Structure

Physi-Chem Properties

Molecular Weight:  1062.52
Volume:  1016.466
LogP:  1.234
LogD:  0.653
LogS:  -3.229
# Rotatable Bonds:  17
TPSA:  359.97
# H-Bond Aceptor:  23
# H-Bond Donor:  12
# Rings:  8
# Heavy Atoms:  23

MedChem Properties

QED Drug-Likeness Score:  0.058
Synthetic Accessibility Score:  6.701
Fsp3:  0.922
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.367
MDCK Permeability:  0.0005688649252988398
Pgp-inhibitor:  0.014
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.997
20% Bioavailability (F20%):  0.021
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.054
Plasma Protein Binding (PPB):  65.40409851074219%
Volume Distribution (VD):  0.001
Pgp-substrate:  13.478019714355469%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.052
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.057
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.005
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.044
CYP3A4-inhibitor:  0.025
CYP3A4-substrate:  0.007

ADMET: Excretion

Clearance (CL):  0.358
Half-life (T1/2):  0.737

ADMET: Toxicity

hERG Blockers:  0.405
Human Hepatotoxicity (H-HT):  0.169
Drug-inuced Liver Injury (DILI):  0.166
AMES Toxicity:  0.088
Rat Oral Acute Toxicity:  0.368
Maximum Recommended Daily Dose:  0.008
Skin Sensitization:  0.619
Carcinogencity:  0.244
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.965

Download Data

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

  Natural Product: NPC475182

Natural Product ID:  NPC475182
Common Name*:   Hypoglaucin G
IUPAC Name:   [(3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] 4-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoate
Synonyms:   Hypoglaucin G
Standard InCHIKey:  OJBSJPFDQZUALV-VGGUCXCSSA-N
Standard InCHI:  InChI=1S/C51H82O23/c1-20(19-66-46-40(62)39(61)36(58)30(17-52)71-46)7-10-32(55)70-29-16-28-26-9-8-24-15-25(11-13-50(24,5)27(26)12-14-51(28,6)33(29)21(2)54)69-49-45(74-48-42(64)38(60)35(57)23(4)68-48)43(65)44(31(18-53)72-49)73-47-41(63)37(59)34(56)22(3)67-47/h8,20,22-23,25-31,33-49,52-53,56-65H,7,9-19H2,1-6H3/t20?,22-,23-,25-,26+,27-,28-,29-,30+,31+,33-,34-,35-,36+,37+,38+,39-,40+,41+,42+,43-,44+,45+,46+,47-,48-,49+,50-,51-/m0/s1
SMILES:  CC(CCC(=O)O[C@H]1C[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1C(=O)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)O)O)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)O)O)O)CO[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL500446
PubChem CID:   10534151
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides
          • [CHEMONTID:0002364] Steroidal saponins

*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
NPO15018.1 Dioscorea collettii var. hypoglauca Varieties Dioscoreaceae Eukaryota n.a. n.a. n.a. PMID[10075765]
NPO10541 Dioscorea spongiosa Species Dioscoreaceae Eukaryota rhizomes n.a. n.a. PMID[12762799]
NPO10541 Dioscorea spongiosa Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15018.1 Dioscorea collettii var. hypoglauca Varieties Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10541 Dioscorea spongiosa Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10541 Dioscorea spongiosa Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15018.1 Dioscorea collettii var. hypoglauca Varieties Dioscoreaceae 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
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 19.2 % PMID[540195]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 22.8 % PMID[540195]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 66.7 % PMID[540195]
NPT4900 Organism Pyricularia Pyricularia Activity = 135.0 uM PMID[540196]

☑ 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 NPC475182 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
0.9737 High Similarity NPC248202
0.9649 High Similarity NPC160084
0.9565 High Similarity NPC473474
0.9561 High Similarity NPC156789
0.9386 High Similarity NPC475187
0.9304 High Similarity NPC182900
0.9304 High Similarity NPC249553
0.9224 High Similarity NPC305771
0.9224 High Similarity NPC15918
0.9224 High Similarity NPC94072
0.9224 High Similarity NPC169816
0.9211 High Similarity NPC475632
0.9211 High Similarity NPC86020
0.9204 High Similarity NPC279638
0.9145 High Similarity NPC256983
0.9138 High Similarity NPC476543
0.9138 High Similarity NPC476544
0.9138 High Similarity NPC476545
0.913 High Similarity NPC161738
0.9115 High Similarity NPC473882
0.9052 High Similarity NPC129393
0.9018 High Similarity NPC470748
0.8983 High Similarity NPC476542
0.8966 High Similarity NPC197003
0.8966 High Similarity NPC190939
0.8947 High Similarity NPC477808
0.8938 High Similarity NPC210420
0.8938 High Similarity NPC474265
0.8934 High Similarity NPC473519
0.8934 High Similarity NPC473805
0.8919 High Similarity NPC295389
0.8919 High Similarity NPC295980
0.8908 High Similarity NPC130229
0.8908 High Similarity NPC473505
0.887 High Similarity NPC288205
0.887 High Similarity NPC63609
0.887 High Similarity NPC51465
0.887 High Similarity NPC476992
0.887 High Similarity NPC477031
0.887 High Similarity NPC75287
0.887 High Similarity NPC305267
0.887 High Similarity NPC26626
0.8862 High Similarity NPC102015
0.886 High Similarity NPC251309
0.8839 High Similarity NPC118225
0.8833 High Similarity NPC476673
0.8833 High Similarity NPC47113
0.8833 High Similarity NPC174367
0.8829 High Similarity NPC94272
0.8803 High Similarity NPC25663
0.8803 High Similarity NPC207738
0.8803 High Similarity NPC135849
0.8803 High Similarity NPC51564
0.8793 High Similarity NPC475514
0.8793 High Similarity NPC470876
0.8793 High Similarity NPC102505
0.8793 High Similarity NPC123522
0.8793 High Similarity NPC220160
0.8793 High Similarity NPC104137
0.8793 High Similarity NPC191827
0.8793 High Similarity NPC156651
0.8793 High Similarity NPC473824
0.8793 High Similarity NPC471580
0.8793 High Similarity NPC85154
0.8793 High Similarity NPC33012
0.8793 High Similarity NPC477807
0.8793 High Similarity NPC69811
0.8793 High Similarity NPC286457
0.8793 High Similarity NPC475119
0.8793 High Similarity NPC473452
0.8793 High Similarity NPC8524
0.8793 High Similarity NPC475209
0.8793 High Similarity NPC309223
0.8783 High Similarity NPC164389
0.8783 High Similarity NPC475486
0.8783 High Similarity NPC165439
0.8783 High Similarity NPC474557
0.8772 High Similarity NPC233003
0.8761 High Similarity NPC52241
0.8761 High Similarity NPC114961
0.8761 High Similarity NPC475317
0.8761 High Similarity NPC154856
0.8761 High Similarity NPC27551
0.875 High Similarity NPC476674
0.875 High Similarity NPC318135
0.8729 High Similarity NPC110385
0.8729 High Similarity NPC267694
0.8729 High Similarity NPC476991
0.8729 High Similarity NPC153673
0.8729 High Similarity NPC144644
0.8729 High Similarity NPC142151
0.8729 High Similarity NPC308459
0.8729 High Similarity NPC471406
0.8729 High Similarity NPC37860
0.8718 High Similarity NPC237191
0.8718 High Similarity NPC105800
0.8718 High Similarity NPC475357
0.8718 High Similarity NPC232237
0.8718 High Similarity NPC473459
0.871 High Similarity NPC475487
0.8707 High Similarity NPC471384
0.8707 High Similarity NPC291903
0.8707 High Similarity NPC37134
0.8707 High Similarity NPC161674
0.8699 High Similarity NPC173347
0.8696 High Similarity NPC151543
0.8696 High Similarity NPC473826
0.8696 High Similarity NPC155410
0.8696 High Similarity NPC477074
0.8696 High Similarity NPC309714
0.8696 High Similarity NPC475467
0.8696 High Similarity NPC166422
0.8696 High Similarity NPC219180
0.8696 High Similarity NPC114304
0.8696 High Similarity NPC260665
0.8696 High Similarity NPC475287
0.8696 High Similarity NPC258885
0.8696 High Similarity NPC133818
0.8696 High Similarity NPC73455
0.8696 High Similarity NPC323341
0.8696 High Similarity NPC200944
0.8696 High Similarity NPC174720
0.8696 High Similarity NPC192600
0.8696 High Similarity NPC241909
0.8696 High Similarity NPC251263
0.8696 High Similarity NPC295823
0.8696 High Similarity NPC114287
0.8696 High Similarity NPC146563
0.8696 High Similarity NPC124296
0.8696 High Similarity NPC46665
0.8684 High Similarity NPC114188
0.8684 High Similarity NPC285410
0.8684 High Similarity NPC263827
0.8684 High Similarity NPC250481
0.8678 High Similarity NPC469947
0.8678 High Similarity NPC181066
0.8673 High Similarity NPC470433
0.8673 High Similarity NPC475333
0.8673 High Similarity NPC102016
0.8673 High Similarity NPC208383
0.8673 High Similarity NPC218571
0.8673 High Similarity NPC22779
0.8673 High Similarity NPC224098
0.8673 High Similarity NPC150372
0.8673 High Similarity NPC84956
0.8673 High Similarity NPC249265
0.8673 High Similarity NPC95051
0.8673 High Similarity NPC477809
0.8673 High Similarity NPC246205
0.8673 High Similarity NPC232054
0.8673 High Similarity NPC244086
0.8673 High Similarity NPC475550
0.8673 High Similarity NPC194207
0.8673 High Similarity NPC73243
0.8673 High Similarity NPC6806
0.8673 High Similarity NPC248746
0.8673 High Similarity NPC171073
0.8673 High Similarity NPC300557
0.8673 High Similarity NPC309278
0.8673 High Similarity NPC46190
0.8661 High Similarity NPC287269
0.8655 High Similarity NPC68767
0.8655 High Similarity NPC476672
0.8655 High Similarity NPC51099
0.8655 High Similarity NPC476675
0.8655 High Similarity NPC293031
0.8655 High Similarity NPC275225
0.8651 High Similarity NPC477236
0.8644 High Similarity NPC229962
0.8644 High Similarity NPC473386
0.8644 High Similarity NPC471577
0.8644 High Similarity NPC319570
0.8644 High Similarity NPC195560
0.864 High Similarity NPC478069
0.8632 High Similarity NPC110633
0.8632 High Similarity NPC323359
0.8632 High Similarity NPC148417
0.8632 High Similarity NPC68175
0.8632 High Similarity NPC300419
0.8632 High Similarity NPC136768
0.8621 High Similarity NPC202828
0.8621 High Similarity NPC224381
0.8621 High Similarity NPC305981
0.8621 High Similarity NPC54395
0.8621 High Similarity NPC65105
0.8621 High Similarity NPC227551
0.8621 High Similarity NPC41061
0.8621 High Similarity NPC4328
0.8621 High Similarity NPC476068
0.8621 High Similarity NPC54636
0.8621 High Similarity NPC60557
0.8621 High Similarity NPC309907
0.8621 High Similarity NPC161717
0.8621 High Similarity NPC100639
0.8621 High Similarity NPC250247
0.8621 High Similarity NPC471550
0.8621 High Similarity NPC43550
0.8621 High Similarity NPC57484
0.8621 High Similarity NPC119592
0.8621 High Similarity NPC204414

  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 NPC475182 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
0.8496 Intermediate Similarity NPD6412 Phase 2
0.8376 Intermediate Similarity NPD8133 Approved
0.8361 Intermediate Similarity NPD8328 Phase 3
0.8167 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD7736 Approved
0.8034 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8031 Intermediate Similarity NPD7319 Approved
0.8016 Intermediate Similarity NPD8293 Discontinued
0.7967 Intermediate Similarity NPD8377 Approved
0.7967 Intermediate Similarity NPD8294 Approved
0.7937 Intermediate Similarity NPD7507 Approved
0.7903 Intermediate Similarity NPD8378 Approved
0.7903 Intermediate Similarity NPD8033 Approved
0.7903 Intermediate Similarity NPD8335 Approved
0.7903 Intermediate Similarity NPD8380 Approved
0.7903 Intermediate Similarity NPD8379 Approved
0.7903 Intermediate Similarity NPD8296 Approved
0.7845 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.784 Intermediate Similarity NPD6370 Approved
0.776 Intermediate Similarity NPD8517 Approved
0.776 Intermediate Similarity NPD8516 Approved
0.776 Intermediate Similarity NPD8515 Approved
0.7717 Intermediate Similarity NPD7492 Approved
0.768 Intermediate Similarity NPD6319 Approved
0.768 Intermediate Similarity NPD6054 Approved
0.768 Intermediate Similarity NPD6059 Approved
0.7656 Intermediate Similarity NPD6616 Approved
0.7647 Intermediate Similarity NPD6686 Approved
0.7619 Intermediate Similarity NPD8513 Phase 3
0.7597 Intermediate Similarity NPD7078 Approved
0.7541 Intermediate Similarity NPD8297 Approved
0.7541 Intermediate Similarity NPD6882 Approved
0.752 Intermediate Similarity NPD7327 Approved
0.752 Intermediate Similarity NPD7328 Approved
0.748 Intermediate Similarity NPD7503 Approved
0.748 Intermediate Similarity NPD6015 Approved
0.748 Intermediate Similarity NPD6016 Approved
0.746 Intermediate Similarity NPD7516 Approved
0.744 Intermediate Similarity NPD6009 Approved
0.7434 Intermediate Similarity NPD6399 Phase 3
0.7422 Intermediate Similarity NPD5988 Approved
0.7339 Intermediate Similarity NPD4632 Approved
0.7333 Intermediate Similarity NPD7128 Approved
0.7333 Intermediate Similarity NPD5739 Approved
0.7333 Intermediate Similarity NPD6675 Approved
0.7333 Intermediate Similarity NPD6402 Approved
0.7295 Intermediate Similarity NPD6372 Approved
0.7295 Intermediate Similarity NPD6373 Approved
0.7259 Intermediate Similarity NPD8450 Suspended
0.7213 Intermediate Similarity NPD7320 Approved
0.7213 Intermediate Similarity NPD6899 Approved
0.7213 Intermediate Similarity NPD6881 Approved
0.7185 Intermediate Similarity NPD8449 Approved
0.7179 Intermediate Similarity NPD6084 Phase 2
0.7179 Intermediate Similarity NPD6083 Phase 2
0.7177 Intermediate Similarity NPD6649 Approved
0.7177 Intermediate Similarity NPD8130 Phase 1
0.7177 Intermediate Similarity NPD6650 Approved
0.7177 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD7115 Discovery
0.7143 Intermediate Similarity NPD6033 Approved
0.7131 Intermediate Similarity NPD5697 Approved
0.7131 Intermediate Similarity NPD5701 Approved
0.713 Intermediate Similarity NPD8171 Discontinued
0.7099 Intermediate Similarity NPD6067 Discontinued
0.7097 Intermediate Similarity NPD4634 Approved
0.7097 Intermediate Similarity NPD6883 Approved
0.7097 Intermediate Similarity NPD7102 Approved
0.7097 Intermediate Similarity NPD7290 Approved
0.7049 Intermediate Similarity NPD6008 Approved
0.704 Intermediate Similarity NPD6617 Approved
0.704 Intermediate Similarity NPD6847 Approved
0.704 Intermediate Similarity NPD6869 Approved
0.7027 Intermediate Similarity NPD4786 Approved
0.7016 Intermediate Similarity NPD6012 Approved
0.7016 Intermediate Similarity NPD6014 Approved
0.7016 Intermediate Similarity NPD6013 Approved
0.7015 Intermediate Similarity NPD8336 Approved
0.7015 Intermediate Similarity NPD8337 Approved
0.697 Remote Similarity NPD7604 Phase 2
0.6947 Remote Similarity NPD5983 Phase 2
0.6935 Remote Similarity NPD6011 Approved
0.693 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7748 Approved
0.6905 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6903 Remote Similarity NPD6684 Approved
0.6903 Remote Similarity NPD7334 Approved
0.6903 Remote Similarity NPD7146 Approved
0.6903 Remote Similarity NPD6409 Approved
0.6903 Remote Similarity NPD7521 Approved
0.6903 Remote Similarity NPD5330 Approved
0.6891 Remote Similarity NPD7902 Approved
0.6891 Remote Similarity NPD4755 Approved
0.6866 Remote Similarity NPD6336 Discontinued
0.6864 Remote Similarity NPD5695 Phase 3
0.6847 Remote Similarity NPD3667 Approved
0.6833 Remote Similarity NPD5696 Approved
0.6833 Remote Similarity NPD7638 Approved
0.68 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6788 Remote Similarity NPD5956 Approved
0.6783 Remote Similarity NPD6903 Approved
0.6777 Remote Similarity NPD7639 Approved
0.6777 Remote Similarity NPD5285 Approved
0.6777 Remote Similarity NPD4700 Approved
0.6777 Remote Similarity NPD5286 Approved
0.6777 Remote Similarity NPD4696 Approved
0.6777 Remote Similarity NPD7640 Approved
0.6752 Remote Similarity NPD7515 Phase 2
0.6752 Remote Similarity NPD8035 Phase 2
0.6752 Remote Similarity NPD8034 Phase 2
0.6752 Remote Similarity NPD6411 Approved
0.6726 Remote Similarity NPD3665 Phase 1
0.6726 Remote Similarity NPD3133 Approved
0.6726 Remote Similarity NPD3666 Approved
0.6724 Remote Similarity NPD5328 Approved
0.6724 Remote Similarity NPD4753 Phase 2
0.6719 Remote Similarity NPD6053 Discontinued
0.6695 Remote Similarity NPD4202 Approved
0.6692 Remote Similarity NPD6274 Approved
0.6691 Remote Similarity NPD8074 Phase 3
0.6667 Remote Similarity NPD7100 Approved
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD5211 Phase 2
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6667 Remote Similarity NPD7101 Approved
0.664 Remote Similarity NPD4767 Approved
0.664 Remote Similarity NPD4768 Approved
0.6639 Remote Similarity NPD7900 Approved
0.6639 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6638 Remote Similarity NPD5737 Approved
0.6638 Remote Similarity NPD6672 Approved
0.6613 Remote Similarity NPD5174 Approved
0.6613 Remote Similarity NPD5175 Approved
0.661 Remote Similarity NPD7637 Suspended
0.661 Remote Similarity NPD7983 Approved
0.661 Remote Similarity NPD6079 Approved
0.6609 Remote Similarity NPD6098 Approved
0.6591 Remote Similarity NPD6335 Approved
0.6585 Remote Similarity NPD5223 Approved
0.6581 Remote Similarity NPD6904 Approved
0.6581 Remote Similarity NPD6080 Approved
0.6581 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6581 Remote Similarity NPD6673 Approved
0.6581 Remote Similarity NPD6101 Approved
0.6571 Remote Similarity NPD8338 Approved
0.6567 Remote Similarity NPD6908 Approved
0.6567 Remote Similarity NPD6909 Approved
0.6562 Remote Similarity NPD6371 Approved
0.656 Remote Similarity NPD5141 Approved
0.6535 Remote Similarity NPD4729 Approved
0.6535 Remote Similarity NPD4730 Approved
0.6522 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6515 Remote Similarity NPD6317 Approved
0.6515 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6484 Remote Similarity NPD4061 Clinical (unspecified phase)
0.648 Remote Similarity NPD4754 Approved
0.6471 Remote Similarity NPD5281 Approved
0.6471 Remote Similarity NPD5284 Approved
0.6466 Remote Similarity NPD3618 Phase 1
0.6466 Remote Similarity NPD6313 Approved
0.6466 Remote Similarity NPD6314 Approved
0.6457 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6446 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6446 Remote Similarity NPD4629 Approved
0.6446 Remote Similarity NPD5210 Approved
0.6444 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6435 Remote Similarity NPD3668 Phase 3
0.6434 Remote Similarity NPD5248 Approved
0.6434 Remote Similarity NPD5251 Approved
0.6434 Remote Similarity NPD5247 Approved
0.6434 Remote Similarity NPD5250 Approved
0.6434 Remote Similarity NPD5249 Phase 3
0.6423 Remote Similarity NPD4225 Approved
0.6418 Remote Similarity NPD4522 Approved
0.6417 Remote Similarity NPD5778 Approved
0.6417 Remote Similarity NPD5779 Approved
0.6406 Remote Similarity NPD5128 Approved
0.6404 Remote Similarity NPD4223 Phase 3
0.6404 Remote Similarity NPD4221 Approved
0.6404 Remote Similarity NPD6435 Approved
0.6397 Remote Similarity NPD8080 Discontinued
0.6393 Remote Similarity NPD4697 Phase 3
0.6393 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6393 Remote Similarity NPD5222 Approved
0.6393 Remote Similarity NPD5221 Approved
0.6387 Remote Similarity NPD6698 Approved
0.6387 Remote Similarity NPD46 Approved
0.6379 Remote Similarity NPD5329 Approved
0.6356 Remote Similarity NPD5208 Approved
0.6341 Remote Similarity NPD5173 Approved
0.6341 Remote Similarity NPD7799 Discontinued
0.6333 Remote Similarity NPD5693 Phase 1
0.6333 Remote Similarity NPD6050 Approved
0.6333 Remote Similarity NPD7625 Phase 1
0.6331 Remote Similarity NPD8448 Approved
0.6324 Remote Similarity NPD6921 Approved
0.6324 Remote Similarity NPD8444 Approved
0.6324 Remote Similarity NPD6291 Clinical (unspecified phase)

  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