Structure

Physi-Chem Properties

Molecular Weight:  238.19
Volume:  265.827
LogP:  1.983
LogD:  2.323
LogS:  -1.651
# 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:  4.946
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:  -4.417
MDCK Permeability:  1.647013777983375e-05
Pgp-inhibitor:  0.095
Pgp-substrate:  0.153
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.871
30% Bioavailability (F30%):  0.012

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.81
Plasma Protein Binding (PPB):  56.81010055541992%
Volume Distribution (VD):  1.155
Pgp-substrate:  38.82791519165039%

ADMET: Metabolism

CYP1A2-inhibitor:  0.032
CYP1A2-substrate:  0.357
CYP2C19-inhibitor:  0.025
CYP2C19-substrate:  0.887
CYP2C9-inhibitor:  0.016
CYP2C9-substrate:  0.081
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.16
CYP3A4-inhibitor:  0.217
CYP3A4-substrate:  0.394

ADMET: Excretion

Clearance (CL):  7.814
Half-life (T1/2):  0.812

ADMET: Toxicity

hERG Blockers:  0.114
Human Hepatotoxicity (H-HT):  0.487
Drug-inuced Liver Injury (DILI):  0.028
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.226
Maximum Recommended Daily Dose:  0.101
Skin Sensitization:  0.944
Carcinogencity:  0.37
Eye Corrosion:  0.85
Eye Irritation:  0.94
Respiratory Toxicity:  0.962

Download Data

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

  Natural Product: NPC234527

Natural Product ID:  NPC234527
Common Name*:   2R-(Z)-Campherene-2,13-Diol
IUPAC Name:   (1S,3R,4S,7S)-7-[(Z)-5-hydroxy-4-methylpent-3-enyl]-4,7-dimethylbicyclo[2.2.1]heptan-3-ol
Synonyms:  
Standard InCHIKey:  FUCSWNUANQRDFQ-TVQMTGCFSA-N
Standard InCHI:  InChI=1S/C15H26O2/c1-11(10-16)5-4-7-14(2)12-6-8-15(14,3)13(17)9-12/h5,12-13,16-17H,4,6-10H2,1-3H3/b11-5-/t12-,13+,14-,15+/m0/s1
SMILES:  C/C(=C/CC[C@@]1(C)[C@H]2CC[C@]1(C)[C@@H](C2)O)/CO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL424159
PubChem CID:   15976818
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 = 27.1 mm PMID[522339]
NPT452 Organism Helicobacter pylori SS1 Helicobacter pylori SS1 IZ = 11.1 mm PMID[522339]

☑ 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 NPC234527 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 NPC14352
0.971 High Similarity NPC313185
0.9286 High Similarity NPC309178
0.8971 High Similarity NPC477791
0.8767 High Similarity NPC310643
0.8592 High Similarity NPC254845
0.8571 High Similarity NPC167527
0.8551 High Similarity NPC162309
0.8429 Intermediate Similarity NPC136813
0.8406 Intermediate Similarity NPC238352
0.8406 Intermediate Similarity NPC477009
0.831 Intermediate Similarity NPC224532
0.8267 Intermediate Similarity NPC126969
0.8261 Intermediate Similarity NPC309300
0.8243 Intermediate Similarity NPC471659
0.8219 Intermediate Similarity NPC471662
0.8169 Intermediate Similarity NPC74885
0.8169 Intermediate Similarity NPC308522
0.8143 Intermediate Similarity NPC19569
0.8101 Intermediate Similarity NPC472465
0.8082 Intermediate Similarity NPC133873
0.8026 Intermediate Similarity NPC471658
0.7949 Intermediate Similarity NPC30986
0.7949 Intermediate Similarity NPC1319
0.7949 Intermediate Similarity NPC209430
0.7945 Intermediate Similarity NPC90115
0.7945 Intermediate Similarity NPC217570
0.7875 Intermediate Similarity NPC87489
0.7875 Intermediate Similarity NPC296701
0.7875 Intermediate Similarity NPC218616
0.7875 Intermediate Similarity NPC202389
0.7857 Intermediate Similarity NPC124112
0.7857 Intermediate Similarity NPC474480
0.7826 Intermediate Similarity NPC234264
0.7826 Intermediate Similarity NPC47840
0.7821 Intermediate Similarity NPC477514
0.7808 Intermediate Similarity NPC96484
0.7805 Intermediate Similarity NPC318390
0.7792 Intermediate Similarity NPC244488
0.7792 Intermediate Similarity NPC247325
0.7778 Intermediate Similarity NPC326310
0.7778 Intermediate Similarity NPC472473
0.7778 Intermediate Similarity NPC135650
0.7778 Intermediate Similarity NPC477667
0.775 Intermediate Similarity NPC472471
0.7746 Intermediate Similarity NPC475704
0.7746 Intermediate Similarity NPC219940
0.7738 Intermediate Similarity NPC471952
0.7733 Intermediate Similarity NPC477792
0.7733 Intermediate Similarity NPC471660
0.7733 Intermediate Similarity NPC41886
0.7722 Intermediate Similarity NPC81306
0.7722 Intermediate Similarity NPC84694
0.7722 Intermediate Similarity NPC143182
0.7722 Intermediate Similarity NPC28862
0.7722 Intermediate Similarity NPC109546
0.7722 Intermediate Similarity NPC47982
0.7714 Intermediate Similarity NPC15152
0.7711 Intermediate Similarity NPC139724
0.7711 Intermediate Similarity NPC477668
0.7703 Intermediate Similarity NPC471560
0.7692 Intermediate Similarity NPC214570
0.7683 Intermediate Similarity NPC231310
0.7662 Intermediate Similarity NPC23231
0.7662 Intermediate Similarity NPC60818
0.7654 Intermediate Similarity NPC201852
0.7654 Intermediate Similarity NPC101462
0.7654 Intermediate Similarity NPC49964
0.7654 Intermediate Similarity NPC470049
0.7639 Intermediate Similarity NPC300442
0.7632 Intermediate Similarity NPC474140
0.7625 Intermediate Similarity NPC234193
0.7612 Intermediate Similarity NPC283655
0.7612 Intermediate Similarity NPC178223
0.7612 Intermediate Similarity NPC277917
0.7612 Intermediate Similarity NPC166894
0.7612 Intermediate Similarity NPC89069
0.7606 Intermediate Similarity NPC473759
0.7606 Intermediate Similarity NPC474155
0.76 Intermediate Similarity NPC34834
0.7595 Intermediate Similarity NPC474216
0.7595 Intermediate Similarity NPC275910
0.7595 Intermediate Similarity NPC167037
0.7595 Intermediate Similarity NPC6978
0.7595 Intermediate Similarity NPC244385
0.7595 Intermediate Similarity NPC477522
0.7595 Intermediate Similarity NPC138621
0.7595 Intermediate Similarity NPC285761
0.7571 Intermediate Similarity NPC252809
0.7571 Intermediate Similarity NPC66020
0.7568 Intermediate Similarity NPC471238
0.7564 Intermediate Similarity NPC237460
0.7564 Intermediate Similarity NPC46160
0.7564 Intermediate Similarity NPC73875
0.7564 Intermediate Similarity NPC472472
0.7564 Intermediate Similarity NPC96319
0.7564 Intermediate Similarity NPC202642
0.7564 Intermediate Similarity NPC189883
0.7561 Intermediate Similarity NPC110778
0.7561 Intermediate Similarity NPC470384
0.7561 Intermediate Similarity NPC474748
0.7561 Intermediate Similarity NPC82623
0.7561 Intermediate Similarity NPC477818
0.7561 Intermediate Similarity NPC317458
0.7532 Intermediate Similarity NPC476366
0.7532 Intermediate Similarity NPC201048
0.7531 Intermediate Similarity NPC264245
0.7531 Intermediate Similarity NPC471661
0.7531 Intermediate Similarity NPC23852
0.7531 Intermediate Similarity NPC209620
0.75 Intermediate Similarity NPC6391
0.75 Intermediate Similarity NPC300593
0.75 Intermediate Similarity NPC273410
0.75 Intermediate Similarity NPC293287
0.75 Intermediate Similarity NPC471272
0.75 Intermediate Similarity NPC471268
0.75 Intermediate Similarity NPC261266
0.75 Intermediate Similarity NPC96793
0.75 Intermediate Similarity NPC225415
0.75 Intermediate Similarity NPC80530
0.75 Intermediate Similarity NPC469343
0.75 Intermediate Similarity NPC23954
0.75 Intermediate Similarity NPC471271
0.75 Intermediate Similarity NPC323424
0.75 Intermediate Similarity NPC152808
0.747 Intermediate Similarity NPC205845
0.747 Intermediate Similarity NPC474047
0.747 Intermediate Similarity NPC185568
0.747 Intermediate Similarity NPC124172
0.747 Intermediate Similarity NPC470077
0.747 Intermediate Similarity NPC209802
0.747 Intermediate Similarity NPC238485
0.7468 Intermediate Similarity NPC138502
0.7468 Intermediate Similarity NPC474826
0.7468 Intermediate Similarity NPC307336
0.7468 Intermediate Similarity NPC470711
0.7468 Intermediate Similarity NPC477425
0.7468 Intermediate Similarity NPC477427
0.7468 Intermediate Similarity NPC260301
0.7468 Intermediate Similarity NPC477426
0.7468 Intermediate Similarity NPC91594
0.7468 Intermediate Similarity NPC470758
0.7467 Intermediate Similarity NPC474248
0.7465 Intermediate Similarity NPC147524
0.7465 Intermediate Similarity NPC207007
0.7465 Intermediate Similarity NPC321867
0.7465 Intermediate Similarity NPC68679
0.7465 Intermediate Similarity NPC210346
0.7465 Intermediate Similarity NPC63111
0.7442 Intermediate Similarity NPC472971
0.7442 Intermediate Similarity NPC472970
0.7442 Intermediate Similarity NPC232747
0.7439 Intermediate Similarity NPC50964
0.7439 Intermediate Similarity NPC20853
0.7439 Intermediate Similarity NPC189972
0.7436 Intermediate Similarity NPC32832
0.7436 Intermediate Similarity NPC118508
0.7436 Intermediate Similarity NPC121744
0.7436 Intermediate Similarity NPC322353
0.7436 Intermediate Similarity NPC185536
0.7436 Intermediate Similarity NPC257347
0.7436 Intermediate Similarity NPC141071
0.7436 Intermediate Similarity NPC471723
0.7432 Intermediate Similarity NPC114651
0.7429 Intermediate Similarity NPC122239
0.7429 Intermediate Similarity NPC5698
0.7407 Intermediate Similarity NPC209944
0.7407 Intermediate Similarity NPC164840
0.7407 Intermediate Similarity NPC236112
0.7407 Intermediate Similarity NPC236237
0.7407 Intermediate Similarity NPC322313
0.7407 Intermediate Similarity NPC102253
0.7407 Intermediate Similarity NPC241290
0.7407 Intermediate Similarity NPC26117
0.7407 Intermediate Similarity NPC13554
0.7403 Intermediate Similarity NPC265485
0.7403 Intermediate Similarity NPC472506
0.7403 Intermediate Similarity NPC220939
0.7397 Intermediate Similarity NPC187619
0.7391 Intermediate Similarity NPC150713
0.7391 Intermediate Similarity NPC29976
0.7381 Intermediate Similarity NPC266511
0.7381 Intermediate Similarity NPC274448
0.7381 Intermediate Similarity NPC470360
0.7375 Intermediate Similarity NPC205455
0.7375 Intermediate Similarity NPC302041
0.7375 Intermediate Similarity NPC65897
0.7375 Intermediate Similarity NPC472499
0.7375 Intermediate Similarity NPC85346
0.7375 Intermediate Similarity NPC472501
0.7375 Intermediate Similarity NPC473943
0.7375 Intermediate Similarity NPC472502
0.7375 Intermediate Similarity NPC470944
0.7375 Intermediate Similarity NPC472500
0.7375 Intermediate Similarity NPC475
0.7375 Intermediate Similarity NPC186191
0.7375 Intermediate Similarity NPC11908
0.7368 Intermediate Similarity NPC471781
0.7368 Intermediate Similarity NPC92801
0.7361 Intermediate Similarity NPC473508

  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 NPC234527 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
0.7564 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD368 Approved
0.7412 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD7525 Registered
0.7349 Intermediate Similarity NPD5332 Approved
0.7349 Intermediate Similarity NPD5331 Approved
0.7317 Intermediate Similarity NPD4790 Discontinued
0.7308 Intermediate Similarity NPD6924 Approved
0.7308 Intermediate Similarity NPD6926 Approved
0.7284 Intermediate Similarity NPD6929 Approved
0.7215 Intermediate Similarity NPD6942 Approved
0.7215 Intermediate Similarity NPD7339 Approved
0.7195 Intermediate Similarity NPD6931 Approved
0.7195 Intermediate Similarity NPD6930 Phase 2
0.7143 Intermediate Similarity NPD5362 Discontinued
0.7125 Intermediate Similarity NPD6933 Approved
0.7101 Intermediate Similarity NPD342 Phase 1
0.7051 Intermediate Similarity NPD4243 Approved
0.7037 Intermediate Similarity NPD6925 Approved
0.7037 Intermediate Similarity NPD5776 Phase 2
0.7013 Intermediate Similarity NPD6923 Approved
0.7013 Intermediate Similarity NPD6922 Approved
0.6988 Remote Similarity NPD4748 Discontinued
0.6988 Remote Similarity NPD7514 Phase 3
0.6977 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6951 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6951 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6951 Remote Similarity NPD7145 Approved
0.6941 Remote Similarity NPD6695 Phase 3
0.6923 Remote Similarity NPD7144 Approved
0.6923 Remote Similarity NPD7143 Approved
0.6905 Remote Similarity NPD6902 Approved
0.6875 Remote Similarity NPD4784 Approved
0.6875 Remote Similarity NPD4785 Approved
0.686 Remote Similarity NPD3665 Phase 1
0.686 Remote Similarity NPD3666 Approved
0.686 Remote Similarity NPD3133 Approved
0.686 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6835 Remote Similarity NPD7151 Approved
0.6835 Remote Similarity NPD7152 Approved
0.6835 Remote Similarity NPD7150 Approved
0.6813 Remote Similarity NPD4202 Approved
0.679 Remote Similarity NPD5275 Approved
0.679 Remote Similarity NPD8264 Approved
0.679 Remote Similarity NPD4190 Phase 3
0.6786 Remote Similarity NPD4820 Approved
0.6786 Remote Similarity NPD4821 Approved
0.6786 Remote Similarity NPD7332 Phase 2
0.6786 Remote Similarity NPD7509 Discontinued
0.6786 Remote Similarity NPD4822 Approved
0.6786 Remote Similarity NPD4819 Approved
0.6782 Remote Similarity NPD6893 Approved
0.6747 Remote Similarity NPD4268 Approved
0.6747 Remote Similarity NPD4271 Approved
0.6705 Remote Similarity NPD3618 Phase 1
0.6667 Remote Similarity NPD4786 Approved
0.6667 Remote Similarity NPD4195 Approved
0.6667 Remote Similarity NPD7645 Phase 2
0.6667 Remote Similarity NPD5328 Approved
0.6629 Remote Similarity NPD7750 Discontinued
0.6629 Remote Similarity NPD7524 Approved
0.6628 Remote Similarity NPD4270 Approved
0.6628 Remote Similarity NPD4269 Approved
0.6628 Remote Similarity NPD3667 Approved
0.6627 Remote Similarity NPD6932 Approved
0.6598 Remote Similarity NPD5211 Phase 2
0.6588 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6562 Remote Similarity NPD7639 Approved
0.6562 Remote Similarity NPD7640 Approved
0.6526 Remote Similarity NPD4755 Approved
0.6522 Remote Similarity NPD6079 Approved
0.6512 Remote Similarity NPD6898 Phase 1
0.6484 Remote Similarity NPD4753 Phase 2
0.6471 Remote Similarity NPD6683 Phase 2
0.6465 Remote Similarity NPD5141 Approved
0.6458 Remote Similarity NPD7638 Approved
0.6437 Remote Similarity NPD4221 Approved
0.6437 Remote Similarity NPD4223 Phase 3
0.6413 Remote Similarity NPD5785 Approved
0.6404 Remote Similarity NPD5363 Approved
0.6395 Remote Similarity NPD4252 Approved
0.6392 Remote Similarity NPD4700 Approved
0.6392 Remote Similarity NPD5285 Approved
0.6392 Remote Similarity NPD4696 Approved
0.6392 Remote Similarity NPD5286 Approved
0.6344 Remote Similarity NPD7087 Discontinued
0.6333 Remote Similarity NPD4249 Approved
0.6333 Remote Similarity NPD5786 Approved
0.6333 Remote Similarity NPD5279 Phase 3
0.6327 Remote Similarity NPD5223 Approved
0.6304 Remote Similarity NPD6051 Approved
0.6292 Remote Similarity NPD4197 Approved
0.6275 Remote Similarity NPD7320 Approved
0.6264 Remote Similarity NPD4251 Approved
0.6264 Remote Similarity NPD4250 Approved
0.6263 Remote Similarity NPD5225 Approved
0.6263 Remote Similarity NPD4633 Approved
0.6263 Remote Similarity NPD5224 Approved
0.6263 Remote Similarity NPD5226 Approved
0.625 Remote Similarity NPD4697 Phase 3
0.625 Remote Similarity NPD5221 Approved
0.625 Remote Similarity NPD5220 Clinical (unspecified phase)
0.625 Remote Similarity NPD5222 Approved
0.6222 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6222 Remote Similarity NPD5329 Approved
0.6207 Remote Similarity NPD5368 Approved
0.62 Remote Similarity NPD5174 Approved
0.62 Remote Similarity NPD5175 Approved
0.62 Remote Similarity NPD4754 Approved
0.6196 Remote Similarity NPD6903 Approved
0.6186 Remote Similarity NPD5173 Approved
0.618 Remote Similarity NPD7154 Phase 3
0.618 Remote Similarity NPD4788 Approved
0.617 Remote Similarity NPD7637 Suspended
0.6154 Remote Similarity NPD4688 Approved
0.6154 Remote Similarity NPD4689 Approved
0.6154 Remote Similarity NPD4693 Phase 3
0.6154 Remote Similarity NPD5280 Approved
0.6154 Remote Similarity NPD4690 Approved
0.6154 Remote Similarity NPD5205 Approved
0.6154 Remote Similarity NPD5690 Phase 2
0.6154 Remote Similarity NPD4138 Approved
0.6154 Remote Similarity NPD4694 Approved
0.6146 Remote Similarity NPD4629 Approved
0.6146 Remote Similarity NPD5210 Approved
0.6136 Remote Similarity NPD5369 Approved
0.6081 Remote Similarity NPD4219 Approved
0.6078 Remote Similarity NPD5739 Approved
0.6078 Remote Similarity NPD7128 Approved
0.6078 Remote Similarity NPD4767 Approved
0.6078 Remote Similarity NPD6675 Approved
0.6078 Remote Similarity NPD4768 Approved
0.6078 Remote Similarity NPD6402 Approved
0.6067 Remote Similarity NPD6435 Approved
0.6044 Remote Similarity NPD1696 Phase 3
0.6022 Remote Similarity NPD4722 Approved
0.6022 Remote Similarity NPD4723 Approved
0.602 Remote Similarity NPD6084 Phase 2
0.602 Remote Similarity NPD6083 Phase 2
0.6019 Remote Similarity NPD5697 Approved
0.6019 Remote Similarity NPD5701 Approved
0.6 Remote Similarity NPD4159 Approved
0.5979 Remote Similarity NPD5695 Phase 3
0.5978 Remote Similarity NPD7146 Approved
0.5978 Remote Similarity NPD5330 Approved
0.5978 Remote Similarity NPD7334 Approved
0.5978 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5978 Remote Similarity NPD7521 Approved
0.5978 Remote Similarity NPD6409 Approved
0.5978 Remote Similarity NPD6684 Approved
0.5962 Remote Similarity NPD4730 Approved
0.5962 Remote Similarity NPD6011 Approved
0.5962 Remote Similarity NPD6899 Approved
0.5962 Remote Similarity NPD5128 Approved
0.5962 Remote Similarity NPD4729 Approved
0.5962 Remote Similarity NPD6881 Approved
0.596 Remote Similarity NPD5290 Discontinued
0.596 Remote Similarity NPD4225 Approved
0.5955 Remote Similarity NPD4139 Approved
0.5955 Remote Similarity NPD4692 Approved
0.5952 Remote Similarity NPD4732 Discontinued
0.5942 Remote Similarity NPD384 Approved
0.5942 Remote Similarity NPD385 Approved
0.5941 Remote Similarity NPD7632 Discontinued
0.5938 Remote Similarity NPD6399 Phase 3
0.5934 Remote Similarity NPD3668 Phase 3
0.5909 Remote Similarity NPD7328 Approved
0.5909 Remote Similarity NPD7327 Approved
0.5905 Remote Similarity NPD6014 Approved
0.5905 Remote Similarity NPD6372 Approved
0.5905 Remote Similarity NPD6013 Approved
0.5905 Remote Similarity NPD6373 Approved
0.5905 Remote Similarity NPD6012 Approved
0.5904 Remote Similarity NPD4787 Phase 1
0.5895 Remote Similarity NPD7136 Phase 2
0.587 Remote Similarity NPD1694 Approved
0.5856 Remote Similarity NPD7516 Approved
0.5851 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5851 Remote Similarity NPD4518 Approved
0.5849 Remote Similarity NPD5248 Approved
0.5849 Remote Similarity NPD5247 Approved
0.5849 Remote Similarity NPD5251 Approved
0.5849 Remote Similarity NPD6883 Approved
0.5849 Remote Similarity NPD7102 Approved
0.5849 Remote Similarity NPD7290 Approved
0.5849 Remote Similarity NPD5249 Phase 3
0.5849 Remote Similarity NPD5250 Approved
0.5849 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5849 Remote Similarity NPD5169 Approved
0.5849 Remote Similarity NPD5135 Approved
0.5849 Remote Similarity NPD4634 Approved
0.5833 Remote Similarity NPD5284 Approved
0.5833 Remote Similarity NPD7515 Phase 2
0.5833 Remote Similarity NPD5281 Approved
0.5816 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5806 Remote Similarity NPD4519 Discontinued
0.5806 Remote Similarity NPD4623 Approved
0.5804 Remote Similarity NPD8294 Approved
0.5804 Remote Similarity NPD8377 Approved
0.58 Remote Similarity NPD5696 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