Structure

Physi-Chem Properties

Molecular Weight:  704.27
Volume:  661.499
LogP:  2.084
LogD:  1.001
LogS:  -4.955
# Rotatable Bonds:  10
TPSA:  195.11
# H-Bond Aceptor:  15
# H-Bond Donor:  2
# Rings:  8
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.171
Synthetic Accessibility Score:  7.525
Fsp3:  0.771
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.391
MDCK Permeability:  0.00023183935263659805
Pgp-inhibitor:  0.79
Pgp-substrate:  0.994
Human Intestinal Absorption (HIA):  0.015
20% Bioavailability (F20%):  0.122
30% Bioavailability (F30%):  0.993

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.146
Plasma Protein Binding (PPB):  30.193809509277344%
Volume Distribution (VD):  1.3
Pgp-substrate:  33.18967056274414%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.931
CYP2C19-inhibitor:  0.023
CYP2C19-substrate:  0.143
CYP2C9-inhibitor:  0.022
CYP2C9-substrate:  0.003
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.076
CYP3A4-inhibitor:  0.804
CYP3A4-substrate:  0.535

ADMET: Excretion

Clearance (CL):  2.437
Half-life (T1/2):  0.457

ADMET: Toxicity

hERG Blockers:  0.725
Human Hepatotoxicity (H-HT):  0.893
Drug-inuced Liver Injury (DILI):  0.419
AMES Toxicity:  0.963
Rat Oral Acute Toxicity:  0.921
Maximum Recommended Daily Dose:  0.859
Skin Sensitization:  0.302
Carcinogencity:  0.972
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.987

Download Data

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

  Natural Product: NPC48414

Natural Product ID:  NPC48414
Common Name*:   Azadirachtin L
IUPAC Name:   n.a.
Synonyms:   Azadirachtin L
Standard InCHIKey:  MWDICIARBRXRQD-UQYKBNKQSA-N
Standard InCHI:  InChI=1S/C35H44O15/c1-8-15(2)26(39)48-19-12-20(46-16(3)36)33(28(40)42-7)14-44-22-23(33)32(19)13-45-27(47-17(4)37)24(32)30(5,25(22)38)35-21-11-18(31(35,6)50-35)34(41)9-10-43-29(34)49-21/h8-10,18-25,27,29,38,41H,11-14H2,1-7H3/b15-8+/t18-,19+,20-,21+,22-,23-,24+,25-,27-,29+,30+,31+,32+,33+,34+,35+/m1/s1
SMILES:  C/C=C(/C(=O)O[C@H]1C[C@@H](OC(=O)C)[C@@]2([C@H]3[C@@]41CO[C@@H]([C@H]4[C@@](C)([C@@H]([C@@H]3OC2)O)[C@@]12O[C@@]2(C)[C@H]2C[C@@H]1O[C@H]1[C@]2(O)C=CO1)OC(=O)C)C(=O)OC)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL500255
PubChem CID:   44559247
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids
          • [CHEMONTID:0002380] Limonoids

*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
NPO1837 Azadirachta excelsa Species Meliaceae Eukaryota seed kernels n.a. n.a. PMID[16038546]
NPO1837 Azadirachta excelsa Species Meliaceae 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
NPT849 Organism Plutella xylostella Plutella xylostella LD50 = 10.27 mg.kg-1 PMID[570980]
NPT849 Organism Plutella xylostella Plutella xylostella LD50 = 7.89 mg.kg-1 PMID[570980]
NPT849 Organism Plutella xylostella Plutella xylostella LD50 = 5.39 mg.kg-1 PMID[570980]
NPT849 Organism Plutella xylostella Plutella xylostella LD50 = 1.92 mg.kg-1 PMID[570980]

☑ 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 NPC48414 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC5153
0.9773 High Similarity NPC194854
0.9773 High Similarity NPC48813
0.9699 High Similarity NPC16729
0.9699 High Similarity NPC475462
0.9697 High Similarity NPC471172
0.9474 High Similarity NPC471171
0.9302 High Similarity NPC42206
0.9091 High Similarity NPC219058
0.9091 High Similarity NPC256618
0.9015 High Similarity NPC475376
0.8593 High Similarity NPC471234
0.8593 High Similarity NPC470117
0.8433 Intermediate Similarity NPC470851
0.8421 Intermediate Similarity NPC117702
0.8421 Intermediate Similarity NPC469757
0.8421 Intermediate Similarity NPC146456
0.8421 Intermediate Similarity NPC471357
0.8421 Intermediate Similarity NPC42399
0.8382 Intermediate Similarity NPC88668
0.8358 Intermediate Similarity NPC473620
0.8358 Intermediate Similarity NPC470850
0.8358 Intermediate Similarity NPC311534
0.8345 Intermediate Similarity NPC75616
0.8321 Intermediate Similarity NPC478072
0.8309 Intermediate Similarity NPC471855
0.8309 Intermediate Similarity NPC231240
0.8309 Intermediate Similarity NPC472769
0.8296 Intermediate Similarity NPC469752
0.8296 Intermediate Similarity NPC471358
0.8296 Intermediate Similarity NPC469754
0.8296 Intermediate Similarity NPC89514
0.8296 Intermediate Similarity NPC219085
0.8296 Intermediate Similarity NPC471361
0.8296 Intermediate Similarity NPC10823
0.8296 Intermediate Similarity NPC70542
0.8296 Intermediate Similarity NPC9499
0.8296 Intermediate Similarity NPC6108
0.8296 Intermediate Similarity NPC471360
0.8296 Intermediate Similarity NPC469753
0.8296 Intermediate Similarity NPC86159
0.8296 Intermediate Similarity NPC251866
0.8296 Intermediate Similarity NPC469755
0.8296 Intermediate Similarity NPC473593
0.8296 Intermediate Similarity NPC471359
0.8296 Intermediate Similarity NPC17896
0.8296 Intermediate Similarity NPC197707
0.8296 Intermediate Similarity NPC471352
0.8296 Intermediate Similarity NPC469751
0.8296 Intermediate Similarity NPC284406
0.8296 Intermediate Similarity NPC180079
0.8284 Intermediate Similarity NPC287423
0.8284 Intermediate Similarity NPC298841
0.8248 Intermediate Similarity NPC316915
0.8248 Intermediate Similarity NPC142756
0.8248 Intermediate Similarity NPC298783
0.8248 Intermediate Similarity NPC247190
0.8248 Intermediate Similarity NPC146857
0.8248 Intermediate Similarity NPC116075
0.8248 Intermediate Similarity NPC225385
0.8248 Intermediate Similarity NPC469749
0.8248 Intermediate Similarity NPC104585
0.8248 Intermediate Similarity NPC32793
0.8248 Intermediate Similarity NPC157817
0.8235 Intermediate Similarity NPC471170
0.8235 Intermediate Similarity NPC173347
0.8222 Intermediate Similarity NPC114306
0.8222 Intermediate Similarity NPC477490
0.8201 Intermediate Similarity NPC289700
0.8201 Intermediate Similarity NPC62172
0.8201 Intermediate Similarity NPC59288
0.8195 Intermediate Similarity NPC27363
0.8188 Intermediate Similarity NPC329636
0.8175 Intermediate Similarity NPC19124
0.8175 Intermediate Similarity NPC93416
0.8175 Intermediate Similarity NPC42670
0.8162 Intermediate Similarity NPC104382
0.8162 Intermediate Similarity NPC475371
0.8162 Intermediate Similarity NPC231529
0.8162 Intermediate Similarity NPC476966
0.8162 Intermediate Similarity NPC472770
0.8162 Intermediate Similarity NPC471407
0.8162 Intermediate Similarity NPC175186
0.8148 Intermediate Similarity NPC471356
0.8148 Intermediate Similarity NPC179412
0.8148 Intermediate Similarity NPC329784
0.8148 Intermediate Similarity NPC240070
0.8134 Intermediate Similarity NPC75856
0.8134 Intermediate Similarity NPC86346
0.8134 Intermediate Similarity NPC469379
0.8129 Intermediate Similarity NPC158350
0.8129 Intermediate Similarity NPC194716
0.8116 Intermediate Similarity NPC477709
0.8116 Intermediate Similarity NPC476221
0.8106 Intermediate Similarity NPC281840
0.8102 Intermediate Similarity NPC253456
0.8102 Intermediate Similarity NPC16569
0.8102 Intermediate Similarity NPC477493
0.8102 Intermediate Similarity NPC473838
0.8102 Intermediate Similarity NPC159338
0.8102 Intermediate Similarity NPC475389
0.8088 Intermediate Similarity NPC473888
0.8074 Intermediate Similarity NPC473635
0.8074 Intermediate Similarity NPC174367
0.8074 Intermediate Similarity NPC469750
0.8074 Intermediate Similarity NPC250556
0.8074 Intermediate Similarity NPC47113
0.8074 Intermediate Similarity NPC293112
0.8071 Intermediate Similarity NPC329675
0.8062 Intermediate Similarity NPC285086
0.806 Intermediate Similarity NPC469382
0.8043 Intermediate Similarity NPC180902
0.8043 Intermediate Similarity NPC475139
0.8029 Intermediate Similarity NPC329986
0.8029 Intermediate Similarity NPC276838
0.8029 Intermediate Similarity NPC91
0.8029 Intermediate Similarity NPC470880
0.8029 Intermediate Similarity NPC232785
0.8029 Intermediate Similarity NPC140092
0.8029 Intermediate Similarity NPC188234
0.8029 Intermediate Similarity NPC125077
0.8015 Intermediate Similarity NPC305496
0.8014 Intermediate Similarity NPC596
0.8014 Intermediate Similarity NPC295885
0.8014 Intermediate Similarity NPC140045
0.8 Intermediate Similarity NPC172154
0.8 Intermediate Similarity NPC8369
0.8 Intermediate Similarity NPC81736
0.7985 Intermediate Similarity NPC28532
0.7971 Intermediate Similarity NPC213634
0.7971 Intermediate Similarity NPC476852
0.797 Intermediate Similarity NPC470312
0.7958 Intermediate Similarity NPC79250
0.7958 Intermediate Similarity NPC290746
0.7956 Intermediate Similarity NPC476078
0.7956 Intermediate Similarity NPC476091
0.7956 Intermediate Similarity NPC245094
0.7943 Intermediate Similarity NPC251998
0.7943 Intermediate Similarity NPC471089
0.7943 Intermediate Similarity NPC477236
0.7943 Intermediate Similarity NPC190065
0.7943 Intermediate Similarity NPC141215
0.7939 Intermediate Similarity NPC106228
0.7939 Intermediate Similarity NPC138372
0.7929 Intermediate Similarity NPC100017
0.7929 Intermediate Similarity NPC471136
0.7929 Intermediate Similarity NPC475500
0.7929 Intermediate Similarity NPC182266
0.7929 Intermediate Similarity NPC223356
0.7929 Intermediate Similarity NPC475154
0.7929 Intermediate Similarity NPC471137
0.7929 Intermediate Similarity NPC476823
0.7929 Intermediate Similarity NPC473548
0.7926 Intermediate Similarity NPC469789
0.7926 Intermediate Similarity NPC129992
0.7926 Intermediate Similarity NPC11895
0.7926 Intermediate Similarity NPC41129
0.7914 Intermediate Similarity NPC155529
0.791 Intermediate Similarity NPC233500
0.791 Intermediate Similarity NPC204731
0.7907 Intermediate Similarity NPC471251
0.7899 Intermediate Similarity NPC162495
0.7899 Intermediate Similarity NPC476851
0.7895 Intermediate Similarity NPC44899
0.7895 Intermediate Similarity NPC304260
0.7895 Intermediate Similarity NPC9674
0.7895 Intermediate Similarity NPC19028
0.7895 Intermediate Similarity NPC5883
0.7895 Intermediate Similarity NPC477071
0.7895 Intermediate Similarity NPC29639
0.7883 Intermediate Similarity NPC470882
0.7883 Intermediate Similarity NPC473253
0.7883 Intermediate Similarity NPC473265
0.7879 Intermediate Similarity NPC13713
0.7872 Intermediate Similarity NPC262813
0.7872 Intermediate Similarity NPC171619
0.7868 Intermediate Similarity NPC241456
0.7868 Intermediate Similarity NPC318135
0.7868 Intermediate Similarity NPC3381
0.7868 Intermediate Similarity NPC32868
0.7857 Intermediate Similarity NPC469673
0.7852 Intermediate Similarity NPC115349
0.7852 Intermediate Similarity NPC470265
0.7852 Intermediate Similarity NPC196130
0.7852 Intermediate Similarity NPC471082
0.7852 Intermediate Similarity NPC23786
0.7852 Intermediate Similarity NPC170538
0.7852 Intermediate Similarity NPC269642
0.7847 Intermediate Similarity NPC25887
0.7842 Intermediate Similarity NPC196921
0.7842 Intermediate Similarity NPC220757
0.7836 Intermediate Similarity NPC151616
0.7836 Intermediate Similarity NPC4548
0.7836 Intermediate Similarity NPC241192
0.7836 Intermediate Similarity NPC48692
0.7836 Intermediate Similarity NPC472004
0.7836 Intermediate Similarity NPC143755
0.7829 Intermediate Similarity NPC130302
0.7829 Intermediate Similarity NPC124053
0.7829 Intermediate Similarity NPC98633

  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 NPC48414 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
0.8296 Intermediate Similarity NPD7319 Approved
0.8074 Intermediate Similarity NPD7507 Approved
0.7826 Intermediate Similarity NPD7736 Approved
0.7778 Intermediate Similarity NPD8033 Approved
0.7761 Intermediate Similarity NPD7516 Approved
0.7721 Intermediate Similarity NPD6370 Approved
0.7687 Intermediate Similarity NPD7328 Approved
0.7687 Intermediate Similarity NPD7327 Approved
0.7647 Intermediate Similarity NPD8296 Approved
0.7647 Intermediate Similarity NPD8380 Approved
0.7647 Intermediate Similarity NPD8335 Approved
0.7647 Intermediate Similarity NPD8379 Approved
0.7647 Intermediate Similarity NPD8378 Approved
0.7626 Intermediate Similarity NPD8293 Discontinued
0.7626 Intermediate Similarity NPD7078 Approved
0.7609 Intermediate Similarity NPD7492 Approved
0.7574 Intermediate Similarity NPD6054 Approved
0.7574 Intermediate Similarity NPD8377 Approved
0.7574 Intermediate Similarity NPD8294 Approved
0.7554 Intermediate Similarity NPD6616 Approved
0.7518 Intermediate Similarity NPD7503 Approved
0.7481 Intermediate Similarity NPD7115 Discovery
0.7405 Intermediate Similarity NPD6686 Approved
0.7391 Intermediate Similarity NPD6016 Approved
0.7391 Intermediate Similarity NPD6015 Approved
0.7338 Intermediate Similarity NPD5988 Approved
0.7319 Intermediate Similarity NPD6319 Approved
0.7319 Intermediate Similarity NPD6059 Approved
0.7266 Intermediate Similarity NPD8517 Approved
0.7266 Intermediate Similarity NPD8513 Phase 3
0.7266 Intermediate Similarity NPD8516 Approved
0.7266 Intermediate Similarity NPD8515 Approved
0.7259 Intermediate Similarity NPD8133 Approved
0.7143 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6882 Approved
0.7059 Intermediate Similarity NPD8297 Approved
0.7042 Intermediate Similarity NPD8328 Phase 3
0.6992 Remote Similarity NPD6008 Approved
0.6978 Remote Similarity NPD6009 Approved
0.6963 Remote Similarity NPD4061 Clinical (unspecified phase)
0.694 Remote Similarity NPD6412 Phase 2
0.6934 Remote Similarity NPD6053 Discontinued
0.6912 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6884 Remote Similarity NPD4632 Approved
0.6861 Remote Similarity NPD6650 Approved
0.6861 Remote Similarity NPD6649 Approved
0.6857 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6849 Remote Similarity NPD6033 Approved
0.6794 Remote Similarity NPD4225 Approved
0.6788 Remote Similarity NPD4634 Approved
0.6781 Remote Similarity NPD8074 Phase 3
0.6765 Remote Similarity NPD6881 Approved
0.6765 Remote Similarity NPD6899 Approved
0.6742 Remote Similarity NPD7639 Approved
0.6742 Remote Similarity NPD7640 Approved
0.6739 Remote Similarity NPD8130 Phase 1
0.6715 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6715 Remote Similarity NPD6373 Approved
0.6715 Remote Similarity NPD6372 Approved
0.6692 Remote Similarity NPD1700 Approved
0.6691 Remote Similarity NPD5697 Approved
0.6691 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6691 Remote Similarity NPD5954 Clinical (unspecified phase)
0.669 Remote Similarity NPD7604 Phase 2
0.6667 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6883 Approved
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD6371 Approved
0.6667 Remote Similarity NPD6921 Approved
0.6642 Remote Similarity NPD7320 Approved
0.6628 Remote Similarity NPD7799 Discontinued
0.6619 Remote Similarity NPD6847 Approved
0.6619 Remote Similarity NPD6617 Approved
0.6619 Remote Similarity NPD6869 Approved
0.6618 Remote Similarity NPD6675 Approved
0.6618 Remote Similarity NPD7128 Approved
0.6618 Remote Similarity NPD6402 Approved
0.6618 Remote Similarity NPD5739 Approved
0.6594 Remote Similarity NPD6014 Approved
0.6594 Remote Similarity NPD6013 Approved
0.6594 Remote Similarity NPD6012 Approved
0.6575 Remote Similarity NPD6067 Discontinued
0.6567 Remote Similarity NPD5344 Discontinued
0.6552 Remote Similarity NPD5983 Phase 2
0.6522 Remote Similarity NPD6011 Approved
0.6519 Remote Similarity NPD5211 Phase 2
0.65 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6486 Remote Similarity NPD6336 Discontinued
0.6449 Remote Similarity NPD5701 Approved
0.6438 Remote Similarity NPD7625 Phase 1
0.6424 Remote Similarity NPD5956 Approved
0.6423 Remote Similarity NPD5141 Approved
0.6423 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6423 Remote Similarity NPD4056 Clinical (unspecified phase)
0.637 Remote Similarity NPD5285 Approved
0.637 Remote Similarity NPD5286 Approved
0.637 Remote Similarity NPD4696 Approved
0.6351 Remote Similarity NPD7830 Approved
0.6351 Remote Similarity NPD7829 Approved
0.634 Remote Similarity NPD8338 Approved
0.6327 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6301 Remote Similarity NPD7101 Approved
0.6301 Remote Similarity NPD7100 Approved
0.6296 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6292 Remote Similarity NPD7685 Pre-registration
0.6277 Remote Similarity NPD5225 Approved
0.6277 Remote Similarity NPD4633 Approved
0.6277 Remote Similarity NPD7632 Discontinued
0.6277 Remote Similarity NPD5224 Approved
0.6277 Remote Similarity NPD5226 Approved
0.6275 Remote Similarity NPD7260 Phase 2
0.6272 Remote Similarity NPD5761 Phase 2
0.6272 Remote Similarity NPD5760 Phase 2
0.6268 Remote Similarity NPD6401 Clinical (unspecified phase)
0.626 Remote Similarity NPD46 Approved
0.626 Remote Similarity NPD6698 Approved
0.625 Remote Similarity NPD6648 Approved
0.6242 Remote Similarity NPD7642 Approved
0.6233 Remote Similarity NPD6335 Approved
0.6232 Remote Similarity NPD5174 Approved
0.6232 Remote Similarity NPD5175 Approved
0.6222 Remote Similarity NPD4755 Approved
0.6207 Remote Similarity NPD6274 Approved
0.6204 Remote Similarity NPD5223 Approved
0.6194 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6178 Remote Similarity NPD7966 Clinical (unspecified phase)
0.617 Remote Similarity NPD4729 Approved
0.617 Remote Similarity NPD4730 Approved
0.6164 Remote Similarity NPD6317 Approved
0.6136 Remote Similarity NPD5785 Approved
0.6131 Remote Similarity NPD4700 Approved
0.6129 Remote Similarity NPD6845 Suspended
0.6122 Remote Similarity NPD6314 Approved
0.6122 Remote Similarity NPD6313 Approved
0.6103 Remote Similarity NPD6084 Phase 2
0.6103 Remote Similarity NPD6083 Phase 2
0.609 Remote Similarity NPD7637 Suspended
0.609 Remote Similarity NPD6079 Approved
0.609 Remote Similarity NPD8035 Phase 2
0.609 Remote Similarity NPD8034 Phase 2
0.609 Remote Similarity NPD7983 Approved
0.6084 Remote Similarity NPD5250 Approved
0.6084 Remote Similarity NPD5248 Approved
0.6084 Remote Similarity NPD5251 Approved
0.6084 Remote Similarity NPD5249 Phase 3
0.6084 Remote Similarity NPD5247 Approved
0.6078 Remote Similarity NPD8336 Approved
0.6078 Remote Similarity NPD8337 Approved
0.6074 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6066 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6053 Remote Similarity NPD8451 Approved
0.6045 Remote Similarity NPD8171 Discontinued
0.6045 Remote Similarity NPD6399 Phase 3
0.6038 Remote Similarity NPD6333 Approved
0.6038 Remote Similarity NPD6334 Approved
0.6031 Remote Similarity NPD4250 Approved
0.6031 Remote Similarity NPD4251 Approved
0.6028 Remote Similarity NPD4768 Approved
0.6028 Remote Similarity NPD4767 Approved
0.6015 Remote Similarity NPD7838 Discovery
0.6013 Remote Similarity NPD8448 Approved
0.6 Remote Similarity NPD8266 Approved
0.6 Remote Similarity NPD8267 Approved
0.6 Remote Similarity NPD6908 Approved
0.6 Remote Similarity NPD8268 Approved
0.6 Remote Similarity NPD8392 Approved
0.6 Remote Similarity NPD6909 Approved
0.6 Remote Similarity NPD5282 Discontinued
0.6 Remote Similarity NPD8391 Approved
0.6 Remote Similarity NPD8390 Approved
0.6 Remote Similarity NPD8269 Approved
0.5987 Remote Similarity NPD8341 Approved
0.5987 Remote Similarity NPD8340 Approved
0.5987 Remote Similarity NPD8299 Approved
0.5987 Remote Similarity NPD8342 Approved
0.596 Remote Similarity NPD8080 Discontinued
0.5954 Remote Similarity NPD4249 Approved
0.5946 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5944 Remote Similarity NPD5128 Approved
0.5942 Remote Similarity NPD5696 Approved
0.594 Remote Similarity NPD5328 Approved
0.5931 Remote Similarity NPD5217 Approved
0.5931 Remote Similarity NPD5216 Approved
0.5931 Remote Similarity NPD5215 Approved
0.5926 Remote Similarity NPD4202 Approved
0.5926 Remote Similarity NPD5778 Approved
0.5926 Remote Similarity NPD5779 Approved
0.5924 Remote Similarity NPD8407 Phase 2
0.5912 Remote Similarity NPD5221 Approved
0.5912 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5912 Remote Similarity NPD5222 Approved
0.5887 Remote Similarity NPD4754 Approved
0.5882 Remote Similarity NPD6001 Approved
0.5878 Remote Similarity NPD6868 Approved
0.587 Remote Similarity NPD5173 Approved
0.587 Remote Similarity NPD7902 Approved
0.5867 Remote Similarity NPD4522 Approved
0.5862 Remote Similarity NPD5135 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