Structure

Physi-Chem Properties

Molecular Weight:  940.5
Volume:  926.547
LogP:  1.385
LogD:  1.9
LogS:  -2.924
# Rotatable Bonds:  14
TPSA:  291.82
# H-Bond Aceptor:  18
# H-Bond Donor:  10
# Rings:  7
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.092
Synthetic Accessibility Score:  6.371
Fsp3:  0.875
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.182
MDCK Permeability:  0.00014208471111487597
Pgp-inhibitor:  0.096
Pgp-substrate:  0.415
Human Intestinal Absorption (HIA):  0.981
20% Bioavailability (F20%):  0.008
30% Bioavailability (F30%):  0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.038
Plasma Protein Binding (PPB):  76.76305389404297%
Volume Distribution (VD):  0.475
Pgp-substrate:  11.842738151550293%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.163
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.205
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.025
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.076
CYP3A4-inhibitor:  0.03
CYP3A4-substrate:  0.008

ADMET: Excretion

Clearance (CL):  0.657
Half-life (T1/2):  0.719

ADMET: Toxicity

hERG Blockers:  0.32
Human Hepatotoxicity (H-HT):  0.242
Drug-inuced Liver Injury (DILI):  0.011
AMES Toxicity:  0.079
Rat Oral Acute Toxicity:  0.101
Maximum Recommended Daily Dose:  0.015
Skin Sensitization:  0.34
Carcinogencity:  0.03
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.602

Download Data

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

  Natural Product: NPC287269

Natural Product ID:  NPC287269
Common Name*:   Sessiloside
IUPAC Name:   3-[(3S,4S,5R,8R,9R,10R,13S,14R,15R)-13-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-4,9,10-trimethyl-3,15-bis(prop-1-en-2-yl)-2,3,5,6,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]propanoic acid
Synonyms:   Sessiloside
Standard InCHIKey:  UPYSQKFKPGNSIY-KFVDOPSOSA-N
Standard InCHI:  InChI=1S/C48H76O18/c1-21(2)24-11-16-48(18-17-46(7)26(31(24)48)9-10-29-45(6,14-13-30(50)51)25(22(3)4)12-15-47(29,46)8)44(60)66-43-38(58)35(55)33(53)28(64-43)20-61-41-39(59)36(56)40(27(19-49)63-41)65-42-37(57)34(54)32(52)23(5)62-42/h23-29,31-43,49,52-59H,1,3,9-20H2,2,4-8H3,(H,50,51)/t23-,24-,25-,26+,27+,28+,29+,31+,32-,33+,34+,35-,36+,37+,38+,39+,40+,41+,42-,43-,45-,46+,47+,48-/m0/s1
SMILES:  C=C(C)[C@@H]1CC[C@@]2(CC[C@]3(C)[C@H](CC[C@@H]4[C@@](C)(CCC(=O)O)[C@@H](CC[C@@]34C)C(=C)C)[C@@H]12)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O[C@H]2[C@@H]([C@@H]([C@H]([C@H](C)O2)O)O)O)O)O)O1)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL447549
PubChem CID:   11593218
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001580] Triterpene glycosides
            • [CHEMONTID:0002358] Triterpene saponins

*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
NPO31494 Acanthopanax senticosus n.a. n.a. n.a. n.a. leaf n.a. PMID[11816040]
NPO31494 Acanthopanax senticosus n.a. n.a. n.a. n.a. n.a. n.a. PMID[17125224]
NPO31494 Acanthopanax senticosus n.a. n.a. n.a. Barks Iksan, Chunbuk, Korea n.a. PMID[3127544]
NPO31494 Acanthopanax senticosus n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO31494 Acanthopanax senticosus n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]

☑ 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
NPT2797 Individual Protein Pancreatic lipase Homo sapiens Inhibition = 44.6 % PMID[497253]

☑ 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 NPC287269 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
0.9608 High Similarity NPC91838
0.9608 High Similarity NPC240734
0.9608 High Similarity NPC204392
0.9608 High Similarity NPC1876
0.9608 High Similarity NPC275668
0.9592 High Similarity NPC94919
0.9423 High Similarity NPC146563
0.9412 High Similarity NPC473844
0.9412 High Similarity NPC51947
0.9333 High Similarity NPC54395
0.9333 High Similarity NPC469821
0.9314 High Similarity NPC88744
0.9245 High Similarity NPC469823
0.9245 High Similarity NPC137414
0.9245 High Similarity NPC469820
0.9231 High Similarity NPC11035
0.9223 High Similarity NPC240125
0.9223 High Similarity NPC91583
0.9159 High Similarity NPC156651
0.9143 High Similarity NPC470543
0.9126 High Similarity NPC224414
0.9074 High Similarity NPC469822
0.8952 High Similarity NPC106760
0.8889 High Similarity NPC472718
0.8868 High Similarity NPC274833
0.8868 High Similarity NPC272242
0.8829 High Similarity NPC470478
0.8796 High Similarity NPC473882
0.8785 High Similarity NPC276093
0.8785 High Similarity NPC257468
0.8785 High Similarity NPC324875
0.8785 High Similarity NPC233003
0.8785 High Similarity NPC101744
0.8785 High Similarity NPC471383
0.8785 High Similarity NPC473373
0.8785 High Similarity NPC102439
0.8785 High Similarity NPC109079
0.8785 High Similarity NPC79718
0.8785 High Similarity NPC475504
0.8785 High Similarity NPC139044
0.8785 High Similarity NPC207845
0.8785 High Similarity NPC475516
0.8785 High Similarity NPC104071
0.8785 High Similarity NPC10320
0.8785 High Similarity NPC472719
0.8785 High Similarity NPC292677
0.8785 High Similarity NPC104400
0.8785 High Similarity NPC469946
0.8785 High Similarity NPC243572
0.8762 High Similarity NPC295389
0.8716 High Similarity NPC279638
0.8704 High Similarity NPC166422
0.8704 High Similarity NPC219180
0.8704 High Similarity NPC258885
0.8704 High Similarity NPC133818
0.8704 High Similarity NPC323341
0.8704 High Similarity NPC134835
0.8704 High Similarity NPC192600
0.8704 High Similarity NPC475467
0.8704 High Similarity NPC295823
0.8704 High Similarity NPC150400
0.8704 High Similarity NPC241909
0.8704 High Similarity NPC155410
0.8704 High Similarity NPC124296
0.8704 High Similarity NPC114304
0.8704 High Similarity NPC163183
0.8704 High Similarity NPC46665
0.8704 High Similarity NPC73986
0.8704 High Similarity NPC475287
0.8704 High Similarity NPC477074
0.8704 High Similarity NPC174720
0.8704 High Similarity NPC251309
0.8704 High Similarity NPC473826
0.8704 High Similarity NPC251263
0.8704 High Similarity NPC114287
0.8704 High Similarity NPC96641
0.8704 High Similarity NPC151543
0.8704 High Similarity NPC73318
0.8704 High Similarity NPC309714
0.8704 High Similarity NPC473343
0.8704 High Similarity NPC102619
0.8692 High Similarity NPC65167
0.8692 High Similarity NPC164419
0.8692 High Similarity NPC250481
0.8692 High Similarity NPC285410
0.8692 High Similarity NPC263827
0.8679 High Similarity NPC8431
0.8667 High Similarity NPC234160
0.8661 High Similarity NPC475182
0.8654 High Similarity NPC469827
0.8654 High Similarity NPC223741
0.8624 High Similarity NPC202828
0.8624 High Similarity NPC475160
0.8624 High Similarity NPC224381
0.8624 High Similarity NPC65105
0.8624 High Similarity NPC41061
0.8624 High Similarity NPC469782
0.8624 High Similarity NPC4328
0.8624 High Similarity NPC476068
0.8624 High Similarity NPC475486
0.8624 High Similarity NPC60557
0.8624 High Similarity NPC305981
0.8624 High Similarity NPC309907
0.8624 High Similarity NPC161717
0.8624 High Similarity NPC475140
0.8624 High Similarity NPC100639
0.8624 High Similarity NPC250247
0.8624 High Similarity NPC471550
0.8624 High Similarity NPC43550
0.8624 High Similarity NPC119592
0.8624 High Similarity NPC204414
0.8624 High Similarity NPC71065
0.8624 High Similarity NPC79643
0.8624 High Similarity NPC294453
0.8624 High Similarity NPC473714
0.8624 High Similarity NPC236638
0.8624 High Similarity NPC227551
0.8624 High Similarity NPC67857
0.8624 High Similarity NPC54636
0.8624 High Similarity NPC57484
0.8624 High Similarity NPC76972
0.8624 High Similarity NPC123199
0.8624 High Similarity NPC293330
0.8624 High Similarity NPC70809
0.8624 High Similarity NPC471385
0.8624 High Similarity NPC164389
0.8624 High Similarity NPC261506
0.8624 High Similarity NPC298034
0.8611 High Similarity NPC139894
0.8611 High Similarity NPC210420
0.8611 High Similarity NPC474265
0.8611 High Similarity NPC473383
0.8598 High Similarity NPC164194
0.8598 High Similarity NPC59804
0.8598 High Similarity NPC27551
0.8598 High Similarity NPC270667
0.8598 High Similarity NPC475296
0.8598 High Similarity NPC78046
0.8598 High Similarity NPC136877
0.8598 High Similarity NPC129340
0.8598 High Similarity NPC269095
0.8598 High Similarity NPC279554
0.8598 High Similarity NPC29069
0.8598 High Similarity NPC174679
0.8598 High Similarity NPC90856
0.8598 High Similarity NPC474589
0.8598 High Similarity NPC127056
0.8598 High Similarity NPC114961
0.8598 High Similarity NPC56713
0.8585 High Similarity NPC472988
0.8585 High Similarity NPC230888
0.8585 High Similarity NPC195708
0.8585 High Similarity NPC38217
0.8584 High Similarity NPC156789
0.8571 High Similarity NPC162033
0.8571 High Similarity NPC108072
0.8559 High Similarity NPC475899
0.8559 High Similarity NPC232237
0.8559 High Similarity NPC105800
0.8545 High Similarity NPC476992
0.8545 High Similarity NPC37134
0.8545 High Similarity NPC471384
0.8545 High Similarity NPC288205
0.8545 High Similarity NPC75287
0.8545 High Similarity NPC58448
0.8545 High Similarity NPC160415
0.8545 High Similarity NPC26626
0.8545 High Similarity NPC51465
0.8545 High Similarity NPC291903
0.8545 High Similarity NPC305267
0.8545 High Similarity NPC161674
0.8529 High Similarity NPC157739
0.8522 High Similarity NPC273962
0.8519 High Similarity NPC297208
0.8519 High Similarity NPC473481
0.8519 High Similarity NPC235841
0.8519 High Similarity NPC30397
0.8519 High Similarity NPC179434
0.8519 High Similarity NPC108748
0.8519 High Similarity NPC470748
0.8519 High Similarity NPC477073
0.8519 High Similarity NPC211798
0.8509 High Similarity NPC256983
0.8509 High Similarity NPC160084
0.8505 High Similarity NPC237503
0.8505 High Similarity NPC296761
0.8505 High Similarity NPC306746
0.8505 High Similarity NPC154085
0.8505 High Similarity NPC167383
0.8505 High Similarity NPC125361
0.8505 High Similarity NPC137917
0.8505 High Similarity NPC265655
0.8505 High Similarity NPC57362
0.8505 High Similarity NPC51925
0.8505 High Similarity NPC43976
0.8505 High Similarity NPC204407
0.8482 Intermediate Similarity NPC207738
0.8482 Intermediate Similarity NPC477464
0.8476 Intermediate Similarity NPC476360
0.8476 Intermediate Similarity NPC476361

  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 NPC287269 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
0.9238 High Similarity NPD8133 Approved
0.8148 Intermediate Similarity NPD6412 Phase 2
0.8131 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7931 Intermediate Similarity NPD8294 Approved
0.7931 Intermediate Similarity NPD8377 Approved
0.7909 Intermediate Similarity NPD6686 Approved
0.7881 Intermediate Similarity NPD8328 Phase 3
0.7863 Intermediate Similarity NPD8335 Approved
0.7863 Intermediate Similarity NPD8380 Approved
0.7863 Intermediate Similarity NPD8379 Approved
0.7863 Intermediate Similarity NPD8378 Approved
0.7863 Intermediate Similarity NPD8296 Approved
0.7826 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD7507 Approved
0.7712 Intermediate Similarity NPD8033 Approved
0.7692 Intermediate Similarity NPD8171 Discontinued
0.7596 Intermediate Similarity NPD8034 Phase 2
0.7596 Intermediate Similarity NPD8035 Phase 2
0.7561 Intermediate Similarity NPD7319 Approved
0.7458 Intermediate Similarity NPD7327 Approved
0.7458 Intermediate Similarity NPD7328 Approved
0.7395 Intermediate Similarity NPD7516 Approved
0.7353 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD7736 Approved
0.7273 Intermediate Similarity NPD7503 Approved
0.712 Intermediate Similarity NPD8293 Discontinued
0.7094 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD6399 Phase 3
0.7 Intermediate Similarity NPD6940 Discontinued
0.6992 Remote Similarity NPD8513 Phase 3
0.6992 Remote Similarity NPD8515 Approved
0.6992 Remote Similarity NPD8517 Approved
0.6992 Remote Similarity NPD8516 Approved
0.6935 Remote Similarity NPD6370 Approved
0.6891 Remote Similarity NPD8297 Approved
0.6891 Remote Similarity NPD6882 Approved
0.6875 Remote Similarity NPD7638 Approved
0.6832 Remote Similarity NPD6114 Approved
0.6832 Remote Similarity NPD6115 Approved
0.6832 Remote Similarity NPD6697 Approved
0.6832 Remote Similarity NPD6118 Approved
0.6825 Remote Similarity NPD7492 Approved
0.6818 Remote Similarity NPD7748 Approved
0.6814 Remote Similarity NPD7639 Approved
0.6814 Remote Similarity NPD7640 Approved
0.6803 Remote Similarity NPD6009 Approved
0.6786 Remote Similarity NPD7902 Approved
0.6786 Remote Similarity NPD6084 Phase 2
0.6786 Remote Similarity NPD6083 Phase 2
0.6774 Remote Similarity NPD6319 Approved
0.6774 Remote Similarity NPD6059 Approved
0.6774 Remote Similarity NPD6054 Approved
0.6772 Remote Similarity NPD6616 Approved
0.6733 Remote Similarity NPD6116 Phase 1
0.6719 Remote Similarity NPD7078 Approved
0.6695 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6694 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD8450 Suspended
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4788 Approved
0.6667 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD6402 Approved
0.6667 Remote Similarity NPD7128 Approved
0.6639 Remote Similarity NPD6373 Approved
0.6639 Remote Similarity NPD6372 Approved
0.6636 Remote Similarity NPD7515 Phase 2
0.6634 Remote Similarity NPD6117 Approved
0.6614 Remote Similarity NPD6067 Discontinued
0.6604 Remote Similarity NPD4786 Approved
0.66 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6591 Remote Similarity NPD8449 Approved
0.6587 Remote Similarity NPD6015 Approved
0.6587 Remote Similarity NPD6016 Approved
0.6555 Remote Similarity NPD6899 Approved
0.6555 Remote Similarity NPD6881 Approved
0.6555 Remote Similarity NPD7320 Approved
0.6538 Remote Similarity NPD6928 Phase 2
0.6535 Remote Similarity NPD5988 Approved
0.6532 Remote Similarity NPD7115 Discovery
0.6529 Remote Similarity NPD8130 Phase 1
0.6529 Remote Similarity NPD6649 Approved
0.6529 Remote Similarity NPD6650 Approved
0.6518 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6518 Remote Similarity NPD7900 Approved
0.6514 Remote Similarity NPD5737 Approved
0.6514 Remote Similarity NPD6672 Approved
0.6509 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6509 Remote Similarity NPD3669 Approved
0.65 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6481 Remote Similarity NPD7334 Approved
0.6481 Remote Similarity NPD7146 Approved
0.6481 Remote Similarity NPD7521 Approved
0.6481 Remote Similarity NPD6409 Approved
0.6481 Remote Similarity NPD6684 Approved
0.6481 Remote Similarity NPD5330 Approved
0.6471 Remote Similarity NPD5697 Approved
0.6471 Remote Similarity NPD5701 Approved
0.646 Remote Similarity NPD5695 Phase 3
0.6446 Remote Similarity NPD6883 Approved
0.6446 Remote Similarity NPD7290 Approved
0.6446 Remote Similarity NPD7102 Approved
0.6435 Remote Similarity NPD5696 Approved
0.6415 Remote Similarity NPD3667 Approved
0.6412 Remote Similarity NPD8337 Approved
0.6412 Remote Similarity NPD8336 Approved
0.641 Remote Similarity NPD7632 Discontinued
0.6396 Remote Similarity NPD46 Approved
0.6396 Remote Similarity NPD6698 Approved
0.6393 Remote Similarity NPD6847 Approved
0.6393 Remote Similarity NPD6869 Approved
0.6393 Remote Similarity NPD6617 Approved
0.6373 Remote Similarity NPD3702 Approved
0.6364 Remote Similarity NPD6012 Approved
0.6364 Remote Similarity NPD6013 Approved
0.6364 Remote Similarity NPD6014 Approved
0.6364 Remote Similarity NPD6903 Approved
0.6357 Remote Similarity NPD7604 Phase 2
0.6339 Remote Similarity NPD7637 Suspended
0.6328 Remote Similarity NPD5983 Phase 2
0.6321 Remote Similarity NPD1779 Approved
0.6321 Remote Similarity NPD1780 Approved
0.6311 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6306 Remote Similarity NPD5328 Approved
0.6306 Remote Similarity NPD4753 Phase 2
0.6296 Remote Similarity NPD3666 Approved
0.6296 Remote Similarity NPD3665 Phase 1
0.6296 Remote Similarity NPD3133 Approved
0.6288 Remote Similarity NPD6033 Approved
0.6281 Remote Similarity NPD6011 Approved
0.6273 Remote Similarity NPD7524 Approved
0.627 Remote Similarity NPD8137 Clinical (unspecified phase)
0.626 Remote Similarity NPD6336 Discontinued
0.626 Remote Similarity NPD6401 Clinical (unspecified phase)
0.625 Remote Similarity NPD6008 Approved
0.6238 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6238 Remote Similarity NPD6081 Approved
0.6238 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6238 Remote Similarity NPD5777 Approved
0.6226 Remote Similarity NPD7525 Registered
0.6224 Remote Similarity NPD7625 Phase 1
0.621 Remote Similarity NPD6053 Discontinued
0.6207 Remote Similarity NPD4755 Approved
0.6202 Remote Similarity NPD6921 Approved
0.6195 Remote Similarity NPD7983 Approved
0.6195 Remote Similarity NPD6411 Approved
0.6195 Remote Similarity NPD6079 Approved
0.6194 Remote Similarity NPD5956 Approved
0.6182 Remote Similarity NPD6098 Approved
0.6182 Remote Similarity NPD3618 Phase 1
0.6179 Remote Similarity NPD4634 Approved
0.6161 Remote Similarity NPD6673 Approved
0.6161 Remote Similarity NPD6080 Approved
0.6161 Remote Similarity NPD6904 Approved
0.6154 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6147 Remote Similarity NPD7338 Clinical (unspecified phase)
0.614 Remote Similarity NPD4202 Approved
0.6139 Remote Similarity NPD4245 Approved
0.6139 Remote Similarity NPD4789 Approved
0.6139 Remote Similarity NPD4244 Approved
0.6107 Remote Similarity NPD7122 Discontinued
0.6102 Remote Similarity NPD4700 Approved
0.6102 Remote Similarity NPD5286 Approved
0.6102 Remote Similarity NPD4696 Approved
0.6102 Remote Similarity NPD5285 Approved
0.609 Remote Similarity NPD8074 Phase 3
0.6077 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6066 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6063 Remote Similarity NPD6274 Approved
0.6061 Remote Similarity NPD4224 Phase 2
0.6058 Remote Similarity NPD3703 Phase 2
0.6055 Remote Similarity NPD6695 Phase 3
0.6053 Remote Similarity NPD5281 Approved
0.6053 Remote Similarity NPD5284 Approved
0.6047 Remote Similarity NPD7100 Approved
0.6047 Remote Similarity NPD7101 Approved
0.604 Remote Similarity NPD3699 Clinical (unspecified phase)
0.604 Remote Similarity NPD3698 Phase 2
0.604 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6036 Remote Similarity NPD5279 Phase 3
0.6034 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6034 Remote Similarity NPD4629 Approved
0.6034 Remote Similarity NPD5210 Approved
0.6033 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6033 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6031 Remote Similarity NPD8080 Discontinued
0.6018 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6018 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6018 Remote Similarity NPD6101 Approved
0.6017 Remote Similarity NPD4225 Approved
0.6016 Remote Similarity NPD8174 Phase 2
0.6 Remote Similarity NPD4633 Approved
0.6 Remote Similarity NPD8139 Approved
0.6 Remote Similarity NPD8083 Approved
0.6 Remote Similarity NPD8085 Approved
0.6 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD3668 Phase 3
0.6 Remote Similarity NPD5226 Approved
0.6 Remote Similarity NPD8084 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