Structure

Physi-Chem Properties

Molecular Weight:  578.4
Volume:  645.698
LogP:  10.068
LogD:  5.439
LogS:  -2.275
# Rotatable Bonds:  18
TPSA:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.043
Synthetic Accessibility Score:  3.387
Fsp3:  0.595
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  2
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.001
MDCK Permeability:  1.2199589036754332e-05
Pgp-inhibitor:  0.029
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.143
Plasma Protein Binding (PPB):  101.7455062866211%
Volume Distribution (VD):  6.713
Pgp-substrate:  0.6629823446273804%

ADMET: Metabolism

CYP1A2-inhibitor:  0.149
CYP1A2-substrate:  0.179
CYP2C19-inhibitor:  0.438
CYP2C19-substrate:  0.063
CYP2C9-inhibitor:  0.097
CYP2C9-substrate:  0.967
CYP2D6-inhibitor:  0.289
CYP2D6-substrate:  0.596
CYP3A4-inhibitor:  0.159
CYP3A4-substrate:  0.048

ADMET: Excretion

Clearance (CL):  1.795
Half-life (T1/2):  0.376

ADMET: Toxicity

hERG Blockers:  0.061
Human Hepatotoxicity (H-HT):  0.134
Drug-inuced Liver Injury (DILI):  0.025
AMES Toxicity:  0.166
Rat Oral Acute Toxicity:  0.059
Maximum Recommended Daily Dose:  0.37
Skin Sensitization:  0.97
Carcinogencity:  0.064
Eye Corrosion:  0.003
Eye Irritation:  0.835
Respiratory Toxicity:  0.708

Download Data

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

  Natural Product: NPC328107

Natural Product ID:  NPC328107
Common Name*:   ZDZOJQPZBICBMD-SEYXRHQNSA-N
IUPAC Name:   n.a.
Synonyms:   16-O-Oleoyl Neocryptotanshinone
Standard InCHIKey:  ZDZOJQPZBICBMD-SEYXRHQNSA-N
Standard InCHI:  InChI=1S/C37H54O5/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-31(38)42-26-27(2)32-34(39)29-23-24-30-28(21-20-25-37(30,3)4)33(29)36(41)35(32)40/h12-13,23-24,27,40H,5-11,14-22,25-26H2,1-4H3/b13-12-
SMILES:  CCCCCCCC/C=CCCCCCCCC(=O)OCC(C1=C(O)C(=O)c2c(C1=O)ccc1c2CCCC1(C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL445779
PubChem CID:   NA
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids

*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
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. root n.a. PMID[11374966]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[16038550]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[17583950]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[18855446]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[20455578]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[21775156]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23286284]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[24108414]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[27569393]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29185738]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[30351923]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. root n.a. PMID[3655791]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota roots n.a. n.a. PMID[9834151]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5743 Salvia miltiorrhiza Species Lamiaceae 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
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 5100.0 nM PMID[463299]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 50400.0 nM PMID[463299]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 100000.0 nM PMID[463299]

☑ 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 NPC328107 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
0.9661 High Similarity NPC318067
0.9237 High Similarity NPC202015
0.9231 High Similarity NPC222968
0.9231 High Similarity NPC323440
0.9231 High Similarity NPC80605
0.8992 High Similarity NPC318173
0.8966 High Similarity NPC143768
0.8917 High Similarity NPC204784
0.888 High Similarity NPC51448
0.888 High Similarity NPC115797
0.879 High Similarity NPC295664
0.8729 High Similarity NPC326664
0.8718 High Similarity NPC292834
0.8594 High Similarity NPC471832
0.8571 High Similarity NPC471721
0.8512 High Similarity NPC469843
0.8487 Intermediate Similarity NPC93287
0.8487 Intermediate Similarity NPC470253
0.8475 Intermediate Similarity NPC265513
0.8413 Intermediate Similarity NPC85511
0.8403 Intermediate Similarity NPC218855
0.8403 Intermediate Similarity NPC280789
0.8362 Intermediate Similarity NPC172483
0.8347 Intermediate Similarity NPC217111
0.8319 Intermediate Similarity NPC137315
0.8306 Intermediate Similarity NPC476645
0.8295 Intermediate Similarity NPC478162
0.8295 Intermediate Similarity NPC478165
0.8293 Intermediate Similarity NPC61651
0.8291 Intermediate Similarity NPC100767
0.8281 Intermediate Similarity NPC328997
0.8281 Intermediate Similarity NPC294050
0.8276 Intermediate Similarity NPC329282
0.8264 Intermediate Similarity NPC241851
0.8264 Intermediate Similarity NPC130591
0.8264 Intermediate Similarity NPC234637
0.8254 Intermediate Similarity NPC269923
0.8254 Intermediate Similarity NPC167323
0.822 Intermediate Similarity NPC21929
0.8197 Intermediate Similarity NPC215419
0.819 Intermediate Similarity NPC274443
0.8182 Intermediate Similarity NPC471481
0.8154 Intermediate Similarity NPC316553
0.8136 Intermediate Similarity NPC142326
0.8136 Intermediate Similarity NPC94751
0.8134 Intermediate Similarity NPC23894
0.8125 Intermediate Similarity NPC325740
0.8125 Intermediate Similarity NPC51079
0.8115 Intermediate Similarity NPC294458
0.8103 Intermediate Similarity NPC244427
0.8103 Intermediate Similarity NPC222390
0.8099 Intermediate Similarity NPC186128
0.8095 Intermediate Similarity NPC105709
0.8095 Intermediate Similarity NPC77000
0.8095 Intermediate Similarity NPC238861
0.8077 Intermediate Similarity NPC146239
0.8065 Intermediate Similarity NPC242764
0.8065 Intermediate Similarity NPC105141
0.806 Intermediate Similarity NPC203486
0.8051 Intermediate Similarity NPC134120
0.8051 Intermediate Similarity NPC471186
0.8034 Intermediate Similarity NPC329556
0.8034 Intermediate Similarity NPC247976
0.8031 Intermediate Similarity NPC472981
0.8 Intermediate Similarity NPC470765
0.8 Intermediate Similarity NPC474659
0.8 Intermediate Similarity NPC45794
0.7984 Intermediate Similarity NPC140118
0.7984 Intermediate Similarity NPC260886
0.7984 Intermediate Similarity NPC12881
0.7967 Intermediate Similarity NPC67377
0.7953 Intermediate Similarity NPC473243
0.7951 Intermediate Similarity NPC471189
0.7939 Intermediate Similarity NPC473220
0.7939 Intermediate Similarity NPC470753
0.7939 Intermediate Similarity NPC169913
0.7939 Intermediate Similarity NPC48992
0.7937 Intermediate Similarity NPC254233
0.7926 Intermediate Similarity NPC329913
0.792 Intermediate Similarity NPC158157
0.7917 Intermediate Similarity NPC203732
0.7907 Intermediate Similarity NPC65627
0.7903 Intermediate Similarity NPC470764
0.7891 Intermediate Similarity NPC144547
0.7891 Intermediate Similarity NPC476234
0.7886 Intermediate Similarity NPC469547
0.7886 Intermediate Similarity NPC477475
0.7886 Intermediate Similarity NPC477476
0.7869 Intermediate Similarity NPC474057
0.7868 Intermediate Similarity NPC212207
0.7863 Intermediate Similarity NPC275576
0.7863 Intermediate Similarity NPC128248
0.7863 Intermediate Similarity NPC476599
0.7863 Intermediate Similarity NPC225079
0.7863 Intermediate Similarity NPC133809
0.7863 Intermediate Similarity NPC136810
0.7857 Intermediate Similarity NPC268930
0.7857 Intermediate Similarity NPC152812
0.7852 Intermediate Similarity NPC144257
0.7851 Intermediate Similarity NPC192577
0.7845 Intermediate Similarity NPC134882
0.784 Intermediate Similarity NPC9274
0.784 Intermediate Similarity NPC135730
0.7833 Intermediate Similarity NPC37914
0.7823 Intermediate Similarity NPC196673
0.782 Intermediate Similarity NPC225103
0.7812 Intermediate Similarity NPC472680
0.7812 Intermediate Similarity NPC988
0.7812 Intermediate Similarity NPC472679
0.7812 Intermediate Similarity NPC289432
0.7805 Intermediate Similarity NPC66208
0.7794 Intermediate Similarity NPC310662
0.7794 Intermediate Similarity NPC126516
0.7778 Intermediate Similarity NPC221825
0.7778 Intermediate Similarity NPC472394
0.7778 Intermediate Similarity NPC212891
0.7769 Intermediate Similarity NPC112903
0.7761 Intermediate Similarity NPC472388
0.7761 Intermediate Similarity NPC473443
0.776 Intermediate Similarity NPC186933
0.776 Intermediate Similarity NPC93181
0.776 Intermediate Similarity NPC221275
0.776 Intermediate Similarity NPC228936
0.776 Intermediate Similarity NPC474095
0.7759 Intermediate Similarity NPC239185
0.7759 Intermediate Similarity NPC265220
0.7759 Intermediate Similarity NPC156021
0.7759 Intermediate Similarity NPC226041
0.7734 Intermediate Similarity NPC472708
0.7727 Intermediate Similarity NPC236405
0.7724 Intermediate Similarity NPC95126
0.7724 Intermediate Similarity NPC475002
0.7717 Intermediate Similarity NPC94425
0.7712 Intermediate Similarity NPC109514
0.7712 Intermediate Similarity NPC112552
0.7712 Intermediate Similarity NPC476993
0.771 Intermediate Similarity NPC472681
0.7705 Intermediate Similarity NPC470252
0.7692 Intermediate Similarity NPC75724
0.7686 Intermediate Similarity NPC185763
0.7686 Intermediate Similarity NPC83409
0.7681 Intermediate Similarity NPC309056
0.7681 Intermediate Similarity NPC472374
0.7681 Intermediate Similarity NPC472372
0.768 Intermediate Similarity NPC196075
0.768 Intermediate Similarity NPC153053
0.7674 Intermediate Similarity NPC475804
0.7674 Intermediate Similarity NPC474223
0.7674 Intermediate Similarity NPC474222
0.7674 Intermediate Similarity NPC476225
0.7674 Intermediate Similarity NPC475827
0.7674 Intermediate Similarity NPC232958
0.7671 Intermediate Similarity NPC474310
0.7669 Intermediate Similarity NPC81135
0.7669 Intermediate Similarity NPC15837
0.7661 Intermediate Similarity NPC471188
0.7661 Intermediate Similarity NPC270699
0.7661 Intermediate Similarity NPC82899
0.766 Intermediate Similarity NPC183540
0.766 Intermediate Similarity NPC182869
0.766 Intermediate Similarity NPC472546
0.7656 Intermediate Similarity NPC472697
0.7656 Intermediate Similarity NPC472698
0.7655 Intermediate Similarity NPC5568
0.7655 Intermediate Similarity NPC112216
0.7647 Intermediate Similarity NPC209851
0.7634 Intermediate Similarity NPC474159
0.7634 Intermediate Similarity NPC474254
0.7634 Intermediate Similarity NPC273336
0.7634 Intermediate Similarity NPC182333
0.763 Intermediate Similarity NPC25736
0.763 Intermediate Similarity NPC131684
0.763 Intermediate Similarity NPC117899
0.763 Intermediate Similarity NPC171460
0.7623 Intermediate Similarity NPC470391
0.7622 Intermediate Similarity NPC127857
0.7615 Intermediate Similarity NPC50872
0.7609 Intermediate Similarity NPC194970
0.7609 Intermediate Similarity NPC477896
0.7609 Intermediate Similarity NPC477893
0.7603 Intermediate Similarity NPC306799
0.7603 Intermediate Similarity NPC101043
0.76 Intermediate Similarity NPC13784
0.7594 Intermediate Similarity NPC9180
0.7594 Intermediate Similarity NPC100402
0.7594 Intermediate Similarity NPC137416
0.7591 Intermediate Similarity NPC15850
0.7591 Intermediate Similarity NPC472656
0.7581 Intermediate Similarity NPC1082
0.7581 Intermediate Similarity NPC291799
0.7581 Intermediate Similarity NPC210089
0.7581 Intermediate Similarity NPC305912
0.7576 Intermediate Similarity NPC77691
0.7576 Intermediate Similarity NPC469742
0.7576 Intermediate Similarity NPC472704
0.7576 Intermediate Similarity NPC307139
0.7574 Intermediate Similarity NPC472692
0.7574 Intermediate Similarity NPC471334
0.7574 Intermediate Similarity NPC27659
0.7574 Intermediate Similarity NPC470278

  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 NPC328107 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
0.8321 Intermediate Similarity NPD7961 Discontinued
0.8095 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.8049 Intermediate Similarity NPD5951 Approved
0.8034 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.8034 Intermediate Similarity NPD1929 Approved
0.8034 Intermediate Similarity NPD1930 Approved
0.8017 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7931 Intermediate Similarity NPD2066 Phase 3
0.7895 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7851 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7797 Intermediate Similarity NPD1932 Approved
0.7759 Intermediate Similarity NPD3495 Discontinued
0.7742 Intermediate Similarity NPD6858 Approved
0.7742 Intermediate Similarity NPD7094 Approved
0.7705 Intermediate Similarity NPD2329 Discontinued
0.763 Intermediate Similarity NPD7008 Discontinued
0.7622 Intermediate Similarity NPD7236 Approved
0.7615 Intermediate Similarity NPD4879 Approved
0.7615 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD7239 Suspended
0.748 Intermediate Similarity NPD2629 Approved
0.7442 Intermediate Similarity NPD7610 Discontinued
0.7419 Intermediate Similarity NPD2182 Approved
0.7414 Intermediate Similarity NPD7631 Approved
0.7414 Intermediate Similarity NPD1088 Approved
0.7385 Intermediate Similarity NPD7009 Phase 2
0.7373 Intermediate Similarity NPD1989 Approved
0.736 Intermediate Similarity NPD1317 Discontinued
0.7328 Intermediate Similarity NPD7609 Phase 3
0.7302 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD688 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD1693 Approved
0.7244 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD1089 Approved
0.7241 Intermediate Similarity NPD8166 Discontinued
0.7241 Intermediate Similarity NPD1086 Approved
0.7241 Intermediate Similarity NPD1090 Approved
0.7164 Intermediate Similarity NPD6287 Discontinued
0.7155 Intermediate Similarity NPD800 Approved
0.7154 Intermediate Similarity NPD6647 Phase 2
0.7154 Intermediate Similarity NPD4198 Discontinued
0.7153 Intermediate Similarity NPD2346 Discontinued
0.7153 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD7702 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD7003 Approved
0.7111 Intermediate Similarity NPD4878 Approved
0.7097 Intermediate Similarity NPD1237 Approved
0.7097 Intermediate Similarity NPD164 Approved
0.7097 Intermediate Similarity NPD5909 Discontinued
0.7086 Intermediate Similarity NPD7458 Discontinued
0.7034 Intermediate Similarity NPD1239 Approved
0.7025 Intermediate Similarity NPD1566 Phase 3
0.7025 Intermediate Similarity NPD1565 Approved
0.7025 Intermediate Similarity NPD1564 Approved
0.7021 Intermediate Similarity NPD6663 Approved
0.7015 Intermediate Similarity NPD2345 Approved
0.7 Intermediate Similarity NPD6010 Discontinued
0.6983 Remote Similarity NPD1087 Approved
0.6983 Remote Similarity NPD650 Approved
0.6978 Remote Similarity NPD5736 Approved
0.6953 Remote Similarity NPD2067 Discontinued
0.6923 Remote Similarity NPD7057 Phase 3
0.6923 Remote Similarity NPD7058 Phase 2
0.6918 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6911 Remote Similarity NPD7798 Approved
0.6897 Remote Similarity NPD2799 Discontinued
0.6897 Remote Similarity NPD7305 Phase 1
0.6892 Remote Similarity NPD4628 Phase 3
0.6889 Remote Similarity NPD2932 Approved
0.6887 Remote Similarity NPD6273 Approved
0.6863 Remote Similarity NPD3226 Approved
0.686 Remote Similarity NPD6048 Clinical (unspecified phase)
0.686 Remote Similarity NPD6049 Phase 2
0.6853 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6852 Remote Similarity NPD7799 Discontinued
0.6835 Remote Similarity NPD1470 Approved
0.6831 Remote Similarity NPD2313 Discontinued
0.6831 Remote Similarity NPD3764 Approved
0.6818 Remote Similarity NPD690 Clinical (unspecified phase)
0.6807 Remote Similarity NPD3673 Approved
0.6807 Remote Similarity NPD3672 Approved
0.6795 Remote Similarity NPD7819 Suspended
0.6791 Remote Similarity NPD6065 Approved
0.6788 Remote Similarity NPD4806 Approved
0.6788 Remote Similarity NPD5618 Discontinued
0.6788 Remote Similarity NPD4807 Approved
0.6783 Remote Similarity NPD7714 Approved
0.6783 Remote Similarity NPD7715 Approved
0.6777 Remote Similarity NPD1563 Approved
0.6774 Remote Similarity NPD1238 Approved
0.6767 Remote Similarity NPD3317 Approved
0.6765 Remote Similarity NPD5306 Approved
0.6765 Remote Similarity NPD3019 Approved
0.6765 Remote Similarity NPD4199 Phase 3
0.6765 Remote Similarity NPD5305 Approved
0.6763 Remote Similarity NPD1283 Approved
0.6753 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6753 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6739 Remote Similarity NPD3972 Approved
0.6738 Remote Similarity NPD7084 Phase 3
0.6735 Remote Similarity NPD5405 Approved
0.6735 Remote Similarity NPD5406 Approved
0.6735 Remote Similarity NPD5408 Approved
0.6735 Remote Similarity NPD5404 Approved
0.6723 Remote Similarity NPD5347 Phase 2
0.6723 Remote Similarity NPD5346 Phase 2
0.6719 Remote Similarity NPD6685 Approved
0.6711 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6692 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6692 Remote Similarity NPD4766 Approved
0.6691 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6691 Remote Similarity NPD182 Clinical (unspecified phase)
0.6687 Remote Similarity NPD8368 Discontinued
0.6686 Remote Similarity NPD8434 Phase 2
0.6686 Remote Similarity NPD8150 Discontinued
0.6667 Remote Similarity NPD8032 Phase 2
0.6667 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7713 Phase 3
0.6645 Remote Similarity NPD8165 Discontinued
0.6639 Remote Similarity NPD1202 Approved
0.6638 Remote Similarity NPD9491 Approved
0.6621 Remote Similarity NPD2979 Phase 3
0.6619 Remote Similarity NPD6637 Approved
0.6617 Remote Similarity NPD2652 Approved
0.6617 Remote Similarity NPD2650 Approved
0.6603 Remote Similarity NPD6599 Discontinued
0.6597 Remote Similarity NPD5422 Clinical (unspecified phase)
0.6594 Remote Similarity NPD4135 Approved
0.6594 Remote Similarity NPD4136 Approved
0.6594 Remote Similarity NPD3026 Approved
0.6594 Remote Similarity NPD4106 Approved
0.6594 Remote Similarity NPD3023 Approved
0.6593 Remote Similarity NPD405 Clinical (unspecified phase)
0.6583 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6582 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6569 Remote Similarity NPD5981 Approved
0.6569 Remote Similarity NPD1245 Approved
0.6569 Remote Similarity NPD3024 Approved
0.6569 Remote Similarity NPD3025 Approved
0.6568 Remote Similarity NPD8407 Phase 2
0.656 Remote Similarity NPD9495 Approved
0.6557 Remote Similarity NPD1508 Approved
0.6556 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6555 Remote Similarity NPD4793 Discontinued
0.6549 Remote Similarity NPD2798 Approved
0.6549 Remote Similarity NPD6085 Phase 2
0.6549 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6547 Remote Similarity NPD1281 Approved
0.6547 Remote Similarity NPD1201 Approved
0.6541 Remote Similarity NPD2607 Approved
0.6529 Remote Similarity NPD9256 Approved
0.6529 Remote Similarity NPD9258 Approved
0.6528 Remote Similarity NPD6966 Discovery
0.6525 Remote Similarity NPD1876 Approved
0.6512 Remote Similarity NPD5048 Discontinued
0.6506 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6496 Remote Similarity NPD9545 Approved
0.6496 Remote Similarity NPD7741 Discontinued
0.6496 Remote Similarity NPD4479 Discontinued
0.6491 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6485 Remote Similarity NPD7473 Discontinued
0.6484 Remote Similarity NPD5765 Approved
0.6484 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6483 Remote Similarity NPD3268 Approved
0.648 Remote Similarity NPD7902 Approved
0.6471 Remote Similarity NPD4574 Approved
0.6471 Remote Similarity NPD3300 Phase 2
0.6471 Remote Similarity NPD4576 Approved
0.6467 Remote Similarity NPD1471 Phase 3
0.6466 Remote Similarity NPD226 Approved
0.6463 Remote Similarity NPD6355 Discontinued
0.646 Remote Similarity NPD7075 Discontinued
0.6458 Remote Similarity NPD7055 Discontinued
0.6449 Remote Similarity NPD4105 Approved
0.6449 Remote Similarity NPD4102 Approved
0.6447 Remote Similarity NPD3750 Approved
0.6444 Remote Similarity NPD1246 Approved
0.6443 Remote Similarity NPD4308 Phase 3
0.6443 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6439 Remote Similarity NPD1752 Approved
0.6439 Remote Similarity NPD4234 Approved
0.6439 Remote Similarity NPD4233 Approved
0.6439 Remote Similarity NPD1756 Approved
0.6437 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6424 Remote Similarity NPD7997 Clinical (unspecified phase)
0.6423 Remote Similarity NPD6399 Phase 3
0.6419 Remote Similarity NPD3528 Clinical (unspecified phase)
0.6416 Remote Similarity NPD8360 Approved
0.6416 Remote Similarity NPD8435 Approved
0.6416 Remote Similarity NPD8361 Approved
0.64 Remote Similarity NPD1843 Approved
0.64 Remote Similarity NPD2531 Phase 2
0.64 Remote Similarity NPD2438 Suspended
0.64 Remote Similarity NPD2935 Discontinued
0.6391 Remote Similarity NPD6650 Approved
0.6391 Remote Similarity NPD6649 Approved
0.6387 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6387 Remote Similarity NPD2533 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