Structure

Physi-Chem Properties

Molecular Weight:  708.41
Volume:  717.958
LogP:  2.559
LogD:  2.651
LogS:  -3.749
# Rotatable Bonds:  9
TPSA:  203.44
# H-Bond Aceptor:  12
# H-Bond Donor:  7
# Rings:  5
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.11
Synthetic Accessibility Score:  5.868
Fsp3:  0.842
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:  -5.236
MDCK Permeability:  2.732340908551123e-05
Pgp-inhibitor:  0.981
Pgp-substrate:  0.035
Human Intestinal Absorption (HIA):  0.56
20% Bioavailability (F20%):  0.754
30% Bioavailability (F30%):  0.871

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.012
Plasma Protein Binding (PPB):  77.7037582397461%
Volume Distribution (VD):  0.647
Pgp-substrate:  11.380778312683105%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.12
CYP2C19-inhibitor:  0.006
CYP2C19-substrate:  0.558
CYP2C9-inhibitor:  0.009
CYP2C9-substrate:  0.153
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.079
CYP3A4-inhibitor:  0.4
CYP3A4-substrate:  0.267

ADMET: Excretion

Clearance (CL):  1.043
Half-life (T1/2):  0.483

ADMET: Toxicity

hERG Blockers:  0.048
Human Hepatotoxicity (H-HT):  0.226
Drug-inuced Liver Injury (DILI):  0.306
AMES Toxicity:  0.068
Rat Oral Acute Toxicity:  0.037
Maximum Recommended Daily Dose:  0.404
Skin Sensitization:  0.135
Carcinogencity:  0.078
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.286

Download Data

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

  Natural Product: NPC471407

Natural Product ID:  NPC471407
Common Name*:   25-(Acetyloxy)-2-(Beta-D-Glucopyranosyloxy)-3,16,20-Trihydroxy-9-Methyl-19-Norlanosta-5,23-Dien-22-One
IUPAC Name:   [(E,6R)-6-[(2S,3R,8R,9R,10R,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate
Synonyms:  
Standard InCHIKey:  ZLUIHTATYXYJBC-OXIYCYSDSA-N
Standard InCHI:  InChI=1S/C38H60O12/c1-19(40)50-33(2,3)13-12-26(42)38(9,47)30-22(41)17-37(8)25-11-10-20-21(35(25,6)14-15-36(30,37)7)16-23(31(46)34(20,4)5)48-32-29(45)28(44)27(43)24(18-39)49-32/h10,12-13,21-25,27-32,39,41,43-47H,11,14-18H2,1-9H3/b13-12+/t21-,22+,23-,24+,25+,27+,28-,29+,30-,31-,32+,35-,36+,37-,38-/m0/s1
SMILES:  CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CCC3(C2CC=C4C3CC(C(C4(C)C)O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2436437
PubChem CID:   73349483
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides
          • [CHEMONTID:0002364] Steroidal saponins
            • [CHEMONTID:0001687] Cucurbitacin 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
NPO30241 Picrorhiza scrophulariiflora Species Plantaginaceae Eukaryota n.a. root n.a. PMID[15133218]
NPO30241 Picrorhiza scrophulariiflora Species Plantaginaceae Eukaryota n.a. root n.a. PMID[15706916]
NPO30241 Picrorhiza scrophulariiflora Species Plantaginaceae Eukaryota n.a. n.a. n.a. PMID[24035096]
NPO30241 Picrorhiza scrophulariiflora Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30241 Picrorhiza scrophulariiflora Species Plantaginaceae Eukaryota 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
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC95 = 23500.0 nM PMID[484575]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC90 = 17300.0 nM PMID[484575]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 8300.0 nM PMID[484575]

☑ 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 NPC471407 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
0.9833 High Similarity NPC471855
0.9344 High Similarity NPC476966
0.9322 High Similarity NPC471406
0.9113 High Similarity NPC213634
0.9062 High Similarity NPC290746
0.9062 High Similarity NPC79250
0.904 High Similarity NPC231240
0.9008 High Similarity NPC28532
0.8968 High Similarity NPC316915
0.896 High Similarity NPC173347
0.8952 High Similarity NPC311534
0.8917 High Similarity NPC477071
0.8843 High Similarity NPC470312
0.8833 High Similarity NPC473617
0.8833 High Similarity NPC45475
0.8833 High Similarity NPC473828
0.8833 High Similarity NPC257457
0.8833 High Similarity NPC311554
0.8814 High Similarity NPC260665
0.88 High Similarity NPC245094
0.878 High Similarity NPC41129
0.878 High Similarity NPC27363
0.877 High Similarity NPC202051
0.876 High Similarity NPC475775
0.876 High Similarity NPC476529
0.875 High Similarity NPC203862
0.873 High Similarity NPC473593
0.8729 High Similarity NPC130427
0.872 High Similarity NPC329784
0.872 High Similarity NPC240070
0.872 High Similarity NPC470882
0.872 High Similarity NPC152091
0.8689 High Similarity NPC109607
0.8689 High Similarity NPC107338
0.8689 High Similarity NPC48692
0.8682 High Similarity NPC158350
0.8678 High Similarity NPC291564
0.8672 High Similarity NPC142756
0.8672 High Similarity NPC476221
0.8672 High Similarity NPC225385
0.8672 High Similarity NPC477709
0.8672 High Similarity NPC298783
0.8672 High Similarity NPC157817
0.8672 High Similarity NPC104585
0.8661 High Similarity NPC16569
0.8661 High Similarity NPC159338
0.8661 High Similarity NPC253456
0.8651 High Similarity NPC270109
0.8651 High Similarity NPC473620
0.8644 High Similarity NPC250481
0.8644 High Similarity NPC285410
0.8644 High Similarity NPC263827
0.864 High Similarity NPC469750
0.864 High Similarity NPC47113
0.864 High Similarity NPC174367
0.864 High Similarity NPC250556
0.864 High Similarity NPC222307
0.8607 High Similarity NPC5883
0.8607 High Similarity NPC475041
0.8607 High Similarity NPC304260
0.8607 High Similarity NPC44899
0.8607 High Similarity NPC29639
0.8607 High Similarity NPC473270
0.8595 High Similarity NPC471854
0.8595 High Similarity NPC93883
0.8595 High Similarity NPC152615
0.8594 High Similarity NPC473519
0.8594 High Similarity NPC473805
0.8594 High Similarity NPC42670
0.8594 High Similarity NPC155529
0.8594 High Similarity NPC93416
0.8594 High Similarity NPC19124
0.8583 High Similarity NPC220293
0.8583 High Similarity NPC232785
0.8583 High Similarity NPC140092
0.8583 High Similarity NPC276838
0.8583 High Similarity NPC74727
0.8583 High Similarity NPC231529
0.8583 High Similarity NPC91
0.8583 High Similarity NPC473882
0.8583 High Similarity NPC329986
0.8583 High Similarity NPC474557
0.8583 High Similarity NPC475163
0.8583 High Similarity NPC125077
0.8583 High Similarity NPC188234
0.8571 High Similarity NPC287423
0.8571 High Similarity NPC471356
0.8571 High Similarity NPC117702
0.8571 High Similarity NPC42399
0.8571 High Similarity NPC146456
0.8571 High Similarity NPC473265
0.8571 High Similarity NPC469757
0.8571 High Similarity NPC179412
0.8571 High Similarity NPC471357
0.856 High Similarity NPC3381
0.856 High Similarity NPC473255
0.856 High Similarity NPC470922
0.856 High Similarity NPC318135
0.856 High Similarity NPC475194
0.8559 High Similarity NPC475317
0.8559 High Similarity NPC154856
0.8559 High Similarity NPC52241
0.855 High Similarity NPC596
0.8548 High Similarity NPC470265
0.8548 High Similarity NPC269642
0.8548 High Similarity NPC23786
0.8538 High Similarity NPC171619
0.8537 High Similarity NPC107607
0.8537 High Similarity NPC281840
0.8527 High Similarity NPC88668
0.8527 High Similarity NPC102015
0.8527 High Similarity NPC478151
0.8525 High Similarity NPC218093
0.8525 High Similarity NPC234522
0.8516 High Similarity NPC477197
0.8512 High Similarity NPC310341
0.8512 High Similarity NPC199428
0.8512 High Similarity NPC148458
0.8512 High Similarity NPC207637
0.8512 High Similarity NPC193382
0.8512 High Similarity NPC99620
0.8512 High Similarity NPC5311
0.8504 High Similarity NPC45606
0.8504 High Similarity NPC220838
0.8504 High Similarity NPC473888
0.8504 High Similarity NPC477490
0.8504 High Similarity NPC114306
0.8504 High Similarity NPC168899
0.8504 High Similarity NPC293623
0.8504 High Similarity NPC69273
0.85 High Similarity NPC477944
0.8492 Intermediate Similarity NPC473635
0.8492 Intermediate Similarity NPC93368
0.8492 Intermediate Similarity NPC15095
0.848 Intermediate Similarity NPC473979
0.8473 Intermediate Similarity NPC190065
0.8473 Intermediate Similarity NPC127656
0.8473 Intermediate Similarity NPC471089
0.8473 Intermediate Similarity NPC141215
0.8468 Intermediate Similarity NPC476204
0.8468 Intermediate Similarity NPC470878
0.8468 Intermediate Similarity NPC67569
0.8468 Intermediate Similarity NPC42675
0.8468 Intermediate Similarity NPC129434
0.8468 Intermediate Similarity NPC231518
0.8468 Intermediate Similarity NPC475219
0.8468 Intermediate Similarity NPC473256
0.8468 Intermediate Similarity NPC170084
0.8455 Intermediate Similarity NPC469756
0.8455 Intermediate Similarity NPC319570
0.8455 Intermediate Similarity NPC236973
0.8455 Intermediate Similarity NPC329905
0.8455 Intermediate Similarity NPC5292
0.8455 Intermediate Similarity NPC232258
0.8455 Intermediate Similarity NPC30483
0.8455 Intermediate Similarity NPC470897
0.8455 Intermediate Similarity NPC292467
0.8455 Intermediate Similarity NPC474179
0.8455 Intermediate Similarity NPC475834
0.8455 Intermediate Similarity NPC55532
0.8455 Intermediate Similarity NPC291820
0.8455 Intermediate Similarity NPC81222
0.8455 Intermediate Similarity NPC32177
0.845 Intermediate Similarity NPC478150
0.845 Intermediate Similarity NPC478153
0.845 Intermediate Similarity NPC478152
0.845 Intermediate Similarity NPC478154
0.845 Intermediate Similarity NPC34963
0.8443 Intermediate Similarity NPC239273
0.8443 Intermediate Similarity NPC87250
0.8443 Intermediate Similarity NPC99728
0.8443 Intermediate Similarity NPC474483
0.8443 Intermediate Similarity NPC50305
0.8443 Intermediate Similarity NPC471355
0.8443 Intermediate Similarity NPC77319
0.8443 Intermediate Similarity NPC157376
0.8443 Intermediate Similarity NPC471353
0.8443 Intermediate Similarity NPC473852
0.8443 Intermediate Similarity NPC473968
0.8443 Intermediate Similarity NPC477252
0.8443 Intermediate Similarity NPC309433
0.8443 Intermediate Similarity NPC243196
0.8443 Intermediate Similarity NPC27507
0.8443 Intermediate Similarity NPC471354
0.8443 Intermediate Similarity NPC244402
0.8443 Intermediate Similarity NPC142066
0.8443 Intermediate Similarity NPC474418
0.8443 Intermediate Similarity NPC84987
0.8443 Intermediate Similarity NPC196429
0.8443 Intermediate Similarity NPC309034
0.8443 Intermediate Similarity NPC158344
0.8443 Intermediate Similarity NPC34390
0.8443 Intermediate Similarity NPC471351
0.8438 Intermediate Similarity NPC477079
0.8438 Intermediate Similarity NPC469752
0.8438 Intermediate Similarity NPC9499
0.8438 Intermediate Similarity NPC471358
0.8438 Intermediate Similarity NPC86159
0.8438 Intermediate Similarity NPC477076
0.8438 Intermediate Similarity NPC471361

  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 NPC471407 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
0.864 High Similarity NPD7507 Approved
0.8504 High Similarity NPD7736 Approved
0.8468 Intermediate Similarity NPD8033 Approved
0.8468 Intermediate Similarity NPD7503 Approved
0.8455 Intermediate Similarity NPD7516 Approved
0.8438 Intermediate Similarity NPD7319 Approved
0.8387 Intermediate Similarity NPD8377 Approved
0.8387 Intermediate Similarity NPD8294 Approved
0.8374 Intermediate Similarity NPD7327 Approved
0.8374 Intermediate Similarity NPD7328 Approved
0.832 Intermediate Similarity NPD8378 Approved
0.832 Intermediate Similarity NPD8335 Approved
0.832 Intermediate Similarity NPD8296 Approved
0.832 Intermediate Similarity NPD8379 Approved
0.832 Intermediate Similarity NPD8380 Approved
0.8305 Intermediate Similarity NPD6412 Phase 2
0.8264 Intermediate Similarity NPD6882 Approved
0.8264 Intermediate Similarity NPD8297 Approved
0.8254 Intermediate Similarity NPD6370 Approved
0.8235 Intermediate Similarity NPD6686 Approved
0.8145 Intermediate Similarity NPD7115 Discovery
0.8145 Intermediate Similarity NPD6009 Approved
0.814 Intermediate Similarity NPD8293 Discontinued
0.8125 Intermediate Similarity NPD7492 Approved
0.8095 Intermediate Similarity NPD6054 Approved
0.8095 Intermediate Similarity NPD6319 Approved
0.8062 Intermediate Similarity NPD6616 Approved
0.8049 Intermediate Similarity NPD8133 Approved
0.8049 Intermediate Similarity NPD4632 Approved
0.8047 Intermediate Similarity NPD8328 Phase 3
0.8033 Intermediate Similarity NPD6649 Approved
0.8033 Intermediate Similarity NPD6650 Approved
0.8017 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7078 Approved
0.7934 Intermediate Similarity NPD6881 Approved
0.7934 Intermediate Similarity NPD6899 Approved
0.7891 Intermediate Similarity NPD6016 Approved
0.7891 Intermediate Similarity NPD6015 Approved
0.7886 Intermediate Similarity NPD8130 Phase 1
0.7869 Intermediate Similarity NPD6372 Approved
0.7869 Intermediate Similarity NPD6373 Approved
0.7851 Intermediate Similarity NPD5697 Approved
0.7829 Intermediate Similarity NPD5988 Approved
0.7812 Intermediate Similarity NPD6059 Approved
0.7805 Intermediate Similarity NPD6883 Approved
0.7805 Intermediate Similarity NPD7290 Approved
0.7805 Intermediate Similarity NPD7102 Approved
0.7769 Intermediate Similarity NPD5739 Approved
0.7769 Intermediate Similarity NPD6675 Approved
0.7769 Intermediate Similarity NPD6402 Approved
0.7769 Intermediate Similarity NPD7128 Approved
0.7742 Intermediate Similarity NPD6847 Approved
0.7742 Intermediate Similarity NPD6617 Approved
0.7742 Intermediate Similarity NPD6869 Approved
0.7724 Intermediate Similarity NPD6012 Approved
0.7724 Intermediate Similarity NPD6013 Approved
0.7724 Intermediate Similarity NPD6014 Approved
0.7717 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD7320 Approved
0.7642 Intermediate Similarity NPD6011 Approved
0.7634 Intermediate Similarity NPD7604 Phase 2
0.7615 Intermediate Similarity NPD8516 Approved
0.7615 Intermediate Similarity NPD8513 Phase 3
0.7615 Intermediate Similarity NPD8517 Approved
0.7615 Intermediate Similarity NPD8515 Approved
0.7615 Intermediate Similarity NPD5983 Phase 2
0.7563 Intermediate Similarity NPD7638 Approved
0.7561 Intermediate Similarity NPD5701 Approved
0.7521 Intermediate Similarity NPD5211 Phase 2
0.752 Intermediate Similarity NPD4634 Approved
0.7519 Intermediate Similarity NPD6336 Discontinued
0.75 Intermediate Similarity NPD5286 Approved
0.75 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4696 Approved
0.75 Intermediate Similarity NPD5285 Approved
0.75 Intermediate Similarity NPD7640 Approved
0.75 Intermediate Similarity NPD7639 Approved
0.7479 Intermediate Similarity NPD6084 Phase 2
0.7479 Intermediate Similarity NPD6083 Phase 2
0.746 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7398 Intermediate Similarity NPD5141 Approved
0.7381 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD5225 Approved
0.7377 Intermediate Similarity NPD5226 Approved
0.7377 Intermediate Similarity NPD5224 Approved
0.7377 Intermediate Similarity NPD4633 Approved
0.7339 Intermediate Similarity NPD6008 Approved
0.7333 Intermediate Similarity NPD4755 Approved
0.7328 Intermediate Similarity NPD7100 Approved
0.7328 Intermediate Similarity NPD7101 Approved
0.7323 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD5174 Approved
0.7317 Intermediate Similarity NPD5175 Approved
0.7295 Intermediate Similarity NPD5223 Approved
0.728 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD6033 Approved
0.7273 Intermediate Similarity NPD5696 Approved
0.7252 Intermediate Similarity NPD6335 Approved
0.7239 Intermediate Similarity NPD6067 Discontinued
0.7231 Intermediate Similarity NPD6274 Approved
0.7222 Intermediate Similarity NPD4730 Approved
0.7222 Intermediate Similarity NPD4729 Approved
0.7213 Intermediate Similarity NPD4700 Approved
0.7176 Intermediate Similarity NPD6317 Approved
0.7167 Intermediate Similarity NPD4629 Approved
0.7167 Intermediate Similarity NPD5695 Phase 3
0.7167 Intermediate Similarity NPD5210 Approved
0.7143 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6399 Phase 3
0.7132 Intermediate Similarity NPD6053 Discontinued
0.7131 Intermediate Similarity NPD4225 Approved
0.7122 Intermediate Similarity NPD7260 Phase 2
0.7121 Intermediate Similarity NPD6313 Approved
0.7121 Intermediate Similarity NPD6314 Approved
0.7109 Intermediate Similarity NPD5247 Approved
0.7109 Intermediate Similarity NPD5251 Approved
0.7109 Intermediate Similarity NPD5248 Approved
0.7109 Intermediate Similarity NPD5249 Phase 3
0.7109 Intermediate Similarity NPD5250 Approved
0.7109 Intermediate Similarity NPD6371 Approved
0.709 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD7799 Discontinued
0.7063 Intermediate Similarity NPD4767 Approved
0.7063 Intermediate Similarity NPD4768 Approved
0.7059 Intermediate Similarity NPD5693 Phase 1
0.705 Intermediate Similarity NPD5956 Approved
0.7049 Intermediate Similarity NPD7902 Approved
0.7034 Intermediate Similarity NPD4753 Phase 2
0.7 Intermediate Similarity NPD4202 Approved
0.6992 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6984 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6967 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6967 Remote Similarity NPD5222 Approved
0.6967 Remote Similarity NPD5221 Approved
0.6963 Remote Similarity NPD6908 Approved
0.6963 Remote Similarity NPD6921 Approved
0.6963 Remote Similarity NPD6909 Approved
0.696 Remote Similarity NPD7632 Discontinued
0.6957 Remote Similarity NPD8074 Phase 3
0.6953 Remote Similarity NPD5128 Approved
0.6942 Remote Similarity NPD7748 Approved
0.6923 Remote Similarity NPD5215 Approved
0.6923 Remote Similarity NPD5217 Approved
0.6923 Remote Similarity NPD5216 Approved
0.6917 Remote Similarity NPD6079 Approved
0.6913 Remote Similarity NPD7625 Phase 1
0.6911 Remote Similarity NPD5173 Approved
0.6905 Remote Similarity NPD4754 Approved
0.6891 Remote Similarity NPD6080 Approved
0.6891 Remote Similarity NPD6673 Approved
0.6891 Remote Similarity NPD6904 Approved
0.6885 Remote Similarity NPD6356 Clinical (unspecified phase)
0.688 Remote Similarity NPD5344 Discontinued
0.6846 Remote Similarity NPD5135 Approved
0.6846 Remote Similarity NPD5169 Approved
0.6846 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6868 Approved
0.6833 Remote Similarity NPD46 Approved
0.6833 Remote Similarity NPD6698 Approved
0.6829 Remote Similarity NPD4697 Phase 3
0.6807 Remote Similarity NPD6672 Approved
0.6807 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6807 Remote Similarity NPD5737 Approved
0.6803 Remote Similarity NPD7900 Approved
0.6803 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6794 Remote Similarity NPD5127 Approved
0.678 Remote Similarity NPD7521 Approved
0.678 Remote Similarity NPD7146 Approved
0.678 Remote Similarity NPD6684 Approved
0.678 Remote Similarity NPD3618 Phase 1
0.678 Remote Similarity NPD7334 Approved
0.678 Remote Similarity NPD5330 Approved
0.678 Remote Similarity NPD6409 Approved
0.6777 Remote Similarity NPD8035 Phase 2
0.6777 Remote Similarity NPD8034 Phase 2
0.6777 Remote Similarity NPD5281 Approved
0.6777 Remote Similarity NPD7515 Phase 2
0.6777 Remote Similarity NPD5284 Approved
0.675 Remote Similarity NPD5328 Approved
0.6713 Remote Similarity NPD6845 Suspended
0.6713 Remote Similarity NPD8338 Approved
0.6711 Remote Similarity NPD7236 Approved
0.6695 Remote Similarity NPD5329 Approved
0.6694 Remote Similarity NPD5785 Approved
0.6691 Remote Similarity NPD4522 Approved
0.6667 Remote Similarity NPD6903 Approved
0.6642 Remote Similarity NPD5167 Approved
0.6639 Remote Similarity NPD6098 Approved
0.6639 Remote Similarity NPD5694 Approved
0.6639 Remote Similarity NPD5690 Phase 2
0.6639 Remote Similarity NPD6050 Approved
0.6627 Remote Similarity NPD8470 Clinical (unspecified phase)
0.661 Remote Similarity NPD3133 Approved
0.661 Remote Similarity NPD4786 Approved
0.661 Remote Similarity NPD4197 Approved
0.661 Remote Similarity NPD3665 Phase 1
0.661 Remote Similarity NPD3666 Approved
0.6603 Remote Similarity NPD7239 Suspended
0.6583 Remote Similarity NPD3573 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