632 Approved
0.7119 Intermediate Similarity NPD7128 Approved
0.7119 Intermediate Similarity NPD6675 Approved
0.7119 Intermediate Similarity NPD5739 Approved
0.7119 Intermediate Similarity NPD6402 Approved
0.7117 Intermediate Similarity NPD6411 Approved
0.7083 Intermediate Similarity NPD6372 Approved
0.7083 Intermediate Similarity NPD6373 Approved
0.7059 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD6016 Approved
0.7008 Intermediate Similarity NPD6015 Approved
0.7 Intermediate Similarity NPD6899 Approved
0.7 Intermediate Similarity NPD6881 Approved
0.7 Intermediate Similarity NPD7320 Approved
0.6991 Remote Similarity NPD7748 Approved
0.6967 Remote Similarity NPD6649 Approved
0.6967 Remote Similarity NPD8130 Phase 1
0.6967 Remote Similarity NPD6650 Approved
0.6957 Remote Similarity NPD7902 Approved
0.6953 Remote Similarity NPD5988 Approved
0.6937 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6937 Remote Similarity NPD6101 Approved
0.6923 Remote Similarity NPD8451 Approved
0.6917 Remote Similarity NPD5697 Approved
0.6917 Remote Similarity NPD5701 Approved
0.6911 Remote Similarity NPD6053 Discontinued
0.6903 Remote Similarity NPD6399 Phase 3
0.6885 Remote Similarity NPD7102 Approved
0.6885 Remote Similarity NPD7290 Approved
0.6885 Remote Similarity NPD6883 Approved
0.6885 Remote Similarity NPD6371 Approved
0.6875 Remote Similarity NPD8444 Approved
0.687 Remote Similarity NPD8448 Approved
0.687 Remote Similarity NPD7839 Suspended
0.6846 Remote Similarity NPD8299 Approved
0.6846 Remote Similarity NPD8341 Approved
0.6846 Remote Similarity NPD8342 Approved
0.6846 Remote Similarity NPD8340 Approved
0.6842 Remote Similarity NPD8392 Approved
0.6842 Remote Similarity NPD8390 Approved
0.6842 Remote Similarity NPD8391 Approved
0.6838 Remote Similarity NPD6648 Approved
0.6833 Remote Similarity NPD6008 Approved
0.6829 Remote Similarity NPD6869 Approved
0.6829 Remote Similarity NPD6617 Approved
0.6829 Remote Similarity NPD6847 Approved
0.6814 Remote Similarity NPD7515 Phase 2
0.6803 Remote Similarity NPD6014 Approved
0.6803 Remote Similarity NPD6013 Approved
0.6803 Remote Similarity NPD6012 Approved
0.6769 Remote Similarity NPD6067 Discontinued
0.6769 Remote Similarity NPD7829 Approved
0.6769 Remote Similarity NPD7604 Phase 2
0.6769 Remote Similarity NPD7830 Approved
0.675 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6744 Remote Similarity NPD5983 Phase 2
0.6726 Remote Similarity NPD7838 Discovery
0.6723 Remote Similarity NPD7632 Discontinued
0.6723 Remote Similarity NPD5211 Phase 2
0.6721 Remote Similarity NPD6011 Approved
0.6715 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6696 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6696 Remote Similarity NPD7900 Approved
0.6694 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6692 Remote Similarity NPD6033 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6667 Remote Similarity NPD6336 Discontinued
0.6667 Remote Similarity NPD7260 Phase 2
0.6641 Remote Similarity NPD7642 Approved
0.6639 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6637 Remote Similarity NPD5328 Approved
0.6636 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6613 Remote Similarity NPD4634 Approved
0.6612 Remote Similarity NPD5141 Approved
0.6607 Remote Similarity NPD3573 Approved
0.6562 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6555 Remote Similarity NPD5286 Approved
0.6555 Remote Similarity NPD4700 Approved
0.6555 Remote Similarity NPD4696 Approved
0.6555 Remote Similarity NPD5285 Approved
0.6525 Remote Similarity NPD6084 Phase 2
0.6525 Remote Similarity NPD6083 Phase 2
0.6522 Remote Similarity NPD6079 Approved
0.6522 Remote Similarity NPD8415 Approved
0.6512 Remote Similarity NPD7641 Discontinued
0.6489 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6486 Remote Similarity NPD4786 Approved
0.6484 Remote Similarity NPD6274 Approved
0.6462 Remote Similarity NPD7100 Approved
0.6462 Remote Similarity NPD7101 Approved
0.6455 Remote Similarity NPD3667 Approved
0.6446 Remote Similarity NPD5225 Approved
0.6446 Remote Similarity NPD5224 Approved
0.6446 Remote Similarity NPD4633 Approved
0.6446 Remote Similarity NPD5226 Approved
0.6439 Remote Similarity NPD8080 Discontinued
0.6429 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6423 Remote Similarity NPD4767 Approved
0.6423 Remote Similarity NPD4768 Approved
0.6393 Remote Similarity NPD5175 Approved
0.6393 Remote Similarity NPD5174 Approved
0.6385 Remote Similarity NPD6335 Approved
0.6379 Remote Similarity NPD7637 Suspended
0.6379 Remote Similarity NPD8035 Phase 2
0.6379 Remote Similarity NPD8034 Phase 2
0.6377 Remote Similarity NPD6845 Suspended
0.6377 Remote Similarity NPD8338 Approved
0.6372 Remote Similarity NPD3618 Phase 1
0.6364 Remote Similarity NPD5223 Approved
0.6364 Remote Similarity NPD6909 Approved
0.6364 Remote Similarity NPD6908 Approved
0.6356 Remote Similarity NPD5695 Phase 3
0.6356 Remote Similarity NPD1698 Clinical (unspecified phase)
0.635 Remote Similarity NPD6914 Discontinued
0.6325 Remote Similarity NPD4202 Approved
0.632 Remote Similarity NPD4730 Approved
0.632 Remote Similarity NPD4729 Approved
0.6316 Remote Similarity NPD7524 Approved
0.6308 Remote Similarity NPD6317 Approved
0.6306 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6303 Remote Similarity NPD5222 Approved
0.6303 Remote Similarity NPD4697 Phase 3
0.6303 Remote Similarity NPD5221 Approved
0.6303 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6283 Remote Similarity NPD1694 Approved
0.6273 Remote Similarity NPD7799 Discontinued
0.626 Remote Similarity NPD6313 Approved
0.626 Remote Similarity NPD6314 Approved
0.626 Remote Similarity NPD4754 Approved
0.625 Remote Similarity NPD3669 Approved
0.625 Remote Similarity NPD3670 Clinical (unspecified phase)
0.625 Remote Similarity NPD5173 Approved
0.6235 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6231 Remote Similarity NPD6868 Approved
0.6228 Remote Similarity NPD7146 Approved
0.6228 Remote Similarity NPD7334 Approved
0.6228 Remote Similarity NPD6684 Approved
0.6228 Remote Similarity NPD5330 Approved
0.6228 Remote Similarity NPD6409 Approved
0.6228 Remote Similarity NPD7521 Approved
0.622 Remote Similarity NPD5251 Approved
0.622 Remote Similarity NPD5250 Approved
0.622 Remote Similarity NPD5247 Approved
0.622 Remote Similarity NPD5248 Approved
0.622 Remote Similarity NPD5249 Phase 3
0.6216 Remote Similarity NPD1779 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