Structure

Physi-Chem Properties

Molecular Weight:  964.55
Volume:  962.915
LogP:  2.214
LogD:  2.615
LogS:  -2.593
# Rotatable Bonds:  16
TPSA:  272.26
# H-Bond Aceptor:  18
# H-Bond Donor:  9
# Rings:  7
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.089
Synthetic Accessibility Score:  6.373
Fsp3:  0.86
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:  -5.616
MDCK Permeability:  3.693516555358656e-05
Pgp-inhibitor:  0.992
Pgp-substrate:  0.993
Human Intestinal Absorption (HIA):  0.959
20% Bioavailability (F20%):  0.054
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.003
Plasma Protein Binding (PPB):  76.82392120361328%
Volume Distribution (VD):  1.008
Pgp-substrate:  5.063817501068115%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.043
CYP2C19-inhibitor:  0.005
CYP2C19-substrate:  0.147
CYP2C9-inhibitor:  0.006
CYP2C9-substrate:  0.003
CYP2D6-inhibitor:  0.011
CYP2D6-substrate:  0.045
CYP3A4-inhibitor:  0.139
CYP3A4-substrate:  0.276

ADMET: Excretion

Clearance (CL):  0.82
Half-life (T1/2):  0.642

ADMET: Toxicity

hERG Blockers:  0.07
Human Hepatotoxicity (H-HT):  0.33
Drug-inuced Liver Injury (DILI):  0.179
AMES Toxicity:  0.087
Rat Oral Acute Toxicity:  0.069
Maximum Recommended Daily Dose:  0.204
Skin Sensitization:  0.097
Carcinogencity:  0.006
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.079

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

  Natural Product: NPC180770

Natural Product ID:  NPC180770
Common Name*:   Rel-Sarasinoside N
IUPAC Name:   N-[(2S,3R,4R,5R,6R)-2-[(3R,4S,5R,6S)-5-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-6-[[(3S,5R,10S,13R,14R,17R)-4,4,10,13-tetramethyl-17-[(2R)-6-methyl-4-oxohept-5-en-2-yl]-1,2,3,5,6,7,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Synonyms:   Rel-Sarasinoside N
Standard InCHIKey:  BTXKFKMDVYRJEU-HTJWQVSISA-N
Standard InCHI:  InChI=1S/C50H80N2O16/c1-23(2)18-27(57)19-24(3)29-11-12-30-28-10-13-35-48(6,7)36(15-17-50(35,9)31(28)14-16-49(29,30)8)67-47-44(68-46-38(52-26(5)56)43(62)40(59)33(21-54)65-46)41(60)34(22-63-47)66-45-37(51-25(4)55)42(61)39(58)32(20-53)64-45/h18,24,29-30,32-47,53-54,58-62H,10-17,19-22H2,1-9H3,(H,51,55)(H,52,56)/t24-,29-,30+,32-,33-,34-,35+,36+,37-,38-,39+,40-,41+,42-,43-,44-,45+,46+,47+,49-,50-/m1/s1
SMILES:  CC(=CC(=O)C[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@@H](C(C)(C)[C@@H]1CC3)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O[C@H]1[C@@H]([C@H]([C@H]([C@@H](CO)O1)O)O)N=C(C)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)N=C(C)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2071313
PubChem CID:   60200373
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]
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 LC50 = 20200.0 nM PMID[475738]
NPT81 Cell Line A549 Homo sapiens LC50 = 10700.0 nM PMID[475738]
NPT2890 Protein Complex Sodium/potassium-transporting ATPase Homo sapiens IC50 = 54.1 ug.mL-1 PMID[475738]

☑ 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 NPC180770 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
0.9845 High Similarity NPC162910
0.9844 High Similarity NPC302276
0.9695 High Similarity NPC298469
0.9545 High Similarity NPC193579
0.9398 High Similarity NPC141669
0.9242 High Similarity NPC265908
0.9197 High Similarity NPC36463
0.9197 High Similarity NPC298005
0.9185 High Similarity NPC298067
0.9185 High Similarity NPC214821
0.9111 High Similarity NPC284625
0.9111 High Similarity NPC69176
0.9051 High Similarity NPC61717
0.9051 High Similarity NPC244380
0.9008 High Similarity NPC477072
0.9 High Similarity NPC139585
0.8939 High Similarity NPC235772
0.8939 High Similarity NPC280941
0.8788 High Similarity NPC73829
0.8788 High Similarity NPC119794
0.875 High Similarity NPC172365
0.875 High Similarity NPC82931
0.875 High Similarity NPC210729
0.8741 High Similarity NPC200788
0.8741 High Similarity NPC243680
0.8712 High Similarity NPC475472
0.8657 High Similarity NPC75318
0.8623 High Similarity NPC475152
0.8623 High Similarity NPC475584
0.8623 High Similarity NPC475394
0.8593 High Similarity NPC145899
0.8582 High Similarity NPC76999
0.8561 High Similarity NPC475892
0.8345 Intermediate Similarity NPC475527
0.8345 Intermediate Similarity NPC265699
0.8288 Intermediate Similarity NPC475599
0.8288 Intermediate Similarity NPC113620
0.8288 Intermediate Similarity NPC174336
0.8288 Intermediate Similarity NPC187497
0.8288 Intermediate Similarity NPC100612
0.8106 Intermediate Similarity NPC469943
0.7972 Intermediate Similarity NPC803
0.7895 Intermediate Similarity NPC476675
0.7786 Intermediate Similarity NPC279638
0.7769 Intermediate Similarity NPC260665
0.7769 Intermediate Similarity NPC251309
0.7744 Intermediate Similarity NPC190939
0.7744 Intermediate Similarity NPC197003
0.771 Intermediate Similarity NPC165439
0.7692 Intermediate Similarity NPC233003
0.7692 Intermediate Similarity NPC474265
0.7692 Intermediate Similarity NPC210420
0.7687 Intermediate Similarity NPC308459
0.7674 Intermediate Similarity NPC129340
0.7634 Intermediate Similarity NPC477074
0.763 Intermediate Similarity NPC476672
0.7597 Intermediate Similarity NPC265655
0.7591 Intermediate Similarity NPC473505
0.7576 Intermediate Similarity NPC474557
0.7576 Intermediate Similarity NPC74727
0.7576 Intermediate Similarity NPC473882
0.7571 Intermediate Similarity NPC201359
0.7556 Intermediate Similarity NPC476670
0.7556 Intermediate Similarity NPC129393
0.7538 Intermediate Similarity NPC154856
0.7538 Intermediate Similarity NPC52241
0.7538 Intermediate Similarity NPC475317
0.7519 Intermediate Similarity NPC195708
0.75 Intermediate Similarity NPC202051
0.7481 Intermediate Similarity NPC473401
0.7481 Intermediate Similarity NPC292196
0.7481 Intermediate Similarity NPC477073
0.7481 Intermediate Similarity NPC285410
0.7481 Intermediate Similarity NPC263827
0.7481 Intermediate Similarity NPC250481
0.7464 Intermediate Similarity NPC476674
0.7464 Intermediate Similarity NPC130229
0.7462 Intermediate Similarity NPC246205
0.7439 Intermediate Similarity NPC476113
0.7426 Intermediate Similarity NPC475187
0.7424 Intermediate Similarity NPC469946
0.7424 Intermediate Similarity NPC10320
0.7424 Intermediate Similarity NPC475504
0.7424 Intermediate Similarity NPC79718
0.7424 Intermediate Similarity NPC139044
0.7424 Intermediate Similarity NPC102439
0.7424 Intermediate Similarity NPC257468
0.7424 Intermediate Similarity NPC471383
0.7424 Intermediate Similarity NPC104400
0.7424 Intermediate Similarity NPC471967
0.7424 Intermediate Similarity NPC477253
0.7424 Intermediate Similarity NPC292677
0.7424 Intermediate Similarity NPC276093
0.7424 Intermediate Similarity NPC109079
0.7424 Intermediate Similarity NPC104071
0.7424 Intermediate Similarity NPC473373
0.7424 Intermediate Similarity NPC130427
0.7424 Intermediate Similarity NPC475516
0.7424 Intermediate Similarity NPC324875
0.7424 Intermediate Similarity NPC101744
0.741 Intermediate Similarity NPC476673
0.7407 Intermediate Similarity NPC239293
0.7405 Intermediate Similarity NPC269095
0.7405 Intermediate Similarity NPC78046
0.7388 Intermediate Similarity NPC472718
0.7385 Intermediate Similarity NPC272576
0.7372 Intermediate Similarity NPC182900
0.7372 Intermediate Similarity NPC249553
0.7372 Intermediate Similarity NPC475182
0.7372 Intermediate Similarity NPC476543
0.7372 Intermediate Similarity NPC476545
0.7372 Intermediate Similarity NPC476544
0.7368 Intermediate Similarity NPC251263
0.7368 Intermediate Similarity NPC295823
0.7368 Intermediate Similarity NPC166422
0.7368 Intermediate Similarity NPC133818
0.7368 Intermediate Similarity NPC134835
0.7368 Intermediate Similarity NPC475467
0.7368 Intermediate Similarity NPC258885
0.7368 Intermediate Similarity NPC473826
0.7368 Intermediate Similarity NPC309714
0.7368 Intermediate Similarity NPC475287
0.7368 Intermediate Similarity NPC46665
0.7368 Intermediate Similarity NPC192600
0.7368 Intermediate Similarity NPC150400
0.7368 Intermediate Similarity NPC124296
0.7368 Intermediate Similarity NPC241909
0.7368 Intermediate Similarity NPC473343
0.7368 Intermediate Similarity NPC163183
0.7368 Intermediate Similarity NPC477944
0.7368 Intermediate Similarity NPC114304
0.7368 Intermediate Similarity NPC73318
0.7368 Intermediate Similarity NPC174720
0.7368 Intermediate Similarity NPC293038
0.7368 Intermediate Similarity NPC114287
0.7368 Intermediate Similarity NPC62696
0.7368 Intermediate Similarity NPC323341
0.7368 Intermediate Similarity NPC151543
0.7368 Intermediate Similarity NPC219180
0.7368 Intermediate Similarity NPC96641
0.7368 Intermediate Similarity NPC155410
0.7364 Intermediate Similarity NPC162033
0.7362 Intermediate Similarity NPC120667
0.7362 Intermediate Similarity NPC278272
0.7353 Intermediate Similarity NPC161738
0.7348 Intermediate Similarity NPC269466
0.7348 Intermediate Similarity NPC164419
0.7348 Intermediate Similarity NPC91838
0.7348 Intermediate Similarity NPC275668
0.7348 Intermediate Similarity NPC204392
0.7348 Intermediate Similarity NPC1876
0.7348 Intermediate Similarity NPC240734
0.7348 Intermediate Similarity NPC274833
0.7338 Intermediate Similarity NPC248202
0.7333 Intermediate Similarity NPC477252
0.7328 Intermediate Similarity NPC137917
0.7328 Intermediate Similarity NPC477069
0.7328 Intermediate Similarity NPC477070
0.7324 Intermediate Similarity NPC241008
0.7319 Intermediate Similarity NPC475431
0.7319 Intermediate Similarity NPC15918
0.7319 Intermediate Similarity NPC28532
0.7319 Intermediate Similarity NPC156789
0.7319 Intermediate Similarity NPC169816
0.7319 Intermediate Similarity NPC94072
0.7319 Intermediate Similarity NPC305771
0.7319 Intermediate Similarity NPC131824
0.7313 Intermediate Similarity NPC4328
0.7313 Intermediate Similarity NPC164389
0.7313 Intermediate Similarity NPC469782
0.7313 Intermediate Similarity NPC471385
0.7313 Intermediate Similarity NPC309907
0.7313 Intermediate Similarity NPC67857
0.7313 Intermediate Similarity NPC204414
0.7313 Intermediate Similarity NPC227551
0.7313 Intermediate Similarity NPC473714
0.7313 Intermediate Similarity NPC57484
0.7313 Intermediate Similarity NPC477580
0.7313 Intermediate Similarity NPC161717
0.7313 Intermediate Similarity NPC116024
0.7313 Intermediate Similarity NPC119592
0.7313 Intermediate Similarity NPC100639
0.7313 Intermediate Similarity NPC71065
0.7313 Intermediate Similarity NPC475140
0.7313 Intermediate Similarity NPC123199
0.7313 Intermediate Similarity NPC236638
0.7313 Intermediate Similarity NPC79643
0.7313 Intermediate Similarity NPC76972
0.7313 Intermediate Similarity NPC60557
0.7313 Intermediate Similarity NPC220293
0.7313 Intermediate Similarity NPC475486
0.7313 Intermediate Similarity NPC476068
0.7313 Intermediate Similarity NPC102088
0.7313 Intermediate Similarity NPC43550
0.7313 Intermediate Similarity NPC475160
0.7313 Intermediate Similarity NPC298034
0.7313 Intermediate Similarity NPC305981
0.7313 Intermediate Similarity NPC250247
0.7313 Intermediate Similarity NPC293330
0.7313 Intermediate Similarity NPC54636

  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 NPC180770 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
0.7308 Intermediate Similarity NPD6412 Phase 2
0.7183 Intermediate Similarity NPD8336 Approved
0.7183 Intermediate Similarity NPD8337 Approved
0.7172 Intermediate Similarity NPD8450 Suspended
0.7143 Intermediate Similarity NPD8328 Phase 3
0.7103 Intermediate Similarity NPD8449 Approved
0.7083 Intermediate Similarity NPD6914 Discontinued
0.7068 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.6992 Remote Similarity NPD8174 Phase 2
0.6986 Remote Similarity NPD8338 Approved
0.6985 Remote Similarity NPD8133 Approved
0.698 Remote Similarity NPD6333 Approved
0.698 Remote Similarity NPD6334 Approved
0.6948 Remote Similarity NPD7625 Phase 1
0.6929 Remote Similarity NPD8294 Approved
0.6929 Remote Similarity NPD8377 Approved
0.6879 Remote Similarity NPD8380 Approved
0.6879 Remote Similarity NPD8379 Approved
0.6879 Remote Similarity NPD8335 Approved
0.6879 Remote Similarity NPD8296 Approved
0.6879 Remote Similarity NPD8378 Approved
0.6806 Remote Similarity NPD7507 Approved
0.6761 Remote Similarity NPD8033 Approved
0.6713 Remote Similarity NPD6370 Approved
0.6712 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD7319 Approved
0.6644 Remote Similarity NPD8293 Discontinued
0.6618 Remote Similarity NPD6686 Approved
0.6596 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6573 Remote Similarity NPD6059 Approved
0.6573 Remote Similarity NPD6054 Approved
0.6549 Remote Similarity NPD7328 Approved
0.6549 Remote Similarity NPD7327 Approved
0.6528 Remote Similarity NPD6909 Approved
0.6528 Remote Similarity NPD6908 Approved
0.6528 Remote Similarity NPD7503 Approved
0.6519 Remote Similarity NPD8170 Clinical (unspecified phase)
0.651 Remote Similarity NPD8392 Approved
0.651 Remote Similarity NPD8391 Approved
0.651 Remote Similarity NPD8390 Approved
0.6503 Remote Similarity NPD7516 Approved
0.6483 Remote Similarity NPD8080 Discontinued
0.6438 Remote Similarity NPD6067 Discontinued
0.6434 Remote Similarity NPD7641 Discontinued
0.6429 Remote Similarity NPD8297 Approved
0.6429 Remote Similarity NPD6882 Approved
0.6414 Remote Similarity NPD6016 Approved
0.6414 Remote Similarity NPD6015 Approved
0.6408 Remote Similarity NPD6940 Discontinued
0.6403 Remote Similarity NPD6421 Discontinued
0.6395 Remote Similarity NPD7492 Approved
0.637 Remote Similarity NPD5988 Approved
0.6364 Remote Similarity NPD6009 Approved
0.6364 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6351 Remote Similarity NPD6616 Approved
0.6345 Remote Similarity NPD6319 Approved
0.6343 Remote Similarity NPD8418 Phase 2
0.6327 Remote Similarity NPD7604 Phase 2
0.6312 Remote Similarity NPD6429 Approved
0.6312 Remote Similarity NPD6430 Approved
0.6309 Remote Similarity NPD8448 Approved
0.6309 Remote Similarity NPD7078 Approved
0.6309 Remote Similarity NPD8074 Phase 3
0.6301 Remote Similarity NPD8517 Approved
0.6301 Remote Similarity NPD8513 Phase 3
0.6301 Remote Similarity NPD8516 Approved
0.6301 Remote Similarity NPD8515 Approved
0.6301 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6299 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6284 Remote Similarity NPD8341 Approved
0.6284 Remote Similarity NPD8342 Approved
0.6284 Remote Similarity NPD8340 Approved
0.6284 Remote Similarity NPD8299 Approved
0.6268 Remote Similarity NPD4632 Approved
0.6242 Remote Similarity NPD8451 Approved
0.6234 Remote Similarity NPD8415 Approved
0.6232 Remote Similarity NPD6402 Approved
0.6232 Remote Similarity NPD6675 Approved
0.6232 Remote Similarity NPD7128 Approved
0.6232 Remote Similarity NPD5739 Approved
0.6216 Remote Similarity NPD7830 Approved
0.6216 Remote Similarity NPD7829 Approved
0.6214 Remote Similarity NPD6372 Approved
0.6214 Remote Similarity NPD6373 Approved
0.6212 Remote Similarity NPD7748 Approved
0.6194 Remote Similarity NPD7902 Approved
0.6193 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6187 Remote Similarity NPD8307 Discontinued
0.6159 Remote Similarity NPD6033 Approved
0.6154 Remote Similarity NPD5328 Approved
0.6144 Remote Similarity NPD7260 Phase 2
0.6143 Remote Similarity NPD7320 Approved
0.6143 Remote Similarity NPD6881 Approved
0.6143 Remote Similarity NPD6899 Approved
0.6138 Remote Similarity NPD7115 Discovery
0.6127 Remote Similarity NPD6649 Approved
0.6127 Remote Similarity NPD8130 Phase 1
0.6127 Remote Similarity NPD6650 Approved
0.6115 Remote Similarity NPD5357 Phase 1
0.6081 Remote Similarity NPD8444 Approved
0.6074 Remote Similarity NPD4755 Approved
0.6071 Remote Similarity NPD5701 Approved
0.6071 Remote Similarity NPD5697 Approved
0.6071 Remote Similarity NPD8140 Approved
0.6061 Remote Similarity NPD6079 Approved
0.6061 Remote Similarity NPD7515 Phase 2
0.6056 Remote Similarity NPD7290 Approved
0.6056 Remote Similarity NPD8087 Discontinued
0.6056 Remote Similarity NPD6883 Approved
0.6056 Remote Similarity NPD4634 Approved
0.6056 Remote Similarity NPD7102 Approved
0.6047 Remote Similarity NPD3618 Phase 1
0.6029 Remote Similarity NPD7638 Approved
0.6015 Remote Similarity NPD4202 Approved
0.6015 Remote Similarity NPD6399 Phase 3
0.6015 Remote Similarity NPD8171 Discontinued
0.6014 Remote Similarity NPD8346 Approved
0.6014 Remote Similarity NPD8345 Approved
0.6014 Remote Similarity NPD8347 Approved
0.6014 Remote Similarity NPD6617 Approved
0.6014 Remote Similarity NPD6869 Approved
0.6014 Remote Similarity NPD7141 Clinical (unspecified phase)
0.6014 Remote Similarity NPD7140 Approved
0.6014 Remote Similarity NPD7139 Approved
0.6014 Remote Similarity NPD6847 Approved
0.6 Remote Similarity NPD6845 Suspended
0.6 Remote Similarity NPD8393 Approved
0.6 Remote Similarity NPD7642 Approved
0.6 Remote Similarity NPD7122 Discontinued
0.5986 Remote Similarity NPD8306 Approved
0.5986 Remote Similarity NPD6012 Approved
0.5986 Remote Similarity NPD6013 Approved
0.5986 Remote Similarity NPD6014 Approved
0.5986 Remote Similarity NPD8305 Approved
0.5985 Remote Similarity NPD5285 Approved
0.5985 Remote Similarity NPD7639 Approved
0.5985 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5985 Remote Similarity NPD5286 Approved
0.5985 Remote Similarity NPD7640 Approved
0.5985 Remote Similarity NPD6404 Discontinued
0.5985 Remote Similarity NPD4700 Approved
0.5985 Remote Similarity NPD4696 Approved
0.5973 Remote Similarity NPD8269 Approved
0.5973 Remote Similarity NPD8267 Approved
0.5973 Remote Similarity NPD5983 Phase 2
0.5973 Remote Similarity NPD8268 Approved
0.5973 Remote Similarity NPD8266 Approved
0.5973 Remote Similarity NPD6921 Approved
0.5971 Remote Similarity NPD8275 Approved
0.5971 Remote Similarity NPD8276 Approved
0.597 Remote Similarity NPD7900 Approved
0.597 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5956 Remote Similarity NPD6084 Phase 2
0.5956 Remote Similarity NPD6083 Phase 2
0.5931 Remote Similarity NPD8298 Phase 2
0.5926 Remote Similarity NPD5695 Phase 3
0.5921 Remote Similarity NPD6336 Discontinued
0.5915 Remote Similarity NPD6011 Approved
0.5903 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5903 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5902 Remote Similarity NPD8407 Phase 2
0.5899 Remote Similarity NPD4633 Approved
0.5899 Remote Similarity NPD5225 Approved
0.5899 Remote Similarity NPD5224 Approved
0.5899 Remote Similarity NPD5211 Phase 2
0.5899 Remote Similarity NPD8139 Approved
0.5899 Remote Similarity NPD8086 Approved
0.5899 Remote Similarity NPD8085 Approved
0.5899 Remote Similarity NPD5226 Approved
0.5899 Remote Similarity NPD8083 Approved
0.5899 Remote Similarity NPD8084 Approved
0.5899 Remote Similarity NPD8138 Approved
0.5899 Remote Similarity NPD8082 Approved
0.5896 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5891 Remote Similarity NPD4786 Approved
0.5887 Remote Similarity NPD6008 Approved
0.5887 Remote Similarity NPD4767 Approved
0.5887 Remote Similarity NPD4768 Approved
0.5882 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4697 Phase 3
0.5882 Remote Similarity NPD8417 Discontinued
0.5882 Remote Similarity NPD5221 Approved
0.5882 Remote Similarity NPD5222 Approved
0.5874 Remote Similarity NPD6941 Approved
0.5874 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5857 Remote Similarity NPD5174 Approved
0.5857 Remote Similarity NPD1407 Approved
0.5857 Remote Similarity NPD5175 Approved
0.5839 Remote Similarity NPD5173 Approved
0.5833 Remote Similarity NPD6420 Discontinued
0.5828 Remote Similarity NPD6436 Phase 3
0.5827 Remote Similarity NPD5223 Approved
0.5824 Remote Similarity NPD8368 Discontinued
0.5821 Remote Similarity NPD8035 Phase 2
0.5821 Remote Similarity NPD8034 Phase 2
0.5816 Remote Similarity NPD5141 Approved
0.5816 Remote Similarity NPD8081 Approved
0.5811 Remote Similarity NPD7500 Approved
0.5804 Remote Similarity NPD4730 Approved
0.5804 Remote Similarity NPD4729 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