Structure

Physi-Chem Properties

Molecular Weight:  314.14
Volume:  292.666
LogP:  -0.067
LogD:  0.123
LogS:  -3.448
# Rotatable Bonds:  1
TPSA:  116.45
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.486
Synthetic Accessibility Score:  6.769
Fsp3:  0.933
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.793
MDCK Permeability:  4.277005064068362e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.981
Human Intestinal Absorption (HIA):  0.083
20% Bioavailability (F20%):  0.919
30% Bioavailability (F30%):  0.662

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.544
Plasma Protein Binding (PPB):  23.417930603027344%
Volume Distribution (VD):  0.498
Pgp-substrate:  68.25457000732422%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.995
CYP2C19-inhibitor:  0.017
CYP2C19-substrate:  0.828
CYP2C9-inhibitor:  0.012
CYP2C9-substrate:  0.011
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.063
CYP3A4-inhibitor:  0.034
CYP3A4-substrate:  0.765

ADMET: Excretion

Clearance (CL):  2.264
Half-life (T1/2):  0.516

ADMET: Toxicity

hERG Blockers:  0.018
Human Hepatotoxicity (H-HT):  0.662
Drug-inuced Liver Injury (DILI):  0.446
AMES Toxicity:  0.962
Rat Oral Acute Toxicity:  0.556
Maximum Recommended Daily Dose:  0.816
Skin Sensitization:  0.481
Carcinogencity:  0.989
Eye Corrosion:  0.005
Eye Irritation:  0.224
Respiratory Toxicity:  0.954

Download Data

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

  Natural Product: NPC211087

Natural Product ID:  NPC211087
Common Name*:   NBNBQHLNNLPHLN-YZLMLSIOSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  NBNBQHLNNLPHLN-YZLMLSIOSA-N
Standard InCHI:  InChI=1S/C15H22O7/c1-8-3-4-14-12(6-16)7-21-10(18)9(17)13(8,14)5-15(20,22-14)11(12,2)19/h8-9,16-17,19-20H,3-7H2,1-2H3/t8-,9+,11-,12+,13+,14+,15+/m1/s1
SMILES:  OC[C@@]12COC(=O)[C@@H]([C@]34[C@@]1(CC[C@H]4C)O[C@]([C@]2(C)O)(C3)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2431476
PubChem CID:   73352408
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000050] Lactones

*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
NPO14738 Illicium majus Species Schisandraceae Eukaryota Roots n.a. n.a. PMID[24070022]
NPO14738 Illicium majus Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14738 Illicium majus Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCMID]

☑ 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
NPT189 Cell Line Vero Chlorocebus aethiops TC50 = 200.0 uM/ml PMID[452639]
NPT2 Others Unspecified Selectivity Index = 3.0 n.a. PMID[452639]
NPT3119 Organism Human coxsackievirus B3 Human coxsackievirus B3 IC50 = 66700000.0 nM PMID[452639]

☑ 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 NPC211087 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
0.8763 High Similarity NPC253995
0.8723 High Similarity NPC474065
0.8333 Intermediate Similarity NPC100078
0.8252 Intermediate Similarity NPC166079
0.8218 Intermediate Similarity NPC298266
0.8218 Intermediate Similarity NPC259654
0.8172 Intermediate Similarity NPC291310
0.8137 Intermediate Similarity NPC213528
0.8137 Intermediate Similarity NPC244969
0.8077 Intermediate Similarity NPC306776
0.7981 Intermediate Similarity NPC473526
0.7981 Intermediate Similarity NPC473701
0.798 Intermediate Similarity NPC470424
0.798 Intermediate Similarity NPC217567
0.798 Intermediate Similarity NPC76136
0.798 Intermediate Similarity NPC329713
0.7921 Intermediate Similarity NPC471241
0.7909 Intermediate Similarity NPC475490
0.789 Intermediate Similarity NPC97002
0.7885 Intermediate Similarity NPC471253
0.7835 Intermediate Similarity NPC476435
0.7835 Intermediate Similarity NPC191221
0.7822 Intermediate Similarity NPC116683
0.7822 Intermediate Similarity NPC476728
0.7818 Intermediate Similarity NPC470116
0.7818 Intermediate Similarity NPC470115
0.781 Intermediate Similarity NPC88469
0.7788 Intermediate Similarity NPC471254
0.7745 Intermediate Similarity NPC328180
0.7745 Intermediate Similarity NPC278028
0.7736 Intermediate Similarity NPC168890
0.7732 Intermediate Similarity NPC239938
0.7714 Intermediate Similarity NPC473406
0.7708 Intermediate Similarity NPC478111
0.77 Intermediate Similarity NPC182740
0.77 Intermediate Similarity NPC122083
0.77 Intermediate Similarity NPC211845
0.77 Intermediate Similarity NPC256104
0.767 Intermediate Similarity NPC472144
0.7664 Intermediate Similarity NPC176756
0.7658 Intermediate Similarity NPC79193
0.7647 Intermediate Similarity NPC475785
0.7619 Intermediate Similarity NPC470172
0.7619 Intermediate Similarity NPC292803
0.7593 Intermediate Similarity NPC278693
0.7593 Intermediate Similarity NPC167044
0.7593 Intermediate Similarity NPC220773
0.7573 Intermediate Similarity NPC472145
0.7526 Intermediate Similarity NPC476715
0.7523 Intermediate Similarity NPC217041
0.75 Intermediate Similarity NPC157328
0.7477 Intermediate Similarity NPC18044
0.7477 Intermediate Similarity NPC18433
0.7477 Intermediate Similarity NPC132304
0.7477 Intermediate Similarity NPC477489
0.7477 Intermediate Similarity NPC88890
0.7477 Intermediate Similarity NPC177518
0.7477 Intermediate Similarity NPC123070
0.7477 Intermediate Similarity NPC114365
0.7477 Intermediate Similarity NPC154962
0.7477 Intermediate Similarity NPC169089
0.7476 Intermediate Similarity NPC475765
0.7475 Intermediate Similarity NPC471221
0.7455 Intermediate Similarity NPC182185
0.7451 Intermediate Similarity NPC477495
0.7423 Intermediate Similarity NPC79308
0.7407 Intermediate Similarity NPC228311
0.7407 Intermediate Similarity NPC469441
0.7407 Intermediate Similarity NPC41674
0.7396 Intermediate Similarity NPC212340
0.7387 Intermediate Similarity NPC473062
0.7379 Intermediate Similarity NPC305808
0.7374 Intermediate Similarity NPC213658
0.7374 Intermediate Similarity NPC110365
0.7374 Intermediate Similarity NPC45833
0.7374 Intermediate Similarity NPC62202
0.7368 Intermediate Similarity NPC179429
0.7358 Intermediate Similarity NPC178853
0.7353 Intermediate Similarity NPC472232
0.7353 Intermediate Similarity NPC472231
0.7339 Intermediate Similarity NPC290247
0.7339 Intermediate Similarity NPC469788
0.7339 Intermediate Similarity NPC469787
0.7339 Intermediate Similarity NPC203974
0.7333 Intermediate Similarity NPC274695
0.7327 Intermediate Similarity NPC470114
0.7321 Intermediate Similarity NPC98870
0.732 Intermediate Similarity NPC15091
0.732 Intermediate Similarity NPC69953
0.7315 Intermediate Similarity NPC470167
0.7315 Intermediate Similarity NPC327093
0.7308 Intermediate Similarity NPC193785
0.73 Intermediate Similarity NPC470009
0.73 Intermediate Similarity NPC128475
0.7288 Intermediate Similarity NPC471392
0.7273 Intermediate Similarity NPC472272
0.7273 Intermediate Similarity NPC329876
0.7273 Intermediate Similarity NPC243746
0.7273 Intermediate Similarity NPC476717
0.7255 Intermediate Similarity NPC52756
0.7255 Intermediate Similarity NPC475878
0.7255 Intermediate Similarity NPC216137
0.7241 Intermediate Similarity NPC19028
0.7241 Intermediate Similarity NPC9674
0.7238 Intermediate Similarity NPC266417
0.7238 Intermediate Similarity NPC472273
0.7234 Intermediate Similarity NPC214030
0.7234 Intermediate Similarity NPC83108
0.7228 Intermediate Similarity NPC477440
0.7228 Intermediate Similarity NPC477443
0.7222 Intermediate Similarity NPC107385
0.7216 Intermediate Similarity NPC102156
0.7216 Intermediate Similarity NPC148740
0.7212 Intermediate Similarity NPC17336
0.7212 Intermediate Similarity NPC62407
0.7212 Intermediate Similarity NPC287354
0.7212 Intermediate Similarity NPC21897
0.7207 Intermediate Similarity NPC236753
0.7207 Intermediate Similarity NPC227879
0.7207 Intermediate Similarity NPC228190
0.7207 Intermediate Similarity NPC208333
0.72 Intermediate Similarity NPC5943
0.72 Intermediate Similarity NPC210658
0.72 Intermediate Similarity NPC161928
0.7193 Intermediate Similarity NPC300051
0.7188 Intermediate Similarity NPC134227
0.7184 Intermediate Similarity NPC475307
0.7184 Intermediate Similarity NPC161035
0.7184 Intermediate Similarity NPC472238
0.7184 Intermediate Similarity NPC472237
0.7184 Intermediate Similarity NPC476189
0.7179 Intermediate Similarity NPC142882
0.7172 Intermediate Similarity NPC477445
0.7172 Intermediate Similarity NPC473350
0.7172 Intermediate Similarity NPC266651
0.717 Intermediate Similarity NPC292775
0.7168 Intermediate Similarity NPC477492
0.7157 Intermediate Similarity NPC477444
0.7157 Intermediate Similarity NPC477442
0.7157 Intermediate Similarity NPC477433
0.7143 Intermediate Similarity NPC43252
0.7143 Intermediate Similarity NPC135038
0.7143 Intermediate Similarity NPC475463
0.7143 Intermediate Similarity NPC2572
0.7143 Intermediate Similarity NPC235109
0.7143 Intermediate Similarity NPC29342
0.713 Intermediate Similarity NPC138372
0.713 Intermediate Similarity NPC106228
0.7129 Intermediate Similarity NPC33398
0.7129 Intermediate Similarity NPC476379
0.7115 Intermediate Similarity NPC470423
0.7115 Intermediate Similarity NPC206878
0.7113 Intermediate Similarity NPC470156
0.7113 Intermediate Similarity NPC475743
0.7105 Intermediate Similarity NPC285086
0.71 Intermediate Similarity NPC475729
0.71 Intermediate Similarity NPC476727
0.71 Intermediate Similarity NPC80700
0.71 Intermediate Similarity NPC474215
0.71 Intermediate Similarity NPC155531
0.71 Intermediate Similarity NPC215968
0.71 Intermediate Similarity NPC92139
0.71 Intermediate Similarity NPC476726
0.71 Intermediate Similarity NPC470657
0.71 Intermediate Similarity NPC131365
0.7097 Intermediate Similarity NPC215030
0.7091 Intermediate Similarity NPC215408
0.7087 Intermediate Similarity NPC474699
0.708 Intermediate Similarity NPC469824
0.7071 Intermediate Similarity NPC18953
0.7071 Intermediate Similarity NPC65133
0.7069 Intermediate Similarity NPC475238
0.7064 Intermediate Similarity NPC34562
0.7059 Intermediate Similarity NPC222688
0.7059 Intermediate Similarity NPC65858
0.7059 Intermediate Similarity NPC200580
0.7059 Intermediate Similarity NPC61688
0.7053 Intermediate Similarity NPC307865
0.7048 Intermediate Similarity NPC215570
0.7048 Intermediate Similarity NPC470031
0.7048 Intermediate Similarity NPC82633
0.7041 Intermediate Similarity NPC100366
0.7041 Intermediate Similarity NPC242771
0.7041 Intermediate Similarity NPC470155
0.7041 Intermediate Similarity NPC477446
0.7041 Intermediate Similarity NPC164289
0.7041 Intermediate Similarity NPC477447
0.7041 Intermediate Similarity NPC311642
0.704 Intermediate Similarity NPC475376
0.7034 Intermediate Similarity NPC317635
0.7034 Intermediate Similarity NPC329008
0.7034 Intermediate Similarity NPC472004
0.703 Intermediate Similarity NPC470920
0.703 Intermediate Similarity NPC31349
0.7021 Intermediate Similarity NPC155441
0.7 Intermediate Similarity NPC328737
0.7 Intermediate Similarity NPC267822
0.6991 Remote Similarity NPC98633
0.699 Remote Similarity NPC77756
0.699 Remote Similarity NPC18536

  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 NPC211087 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
0.8586 High Similarity NPD1700 Approved
0.7477 Intermediate Similarity NPD4056 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD4057 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.6814 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6694 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD7492 Approved
0.6613 Remote Similarity NPD6616 Approved
0.6612 Remote Similarity NPD6059 Approved
0.6612 Remote Similarity NPD6054 Approved
0.656 Remote Similarity NPD8293 Discontinued
0.6557 Remote Similarity NPD6016 Approved
0.6557 Remote Similarity NPD6015 Approved
0.6525 Remote Similarity NPD4632 Approved
0.6508 Remote Similarity NPD7736 Approved
0.6504 Remote Similarity NPD6370 Approved
0.6504 Remote Similarity NPD5988 Approved
0.65 Remote Similarity NPD6009 Approved
0.6475 Remote Similarity NPD6319 Approved
0.6465 Remote Similarity NPD6114 Approved
0.6465 Remote Similarity NPD6118 Approved
0.6465 Remote Similarity NPD6115 Approved
0.6465 Remote Similarity NPD6697 Approved
0.6436 Remote Similarity NPD1779 Approved
0.6436 Remote Similarity NPD1780 Approved
0.6379 Remote Similarity NPD7320 Approved
0.6364 Remote Similarity NPD6116 Phase 1
0.6349 Remote Similarity NPD7507 Approved
0.6348 Remote Similarity NPD6675 Approved
0.6348 Remote Similarity NPD5739 Approved
0.6348 Remote Similarity NPD6402 Approved
0.6348 Remote Similarity NPD7128 Approved
0.6328 Remote Similarity NPD7319 Approved
0.6327 Remote Similarity NPD3702 Approved
0.6325 Remote Similarity NPD6372 Approved
0.6325 Remote Similarity NPD6373 Approved
0.6303 Remote Similarity NPD8297 Approved
0.6303 Remote Similarity NPD6882 Approved
0.6293 Remote Similarity NPD5697 Approved
0.6293 Remote Similarity NPD5701 Approved
0.6263 Remote Similarity NPD6117 Approved
0.6239 Remote Similarity NPD8171 Discontinued
0.6239 Remote Similarity NPD6881 Approved
0.6239 Remote Similarity NPD6899 Approved
0.6218 Remote Similarity NPD6649 Approved
0.6218 Remote Similarity NPD6650 Approved
0.6211 Remote Similarity NPD229 Approved
0.6207 Remote Similarity NPD6008 Approved
0.6186 Remote Similarity NPD6013 Approved
0.6186 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6014 Approved
0.6186 Remote Similarity NPD6012 Approved
0.6176 Remote Similarity NPD6928 Phase 2
0.6162 Remote Similarity NPD3703 Phase 2
0.616 Remote Similarity NPD5983 Phase 2
0.616 Remote Similarity NPD6921 Approved
0.6154 Remote Similarity NPD3669 Approved
0.6154 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6134 Remote Similarity NPD7102 Approved
0.6134 Remote Similarity NPD7290 Approved
0.6134 Remote Similarity NPD6883 Approved
0.6129 Remote Similarity NPD7516 Approved
0.6124 Remote Similarity NPD6033 Approved
0.6116 Remote Similarity NPD8133 Approved
0.6102 Remote Similarity NPD6011 Approved
0.6098 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6083 Remote Similarity NPD8130 Phase 1
0.6083 Remote Similarity NPD6617 Approved
0.6083 Remote Similarity NPD6847 Approved
0.6083 Remote Similarity NPD6869 Approved
0.6082 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6063 Remote Similarity NPD7604 Phase 2
0.6061 Remote Similarity NPD6113 Clinical (unspecified phase)
0.605 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6048 Remote Similarity NPD7328 Approved
0.6048 Remote Similarity NPD7327 Approved
0.6018 Remote Similarity NPD4755 Approved
0.6 Remote Similarity NPD4634 Approved
0.6 Remote Similarity NPD5955 Clinical (unspecified phase)
0.598 Remote Similarity NPD4238 Approved
0.598 Remote Similarity NPD4802 Phase 2
0.5969 Remote Similarity NPD6336 Discontinued
0.595 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5913 Remote Similarity NPD5286 Approved
0.5913 Remote Similarity NPD4696 Approved
0.5913 Remote Similarity NPD5285 Approved
0.5913 Remote Similarity NPD4700 Approved
0.5906 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5902 Remote Similarity NPD6053 Discontinued
0.5895 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5887 Remote Similarity NPD6940 Discontinued
0.5887 Remote Similarity NPD6274 Approved
0.5882 Remote Similarity NPD6412 Phase 2
0.5882 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5856 Remote Similarity NPD8034 Phase 2
0.5856 Remote Similarity NPD8035 Phase 2
0.5814 Remote Similarity NPD8328 Phase 3
0.5812 Remote Similarity NPD5224 Approved
0.5812 Remote Similarity NPD5211 Phase 2
0.5812 Remote Similarity NPD5225 Approved
0.5812 Remote Similarity NPD5226 Approved
0.5812 Remote Similarity NPD4633 Approved
0.5789 Remote Similarity NPD371 Approved
0.5781 Remote Similarity NPD8296 Approved
0.5781 Remote Similarity NPD8380 Approved
0.5781 Remote Similarity NPD8335 Approved
0.5781 Remote Similarity NPD8379 Approved
0.5781 Remote Similarity NPD8378 Approved
0.5763 Remote Similarity NPD5175 Approved
0.5763 Remote Similarity NPD5174 Approved
0.575 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5748 Remote Similarity NPD7101 Approved
0.5748 Remote Similarity NPD7100 Approved
0.5743 Remote Similarity NPD1811 Approved
0.5743 Remote Similarity NPD1810 Approved
0.5739 Remote Similarity NPD6084 Phase 2
0.5739 Remote Similarity NPD6083 Phase 2
0.5726 Remote Similarity NPD5223 Approved
0.5714 Remote Similarity NPD5141 Approved
0.5714 Remote Similarity NPD6317 Approved
0.5703 Remote Similarity NPD8294 Approved
0.5703 Remote Similarity NPD8377 Approved
0.5702 Remote Similarity NPD5695 Phase 3
0.57 Remote Similarity NPD4809 Clinical (unspecified phase)
0.57 Remote Similarity NPD5777 Approved
0.57 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5699 Remote Similarity NPD3198 Approved
0.569 Remote Similarity NPD5696 Approved
0.5669 Remote Similarity NPD6313 Approved
0.5669 Remote Similarity NPD6335 Approved
0.5669 Remote Similarity NPD6314 Approved
0.5667 Remote Similarity NPD4767 Approved
0.5667 Remote Similarity NPD4768 Approved
0.5659 Remote Similarity NPD6909 Approved
0.5659 Remote Similarity NPD6908 Approved
0.5659 Remote Similarity NPD8033 Approved
0.5657 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5657 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5657 Remote Similarity NPD3698 Phase 2
0.5657 Remote Similarity NPD3700 Clinical (unspecified phase)
0.563 Remote Similarity NPD4754 Approved
0.561 Remote Similarity NPD6371 Approved
0.5607 Remote Similarity NPD6435 Approved
0.56 Remote Similarity NPD4244 Approved
0.56 Remote Similarity NPD4789 Approved
0.56 Remote Similarity NPD4245 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