Structure

Physi-Chem Properties

Molecular Weight:  946.33
Volume:  873.523
LogP:  -0.421
LogD:  -0.541
LogS:  -2.471
# Rotatable Bonds:  18
TPSA:  361.36
# H-Bond Aceptor:  24
# H-Bond Donor:  12
# Rings:  6
# Heavy Atoms:  24

MedChem Properties

QED Drug-Likeness Score:  0.053
Synthetic Accessibility Score:  5.888
Fsp3:  0.643
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.667
MDCK Permeability:  0.00012179486657259986
Pgp-inhibitor:  0.001
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.995
20% Bioavailability (F20%):  0.662
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.113
Plasma Protein Binding (PPB):  70.25792694091797%
Volume Distribution (VD):  0.008
Pgp-substrate:  12.512590408325195%

ADMET: Metabolism

CYP1A2-inhibitor:  0.008
CYP1A2-substrate:  0.032
CYP2C19-inhibitor:  0.025
CYP2C19-substrate:  0.062
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.03
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.116
CYP3A4-inhibitor:  0.017
CYP3A4-substrate:  0.005

ADMET: Excretion

Clearance (CL):  0.483
Half-life (T1/2):  0.715

ADMET: Toxicity

hERG Blockers:  0.557
Human Hepatotoxicity (H-HT):  0.399
Drug-inuced Liver Injury (DILI):  0.435
AMES Toxicity:  0.121
Rat Oral Acute Toxicity:  0.034
Maximum Recommended Daily Dose:  0.001
Skin Sensitization:  0.95
Carcinogencity:  0.02
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.028

Download Data

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

  Natural Product: NPC470927

Natural Product ID:  NPC470927
Common Name*:   Velutinoside Iii
IUPAC Name:   [(2R,3R,4R,5R,6R)-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Synonyms:   Velutinoside Iii
Standard InCHIKey:  HHUJWIFTKLKKSE-ORAGUUTESA-N
Standard InCHI:  InChI=1S/C42H58O24/c1-17-28(48)32(52)38(66-40-33(53)29(49)22(46)15-59-40)42(61-17)65-37-35(55)41(58-11-10-19-5-8-23(56-2)21(45)12-19)63-26(16-60-39-34(54)31(51)30(50)25(14-43)62-39)36(37)64-27(47)9-6-18-4-7-20(44)24(13-18)57-3/h4-9,12-13,17,22,25-26,28-46,48-55H,10-11,14-16H2,1-3H3/b9-6+/t17-,22+,25+,26+,28-,29+,30+,31-,32+,33-,34+,35+,36+,37+,38+,39+,40-,41+,42-/m0/s1
SMILES:  OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OCCc3ccc(c(c3)O)OC)[C@@H]([C@H]([C@@H]2OC(=O)/C=C/c2ccc(c(c2)OC)O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O[C@@H]2OC[C@H]([C@H]([C@@H]2O)O)O)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL231869
PubChem CID:   44429869
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0000198] Oligosaccharides

*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
NPO6536 Marrubium velutinum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[17287127]
NPO6536 Marrubium velutinum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6536 Marrubium velutinum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT43 Individual Protein Tyrosinase Agaricus bisporus Inhibition = 13.21 % PMID[484541]

☑ 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 NPC470927 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 NPC257970
0.993 High Similarity NPC473427
0.993 High Similarity NPC306890
0.993 High Similarity NPC470933
0.993 High Similarity NPC476398
0.993 High Similarity NPC94871
0.993 High Similarity NPC259347
0.993 High Similarity NPC471062
0.993 High Similarity NPC476386
0.9789 High Similarity NPC232992
0.9648 High Similarity NPC34927
0.9648 High Similarity NPC100998
0.9648 High Similarity NPC34587
0.9648 High Similarity NPC252292
0.9648 High Similarity NPC476382
0.9586 High Similarity NPC188393
0.9586 High Similarity NPC470934
0.9577 High Similarity NPC64195
0.9507 High Similarity NPC119537
0.9507 High Similarity NPC476384
0.9507 High Similarity NPC476378
0.9507 High Similarity NPC247032
0.9507 High Similarity NPC205864
0.9507 High Similarity NPC476375
0.9507 High Similarity NPC476380
0.9507 High Similarity NPC264632
0.9507 High Similarity NPC476397
0.9507 High Similarity NPC175214
0.9507 High Similarity NPC298257
0.9507 High Similarity NPC76406
0.9507 High Similarity NPC112
0.9507 High Similarity NPC476381
0.9507 High Similarity NPC269141
0.9507 High Similarity NPC96795
0.9444 High Similarity NPC476865
0.9437 High Similarity NPC222433
0.9437 High Similarity NPC140502
0.9437 High Similarity NPC265648
0.9375 High Similarity NPC476864
0.9375 High Similarity NPC287615
0.9375 High Similarity NPC216819
0.9375 High Similarity NPC476869
0.9375 High Similarity NPC83743
0.9375 High Similarity NPC262182
0.9375 High Similarity NPC476868
0.9375 High Similarity NPC476866
0.9366 High Similarity NPC47471
0.9366 High Similarity NPC476377
0.9366 High Similarity NPC476385
0.9366 High Similarity NPC134405
0.932 High Similarity NPC476871
0.9315 High Similarity NPC28651
0.9315 High Similarity NPC261122
0.9315 High Similarity NPC210611
0.9315 High Similarity NPC3460
0.9315 High Similarity NPC80732
0.9315 High Similarity NPC300262
0.9315 High Similarity NPC192763
0.9315 High Similarity NPC201148
0.9315 High Similarity NPC215095
0.9315 High Similarity NPC199311
0.931 High Similarity NPC229505
0.9306 High Similarity NPC476867
0.9296 High Similarity NPC475530
0.9296 High Similarity NPC473799
0.9257 High Similarity NPC85192
0.9257 High Similarity NPC7145
0.9257 High Similarity NPC143480
0.9257 High Similarity NPC125823
0.9236 High Similarity NPC478239
0.9225 High Similarity NPC89105
0.9225 High Similarity NPC472350
0.9225 High Similarity NPC64141
0.9225 High Similarity NPC205195
0.9225 High Similarity NPC476383
0.9225 High Similarity NPC197316
0.9225 High Similarity NPC81515
0.9225 High Similarity NPC68092
0.9195 High Similarity NPC478268
0.9172 High Similarity NPC141455
0.9172 High Similarity NPC110063
0.9172 High Similarity NPC196063
0.9172 High Similarity NPC296954
0.9172 High Similarity NPC300894
0.9167 High Similarity NPC157816
0.9156 High Similarity NPC246024
0.9155 High Similarity NPC476376
0.9155 High Similarity NPC78363
0.9155 High Similarity NPC260425
0.9122 High Similarity NPC90896
0.9122 High Similarity NPC283839
0.9122 High Similarity NPC106138
0.9103 High Similarity NPC105005
0.9103 High Similarity NPC113680
0.9103 High Similarity NPC278961
0.9097 High Similarity NPC186406
0.9085 High Similarity NPC157554
0.9067 High Similarity NPC289967
0.9067 High Similarity NPC472612
0.9067 High Similarity NPC472611
0.9048 High Similarity NPC199928
0.9041 High Similarity NPC232228
0.9034 High Similarity NPC473792
0.9034 High Similarity NPC473873
0.9028 High Similarity NPC202700
0.9014 High Similarity NPC263829
0.8993 High Similarity NPC478242
0.8968 High Similarity NPC149873
0.8968 High Similarity NPC7191
0.8958 High Similarity NPC100389
0.8958 High Similarity NPC226005
0.8954 High Similarity NPC11411
0.8951 High Similarity NPC52277
0.8951 High Similarity NPC199459
0.8951 High Similarity NPC177035
0.8944 High Similarity NPC135127
0.8944 High Similarity NPC287597
0.8944 High Similarity NPC34293
0.8944 High Similarity NPC35731
0.8944 High Similarity NPC886
0.8912 High Similarity NPC292443
0.8897 High Similarity NPC106944
0.8896 High Similarity NPC471878
0.8889 High Similarity NPC126206
0.8889 High Similarity NPC138738
0.8889 High Similarity NPC131532
0.8889 High Similarity NPC470413
0.8881 High Similarity NPC476870
0.8874 High Similarity NPC473621
0.8851 High Similarity NPC473909
0.8851 High Similarity NPC143120
0.8851 High Similarity NPC274960
0.8844 High Similarity NPC40305
0.8839 High Similarity NPC478269
0.8828 High Similarity NPC171134
0.8828 High Similarity NPC328273
0.8828 High Similarity NPC321184
0.8828 High Similarity NPC321638
0.8819 High Similarity NPC471665
0.8819 High Similarity NPC471664
0.8819 High Similarity NPC186418
0.8819 High Similarity NPC37468
0.8816 High Similarity NPC476352
0.8816 High Similarity NPC106818
0.8816 High Similarity NPC215060
0.8803 High Similarity NPC473285
0.88 High Similarity NPC23677
0.88 High Similarity NPC478237
0.8784 High Similarity NPC297342
0.8782 High Similarity NPC478265
0.8759 High Similarity NPC304152
0.8758 High Similarity NPC469778
0.8758 High Similarity NPC295941
0.8758 High Similarity NPC100925
0.8758 High Similarity NPC469774
0.8758 High Similarity NPC32723
0.8758 High Similarity NPC469777
0.8758 High Similarity NPC469776
0.8758 High Similarity NPC150442
0.8758 High Similarity NPC135334
0.8758 High Similarity NPC469773
0.8758 High Similarity NPC469775
0.8758 High Similarity NPC87403
0.8758 High Similarity NPC469772
0.8742 High Similarity NPC59516
0.8732 High Similarity NPC46137
0.8732 High Similarity NPC246869
0.8732 High Similarity NPC248307
0.8732 High Similarity NPC235294
0.8732 High Similarity NPC138777
0.8732 High Similarity NPC225384
0.8732 High Similarity NPC65942
0.8726 High Similarity NPC478267
0.871 High Similarity NPC478266
0.8707 High Similarity NPC472711
0.8693 High Similarity NPC53587
0.8693 High Similarity NPC176186
0.8693 High Similarity NPC169404
0.8684 High Similarity NPC475224
0.8681 High Similarity NPC471883
0.8681 High Similarity NPC187194
0.8675 High Similarity NPC280945
0.8675 High Similarity NPC116229
0.8675 High Similarity NPC93924
0.8671 High Similarity NPC254275
0.8658 High Similarity NPC471063
0.8654 High Similarity NPC226759
0.8649 High Similarity NPC469559
0.8636 High Similarity NPC471874
0.8634 High Similarity NPC197708
0.8634 High Similarity NPC658
0.8627 High Similarity NPC478249
0.8627 High Similarity NPC269914
0.8618 High Similarity NPC111785
0.8618 High Similarity NPC475250
0.8616 High Similarity NPC227297
0.8609 High Similarity NPC473480
0.8609 High Similarity NPC97240
0.8609 High Similarity NPC15538
0.8609 High Similarity NPC175275

  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 NPC470927 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
0.9225 High Similarity NPD7266 Discontinued
0.8377 Intermediate Similarity NPD1653 Approved
0.8242 Intermediate Similarity NPD7472 Approved
0.8242 Intermediate Similarity NPD7074 Phase 3
0.8182 Intermediate Similarity NPD7054 Approved
0.8144 Intermediate Similarity NPD7685 Pre-registration
0.8121 Intermediate Similarity NPD7228 Approved
0.8095 Intermediate Similarity NPD7808 Phase 3
0.8036 Intermediate Similarity NPD7251 Discontinued
0.7976 Intermediate Similarity NPD6797 Phase 2
0.7959 Intermediate Similarity NPD3027 Phase 3
0.7888 Intermediate Similarity NPD8455 Phase 2
0.7778 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7719 Intermediate Similarity NPD7240 Approved
0.7697 Intermediate Similarity NPD6234 Discontinued
0.7692 Intermediate Similarity NPD3818 Discontinued
0.7683 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7682 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7682 Intermediate Similarity NPD1613 Approved
0.7671 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7643 Intermediate Similarity NPD6190 Approved
0.763 Intermediate Similarity NPD8313 Approved
0.763 Intermediate Similarity NPD8312 Approved
0.7628 Intermediate Similarity NPD6674 Discontinued
0.7607 Intermediate Similarity NPD37 Approved
0.7576 Intermediate Similarity NPD4966 Approved
0.7576 Intermediate Similarity NPD4965 Approved
0.7576 Intermediate Similarity NPD4967 Phase 2
0.7574 Intermediate Similarity NPD6166 Phase 2
0.7574 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD1091 Approved
0.7415 Intermediate Similarity NPD3705 Approved
0.7407 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD1934 Approved
0.7351 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD1357 Approved
0.7314 Intermediate Similarity NPD6559 Discontinued
0.7312 Intermediate Similarity NPD7680 Approved
0.7308 Intermediate Similarity NPD7097 Phase 1
0.7294 Intermediate Similarity NPD7199 Phase 2
0.7294 Intermediate Similarity NPD8127 Discontinued
0.7283 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD228 Approved
0.725 Intermediate Similarity NPD8166 Discontinued
0.725 Intermediate Similarity NPD4628 Phase 3
0.7246 Intermediate Similarity NPD1465 Phase 2
0.7246 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD5844 Phase 1
0.7202 Intermediate Similarity NPD3817 Phase 2
0.7192 Intermediate Similarity NPD5536 Phase 2
0.7169 Intermediate Similarity NPD4380 Phase 2
0.7143 Intermediate Similarity NPD2978 Approved
0.7143 Intermediate Similarity NPD2977 Approved
0.7143 Intermediate Similarity NPD2801 Approved
0.7118 Intermediate Similarity NPD7075 Discontinued
0.7115 Intermediate Similarity NPD4060 Phase 1
0.711 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD7945 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD1652 Phase 2
0.707 Intermediate Similarity NPD230 Phase 1
0.707 Intermediate Similarity NPD4340 Discontinued
0.7059 Intermediate Similarity NPD3882 Suspended
0.7055 Intermediate Similarity NPD5058 Phase 3
0.7051 Intermediate Similarity NPD6233 Phase 2
0.7034 Intermediate Similarity NPD5283 Phase 1
0.7032 Intermediate Similarity NPD7095 Approved
0.7031 Intermediate Similarity NPD8151 Discontinued
0.7013 Intermediate Similarity NPD2861 Phase 2
0.7006 Intermediate Similarity NPD7458 Discontinued
0.7006 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD3620 Phase 2
0.7 Intermediate Similarity NPD5402 Approved
0.6989 Remote Similarity NPD3751 Discontinued
0.6983 Remote Similarity NPD7549 Discontinued
0.6974 Remote Similarity NPD2983 Phase 2
0.6974 Remote Similarity NPD2982 Phase 2
0.6972 Remote Similarity NPD1358 Approved
0.6968 Remote Similarity NPD4908 Phase 1
0.6966 Remote Similarity NPD7843 Approved
0.6962 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6962 Remote Similarity NPD5124 Phase 1
0.6962 Remote Similarity NPD1933 Approved
0.6959 Remote Similarity NPD7783 Phase 2
0.6959 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6954 Remote Similarity NPD6232 Discontinued
0.6946 Remote Similarity NPD3687 Approved
0.6946 Remote Similarity NPD3686 Approved
0.6941 Remote Similarity NPD7819 Suspended
0.6941 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6932 Remote Similarity NPD7473 Discontinued
0.6923 Remote Similarity NPD6386 Approved
0.6923 Remote Similarity NPD6385 Approved
0.6919 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6918 Remote Similarity NPD6653 Approved
0.6909 Remote Similarity NPD1511 Approved
0.6908 Remote Similarity NPD2981 Phase 2
0.6906 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6903 Remote Similarity NPD9494 Approved
0.6903 Remote Similarity NPD3018 Phase 2
0.6899 Remote Similarity NPD1558 Phase 1
0.6894 Remote Similarity NPD2935 Discontinued
0.6887 Remote Similarity NPD3496 Discontinued
0.6886 Remote Similarity NPD5403 Approved
0.6885 Remote Similarity NPD6842 Approved
0.6885 Remote Similarity NPD6841 Approved
0.6885 Remote Similarity NPD6843 Phase 3
0.6879 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6879 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6879 Remote Similarity NPD6798 Discontinued
0.6875 Remote Similarity NPD4538 Approved
0.6875 Remote Similarity NPD4536 Approved
0.6875 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6871 Remote Similarity NPD3060 Approved
0.6871 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6859 Remote Similarity NPD7435 Discontinued
0.6857 Remote Similarity NPD3787 Discontinued
0.6855 Remote Similarity NPD6355 Discontinued
0.6852 Remote Similarity NPD5762 Approved
0.6852 Remote Similarity NPD5763 Approved
0.6842 Remote Similarity NPD422 Phase 1
0.6839 Remote Similarity NPD5494 Approved
0.6833 Remote Similarity NPD7038 Approved
0.6833 Remote Similarity NPD7039 Approved
0.6829 Remote Similarity NPD4110 Phase 3
0.6829 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6826 Remote Similarity NPD1512 Approved
0.6826 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6824 Remote Similarity NPD7157 Approved
0.6807 Remote Similarity NPD4357 Discontinued
0.6805 Remote Similarity NPD3455 Phase 2
0.6784 Remote Similarity NPD6801 Discontinued
0.6783 Remote Similarity NPD3134 Approved
0.6771 Remote Similarity NPD7698 Approved
0.6771 Remote Similarity NPD7696 Phase 3
0.6771 Remote Similarity NPD7697 Approved
0.6768 Remote Similarity NPD4236 Phase 3
0.6768 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6768 Remote Similarity NPD4237 Approved
0.6766 Remote Similarity NPD5401 Approved
0.6766 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6765 Remote Similarity NPD7028 Phase 2
0.6763 Remote Similarity NPD7768 Phase 2
0.6759 Remote Similarity NPD3022 Approved
0.6759 Remote Similarity NPD3021 Approved
0.675 Remote Similarity NPD447 Suspended
0.6748 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6744 Remote Similarity NPD6818 Clinical (unspecified phase)
0.6744 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6736 Remote Similarity NPD8320 Phase 1
0.6736 Remote Similarity NPD8319 Approved
0.6735 Remote Similarity NPD7874 Approved
0.6735 Remote Similarity NPD5535 Approved
0.6735 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6732 Remote Similarity NPD1610 Phase 2
0.673 Remote Similarity NPD4062 Phase 3
0.6728 Remote Similarity NPD7033 Discontinued
0.6728 Remote Similarity NPD4108 Discontinued
0.6728 Remote Similarity NPD5960 Phase 3
0.6728 Remote Similarity NPD5588 Approved
0.6727 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6727 Remote Similarity NPD3750 Approved
0.6727 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6725 Remote Similarity NPD7411 Suspended
0.6719 Remote Similarity NPD6823 Phase 2
0.6718 Remote Similarity NPD7701 Phase 2
0.6711 Remote Similarity NPD5125 Phase 3
0.6711 Remote Similarity NPD4626 Approved
0.6711 Remote Similarity NPD5126 Approved
0.671 Remote Similarity NPD3225 Approved
0.671 Remote Similarity NPD8651 Approved
0.6707 Remote Similarity NPD6799 Approved
0.6705 Remote Similarity NPD5353 Approved
0.6705 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6702 Remote Similarity NPD6781 Approved
0.6702 Remote Similarity NPD6780 Approved
0.6702 Remote Similarity NPD6778 Approved
0.6702 Remote Similarity NPD6782 Approved
0.6702 Remote Similarity NPD6777 Approved
0.6702 Remote Similarity NPD6776 Approved
0.6702 Remote Similarity NPD6779 Approved
0.669 Remote Similarity NPD2684 Approved
0.6689 Remote Similarity NPD1548 Phase 1
0.6687 Remote Similarity NPD4140 Approved
0.6685 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5177 Phase 3
0.6667 Remote Similarity NPD3536 Discontinued
0.6649 Remote Similarity NPD8150 Discontinued
0.6649 Remote Similarity NPD7870 Phase 2
0.6649 Remote Similarity NPD8434 Phase 2
0.6649 Remote Similarity NPD7871 Phase 2

  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