Structure

Physi-Chem Properties

Molecular Weight:  492.42
Volume:  545.667
LogP:  4.939
LogD:  4.907
LogS:  -5.026
# Rotatable Bonds:  6
TPSA:  69.92
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.404
Synthetic Accessibility Score:  4.93
Fsp3:  1.0
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:  -4.797
MDCK Permeability:  3.1622879760107026e-05
Pgp-inhibitor:  0.787
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.343
30% Bioavailability (F30%):  0.715

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.054
Plasma Protein Binding (PPB):  94.2992172241211%
Volume Distribution (VD):  1.024
Pgp-substrate:  3.5094802379608154%

ADMET: Metabolism

CYP1A2-inhibitor:  0.01
CYP1A2-substrate:  0.495
CYP2C19-inhibitor:  0.047
CYP2C19-substrate:  0.933
CYP2C9-inhibitor:  0.145
CYP2C9-substrate:  0.628
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.654
CYP3A4-inhibitor:  0.253
CYP3A4-substrate:  0.304

ADMET: Excretion

Clearance (CL):  4.831
Half-life (T1/2):  0.227

ADMET: Toxicity

hERG Blockers:  0.106
Human Hepatotoxicity (H-HT):  0.106
Drug-inuced Liver Injury (DILI):  0.011
AMES Toxicity:  0.001
Rat Oral Acute Toxicity:  0.081
Maximum Recommended Daily Dose:  0.661
Skin Sensitization:  0.511
Carcinogencity:  0.004
Eye Corrosion:  0.428
Eye Irritation:  0.357
Respiratory Toxicity:  0.778

Download Data

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

  Natural Product: NPC470071

Natural Product ID:  NPC470071
Common Name*:   (3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-((R)-2-Hydroxy-6-Methoxy-6-Methylheptan-2-Yl)-4,4,8,10,14-Pentamethylhexadecahydro-1H-Cyclopenta[A]Phenanthrene-3,12-Diol
IUPAC Name:   (3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2R)-2-hydroxy-6-methoxy-6-methylheptan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol
Synonyms:  
Standard InCHIKey:  VKANVHXFBJQXLP-OWIQXKKRSA-N
Standard InCHI:  InChI=1S/C31H56O4/c1-26(2,35-9)14-10-15-31(8,34)20-11-17-30(7)25(20)21(32)19-23-28(5)16-13-24(33)27(3,4)22(28)12-18-29(23,30)6/h20-25,32-34H,10-19H2,1-9H3/t20-,21+,22-,23+,24-,25-,28-,29+,30+,31+/m0/s1
SMILES:  CC1(C2CCC3(C(C2(CCC1O)C)CC(C4C3(CCC4C(C)(CCCC(C)(C)OC)O)C)O)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1669125
PubChem CID:   53318176
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. leaf n.a. PMID[18409045]
NPO29141 Panax ginseng Species Araliaceae Eukaryota flower buds n.a. n.a. PMID[19926279]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. root n.a. PMID[2092947]
NPO29141 Panax ginseng Species Araliaceae Eukaryota berry n.a. n.a. PMID[21216145]
NPO29141 Panax ginseng Species Araliaceae Eukaryota leaves n.a. n.a. PMID[24290061]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[24968750]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[25152999]
NPO29141 Panax ginseng Species Araliaceae Eukaryota stems-leaves n.a. n.a. PMID[26420067]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. stem n.a. PMID[27914541]
NPO29141 Panax ginseng Species Araliaceae Eukaryota Flower Buds n.a. n.a. PMID[28345906]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[32129622]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29141 Panax ginseng Species Araliaceae 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
NPT83 Cell Line MCF7 Homo sapiens IC50 = 8340.0 nM PMID[554286]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 8320.0 nM PMID[554286]
NPT90 Cell Line DU-145 Homo sapiens IC50 = 11830.0 nM PMID[554286]
NPT407 Cell Line COLO 205 Homo sapiens IC50 = 14200.0 nM PMID[554286]
NPT81 Cell Line A549 Homo sapiens IC50 = 35620.0 nM PMID[554286]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 8480.0 nM PMID[554286]
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 44200.0 nM PMID[554288]
NPT81 Cell Line A549 Homo sapiens IC50 = 38500.0 nM PMID[554288]
NPT547 Cell Line BGC-823 Homo sapiens IC50 = 39600.0 nM PMID[554288]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 36900.0 nM PMID[554288]
NPT515 Cell Line SGC-7901 Homo sapiens IC50 = 44700.0 nM PMID[554288]
NPT81 Cell Line A549 Homo sapiens IC50 = 29280.0 nM PMID[554289]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 44590.0 nM PMID[554289]
NPT1535 Cell Line U-87 MG Homo sapiens IC50 = 19510.0 nM PMID[554289]
NPT165 Cell Line HeLa Homo sapiens IC50 = 29360.0 nM PMID[554289]
NPT547 Cell Line BGC-823 Homo sapiens IC50 = 36000.0 nM PMID[554290]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 31300.0 nM PMID[554290]
NPT306 Cell Line PC-3 Homo sapiens IC50 = 39500.0 nM PMID[554290]
NPT90 Cell Line DU-145 Homo sapiens IC50 = 40700.0 nM PMID[554290]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 35900.0 nM PMID[554290]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 22500.0 nM PMID[554287]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 5400.0 nM PMID[554287]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 100000.0 nM PMID[554287]
NPT2 Others Unspecified IC50 = 33600.0 nM PMID[554288]
NPT23295 CELL-LINE LNCaP C4-2B Homo sapiens IC50 = 37500.0 nM PMID[554288]
NPT2 Others Unspecified IC50 = 38530.0 nM PMID[554289]
NPT2 Others Unspecified IC50 > 100000.0 nM PMID[554289]

☑ 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 NPC470071 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 NPC187471
1.0 High Similarity NPC252182
1.0 High Similarity NPC1340
0.9697 High Similarity NPC66407
0.9412 High Similarity NPC127094
0.9265 High Similarity NPC63588
0.9265 High Similarity NPC232925
0.9265 High Similarity NPC192192
0.9265 High Similarity NPC251201
0.9143 High Similarity NPC304499
0.913 High Similarity NPC157422
0.913 High Similarity NPC100586
0.913 High Similarity NPC109457
0.9118 High Similarity NPC254037
0.9118 High Similarity NPC129829
0.9118 High Similarity NPC477820
0.9028 High Similarity NPC64081
0.9028 High Similarity NPC474574
0.9028 High Similarity NPC476233
0.9014 High Similarity NPC196136
0.9014 High Similarity NPC243027
0.9014 High Similarity NPC317242
0.9014 High Similarity NPC158208
0.9 High Similarity NPC153719
0.9 High Similarity NPC470610
0.8986 High Similarity NPC282454
0.8971 High Similarity NPC472741
0.8904 High Similarity NPC471769
0.8889 High Similarity NPC163597
0.8873 High Similarity NPC475458
0.8873 High Similarity NPC192501
0.8873 High Similarity NPC48795
0.8873 High Similarity NPC10476
0.8873 High Similarity NPC228994
0.8841 High Similarity NPC107919
0.8824 High Similarity NPC48079
0.88 High Similarity NPC73515
0.8788 High Similarity NPC114891
0.8784 High Similarity NPC476176
0.8784 High Similarity NPC477282
0.8784 High Similarity NPC81074
0.8767 High Similarity NPC128951
0.8767 High Similarity NPC185915
0.8767 High Similarity NPC192046
0.8767 High Similarity NPC105208
0.8767 High Similarity NPC133596
0.8767 High Similarity NPC302578
0.8767 High Similarity NPC477227
0.8767 High Similarity NPC11907
0.875 High Similarity NPC91387
0.875 High Similarity NPC231680
0.875 High Similarity NPC270306
0.8676 High Similarity NPC44122
0.8676 High Similarity NPC142712
0.8667 High Similarity NPC16449
0.8649 High Similarity NPC67657
0.8649 High Similarity NPC147993
0.8649 High Similarity NPC471045
0.8649 High Similarity NPC18857
0.8636 High Similarity NPC218585
0.8636 High Similarity NPC148174
0.8636 High Similarity NPC71460
0.8592 High Similarity NPC478103
0.8592 High Similarity NPC157777
0.8592 High Similarity NPC195530
0.8592 High Similarity NPC131506
0.8592 High Similarity NPC473279
0.8571 High Similarity NPC299948
0.8571 High Similarity NPC470830
0.8571 High Similarity NPC470833
0.8571 High Similarity NPC241085
0.8551 High Similarity NPC473230
0.8551 High Similarity NPC475884
0.8533 High Similarity NPC287452
0.8533 High Similarity NPC220379
0.8529 High Similarity NPC473276
0.8529 High Similarity NPC41577
0.8529 High Similarity NPC474380
0.8514 High Similarity NPC212453
0.8472 Intermediate Similarity NPC473238
0.8472 Intermediate Similarity NPC472341
0.8462 Intermediate Similarity NPC320824
0.8451 Intermediate Similarity NPC231945
0.8442 Intermediate Similarity NPC202688
0.8442 Intermediate Similarity NPC470611
0.8442 Intermediate Similarity NPC154043
0.8442 Intermediate Similarity NPC60018
0.8442 Intermediate Similarity NPC296734
0.8442 Intermediate Similarity NPC475388
0.8429 Intermediate Similarity NPC474756
0.8382 Intermediate Similarity NPC167995
0.8382 Intermediate Similarity NPC159654
0.8382 Intermediate Similarity NPC281540
0.8382 Intermediate Similarity NPC69149
0.8382 Intermediate Similarity NPC118937
0.8378 Intermediate Similarity NPC473916
0.8378 Intermediate Similarity NPC477602
0.8378 Intermediate Similarity NPC477601
0.8356 Intermediate Similarity NPC477508
0.8354 Intermediate Similarity NPC266651
0.8354 Intermediate Similarity NPC290612
0.8333 Intermediate Similarity NPC477285
0.8333 Intermediate Similarity NPC111582
0.8333 Intermediate Similarity NPC470070
0.8289 Intermediate Similarity NPC80891
0.8289 Intermediate Similarity NPC201276
0.8286 Intermediate Similarity NPC63190
0.8261 Intermediate Similarity NPC472946
0.825 Intermediate Similarity NPC215968
0.825 Intermediate Similarity NPC155531
0.8243 Intermediate Similarity NPC472950
0.8243 Intermediate Similarity NPC472952
0.8243 Intermediate Similarity NPC186851
0.8243 Intermediate Similarity NPC3403
0.8235 Intermediate Similarity NPC236099
0.8235 Intermediate Similarity NPC209686
0.8235 Intermediate Similarity NPC249078
0.8228 Intermediate Similarity NPC86238
0.8205 Intermediate Similarity NPC286719
0.8205 Intermediate Similarity NPC477286
0.8182 Intermediate Similarity NPC78545
0.8182 Intermediate Similarity NPC71535
0.8182 Intermediate Similarity NPC474714
0.8182 Intermediate Similarity NPC248944
0.8182 Intermediate Similarity NPC476735
0.8182 Intermediate Similarity NPC7479
0.8182 Intermediate Similarity NPC257296
0.8158 Intermediate Similarity NPC477817
0.8158 Intermediate Similarity NPC80089
0.8158 Intermediate Similarity NPC324700
0.8158 Intermediate Similarity NPC224802
0.8158 Intermediate Similarity NPC31828
0.8158 Intermediate Similarity NPC171426
0.8158 Intermediate Similarity NPC34046
0.8158 Intermediate Similarity NPC301707
0.8158 Intermediate Similarity NPC477819
0.8148 Intermediate Similarity NPC210658
0.8148 Intermediate Similarity NPC140446
0.8148 Intermediate Similarity NPC161928
0.8148 Intermediate Similarity NPC43912
0.8133 Intermediate Similarity NPC470145
0.8125 Intermediate Similarity NPC232044
0.8125 Intermediate Similarity NPC273290
0.8108 Intermediate Similarity NPC472503
0.8108 Intermediate Similarity NPC308440
0.8108 Intermediate Similarity NPC478130
0.8101 Intermediate Similarity NPC232023
0.8101 Intermediate Similarity NPC478054
0.8101 Intermediate Similarity NPC211135
0.8101 Intermediate Similarity NPC216420
0.8101 Intermediate Similarity NPC85095
0.8082 Intermediate Similarity NPC323900
0.8082 Intermediate Similarity NPC477821
0.8082 Intermediate Similarity NPC477823
0.8082 Intermediate Similarity NPC477822
0.8082 Intermediate Similarity NPC473552
0.8082 Intermediate Similarity NPC324984
0.8082 Intermediate Similarity NPC8004
0.8082 Intermediate Similarity NPC127283
0.8077 Intermediate Similarity NPC469745
0.8077 Intermediate Similarity NPC190940
0.8056 Intermediate Similarity NPC99264
0.8052 Intermediate Similarity NPC477287
0.8052 Intermediate Similarity NPC269333
0.8049 Intermediate Similarity NPC128475
0.803 Intermediate Similarity NPC236588
0.803 Intermediate Similarity NPC135438
0.8026 Intermediate Similarity NPC202540
0.8026 Intermediate Similarity NPC475031
0.8026 Intermediate Similarity NPC207010
0.8026 Intermediate Similarity NPC317913
0.8025 Intermediate Similarity NPC477283
0.8025 Intermediate Similarity NPC471240
0.8 Intermediate Similarity NPC475943
0.8 Intermediate Similarity NPC190827
0.8 Intermediate Similarity NPC260116
0.8 Intermediate Similarity NPC103822
0.8 Intermediate Similarity NPC227260
0.8 Intermediate Similarity NPC471044
0.8 Intermediate Similarity NPC50438
0.8 Intermediate Similarity NPC473336
0.8 Intermediate Similarity NPC80463
0.8 Intermediate Similarity NPC243469
0.7975 Intermediate Similarity NPC268040
0.7975 Intermediate Similarity NPC121121
0.7973 Intermediate Similarity NPC232112
0.7973 Intermediate Similarity NPC253805
0.7952 Intermediate Similarity NPC131466
0.7952 Intermediate Similarity NPC82955
0.7949 Intermediate Similarity NPC322313
0.7949 Intermediate Similarity NPC236237
0.7949 Intermediate Similarity NPC102253
0.7949 Intermediate Similarity NPC475679
0.7927 Intermediate Similarity NPC202937
0.7917 Intermediate Similarity NPC469987
0.7895 Intermediate Similarity NPC86305
0.7895 Intermediate Similarity NPC91573
0.7895 Intermediate Similarity NPC4209
0.7895 Intermediate Similarity NPC14112
0.7875 Intermediate Similarity NPC141941

  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 NPC470071 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
0.8841 High Similarity NPD4267 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD4787 Phase 1
0.8182 Intermediate Similarity NPD6928 Phase 2
0.8158 Intermediate Similarity NPD6118 Approved
0.8158 Intermediate Similarity NPD6697 Approved
0.8158 Intermediate Similarity NPD6114 Approved
0.8158 Intermediate Similarity NPD6115 Approved
0.8026 Intermediate Similarity NPD6116 Phase 1
0.7949 Intermediate Similarity NPD7525 Registered
0.7895 Intermediate Similarity NPD6117 Approved
0.7838 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7763 Intermediate Similarity NPD3703 Phase 2
0.7632 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD5360 Phase 3
0.7273 Intermediate Similarity NPD8171 Discontinued
0.7237 Intermediate Similarity NPD4244 Approved
0.7237 Intermediate Similarity NPD4245 Approved
0.7237 Intermediate Similarity NPD4789 Approved
0.7105 Intermediate Similarity NPD3698 Phase 2
0.7045 Intermediate Similarity NPD6700 Approved
0.7045 Intermediate Similarity NPD6701 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.6966 Remote Similarity NPD6703 Approved
0.6966 Remote Similarity NPD6702 Approved
0.6923 Remote Similarity NPD7991 Discontinued
0.6923 Remote Similarity NPD4758 Discontinued
0.6892 Remote Similarity NPD371 Approved
0.6875 Remote Similarity NPD6942 Approved
0.6875 Remote Similarity NPD7339 Approved
0.686 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6829 Remote Similarity NPD5364 Discontinued
0.6829 Remote Similarity NPD3671 Phase 1
0.6782 Remote Similarity NPD8308 Discontinued
0.6778 Remote Similarity NPD8034 Phase 2
0.6778 Remote Similarity NPD8035 Phase 2
0.6753 Remote Similarity NPD6705 Phase 1
0.675 Remote Similarity NPD1810 Approved
0.675 Remote Similarity NPD1811 Approved
0.6747 Remote Similarity NPD7645 Phase 2
0.6744 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6709 Remote Similarity NPD6081 Approved
0.6702 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD3702 Approved
0.6667 Remote Similarity NPD4748 Discontinued
0.6632 Remote Similarity NPD7640 Approved
0.6632 Remote Similarity NPD7639 Approved
0.6628 Remote Similarity NPD6695 Phase 3
0.6585 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6543 Remote Similarity NPD6926 Approved
0.6543 Remote Similarity NPD6924 Approved
0.6531 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6517 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6515 Remote Similarity NPD385 Approved
0.6515 Remote Similarity NPD384 Approved
0.65 Remote Similarity NPD5777 Approved
0.6495 Remote Similarity NPD7632 Discontinued
0.6494 Remote Similarity NPD4224 Phase 2
0.6471 Remote Similarity NPD6930 Phase 2
0.6471 Remote Similarity NPD6931 Approved
0.6458 Remote Similarity NPD8418 Phase 2
0.6437 Remote Similarity NPD4788 Approved
0.6386 Remote Similarity NPD6933 Approved
0.6375 Remote Similarity NPD2254 Approved
0.6375 Remote Similarity NPD2687 Approved
0.6375 Remote Similarity NPD2686 Approved
0.6374 Remote Similarity NPD5328 Approved
0.6364 Remote Similarity NPD388 Approved
0.6364 Remote Similarity NPD386 Approved
0.6364 Remote Similarity NPD4786 Approved
0.6353 Remote Similarity NPD6929 Approved
0.6344 Remote Similarity NPD4202 Approved
0.6333 Remote Similarity NPD7524 Approved
0.6333 Remote Similarity NPD7750 Discontinued
0.631 Remote Similarity NPD6932 Approved
0.6296 Remote Similarity NPD4243 Approved
0.6279 Remote Similarity NPD7509 Discontinued
0.625 Remote Similarity NPD4755 Approved
0.625 Remote Similarity NPD7920 Phase 3
0.625 Remote Similarity NPD7919 Phase 3
0.6237 Remote Similarity NPD6079 Approved
0.6222 Remote Similarity NPD3618 Phase 1
0.6186 Remote Similarity NPD8088 Phase 1
0.6173 Remote Similarity NPD7532 Clinical (unspecified phase)
0.617 Remote Similarity NPD6399 Phase 3
0.6163 Remote Similarity NPD6683 Phase 2
0.6145 Remote Similarity NPD4784 Approved
0.6145 Remote Similarity NPD4785 Approved
0.6139 Remote Similarity NPD6675 Approved
0.6139 Remote Similarity NPD6402 Approved
0.6139 Remote Similarity NPD5739 Approved
0.6139 Remote Similarity NPD7128 Approved
0.6136 Remote Similarity NPD3667 Approved
0.6122 Remote Similarity NPD4696 Approved
0.6122 Remote Similarity NPD5286 Approved
0.6122 Remote Similarity NPD4700 Approved
0.6122 Remote Similarity NPD5285 Approved
0.6118 Remote Similarity NPD5776 Phase 2
0.6118 Remote Similarity NPD6925 Approved
0.6111 Remote Similarity NPD7328 Approved
0.6111 Remote Similarity NPD7327 Approved
0.6111 Remote Similarity NPD6893 Approved
0.6098 Remote Similarity NPD7151 Approved
0.6098 Remote Similarity NPD7152 Approved
0.6098 Remote Similarity NPD7150 Approved
0.6092 Remote Similarity NPD7514 Phase 3
0.6067 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6067 Remote Similarity NPD3669 Approved
0.6064 Remote Similarity NPD7087 Discontinued
0.6061 Remote Similarity NPD5223 Approved
0.6055 Remote Similarity NPD7516 Approved
0.6049 Remote Similarity NPD6923 Approved
0.6049 Remote Similarity NPD6922 Approved
0.6047 Remote Similarity NPD7145 Approved
0.6038 Remote Similarity NPD4632 Approved
0.6038 Remote Similarity NPD8133 Approved
0.6019 Remote Similarity NPD7320 Approved
0.6019 Remote Similarity NPD6881 Approved
0.6019 Remote Similarity NPD6899 Approved
0.6 Remote Similarity NPD5226 Approved
0.6 Remote Similarity NPD8294 Approved
0.6 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD4633 Approved
0.6 Remote Similarity NPD5225 Approved
0.6 Remote Similarity NPD5224 Approved
0.6 Remote Similarity NPD8377 Approved
0.598 Remote Similarity NPD6920 Discontinued
0.5979 Remote Similarity NPD5221 Approved
0.5979 Remote Similarity NPD5222 Approved
0.5979 Remote Similarity NPD4697 Phase 3
0.5979 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5976 Remote Similarity NPD7144 Approved
0.5976 Remote Similarity NPD7143 Approved
0.5962 Remote Similarity NPD6373 Approved
0.5962 Remote Similarity NPD6372 Approved
0.5946 Remote Similarity NPD8033 Approved
0.5946 Remote Similarity NPD8296 Approved
0.5946 Remote Similarity NPD8380 Approved
0.5946 Remote Similarity NPD8335 Approved
0.5946 Remote Similarity NPD8379 Approved
0.5946 Remote Similarity NPD8378 Approved
0.5941 Remote Similarity NPD4754 Approved
0.5941 Remote Similarity NPD5175 Approved
0.5941 Remote Similarity NPD5174 Approved
0.5926 Remote Similarity NPD6940 Discontinued
0.5922 Remote Similarity NPD5701 Approved
0.5922 Remote Similarity NPD5697 Approved
0.5918 Remote Similarity NPD5173 Approved
0.5909 Remote Similarity NPD7332 Phase 2
0.5905 Remote Similarity NPD6883 Approved
0.5905 Remote Similarity NPD4634 Approved
0.5905 Remote Similarity NPD7102 Approved
0.5905 Remote Similarity NPD7290 Approved
0.59 Remote Similarity NPD1700 Approved
0.5895 Remote Similarity NPD7515 Phase 2
0.5882 Remote Similarity NPD5275 Approved
0.5882 Remote Similarity NPD5141 Approved
0.5882 Remote Similarity NPD4190 Phase 3
0.5872 Remote Similarity NPD6009 Approved
0.5865 Remote Similarity NPD6011 Approved
0.5865 Remote Similarity NPD8174 Phase 2
0.5865 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5856 Remote Similarity NPD6054 Approved
0.5856 Remote Similarity NPD6059 Approved
0.5851 Remote Similarity NPD4753 Phase 2
0.5849 Remote Similarity NPD6617 Approved
0.5849 Remote Similarity NPD6649 Approved
0.5849 Remote Similarity NPD6869 Approved
0.5849 Remote Similarity NPD6650 Approved
0.5849 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5849 Remote Similarity NPD8130 Phase 1
0.5849 Remote Similarity NPD6847 Approved
0.5843 Remote Similarity NPD6902 Approved
0.5843 Remote Similarity NPD6898 Phase 1
0.5825 Remote Similarity NPD6008 Approved
0.5825 Remote Similarity NPD4768 Approved
0.5825 Remote Similarity NPD4767 Approved
0.5824 Remote Similarity NPD3133 Approved
0.5824 Remote Similarity NPD3665 Phase 1
0.5824 Remote Similarity NPD3666 Approved
0.581 Remote Similarity NPD6012 Approved
0.581 Remote Similarity NPD6014 Approved
0.581 Remote Similarity NPD4061 Clinical (unspecified phase)
0.581 Remote Similarity NPD6013 Approved
0.5795 Remote Similarity NPD4195 Approved
0.5794 Remote Similarity NPD8297 Approved
0.5794 Remote Similarity NPD6882 Approved
0.5773 Remote Similarity NPD7748 Approved
0.5769 Remote Similarity NPD6412 Phase 2
0.5758 Remote Similarity NPD6084 Phase 2
0.5758 Remote Similarity NPD7902 Approved
0.5758 Remote Similarity NPD6083 Phase 2
0.5752 Remote Similarity NPD6370 Approved
0.5743 Remote Similarity NPD4159 Approved
0.5739 Remote Similarity NPD7507 Approved
0.5714 Remote Similarity NPD4729 Approved
0.5714 Remote Similarity NPD5128 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