Structure

Physi-Chem Properties

Molecular Weight:  656.38
Volume:  659.967
LogP:  2.322
LogD:  2.065
LogS:  -3.855
# Rotatable Bonds:  11
TPSA:  184.6
# H-Bond Aceptor:  12
# H-Bond Donor:  6
# Rings:  4
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.148
Synthetic Accessibility Score:  5.703
Fsp3:  0.853
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:  -5.531
MDCK Permeability:  8.321704081026837e-05
Pgp-inhibitor:  0.997
Pgp-substrate:  0.981
Human Intestinal Absorption (HIA):  0.928
20% Bioavailability (F20%):  0.009
30% Bioavailability (F30%):  0.847

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.023
Plasma Protein Binding (PPB):  76.70110321044922%
Volume Distribution (VD):  0.669
Pgp-substrate:  14.12025260925293%

ADMET: Metabolism

CYP1A2-inhibitor:  0.004
CYP1A2-substrate:  0.135
CYP2C19-inhibitor:  0.005
CYP2C19-substrate:  0.555
CYP2C9-inhibitor:  0.003
CYP2C9-substrate:  0.03
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.06
CYP3A4-inhibitor:  0.409
CYP3A4-substrate:  0.127

ADMET: Excretion

Clearance (CL):  0.946
Half-life (T1/2):  0.813

ADMET: Toxicity

hERG Blockers:  0.151
Human Hepatotoxicity (H-HT):  0.221
Drug-inuced Liver Injury (DILI):  0.041
AMES Toxicity:  0.055
Rat Oral Acute Toxicity:  0.059
Maximum Recommended Daily Dose:  0.008
Skin Sensitization:  0.683
Carcinogencity:  0.029
Eye Corrosion:  0.003
Eye Irritation:  0.015
Respiratory Toxicity:  0.915

Download Data

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

  Natural Product: NPC470763

Natural Product ID:  NPC470763
Common Name*:   (6S,13S)-6-O-[4-O-Acetyl-Beta-D-Glucopyranosyl-(1->4)-Alpha-L-Rhamnopyranosyl]Cleroda-3,14-Dien-13-Ol
IUPAC Name:   [(2R,3S,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-6-[[(1S,3R,4S,4aR,8aR)-4-[(3R)-3-hydroxy-3-methylpent-4-enyl]-3,4,8,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] acetate
Synonyms:  
Standard InCHIKey:  SLDGGCPOPCDAER-SBENFDPBSA-N
Standard InCHI:  InChI=1S/C34H56O12/c1-9-32(6,41)13-14-33(7)18(3)15-23(34(8)17(2)11-10-12-22(33)34)45-30-26(39)24(37)28(19(4)42-30)46-31-27(40)25(38)29(43-20(5)36)21(16-35)44-31/h9,11,18-19,21-31,35,37-41H,1,10,12-16H2,2-8H3/t18-,19+,21-,22-,23+,24+,25-,26-,27-,28+,29-,30+,31+,32+,33+,34+/m1/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@H](C)O[C@H]([C@@H]([C@@H]2O)O)O[C@H]2C[C@@H](C)[C@]([C@@H]3[C@]2(C)C(=CCC3)C)(C)CC[C@](C=C)(O)C)[C@@H]([C@H]([C@@H]1OC(=O)C)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL221551
PubChem CID:   44419576
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001755] Diterpene glycosides

*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
NPO32662 dicranopteris dichotoma Species Gleicheniaceae Eukaryota n.a. n.a. n.a. PMID[17315963]

☑ 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
NPT1452 Cell Line C8166 Homo sapiens CC50 = 304510.0 nM PMID[494241]
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 145400.0 nM PMID[494241]
NPT2 Others Unspecified Ratio CC50/EC50 > 2.09 n.a. PMID[494241]

☑ 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 NPC470763 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
1.0 High Similarity NPC470767
0.9694 High Similarity NPC470768
0.9286 High Similarity NPC64348
0.9184 High Similarity NPC477928
0.9109 High Similarity NPC173583
0.8972 High Similarity NPC146652
0.8969 High Similarity NPC96736
0.8969 High Similarity NPC178949
0.8932 High Similarity NPC472390
0.8911 High Similarity NPC470571
0.8889 High Similarity NPC125551
0.8889 High Similarity NPC309503
0.8889 High Similarity NPC91197
0.8889 High Similarity NPC239547
0.8889 High Similarity NPC96597
0.8889 High Similarity NPC240372
0.8889 High Similarity NPC155319
0.8846 High Similarity NPC38217
0.8846 High Similarity NPC472988
0.8835 High Similarity NPC473199
0.8824 High Similarity NPC162354
0.8812 High Similarity NPC280991
0.8788 High Similarity NPC90583
0.8785 High Similarity NPC204458
0.8785 High Similarity NPC49413
0.8785 High Similarity NPC290608
0.8785 High Similarity NPC40133
0.8785 High Similarity NPC47063
0.8785 High Similarity NPC44298
0.8785 High Similarity NPC138334
0.8785 High Similarity NPC473128
0.8785 High Similarity NPC189884
0.8776 High Similarity NPC305160
0.8776 High Similarity NPC72817
0.8776 High Similarity NPC477927
0.8776 High Similarity NPC211238
0.8774 High Similarity NPC235841
0.8774 High Similarity NPC297208
0.8774 High Similarity NPC473481
0.8774 High Similarity NPC30397
0.8774 High Similarity NPC114188
0.8774 High Similarity NPC108748
0.8774 High Similarity NPC211798
0.8762 High Similarity NPC154085
0.8762 High Similarity NPC43976
0.8762 High Similarity NPC296761
0.8762 High Similarity NPC51925
0.8762 High Similarity NPC125361
0.875 High Similarity NPC234160
0.8738 High Similarity NPC187400
0.8738 High Similarity NPC470885
0.8738 High Similarity NPC109792
0.8738 High Similarity NPC221562
0.8738 High Similarity NPC57065
0.8738 High Similarity NPC75608
0.8738 High Similarity NPC54521
0.8725 High Similarity NPC154452
0.8704 High Similarity NPC220293
0.8692 High Similarity NPC37739
0.8692 High Similarity NPC46388
0.8692 High Similarity NPC128925
0.8692 High Similarity NPC174836
0.8692 High Similarity NPC473125
0.8692 High Similarity NPC256798
0.8679 High Similarity NPC78046
0.8679 High Similarity NPC270667
0.8679 High Similarity NPC474589
0.8679 High Similarity NPC164194
0.8679 High Similarity NPC279554
0.8679 High Similarity NPC90856
0.8679 High Similarity NPC29069
0.8679 High Similarity NPC269095
0.8679 High Similarity NPC127056
0.8679 High Similarity NPC274507
0.8679 High Similarity NPC59804
0.8679 High Similarity NPC475296
0.8679 High Similarity NPC136877
0.8679 High Similarity NPC56713
0.8679 High Similarity NPC174679
0.8667 High Similarity NPC472896
0.8667 High Similarity NPC472897
0.8667 High Similarity NPC295980
0.8654 High Similarity NPC472900
0.8654 High Similarity NPC472898
0.8654 High Similarity NPC472899
0.8649 High Similarity NPC268184
0.8641 High Similarity NPC473129
0.8641 High Similarity NPC99627
0.8641 High Similarity NPC473198
0.8627 High Similarity NPC263756
0.8627 High Similarity NPC117714
0.8627 High Similarity NPC21064
0.8627 High Similarity NPC121072
0.8624 High Similarity NPC58448
0.8624 High Similarity NPC160415
0.8611 High Similarity NPC124296
0.8611 High Similarity NPC269315
0.8611 High Similarity NPC251309
0.8611 High Similarity NPC473159
0.8611 High Similarity NPC271138
0.8611 High Similarity NPC258885
0.8598 High Similarity NPC179434
0.8598 High Similarity NPC164419
0.8598 High Similarity NPC191763
0.8598 High Similarity NPC65167
0.8585 High Similarity NPC167383
0.8585 High Similarity NPC306746
0.8585 High Similarity NPC137917
0.8585 High Similarity NPC57362
0.8585 High Similarity NPC40728
0.8585 High Similarity NPC204407
0.8585 High Similarity NPC237503
0.8571 High Similarity NPC231340
0.8571 High Similarity NPC293512
0.8571 High Similarity NPC190395
0.8571 High Similarity NPC33053
0.8571 High Similarity NPC257964
0.8571 High Similarity NPC302584
0.8558 High Similarity NPC203354
0.8558 High Similarity NPC110656
0.8558 High Similarity NPC473127
0.8558 High Similarity NPC85593
0.8558 High Similarity NPC31430
0.8558 High Similarity NPC152966
0.8545 High Similarity NPC68175
0.8545 High Similarity NPC471547
0.8544 High Similarity NPC136816
0.8544 High Similarity NPC213674
0.8544 High Similarity NPC76497
0.8544 High Similarity NPC256133
0.8544 High Similarity NPC30289
0.8544 High Similarity NPC272015
0.8544 High Similarity NPC470053
0.8532 High Similarity NPC181145
0.8532 High Similarity NPC473882
0.8519 High Similarity NPC276093
0.8519 High Similarity NPC328074
0.8519 High Similarity NPC104400
0.8519 High Similarity NPC321272
0.8519 High Similarity NPC473383
0.8519 High Similarity NPC104071
0.8519 High Similarity NPC475516
0.8519 High Similarity NPC324875
0.8519 High Similarity NPC102439
0.8519 High Similarity NPC471383
0.8519 High Similarity NPC257468
0.8519 High Similarity NPC475504
0.8519 High Similarity NPC101744
0.8519 High Similarity NPC473373
0.8519 High Similarity NPC233003
0.8519 High Similarity NPC1046
0.8519 High Similarity NPC292677
0.8519 High Similarity NPC317460
0.8519 High Similarity NPC161434
0.8519 High Similarity NPC116794
0.8519 High Similarity NPC80843
0.8519 High Similarity NPC109079
0.8519 High Similarity NPC10320
0.8519 High Similarity NPC79718
0.8519 High Similarity NPC469946
0.8519 High Similarity NPC139044
0.8519 High Similarity NPC139894
0.8519 High Similarity NPC470025
0.8519 High Similarity NPC195132
0.8505 High Similarity NPC476885
0.8505 High Similarity NPC68419
0.8505 High Similarity NPC110139
0.8505 High Similarity NPC476882
0.8505 High Similarity NPC102914
0.8505 High Similarity NPC476881
0.8505 High Similarity NPC108709
0.8505 High Similarity NPC220984
0.8505 High Similarity NPC476884
0.8505 High Similarity NPC476887
0.8505 High Similarity NPC199457
0.8505 High Similarity NPC7870
0.8505 High Similarity NPC476886
0.8505 High Similarity NPC476880
0.8505 High Similarity NPC476883
0.8505 High Similarity NPC129340
0.8505 High Similarity NPC75747
0.85 High Similarity NPC230347
0.85 High Similarity NPC286612
0.85 High Similarity NPC275310
0.8491 Intermediate Similarity NPC48548
0.8491 Intermediate Similarity NPC128795
0.8491 Intermediate Similarity NPC126147
0.8491 Intermediate Similarity NPC476123
0.8491 Intermediate Similarity NPC177246
0.8491 Intermediate Similarity NPC28198
0.8491 Intermediate Similarity NPC217921
0.8491 Intermediate Similarity NPC284807
0.8491 Intermediate Similarity NPC135015
0.8485 Intermediate Similarity NPC91654
0.8485 Intermediate Similarity NPC474792
0.8485 Intermediate Similarity NPC67398
0.8476 Intermediate Similarity NPC470055
0.8476 Intermediate Similarity NPC470056
0.8476 Intermediate Similarity NPC242748
0.8476 Intermediate Similarity NPC165405

  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 NPC470763 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
0.8246 Intermediate Similarity NPD8033 Approved
0.8158 Intermediate Similarity NPD8377 Approved
0.8158 Intermediate Similarity NPD8294 Approved
0.8087 Intermediate Similarity NPD8335 Approved
0.8087 Intermediate Similarity NPD8380 Approved
0.8087 Intermediate Similarity NPD8379 Approved
0.8087 Intermediate Similarity NPD8378 Approved
0.8087 Intermediate Similarity NPD8296 Approved
0.8073 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7982 Intermediate Similarity NPD7328 Approved
0.7982 Intermediate Similarity NPD7327 Approved
0.7931 Intermediate Similarity NPD7503 Approved
0.7913 Intermediate Similarity NPD7516 Approved
0.7895 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7797 Intermediate Similarity NPD8328 Phase 3
0.7788 Intermediate Similarity NPD8133 Approved
0.7778 Intermediate Similarity NPD8513 Phase 3
0.7778 Intermediate Similarity NPD8515 Approved
0.7778 Intermediate Similarity NPD8516 Approved
0.7778 Intermediate Similarity NPD8517 Approved
0.7658 Intermediate Similarity NPD6686 Approved
0.7568 Intermediate Similarity NPD6412 Phase 2
0.7521 Intermediate Similarity NPD7507 Approved
0.7339 Intermediate Similarity NPD7319 Approved
0.7304 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5344 Discontinued
0.7258 Intermediate Similarity NPD7736 Approved
0.7248 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD8074 Phase 3
0.704 Intermediate Similarity NPD8293 Discontinued
0.7027 Intermediate Similarity NPD7640 Approved
0.7027 Intermediate Similarity NPD7639 Approved
0.7 Intermediate Similarity NPD7115 Discovery
0.6992 Remote Similarity NPD6370 Approved
0.6949 Remote Similarity NPD8297 Approved
0.6949 Remote Similarity NPD6882 Approved
0.6937 Remote Similarity NPD4225 Approved
0.6937 Remote Similarity NPD7638 Approved
0.6897 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6881 Remote Similarity NPD7748 Approved
0.688 Remote Similarity NPD7492 Approved
0.6875 Remote Similarity NPD6648 Approved
0.686 Remote Similarity NPD6009 Approved
0.6847 Remote Similarity NPD7902 Approved
0.6838 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6832 Remote Similarity NPD7645 Phase 2
0.6829 Remote Similarity NPD6319 Approved
0.6829 Remote Similarity NPD6054 Approved
0.6825 Remote Similarity NPD6616 Approved
0.6792 Remote Similarity NPD7524 Approved
0.6789 Remote Similarity NPD8171 Discontinued
0.6772 Remote Similarity NPD7078 Approved
0.6759 Remote Similarity NPD7838 Discovery
0.675 Remote Similarity NPD4632 Approved
0.6731 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6731 Remote Similarity NPD3669 Approved
0.6697 Remote Similarity NPD6411 Approved
0.6697 Remote Similarity NPD7983 Approved
0.6697 Remote Similarity NPD7515 Phase 2
0.6694 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6641 Remote Similarity NPD8449 Approved
0.664 Remote Similarity NPD6015 Approved
0.664 Remote Similarity NPD6016 Approved
0.6639 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6636 Remote Similarity NPD6399 Phase 3
0.6636 Remote Similarity NPD5778 Approved
0.6636 Remote Similarity NPD5779 Approved
0.661 Remote Similarity NPD6881 Approved
0.661 Remote Similarity NPD6899 Approved
0.6606 Remote Similarity NPD6698 Approved
0.6606 Remote Similarity NPD46 Approved
0.6602 Remote Similarity NPD7525 Registered
0.6591 Remote Similarity NPD8450 Suspended
0.6587 Remote Similarity NPD5988 Approved
0.6583 Remote Similarity NPD6649 Approved
0.6583 Remote Similarity NPD6650 Approved
0.6583 Remote Similarity NPD8130 Phase 1
0.6581 Remote Similarity NPD6675 Approved
0.6581 Remote Similarity NPD7128 Approved
0.6581 Remote Similarity NPD6402 Approved
0.6581 Remote Similarity NPD5739 Approved
0.6577 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6577 Remote Similarity NPD7900 Approved
0.6571 Remote Similarity NPD6695 Phase 3
0.6555 Remote Similarity NPD6373 Approved
0.6555 Remote Similarity NPD6372 Approved
0.6545 Remote Similarity NPD7637 Suspended
0.6535 Remote Similarity NPD6067 Discontinued
0.6525 Remote Similarity NPD5697 Approved
0.6514 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6514 Remote Similarity NPD6101 Approved
0.65 Remote Similarity NPD7290 Approved
0.65 Remote Similarity NPD7102 Approved
0.65 Remote Similarity NPD1811 Approved
0.65 Remote Similarity NPD1810 Approved
0.65 Remote Similarity NPD7625 Phase 1
0.65 Remote Similarity NPD6883 Approved
0.6496 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6484 Remote Similarity NPD8299 Approved
0.6484 Remote Similarity NPD8341 Approved
0.6484 Remote Similarity NPD8342 Approved
0.6484 Remote Similarity NPD8340 Approved
0.6481 Remote Similarity NPD7750 Discontinued
0.6471 Remote Similarity NPD7320 Approved
0.6466 Remote Similarity NPD7632 Discontinued
0.6455 Remote Similarity NPD3168 Discontinued
0.6446 Remote Similarity NPD6869 Approved
0.6446 Remote Similarity NPD6617 Approved
0.6446 Remote Similarity NPD6847 Approved
0.6436 Remote Similarity NPD8264 Approved
0.6417 Remote Similarity NPD6012 Approved
0.6417 Remote Similarity NPD6014 Approved
0.6417 Remote Similarity NPD6013 Approved
0.6406 Remote Similarity NPD7604 Phase 2
0.6396 Remote Similarity NPD8034 Phase 2
0.6396 Remote Similarity NPD8035 Phase 2
0.6387 Remote Similarity NPD5701 Approved
0.6387 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6378 Remote Similarity NPD6921 Approved
0.6378 Remote Similarity NPD5983 Phase 2
0.6333 Remote Similarity NPD6011 Approved
0.633 Remote Similarity NPD3573 Approved
0.633 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6325 Remote Similarity NPD5211 Phase 2
0.6316 Remote Similarity NPD7839 Suspended
0.6308 Remote Similarity NPD8451 Approved
0.6308 Remote Similarity NPD6336 Discontinued
0.6303 Remote Similarity NPD6008 Approved
0.6286 Remote Similarity NPD6930 Phase 2
0.6286 Remote Similarity NPD6931 Approved
0.6275 Remote Similarity NPD6942 Approved
0.6275 Remote Similarity NPD7339 Approved
0.6261 Remote Similarity NPD6084 Phase 2
0.6261 Remote Similarity NPD6083 Phase 2
0.626 Remote Similarity NPD8448 Approved
0.6241 Remote Similarity NPD8391 Approved
0.6241 Remote Similarity NPD8392 Approved
0.6241 Remote Similarity NPD8390 Approved
0.623 Remote Similarity NPD4634 Approved
0.6218 Remote Similarity NPD5141 Approved
0.6216 Remote Similarity NPD6051 Approved
0.6214 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6212 Remote Similarity NPD6033 Approved
0.6204 Remote Similarity NPD4786 Approved
0.62 Remote Similarity NPD2687 Approved
0.62 Remote Similarity NPD2254 Approved
0.62 Remote Similarity NPD7532 Clinical (unspecified phase)
0.62 Remote Similarity NPD2686 Approved
0.619 Remote Similarity NPD8137 Clinical (unspecified phase)
0.619 Remote Similarity NPD6929 Approved
0.6179 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6168 Remote Similarity NPD3667 Approved
0.6154 Remote Similarity NPD4696 Approved
0.6154 Remote Similarity NPD7829 Approved
0.6154 Remote Similarity NPD5286 Approved
0.6154 Remote Similarity NPD5285 Approved
0.6154 Remote Similarity NPD7830 Approved
0.6147 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6132 Remote Similarity NPD7514 Phase 3
0.6132 Remote Similarity NPD7332 Phase 2
0.6129 Remote Similarity NPD6430 Approved
0.6129 Remote Similarity NPD6429 Approved
0.6129 Remote Similarity NPD6053 Discontinued
0.6121 Remote Similarity NPD4755 Approved
0.6106 Remote Similarity NPD7087 Discontinued
0.6106 Remote Similarity NPD6079 Approved
0.6098 Remote Similarity NPD6371 Approved
0.6095 Remote Similarity NPD7145 Approved
0.6094 Remote Similarity NPD7101 Approved
0.6094 Remote Similarity NPD7100 Approved
0.6091 Remote Similarity NPD3618 Phase 1
0.6087 Remote Similarity NPD5695 Phase 3
0.6075 Remote Similarity NPD1780 Approved
0.6075 Remote Similarity NPD1779 Approved
0.6071 Remote Similarity NPD5328 Approved
0.6058 Remote Similarity NPD6933 Approved
0.6053 Remote Similarity NPD4202 Approved
0.605 Remote Similarity NPD5225 Approved
0.605 Remote Similarity NPD5226 Approved
0.605 Remote Similarity NPD4633 Approved
0.605 Remote Similarity NPD5224 Approved
0.6036 Remote Similarity NPD4250 Approved
0.6036 Remote Similarity NPD4251 Approved
0.6033 Remote Similarity NPD5357 Phase 1
0.6018 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6017 Remote Similarity NPD4700 Approved
0.6016 Remote Similarity NPD7641 Discontinued
0.6016 Remote Similarity NPD6335 Approved
0.6 Remote Similarity NPD8444 Approved
0.6 Remote Similarity NPD5175 Approved
0.6 Remote Similarity NPD6893 Approved
0.6 Remote Similarity NPD5174 Approved
0.6 Remote Similarity NPD6932 Approved
0.6 Remote Similarity NPD5776 Phase 2
0.6 Remote Similarity NPD6925 Approved
0.6 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5984 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5984 Remote Similarity NPD6274 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