Structure

Physi-Chem Properties

Molecular Weight:  254.2
Volume:  300.965
LogP:  5.955
LogD:  4.496
LogS:  -5.968
# Rotatable Bonds:  1
TPSA:  0.0
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  0

MedChem Properties

QED Drug-Likeness Score:  0.591
Synthetic Accessibility Score:  3.391
Fsp3:  0.579
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.718
MDCK Permeability:  1.4726786503160838e-05
Pgp-inhibitor:  0.993
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.956
30% Bioavailability (F30%):  0.936

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.186
Plasma Protein Binding (PPB):  96.15995025634766%
Volume Distribution (VD):  1.721
Pgp-substrate:  2.9075708389282227%

ADMET: Metabolism

CYP1A2-inhibitor:  0.659
CYP1A2-substrate:  0.767
CYP2C19-inhibitor:  0.535
CYP2C19-substrate:  0.915
CYP2C9-inhibitor:  0.427
CYP2C9-substrate:  0.507
CYP2D6-inhibitor:  0.796
CYP2D6-substrate:  0.869
CYP3A4-inhibitor:  0.832
CYP3A4-substrate:  0.689

ADMET: Excretion

Clearance (CL):  7.612
Half-life (T1/2):  0.025

ADMET: Toxicity

hERG Blockers:  0.077
Human Hepatotoxicity (H-HT):  0.141
Drug-inuced Liver Injury (DILI):  0.534
AMES Toxicity:  0.018
Rat Oral Acute Toxicity:  0.414
Maximum Recommended Daily Dose:  0.888
Skin Sensitization:  0.257
Carcinogencity:  0.185
Eye Corrosion:  0.041
Eye Irritation:  0.687
Respiratory Toxicity:  0.646

Download Data

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Similar NPs/Drugs  

  Natural Product: NPC3190

Natural Product ID:  NPC3190
Common Name*:   (4As,10As)-4A-Methyl-1-Methylidene-7-Propan-2-Yl-2,3,4,9,10,10A-Hexahydrophenanthrene
IUPAC Name:   (4aS,10aS)-4a-methyl-1-methylidene-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene
Synonyms:  
Standard InCHIKey:  ZPQHNIHJSIZREW-HKUYNNGSSA-N
Standard InCHI:  InChI=1S/C19H26/c1-13(2)15-7-10-18-16(12-15)8-9-17-14(3)6-5-11-19(17,18)4/h7,10,12-13,17H,3,5-6,8-9,11H2,1-2,4H3/t17-,19-/m0/s1
SMILES:  CC(C)c1ccc2c(CC[C@H]3C(=C)CCC[C@]23C)c1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL12576
PubChem CID:   44268166
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
NPO28778 Eucalyptus viminalis Species Myrtaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/BF00579992]
NPO28641 Tubocapsicum anomalum Species Solanaceae Eukaryota stems, roots, and leaves Da-Han Mountain, Kaohsiung, Taiwan 2004-OCT PMID[17417907]
NPO28641 Tubocapsicum anomalum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[17417907]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[19829679]
NPO28807 Laggera pterodonta Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[20506820]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. root n.a. PMID[21087019]
NPO14130 Phagnalon rupestre Species Asteraceae Eukaryota n.a. aerial part n.a. PMID[21469692]
NPO14130 Phagnalon rupestre Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[21469692]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[22314230]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23521110]
NPO28765 Miliusa balansae Species Annonaceae Eukaryota leaves n.a. n.a. PMID[26238320]
NPO28171 Anacyclus pyrethrum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[29775308]
NPO28688 Aster tataricus Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[30931559]
NPO28701 Salvia lanigera Species Lamiaceae Eukaryota n.a. root n.a. PMID[8824952]
NPO27927 Alligator sinensis Species Alligatoridae Eukaryota n.a. n.a. n.a. PMID[9287418]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[9834167]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28464 Mentha sylvestris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28765 Miliusa balansae Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28326 Uncaria longiflora Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28778 Eucalyptus viminalis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28895 Pinus monticola Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28688 Aster tataricus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28830 Acronychia haplophylla Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28669 Cuscuta australis Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO28830 Acronychia haplophylla Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27988 Salvia pisidica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28778 Eucalyptus viminalis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28895 Pinus monticola Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28464 Mentha sylvestris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28932 Myrrhis odorata Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28326 Uncaria longiflora Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28688 Aster tataricus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24010 Buglossoides arvensis Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28669 Cuscuta australis Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28765 Miliusa balansae Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28688 Aster tataricus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28778 Eucalyptus viminalis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28830 Acronychia haplophylla Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28669 Cuscuta australis Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28688 Aster tataricus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28807 Laggera pterodonta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23092 Ammodendron karelinii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28765 Miliusa balansae Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28489 Euphrasia regelii Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21547 Crinum giganteum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28559 Julbernardia globifera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28196 Brachylaena perrieri Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28545 Scymnorhinus lichia n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO28233 Diplotropis ferruginea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28842 Oscillatoria raoi Species Oscillatoriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO28578 Uperoleia inundata Species Myobatrachidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17288 Piliostigma thonningii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28623 Phlox decussata Species Polemoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28807 Laggera pterodonta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28280 Cetraria komarovii Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28213 Humicola grisea Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27988 Salvia pisidica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28688 Aster tataricus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28855 Salix petiolaris Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28435 Solanum crinitum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28669 Cuscuta australis Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28414 Medicosma fareana Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28127 Ursinia speciosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28384 Ascotricha chartarum Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28065 Pentachondra pumila Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24010 Buglossoides arvensis Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28266 Phlomis ostrowskiana Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28778 Eucalyptus viminalis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28337 Pimpinella peregrina Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24144 Ophiomastix mixta Species Ophiocomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28171 Anacyclus pyrethrum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28464 Mentha sylvestris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27880 Mimusops laurifolia Species Sapotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28932 Myrrhis odorata Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28739 Othonna macrophylla Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14130 Phagnalon rupestre Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27968 Phoma linga Species Didymellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28112 Amauris niavius Species Nymphalidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28830 Acronychia haplophylla Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28501 Hortonia angustifolia Species Monimiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28895 Pinus monticola Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28641 Tubocapsicum anomalum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28326 Uncaria longiflora Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28145 Dendrodoris limbata Species Dendrodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28701 Salvia lanigera Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27927 Alligator sinensis Species Alligatoridae 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
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 10.0 ug.mL-1 PMID[502353]

☑ 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 NPC3190 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 NPC249018
0.9726 High Similarity NPC159661
0.9437 High Similarity NPC54269
0.8919 High Similarity NPC307195
0.8831 High Similarity NPC315216
0.8784 High Similarity NPC258492
0.8784 High Similarity NPC96835
0.8767 High Similarity NPC226999
0.8767 High Similarity NPC39799
0.8767 High Similarity NPC193578
0.8767 High Similarity NPC158028
0.8767 High Similarity NPC135433
0.8767 High Similarity NPC1008
0.8767 High Similarity NPC280135
0.8767 High Similarity NPC87099
0.8765 High Similarity NPC60408
0.8732 High Similarity NPC6107
0.863 High Similarity NPC72670
0.8592 High Similarity NPC289915
0.8592 High Similarity NPC178527
0.8592 High Similarity NPC113837
0.8571 High Similarity NPC245896
0.8571 High Similarity NPC66270
0.8554 High Similarity NPC298115
0.8493 Intermediate Similarity NPC246822
0.8493 Intermediate Similarity NPC139416
0.8493 Intermediate Similarity NPC213570
0.8451 Intermediate Similarity NPC155172
0.8451 Intermediate Similarity NPC198023
0.8451 Intermediate Similarity NPC32312
0.8354 Intermediate Similarity NPC50063
0.8353 Intermediate Similarity NPC125226
0.8353 Intermediate Similarity NPC220596
0.831 Intermediate Similarity NPC88566
0.831 Intermediate Similarity NPC45756
0.8219 Intermediate Similarity NPC267443
0.8169 Intermediate Similarity NPC29680
0.8169 Intermediate Similarity NPC71009
0.8133 Intermediate Similarity NPC251490
0.8101 Intermediate Similarity NPC255345
0.8028 Intermediate Similarity NPC135924
0.8028 Intermediate Similarity NPC54368
0.8028 Intermediate Similarity NPC310758
0.8028 Intermediate Similarity NPC150196
0.8028 Intermediate Similarity NPC238023
0.8028 Intermediate Similarity NPC210849
0.8028 Intermediate Similarity NPC248705
0.7978 Intermediate Similarity NPC219573
0.7978 Intermediate Similarity NPC185208
0.7945 Intermediate Similarity NPC291066
0.7922 Intermediate Similarity NPC1901
0.7917 Intermediate Similarity NPC22786
0.7889 Intermediate Similarity NPC324602
0.7887 Intermediate Similarity NPC147062
0.7848 Intermediate Similarity NPC110264
0.7808 Intermediate Similarity NPC113670
0.7805 Intermediate Similarity NPC242628
0.7778 Intermediate Similarity NPC246588
0.7746 Intermediate Similarity NPC8235
0.7746 Intermediate Similarity NPC64270
0.7717 Intermediate Similarity NPC221825
0.7692 Intermediate Similarity NPC239185
0.7671 Intermediate Similarity NPC66517
0.7662 Intermediate Similarity NPC263385
0.764 Intermediate Similarity NPC323420
0.7634 Intermediate Similarity NPC136810
0.7634 Intermediate Similarity NPC133809
0.7634 Intermediate Similarity NPC128248
0.7634 Intermediate Similarity NPC476993
0.7614 Intermediate Similarity NPC26224
0.7609 Intermediate Similarity NPC134882
0.7606 Intermediate Similarity NPC300345
0.7606 Intermediate Similarity NPC120441
0.7606 Intermediate Similarity NPC212114
0.7606 Intermediate Similarity NPC65873
0.7568 Intermediate Similarity NPC21211
0.7529 Intermediate Similarity NPC267704
0.75 Intermediate Similarity NPC265220
0.75 Intermediate Similarity NPC114327
0.75 Intermediate Similarity NPC226041
0.75 Intermediate Similarity NPC36357
0.7474 Intermediate Similarity NPC19856
0.7465 Intermediate Similarity NPC269586
0.7465 Intermediate Similarity NPC198841
0.7447 Intermediate Similarity NPC109514
0.7419 Intermediate Similarity NPC75724
0.7396 Intermediate Similarity NPC56168
0.7324 Intermediate Similarity NPC149436
0.7324 Intermediate Similarity NPC277704
0.732 Intermediate Similarity NPC471186
0.732 Intermediate Similarity NPC243601
0.7308 Intermediate Similarity NPC473206
0.7294 Intermediate Similarity NPC230068
0.7283 Intermediate Similarity NPC260233
0.7263 Intermediate Similarity NPC225079
0.7253 Intermediate Similarity NPC59677
0.7253 Intermediate Similarity NPC153885
0.725 Intermediate Similarity NPC212463
0.7245 Intermediate Similarity NPC94751
0.7245 Intermediate Similarity NPC142326
0.7234 Intermediate Similarity NPC49994
0.7229 Intermediate Similarity NPC103488
0.72 Intermediate Similarity NPC200745
0.7174 Intermediate Similarity NPC238219
0.7174 Intermediate Similarity NPC289883
0.7172 Intermediate Similarity NPC472979
0.7172 Intermediate Similarity NPC21929
0.7172 Intermediate Similarity NPC27252
0.7162 Intermediate Similarity NPC169110
0.7143 Intermediate Similarity NPC475023
0.7143 Intermediate Similarity NPC475059
0.7143 Intermediate Similarity NPC133461
0.7126 Intermediate Similarity NPC133162
0.71 Intermediate Similarity NPC472982
0.71 Intermediate Similarity NPC470252
0.71 Intermediate Similarity NPC475006
0.71 Intermediate Similarity NPC149455
0.71 Intermediate Similarity NPC64642
0.7089 Intermediate Similarity NPC200936
0.7089 Intermediate Similarity NPC297358
0.7083 Intermediate Similarity NPC474582
0.7065 Intermediate Similarity NPC475057
0.7065 Intermediate Similarity NPC155232
0.7059 Intermediate Similarity NPC157055
0.7059 Intermediate Similarity NPC17408
0.7059 Intermediate Similarity NPC285716
0.7033 Intermediate Similarity NPC277277
0.7 Intermediate Similarity NPC472980
0.7 Intermediate Similarity NPC267262
0.6966 Remote Similarity NPC160339
0.6966 Remote Similarity NPC307
0.6962 Remote Similarity NPC22760
0.6961 Remote Similarity NPC475002
0.6961 Remote Similarity NPC95126
0.6961 Remote Similarity NPC265513
0.6939 Remote Similarity NPC475939
0.6939 Remote Similarity NPC472691
0.6939 Remote Similarity NPC474866
0.6939 Remote Similarity NPC471829
0.6923 Remote Similarity NPC36440
0.6915 Remote Similarity NPC472880
0.6907 Remote Similarity NPC245927
0.6905 Remote Similarity NPC9796
0.6893 Remote Similarity NPC280789
0.6893 Remote Similarity NPC471189
0.6893 Remote Similarity NPC471188
0.6882 Remote Similarity NPC314690
0.6882 Remote Similarity NPC1682
0.6882 Remote Similarity NPC188844
0.6867 Remote Similarity NPC276699
0.6848 Remote Similarity NPC173413
0.6848 Remote Similarity NPC19256
0.6837 Remote Similarity NPC239854
0.6827 Remote Similarity NPC93287
0.6813 Remote Similarity NPC153308
0.68 Remote Similarity NPC474695
0.6795 Remote Similarity NPC264470
0.6778 Remote Similarity NPC164526
0.6778 Remote Similarity NPC243166
0.6774 Remote Similarity NPC284475
0.6774 Remote Similarity NPC470926
0.6774 Remote Similarity NPC103346
0.6771 Remote Similarity NPC133135
0.6771 Remote Similarity NPC251579
0.6762 Remote Similarity NPC471721
0.6744 Remote Similarity NPC272260
0.6742 Remote Similarity NPC95429
0.6739 Remote Similarity NPC418308
0.6735 Remote Similarity NPC472879
0.6733 Remote Similarity NPC472700
0.6733 Remote Similarity NPC472699
0.6731 Remote Similarity NPC260323
0.6731 Remote Similarity NPC176279
0.6706 Remote Similarity NPC298023
0.6706 Remote Similarity NPC290638
0.6703 Remote Similarity NPC69057
0.6702 Remote Similarity NPC128645
0.6701 Remote Similarity NPC120393
0.67 Remote Similarity NPC472221
0.67 Remote Similarity NPC472222
0.6698 Remote Similarity NPC221275
0.6698 Remote Similarity NPC215419
0.6698 Remote Similarity NPC195922
0.6667 Remote Similarity NPC472696
0.6667 Remote Similarity NPC184030
0.6667 Remote Similarity NPC250323
0.6667 Remote Similarity NPC472701
0.6667 Remote Similarity NPC5324
0.6667 Remote Similarity NPC470253
0.6667 Remote Similarity NPC164449
0.6667 Remote Similarity NPC472683
0.6667 Remote Similarity NPC477703
0.6667 Remote Similarity NPC469893
0.6667 Remote Similarity NPC472695
0.6667 Remote Similarity NPC50266
0.6636 Remote Similarity NPC469719
0.6635 Remote Similarity NPC141782
0.663 Remote Similarity NPC157778
0.6629 Remote Similarity NPC477770
0.6628 Remote Similarity NPC224544

  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 NPC3190 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
0.8395 Intermediate Similarity NPD4544 Approved
0.7808 Intermediate Similarity NPD675 Discontinued
0.7753 Intermediate Similarity NPD2878 Approved
0.7753 Intermediate Similarity NPD3980 Approved
0.7753 Intermediate Similarity NPD3982 Approved
0.7692 Intermediate Similarity NPD5598 Approved
0.7692 Intermediate Similarity NPD5597 Approved
0.7692 Intermediate Similarity NPD3495 Discontinued
0.7667 Intermediate Similarity NPD6048 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD6049 Phase 2
0.747 Intermediate Similarity NPD3904 Approved
0.747 Intermediate Similarity NPD3981 Approved
0.747 Intermediate Similarity NPD3979 Approved
0.747 Intermediate Similarity NPD3903 Approved
0.7447 Intermediate Similarity NPD6354 Discontinued
0.7412 Intermediate Similarity NPD4635 Approved
0.7391 Intermediate Similarity NPD3093 Approved
0.7356 Intermediate Similarity NPD3099 Discontinued
0.7253 Intermediate Similarity NPD4407 Approved
0.7253 Intermediate Similarity NPD4405 Approved
0.7253 Intermediate Similarity NPD4408 Approved
0.7209 Intermediate Similarity NPD5288 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD3035 Approved
0.7159 Intermediate Similarity NPD4406 Approved
0.7159 Intermediate Similarity NPD4636 Approved
0.7159 Intermediate Similarity NPD4409 Approved
0.7126 Intermediate Similarity NPD3427 Approved
0.7126 Intermediate Similarity NPD3429 Approved
0.7093 Intermediate Similarity NPD4170 Approved
0.7093 Intermediate Similarity NPD4701 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD4169 Approved
0.7089 Intermediate Similarity NPD9497 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD1673 Approved
0.7079 Intermediate Similarity NPD3426 Approved
0.7079 Intermediate Similarity NPD3428 Approved
0.7053 Intermediate Similarity NPD5832 Phase 3
0.7045 Intermediate Similarity NPD5734 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD3344 Approved
0.7033 Intermediate Similarity NPD3346 Approved
0.7021 Intermediate Similarity NPD2895 Discontinued
0.7011 Intermediate Similarity NPD3971 Phase 1
0.7011 Intermediate Similarity NPD2001 Discontinued
0.7 Intermediate Similarity NPD5675 Discontinued
0.7 Intermediate Similarity NPD3345 Approved
0.6989 Remote Similarity NPD4545 Approved
0.6989 Remote Similarity NPD4542 Approved
0.6977 Remote Similarity NPD4026 Approved
0.6977 Remote Similarity NPD4027 Approved
0.6905 Remote Similarity NPD4144 Approved
0.6905 Remote Similarity NPD4147 Approved
0.6882 Remote Similarity NPD7631 Approved
0.686 Remote Similarity NPD260 Discontinued
0.6854 Remote Similarity NPD5916 Discontinued
0.6854 Remote Similarity NPD2205 Approved
0.6854 Remote Similarity NPD2208 Approved
0.6848 Remote Similarity NPD5915 Approved
0.6842 Remote Similarity NPD6472 Discontinued
0.6795 Remote Similarity NPD173 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7609 Phase 3
0.6768 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6744 Remote Similarity NPD1475 Approved
0.6733 Remote Similarity NPD7170 Discontinued
0.6707 Remote Similarity NPD294 Approved
0.6707 Remote Similarity NPD292 Approved
0.6703 Remote Similarity NPD2002 Discontinued
0.6703 Remote Similarity NPD4146 Approved
0.6703 Remote Similarity NPD4145 Approved
0.6667 Remote Similarity NPD5964 Phase 2
0.6667 Remote Similarity NPD5963 Phase 2
0.6667 Remote Similarity NPD1617 Discontinued
0.6667 Remote Similarity NPD4321 Approved
0.6629 Remote Similarity NPD4000 Phase 3
0.6598 Remote Similarity NPD2487 Clinical (unspecified phase)
0.6596 Remote Similarity NPD4543 Discontinued
0.6562 Remote Similarity NPD5554 Approved
0.6559 Remote Similarity NPD771 Phase 3
0.6559 Remote Similarity NPD5656 Clinical (unspecified phase)
0.6556 Remote Similarity NPD5178 Approved
0.6542 Remote Similarity NPD5951 Approved
0.6535 Remote Similarity NPD4936 Approved
0.6535 Remote Similarity NPD4937 Approved
0.6531 Remote Similarity NPD4263 Approved
0.6531 Remote Similarity NPD4813 Approved
0.6526 Remote Similarity NPD1088 Approved
0.6522 Remote Similarity NPD650 Approved
0.6522 Remote Similarity NPD1087 Approved
0.65 Remote Similarity NPD5753 Discontinued
0.6495 Remote Similarity NPD2005 Discontinued
0.6452 Remote Similarity NPD1101 Approved
0.6444 Remote Similarity NPD1185 Approved
0.6437 Remote Similarity NPD79 Approved
0.6437 Remote Similarity NPD9563 Approved
0.6437 Remote Similarity NPD9564 Approved
0.6429 Remote Similarity NPD713 Clinical (unspecified phase)
0.6413 Remote Similarity NPD5252 Clinical (unspecified phase)
0.6392 Remote Similarity NPD3772 Phase 3
0.6392 Remote Similarity NPD4094 Approved
0.6374 Remote Similarity NPD2539 Approved
0.6374 Remote Similarity NPD2538 Approved
0.6364 Remote Similarity NPD590 Approved
0.6364 Remote Similarity NPD589 Approved
0.6355 Remote Similarity NPD7094 Approved
0.6355 Remote Similarity NPD6858 Approved
0.6353 Remote Similarity NPD9591 Approved
0.6353 Remote Similarity NPD9594 Approved
0.6353 Remote Similarity NPD9590 Approved
0.6353 Remote Similarity NPD9593 Approved
0.6353 Remote Similarity NPD9588 Approved
0.6353 Remote Similarity NPD9589 Approved
0.6353 Remote Similarity NPD9592 Approved
0.6353 Remote Similarity NPD80 Approved
0.6346 Remote Similarity NPD2342 Discontinued
0.6327 Remote Similarity NPD3456 Approved
0.6327 Remote Similarity NPD1989 Approved
0.6327 Remote Similarity NPD3458 Approved
0.6327 Remote Similarity NPD3457 Approved
0.6316 Remote Similarity NPD1086 Approved
0.6316 Remote Similarity NPD1089 Approved
0.6316 Remote Similarity NPD1090 Approved
0.63 Remote Similarity NPD4737 Phase 2
0.63 Remote Similarity NPD2066 Phase 3
0.6292 Remote Similarity NPD914 Suspended
0.6292 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6292 Remote Similarity NPD5371 Approved
0.6292 Remote Similarity NPD5372 Approved
0.6289 Remote Similarity NPD1563 Approved
0.6264 Remote Similarity NPD423 Phase 3
0.6263 Remote Similarity NPD4657 Approved
0.6263 Remote Similarity NPD4655 Approved
0.625 Remote Similarity NPD3000 Approved
0.625 Remote Similarity NPD2997 Approved
0.625 Remote Similarity NPD2998 Approved
0.6235 Remote Similarity NPD9728 Phase 1
0.6224 Remote Similarity NPD4814 Discontinued
0.6224 Remote Similarity NPD2656 Approved
0.6224 Remote Similarity NPD2655 Approved
0.6224 Remote Similarity NPD688 Clinical (unspecified phase)
0.6222 Remote Similarity NPD942 Approved
0.6216 Remote Similarity NPD7610 Discontinued
0.6211 Remote Similarity NPD800 Approved
0.6204 Remote Similarity NPD7635 Approved
0.62 Remote Similarity NPD4117 Approved
0.6195 Remote Similarity NPD4199 Phase 3
0.6195 Remote Similarity NPD7163 Clinical (unspecified phase)
0.619 Remote Similarity NPD2207 Approved
0.619 Remote Similarity NPD2206 Approved
0.6186 Remote Similarity NPD1508 Approved
0.6182 Remote Similarity NPD3317 Approved
0.618 Remote Similarity NPD1052 Approved
0.618 Remote Similarity NPD1051 Approved
0.618 Remote Similarity NPD1053 Approved
0.6176 Remote Similarity NPD4735 Approved
0.6176 Remote Similarity NPD6027 Approved
0.6176 Remote Similarity NPD4734 Approved
0.6176 Remote Similarity NPD6024 Approved
0.617 Remote Similarity NPD783 Approved
0.617 Remote Similarity NPD782 Approved
0.617 Remote Similarity NPD781 Approved
0.617 Remote Similarity NPD780 Approved
0.6168 Remote Similarity NPD2384 Clinical (unspecified phase)
0.6168 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6163 Remote Similarity NPD505 Clinical (unspecified phase)
0.6162 Remote Similarity NPD3832 Clinical (unspecified phase)
0.6161 Remote Similarity NPD3091 Approved
0.6147 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6146 Remote Similarity NPD3672 Approved
0.6146 Remote Similarity NPD3673 Approved
0.6146 Remote Similarity NPD2811 Clinical (unspecified phase)
0.6146 Remote Similarity NPD4728 Approved
0.6139 Remote Similarity NPD1946 Clinical (unspecified phase)
0.6139 Remote Similarity NPD4008 Approved
0.6139 Remote Similarity NPD4007 Approved
0.6136 Remote Similarity NPD603 Approved
0.6122 Remote Similarity NPD6549 Approved
0.6122 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6122 Remote Similarity NPD845 Approved
0.6122 Remote Similarity NPD6548 Approved
0.6122 Remote Similarity NPD1409 Phase 3
0.6106 Remote Similarity NPD3024 Approved
0.6106 Remote Similarity NPD3025 Approved
0.61 Remote Similarity NPD1566 Phase 3
0.61 Remote Similarity NPD1565 Approved
0.61 Remote Similarity NPD1564 Approved
0.61 Remote Similarity NPD1875 Phase 1
0.6091 Remote Similarity NPD2508 Discontinued
0.6082 Remote Similarity NPD517 Discontinued
0.6082 Remote Similarity NPD1239 Approved
0.6078 Remote Similarity NPD1916 Discontinued
0.6078 Remote Similarity NPD5630 Phase 1
0.6067 Remote Similarity NPD296 Approved
0.6067 Remote Similarity NPD295 Approved
0.6067 Remote Similarity NPD293 Approved
0.6061 Remote Similarity NPD1693 Approved
0.6053 Remote Similarity NPD3019 Approved
0.6053 Remote Similarity NPD3095 Discontinued
0.6053 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6053 Remote Similarity NPD4059 Approved
0.6042 Remote Similarity NPD5347 Phase 2
0.6042 Remote Similarity NPD5346 Phase 2
0.602 Remote Similarity NPD752 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