Structure

Physi-Chem Properties

Molecular Weight:  456.36
Volume:  505.751
LogP:  6.248
LogD:  5.232
LogS:  -4.828
# Rotatable Bonds:  1
TPSA:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.409
Synthetic Accessibility Score:  4.721
Fsp3:  0.9
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.349
MDCK Permeability:  2.2045933292247355e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.935
30% Bioavailability (F30%):  0.665

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.046
Plasma Protein Binding (PPB):  97.64675903320312%
Volume Distribution (VD):  0.784
Pgp-substrate:  2.9377670288085938%

ADMET: Metabolism

CYP1A2-inhibitor:  0.009
CYP1A2-substrate:  0.331
CYP2C19-inhibitor:  0.038
CYP2C19-substrate:  0.91
CYP2C9-inhibitor:  0.202
CYP2C9-substrate:  0.94
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.421
CYP3A4-inhibitor:  0.165
CYP3A4-substrate:  0.2

ADMET: Excretion

Clearance (CL):  2.144
Half-life (T1/2):  0.134

ADMET: Toxicity

hERG Blockers:  0.015
Human Hepatotoxicity (H-HT):  0.141
Drug-inuced Liver Injury (DILI):  0.012
AMES Toxicity:  0.003
Rat Oral Acute Toxicity:  0.183
Maximum Recommended Daily Dose:  0.949
Skin Sensitization:  0.309
Carcinogencity:  0.01
Eye Corrosion:  0.069
Eye Irritation:  0.722
Respiratory Toxicity:  0.963

Download Data

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

  Natural Product: NPC17733

Natural Product ID:  NPC17733
Common Name*:   Beta-Peltoboykinolic Acid
IUPAC Name:   (4aR,6aR,6aR,6bR,8aR,10S,12aR,14bR)-10-hydroxy-2,2,4a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid
Synonyms:   Beta-Peltoboykinolic Acid
Standard InCHIKey:  QGOSJBZFTWGWDU-GSXZFILMSA-N
Standard InCHI:  InChI=1S/C30H48O3/c1-25(2)14-15-27(5)16-17-30(24(32)33)19(20(27)18-25)8-9-22-28(6)12-11-23(31)26(3,4)21(28)10-13-29(22,30)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27+,28-,29+,30+/m0/s1
SMILES:  O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2CC(C)(C)CC1)C)C(=O)O)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL559587
PubChem CID:   12016584
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
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota n.a. n.a. n.a. PMID[11339628]
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota n.a. bark n.a. PMID[17260795]
NPO6947 Astilbe chinensis Species Saxifragaceae Eukaryota rhizomes n.a. n.a. PMID[19585998]
NPO24475 Aceriphyllum rossii n.a. n.a. n.a. n.a. n.a. n.a. PMID[19618898]
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota n.a. Daejeon, Korea 2007-Jan PMID[19670875]
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota n.a. seed n.a. PMID[20822014]
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota n.a. root n.a. PMID[22547314]
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota root bark Bozhou, Anhui Province, China 2010-AUG PMID[24377852]
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota n.a. flower n.a. PMID[24504864]
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota Flowers LuoYang, HeNan, China n.a. PMID[24621197]
NPO6947 Astilbe chinensis Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6947 Astilbe chinensis Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20825 Illicium anisatum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22745 Hedera pastuchovii Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28897 Chrysosplenium nudicaule Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20760 Polystichum tripteron Species Dryopteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24475 Aceriphyllum rossii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO21022 Centaurea cineraria Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20825 Illicium anisatum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22745 Hedera pastuchovii Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20076 Hypoestes verticillaris Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21521 Xylia dolabriformis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28897 Chrysosplenium nudicaule Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20694 Hibiscus furcatus Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6947 Astilbe chinensis Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22226 Monanthotaxis fornicata Species Annonaceae 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
NPT111 Cell Line K562 Homo sapiens IC50 > 10000.0 nM PMID[559056]
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[559056]
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000.0 nM PMID[559056]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 8900.0 nM PMID[559056]
NPT788 Cell Line SNU1 Homo sapiens IC50 = 9300.0 nM PMID[559056]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 150000.0 nM PMID[559057]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 7630.0 nM PMID[559057]

☑ 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 NPC17733 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 NPC474512
1.0 High Similarity NPC470629
1.0 High Similarity NPC181225
1.0 High Similarity NPC473242
1.0 High Similarity NPC290690
0.988 High Similarity NPC274330
0.988 High Similarity NPC198664
0.988 High Similarity NPC470588
0.988 High Similarity NPC143232
0.9878 High Similarity NPC18064
0.9878 High Similarity NPC293564
0.9878 High Similarity NPC98442
0.9878 High Similarity NPC171203
0.9878 High Similarity NPC88716
0.9878 High Similarity NPC307426
0.9878 High Similarity NPC142415
0.9878 High Similarity NPC102683
0.9878 High Similarity NPC68160
0.9878 High Similarity NPC130577
0.9878 High Similarity NPC51700
0.9878 High Similarity NPC242468
0.9762 High Similarity NPC126369
0.9762 High Similarity NPC111110
0.9762 High Similarity NPC470589
0.9759 High Similarity NPC246708
0.9759 High Similarity NPC182797
0.9759 High Similarity NPC52169
0.9759 High Similarity NPC40552
0.9756 High Similarity NPC72638
0.9647 High Similarity NPC187722
0.9643 High Similarity NPC234346
0.9643 High Similarity NPC121798
0.9643 High Similarity NPC263393
0.9643 High Similarity NPC474686
0.9643 High Similarity NPC64872
0.9643 High Similarity NPC270768
0.9643 High Similarity NPC161751
0.9643 High Similarity NPC130520
0.9643 High Similarity NPC474972
0.9643 High Similarity NPC127689
0.9643 High Similarity NPC293048
0.9643 High Similarity NPC61543
0.9643 High Similarity NPC95246
0.9643 High Similarity NPC225585
0.9643 High Similarity NPC25906
0.9643 High Similarity NPC290972
0.9643 High Similarity NPC59263
0.9639 High Similarity NPC71507
0.9535 High Similarity NPC118519
0.9535 High Similarity NPC202728
0.9535 High Similarity NPC158059
0.9535 High Similarity NPC229281
0.9529 High Similarity NPC477872
0.9529 High Similarity NPC86372
0.9529 High Similarity NPC7260
0.9529 High Similarity NPC120968
0.9529 High Similarity NPC474728
0.9529 High Similarity NPC172361
0.9529 High Similarity NPC227467
0.9529 High Similarity NPC130278
0.9529 High Similarity NPC18872
0.9529 High Similarity NPC290614
0.9529 High Similarity NPC291028
0.9529 High Similarity NPC273621
0.9529 High Similarity NPC210037
0.9425 High Similarity NPC6818
0.9425 High Similarity NPC114159
0.9425 High Similarity NPC159365
0.9425 High Similarity NPC191412
0.9425 High Similarity NPC209868
0.9419 High Similarity NPC301244
0.9419 High Similarity NPC65120
0.9419 High Similarity NPC282616
0.9419 High Similarity NPC474525
0.9419 High Similarity NPC966
0.9419 High Similarity NPC235884
0.9419 High Similarity NPC38754
0.9419 High Similarity NPC155120
0.9419 High Similarity NPC52021
0.9419 High Similarity NPC228784
0.9419 High Similarity NPC285184
0.9419 High Similarity NPC71074
0.9419 High Similarity NPC300351
0.9419 High Similarity NPC158030
0.9419 High Similarity NPC77099
0.9419 High Similarity NPC84319
0.9419 High Similarity NPC60755
0.9419 High Similarity NPC233455
0.9419 High Similarity NPC25299
0.9419 High Similarity NPC288833
0.9419 High Similarity NPC4036
0.9419 High Similarity NPC145067
0.9419 High Similarity NPC306541
0.9419 High Similarity NPC470590
0.9419 High Similarity NPC105189
0.9419 High Similarity NPC472149
0.9419 High Similarity NPC324341
0.9405 High Similarity NPC73064
0.9398 High Similarity NPC133954
0.9318 High Similarity NPC96916
0.9318 High Similarity NPC473240
0.931 High Similarity NPC474436
0.931 High Similarity NPC298554
0.931 High Similarity NPC74855
0.931 High Similarity NPC295643
0.931 High Similarity NPC49776
0.931 High Similarity NPC136313
0.931 High Similarity NPC133579
0.931 High Similarity NPC63118
0.931 High Similarity NPC214756
0.931 High Similarity NPC275809
0.931 High Similarity NPC474806
0.931 High Similarity NPC307335
0.931 High Similarity NPC86368
0.931 High Similarity NPC272075
0.9302 High Similarity NPC113989
0.9302 High Similarity NPC49320
0.9302 High Similarity NPC120840
0.9302 High Similarity NPC46441
0.9302 High Similarity NPC193750
0.9286 High Similarity NPC95594
0.9286 High Similarity NPC475862
0.9286 High Similarity NPC74363
0.9286 High Similarity NPC213412
0.9286 High Similarity NPC235341
0.9286 High Similarity NPC477579
0.9277 High Similarity NPC180834
0.9277 High Similarity NPC171789
0.9213 High Similarity NPC259733
0.9213 High Similarity NPC327179
0.9213 High Similarity NPC132824
0.9213 High Similarity NPC158371
0.9213 High Similarity NPC116457
0.9213 High Similarity NPC204961
0.9213 High Similarity NPC173744
0.9213 High Similarity NPC207922
0.9213 High Similarity NPC73004
0.9213 High Similarity NPC476327
0.9213 High Similarity NPC62516
0.9213 High Similarity NPC157113
0.9213 High Similarity NPC476318
0.9205 High Similarity NPC474529
0.9205 High Similarity NPC91010
0.9205 High Similarity NPC263548
0.9205 High Similarity NPC299996
0.9205 High Similarity NPC32407
0.9205 High Similarity NPC222047
0.9205 High Similarity NPC20235
0.9205 High Similarity NPC80365
0.9205 High Similarity NPC231063
0.9205 High Similarity NPC88116
0.9205 High Similarity NPC282395
0.9205 High Similarity NPC145667
0.9205 High Similarity NPC87095
0.9195 High Similarity NPC6255
0.9195 High Similarity NPC475708
0.9195 High Similarity NPC471588
0.9186 High Similarity NPC30522
0.9146 High Similarity NPC473420
0.9111 High Similarity NPC259788
0.9111 High Similarity NPC187933
0.9111 High Similarity NPC247139
0.9111 High Similarity NPC43686
0.9111 High Similarity NPC189880
0.9111 High Similarity NPC255589
0.9111 High Similarity NPC9613
0.9101 High Similarity NPC198245
0.9101 High Similarity NPC32118
0.9101 High Similarity NPC139570
0.9101 High Similarity NPC195715
0.9101 High Similarity NPC474727
0.9101 High Similarity NPC148523
0.9091 High Similarity NPC118490
0.907 High Similarity NPC1753
0.907 High Similarity NPC474511
0.9059 High Similarity NPC10005
0.9059 High Similarity NPC325594
0.9059 High Similarity NPC73038
0.9059 High Similarity NPC56588
0.9059 High Similarity NPC91525
0.9059 High Similarity NPC9892
0.9059 High Similarity NPC329943
0.9036 High Similarity NPC69101
0.9036 High Similarity NPC310989
0.9036 High Similarity NPC251779
0.9011 High Similarity NPC271614
0.9011 High Similarity NPC111214
0.9011 High Similarity NPC260149
0.9011 High Similarity NPC174663
0.9011 High Similarity NPC29765
0.9011 High Similarity NPC58942
0.9 High Similarity NPC230151
0.9 High Similarity NPC307282
0.9 High Similarity NPC305464
0.9 High Similarity NPC98874
0.9 High Similarity NPC25848
0.9 High Similarity NPC19376
0.9 High Similarity NPC201657
0.8989 High Similarity NPC78580
0.8989 High Similarity NPC60692

  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 NPC17733 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
0.9419 High Similarity NPD7515 Phase 2
0.8989 High Similarity NPD7748 Approved
0.8721 High Similarity NPD7520 Clinical (unspecified phase)
0.8696 High Similarity NPD7902 Approved
0.8452 Intermediate Similarity NPD7645 Phase 2
0.8391 Intermediate Similarity NPD4786 Approved
0.8372 Intermediate Similarity NPD3667 Approved
0.837 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.837 Intermediate Similarity NPD7900 Approved
0.8202 Intermediate Similarity NPD3618 Phase 1
0.8132 Intermediate Similarity NPD5328 Approved
0.8065 Intermediate Similarity NPD6399 Phase 3
0.7957 Intermediate Similarity NPD8035 Phase 2
0.7957 Intermediate Similarity NPD8034 Phase 2
0.7957 Intermediate Similarity NPD6079 Approved
0.7935 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD3665 Phase 1
0.7778 Intermediate Similarity NPD3666 Approved
0.7778 Intermediate Similarity NPD3133 Approved
0.7684 Intermediate Similarity NPD4202 Approved
0.7653 Intermediate Similarity NPD7638 Approved
0.7609 Intermediate Similarity NPD6409 Approved
0.7609 Intermediate Similarity NPD5330 Approved
0.7609 Intermediate Similarity NPD6684 Approved
0.7609 Intermediate Similarity NPD7521 Approved
0.7609 Intermediate Similarity NPD7334 Approved
0.7609 Intermediate Similarity NPD7146 Approved
0.7582 Intermediate Similarity NPD3668 Phase 3
0.7579 Intermediate Similarity NPD6411 Approved
0.7576 Intermediate Similarity NPD7640 Approved
0.7576 Intermediate Similarity NPD7639 Approved
0.7558 Intermediate Similarity NPD6942 Approved
0.7558 Intermediate Similarity NPD7339 Approved
0.7549 Intermediate Similarity NPD6675 Approved
0.7549 Intermediate Similarity NPD5739 Approved
0.7549 Intermediate Similarity NPD6402 Approved
0.7549 Intermediate Similarity NPD7128 Approved
0.7528 Intermediate Similarity NPD7525 Registered
0.7527 Intermediate Similarity NPD3573 Approved
0.7471 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD6117 Approved
0.7449 Intermediate Similarity NPD5221 Approved
0.7449 Intermediate Similarity NPD4697 Phase 3
0.7449 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7449 Intermediate Similarity NPD5222 Approved
0.7447 Intermediate Similarity NPD6903 Approved
0.7442 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD6899 Approved
0.7404 Intermediate Similarity NPD7320 Approved
0.7404 Intermediate Similarity NPD6881 Approved
0.7386 Intermediate Similarity NPD6116 Phase 1
0.7374 Intermediate Similarity NPD6084 Phase 2
0.7374 Intermediate Similarity NPD4755 Approved
0.7374 Intermediate Similarity NPD5173 Approved
0.7374 Intermediate Similarity NPD6083 Phase 2
0.7368 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD6101 Approved
0.7333 Intermediate Similarity NPD6373 Approved
0.7333 Intermediate Similarity NPD6372 Approved
0.7333 Intermediate Similarity NPD4695 Discontinued
0.7308 Intermediate Similarity NPD5701 Approved
0.7308 Intermediate Similarity NPD5697 Approved
0.7303 Intermediate Similarity NPD6114 Approved
0.7303 Intermediate Similarity NPD6697 Approved
0.7303 Intermediate Similarity NPD6118 Approved
0.7303 Intermediate Similarity NPD6115 Approved
0.7273 Intermediate Similarity NPD7614 Phase 1
0.7264 Intermediate Similarity NPD6883 Approved
0.7264 Intermediate Similarity NPD7290 Approved
0.7264 Intermediate Similarity NPD7102 Approved
0.7263 Intermediate Similarity NPD5737 Approved
0.7263 Intermediate Similarity NPD6672 Approved
0.7238 Intermediate Similarity NPD6011 Approved
0.7234 Intermediate Similarity NPD5279 Phase 3
0.7228 Intermediate Similarity NPD5286 Approved
0.7228 Intermediate Similarity NPD4700 Approved
0.7228 Intermediate Similarity NPD4696 Approved
0.7228 Intermediate Similarity NPD5285 Approved
0.7196 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD6649 Approved
0.7196 Intermediate Similarity NPD6869 Approved
0.7196 Intermediate Similarity NPD8130 Phase 1
0.7196 Intermediate Similarity NPD6617 Approved
0.7196 Intermediate Similarity NPD6847 Approved
0.7196 Intermediate Similarity NPD6650 Approved
0.7188 Intermediate Similarity NPD4753 Phase 2
0.7182 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD7115 Discovery
0.7174 Intermediate Similarity NPD4221 Approved
0.7174 Intermediate Similarity NPD4223 Phase 3
0.717 Intermediate Similarity NPD6013 Approved
0.717 Intermediate Similarity NPD6014 Approved
0.717 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD6012 Approved
0.7157 Intermediate Similarity NPD5223 Approved
0.713 Intermediate Similarity NPD8297 Approved
0.713 Intermediate Similarity NPD6882 Approved
0.7128 Intermediate Similarity NPD5329 Approved
0.7105 Intermediate Similarity NPD8328 Phase 3
0.7097 Intermediate Similarity NPD4788 Approved
0.7087 Intermediate Similarity NPD5211 Phase 2
0.7087 Intermediate Similarity NPD5226 Approved
0.7087 Intermediate Similarity NPD5224 Approved
0.7087 Intermediate Similarity NPD4633 Approved
0.7087 Intermediate Similarity NPD5225 Approved
0.7053 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD6098 Approved
0.7021 Intermediate Similarity NPD4197 Approved
0.7019 Intermediate Similarity NPD5175 Approved
0.7019 Intermediate Similarity NPD4754 Approved
0.7019 Intermediate Similarity NPD5174 Approved
0.7011 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5695 Phase 3
0.6977 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6977 Remote Similarity NPD3699 Clinical (unspecified phase)
0.697 Remote Similarity NPD5779 Approved
0.697 Remote Similarity NPD5778 Approved
0.6961 Remote Similarity NPD4225 Approved
0.6961 Remote Similarity NPD5696 Approved
0.6952 Remote Similarity NPD5141 Approved
0.6937 Remote Similarity NPD6868 Approved
0.6931 Remote Similarity NPD7732 Phase 3
0.6923 Remote Similarity NPD7632 Discontinued
0.6923 Remote Similarity NPD3617 Approved
0.6909 Remote Similarity NPD4632 Approved
0.6887 Remote Similarity NPD4768 Approved
0.6887 Remote Similarity NPD4767 Approved
0.6887 Remote Similarity NPD6008 Approved
0.6875 Remote Similarity NPD4623 Approved
0.6875 Remote Similarity NPD5205 Approved
0.6875 Remote Similarity NPD4138 Approved
0.6875 Remote Similarity NPD4519 Discontinued
0.6875 Remote Similarity NPD4690 Approved
0.6875 Remote Similarity NPD4688 Approved
0.6875 Remote Similarity NPD4693 Phase 3
0.6875 Remote Similarity NPD4689 Approved
0.6869 Remote Similarity NPD5281 Approved
0.6869 Remote Similarity NPD5284 Approved
0.6854 Remote Similarity NPD6924 Approved
0.6854 Remote Similarity NPD6926 Approved
0.6837 Remote Similarity NPD6673 Approved
0.6837 Remote Similarity NPD6080 Approved
0.6837 Remote Similarity NPD6904 Approved
0.6832 Remote Similarity NPD4629 Approved
0.6832 Remote Similarity NPD5210 Approved
0.6822 Remote Similarity NPD6412 Phase 2
0.6814 Remote Similarity NPD6335 Approved
0.6809 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6274 Approved
0.6778 Remote Similarity NPD8264 Approved
0.6778 Remote Similarity NPD3703 Phase 2
0.6774 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6771 Remote Similarity NPD1694 Approved
0.6759 Remote Similarity NPD5168 Approved
0.6759 Remote Similarity NPD4730 Approved
0.6759 Remote Similarity NPD5128 Approved
0.6759 Remote Similarity NPD4729 Approved
0.6754 Remote Similarity NPD7100 Approved
0.6754 Remote Similarity NPD7101 Approved
0.6739 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6735 Remote Similarity NPD5208 Approved
0.6733 Remote Similarity NPD6001 Approved
0.6726 Remote Similarity NPD6317 Approved
0.6726 Remote Similarity NPD6009 Approved
0.6705 Remote Similarity NPD4244 Approved
0.6705 Remote Similarity NPD4245 Approved
0.6703 Remote Similarity NPD6933 Approved
0.6701 Remote Similarity NPD5280 Approved
0.6701 Remote Similarity NPD5690 Phase 2
0.6701 Remote Similarity NPD4694 Approved
0.6697 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD4785 Approved
0.6667 Remote Similarity NPD4784 Approved
0.6667 Remote Similarity NPD6313 Approved
0.6638 Remote Similarity NPD6908 Approved
0.6638 Remote Similarity NPD6909 Approved
0.6636 Remote Similarity NPD5135 Approved
0.6636 Remote Similarity NPD5250 Approved
0.6636 Remote Similarity NPD5169 Approved
0.6636 Remote Similarity NPD5248 Approved
0.6636 Remote Similarity NPD4634 Approved
0.6636 Remote Similarity NPD5247 Approved
0.6636 Remote Similarity NPD5249 Phase 3
0.6636 Remote Similarity NPD5251 Approved
0.6636 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6633 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6629 Remote Similarity NPD7152 Approved
0.6629 Remote Similarity NPD4243 Approved
0.6629 Remote Similarity NPD7151 Approved
0.6629 Remote Similarity NPD7150 Approved
0.6628 Remote Similarity NPD4224 Phase 2
0.6607 Remote Similarity NPD8133 Approved
0.6606 Remote Similarity NPD6686 Approved
0.6596 Remote Similarity NPD7509 Discontinued
0.6596 Remote Similarity NPD4748 Discontinued
0.6591 Remote Similarity NPD4137 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