Structure

Physi-Chem Properties

Molecular Weight:  286.19
Volume:  330.385
LogP:  4.901
LogD:  4.139
LogS:  -4.611
# Rotatable Bonds:  8
TPSA:  29.46
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.698
Synthetic Accessibility Score:  2.509
Fsp3:  0.368
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:  -4.596
MDCK Permeability:  2.278253850818146e-05
Pgp-inhibitor:  0.028
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.014
20% Bioavailability (F20%):  0.116
30% Bioavailability (F30%):  0.903

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.776
Plasma Protein Binding (PPB):  98.74121856689453%
Volume Distribution (VD):  1.662
Pgp-substrate:  2.1292741298675537%

ADMET: Metabolism

CYP1A2-inhibitor:  0.955
CYP1A2-substrate:  0.201
CYP2C19-inhibitor:  0.84
CYP2C19-substrate:  0.198
CYP2C9-inhibitor:  0.805
CYP2C9-substrate:  0.966
CYP2D6-inhibitor:  0.473
CYP2D6-substrate:  0.837
CYP3A4-inhibitor:  0.42
CYP3A4-substrate:  0.373

ADMET: Excretion

Clearance (CL):  11.72
Half-life (T1/2):  0.34

ADMET: Toxicity

hERG Blockers:  0.049
Human Hepatotoxicity (H-HT):  0.621
Drug-inuced Liver Injury (DILI):  0.065
AMES Toxicity:  0.028
Rat Oral Acute Toxicity:  0.003
Maximum Recommended Daily Dose:  0.043
Skin Sensitization:  0.961
Carcinogencity:  0.097
Eye Corrosion:  0.005
Eye Irritation:  0.953
Respiratory Toxicity:  0.015

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

  Natural Product: NPC192596

Natural Product ID:  NPC192596
Common Name*:   Colenemol
IUPAC Name:   (E)-3-[4-[(2E)-3,7-dimethylocta-2,6-dienoxy]phenyl]prop-2-en-1-ol
Synonyms:  
Standard InCHIKey:  KIMQCOSUCMGDNS-WUSSVBECSA-N
Standard InCHI:  InChI=1S/C19H26O2/c1-16(2)6-4-7-17(3)13-15-21-19-11-9-18(10-12-19)8-5-14-20/h5-6,8-13,20H,4,7,14-15H2,1-3H3/b8-5+,17-13+
SMILES:  CC(=CCC/C(=C/COc1ccc(/C=C/CO)cc1)/C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3760102
PubChem CID:   10541222
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001549] Monoterpenoids
          • [CHEMONTID:0000051] Aromatic monoterpenoids

*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
NPO21908 Corymbia scabrida Species Myrtaceae Eukaryota seeds n.a. n.a. PMID[18771320]
NPO448 Millettia usaramensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[26651537]
NPO21779 Umbilicaria hypococcinea Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21084 Nymphaea caerulea Species Nymphaeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO448 Millettia usaramensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21779 Umbilicaria hypococcinea Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21779 Umbilicaria hypococcinea Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22301 Pinus hartwegii Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20578 Kallichroma tethys Species Bionectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21908 Corymbia scabrida Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO448 Millettia usaramensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21779 Umbilicaria hypococcinea Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20319 Kopsia jasminiflora Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21526 Scabiosa rotata Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21084 Nymphaea caerulea Species Nymphaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21337 Libanotis transcaucasica Species Apiaceae 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
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 207200.0 nM PMID[541861]

☑ 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 NPC192596 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
0.9895 High Similarity NPC51633
0.9592 High Similarity NPC470393
0.949 High Similarity NPC108875
0.949 High Similarity NPC38079
0.9278 High Similarity NPC471576
0.92 High Similarity NPC8302
0.9135 High Similarity NPC165646
0.9126 High Similarity NPC46844
0.9082 High Similarity NPC100870
0.9038 High Similarity NPC55300
0.9 High Similarity NPC305205
0.8866 High Similarity NPC471581
0.8842 High Similarity NPC177844
0.8842 High Similarity NPC8002
0.8842 High Similarity NPC99886
0.8842 High Similarity NPC259134
0.8835 High Similarity NPC157473
0.8835 High Similarity NPC151530
0.8824 High Similarity NPC473855
0.875 High Similarity NPC71853
0.8738 High Similarity NPC176971
0.8738 High Similarity NPC113457
0.8725 High Similarity NPC283546
0.8679 High Similarity NPC266932
0.8667 High Similarity NPC474272
0.866 High Similarity NPC321956
0.8654 High Similarity NPC194034
0.8654 High Similarity NPC227894
0.8654 High Similarity NPC251306
0.8654 High Similarity NPC258171
0.8641 High Similarity NPC128730
0.8641 High Similarity NPC473393
0.8614 High Similarity NPC107101
0.8611 High Similarity NPC235250
0.8611 High Similarity NPC161696
0.8598 High Similarity NPC115379
0.8571 High Similarity NPC201959
0.8559 High Similarity NPC163036
0.8558 High Similarity NPC326447
0.8544 High Similarity NPC474603
0.8544 High Similarity NPC2518
0.8544 High Similarity NPC12987
0.8529 High Similarity NPC307425
0.8519 High Similarity NPC301735
0.8447 Intermediate Similarity NPC179686
0.8431 Intermediate Similarity NPC13755
0.8416 Intermediate Similarity NPC95755
0.8416 Intermediate Similarity NPC175298
0.8411 Intermediate Similarity NPC137685
0.8407 Intermediate Similarity NPC199023
0.8396 Intermediate Similarity NPC291837
0.8396 Intermediate Similarity NPC75440
0.8393 Intermediate Similarity NPC256369
0.8381 Intermediate Similarity NPC135464
0.8381 Intermediate Similarity NPC92623
0.8367 Intermediate Similarity NPC318429
0.8351 Intermediate Similarity NPC104216
0.8333 Intermediate Similarity NPC139617
0.8333 Intermediate Similarity NPC78918
0.8333 Intermediate Similarity NPC166837
0.8333 Intermediate Similarity NPC171843
0.8319 Intermediate Similarity NPC263835
0.8286 Intermediate Similarity NPC233396
0.8286 Intermediate Similarity NPC154899
0.8286 Intermediate Similarity NPC238115
0.8257 Intermediate Similarity NPC474920
0.8241 Intermediate Similarity NPC25067
0.8241 Intermediate Similarity NPC231251
0.8241 Intermediate Similarity NPC88868
0.8235 Intermediate Similarity NPC470161
0.823 Intermediate Similarity NPC37858
0.8224 Intermediate Similarity NPC146530
0.8224 Intermediate Similarity NPC241549
0.8214 Intermediate Similarity NPC142042
0.8214 Intermediate Similarity NPC164386
0.8208 Intermediate Similarity NPC326801
0.82 Intermediate Similarity NPC138117
0.82 Intermediate Similarity NPC325292
0.819 Intermediate Similarity NPC109637
0.8182 Intermediate Similarity NPC141003
0.8182 Intermediate Similarity NPC35344
0.8182 Intermediate Similarity NPC300017
0.8174 Intermediate Similarity NPC290451
0.8174 Intermediate Similarity NPC127389
0.8173 Intermediate Similarity NPC310905
0.8173 Intermediate Similarity NPC300166
0.8173 Intermediate Similarity NPC12714
0.8158 Intermediate Similarity NPC193193
0.8148 Intermediate Similarity NPC233731
0.8148 Intermediate Similarity NPC36108
0.8148 Intermediate Similarity NPC7097
0.8148 Intermediate Similarity NPC246358
0.8142 Intermediate Similarity NPC101503
0.8142 Intermediate Similarity NPC283616
0.8131 Intermediate Similarity NPC233320
0.8125 Intermediate Similarity NPC154256
0.8125 Intermediate Similarity NPC290470
0.812 Intermediate Similarity NPC114901
0.812 Intermediate Similarity NPC109822
0.812 Intermediate Similarity NPC94276
0.812 Intermediate Similarity NPC293701
0.812 Intermediate Similarity NPC48990
0.8113 Intermediate Similarity NPC288760
0.8113 Intermediate Similarity NPC227255
0.8108 Intermediate Similarity NPC228287
0.8108 Intermediate Similarity NPC180508
0.8103 Intermediate Similarity NPC36016
0.8103 Intermediate Similarity NPC71090
0.8103 Intermediate Similarity NPC150026
0.8103 Intermediate Similarity NPC100099
0.81 Intermediate Similarity NPC270547
0.8095 Intermediate Similarity NPC304638
0.8095 Intermediate Similarity NPC298224
0.8095 Intermediate Similarity NPC62351
0.8091 Intermediate Similarity NPC199462
0.8087 Intermediate Similarity NPC469412
0.8087 Intermediate Similarity NPC198734
0.8087 Intermediate Similarity NPC269242
0.8081 Intermediate Similarity NPC98772
0.8081 Intermediate Similarity NPC280347
0.8081 Intermediate Similarity NPC177420
0.8073 Intermediate Similarity NPC106141
0.807 Intermediate Similarity NPC295259
0.807 Intermediate Similarity NPC24474
0.807 Intermediate Similarity NPC32152
0.807 Intermediate Similarity NPC311595
0.8061 Intermediate Similarity NPC184169
0.8053 Intermediate Similarity NPC263754
0.8053 Intermediate Similarity NPC183154
0.8053 Intermediate Similarity NPC86947
0.8051 Intermediate Similarity NPC81641
0.8051 Intermediate Similarity NPC194519
0.8041 Intermediate Similarity NPC248817
0.8039 Intermediate Similarity NPC313650
0.8037 Intermediate Similarity NPC473653
0.8036 Intermediate Similarity NPC464
0.8036 Intermediate Similarity NPC473718
0.8036 Intermediate Similarity NPC51345
0.8036 Intermediate Similarity NPC185541
0.8036 Intermediate Similarity NPC296526
0.8036 Intermediate Similarity NPC301321
0.8036 Intermediate Similarity NPC303370
0.8034 Intermediate Similarity NPC38761
0.8034 Intermediate Similarity NPC76465
0.8019 Intermediate Similarity NPC38209
0.8019 Intermediate Similarity NPC292792
0.8018 Intermediate Similarity NPC90903
0.8018 Intermediate Similarity NPC26524
0.8017 Intermediate Similarity NPC54972
0.8017 Intermediate Similarity NPC212965
0.8 Intermediate Similarity NPC60589
0.8 Intermediate Similarity NPC156840
0.8 Intermediate Similarity NPC101025
0.8 Intermediate Similarity NPC296920
0.8 Intermediate Similarity NPC471578
0.8 Intermediate Similarity NPC300478
0.8 Intermediate Similarity NPC245552
0.8 Intermediate Similarity NPC55561
0.8 Intermediate Similarity NPC232295
0.8 Intermediate Similarity NPC8547
0.8 Intermediate Similarity NPC257124
0.8 Intermediate Similarity NPC31314
0.8 Intermediate Similarity NPC84325
0.8 Intermediate Similarity NPC469708
0.8 Intermediate Similarity NPC474131
0.8 Intermediate Similarity NPC173746
0.8 Intermediate Similarity NPC90520
0.7983 Intermediate Similarity NPC276212
0.7983 Intermediate Similarity NPC474476
0.7983 Intermediate Similarity NPC58607
0.7983 Intermediate Similarity NPC191037
0.7983 Intermediate Similarity NPC178284
0.7982 Intermediate Similarity NPC306045
0.7982 Intermediate Similarity NPC293424
0.7982 Intermediate Similarity NPC474040
0.7982 Intermediate Similarity NPC234639
0.7982 Intermediate Similarity NPC159916
0.7982 Intermediate Similarity NPC265211
0.7982 Intermediate Similarity NPC474214
0.7982 Intermediate Similarity NPC124916
0.7982 Intermediate Similarity NPC74821
0.7982 Intermediate Similarity NPC259554
0.7982 Intermediate Similarity NPC82016
0.7981 Intermediate Similarity NPC128723
0.7981 Intermediate Similarity NPC51333
0.7981 Intermediate Similarity NPC132078
0.7981 Intermediate Similarity NPC216468
0.7981 Intermediate Similarity NPC78119
0.798 Intermediate Similarity NPC25493
0.798 Intermediate Similarity NPC113460
0.7966 Intermediate Similarity NPC106914
0.7966 Intermediate Similarity NPC197351
0.7966 Intermediate Similarity NPC74478
0.7966 Intermediate Similarity NPC134195
0.7966 Intermediate Similarity NPC86502
0.7966 Intermediate Similarity NPC246648
0.7966 Intermediate Similarity NPC221798
0.7965 Intermediate Similarity NPC229147
0.7965 Intermediate Similarity NPC33717
0.7965 Intermediate Similarity NPC85292

  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 NPC192596 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
0.9307 High Similarity NPD2684 Approved
0.8952 High Similarity NPD7843 Approved
0.8704 High Similarity NPD7157 Approved
0.8654 High Similarity NPD290 Approved
0.8598 High Similarity NPD821 Approved
0.8558 High Similarity NPD3134 Approved
0.8558 High Similarity NPD968 Approved
0.8367 Intermediate Similarity NPD9365 Approved
0.8302 Intermediate Similarity NPD1358 Approved
0.8158 Intermediate Similarity NPD5846 Approved
0.8158 Intermediate Similarity NPD6516 Phase 2
0.8091 Intermediate Similarity NPD5535 Approved
0.8036 Intermediate Similarity NPD6671 Approved
0.8034 Intermediate Similarity NPD6583 Phase 3
0.8034 Intermediate Similarity NPD6582 Phase 2
0.8034 Intermediate Similarity NPD3685 Discontinued
0.8018 Intermediate Similarity NPD1241 Discontinued
0.8 Intermediate Similarity NPD228 Approved
0.7982 Intermediate Similarity NPD1548 Phase 1
0.7982 Intermediate Similarity NPD5451 Approved
0.7965 Intermediate Similarity NPD3596 Phase 2
0.7941 Intermediate Similarity NPD2934 Approved
0.7941 Intermediate Similarity NPD2933 Approved
0.7938 Intermediate Similarity NPD111 Approved
0.7931 Intermediate Similarity NPD3496 Discontinued
0.7913 Intermediate Similarity NPD1357 Approved
0.7864 Intermediate Similarity NPD2859 Approved
0.7864 Intermediate Similarity NPD2860 Approved
0.7833 Intermediate Similarity NPD3690 Phase 2
0.7833 Intermediate Similarity NPD3691 Phase 2
0.7833 Intermediate Similarity NPD6584 Phase 3
0.783 Intermediate Similarity NPD291 Approved
0.7826 Intermediate Similarity NPD6580 Approved
0.7826 Intermediate Similarity NPD6581 Approved
0.7826 Intermediate Similarity NPD1894 Discontinued
0.78 Intermediate Similarity NPD9295 Approved
0.7797 Intermediate Similarity NPD2235 Phase 2
0.7797 Intermediate Similarity NPD2231 Phase 2
0.7769 Intermediate Similarity NPD4993 Discontinued
0.7759 Intermediate Similarity NPD6830 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD1820 Approved
0.775 Intermediate Similarity NPD1817 Approved
0.775 Intermediate Similarity NPD1818 Approved
0.775 Intermediate Similarity NPD1819 Approved
0.7719 Intermediate Similarity NPD2557 Approved
0.7712 Intermediate Similarity NPD1610 Phase 2
0.7712 Intermediate Similarity NPD1091 Approved
0.7705 Intermediate Similarity NPD4908 Phase 1
0.7699 Intermediate Similarity NPD5283 Phase 1
0.7692 Intermediate Similarity NPD4626 Approved
0.7692 Intermediate Similarity NPD1778 Approved
0.7672 Intermediate Similarity NPD1182 Approved
0.7667 Intermediate Similarity NPD8651 Approved
0.7642 Intermediate Similarity NPD3166 Approved
0.7642 Intermediate Similarity NPD3020 Approved
0.7642 Intermediate Similarity NPD3180 Approved
0.7642 Intermediate Similarity NPD3165 Approved
0.7642 Intermediate Similarity NPD3167 Approved
0.7642 Intermediate Similarity NPD3164 Approved
0.7642 Intermediate Similarity NPD3179 Approved
0.7623 Intermediate Similarity NPD2861 Phase 2
0.7615 Intermediate Similarity NPD9697 Approved
0.7607 Intermediate Similarity NPD5585 Approved
0.7607 Intermediate Similarity NPD5691 Approved
0.7596 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7583 Intermediate Similarity NPD5327 Phase 3
0.7581 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7563 Intermediate Similarity NPD422 Phase 1
0.7544 Intermediate Similarity NPD592 Approved
0.7544 Intermediate Similarity NPD594 Approved
0.7542 Intermediate Similarity NPD2667 Approved
0.7542 Intermediate Similarity NPD2668 Approved
0.7523 Intermediate Similarity NPD9501 Approved
0.75 Intermediate Similarity NPD6179 Discontinued
0.75 Intermediate Similarity NPD5163 Phase 2
0.748 Intermediate Similarity NPD3052 Approved
0.748 Intermediate Similarity NPD3054 Approved
0.7479 Intermediate Similarity NPD3847 Discontinued
0.746 Intermediate Similarity NPD4060 Phase 1
0.746 Intermediate Similarity NPD4140 Approved
0.7459 Intermediate Similarity NPD1794 Approved
0.7458 Intermediate Similarity NPD3445 Approved
0.7458 Intermediate Similarity NPD2594 Approved
0.7458 Intermediate Similarity NPD3444 Approved
0.7458 Intermediate Similarity NPD3443 Approved
0.7458 Intermediate Similarity NPD2595 Approved
0.7458 Intermediate Similarity NPD3049 Approved
0.7458 Intermediate Similarity NPD6382 Discontinued
0.744 Intermediate Similarity NPD6798 Discontinued
0.744 Intermediate Similarity NPD3056 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD6543 Approved
0.7438 Intermediate Similarity NPD6539 Approved
0.7438 Intermediate Similarity NPD6542 Approved
0.7438 Intermediate Similarity NPD2428 Approved
0.7438 Intermediate Similarity NPD6540 Phase 3
0.7438 Intermediate Similarity NPD2429 Approved
0.7438 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD4129 Approved
0.7438 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD5536 Phase 2
0.7429 Intermediate Similarity NPD9296 Approved
0.7417 Intermediate Similarity NPD1535 Discovery
0.7402 Intermediate Similarity NPD5735 Approved
0.7398 Intermediate Similarity NPD5647 Approved
0.7395 Intermediate Similarity NPD2423 Clinical (unspecified phase)
0.7395 Intermediate Similarity NPD2554 Approved
0.7395 Intermediate Similarity NPD2556 Approved
0.7381 Intermediate Similarity NPD3058 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD4062 Phase 3
0.7381 Intermediate Similarity NPD6233 Phase 2
0.7381 Intermediate Similarity NPD5745 Approved
0.7381 Intermediate Similarity NPD1423 Approved
0.7377 Intermediate Similarity NPD6538 Approved
0.7377 Intermediate Similarity NPD6541 Approved
0.736 Intermediate Similarity NPD3027 Phase 3
0.7355 Intermediate Similarity NPD1840 Phase 2
0.7355 Intermediate Similarity NPD1481 Phase 2
0.7345 Intermediate Similarity NPD556 Approved
0.7339 Intermediate Similarity NPD940 Approved
0.7339 Intermediate Similarity NPD846 Approved
0.7323 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD5374 Approved
0.7321 Intermediate Similarity NPD5373 Approved
0.7321 Intermediate Similarity NPD9552 Approved
0.7317 Intermediate Similarity NPD6362 Approved
0.7317 Intermediate Similarity NPD2797 Approved
0.7317 Intermediate Similarity NPD3568 Approved
0.7317 Intermediate Similarity NPD3567 Approved
0.7304 Intermediate Similarity NPD1138 Approved
0.7302 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7295 Intermediate Similarity NPD4749 Approved
0.7295 Intermediate Similarity NPD4359 Approved
0.7295 Intermediate Similarity NPD3676 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD4538 Approved
0.7287 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD4536 Approved
0.728 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD776 Approved
0.7273 Intermediate Similarity NPD3705 Approved
0.7266 Intermediate Similarity NPD6355 Discontinued
0.7266 Intermediate Similarity NPD4340 Discontinued
0.7258 Intermediate Similarity NPD7018 Phase 2
0.7258 Intermediate Similarity NPD558 Phase 2
0.7248 Intermediate Similarity NPD3028 Approved
0.7244 Intermediate Similarity NPD3162 Approved
0.7244 Intermediate Similarity NPD7265 Discontinued
0.7244 Intermediate Similarity NPD3163 Approved
0.7244 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7236 Intermediate Similarity NPD7258 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD3152 Clinical (unspecified phase)
0.7227 Intermediate Similarity NPD2486 Discontinued
0.7227 Intermediate Similarity NPD9545 Approved
0.7222 Intermediate Similarity NPD7095 Approved
0.7222 Intermediate Similarity NPD5746 Approved
0.7217 Intermediate Similarity NPD1139 Approved
0.7217 Intermediate Similarity NPD1137 Approved
0.7213 Intermediate Similarity NPD2230 Approved
0.7213 Intermediate Similarity NPD9717 Approved
0.7213 Intermediate Similarity NPD2232 Approved
0.7213 Intermediate Similarity NPD2233 Approved
0.7209 Intermediate Similarity NPD2157 Approved
0.7209 Intermediate Similarity NPD6653 Approved
0.7209 Intermediate Similarity NPD6353 Approved
0.72 Intermediate Similarity NPD1712 Approved
0.72 Intermediate Similarity NPD454 Approved
0.7196 Intermediate Similarity NPD1809 Phase 2
0.7196 Intermediate Similarity NPD844 Approved
0.7188 Intermediate Similarity NPD1613 Approved
0.7188 Intermediate Similarity NPD3597 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD1770 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD987 Approved
0.7177 Intermediate Similarity NPD4098 Discontinued
0.7176 Intermediate Similarity NPD3175 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD2239 Approved
0.7176 Intermediate Similarity NPD2240 Approved
0.717 Intermediate Similarity NPD845 Approved
0.7167 Intermediate Similarity NPD1651 Approved
0.7165 Intermediate Similarity NPD3374 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD1048 Approved
0.7165 Intermediate Similarity NPD7294 Phase 1
0.7154 Intermediate Similarity NPD2982 Phase 2
0.7154 Intermediate Similarity NPD2983 Phase 2
0.7154 Intermediate Similarity NPD1669 Approved
0.7154 Intermediate Similarity NPD7097 Phase 1
0.7143 Intermediate Similarity NPD2614 Approved
0.7143 Intermediate Similarity NPD682 Discontinued
0.7132 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD5124 Phase 1
0.713 Intermediate Similarity NPD2671 Approved
0.713 Intermediate Similarity NPD2673 Approved
0.712 Intermediate Similarity NPD4624 Approved
0.712 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD709 Approved
0.7113 Intermediate Similarity NPD9294 Approved
0.7109 Intermediate Similarity NPD7477 Discontinued
0.7107 Intermediate Similarity NPD2107 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD5960 Phase 3
0.7099 Intermediate Similarity NPD7033 Discontinued

  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