Structure

Physi-Chem Properties

Molecular Weight:  134.11
Volume:  165.05
LogP:  3.998
LogD:  3.819
LogS:  -4.127
# Rotatable Bonds:  1
TPSA:  0.0
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  0

MedChem Properties

QED Drug-Likeness Score:  0.511
Synthetic Accessibility Score:  1.254
Fsp3:  0.4
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.339
MDCK Permeability:  1.9482715288177133e-05
Pgp-inhibitor:  0.049
Pgp-substrate:  0.016
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.677
30% Bioavailability (F30%):  0.074

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.366
Plasma Protein Binding (PPB):  94.21269989013672%
Volume Distribution (VD):  3.093
Pgp-substrate:  8.52868366241455%

ADMET: Metabolism

CYP1A2-inhibitor:  0.957
CYP1A2-substrate:  0.832
CYP2C19-inhibitor:  0.824
CYP2C19-substrate:  0.751
CYP2C9-inhibitor:  0.514
CYP2C9-substrate:  0.442
CYP2D6-inhibitor:  0.245
CYP2D6-substrate:  0.243
CYP3A4-inhibitor:  0.056
CYP3A4-substrate:  0.481

ADMET: Excretion

Clearance (CL):  7.247
Half-life (T1/2):  0.333

ADMET: Toxicity

hERG Blockers:  0.031
Human Hepatotoxicity (H-HT):  0.029
Drug-inuced Liver Injury (DILI):  0.04
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.116
Maximum Recommended Daily Dose:  0.043
Skin Sensitization:  0.506
Carcinogencity:  0.136
Eye Corrosion:  0.988
Eye Irritation:  0.994
Respiratory Toxicity:  0.12

Download Data

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

  Natural Product: NPC29680

Natural Product ID:  NPC29680
Common Name*:   Tert-Butylbenzene
IUPAC Name:   tert-butylbenzene
Synonyms:   tert-Butylbenzene
Standard InCHIKey:  YTZKOQUCBOVLHL-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H14/c1-10(2,3)9-7-5-4-6-8-9/h4-8H,1-3H3
SMILES:  CC(c1ccccc1)(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1797277
PubChem CID:   7366
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0002811] Phenylpropanes

*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
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.1016/j.foodchem.2009.03.042]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.3136/fstr.15.499]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/AJB10.140]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/AJB2010.000-3252]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/JMPR.9000078]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. flower n.a. PMID[12130858]
NPO8187 Schisandra chinensis Species Schisandraceae Eukaryota n.a. n.a. n.a. PMID[16562834]
NPO8187 Schisandra chinensis Species Schisandraceae Eukaryota n.a. fruit n.a. PMID[24155209]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers Tongxiang, China n.a. PMID[24621197]
NPO8187 Schisandra chinensis Species Schisandraceae Eukaryota n.a. n.a. n.a. PMID[24959987]
NPO8187 Schisandra chinensis Species Schisandraceae Eukaryota n.a. n.a. n.a. PMID[25302569]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[26099993]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Flowers n.a. n.a. PMID[28156114]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. PMID[28248102]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[29400471]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Aerial Parts n.a. n.a. PMID[30726671]
NPO16741 Codonopsis pilosula Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8187 Schisandra chinensis Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16741 Codonopsis pilosula Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8187 Schisandra chinensis Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27661 Radix codonopsis pilosulae Species Lymnaeidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8187 Schisandra chinensis Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16741 Codonopsis pilosula Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16741 Codonopsis pilosula Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8187 Schisandra chinensis Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16741 Codonopsis pilosula Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8187 Schisandra chinensis Species Schisandraceae 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
NPT35 Others n.a. LogP = 4.118 n.a. PMID[510600]
NPT35 Others n.a. LogP = 4.11 n.a. PMID[510601]
NPT2 Others Unspecified Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1949.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 38570.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 54941 nM PubChem BioAssay data set

☑ 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 NPC29680 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
0.9508 High Similarity NPC178527
0.9492 High Similarity NPC135924
0.931 High Similarity NPC120441
0.931 High Similarity NPC212114
0.931 High Similarity NPC65873
0.931 High Similarity NPC300345
0.918 High Similarity NPC88566
0.9167 High Similarity NPC238023
0.9167 High Similarity NPC150196
0.9167 High Similarity NPC310758
0.9167 High Similarity NPC248705
0.9167 High Similarity NPC210849
0.9167 High Similarity NPC54368
0.9138 High Similarity NPC269586
0.9138 High Similarity NPC198841
0.9032 High Similarity NPC155172
0.9032 High Similarity NPC198023
0.9032 High Similarity NPC32312
0.9 High Similarity NPC147062
0.8966 High Similarity NPC149436
0.8966 High Similarity NPC277704
0.8871 High Similarity NPC113670
0.8871 High Similarity NPC45756
0.8852 High Similarity NPC246588
0.8833 High Similarity NPC64270
0.8833 High Similarity NPC8235
0.875 High Similarity NPC267443
0.875 High Similarity NPC6107
0.871 High Similarity NPC66517
0.871 High Similarity NPC71009
0.8689 High Similarity NPC169110
0.8657 High Similarity NPC212463
0.8594 High Similarity NPC289915
0.8594 High Similarity NPC113837
0.8571 High Similarity NPC21211
0.8525 High Similarity NPC36357
0.8525 High Similarity NPC114327
0.8485 Intermediate Similarity NPC139416
0.8485 Intermediate Similarity NPC246822
0.8485 Intermediate Similarity NPC213570
0.8438 Intermediate Similarity NPC291066
0.8413 Intermediate Similarity NPC22786
0.8235 Intermediate Similarity NPC280135
0.8235 Intermediate Similarity NPC158028
0.8235 Intermediate Similarity NPC193578
0.8235 Intermediate Similarity NPC87099
0.8235 Intermediate Similarity NPC226999
0.8235 Intermediate Similarity NPC1008
0.8235 Intermediate Similarity NPC39799
0.8235 Intermediate Similarity NPC135433
0.8209 Intermediate Similarity NPC473206
0.8169 Intermediate Similarity NPC249018
0.8169 Intermediate Similarity NPC3190
0.8154 Intermediate Similarity NPC264470
0.8125 Intermediate Similarity NPC200745
0.8116 Intermediate Similarity NPC54269
0.8088 Intermediate Similarity NPC263385
0.8088 Intermediate Similarity NPC72670
0.8088 Intermediate Similarity NPC251490
0.806 Intermediate Similarity NPC22760
0.8 Intermediate Similarity NPC50266
0.7969 Intermediate Similarity NPC45255
0.7945 Intermediate Similarity NPC159661
0.7941 Intermediate Similarity NPC200936
0.7941 Intermediate Similarity NPC297358
0.7887 Intermediate Similarity NPC307195
0.7857 Intermediate Similarity NPC1901
0.7812 Intermediate Similarity NPC147578
0.7794 Intermediate Similarity NPC311343
0.7778 Intermediate Similarity NPC110264
0.7761 Intermediate Similarity NPC36440
0.7746 Intermediate Similarity NPC258492
0.7746 Intermediate Similarity NPC96835
0.7714 Intermediate Similarity NPC74458
0.7692 Intermediate Similarity NPC200624
0.7681 Intermediate Similarity NPC98880
0.7671 Intermediate Similarity NPC298023
0.7639 Intermediate Similarity NPC276699
0.7639 Intermediate Similarity NPC189371
0.7632 Intermediate Similarity NPC230068
0.7606 Intermediate Similarity NPC285679
0.7571 Intermediate Similarity NPC95289
0.7571 Intermediate Similarity NPC229235
0.7568 Intermediate Similarity NPC224544
0.7568 Intermediate Similarity NPC103488
0.7536 Intermediate Similarity NPC239931
0.7536 Intermediate Similarity NPC78954
0.7536 Intermediate Similarity NPC82770
0.75 Intermediate Similarity NPC112609
0.75 Intermediate Similarity NPC122327
0.75 Intermediate Similarity NPC113000
0.7465 Intermediate Similarity NPC326200
0.7465 Intermediate Similarity NPC208302
0.7432 Intermediate Similarity NPC290638
0.7429 Intermediate Similarity NPC235059
0.7429 Intermediate Similarity NPC16190
0.7429 Intermediate Similarity NPC169222
0.7429 Intermediate Similarity NPC5324
0.7414 Intermediate Similarity NPC11150
0.7391 Intermediate Similarity NPC52330
0.7368 Intermediate Similarity NPC285716
0.7368 Intermediate Similarity NPC17408
0.7368 Intermediate Similarity NPC328178
0.7368 Intermediate Similarity NPC315216
0.7368 Intermediate Similarity NPC157055
0.7361 Intermediate Similarity NPC244738
0.7361 Intermediate Similarity NPC271437
0.7333 Intermediate Similarity NPC66270
0.7333 Intermediate Similarity NPC245896
0.7333 Intermediate Similarity NPC255345
0.7297 Intermediate Similarity NPC139658
0.7273 Intermediate Similarity NPC242628
0.7273 Intermediate Similarity NPC133050
0.726 Intermediate Similarity NPC108218
0.726 Intermediate Similarity NPC208075
0.725 Intermediate Similarity NPC243166
0.7222 Intermediate Similarity NPC155429
0.72 Intermediate Similarity NPC9796
0.72 Intermediate Similarity NPC98269
0.72 Intermediate Similarity NPC325662
0.7162 Intermediate Similarity NPC98976
0.716 Intermediate Similarity NPC60408
0.7143 Intermediate Similarity NPC50063
0.7143 Intermediate Similarity NPC190567
0.7105 Intermediate Similarity NPC285470
0.7105 Intermediate Similarity NPC76455
0.7105 Intermediate Similarity NPC137847
0.7105 Intermediate Similarity NPC2785
0.7105 Intermediate Similarity NPC36342
0.7083 Intermediate Similarity NPC219246
0.7073 Intermediate Similarity NPC30445
0.7067 Intermediate Similarity NPC271642
0.7067 Intermediate Similarity NPC175393
0.7051 Intermediate Similarity NPC145053
0.7051 Intermediate Similarity NPC231986
0.7042 Intermediate Similarity NPC181786
0.7013 Intermediate Similarity NPC272260
0.7013 Intermediate Similarity NPC170484
0.7013 Intermediate Similarity NPC300205
0.7 Intermediate Similarity NPC133162
0.7 Intermediate Similarity NPC95429
0.7 Intermediate Similarity NPC168855
0.7 Intermediate Similarity NPC267704
0.6988 Remote Similarity NPC298115
0.6974 Remote Similarity NPC245966
0.6974 Remote Similarity NPC3672
0.6974 Remote Similarity NPC329318
0.6974 Remote Similarity NPC287790
0.6933 Remote Similarity NPC206800
0.6933 Remote Similarity NPC32203
0.6923 Remote Similarity NPC95868
0.6923 Remote Similarity NPC477703
0.6923 Remote Similarity NPC164449
0.6923 Remote Similarity NPC121800
0.6923 Remote Similarity NPC164086
0.6923 Remote Similarity NPC184030
0.6914 Remote Similarity NPC252067
0.6914 Remote Similarity NPC474354
0.6905 Remote Similarity NPC58872
0.6883 Remote Similarity NPC12857
0.6883 Remote Similarity NPC50192
0.6875 Remote Similarity NPC477770
0.6875 Remote Similarity NPC172984
0.6875 Remote Similarity NPC197581
0.6875 Remote Similarity NPC39600
0.6875 Remote Similarity NPC104070
0.6842 Remote Similarity NPC302129
0.6835 Remote Similarity NPC12936
0.6835 Remote Similarity NPC273033
0.6829 Remote Similarity NPC307
0.6829 Remote Similarity NPC474211
0.6829 Remote Similarity NPC93843
0.6829 Remote Similarity NPC160339
0.6824 Remote Similarity NPC79917
0.6824 Remote Similarity NPC125226
0.6824 Remote Similarity NPC475059
0.6824 Remote Similarity NPC475023
0.6824 Remote Similarity NPC220596
0.68 Remote Similarity NPC299134
0.6795 Remote Similarity NPC78517
0.6795 Remote Similarity NPC139901
0.6795 Remote Similarity NPC151405
0.6795 Remote Similarity NPC469894
0.6795 Remote Similarity NPC167577
0.679 Remote Similarity NPC304538
0.6757 Remote Similarity NPC121708
0.6757 Remote Similarity NPC125144
0.6753 Remote Similarity NPC179726
0.675 Remote Similarity NPC329319
0.675 Remote Similarity NPC121478
0.675 Remote Similarity NPC99394
0.675 Remote Similarity NPC103326
0.675 Remote Similarity NPC14326
0.675 Remote Similarity NPC103387
0.675 Remote Similarity NPC73637
0.675 Remote Similarity NPC323103
0.675 Remote Similarity NPC87299
0.6747 Remote Similarity NPC322387
0.6744 Remote Similarity NPC475057
0.6744 Remote Similarity NPC155908

  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 NPC29680 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
0.8871 High Similarity NPD675 Discontinued
0.8154 Intermediate Similarity NPD173 Clinical (unspecified phase)
0.7971 Intermediate Similarity NPD294 Approved
0.7971 Intermediate Similarity NPD292 Approved
0.7941 Intermediate Similarity NPD9497 Clinical (unspecified phase)
0.7941 Intermediate Similarity NPD1673 Approved
0.7838 Intermediate Similarity NPD260 Discontinued
0.75 Intermediate Similarity NPD9589 Approved
0.75 Intermediate Similarity NPD9588 Approved
0.75 Intermediate Similarity NPD9592 Approved
0.75 Intermediate Similarity NPD80 Approved
0.75 Intermediate Similarity NPD9593 Approved
0.75 Intermediate Similarity NPD9594 Approved
0.75 Intermediate Similarity NPD9591 Approved
0.75 Intermediate Similarity NPD9590 Approved
0.7436 Intermediate Similarity NPD4544 Approved
0.7368 Intermediate Similarity NPD3903 Approved
0.7368 Intermediate Similarity NPD3904 Approved
0.7368 Intermediate Similarity NPD3979 Approved
0.7368 Intermediate Similarity NPD3981 Approved
0.7361 Intermediate Similarity NPD9728 Phase 1
0.7342 Intermediate Similarity NPD2205 Approved
0.7342 Intermediate Similarity NPD5734 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD2208 Approved
0.7333 Intermediate Similarity NPD9563 Approved
0.7333 Intermediate Similarity NPD9564 Approved
0.7333 Intermediate Similarity NPD79 Approved
0.7273 Intermediate Similarity NPD3035 Approved
0.726 Intermediate Similarity NPD505 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD4636 Approved
0.7237 Intermediate Similarity NPD1475 Approved
0.7237 Intermediate Similarity NPD590 Approved
0.7237 Intermediate Similarity NPD589 Approved
0.72 Intermediate Similarity NPD4147 Approved
0.72 Intermediate Similarity NPD4144 Approved
0.7179 Intermediate Similarity NPD4169 Approved
0.7179 Intermediate Similarity NPD4701 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD4170 Approved
0.7143 Intermediate Similarity NPD1617 Discontinued
0.7105 Intermediate Similarity NPD295 Approved
0.7105 Intermediate Similarity NPD293 Approved
0.7105 Intermediate Similarity NPD296 Approved
0.7089 Intermediate Similarity NPD2001 Discontinued
0.7089 Intermediate Similarity NPD4635 Approved
0.7073 Intermediate Similarity NPD5675 Discontinued
0.7051 Intermediate Similarity NPD4027 Approved
0.7051 Intermediate Similarity NPD4026 Approved
0.7013 Intermediate Similarity NPD1053 Approved
0.7013 Intermediate Similarity NPD1051 Approved
0.7013 Intermediate Similarity NPD1052 Approved
0.7 Intermediate Similarity NPD3427 Approved
0.7 Intermediate Similarity NPD3429 Approved
0.6988 Remote Similarity NPD771 Phase 3
0.6974 Remote Similarity NPD603 Approved
0.6933 Remote Similarity NPD9716 Approved
0.6923 Remote Similarity NPD5371 Approved
0.6923 Remote Similarity NPD914 Suspended
0.6923 Remote Similarity NPD5372 Approved
0.6923 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6883 Remote Similarity NPD9397 Approved
0.6883 Remote Similarity NPD227 Approved
0.6883 Remote Similarity NPD9393 Approved
0.6883 Remote Similarity NPD225 Approved
0.6875 Remote Similarity NPD5288 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3971 Phase 1
0.6875 Remote Similarity NPD1185 Approved
0.6875 Remote Similarity NPD262 Approved
0.6875 Remote Similarity NPD263 Approved
0.6835 Remote Similarity NPD472 Approved
0.6835 Remote Similarity NPD942 Approved
0.6829 Remote Similarity NPD4406 Approved
0.6829 Remote Similarity NPD4409 Approved
0.6824 Remote Similarity NPD4543 Discontinued
0.6795 Remote Similarity NPD507 Approved
0.6795 Remote Similarity NPD508 Approved
0.679 Remote Similarity NPD5178 Approved
0.6747 Remote Similarity NPD1087 Approved
0.6747 Remote Similarity NPD4146 Approved
0.6747 Remote Similarity NPD2002 Discontinued
0.6747 Remote Similarity NPD3426 Approved
0.6747 Remote Similarity NPD3428 Approved
0.6747 Remote Similarity NPD4145 Approved
0.6744 Remote Similarity NPD752 Approved
0.6744 Remote Similarity NPD1088 Approved
0.6667 Remote Similarity NPD2878 Approved
0.6667 Remote Similarity NPD3980 Approved
0.6667 Remote Similarity NPD830 Approved
0.6667 Remote Similarity NPD719 Approved
0.6667 Remote Similarity NPD720 Approved
0.6667 Remote Similarity NPD4000 Phase 3
0.6667 Remote Similarity NPD1101 Approved
0.6667 Remote Similarity NPD3982 Approved
0.6667 Remote Similarity NPD3345 Approved
0.6667 Remote Similarity NPD831 Approved
0.6627 Remote Similarity NPD3099 Discontinued
0.6625 Remote Similarity NPD226 Approved
0.6591 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6591 Remote Similarity NPD6048 Clinical (unspecified phase)
0.6591 Remote Similarity NPD4094 Approved
0.6591 Remote Similarity NPD2656 Approved
0.6591 Remote Similarity NPD2655 Approved
0.6591 Remote Similarity NPD6049 Phase 2
0.6588 Remote Similarity NPD5656 Clinical (unspecified phase)
0.6585 Remote Similarity NPD2539 Approved
0.6585 Remote Similarity NPD785 Approved
0.6585 Remote Similarity NPD2538 Approved
0.6585 Remote Similarity NPD9395 Approved
0.6582 Remote Similarity NPD9490 Approved
0.6548 Remote Similarity NPD783 Approved
0.6548 Remote Similarity NPD650 Approved
0.6548 Remote Similarity NPD780 Approved
0.6548 Remote Similarity NPD782 Approved
0.6548 Remote Similarity NPD781 Approved
0.6538 Remote Similarity NPD9294 Approved
0.6517 Remote Similarity NPD3093 Approved
0.6517 Remote Similarity NPD5963 Phase 2
0.6517 Remote Similarity NPD5964 Phase 2
0.6512 Remote Similarity NPD3673 Approved
0.6512 Remote Similarity NPD3346 Approved
0.6512 Remote Similarity NPD3672 Approved
0.6512 Remote Similarity NPD1089 Approved
0.6512 Remote Similarity NPD1090 Approved
0.6512 Remote Similarity NPD3344 Approved
0.6512 Remote Similarity NPD5915 Approved
0.6512 Remote Similarity NPD1086 Approved
0.6506 Remote Similarity NPD5916 Discontinued
0.6506 Remote Similarity NPD9505 Clinical (unspecified phase)
0.6477 Remote Similarity NPD4545 Approved
0.6477 Remote Similarity NPD4542 Approved
0.6471 Remote Similarity NPD531 Approved
0.6463 Remote Similarity NPD423 Phase 3
0.6463 Remote Similarity NPD9491 Approved
0.6463 Remote Similarity NPD1800 Clinical (unspecified phase)
0.6444 Remote Similarity NPD4655 Approved
0.6444 Remote Similarity NPD4657 Approved
0.6444 Remote Similarity NPD3495 Discontinued
0.6444 Remote Similarity NPD5598 Approved
0.6444 Remote Similarity NPD5597 Approved
0.6437 Remote Similarity NPD7609 Phase 3
0.6437 Remote Similarity NPD530 Approved
0.6437 Remote Similarity NPD517 Discontinued
0.6429 Remote Similarity NPD1697 Approved
0.6429 Remote Similarity NPD5252 Clinical (unspecified phase)
0.6406 Remote Similarity NPD9072 Clinical (unspecified phase)
0.6404 Remote Similarity NPD3772 Phase 3
0.6395 Remote Similarity NPD800 Approved
0.6395 Remote Similarity NPD5347 Phase 2
0.6395 Remote Similarity NPD5346 Phase 2
0.6374 Remote Similarity NPD4117 Approved
0.6374 Remote Similarity NPD4813 Approved
0.6374 Remote Similarity NPD4263 Approved
0.6364 Remote Similarity NPD4408 Approved
0.6364 Remote Similarity NPD4407 Approved
0.6364 Remote Similarity NPD4405 Approved
0.6364 Remote Similarity NPD7631 Approved
0.6353 Remote Similarity NPD506 Clinical (unspecified phase)
0.6353 Remote Similarity NPD4793 Discontinued
0.6333 Remote Similarity NPD3832 Clinical (unspecified phase)
0.6333 Remote Similarity NPD1809 Phase 2
0.6322 Remote Similarity NPD2811 Clinical (unspecified phase)
0.6322 Remote Similarity NPD4728 Approved
0.6304 Remote Similarity NPD742 Approved
0.6292 Remote Similarity NPD1409 Phase 3
0.6292 Remote Similarity NPD1563 Approved
0.6292 Remote Similarity NPD845 Approved
0.6292 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6264 Remote Similarity NPD1875 Phase 1
0.625 Remote Similarity NPD1239 Approved
0.625 Remote Similarity NPD2997 Approved
0.625 Remote Similarity NPD2998 Approved
0.625 Remote Similarity NPD3000 Approved
0.6237 Remote Similarity NPD6354 Discontinued
0.6237 Remote Similarity NPD289 Clinical (unspecified phase)
0.6235 Remote Similarity NPD304 Approved
0.6235 Remote Similarity NPD305 Approved
0.6222 Remote Similarity NPD4814 Discontinued
0.6222 Remote Similarity NPD1693 Approved
0.6222 Remote Similarity NPD5554 Approved
0.6207 Remote Similarity NPD1628 Approved
0.6207 Remote Similarity NPD1629 Approved
0.618 Remote Similarity NPD1508 Approved
0.617 Remote Similarity NPD5716 Approved
0.617 Remote Similarity NPD6027 Approved
0.617 Remote Similarity NPD4803 Discontinued
0.617 Remote Similarity NPD6024 Approved
0.617 Remote Similarity NPD4719 Phase 2
0.617 Remote Similarity NPD4119 Approved
0.6163 Remote Similarity NPD1282 Approved
0.6163 Remote Similarity NPD9538 Approved
0.6154 Remote Similarity NPD1989 Approved
0.6154 Remote Similarity NPD2895 Discontinued
0.6154 Remote Similarity NPD3456 Approved
0.6154 Remote Similarity NPD2507 Clinical (unspecified phase)
0.6154 Remote Similarity NPD3457 Approved
0.6154 Remote Similarity NPD2005 Discontinued
0.6154 Remote Similarity NPD1738 Approved
0.6154 Remote Similarity NPD3458 Approved
0.6118 Remote Similarity NPD111 Approved
0.6111 Remote Similarity NPD3719 Approved
0.6111 Remote Similarity NPD3718 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