Structure

Physi-Chem Properties

Molecular Weight:  346.14
Volume:  330.673
LogP:  2.0
LogD:  1.975
LogS:  -3.43
# Rotatable Bonds:  0
TPSA:  89.13
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  7
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.699
Synthetic Accessibility Score:  6.546
Fsp3:  0.737
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.369
MDCK Permeability:  1.2254791727173142e-05
Pgp-inhibitor:  0.021
Pgp-substrate:  0.024
Human Intestinal Absorption (HIA):  0.012
20% Bioavailability (F20%):  0.521
30% Bioavailability (F30%):  0.754

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.051
Plasma Protein Binding (PPB):  93.07442474365234%
Volume Distribution (VD):  1.147
Pgp-substrate:  5.816580772399902%

ADMET: Metabolism

CYP1A2-inhibitor:  0.031
CYP1A2-substrate:  0.945
CYP2C19-inhibitor:  0.064
CYP2C19-substrate:  0.777
CYP2C9-inhibitor:  0.146
CYP2C9-substrate:  0.14
CYP2D6-inhibitor:  0.009
CYP2D6-substrate:  0.466
CYP3A4-inhibitor:  0.386
CYP3A4-substrate:  0.522

ADMET: Excretion

Clearance (CL):  11.011
Half-life (T1/2):  0.56

ADMET: Toxicity

hERG Blockers:  0.012
Human Hepatotoxicity (H-HT):  0.497
Drug-inuced Liver Injury (DILI):  0.664
AMES Toxicity:  0.019
Rat Oral Acute Toxicity:  0.899
Maximum Recommended Daily Dose:  0.817
Skin Sensitization:  0.073
Carcinogencity:  0.477
Eye Corrosion:  0.003
Eye Irritation:  0.024
Respiratory Toxicity:  0.181

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

  Natural Product: NPC472666

Natural Product ID:  NPC472666
Common Name*:   HBULZWGUSKUARX-BEPDFNEVSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  HBULZWGUSKUARX-BEPDFNEVSA-N
Standard InCHI:  InChI=1S/C19H22O6/c1-17-15-12(24-16(17)21)7-10-11(3-2-9-6-13(20)25-14(9)10)18(15)4-5-19(17,22)23-8-18/h6,10-12,14-15,22H,2-5,7-8H2,1H3/t10-,11-,12-,14+,15+,17+,18?,19?/m1/s1
SMILES:  O=C1C=C2[C@H](O1)[C@@H]1C[C@H]3OC(=O)[C@@]4([C@H]3C3([C@@H]1CC2)CCC4(OC3)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3581409
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0001640] Naphthopyrans

*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
NPO33310 Icacina trichantha Species Icacinaceae Eukaryota Tuber n.a. n.a. PMID[25782063]
NPO33310 Icacina trichantha Species Icacinaceae Eukaryota Tuber n.a. n.a. PMID[26523419]
NPO33310 Icacina trichantha Species Icacinaceae Eukaryota n.a. n.a. n.a. PMID[27340832]

☑ 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
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 > 20000.0 nM PMID[505156]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 20000.0 nM PMID[505156]
NPT377 Cell Line OVCAR-3 Homo sapiens IC50 > 20000.0 nM PMID[505156]

☑ 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 NPC472666 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
0.8868 High Similarity NPC476765
0.8785 High Similarity NPC476759
0.8774 High Similarity NPC475570
0.8739 High Similarity NPC474483
0.8704 High Similarity NPC476766
0.8692 High Similarity NPC473483
0.8585 High Similarity NPC476763
0.8585 High Similarity NPC476764
0.8558 High Similarity NPC476767
0.8545 High Similarity NPC194951
0.8545 High Similarity NPC12046
0.8519 High Similarity NPC275539
0.8519 High Similarity NPC189075
0.8509 High Similarity NPC476150
0.8509 High Similarity NPC476127
0.8505 High Similarity NPC476761
0.8505 High Similarity NPC476760
0.8505 High Similarity NPC476762
0.8482 Intermediate Similarity NPC44170
0.8468 Intermediate Similarity NPC157441
0.844 Intermediate Similarity NPC31522
0.8426 Intermediate Similarity NPC302788
0.8426 Intermediate Similarity NPC110496
0.8407 Intermediate Similarity NPC473968
0.8396 Intermediate Similarity NPC162973
0.8396 Intermediate Similarity NPC476769
0.8396 Intermediate Similarity NPC58329
0.8396 Intermediate Similarity NPC165250
0.8396 Intermediate Similarity NPC476081
0.8393 Intermediate Similarity NPC110861
0.839 Intermediate Similarity NPC287423
0.8381 Intermediate Similarity NPC117685
0.8381 Intermediate Similarity NPC471413
0.8381 Intermediate Similarity NPC47024
0.8378 Intermediate Similarity NPC269530
0.8364 Intermediate Similarity NPC478209
0.8349 Intermediate Similarity NPC325054
0.8349 Intermediate Similarity NPC90946
0.8349 Intermediate Similarity NPC300614
0.8333 Intermediate Similarity NPC469607
0.8319 Intermediate Similarity NPC268954
0.8319 Intermediate Similarity NPC138372
0.8319 Intermediate Similarity NPC106228
0.8318 Intermediate Similarity NPC471208
0.8318 Intermediate Similarity NPC254202
0.8302 Intermediate Similarity NPC471412
0.8276 Intermediate Similarity NPC170084
0.8276 Intermediate Similarity NPC476204
0.8273 Intermediate Similarity NPC474243
0.8273 Intermediate Similarity NPC143706
0.8273 Intermediate Similarity NPC472534
0.8273 Intermediate Similarity NPC112457
0.8269 Intermediate Similarity NPC134072
0.8269 Intermediate Similarity NPC242848
0.8269 Intermediate Similarity NPC234993
0.8261 Intermediate Similarity NPC475775
0.8261 Intermediate Similarity NPC476529
0.825 Intermediate Similarity NPC476851
0.8235 Intermediate Similarity NPC471357
0.8235 Intermediate Similarity NPC476008
0.8235 Intermediate Similarity NPC117702
0.8235 Intermediate Similarity NPC146456
0.8235 Intermediate Similarity NPC469757
0.8224 Intermediate Similarity NPC469606
0.8224 Intermediate Similarity NPC273005
0.8224 Intermediate Similarity NPC164551
0.8224 Intermediate Similarity NPC31058
0.822 Intermediate Similarity NPC470922
0.8214 Intermediate Similarity NPC90952
0.8214 Intermediate Similarity NPC277769
0.8214 Intermediate Similarity NPC4573
0.8208 Intermediate Similarity NPC476299
0.8208 Intermediate Similarity NPC473219
0.8208 Intermediate Similarity NPC470761
0.8208 Intermediate Similarity NPC474012
0.8208 Intermediate Similarity NPC473576
0.8208 Intermediate Similarity NPC475156
0.8205 Intermediate Similarity NPC312833
0.8198 Intermediate Similarity NPC124053
0.819 Intermediate Similarity NPC470312
0.819 Intermediate Similarity NPC107338
0.819 Intermediate Similarity NPC476962
0.819 Intermediate Similarity NPC109607
0.8182 Intermediate Similarity NPC476852
0.8167 Intermediate Similarity NPC473620
0.8167 Intermediate Similarity NPC311534
0.8165 Intermediate Similarity NPC478208
0.8165 Intermediate Similarity NPC34768
0.8158 Intermediate Similarity NPC469794
0.8158 Intermediate Similarity NPC72772
0.8155 Intermediate Similarity NPC139692
0.8155 Intermediate Similarity NPC472303
0.8151 Intermediate Similarity NPC477745
0.8148 Intermediate Similarity NPC120321
0.8148 Intermediate Similarity NPC139347
0.8148 Intermediate Similarity NPC159533
0.8148 Intermediate Similarity NPC120009
0.8148 Intermediate Similarity NPC471938
0.8142 Intermediate Similarity NPC264153
0.8142 Intermediate Similarity NPC478212
0.8142 Intermediate Similarity NPC51978
0.8142 Intermediate Similarity NPC194273
0.8142 Intermediate Similarity NPC25909
0.8142 Intermediate Similarity NPC320118
0.8136 Intermediate Similarity NPC105926
0.8136 Intermediate Similarity NPC204812
0.8136 Intermediate Similarity NPC27363
0.8136 Intermediate Similarity NPC265557
0.8136 Intermediate Similarity NPC91693
0.8136 Intermediate Similarity NPC67251
0.8136 Intermediate Similarity NPC18945
0.8131 Intermediate Similarity NPC242666
0.8131 Intermediate Similarity NPC14634
0.8125 Intermediate Similarity NPC471251
0.8125 Intermediate Similarity NPC474846
0.8125 Intermediate Similarity NPC469655
0.8125 Intermediate Similarity NPC201992
0.8125 Intermediate Similarity NPC469656
0.812 Intermediate Similarity NPC470779
0.8113 Intermediate Similarity NPC216478
0.8108 Intermediate Similarity NPC471250
0.8103 Intermediate Similarity NPC122971
0.8103 Intermediate Similarity NPC9674
0.8103 Intermediate Similarity NPC19028
0.8103 Intermediate Similarity NPC476960
0.8099 Intermediate Similarity NPC471361
0.8099 Intermediate Similarity NPC10823
0.8099 Intermediate Similarity NPC471352
0.8099 Intermediate Similarity NPC70542
0.8099 Intermediate Similarity NPC219085
0.8099 Intermediate Similarity NPC17896
0.8099 Intermediate Similarity NPC469754
0.8099 Intermediate Similarity NPC251866
0.8099 Intermediate Similarity NPC197707
0.8099 Intermediate Similarity NPC469755
0.8099 Intermediate Similarity NPC180079
0.8099 Intermediate Similarity NPC89514
0.8099 Intermediate Similarity NPC469752
0.8099 Intermediate Similarity NPC471360
0.8099 Intermediate Similarity NPC86159
0.8099 Intermediate Similarity NPC469751
0.8099 Intermediate Similarity NPC284406
0.8099 Intermediate Similarity NPC471359
0.8099 Intermediate Similarity NPC469753
0.8099 Intermediate Similarity NPC9499
0.8099 Intermediate Similarity NPC471358
0.8099 Intermediate Similarity NPC91
0.8099 Intermediate Similarity NPC6108
0.8095 Intermediate Similarity NPC29952
0.8091 Intermediate Similarity NPC96333
0.8091 Intermediate Similarity NPC187435
0.8091 Intermediate Similarity NPC88833
0.8091 Intermediate Similarity NPC67321
0.8087 Intermediate Similarity NPC13713
0.8087 Intermediate Similarity NPC469684
0.8087 Intermediate Similarity NPC53396
0.8087 Intermediate Similarity NPC98249
0.8087 Intermediate Similarity NPC58662
0.8083 Intermediate Similarity NPC470780
0.8083 Intermediate Similarity NPC329784
0.8083 Intermediate Similarity NPC240070
0.8073 Intermediate Similarity NPC222161
0.8073 Intermediate Similarity NPC471937
0.8073 Intermediate Similarity NPC146731
0.8073 Intermediate Similarity NPC202793
0.807 Intermediate Similarity NPC470953
0.807 Intermediate Similarity NPC243354
0.8067 Intermediate Similarity NPC476729
0.8067 Intermediate Similarity NPC24651
0.8067 Intermediate Similarity NPC32868
0.8067 Intermediate Similarity NPC241456
0.8058 Intermediate Similarity NPC289479
0.8056 Intermediate Similarity NPC471914
0.8053 Intermediate Similarity NPC302146
0.8053 Intermediate Similarity NPC11252
0.8053 Intermediate Similarity NPC289312
0.8049 Intermediate Similarity NPC116075
0.8049 Intermediate Similarity NPC32793
0.8049 Intermediate Similarity NPC146857
0.8049 Intermediate Similarity NPC469749
0.8049 Intermediate Similarity NPC247190
0.8037 Intermediate Similarity NPC16601
0.8036 Intermediate Similarity NPC179642
0.8036 Intermediate Similarity NPC42776
0.8036 Intermediate Similarity NPC474567
0.8036 Intermediate Similarity NPC235014
0.8034 Intermediate Similarity NPC112038
0.8034 Intermediate Similarity NPC476961
0.8033 Intermediate Similarity NPC264566
0.8033 Intermediate Similarity NPC16569
0.8033 Intermediate Similarity NPC300655
0.8033 Intermediate Similarity NPC173435
0.8033 Intermediate Similarity NPC475167
0.8033 Intermediate Similarity NPC262796
0.8033 Intermediate Similarity NPC159338
0.8033 Intermediate Similarity NPC478064
0.8033 Intermediate Similarity NPC45346
0.8033 Intermediate Similarity NPC134914
0.8033 Intermediate Similarity NPC478065
0.8033 Intermediate Similarity NPC222951

  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 NPC472666 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
0.8099 Intermediate Similarity NPD7319 Approved
0.8018 Intermediate Similarity NPD6686 Approved
0.8 Intermediate Similarity NPD7507 Approved
0.7944 Intermediate Similarity NPD7638 Approved
0.787 Intermediate Similarity NPD7639 Approved
0.787 Intermediate Similarity NPD7640 Approved
0.7778 Intermediate Similarity NPD4225 Approved
0.7719 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7686 Intermediate Similarity NPD8328 Phase 3
0.7632 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7583 Intermediate Similarity NPD8377 Approved
0.7583 Intermediate Similarity NPD8294 Approved
0.7563 Intermediate Similarity NPD7328 Approved
0.7563 Intermediate Similarity NPD7327 Approved
0.7523 Intermediate Similarity NPD7902 Approved
0.7522 Intermediate Similarity NPD6008 Approved
0.7521 Intermediate Similarity NPD8379 Approved
0.7521 Intermediate Similarity NPD8378 Approved
0.7521 Intermediate Similarity NPD8296 Approved
0.7521 Intermediate Similarity NPD8033 Approved
0.7521 Intermediate Similarity NPD8380 Approved
0.7521 Intermediate Similarity NPD8335 Approved
0.75 Intermediate Similarity NPD7516 Approved
0.748 Intermediate Similarity NPD7492 Approved
0.7479 Intermediate Similarity NPD7115 Discovery
0.7456 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD7736 Approved
0.7438 Intermediate Similarity NPD6054 Approved
0.7438 Intermediate Similarity NPD6059 Approved
0.7419 Intermediate Similarity NPD6616 Approved
0.7407 Intermediate Similarity NPD7748 Approved
0.7391 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD8513 Phase 3
0.7377 Intermediate Similarity NPD8516 Approved
0.7377 Intermediate Similarity NPD8517 Approved
0.7377 Intermediate Similarity NPD6016 Approved
0.7377 Intermediate Similarity NPD8515 Approved
0.7377 Intermediate Similarity NPD6015 Approved
0.736 Intermediate Similarity NPD8293 Discontinued
0.736 Intermediate Similarity NPD7078 Approved
0.7353 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD6370 Approved
0.7317 Intermediate Similarity NPD5988 Approved
0.7304 Intermediate Similarity NPD6412 Phase 2
0.7257 Intermediate Similarity NPD7632 Discontinued
0.7248 Intermediate Similarity NPD7900 Approved
0.7248 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD7320 Approved
0.7227 Intermediate Similarity NPD8133 Approved
0.7222 Intermediate Similarity NPD7515 Phase 2
0.7217 Intermediate Similarity NPD7128 Approved
0.7217 Intermediate Similarity NPD5739 Approved
0.7217 Intermediate Similarity NPD6675 Approved
0.7217 Intermediate Similarity NPD6402 Approved
0.7182 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD6372 Approved
0.7179 Intermediate Similarity NPD6373 Approved
0.7179 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD6399 Phase 3
0.7155 Intermediate Similarity NPD5701 Approved
0.7155 Intermediate Similarity NPD5697 Approved
0.7154 Intermediate Similarity NPD6319 Approved
0.7143 Intermediate Similarity NPD1694 Approved
0.7143 Intermediate Similarity NPD6882 Approved
0.7094 Intermediate Similarity NPD6899 Approved
0.7094 Intermediate Similarity NPD6881 Approved
0.7091 Intermediate Similarity NPD5282 Discontinued
0.7075 Intermediate Similarity NPD3618 Phase 1
0.7064 Intermediate Similarity NPD8034 Phase 2
0.7064 Intermediate Similarity NPD8035 Phase 2
0.7059 Intermediate Similarity NPD6650 Approved
0.7059 Intermediate Similarity NPD6649 Approved
0.7049 Intermediate Similarity NPD6009 Approved
0.7034 Intermediate Similarity NPD6013 Approved
0.7034 Intermediate Similarity NPD6012 Approved
0.7034 Intermediate Similarity NPD6014 Approved
0.7009 Intermediate Similarity NPD3573 Approved
0.7 Intermediate Similarity NPD6053 Discontinued
0.6975 Remote Similarity NPD6883 Approved
0.6975 Remote Similarity NPD7102 Approved
0.6975 Remote Similarity NPD7290 Approved
0.696 Remote Similarity NPD7503 Approved
0.6953 Remote Similarity NPD8074 Phase 3
0.6949 Remote Similarity NPD6011 Approved
0.6942 Remote Similarity NPD4632 Approved
0.6917 Remote Similarity NPD8130 Phase 1
0.6917 Remote Similarity NPD6617 Approved
0.6917 Remote Similarity NPD6869 Approved
0.6917 Remote Similarity NPD6847 Approved
0.6917 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6909 Remote Similarity NPD6411 Approved
0.6903 Remote Similarity NPD4755 Approved
0.6899 Remote Similarity NPD6033 Approved
0.6881 Remote Similarity NPD5328 Approved
0.6875 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6864 Remote Similarity NPD7899 Clinical (unspecified phase)
0.686 Remote Similarity NPD8297 Approved
0.6847 Remote Similarity NPD5779 Approved
0.6847 Remote Similarity NPD5778 Approved
0.6842 Remote Similarity NPD5696 Approved
0.6833 Remote Similarity NPD4634 Approved
0.6818 Remote Similarity NPD6698 Approved
0.6818 Remote Similarity NPD46 Approved
0.6814 Remote Similarity NPD4697 Phase 3
0.681 Remote Similarity NPD5211 Phase 2
0.6789 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6789 Remote Similarity NPD6903 Approved
0.6783 Remote Similarity NPD4700 Approved
0.6783 Remote Similarity NPD5285 Approved
0.6783 Remote Similarity NPD5286 Approved
0.6783 Remote Similarity NPD4696 Approved
0.6777 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6759 Remote Similarity NPD7521 Approved
0.6759 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6759 Remote Similarity NPD7146 Approved
0.6759 Remote Similarity NPD7334 Approved
0.6759 Remote Similarity NPD6409 Approved
0.6759 Remote Similarity NPD6684 Approved
0.6759 Remote Similarity NPD5330 Approved
0.6757 Remote Similarity NPD6079 Approved
0.6754 Remote Similarity NPD6084 Phase 2
0.6754 Remote Similarity NPD6083 Phase 2
0.6727 Remote Similarity NPD6101 Approved
0.6727 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6726 Remote Similarity NPD5695 Phase 3
0.6719 Remote Similarity NPD6067 Discontinued
0.6696 Remote Similarity NPD4202 Approved
0.6695 Remote Similarity NPD5141 Approved
0.6694 Remote Similarity NPD6371 Approved
0.6694 Remote Similarity NPD6274 Approved
0.6693 Remote Similarity NPD5983 Phase 2
0.6693 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6693 Remote Similarity NPD6921 Approved
0.6667 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6667 Remote Similarity NPD5221 Approved
0.6667 Remote Similarity NPD5222 Approved
0.6637 Remote Similarity NPD6001 Approved
0.6636 Remote Similarity NPD5737 Approved
0.6636 Remote Similarity NPD6672 Approved
0.661 Remote Similarity NPD5175 Approved
0.661 Remote Similarity NPD5174 Approved
0.6609 Remote Similarity NPD5173 Approved
0.6607 Remote Similarity NPD7637 Suspended
0.6607 Remote Similarity NPD5693 Phase 1
0.6589 Remote Similarity NPD7604 Phase 2
0.6581 Remote Similarity NPD5223 Approved
0.6574 Remote Similarity NPD3666 Approved
0.6574 Remote Similarity NPD3133 Approved
0.6574 Remote Similarity NPD3665 Phase 1
0.6552 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6542 Remote Similarity NPD3667 Approved
0.6535 Remote Similarity NPD7100 Approved
0.6535 Remote Similarity NPD7101 Approved
0.6518 Remote Similarity NPD5785 Approved
0.6508 Remote Similarity NPD6317 Approved
0.65 Remote Similarity NPD4767 Approved
0.65 Remote Similarity NPD4768 Approved
0.6493 Remote Similarity NPD7260 Phase 2
0.6489 Remote Similarity NPD6336 Discontinued
0.6471 Remote Similarity NPD4754 Approved
0.646 Remote Similarity NPD5281 Approved
0.646 Remote Similarity NPD5284 Approved
0.6457 Remote Similarity NPD6335 Approved
0.6457 Remote Similarity NPD6314 Approved
0.6457 Remote Similarity NPD6313 Approved
0.6449 Remote Similarity NPD6334 Approved
0.6449 Remote Similarity NPD6333 Approved
0.6444 Remote Similarity NPD6845 Suspended
0.6441 Remote Similarity NPD5344 Discontinued
0.6434 Remote Similarity NPD6909 Approved
0.6434 Remote Similarity NPD6908 Approved
0.6429 Remote Similarity NPD4753 Phase 2
0.6429 Remote Similarity NPD1695 Approved
0.6429 Remote Similarity NPD6868 Approved
0.6422 Remote Similarity NPD4786 Approved
0.6422 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6418 Remote Similarity NPD6914 Discontinued
0.6418 Remote Similarity NPD5956 Approved
0.6393 Remote Similarity NPD5128 Approved
0.6393 Remote Similarity NPD4730 Approved
0.6393 Remote Similarity NPD4729 Approved
0.6379 Remote Similarity NPD7839 Suspended
0.6372 Remote Similarity NPD5207 Approved
0.6356 Remote Similarity NPD6648 Approved
0.6316 Remote Similarity NPD7983 Approved
0.6306 Remote Similarity NPD4519 Discontinued
0.6306 Remote Similarity NPD4623 Approved
0.6293 Remote Similarity NPD5210 Approved
0.6293 Remote Similarity NPD4629 Approved
0.629 Remote Similarity NPD5251 Approved
0.629 Remote Similarity NPD5250 Approved
0.629 Remote Similarity NPD5247 Approved
0.629 Remote Similarity NPD5248 Approved
0.629 Remote Similarity NPD5249 Phase 3

  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