Structure

Physi-Chem Properties

Molecular Weight:  238.19
Volume:  265.827
LogP:  2.22
LogD:  2.619
LogS:  -3.39
# Rotatable Bonds:  4
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.739
Synthetic Accessibility Score:  5.08
Fsp3:  0.867
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:  -4.376
MDCK Permeability:  2.2122312657302245e-05
Pgp-inhibitor:  0.047
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.016
20% Bioavailability (F20%):  0.954
30% Bioavailability (F30%):  0.017

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.886
Plasma Protein Binding (PPB):  61.591064453125%
Volume Distribution (VD):  1.16
Pgp-substrate:  33.374473571777344%

ADMET: Metabolism

CYP1A2-inhibitor:  0.056
CYP1A2-substrate:  0.535
CYP2C19-inhibitor:  0.044
CYP2C19-substrate:  0.864
CYP2C9-inhibitor:  0.025
CYP2C9-substrate:  0.128
CYP2D6-inhibitor:  0.011
CYP2D6-substrate:  0.442
CYP3A4-inhibitor:  0.114
CYP3A4-substrate:  0.34

ADMET: Excretion

Clearance (CL):  6.141
Half-life (T1/2):  0.843

ADMET: Toxicity

hERG Blockers:  0.061
Human Hepatotoxicity (H-HT):  0.138
Drug-inuced Liver Injury (DILI):  0.031
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.021
Maximum Recommended Daily Dose:  0.068
Skin Sensitization:  0.953
Carcinogencity:  0.222
Eye Corrosion:  0.752
Eye Irritation:  0.979
Respiratory Toxicity:  0.882

Download Data

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

  Natural Product: NPC309178

Natural Product ID:  NPC309178
Common Name*:   (Z)-2Beta-Hydroxy-14-Hydro-Beta-Santalol
IUPAC Name:   (1R,2S,3R,4S)-2-[(Z)-5-hydroxy-4-methylpent-3-enyl]-2,3-dimethylbicyclo[2.2.1]heptan-3-ol
Synonyms:  
Standard InCHIKey:  DZAZSBAAFSSMAB-RNCHGQBNSA-N
Standard InCHI:  InChI=1S/C15H26O2/c1-11(10-16)5-4-8-14(2)12-6-7-13(9-12)15(14,3)17/h5,12-13,16-17H,4,6-10H2,1-3H3/b11-5-/t12-,13+,14+,15-/m1/s1
SMILES:  C/C(=C/CC[C@@]1(C)[C@@H]2CC[C@@H](C2)[C@@]1(C)O)/CO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL511362
PubChem CID:   11390779
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO17691 Santalum album Species Santalaceae Eukaryota n.a. n.a. n.a. PMID[15974602]
NPO17691 Santalum album Species Santalaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17691 Santalum album Species Santalaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17691 Santalum album Species Santalaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17691 Santalum album Species Santalaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17691 Santalum album Species Santalaceae 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
NPT451 Organism Helicobacter pylori Helicobacter pylori IZ = 20.1 mm PMID[570921]
NPT452 Organism Helicobacter pylori SS1 Helicobacter pylori SS1 IZ = 16.8 mm PMID[570921]

☑ 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 NPC309178 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
0.9571 High Similarity NPC313185
0.9286 High Similarity NPC14352
0.9286 High Similarity NPC234527
0.8649 High Similarity NPC310643
0.8571 High Similarity NPC477791
0.8571 High Similarity NPC136813
0.8429 Intermediate Similarity NPC162309
0.8378 Intermediate Similarity NPC471659
0.8261 Intermediate Similarity NPC124112
0.8235 Intermediate Similarity NPC234264
0.8235 Intermediate Similarity NPC47840
0.8219 Intermediate Similarity NPC254845
0.8194 Intermediate Similarity NPC224532
0.8194 Intermediate Similarity NPC167527
0.8158 Intermediate Similarity NPC126969
0.8158 Intermediate Similarity NPC471658
0.8056 Intermediate Similarity NPC308522
0.8056 Intermediate Similarity NPC74885
0.8028 Intermediate Similarity NPC477009
0.8028 Intermediate Similarity NPC238352
0.8 Intermediate Similarity NPC472465
0.8 Intermediate Similarity NPC296701
0.8 Intermediate Similarity NPC218616
0.8 Intermediate Similarity NPC474480
0.8 Intermediate Similarity NPC87489
0.7973 Intermediate Similarity NPC133873
0.7927 Intermediate Similarity NPC318390
0.7917 Intermediate Similarity NPC135650
0.7895 Intermediate Similarity NPC476366
0.7895 Intermediate Similarity NPC201048
0.7887 Intermediate Similarity NPC309300
0.7887 Intermediate Similarity NPC219940
0.7887 Intermediate Similarity NPC475704
0.7867 Intermediate Similarity NPC471662
0.7867 Intermediate Similarity NPC471660
0.7867 Intermediate Similarity NPC471272
0.7867 Intermediate Similarity NPC477792
0.7857 Intermediate Similarity NPC15152
0.7848 Intermediate Similarity NPC1319
0.7848 Intermediate Similarity NPC30986
0.7848 Intermediate Similarity NPC209430
0.7805 Intermediate Similarity NPC231310
0.7792 Intermediate Similarity NPC32832
0.7778 Intermediate Similarity NPC19569
0.7778 Intermediate Similarity NPC202389
0.7778 Intermediate Similarity NPC49964
0.7722 Intermediate Similarity NPC285761
0.7722 Intermediate Similarity NPC477514
0.7714 Intermediate Similarity NPC252809
0.7714 Intermediate Similarity NPC135648
0.7703 Intermediate Similarity NPC471238
0.7692 Intermediate Similarity NPC470749
0.7692 Intermediate Similarity NPC247325
0.7692 Intermediate Similarity NPC244488
0.7683 Intermediate Similarity NPC82623
0.7654 Intermediate Similarity NPC264245
0.7654 Intermediate Similarity NPC472471
0.7647 Intermediate Similarity NPC471952
0.7632 Intermediate Similarity NPC471268
0.7632 Intermediate Similarity NPC41886
0.7632 Intermediate Similarity NPC23954
0.7632 Intermediate Similarity NPC471271
0.7625 Intermediate Similarity NPC47982
0.7625 Intermediate Similarity NPC84694
0.7625 Intermediate Similarity NPC143182
0.7625 Intermediate Similarity NPC81306
0.7625 Intermediate Similarity NPC80530
0.7625 Intermediate Similarity NPC273410
0.7625 Intermediate Similarity NPC109546
0.7625 Intermediate Similarity NPC28862
0.7619 Intermediate Similarity NPC152808
0.7619 Intermediate Similarity NPC293287
0.7619 Intermediate Similarity NPC6391
0.7619 Intermediate Similarity NPC261266
0.7619 Intermediate Similarity NPC139724
0.7606 Intermediate Similarity NPC147524
0.7606 Intermediate Similarity NPC63111
0.7606 Intermediate Similarity NPC210346
0.76 Intermediate Similarity NPC90115
0.76 Intermediate Similarity NPC473893
0.76 Intermediate Similarity NPC217570
0.7595 Intermediate Similarity NPC477426
0.7595 Intermediate Similarity NPC470758
0.7595 Intermediate Similarity NPC474826
0.7595 Intermediate Similarity NPC477425
0.7595 Intermediate Similarity NPC470711
0.7595 Intermediate Similarity NPC477427
0.7595 Intermediate Similarity NPC214570
0.759 Intermediate Similarity NPC238485
0.759 Intermediate Similarity NPC470077
0.759 Intermediate Similarity NPC205845
0.759 Intermediate Similarity NPC474047
0.7571 Intermediate Similarity NPC5698
0.7571 Intermediate Similarity NPC309825
0.7568 Intermediate Similarity NPC68703
0.7568 Intermediate Similarity NPC69649
0.7564 Intermediate Similarity NPC23231
0.7564 Intermediate Similarity NPC60818
0.7561 Intermediate Similarity NPC470049
0.7561 Intermediate Similarity NPC201852
0.7561 Intermediate Similarity NPC101462
0.7534 Intermediate Similarity NPC300442
0.7534 Intermediate Similarity NPC258595
0.7532 Intermediate Similarity NPC474140
0.7532 Intermediate Similarity NPC220939
0.7532 Intermediate Similarity NPC265485
0.7531 Intermediate Similarity NPC164840
0.7531 Intermediate Similarity NPC241290
0.7531 Intermediate Similarity NPC322313
0.7531 Intermediate Similarity NPC236237
0.7531 Intermediate Similarity NPC209944
0.7531 Intermediate Similarity NPC234193
0.7531 Intermediate Similarity NPC102253
0.7531 Intermediate Similarity NPC13554
0.75 Intermediate Similarity NPC477522
0.75 Intermediate Similarity NPC471781
0.75 Intermediate Similarity NPC474216
0.75 Intermediate Similarity NPC274448
0.75 Intermediate Similarity NPC6978
0.75 Intermediate Similarity NPC138621
0.75 Intermediate Similarity NPC34834
0.75 Intermediate Similarity NPC470944
0.75 Intermediate Similarity NPC472501
0.75 Intermediate Similarity NPC470360
0.75 Intermediate Similarity NPC167037
0.75 Intermediate Similarity NPC275910
0.75 Intermediate Similarity NPC81615
0.75 Intermediate Similarity NPC244385
0.747 Intermediate Similarity NPC470384
0.747 Intermediate Similarity NPC472473
0.747 Intermediate Similarity NPC475789
0.747 Intermediate Similarity NPC110778
0.747 Intermediate Similarity NPC477818
0.747 Intermediate Similarity NPC474634
0.747 Intermediate Similarity NPC474748
0.747 Intermediate Similarity NPC317458
0.747 Intermediate Similarity NPC134481
0.747 Intermediate Similarity NPC470558
0.7468 Intermediate Similarity NPC46160
0.7468 Intermediate Similarity NPC202642
0.7468 Intermediate Similarity NPC265588
0.7468 Intermediate Similarity NPC237460
0.7468 Intermediate Similarity NPC96319
0.7468 Intermediate Similarity NPC73875
0.7468 Intermediate Similarity NPC189883
0.7467 Intermediate Similarity NPC160209
0.7467 Intermediate Similarity NPC96484
0.7465 Intermediate Similarity NPC66020
0.7465 Intermediate Similarity NPC162109
0.7465 Intermediate Similarity NPC323153
0.7442 Intermediate Similarity NPC133588
0.7442 Intermediate Similarity NPC471941
0.7439 Intermediate Similarity NPC471661
0.7439 Intermediate Similarity NPC209620
0.7439 Intermediate Similarity NPC23852
0.7439 Intermediate Similarity NPC47761
0.7436 Intermediate Similarity NPC469534
0.7436 Intermediate Similarity NPC329090
0.7436 Intermediate Similarity NPC469593
0.7436 Intermediate Similarity NPC306727
0.7436 Intermediate Similarity NPC476736
0.7436 Intermediate Similarity NPC27395
0.7436 Intermediate Similarity NPC469533
0.7416 Intermediate Similarity NPC473258
0.7412 Intermediate Similarity NPC201273
0.7412 Intermediate Similarity NPC299068
0.7403 Intermediate Similarity NPC164022
0.7403 Intermediate Similarity NPC167706
0.7403 Intermediate Similarity NPC469343
0.7397 Intermediate Similarity NPC107540
0.7397 Intermediate Similarity NPC225415
0.7397 Intermediate Similarity NPC300593
0.7381 Intermediate Similarity NPC124172
0.7381 Intermediate Similarity NPC209802
0.7381 Intermediate Similarity NPC185568
0.7381 Intermediate Similarity NPC15534
0.7375 Intermediate Similarity NPC91594
0.7375 Intermediate Similarity NPC31037
0.7375 Intermediate Similarity NPC138502
0.7375 Intermediate Similarity NPC198968
0.7375 Intermediate Similarity NPC155986
0.7375 Intermediate Similarity NPC307336
0.7375 Intermediate Similarity NPC318495
0.7375 Intermediate Similarity NPC260301
0.7368 Intermediate Similarity NPC474248
0.7368 Intermediate Similarity NPC471560
0.7356 Intermediate Similarity NPC257485
0.7356 Intermediate Similarity NPC472971
0.7356 Intermediate Similarity NPC472970
0.7356 Intermediate Similarity NPC470361
0.7356 Intermediate Similarity NPC2983
0.7349 Intermediate Similarity NPC20853
0.7349 Intermediate Similarity NPC50964
0.7349 Intermediate Similarity NPC30166
0.7349 Intermediate Similarity NPC189972
0.7349 Intermediate Similarity NPC155521
0.7342 Intermediate Similarity NPC257347
0.7342 Intermediate Similarity NPC133580
0.7342 Intermediate Similarity NPC121744
0.7342 Intermediate Similarity NPC185536

  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 NPC309178 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
0.7531 Intermediate Similarity NPD7525 Registered
0.7529 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD6924 Approved
0.7436 Intermediate Similarity NPD6926 Approved
0.7403 Intermediate Similarity NPD4243 Approved
0.7317 Intermediate Similarity NPD6930 Phase 2
0.7317 Intermediate Similarity NPD6931 Approved
0.725 Intermediate Similarity NPD6933 Approved
0.7215 Intermediate Similarity NPD4785 Approved
0.7215 Intermediate Similarity NPD4784 Approved
0.7195 Intermediate Similarity NPD6929 Approved
0.7125 Intermediate Similarity NPD6942 Approved
0.7125 Intermediate Similarity NPD5275 Approved
0.7125 Intermediate Similarity NPD4190 Phase 3
0.7125 Intermediate Similarity NPD7339 Approved
0.7123 Intermediate Similarity NPD368 Approved
0.7108 Intermediate Similarity NPD7514 Phase 3
0.7108 Intermediate Similarity NPD4748 Discontinued
0.7073 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6695 Phase 3
0.7059 Intermediate Similarity NPD5332 Approved
0.7059 Intermediate Similarity NPD5331 Approved
0.7024 Intermediate Similarity NPD4790 Discontinued
0.6988 Remote Similarity NPD4195 Approved
0.6977 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6951 Remote Similarity NPD6925 Approved
0.6951 Remote Similarity NPD5776 Phase 2
0.6923 Remote Similarity NPD6923 Approved
0.6923 Remote Similarity NPD6922 Approved
0.6923 Remote Similarity NPD4202 Approved
0.6914 Remote Similarity NPD8264 Approved
0.6905 Remote Similarity NPD7509 Discontinued
0.6905 Remote Similarity NPD7332 Phase 2
0.6897 Remote Similarity NPD6893 Approved
0.6867 Remote Similarity NPD7145 Approved
0.686 Remote Similarity NPD5362 Discontinued
0.6835 Remote Similarity NPD7143 Approved
0.6835 Remote Similarity NPD7144 Approved
0.6824 Remote Similarity NPD6902 Approved
0.6782 Remote Similarity NPD3666 Approved
0.6782 Remote Similarity NPD3133 Approved
0.6782 Remote Similarity NPD3665 Phase 1
0.6778 Remote Similarity NPD4753 Phase 2
0.6761 Remote Similarity NPD342 Phase 1
0.675 Remote Similarity NPD7150 Approved
0.675 Remote Similarity NPD7152 Approved
0.675 Remote Similarity NPD7151 Approved
0.6747 Remote Similarity NPD6932 Approved
0.6744 Remote Similarity NPD4221 Approved
0.6744 Remote Similarity NPD4223 Phase 3
0.6742 Remote Similarity NPD7524 Approved
0.6742 Remote Similarity NPD7750 Discontinued
0.6706 Remote Similarity NPD4820 Approved
0.6706 Remote Similarity NPD4821 Approved
0.6706 Remote Similarity NPD4822 Approved
0.6706 Remote Similarity NPD4819 Approved
0.6705 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6701 Remote Similarity NPD5211 Phase 2
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6632 Remote Similarity NPD4755 Approved
0.6629 Remote Similarity NPD3618 Phase 1
0.6628 Remote Similarity NPD6898 Phase 1
0.6593 Remote Similarity NPD5328 Approved
0.6591 Remote Similarity NPD4786 Approved
0.6591 Remote Similarity NPD4197 Approved
0.6588 Remote Similarity NPD6683 Phase 2
0.6588 Remote Similarity NPD7645 Phase 2
0.6566 Remote Similarity NPD5141 Approved
0.6552 Remote Similarity NPD3667 Approved
0.6517 Remote Similarity NPD5329 Approved
0.6495 Remote Similarity NPD7639 Approved
0.6495 Remote Similarity NPD4696 Approved
0.6495 Remote Similarity NPD7640 Approved
0.6495 Remote Similarity NPD5285 Approved
0.6495 Remote Similarity NPD4700 Approved
0.6495 Remote Similarity NPD5286 Approved
0.6477 Remote Similarity NPD4788 Approved
0.6471 Remote Similarity NPD4271 Approved
0.6471 Remote Similarity NPD4268 Approved
0.6452 Remote Similarity NPD7087 Discontinued
0.6452 Remote Similarity NPD6079 Approved
0.6444 Remote Similarity NPD4693 Phase 3
0.6444 Remote Similarity NPD4138 Approved
0.6444 Remote Similarity NPD4689 Approved
0.6444 Remote Similarity NPD4694 Approved
0.6444 Remote Similarity NPD5690 Phase 2
0.6444 Remote Similarity NPD5205 Approved
0.6444 Remote Similarity NPD4688 Approved
0.6444 Remote Similarity NPD4690 Approved
0.6444 Remote Similarity NPD5280 Approved
0.6444 Remote Similarity NPD5279 Phase 3
0.6429 Remote Similarity NPD5223 Approved
0.6421 Remote Similarity NPD5210 Approved
0.6421 Remote Similarity NPD4629 Approved
0.6413 Remote Similarity NPD6051 Approved
0.6392 Remote Similarity NPD7638 Approved
0.6373 Remote Similarity NPD7320 Approved
0.6364 Remote Similarity NPD4633 Approved
0.6364 Remote Similarity NPD5225 Approved
0.6364 Remote Similarity NPD5224 Approved
0.6364 Remote Similarity NPD4270 Approved
0.6364 Remote Similarity NPD4269 Approved
0.6364 Remote Similarity NPD5226 Approved
0.6333 Remote Similarity NPD1696 Phase 3
0.6322 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6304 Remote Similarity NPD4722 Approved
0.6304 Remote Similarity NPD4723 Approved
0.63 Remote Similarity NPD4754 Approved
0.63 Remote Similarity NPD5175 Approved
0.63 Remote Similarity NPD5174 Approved
0.6289 Remote Similarity NPD6084 Phase 2
0.6289 Remote Similarity NPD6083 Phase 2
0.6264 Remote Similarity NPD3574 Clinical (unspecified phase)
0.625 Remote Similarity NPD4139 Approved
0.625 Remote Similarity NPD4692 Approved
0.625 Remote Similarity NPD5695 Phase 3
0.6216 Remote Similarity NPD4219 Approved
0.6186 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5222 Approved
0.6186 Remote Similarity NPD4697 Phase 3
0.6186 Remote Similarity NPD5221 Approved
0.6176 Remote Similarity NPD6402 Approved
0.6176 Remote Similarity NPD4767 Approved
0.6176 Remote Similarity NPD7128 Approved
0.6176 Remote Similarity NPD5739 Approved
0.6176 Remote Similarity NPD4768 Approved
0.6176 Remote Similarity NPD6675 Approved
0.617 Remote Similarity NPD4096 Approved
0.617 Remote Similarity NPD5785 Approved
0.6154 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5363 Approved
0.6136 Remote Similarity NPD4252 Approved
0.6129 Remote Similarity NPD6903 Approved
0.6129 Remote Similarity NPD4518 Approved
0.6122 Remote Similarity NPD5173 Approved
0.6117 Remote Similarity NPD5697 Approved
0.6117 Remote Similarity NPD5701 Approved
0.6105 Remote Similarity NPD5281 Approved
0.6105 Remote Similarity NPD7637 Suspended
0.6105 Remote Similarity NPD5284 Approved
0.61 Remote Similarity NPD4159 Approved
0.6087 Remote Similarity NPD4249 Approved
0.6087 Remote Similarity NPD5786 Approved
0.6087 Remote Similarity NPD4519 Discontinued
0.6087 Remote Similarity NPD4623 Approved
0.6082 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6067 Remote Similarity NPD5369 Approved
0.6061 Remote Similarity NPD4225 Approved
0.6061 Remote Similarity NPD5696 Approved
0.6058 Remote Similarity NPD6881 Approved
0.6058 Remote Similarity NPD6899 Approved
0.6058 Remote Similarity NPD4730 Approved
0.6058 Remote Similarity NPD4729 Approved
0.6058 Remote Similarity NPD5128 Approved
0.6058 Remote Similarity NPD6011 Approved
0.6024 Remote Similarity NPD4787 Phase 1
0.6022 Remote Similarity NPD4251 Approved
0.6022 Remote Similarity NPD4250 Approved
0.6 Remote Similarity NPD7327 Approved
0.6 Remote Similarity NPD6014 Approved
0.6 Remote Similarity NPD6372 Approved
0.6 Remote Similarity NPD4001 Clinical (unspecified phase)
0.6 Remote Similarity NPD6013 Approved
0.6 Remote Similarity NPD7328 Approved
0.6 Remote Similarity NPD6012 Approved
0.6 Remote Similarity NPD6373 Approved
0.5979 Remote Similarity NPD6001 Approved
0.5955 Remote Similarity NPD5368 Approved
0.5946 Remote Similarity NPD7516 Approved
0.5943 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5943 Remote Similarity NPD7102 Approved
0.5943 Remote Similarity NPD5248 Approved
0.5943 Remote Similarity NPD5169 Approved
0.5943 Remote Similarity NPD4634 Approved
0.5943 Remote Similarity NPD5250 Approved
0.5943 Remote Similarity NPD7290 Approved
0.5943 Remote Similarity NPD5249 Phase 3
0.5943 Remote Similarity NPD5135 Approved
0.5943 Remote Similarity NPD6883 Approved
0.5943 Remote Similarity NPD5251 Approved
0.5943 Remote Similarity NPD5247 Approved
0.5934 Remote Similarity NPD7154 Phase 3
0.5914 Remote Similarity NPD6684 Approved
0.5914 Remote Similarity NPD5330 Approved
0.5914 Remote Similarity NPD6409 Approved
0.5914 Remote Similarity NPD7521 Approved
0.5914 Remote Similarity NPD6098 Approved
0.5914 Remote Similarity NPD7146 Approved
0.5914 Remote Similarity NPD7334 Approved
0.5904 Remote Similarity NPD4267 Clinical (unspecified phase)
0.59 Remote Similarity NPD5290 Discontinued
0.5893 Remote Similarity NPD8294 Approved
0.5893 Remote Similarity NPD8377 Approved
0.5888 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5888 Remote Similarity NPD6617 Approved
0.5888 Remote Similarity NPD8130 Phase 1
0.5888 Remote Similarity NPD6847 Approved
0.5888 Remote Similarity NPD5216 Approved
0.5888 Remote Similarity NPD6649 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