Structure

Physi-Chem Properties

Molecular Weight:  1074.52
Volume:  1025.205
LogP:  0.636
LogD:  -0.012
LogS:  -3.136
# Rotatable Bonds:  13
TPSA:  359.97
# H-Bond Aceptor:  23
# H-Bond Donor:  12
# Rings:  9
# Heavy Atoms:  23

MedChem Properties

QED Drug-Likeness Score:  0.087
Synthetic Accessibility Score:  7.5
Fsp3:  0.923
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:  -6.406
MDCK Permeability:  0.00014911899052094668
Pgp-inhibitor:  0.159
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.999
20% Bioavailability (F20%):  0.308
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.319
Plasma Protein Binding (PPB):  53.651824951171875%
Volume Distribution (VD):  -0.042
Pgp-substrate:  14.130319595336914%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.992
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.417
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.001
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.019
CYP3A4-inhibitor:  0.072
CYP3A4-substrate:  0.026

ADMET: Excretion

Clearance (CL):  0.38
Half-life (T1/2):  0.839

ADMET: Toxicity

hERG Blockers:  0.195
Human Hepatotoxicity (H-HT):  0.195
Drug-inuced Liver Injury (DILI):  0.027
AMES Toxicity:  0.091
Rat Oral Acute Toxicity:  0.125
Maximum Recommended Daily Dose:  0.008
Skin Sensitization:  0.232
Carcinogencity:  0.354
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.94

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

  Natural Product: NPC104427

Natural Product ID:  NPC104427
Common Name*:   (23S)-17Alpha,23-Epoxy-29-Hydroxy-3Beta-[(O-Alpha-L-Rhamnopyranosyl-(1->2)-O-Beta-D-Glucopyranosyl-(1->2)-O-Alpha-L-Arabinopyranosyl-(1->6)-Beta-D-Glucopyranosyl)Oxy]-27-Norlanost-8-Ene-15,24-Dione
IUPAC Name:   (3S,3'R,4S,5R,5'S,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-3',4,10,13,14-pentamethyl-5'-propanoylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-15-one
Synonyms:  
Standard InCHIKey:  POPCDORNWGKDIG-VMFKSRKESA-N
Standard InCHI:  InChI=1S/C52H82O23/c1-8-25(55)27-15-21(2)52(75-27)16-31(57)51(7)24-9-10-30-48(4,23(24)11-14-50(51,52)6)13-12-32(49(30,5)20-54)72-45-41(66)38(63)36(61)29(71-45)19-68-46-42(34(59)26(56)18-67-46)74-47-43(39(64)35(60)28(17-53)70-47)73-44-40(65)37(62)33(58)22(3)69-44/h21-22,26-30,32-47,53-54,56,58-66H,8-20H2,1-7H3/t21-,22+,26+,27+,28-,29-,30-,32+,33+,34+,35-,36-,37-,38+,39+,40-,41-,42-,43-,44+,45+,46+,47+,48-,49-,50+,51-,52+/m1/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@H](OC[C@H]3O[C@@H](O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CCC4=C5CC[C@]5([C@@]4(C)C(=O)C[C@]45O[C@@H](C[C@H]4C)C(=O)CC)C)C)[C@@H]([C@H]([C@@H]3O)O)O)OC[C@@H]([C@@H]2O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL508433
PubChem CID:   44559606
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
NPO9251 Muscari paradoxum Species Hyacinthaceae Eukaryota bulbs n.a. n.a. PMID[15620262]
NPO9251 Muscari paradoxum Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9251 Muscari paradoxum Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ 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
NPT924 Cell Line HSC-2 Homo sapiens IC50 = 63000.0 nM PMID[568652]

☑ 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 NPC104427 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
0.9914 High Similarity NPC292290
0.9744 High Similarity NPC2757
0.9739 High Similarity NPC131824
0.9655 High Similarity NPC228701
0.896 High Similarity NPC478069
0.8926 High Similarity NPC130229
0.888 High Similarity NPC475487
0.8833 High Similarity NPC182900
0.8833 High Similarity NPC476545
0.8833 High Similarity NPC249553
0.8833 High Similarity NPC476544
0.8833 High Similarity NPC476543
0.877 High Similarity NPC473505
0.876 High Similarity NPC305771
0.876 High Similarity NPC169816
0.876 High Similarity NPC94072
0.876 High Similarity NPC15918
0.872 High Similarity NPC241008
0.8699 High Similarity NPC273962
0.8682 High Similarity NPC477232
0.8682 High Similarity NPC477233
0.8678 High Similarity NPC187950
0.8678 High Similarity NPC278163
0.8667 High Similarity NPC161738
0.8651 High Similarity NPC473805
0.8651 High Similarity NPC473519
0.8618 High Similarity NPC277191
0.8618 High Similarity NPC190846
0.8618 High Similarity NPC476674
0.8595 High Similarity NPC475187
0.8595 High Similarity NPC476849
0.8583 High Similarity NPC102015
0.856 High Similarity NPC69273
0.856 High Similarity NPC293623
0.856 High Similarity NPC168899
0.8559 High Similarity NPC477074
0.8548 High Similarity NPC476673
0.8548 High Similarity NPC181066
0.8548 High Similarity NPC469947
0.8548 High Similarity NPC470218
0.8537 High Similarity NPC235405
0.8537 High Similarity NPC1980
0.8537 High Similarity NPC281148
0.8537 High Similarity NPC30735
0.8537 High Similarity NPC160084
0.8537 High Similarity NPC238005
0.8537 High Similarity NPC476542
0.8537 High Similarity NPC141196
0.8527 High Similarity NPC477236
0.8525 High Similarity NPC470478
0.8525 High Similarity NPC475182
0.85 High Similarity NPC179429
0.8468 Intermediate Similarity NPC470477
0.8468 Intermediate Similarity NPC7850
0.8468 Intermediate Similarity NPC6615
0.8468 Intermediate Similarity NPC248202
0.8468 Intermediate Similarity NPC473474
0.8455 Intermediate Similarity NPC156789
0.8455 Intermediate Similarity NPC40775
0.8455 Intermediate Similarity NPC236870
0.8455 Intermediate Similarity NPC80986
0.8455 Intermediate Similarity NPC249848
0.8455 Intermediate Similarity NPC10607
0.8455 Intermediate Similarity NPC21691
0.8455 Intermediate Similarity NPC187290
0.8455 Intermediate Similarity NPC235438
0.8455 Intermediate Similarity NPC4749
0.8455 Intermediate Similarity NPC162574
0.8455 Intermediate Similarity NPC107966
0.8455 Intermediate Similarity NPC475591
0.8443 Intermediate Similarity NPC108072
0.843 Intermediate Similarity NPC86020
0.843 Intermediate Similarity NPC475632
0.8417 Intermediate Similarity NPC279638
0.84 Intermediate Similarity NPC174367
0.84 Intermediate Similarity NPC198714
0.84 Intermediate Similarity NPC87662
0.84 Intermediate Similarity NPC285091
0.84 Intermediate Similarity NPC47113
0.839 Intermediate Similarity NPC477073
0.8387 Intermediate Similarity NPC302543
0.8387 Intermediate Similarity NPC258617
0.8387 Intermediate Similarity NPC283417
0.8387 Intermediate Similarity NPC200049
0.8387 Intermediate Similarity NPC256983
0.8387 Intermediate Similarity NPC257211
0.8374 Intermediate Similarity NPC11242
0.8374 Intermediate Similarity NPC412
0.8374 Intermediate Similarity NPC301449
0.8374 Intermediate Similarity NPC258789
0.8374 Intermediate Similarity NPC194310
0.8374 Intermediate Similarity NPC297263
0.8374 Intermediate Similarity NPC62725
0.8374 Intermediate Similarity NPC171544
0.8374 Intermediate Similarity NPC258815
0.8374 Intermediate Similarity NPC302887
0.8374 Intermediate Similarity NPC222580
0.8374 Intermediate Similarity NPC114484
0.8374 Intermediate Similarity NPC31838
0.8374 Intermediate Similarity NPC223301
0.8374 Intermediate Similarity NPC241310
0.8374 Intermediate Similarity NPC476672
0.8374 Intermediate Similarity NPC169727
0.8374 Intermediate Similarity NPC22956
0.8374 Intermediate Similarity NPC131841
0.8374 Intermediate Similarity NPC187618
0.8374 Intermediate Similarity NPC86222
0.8374 Intermediate Similarity NPC104372
0.8374 Intermediate Similarity NPC42675
0.8374 Intermediate Similarity NPC47567
0.8374 Intermediate Similarity NPC159309
0.8374 Intermediate Similarity NPC64715
0.8372 Intermediate Similarity NPC477234
0.8346 Intermediate Similarity NPC477235
0.8333 Intermediate Similarity NPC474557
0.832 Intermediate Similarity NPC247315
0.832 Intermediate Similarity NPC33068
0.832 Intermediate Similarity NPC30188
0.832 Intermediate Similarity NPC475194
0.832 Intermediate Similarity NPC471962
0.832 Intermediate Similarity NPC23275
0.832 Intermediate Similarity NPC177820
0.832 Intermediate Similarity NPC160452
0.832 Intermediate Similarity NPC471963
0.8306 Intermediate Similarity NPC131469
0.8306 Intermediate Similarity NPC213952
0.8306 Intermediate Similarity NPC313110
0.8293 Intermediate Similarity NPC236657
0.8293 Intermediate Similarity NPC471406
0.8293 Intermediate Similarity NPC118440
0.8291 Intermediate Similarity NPC202898
0.8291 Intermediate Similarity NPC475319
0.8291 Intermediate Similarity NPC92890
0.8268 Intermediate Similarity NPC470475
0.8268 Intermediate Similarity NPC470476
0.8258 Intermediate Similarity NPC79250
0.8258 Intermediate Similarity NPC290746
0.8254 Intermediate Similarity NPC475368
0.8254 Intermediate Similarity NPC284449
0.8254 Intermediate Similarity NPC93368
0.824 Intermediate Similarity NPC2370
0.824 Intermediate Similarity NPC14617
0.824 Intermediate Similarity NPC262199
0.824 Intermediate Similarity NPC471964
0.824 Intermediate Similarity NPC478066
0.824 Intermediate Similarity NPC44716
0.824 Intermediate Similarity NPC471961
0.824 Intermediate Similarity NPC202666
0.8235 Intermediate Similarity NPC472003
0.8235 Intermediate Similarity NPC473062
0.8226 Intermediate Similarity NPC75417
0.822 Intermediate Similarity NPC473817
0.822 Intermediate Similarity NPC477069
0.822 Intermediate Similarity NPC477070
0.822 Intermediate Similarity NPC94086
0.822 Intermediate Similarity NPC92297
0.822 Intermediate Similarity NPC233433
0.822 Intermediate Similarity NPC220836
0.822 Intermediate Similarity NPC273002
0.8211 Intermediate Similarity NPC35405
0.8211 Intermediate Similarity NPC469945
0.8211 Intermediate Similarity NPC11551
0.8211 Intermediate Similarity NPC473884
0.8211 Intermediate Similarity NPC208381
0.8211 Intermediate Similarity NPC192791
0.8211 Intermediate Similarity NPC39211
0.8211 Intermediate Similarity NPC6377
0.8211 Intermediate Similarity NPC309780
0.8211 Intermediate Similarity NPC114441
0.8211 Intermediate Similarity NPC472949
0.8211 Intermediate Similarity NPC475171
0.8211 Intermediate Similarity NPC214484
0.8211 Intermediate Similarity NPC319570
0.8211 Intermediate Similarity NPC180550
0.8211 Intermediate Similarity NPC207738
0.8211 Intermediate Similarity NPC157868
0.8211 Intermediate Similarity NPC258592
0.8211 Intermediate Similarity NPC178548
0.8203 Intermediate Similarity NPC309096
0.8203 Intermediate Similarity NPC54614
0.8182 Intermediate Similarity NPC116024
0.8175 Intermediate Similarity NPC469842
0.8175 Intermediate Similarity NPC469841
0.8167 Intermediate Similarity NPC210420
0.8167 Intermediate Similarity NPC474265
0.8167 Intermediate Similarity NPC233003
0.8167 Intermediate Similarity NPC130427
0.816 Intermediate Similarity NPC275343
0.816 Intermediate Similarity NPC28532
0.816 Intermediate Similarity NPC471965
0.816 Intermediate Similarity NPC216866
0.8151 Intermediate Similarity NPC114961
0.8151 Intermediate Similarity NPC27551
0.8145 Intermediate Similarity NPC37860
0.8145 Intermediate Similarity NPC129393
0.8145 Intermediate Similarity NPC473645
0.8145 Intermediate Similarity NPC144644
0.8145 Intermediate Similarity NPC142151
0.8145 Intermediate Similarity NPC110385
0.8145 Intermediate Similarity NPC267694

  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 NPC104427 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
0.8347 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.8306 Intermediate Similarity NPD6370 Approved
0.8268 Intermediate Similarity NPD7736 Approved
0.824 Intermediate Similarity NPD8328 Phase 3
0.8189 Intermediate Similarity NPD8293 Discontinued
0.8145 Intermediate Similarity NPD6054 Approved
0.8145 Intermediate Similarity NPD6059 Approved
0.8034 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7937 Intermediate Similarity NPD6016 Approved
0.7937 Intermediate Similarity NPD6015 Approved
0.7917 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7891 Intermediate Similarity NPD7492 Approved
0.7874 Intermediate Similarity NPD5988 Approved
0.7829 Intermediate Similarity NPD6616 Approved
0.7769 Intermediate Similarity NPD7078 Approved
0.7661 Intermediate Similarity NPD8133 Approved
0.7652 Intermediate Similarity NPD7319 Approved
0.7603 Intermediate Similarity NPD6412 Phase 2
0.7578 Intermediate Similarity NPD6319 Approved
0.7576 Intermediate Similarity NPD6033 Approved
0.7557 Intermediate Similarity NPD7507 Approved
0.7519 Intermediate Similarity NPD8516 Approved
0.7519 Intermediate Similarity NPD8517 Approved
0.7519 Intermediate Similarity NPD8515 Approved
0.7442 Intermediate Similarity NPD8377 Approved
0.7442 Intermediate Similarity NPD8294 Approved
0.744 Intermediate Similarity NPD8297 Approved
0.744 Intermediate Similarity NPD6882 Approved
0.7385 Intermediate Similarity NPD8379 Approved
0.7385 Intermediate Similarity NPD8335 Approved
0.7385 Intermediate Similarity NPD8380 Approved
0.7385 Intermediate Similarity NPD8296 Approved
0.7385 Intermediate Similarity NPD8513 Phase 3
0.7385 Intermediate Similarity NPD8378 Approved
0.7344 Intermediate Similarity NPD6009 Approved
0.7339 Intermediate Similarity NPD6373 Approved
0.7339 Intermediate Similarity NPD6372 Approved
0.7258 Intermediate Similarity NPD7320 Approved
0.7252 Intermediate Similarity NPD8033 Approved
0.7236 Intermediate Similarity NPD5739 Approved
0.7236 Intermediate Similarity NPD6402 Approved
0.7236 Intermediate Similarity NPD7128 Approved
0.7236 Intermediate Similarity NPD6675 Approved
0.7222 Intermediate Similarity NPD6649 Approved
0.7222 Intermediate Similarity NPD6650 Approved
0.7179 Intermediate Similarity NPD8171 Discontinued
0.7143 Intermediate Similarity NPD4634 Approved
0.712 Intermediate Similarity NPD6881 Approved
0.712 Intermediate Similarity NPD6899 Approved
0.7109 Intermediate Similarity NPD4632 Approved
0.7087 Intermediate Similarity NPD8130 Phase 1
0.704 Intermediate Similarity NPD5701 Approved
0.704 Intermediate Similarity NPD5697 Approved
0.7023 Intermediate Similarity NPD7327 Approved
0.7023 Intermediate Similarity NPD7328 Approved
0.7008 Intermediate Similarity NPD7102 Approved
0.7008 Intermediate Similarity NPD6883 Approved
0.7008 Intermediate Similarity NPD7290 Approved
0.697 Remote Similarity NPD7516 Approved
0.6953 Remote Similarity NPD6869 Approved
0.6953 Remote Similarity NPD6617 Approved
0.6953 Remote Similarity NPD6847 Approved
0.6942 Remote Similarity NPD4755 Approved
0.6929 Remote Similarity NPD6014 Approved
0.6929 Remote Similarity NPD6012 Approved
0.6929 Remote Similarity NPD6013 Approved
0.6889 Remote Similarity NPD7604 Phase 2
0.6889 Remote Similarity NPD6067 Discontinued
0.6866 Remote Similarity NPD5983 Phase 2
0.6866 Remote Similarity NPD7503 Approved
0.685 Remote Similarity NPD5345 Clinical (unspecified phase)
0.685 Remote Similarity NPD6011 Approved
0.6835 Remote Similarity NPD5956 Approved
0.6829 Remote Similarity NPD4696 Approved
0.6829 Remote Similarity NPD5285 Approved
0.6829 Remote Similarity NPD5286 Approved
0.6829 Remote Similarity NPD4700 Approved
0.6825 Remote Similarity NPD6008 Approved
0.6822 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6822 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6788 Remote Similarity NPD6336 Discontinued
0.672 Remote Similarity NPD4633 Approved
0.672 Remote Similarity NPD5211 Phase 2
0.672 Remote Similarity NPD5225 Approved
0.672 Remote Similarity NPD5226 Approved
0.672 Remote Similarity NPD5224 Approved
0.6693 Remote Similarity NPD4767 Approved
0.6693 Remote Similarity NPD4768 Approved
0.669 Remote Similarity NPD8450 Suspended
0.6667 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD5174 Approved
0.664 Remote Similarity NPD5223 Approved
0.664 Remote Similarity NPD1700 Approved
0.6639 Remote Similarity NPD5695 Phase 3
0.662 Remote Similarity NPD8449 Approved
0.6617 Remote Similarity NPD6274 Approved
0.6614 Remote Similarity NPD5141 Approved
0.6614 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6614 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6593 Remote Similarity NPD7101 Approved
0.6593 Remote Similarity NPD7100 Approved
0.6589 Remote Similarity NPD4730 Approved
0.6589 Remote Similarity NPD6686 Approved
0.6589 Remote Similarity NPD4729 Approved
0.6567 Remote Similarity NPD7115 Discovery
0.6535 Remote Similarity NPD4754 Approved
0.6519 Remote Similarity NPD6335 Approved
0.65 Remote Similarity NPD8074 Phase 3
0.6496 Remote Similarity NPD6909 Approved
0.6496 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6496 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6496 Remote Similarity NPD6908 Approved
0.6489 Remote Similarity NPD5250 Approved
0.6489 Remote Similarity NPD5248 Approved
0.6489 Remote Similarity NPD5247 Approved
0.6489 Remote Similarity NPD5249 Phase 3
0.6489 Remote Similarity NPD5251 Approved
0.648 Remote Similarity NPD5696 Approved
0.6462 Remote Similarity NPD5128 Approved
0.6452 Remote Similarity NPD4697 Phase 3
0.6449 Remote Similarity NPD8080 Discontinued
0.6444 Remote Similarity NPD6317 Approved
0.6397 Remote Similarity NPD6314 Approved
0.6397 Remote Similarity NPD6313 Approved
0.6386 Remote Similarity NPD7799 Discontinued
0.6377 Remote Similarity NPD6921 Approved
0.6364 Remote Similarity NPD4753 Phase 2
0.6364 Remote Similarity NPD5328 Approved
0.6341 Remote Similarity NPD4202 Approved
0.6341 Remote Similarity NPD6399 Phase 3
0.6338 Remote Similarity NPD8337 Approved
0.6338 Remote Similarity NPD8336 Approved
0.632 Remote Similarity NPD5221 Approved
0.632 Remote Similarity NPD5222 Approved
0.632 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5216 Approved
0.6316 Remote Similarity NPD5217 Approved
0.6316 Remote Similarity NPD5215 Approved
0.6288 Remote Similarity NPD4061 Clinical (unspecified phase)
0.627 Remote Similarity NPD7902 Approved
0.627 Remote Similarity NPD5173 Approved
0.626 Remote Similarity NPD6079 Approved
0.626 Remote Similarity NPD8034 Phase 2
0.626 Remote Similarity NPD8035 Phase 2
0.626 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6241 Remote Similarity NPD5169 Approved
0.6241 Remote Similarity NPD5135 Approved
0.6241 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6241 Remote Similarity NPD5134 Clinical (unspecified phase)
0.624 Remote Similarity NPD6356 Clinical (unspecified phase)
0.624 Remote Similarity NPD5210 Approved
0.624 Remote Similarity NPD4629 Approved
0.6204 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6194 Remote Similarity NPD5127 Approved
0.6174 Remote Similarity NPD6334 Approved
0.6174 Remote Similarity NPD6333 Approved
0.6164 Remote Similarity NPD8338 Approved
0.6164 Remote Similarity NPD6845 Suspended
0.616 Remote Similarity NPD7748 Approved
0.616 Remote Similarity NPD5282 Discontinued
0.6154 Remote Similarity NPD6928 Phase 2
0.6148 Remote Similarity NPD6053 Discontinued
0.6131 Remote Similarity NPD6868 Approved
0.6129 Remote Similarity NPD6050 Approved
0.6129 Remote Similarity NPD6411 Approved
0.6116 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6116 Remote Similarity NPD3618 Phase 1
0.6116 Remote Similarity NPD6098 Approved
0.6115 Remote Similarity NPD4522 Approved
0.6098 Remote Similarity NPD6904 Approved
0.6098 Remote Similarity NPD6673 Approved
0.6098 Remote Similarity NPD6080 Approved
0.6094 Remote Similarity NPD7638 Approved
0.6083 Remote Similarity NPD4786 Approved
0.6068 Remote Similarity NPD7329 Approved
0.6058 Remote Similarity NPD5167 Approved
0.6048 Remote Similarity NPD5692 Phase 3
0.6047 Remote Similarity NPD7640 Approved
0.6047 Remote Similarity NPD7639 Approved
0.6033 Remote Similarity NPD5329 Approved
0.6032 Remote Similarity NPD7900 Approved
0.6032 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6016 Remote Similarity NPD5737 Approved
0.6016 Remote Similarity NPD6672 Approved
0.6015 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6 Remote Similarity NPD7515 Phase 2
0.6 Remote Similarity NPD5284 Approved
0.6 Remote Similarity NPD5694 Approved
0.6 Remote Similarity NPD5281 Approved
0.5986 Remote Similarity NPD7260 Phase 2
0.5984 Remote Similarity NPD4694 Approved
0.5984 Remote Similarity NPD5279 Phase 3
0.5984 Remote Similarity NPD5690 Phase 2
0.5984 Remote Similarity NPD5280 Approved
0.5968 Remote Similarity NPD6101 Approved
0.5968 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5966 Remote Similarity NPD4139 Approved
0.5966 Remote Similarity NPD4692 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