Structure

Physi-Chem Properties

Molecular Weight:  390.28
Volume:  437.082
LogP:  7.988
LogD:  4.366
LogS:  -7.075
# Rotatable Bonds:  18
TPSA:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.232
Synthetic Accessibility Score:  1.954
Fsp3:  0.667
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:  -4.843
MDCK Permeability:  1.6943307855399325e-05
Pgp-inhibitor:  0.889
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.001
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.019
Plasma Protein Binding (PPB):  98.45690155029297%
Volume Distribution (VD):  2.03
Pgp-substrate:  1.328765630722046%

ADMET: Metabolism

CYP1A2-inhibitor:  0.213
CYP1A2-substrate:  0.183
CYP2C19-inhibitor:  0.579
CYP2C19-substrate:  0.051
CYP2C9-inhibitor:  0.151
CYP2C9-substrate:  0.816
CYP2D6-inhibitor:  0.491
CYP2D6-substrate:  0.048
CYP3A4-inhibitor:  0.418
CYP3A4-substrate:  0.053

ADMET: Excretion

Clearance (CL):  7.99
Half-life (T1/2):  0.054

ADMET: Toxicity

hERG Blockers:  0.254
Human Hepatotoxicity (H-HT):  0.002
Drug-inuced Liver Injury (DILI):  0.231
AMES Toxicity:  0.004
Rat Oral Acute Toxicity:  0.002
Maximum Recommended Daily Dose:  0.005
Skin Sensitization:  0.948
Carcinogencity:  0.237
Eye Corrosion:  0.032
Eye Irritation:  0.987
Respiratory Toxicity:  0.053

Download Data

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

  Natural Product: NPC93084

Natural Product ID:  NPC93084
Common Name*:   Dioctyl Benzene-1,2-Dicarboxylate
IUPAC Name:   dioctyl benzene-1,2-dicarboxylate
Synonyms:  
Standard InCHIKey:  MQIUGAXCHLFZKX-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C24H38O4/c1-3-5-7-9-11-15-19-27-23(25)21-17-13-14-18-22(21)24(26)28-20-16-12-10-8-6-4-2/h13-14,17-18H,3-12,15-16,19-20H2,1-2H3
SMILES:  CCCCCCCCOC(=O)c1ccccc1C(=O)OCCCCCCCC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1409747
PubChem CID:   8346
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000176] Benzoic acids and derivatives
          • [CHEMONTID:0001350] Benzoic acid esters

*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
NPO21891 Panax notoginseng Species Araliaceae Eukaryota Flower buds n.a. n.a. PMID[12880307]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota Stems n.a. n.a. PMID[17663584]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota Roots n.a. n.a. PMID[18186611]
NPO6947 Astilbe chinensis Species Saxifragaceae Eukaryota rhizomes n.a. n.a. PMID[19585998]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24014097]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24128451]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota Steamed Roots n.a. n.a. PMID[26200131]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO11045 Paederia scandens Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6947 Astilbe chinensis Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6947 Astilbe chinensis Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11045 Paederia scandens Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11045 Paederia scandens Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11045 Paederia scandens Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6947 Astilbe chinensis Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7576 Brassica oleracea Species Brassicaceae 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
NPO7576 NPC93084 Other Stem 0.342 0.342 0.342 mg/100g Database [DUKE]

☑ 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
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 27306 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 23710.1 nM PubChem BioAssay data set
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency n.a. 4364.1 nM PubChem BioAssay data set
NPT483 Individual Protein Prelamin-A/C Homo sapiens Potency = 12589.3 nM PMID[525459]
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency n.a. 35481.3 nM PMID[525459]
NPT108 Individual Protein Estrogen receptor alpha Homo sapiens Potency n.a. 39810.7 nM PMID[525460]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency n.a. 1.4 nM PMID[525459]
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens Potency n.a. 8912.5 nM PMID[525460]
NPT198 Individual Protein Vitamin D receptor Homo sapiens Potency n.a. 1.3 nM PMID[525459]
NPT2 Others Unspecified Potency n.a. 1949.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 54773 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 27306 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 24262.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 23710.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 194.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 48816.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 43145.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 9659 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 10682.2 nM PubChem BioAssay data set
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 25118.9 nM PMID[525460]
NPT610 Others Molecular identity unknown Potency n.a. 74978.0 nM PMID[525460]
NPT2 Others Unspecified IC50 n.a. 20000.0 nM PMID[525461]
NPT2 Others Unspecified IC50 n.a. 10000.0 nM PMID[525461]

☑ 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 NPC93084 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 NPC251854
0.9902 High Similarity NPC1082
0.9902 High Similarity NPC305912
0.9901 High Similarity NPC10251
0.9901 High Similarity NPC17417
0.9806 High Similarity NPC82899
0.9806 High Similarity NPC270699
0.9804 High Similarity NPC196246
0.9804 High Similarity NPC214067
0.9802 High Similarity NPC56493
0.9703 High Similarity NPC119271
0.9612 High Similarity NPC174099
0.9505 High Similarity NPC31786
0.9434 High Similarity NPC153053
0.9429 High Similarity NPC321852
0.9333 High Similarity NPC260818
0.9252 High Similarity NPC307651
0.9143 High Similarity NPC85493
0.9029 High Similarity NPC89886
0.9029 High Similarity NPC301943
0.9029 High Similarity NPC474365
0.901 High Similarity NPC78701
0.901 High Similarity NPC35448
0.8962 High Similarity NPC83628
0.8962 High Similarity NPC469636
0.8962 High Similarity NPC265407
0.8932 High Similarity NPC45613
0.8922 High Similarity NPC146351
0.8911 High Similarity NPC249912
0.8911 High Similarity NPC276775
0.8911 High Similarity NPC92754
0.8824 High Similarity NPC225060
0.8818 High Similarity NPC210092
0.8796 High Similarity NPC474157
0.8774 High Similarity NPC30594
0.8774 High Similarity NPC37622
0.8738 High Similarity NPC325497
0.8713 High Similarity NPC130398
0.8679 High Similarity NPC269457
0.8679 High Similarity NPC209632
0.8667 High Similarity NPC60679
0.8654 High Similarity NPC70624
0.8654 High Similarity NPC42211
0.8624 High Similarity NPC210089
0.8585 High Similarity NPC114594
0.8571 High Similarity NPC149691
0.8558 High Similarity NPC118343
0.8558 High Similarity NPC203925
0.8476 Intermediate Similarity NPC282895
0.8468 Intermediate Similarity NPC272524
0.8468 Intermediate Similarity NPC128368
0.8455 Intermediate Similarity NPC167504
0.844 Intermediate Similarity NPC269023
0.844 Intermediate Similarity NPC99846
0.844 Intermediate Similarity NPC474364
0.8396 Intermediate Similarity NPC188895
0.8393 Intermediate Similarity NPC308744
0.8393 Intermediate Similarity NPC237366
0.8378 Intermediate Similarity NPC79496
0.8362 Intermediate Similarity NPC473243
0.8319 Intermediate Similarity NPC474685
0.8319 Intermediate Similarity NPC246166
0.8304 Intermediate Similarity NPC161611
0.8291 Intermediate Similarity NPC50872
0.8288 Intermediate Similarity NPC476003
0.8286 Intermediate Similarity NPC229242
0.823 Intermediate Similarity NPC474363
0.8218 Intermediate Similarity NPC173443
0.8182 Intermediate Similarity NPC169913
0.8167 Intermediate Similarity NPC295664
0.8158 Intermediate Similarity NPC306740
0.812 Intermediate Similarity NPC204784
0.8099 Intermediate Similarity NPC476599
0.8099 Intermediate Similarity NPC275576
0.8087 Intermediate Similarity NPC100353
0.807 Intermediate Similarity NPC477411
0.807 Intermediate Similarity NPC196075
0.8056 Intermediate Similarity NPC284477
0.8039 Intermediate Similarity NPC220893
0.802 Intermediate Similarity NPC89377
0.8019 Intermediate Similarity NPC270654
0.8018 Intermediate Similarity NPC470391
0.8 Intermediate Similarity NPC228936
0.8 Intermediate Similarity NPC474095
0.7982 Intermediate Similarity NPC474176
0.7967 Intermediate Similarity NPC51448
0.7967 Intermediate Similarity NPC115797
0.7965 Intermediate Similarity NPC243355
0.7951 Intermediate Similarity NPC121272
0.7949 Intermediate Similarity NPC469574
0.7931 Intermediate Similarity NPC226093
0.7921 Intermediate Similarity NPC318107
0.7905 Intermediate Similarity NPC261181
0.7895 Intermediate Similarity NPC158282
0.7895 Intermediate Similarity NPC474314
0.7895 Intermediate Similarity NPC212415
0.7886 Intermediate Similarity NPC51292
0.7885 Intermediate Similarity NPC119631
0.7857 Intermediate Similarity NPC472394
0.7851 Intermediate Similarity NPC223351
0.7851 Intermediate Similarity NPC472703
0.784 Intermediate Similarity NPC147561
0.784 Intermediate Similarity NPC42234
0.784 Intermediate Similarity NPC272946
0.7826 Intermediate Similarity NPC13784
0.7822 Intermediate Similarity NPC58616
0.7822 Intermediate Similarity NPC294134
0.7818 Intermediate Similarity NPC255676
0.7805 Intermediate Similarity NPC470765
0.7798 Intermediate Similarity NPC473325
0.7797 Intermediate Similarity NPC228318
0.7788 Intermediate Similarity NPC240108
0.7788 Intermediate Similarity NPC213156
0.7787 Intermediate Similarity NPC472704
0.7787 Intermediate Similarity NPC471466
0.7778 Intermediate Similarity NPC135730
0.7778 Intermediate Similarity NPC470278
0.7767 Intermediate Similarity NPC304760
0.7742 Intermediate Similarity NPC470753
0.7742 Intermediate Similarity NPC473220
0.7734 Intermediate Similarity NPC329913
0.7731 Intermediate Similarity NPC254233
0.7727 Intermediate Similarity NPC304873
0.7717 Intermediate Similarity NPC477360
0.7717 Intermediate Similarity NPC238370
0.7706 Intermediate Similarity NPC217621
0.7705 Intermediate Similarity NPC46634
0.7698 Intermediate Similarity NPC475508
0.7692 Intermediate Similarity NPC474408
0.7692 Intermediate Similarity NPC9822
0.7692 Intermediate Similarity NPC81808
0.7686 Intermediate Similarity NPC144547
0.7685 Intermediate Similarity NPC253423
0.7674 Intermediate Similarity NPC477893
0.7674 Intermediate Similarity NPC477896
0.7674 Intermediate Similarity NPC311339
0.7667 Intermediate Similarity NPC202015
0.7656 Intermediate Similarity NPC477364
0.7647 Intermediate Similarity NPC45794
0.7642 Intermediate Similarity NPC228739
0.7642 Intermediate Similarity NPC77273
0.7642 Intermediate Similarity NPC51079
0.7638 Intermediate Similarity NPC475478
0.7624 Intermediate Similarity NPC288903
0.7619 Intermediate Similarity NPC62765
0.7603 Intermediate Similarity NPC238861
0.7603 Intermediate Similarity NPC988
0.7603 Intermediate Similarity NPC77000
0.7603 Intermediate Similarity NPC289432
0.76 Intermediate Similarity NPC204579
0.76 Intermediate Similarity NPC472706
0.7597 Intermediate Similarity NPC477368
0.7597 Intermediate Similarity NPC477359
0.7597 Intermediate Similarity NPC474608
0.7597 Intermediate Similarity NPC472591
0.7597 Intermediate Similarity NPC126516
0.7597 Intermediate Similarity NPC48929
0.7597 Intermediate Similarity NPC203486
0.7593 Intermediate Similarity NPC61944
0.7589 Intermediate Similarity NPC329282
0.7589 Intermediate Similarity NPC85977
0.7586 Intermediate Similarity NPC66208
0.7583 Intermediate Similarity NPC293424
0.7581 Intermediate Similarity NPC470163
0.7581 Intermediate Similarity NPC125053
0.7581 Intermediate Similarity NPC470162
0.7578 Intermediate Similarity NPC233860
0.7578 Intermediate Similarity NPC7012
0.7578 Intermediate Similarity NPC239358
0.7578 Intermediate Similarity NPC233692
0.7578 Intermediate Similarity NPC475569
0.7568 Intermediate Similarity NPC25458
0.7565 Intermediate Similarity NPC273837
0.7559 Intermediate Similarity NPC27712
0.7559 Intermediate Similarity NPC473247
0.7559 Intermediate Similarity NPC471832
0.7544 Intermediate Similarity NPC211439
0.7544 Intermediate Similarity NPC249811
0.7542 Intermediate Similarity NPC470764
0.7542 Intermediate Similarity NPC217111
0.754 Intermediate Similarity NPC472707
0.7538 Intermediate Similarity NPC291638
0.7538 Intermediate Similarity NPC232888
0.7538 Intermediate Similarity NPC270364
0.7538 Intermediate Similarity NPC473399
0.7538 Intermediate Similarity NPC265459
0.7538 Intermediate Similarity NPC195647
0.7538 Intermediate Similarity NPC475262
0.7538 Intermediate Similarity NPC17877
0.7538 Intermediate Similarity NPC66761
0.7538 Intermediate Similarity NPC290833
0.7538 Intermediate Similarity NPC473216
0.7538 Intermediate Similarity NPC472577
0.7538 Intermediate Similarity NPC477367
0.7525 Intermediate Similarity NPC323103
0.7522 Intermediate Similarity NPC105899
0.7521 Intermediate Similarity NPC90522
0.7521 Intermediate Similarity NPC328459
0.752 Intermediate Similarity NPC100402
0.752 Intermediate Similarity NPC9180

  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 NPC93084 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
0.9901 High Similarity NPD2182 Approved
0.9505 High Similarity NPD164 Approved
0.9151 High Similarity NPD2181 Clinical (unspecified phase)
0.8558 High Similarity NPD1238 Approved
0.7946 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.7921 Intermediate Similarity NPD9257 Approved
0.7921 Intermediate Similarity NPD9259 Approved
0.7905 Intermediate Similarity NPD1202 Approved
0.7895 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7876 Intermediate Similarity NPD2067 Discontinued
0.7769 Intermediate Similarity NPD518 Clinical (unspecified phase)
0.7698 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7623 Intermediate Similarity NPD6287 Discontinued
0.7619 Intermediate Similarity NPD9256 Approved
0.7619 Intermediate Similarity NPD9258 Approved
0.7603 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD1989 Approved
0.7542 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7542 Intermediate Similarity NPD5951 Approved
0.75 Intermediate Similarity NPD6647 Phase 2
0.748 Intermediate Similarity NPD6832 Phase 2
0.7453 Intermediate Similarity NPD3672 Approved
0.7453 Intermediate Similarity NPD3673 Approved
0.7438 Intermediate Similarity NPD9545 Approved
0.7422 Intermediate Similarity NPD7008 Discontinued
0.7339 Intermediate Similarity NPD9260 Approved
0.7333 Intermediate Similarity NPD1087 Approved
0.7302 Intermediate Similarity NPD2199 Approved
0.7302 Intermediate Similarity NPD2198 Approved
0.7281 Intermediate Similarity NPD5909 Discontinued
0.7273 Intermediate Similarity NPD9493 Approved
0.7232 Intermediate Similarity NPD2066 Phase 3
0.7231 Intermediate Similarity NPD3764 Approved
0.7228 Intermediate Similarity NPD9490 Approved
0.7222 Intermediate Similarity NPD7609 Phase 3
0.7193 Intermediate Similarity NPD1929 Approved
0.7193 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD1930 Approved
0.7188 Intermediate Similarity NPD1019 Discontinued
0.7188 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD1241 Discontinued
0.7165 Intermediate Similarity NPD1876 Approved
0.7156 Intermediate Similarity NPD7631 Approved
0.7155 Intermediate Similarity NPD3134 Approved
0.7143 Intermediate Similarity NPD6637 Approved
0.7143 Intermediate Similarity NPD9495 Approved
0.713 Intermediate Similarity NPD1090 Approved
0.713 Intermediate Similarity NPD1089 Approved
0.713 Intermediate Similarity NPD1086 Approved
0.713 Intermediate Similarity NPD1237 Approved
0.7115 Intermediate Similarity NPD9491 Approved
0.7105 Intermediate Similarity NPD1932 Approved
0.7094 Intermediate Similarity NPD1358 Approved
0.7091 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5277 Phase 2
0.7073 Intermediate Similarity NPD2347 Approved
0.7059 Intermediate Similarity NPD2346 Discontinued
0.7059 Intermediate Similarity NPD7702 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.705 Intermediate Similarity NPD7236 Approved
0.7037 Intermediate Similarity NPD800 Approved
0.7009 Intermediate Similarity NPD650 Approved
0.7008 Intermediate Similarity NPD3972 Approved
0.7008 Intermediate Similarity NPD9717 Approved
0.7 Intermediate Similarity NPD1088 Approved
0.6992 Remote Similarity NPD2979 Phase 3
0.6992 Remote Similarity NPD3373 Approved
0.6991 Remote Similarity NPD5926 Approved
0.6984 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6977 Remote Similarity NPD553 Approved
0.6977 Remote Similarity NPD552 Approved
0.6977 Remote Similarity NPD9567 Approved
0.697 Remote Similarity NPD2313 Discontinued
0.6967 Remote Similarity NPD2629 Approved
0.6963 Remote Similarity NPD2567 Approved
0.6963 Remote Similarity NPD2569 Approved
0.6961 Remote Similarity NPD225 Approved
0.6961 Remote Similarity NPD227 Approved
0.696 Remote Similarity NPD5691 Approved
0.694 Remote Similarity NPD1899 Clinical (unspecified phase)
0.693 Remote Similarity NPD7798 Approved
0.6923 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6085 Phase 2
0.6917 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6917 Remote Similarity NPD7713 Phase 3
0.6912 Remote Similarity NPD2799 Discontinued
0.6911 Remote Similarity NPD4198 Discontinued
0.6899 Remote Similarity NPD5667 Approved
0.6897 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6897 Remote Similarity NPD9261 Approved
0.6894 Remote Similarity NPD6039 Approved
0.6891 Remote Similarity NPD2329 Discontinued
0.6881 Remote Similarity NPD5347 Phase 2
0.6881 Remote Similarity NPD5346 Phase 2
0.6875 Remote Similarity NPD1693 Approved
0.6875 Remote Similarity NPD688 Clinical (unspecified phase)
0.6852 Remote Similarity NPD1282 Approved
0.6852 Remote Similarity NPD4793 Discontinued
0.6833 Remote Similarity NPD5236 Approved
0.6833 Remote Similarity NPD4234 Approved
0.6833 Remote Similarity NPD5235 Approved
0.6833 Remote Similarity NPD4233 Approved
0.6833 Remote Similarity NPD1317 Discontinued
0.6833 Remote Similarity NPD5239 Approved
0.6833 Remote Similarity NPD5237 Approved
0.6833 Remote Similarity NPD5240 Approved
0.6825 Remote Similarity NPD5585 Approved
0.6822 Remote Similarity NPD182 Clinical (unspecified phase)
0.6815 Remote Similarity NPD230 Phase 1
0.6806 Remote Similarity NPD7239 Suspended
0.6803 Remote Similarity NPD7094 Approved
0.6803 Remote Similarity NPD6858 Approved
0.6797 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6797 Remote Similarity NPD1281 Approved
0.6797 Remote Similarity NPD4807 Approved
0.6797 Remote Similarity NPD4806 Approved
0.6794 Remote Similarity NPD2798 Approved
0.6792 Remote Similarity NPD3971 Phase 1
0.6791 Remote Similarity NPD7961 Discontinued
0.6788 Remote Similarity NPD3748 Approved
0.6786 Remote Similarity NPD4628 Phase 3
0.6786 Remote Similarity NPD1563 Approved
0.6777 Remote Similarity NPD2201 Approved
0.6772 Remote Similarity NPD5305 Approved
0.6772 Remote Similarity NPD5306 Approved
0.6765 Remote Similarity NPD3528 Clinical (unspecified phase)
0.6762 Remote Similarity NPD226 Approved
0.6759 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6757 Remote Similarity NPD1239 Approved
0.6746 Remote Similarity NPD1894 Discontinued
0.6741 Remote Similarity NPD4307 Phase 2
0.6741 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6739 Remote Similarity NPD2935 Discontinued
0.6723 Remote Similarity NPD6685 Approved
0.6721 Remote Similarity NPD969 Suspended
0.6721 Remote Similarity NPD9508 Approved
0.672 Remote Similarity NPD405 Clinical (unspecified phase)
0.6719 Remote Similarity NPD4136 Approved
0.6719 Remote Similarity NPD3496 Discontinued
0.6719 Remote Similarity NPD4106 Approved
0.6719 Remote Similarity NPD4135 Approved
0.6718 Remote Similarity NPD3266 Approved
0.6718 Remote Similarity NPD2797 Approved
0.6718 Remote Similarity NPD1203 Approved
0.6718 Remote Similarity NPD3267 Approved
0.6715 Remote Similarity NPD2670 Approved
0.6714 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6695 Remote Similarity NPD3047 Approved
0.6695 Remote Similarity NPD3048 Approved
0.6695 Remote Similarity NPD3046 Approved
0.6694 Remote Similarity NPD1752 Approved
0.6694 Remote Similarity NPD1756 Approved
0.6694 Remote Similarity NPD4766 Approved
0.6694 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6691 Remote Similarity NPD4618 Approved
0.6691 Remote Similarity NPD7611 Approved
0.6691 Remote Similarity NPD4622 Approved
0.6691 Remote Similarity NPD447 Suspended
0.6691 Remote Similarity NPD1933 Approved
0.669 Remote Similarity NPD7440 Discontinued
0.6667 Remote Similarity NPD6273 Approved
0.6667 Remote Similarity NPD6065 Approved
0.6667 Remote Similarity NPD9267 Approved
0.6667 Remote Similarity NPD9264 Approved
0.6667 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9263 Approved
0.6667 Remote Similarity NPD7003 Approved
0.6667 Remote Similarity NPD2607 Approved
0.6667 Remote Similarity NPD3170 Approved
0.6667 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6644 Remote Similarity NPD3226 Approved
0.6643 Remote Similarity NPD6414 Clinical (unspecified phase)
0.6641 Remote Similarity NPD17 Approved
0.6641 Remote Similarity NPD1104 Approved
0.6641 Remote Similarity NPD4626 Approved
0.6641 Remote Similarity NPD1283 Approved
0.662 Remote Similarity NPD3887 Approved
0.6619 Remote Similarity NPD2438 Suspended
0.6619 Remote Similarity NPD2531 Phase 2
0.6618 Remote Similarity NPD3142 Approved
0.6618 Remote Similarity NPD3140 Approved
0.6615 Remote Similarity NPD4878 Approved
0.6613 Remote Similarity NPD2652 Approved
0.6613 Remote Similarity NPD2650 Approved
0.6612 Remote Similarity NPD74 Approved
0.6612 Remote Similarity NPD9266 Approved
0.6609 Remote Similarity NPD3495 Discontinued
0.6609 Remote Similarity NPD1566 Phase 3
0.6609 Remote Similarity NPD1564 Approved
0.6609 Remote Similarity NPD1565 Approved
0.6597 Remote Similarity NPD2532 Approved
0.6597 Remote Similarity NPD2534 Approved
0.6597 Remote Similarity NPD2533 Approved
0.6594 Remote Similarity NPD5689 Approved
0.6594 Remote Similarity NPD5688 Approved
0.6593 Remote Similarity NPD3268 Approved
0.6593 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6591 Remote Similarity NPD6362 Approved
0.6577 Remote Similarity NPD7819 Suspended

  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