Structure

Physi-Chem Properties

Molecular Weight:  596.3
Volume:  605.938
LogP:  3.78
LogD:  3.164
LogS:  -5.221
# Rotatable Bonds:  9
TPSA:  110.5
# H-Bond Aceptor:  9
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.187
Synthetic Accessibility Score:  5.565
Fsp3:  0.676
Lipinski Rule-of-5:  Accepted
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:  -5.093
MDCK Permeability:  3.540741454344243e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.934
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.419
30% Bioavailability (F30%):  0.559

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.084
Plasma Protein Binding (PPB):  92.47347259521484%
Volume Distribution (VD):  3.053
Pgp-substrate:  7.354074478149414%

ADMET: Metabolism

CYP1A2-inhibitor:  0.025
CYP1A2-substrate:  0.11
CYP2C19-inhibitor:  0.552
CYP2C19-substrate:  0.331
CYP2C9-inhibitor:  0.887
CYP2C9-substrate:  0.02
CYP2D6-inhibitor:  0.058
CYP2D6-substrate:  0.09
CYP3A4-inhibitor:  0.914
CYP3A4-substrate:  0.756

ADMET: Excretion

Clearance (CL):  6.201
Half-life (T1/2):  0.733

ADMET: Toxicity

hERG Blockers:  0.311
Human Hepatotoxicity (H-HT):  0.955
Drug-inuced Liver Injury (DILI):  0.898
AMES Toxicity:  0.009
Rat Oral Acute Toxicity:  0.796
Maximum Recommended Daily Dose:  0.978
Skin Sensitization:  0.118
Carcinogencity:  0.008
Eye Corrosion:  0.004
Eye Irritation:  0.061
Respiratory Toxicity:  0.944

Download Data

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

  Natural Product: NPC308205

Natural Product ID:  NPC308205
Common Name*:   Salannin
IUPAC Name:   n.a.
Synonyms:   Salannin
Standard InCHIKey:  CJHBVBNPNXOWBA-NCVPXDMDSA-N
Standard InCHI:  InChI=1S/C34H44O9/c1-9-17(2)31(37)43-25-14-24(41-19(4)35)32(5)16-40-28-29(32)33(25,6)23(13-26(36)38-8)34(7)27-18(3)21(20-10-11-39-15-20)12-22(27)42-30(28)34/h9-11,15,21-25,28-30H,12-14,16H2,1-8H3/b17-9-/t21-,22-,23-,24-,25+,28-,29+,30-,32-,33+,34-/m1/s1
SMILES:  C/C=C(/C)C(=O)O[C@H]1C[C@H]([C@@]2(C)CO[C@@H]3[C@@H]2[C@@]1(C)[C@@H](CC(=O)OC)[C@]1(C)C2=C(C)[C@@H](C[C@H]2O[C@H]31)c1ccoc1)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1774412
PubChem CID:   54587249
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
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[12193038]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[1593280]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[18816111]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota fruits n.a. n.a. PMID[20669933]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota Seeds n.a. n.a. PMID[21381696]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. seed n.a. PMID[21381696]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[2607354]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[2614419]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[26339153]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota Leaves n.a. n.a. PMID[28493718]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. bark n.a. PMID[9134742]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. fruit n.a. PMID[9134742]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. leaf n.a. PMID[9134742]
NPO4406 Azadirachta indica 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
NPT116 Cell Line HL-60 Homo sapiens IC50 > 20000.0 nM PMID[480055]
NPT81 Cell Line A549 Homo sapiens IC50 > 20000.0 nM PMID[480055]
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 20000.0 nM PMID[480055]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 20000.0 nM PMID[480055]
NPT1175 Organism Spodoptera litura Spodoptera litura pED50 = 7.18 n.a. PMID[480056]
NPT1175 Organism Spodoptera litura Spodoptera litura ED50 = 0.066 umol/cm2 PMID[480056]
NPT846 Organism Cnaphalocrocis medinalis Cnaphalocrocis medinalis Activity = 33.53 % PMID[480057]
NPT846 Organism Cnaphalocrocis medinalis Cnaphalocrocis medinalis ECI = 16.63 % PMID[480057]
NPT846 Organism Cnaphalocrocis medinalis Cnaphalocrocis medinalis Activity = 49.62 % PMID[480057]
NPT846 Organism Cnaphalocrocis medinalis Cnaphalocrocis medinalis Activity = 0.557 mg/mg/day PMID[480057]
NPT846 Organism Cnaphalocrocis medinalis Cnaphalocrocis medinalis Activity = 0.2577 mg/mg/day PMID[480057]
NPT846 Organism Cnaphalocrocis medinalis Cnaphalocrocis medinalis Activity = 1.557 mg/mg/day PMID[480057]
NPT846 Organism Cnaphalocrocis medinalis Cnaphalocrocis medinalis FDI = 49.6 % PMID[480057]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus PC95 = 203.3 ug PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus Activity = 0.5 ug PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus Activity = 0.8 ug PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus Activity = 1.4 ug PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus Activity = 1.8 ug PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus Activity = 3.7 ug PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus PC50 = 19.5 ug PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus Survival = 30.7 % PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus Survival = 17.3 % PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus Survival = 29.3 % PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus Survival = 40.0 % PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus Survival = 58.7 % PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus Survival = 90.7 % PMID[480058]
NPT847 Organism Reticulitermes speratus Reticulitermes speratus Activity = 80.0 % PMID[480058]
NPT1175 Organism Spodoptera litura Spodoptera litura AFI = 36.3 % PMID[480059]

☑ 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 NPC308205 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 NPC322546
0.973 High Similarity NPC214495
0.973 High Similarity NPC470119
0.9726 High Similarity NPC29695
0.9726 High Similarity NPC182427
0.9467 High Similarity NPC475066
0.9412 High Similarity NPC61967
0.9404 High Similarity NPC472671
0.9404 High Similarity NPC475226
0.9262 High Similarity NPC116717
0.9262 High Similarity NPC291150
0.9211 High Similarity NPC469847
0.9195 High Similarity NPC5180
0.9161 High Similarity NPC126984
0.9161 High Similarity NPC27541
0.9161 High Similarity NPC62692
0.9156 High Similarity NPC470792
0.9128 High Similarity NPC471001
0.9103 High Similarity NPC307781
0.9103 High Similarity NPC472670
0.9085 High Similarity NPC470118
0.9073 High Similarity NPC472672
0.9013 High Similarity NPC253201
0.9013 High Similarity NPC98206
0.9013 High Similarity NPC34421
0.9013 High Similarity NPC237259
0.9013 High Similarity NPC302054
0.9007 High Similarity NPC18135
0.9 High Similarity NPC470791
0.9 High Similarity NPC470790
0.8993 High Similarity NPC255414
0.8974 High Similarity NPC471168
0.8961 High Similarity NPC197137
0.8931 High Similarity NPC118086
0.8926 High Similarity NPC470999
0.891 High Similarity NPC471167
0.891 High Similarity NPC471166
0.8875 High Similarity NPC475237
0.8875 High Similarity NPC475641
0.8874 High Similarity NPC125182
0.8874 High Similarity NPC69647
0.8868 High Similarity NPC472673
0.8861 High Similarity NPC472141
0.8854 High Similarity NPC472669
0.8846 High Similarity NPC191828
0.8831 High Similarity NPC296807
0.8831 High Similarity NPC476262
0.8831 High Similarity NPC141538
0.8831 High Similarity NPC155939
0.8824 High Similarity NPC476201
0.8824 High Similarity NPC471002
0.8824 High Similarity NPC268905
0.8816 High Similarity NPC156189
0.879 High Similarity NPC472668
0.8758 High Similarity NPC285227
0.8758 High Similarity NPC471000
0.875 High Similarity NPC472654
0.875 High Similarity NPC195325
0.8742 High Similarity NPC221809
0.8734 High Similarity NPC469846
0.8733 High Similarity NPC34056
0.8726 High Similarity NPC470789
0.8718 High Similarity NPC167142
0.8704 High Similarity NPC469848
0.8684 High Similarity NPC471007
0.8671 High Similarity NPC471003
0.8667 High Similarity NPC251865
0.8658 High Similarity NPC121158
0.8654 High Similarity NPC175964
0.8654 High Similarity NPC471169
0.8649 High Similarity NPC56197
0.8634 High Similarity NPC327922
0.8618 High Similarity NPC216755
0.8618 High Similarity NPC471174
0.8618 High Similarity NPC71821
0.8616 High Similarity NPC472139
0.8609 High Similarity NPC5676
0.8606 High Similarity NPC11062
0.86 High Similarity NPC223415
0.86 High Similarity NPC470741
0.8599 High Similarity NPC195954
0.8599 High Similarity NPC472777
0.8599 High Similarity NPC472778
0.8599 High Similarity NPC472776
0.8599 High Similarity NPC88007
0.8599 High Similarity NPC299038
0.8591 High Similarity NPC20500
0.859 High Similarity NPC471175
0.859 High Similarity NPC92979
0.8581 High Similarity NPC33938
0.8581 High Similarity NPC84063
0.858 High Similarity NPC88593
0.8571 High Similarity NPC470997
0.8571 High Similarity NPC310572
0.8571 High Similarity NPC476122
0.8571 High Similarity NPC196846
0.8553 High Similarity NPC471292
0.8544 High Similarity NPC475967
0.8506 High Similarity NPC234494
0.85 High Similarity NPC476035
0.85 High Similarity NPC14499
0.85 High Similarity NPC285567
0.85 High Similarity NPC475039
0.85 High Similarity NPC476197
0.8491 Intermediate Similarity NPC472653
0.8481 Intermediate Similarity NPC246841
0.8481 Intermediate Similarity NPC1408
0.8481 Intermediate Similarity NPC194499
0.8481 Intermediate Similarity NPC472283
0.8477 Intermediate Similarity NPC80635
0.8462 Intermediate Similarity NPC469503
0.8457 Intermediate Similarity NPC476224
0.8452 Intermediate Similarity NPC159927
0.8452 Intermediate Similarity NPC469335
0.8447 Intermediate Similarity NPC159520
0.8443 Intermediate Similarity NPC470938
0.8438 Intermediate Similarity NPC82851
0.8438 Intermediate Similarity NPC200782
0.8438 Intermediate Similarity NPC472771
0.8438 Intermediate Similarity NPC68848
0.8428 Intermediate Similarity NPC474932
0.8424 Intermediate Similarity NPC94763
0.8424 Intermediate Similarity NPC477824
0.8421 Intermediate Similarity NPC199044
0.8421 Intermediate Similarity NPC238843
0.8418 Intermediate Similarity NPC204663
0.8418 Intermediate Similarity NPC126723
0.8408 Intermediate Similarity NPC282445
0.8405 Intermediate Similarity NPC472652
0.8405 Intermediate Similarity NPC271235
0.84 Intermediate Similarity NPC67003
0.8385 Intermediate Similarity NPC283209
0.8385 Intermediate Similarity NPC472773
0.8385 Intermediate Similarity NPC165218
0.8377 Intermediate Similarity NPC470941
0.8365 Intermediate Similarity NPC261597
0.8365 Intermediate Similarity NPC286722
0.8365 Intermediate Similarity NPC36655
0.8365 Intermediate Similarity NPC195131
0.8354 Intermediate Similarity NPC44675
0.8354 Intermediate Similarity NPC470995
0.8354 Intermediate Similarity NPC214541
0.8354 Intermediate Similarity NPC469850
0.8344 Intermediate Similarity NPC470996
0.8344 Intermediate Similarity NPC246164
0.8344 Intermediate Similarity NPC472764
0.8344 Intermediate Similarity NPC121615
0.8344 Intermediate Similarity NPC472651
0.8344 Intermediate Similarity NPC294511
0.8333 Intermediate Similarity NPC196864
0.8333 Intermediate Similarity NPC470182
0.8333 Intermediate Similarity NPC477404
0.8333 Intermediate Similarity NPC276735
0.8333 Intermediate Similarity NPC212257
0.8333 Intermediate Similarity NPC469849
0.8323 Intermediate Similarity NPC470939
0.8323 Intermediate Similarity NPC188649
0.8323 Intermediate Similarity NPC470181
0.8323 Intermediate Similarity NPC5741
0.8323 Intermediate Similarity NPC329938
0.8322 Intermediate Similarity NPC310043
0.8313 Intermediate Similarity NPC84349
0.8313 Intermediate Similarity NPC236004
0.8313 Intermediate Similarity NPC475295
0.8313 Intermediate Similarity NPC473473
0.8313 Intermediate Similarity NPC307383
0.8302 Intermediate Similarity NPC104736
0.8302 Intermediate Similarity NPC107646
0.8302 Intermediate Similarity NPC209364
0.8302 Intermediate Similarity NPC41880
0.8294 Intermediate Similarity NPC105395
0.8294 Intermediate Similarity NPC242068
0.8294 Intermediate Similarity NPC247563
0.8293 Intermediate Similarity NPC472766
0.8293 Intermediate Similarity NPC472765
0.8293 Intermediate Similarity NPC160651
0.8282 Intermediate Similarity NPC470875
0.8282 Intermediate Similarity NPC93172
0.8282 Intermediate Similarity NPC97574
0.828 Intermediate Similarity NPC272590
0.8272 Intermediate Similarity NPC88841
0.8272 Intermediate Similarity NPC39986
0.8272 Intermediate Similarity NPC288602
0.8272 Intermediate Similarity NPC134254
0.8272 Intermediate Similarity NPC292389
0.8272 Intermediate Similarity NPC302369
0.8272 Intermediate Similarity NPC469338
0.8272 Intermediate Similarity NPC419
0.8269 Intermediate Similarity NPC470998
0.8263 Intermediate Similarity NPC469633
0.8261 Intermediate Similarity NPC8389
0.8261 Intermediate Similarity NPC305016
0.8261 Intermediate Similarity NPC475381
0.8255 Intermediate Similarity NPC214572
0.825 Intermediate Similarity NPC304692
0.825 Intermediate Similarity NPC187149
0.825 Intermediate Similarity NPC472772
0.825 Intermediate Similarity NPC249021
0.8242 Intermediate Similarity NPC472659
0.8242 Intermediate Similarity NPC82602

  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 NPC308205 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
0.8125 Intermediate Similarity NPD5760 Phase 2
0.8125 Intermediate Similarity NPD5761 Phase 2
0.7816 Intermediate Similarity NPD8434 Phase 2
0.7605 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD6765 Approved
0.7529 Intermediate Similarity NPD6764 Approved
0.7375 Intermediate Similarity NPD4628 Phase 3
0.736 Intermediate Similarity NPD6784 Approved
0.736 Intermediate Similarity NPD6785 Approved
0.7209 Intermediate Similarity NPD8127 Discontinued
0.716 Intermediate Similarity NPD7819 Suspended
0.7108 Intermediate Similarity NPD920 Approved
0.7093 Intermediate Similarity NPD919 Approved
0.7083 Intermediate Similarity NPD6599 Discontinued
0.7072 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD5494 Approved
0.7048 Intermediate Similarity NPD6273 Approved
0.6988 Remote Similarity NPD642 Clinical (unspecified phase)
0.6975 Remote Similarity NPD2343 Clinical (unspecified phase)
0.697 Remote Similarity NPD643 Clinical (unspecified phase)
0.6966 Remote Similarity NPD5844 Phase 1
0.6959 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6944 Remote Similarity NPD6559 Discontinued
0.6936 Remote Similarity NPD7075 Discontinued
0.6905 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6879 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6879 Remote Similarity NPD4967 Phase 2
0.6879 Remote Similarity NPD4966 Approved
0.6879 Remote Similarity NPD4965 Approved
0.6855 Remote Similarity NPD8032 Phase 2
0.6826 Remote Similarity NPD6799 Approved
0.6821 Remote Similarity NPD3817 Phase 2
0.6818 Remote Similarity NPD7199 Phase 2
0.6818 Remote Similarity NPD1247 Approved
0.6816 Remote Similarity NPD7893 Clinical (unspecified phase)
0.681 Remote Similarity NPD2796 Approved
0.6802 Remote Similarity NPD6801 Discontinued
0.68 Remote Similarity NPD8404 Phase 2
0.68 Remote Similarity NPD6234 Discontinued
0.6788 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6788 Remote Similarity NPD1243 Approved
0.6786 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6772 Remote Similarity NPD6832 Phase 2
0.6768 Remote Similarity NPD1471 Phase 3
0.6768 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6768 Remote Similarity NPD6005 Phase 3
0.6768 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6768 Remote Similarity NPD6002 Phase 3
0.6768 Remote Similarity NPD6004 Phase 3
0.676 Remote Similarity NPD7473 Discontinued
0.6748 Remote Similarity NPD3748 Approved
0.6747 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6746 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6742 Remote Similarity NPD3926 Phase 2
0.6742 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6732 Remote Similarity NPD17 Approved
0.6725 Remote Similarity NPD7458 Discontinued
0.6724 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6722 Remote Similarity NPD7799 Discontinued
0.6707 Remote Similarity NPD2438 Suspended
0.6705 Remote Similarity NPD37 Approved
0.6701 Remote Similarity NPD7497 Discontinued
0.6687 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6686 Remote Similarity NPD2534 Approved
0.6686 Remote Similarity NPD2532 Approved
0.6686 Remote Similarity NPD2533 Approved
0.6685 Remote Similarity NPD6232 Discontinued
0.6667 Remote Similarity NPD6355 Discontinued
0.6667 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7236 Approved
0.6667 Remote Similarity NPD5763 Approved
0.6667 Remote Similarity NPD7685 Pre-registration
0.6667 Remote Similarity NPD5762 Approved
0.6647 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6647 Remote Similarity NPD4110 Phase 3
0.6647 Remote Similarity NPD7411 Suspended
0.663 Remote Similarity NPD7228 Approved
0.663 Remote Similarity NPD3818 Discontinued
0.6628 Remote Similarity NPD3226 Approved
0.6627 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6609 Remote Similarity NPD1934 Approved
0.6606 Remote Similarity NPD1551 Phase 2
0.6603 Remote Similarity NPD3972 Approved
0.6603 Remote Similarity NPD1608 Approved
0.6595 Remote Similarity NPD8312 Approved
0.6595 Remote Similarity NPD8313 Approved
0.6591 Remote Similarity NPD3882 Suspended
0.6591 Remote Similarity NPD7768 Phase 2
0.659 Remote Similarity NPD4380 Phase 2
0.657 Remote Similarity NPD7239 Suspended
0.6554 Remote Similarity NPD3749 Approved
0.6554 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6552 Remote Similarity NPD6386 Approved
0.6552 Remote Similarity NPD6385 Approved
0.6548 Remote Similarity NPD3750 Approved
0.6546 Remote Similarity NPD4107 Approved
0.6545 Remote Similarity NPD2799 Discontinued
0.6541 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6534 Remote Similarity NPD5402 Approved
0.6534 Remote Similarity NPD5353 Approved
0.6532 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6527 Remote Similarity NPD970 Clinical (unspecified phase)
0.6526 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6519 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6512 Remote Similarity NPD5403 Approved
0.6509 Remote Similarity NPD3887 Approved
0.6506 Remote Similarity NPD6100 Approved
0.6506 Remote Similarity NPD6099 Approved
0.6503 Remote Similarity NPD4140 Approved
0.6503 Remote Similarity NPD2979 Phase 3
0.6503 Remote Similarity NPD7804 Clinical (unspecified phase)
0.65 Remote Similarity NPD7229 Phase 3
0.6491 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6491 Remote Similarity NPD5401 Approved
0.6486 Remote Similarity NPD7240 Approved
0.6477 Remote Similarity NPD1465 Phase 2
0.6477 Remote Similarity NPD8455 Phase 2
0.6467 Remote Similarity NPD7074 Phase 3
0.6467 Remote Similarity NPD2346 Discontinued
0.6464 Remote Similarity NPD5242 Approved
0.6463 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6456 Remote Similarity NPD5327 Phase 3
0.6452 Remote Similarity NPD5585 Approved
0.645 Remote Similarity NPD7003 Approved
0.6444 Remote Similarity NPD6959 Discontinued
0.6441 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6166 Phase 2
0.6429 Remote Similarity NPD1549 Phase 2
0.6429 Remote Similarity NPD4482 Phase 3
0.6424 Remote Similarity NPD6653 Approved
0.6421 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6415 Remote Similarity NPD1876 Approved
0.6413 Remote Similarity NPD7054 Approved
0.6409 Remote Similarity NPD6808 Phase 2
0.6409 Remote Similarity NPD7315 Approved
0.6407 Remote Similarity NPD2935 Discontinued
0.6402 Remote Similarity NPD4307 Phase 2
0.64 Remote Similarity NPD7028 Phase 2
0.6391 Remote Similarity NPD2800 Approved
0.6384 Remote Similarity NPD2801 Approved
0.6383 Remote Similarity NPD8407 Phase 2
0.6378 Remote Similarity NPD7472 Approved
0.6375 Remote Similarity NPD3266 Approved
0.6375 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6375 Remote Similarity NPD3267 Approved
0.6369 Remote Similarity NPD2344 Approved
0.6369 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6369 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6873 Phase 2
0.6364 Remote Similarity NPD1933 Approved
0.6364 Remote Similarity NPD7808 Phase 3
0.6364 Remote Similarity NPD5735 Approved
0.6353 Remote Similarity NPD8166 Discontinued
0.6347 Remote Similarity NPD7033 Discontinued
0.6341 Remote Similarity NPD6663 Approved
0.6329 Remote Similarity NPD1281 Approved
0.6319 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6316 Remote Similarity NPD8150 Discontinued
0.631 Remote Similarity NPD7251 Discontinued
0.631 Remote Similarity NPD8368 Discontinued
0.6306 Remote Similarity NPD1778 Approved
0.6301 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6287 Remote Similarity NPD7097 Phase 1
0.6281 Remote Similarity NPD7680 Approved
0.628 Remote Similarity NPD3764 Approved
0.628 Remote Similarity NPD2313 Discontinued
0.628 Remote Similarity NPD6798 Discontinued
0.628 Remote Similarity NPD1699 Clinical (unspecified phase)
0.628 Remote Similarity NPD3268 Approved
0.6279 Remote Similarity NPD6652 Clinical (unspecified phase)
0.6277 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6273 Remote Similarity NPD2797 Approved
0.6272 Remote Similarity NPD2353 Approved
0.6272 Remote Similarity NPD2355 Clinical (unspecified phase)
0.627 Remote Similarity NPD7177 Discontinued
0.6265 Remote Similarity NPD447 Suspended
0.6265 Remote Similarity NPD230 Phase 1
0.6257 Remote Similarity NPD6797 Phase 2
0.625 Remote Similarity NPD4359 Approved
0.625 Remote Similarity NPD4308 Phase 3
0.625 Remote Similarity NPD1510 Phase 2
0.625 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6244 Remote Similarity NPD8285 Discontinued
0.6243 Remote Similarity NPD1511 Approved
0.6242 Remote Similarity NPD5691 Approved
0.6242 Remote Similarity NPD6233 Phase 2
0.6237 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6235 Remote Similarity NPD1019 Discontinued
0.623 Remote Similarity NPD5710 Approved
0.623 Remote Similarity NPD5711 Approved
0.6228 Remote Similarity NPD1607 Approved
0.6226 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6222 Remote Similarity NPD7058 Phase 2
0.6222 Remote Similarity NPD7057 Phase 3
0.6221 Remote Similarity NPD2309 Approved
0.6221 Remote Similarity NPD6190 Approved
0.622 Remote Similarity NPD7095 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