Structure

Physi-Chem Properties

Molecular Weight:  254.19
Volume:  274.618
LogP:  2.066
LogD:  1.916
LogS:  -2.833
# Rotatable Bonds:  2
TPSA:  60.69
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.659
Synthetic Accessibility Score:  4.614
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:  -4.436
MDCK Permeability:  9.786669579625595e-06
Pgp-inhibitor:  0.0
Pgp-substrate:  0.026
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.943
30% Bioavailability (F30%):  0.905

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.622
Plasma Protein Binding (PPB):  61.660606384277344%
Volume Distribution (VD):  0.947
Pgp-substrate:  43.567596435546875%

ADMET: Metabolism

CYP1A2-inhibitor:  0.026
CYP1A2-substrate:  0.129
CYP2C19-inhibitor:  0.014
CYP2C19-substrate:  0.753
CYP2C9-inhibitor:  0.013
CYP2C9-substrate:  0.092
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.117
CYP3A4-inhibitor:  0.127
CYP3A4-substrate:  0.138

ADMET: Excretion

Clearance (CL):  4.473
Half-life (T1/2):  0.748

ADMET: Toxicity

hERG Blockers:  0.06
Human Hepatotoxicity (H-HT):  0.431
Drug-inuced Liver Injury (DILI):  0.052
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.958
Maximum Recommended Daily Dose:  0.963
Skin Sensitization:  0.635
Carcinogencity:  0.168
Eye Corrosion:  0.014
Eye Irritation:  0.51
Respiratory Toxicity:  0.969

Download Data

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

  Natural Product: NPC126969

Natural Product ID:  NPC126969
Common Name*:   Trichocarane B
IUPAC Name:   (1R,2S,3aS,8aR)-6-(hydroxymethyl)-3a-methyl-1-propan-2-yl-2,3,4,7,8,8a-hexahydroazulene-1,2-diol
Synonyms:   trichocarane B
Standard InCHIKey:  OQMGYKWZJSTWIL-CBBWQLFWSA-N
Standard InCHI:  InChI=1S/C15H26O3/c1-10(2)15(18)12-5-4-11(9-16)6-7-14(12,3)8-13(15)17/h6,10,12-13,16-18H,4-5,7-9H2,1-3H3/t12-,13+,14+,15-/m1/s1
SMILES:  OCC1=CC[C@@]2([C@@H](CC1)[C@](O)(C(C)C)[C@H](C2)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL509591
PubChem CID:   10682391
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
NPO13533 Trichoderma virens Species Hypocreaceae Eukaryota n.a. n.a. n.a. PMID[11000018]
NPO13533 Trichoderma virens Species Hypocreaceae Eukaryota n.a. n.a. n.a. PMID[12662106]
NPO13533 Trichoderma virens Species Hypocreaceae Eukaryota n.a. n.a. n.a. PMID[31418264]
NPO13533 Trichoderma virens Species Hypocreaceae 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
NPT119 Organism Triticum aestivum Triticum aestivum Inhibition = 40.0 % PMID[536046]
NPT119 Organism Triticum aestivum Triticum aestivum Inhibition = 19.0 % PMID[536046]

☑ 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 NPC126969 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
0.9429 High Similarity NPC41886
0.8857 High Similarity NPC136813
0.875 High Similarity NPC471781
0.8732 High Similarity NPC167527
0.8481 Intermediate Similarity NPC472465
0.84 Intermediate Similarity NPC471659
0.8375 Intermediate Similarity NPC471340
0.8333 Intermediate Similarity NPC477791
0.8267 Intermediate Similarity NPC14352
0.8267 Intermediate Similarity NPC234527
0.8243 Intermediate Similarity NPC254845
0.8219 Intermediate Similarity NPC224532
0.8182 Intermediate Similarity NPC471658
0.8182 Intermediate Similarity NPC310643
0.8158 Intermediate Similarity NPC309178
0.8133 Intermediate Similarity NPC471662
0.8125 Intermediate Similarity NPC471661
0.8056 Intermediate Similarity NPC469326
0.8056 Intermediate Similarity NPC205618
0.8056 Intermediate Similarity NPC238352
0.8056 Intermediate Similarity NPC261782
0.8056 Intermediate Similarity NPC477009
0.8052 Intermediate Similarity NPC313185
0.8052 Intermediate Similarity NPC23231
0.8052 Intermediate Similarity NPC60818
0.7917 Intermediate Similarity NPC309300
0.7895 Intermediate Similarity NPC471660
0.7887 Intermediate Similarity NPC63111
0.7867 Intermediate Similarity NPC144647
0.7841 Intermediate Similarity NPC473258
0.7808 Intermediate Similarity NPC19569
0.7805 Intermediate Similarity NPC133844
0.7778 Intermediate Similarity NPC474480
0.7711 Intermediate Similarity NPC320548
0.7703 Intermediate Similarity NPC311736
0.7703 Intermediate Similarity NPC162309
0.7703 Intermediate Similarity NPC267027
0.7701 Intermediate Similarity NPC472466
0.7647 Intermediate Similarity NPC152808
0.7647 Intermediate Similarity NPC293287
0.7632 Intermediate Similarity NPC217570
0.7632 Intermediate Similarity NPC90115
0.7625 Intermediate Similarity NPC471454
0.7619 Intermediate Similarity NPC116613
0.7614 Intermediate Similarity NPC472468
0.7606 Intermediate Similarity NPC475968
0.7606 Intermediate Similarity NPC469321
0.76 Intermediate Similarity NPC163290
0.76 Intermediate Similarity NPC82337
0.7586 Intermediate Similarity NPC299527
0.7571 Intermediate Similarity NPC278550
0.7568 Intermediate Similarity NPC471200
0.7568 Intermediate Similarity NPC187619
0.7561 Intermediate Similarity NPC324772
0.7534 Intermediate Similarity NPC473508
0.7532 Intermediate Similarity NPC470041
0.7532 Intermediate Similarity NPC133873
0.7531 Intermediate Similarity NPC475980
0.75 Intermediate Similarity NPC477667
0.75 Intermediate Similarity NPC197107
0.75 Intermediate Similarity NPC315261
0.75 Intermediate Similarity NPC476317
0.75 Intermediate Similarity NPC470832
0.75 Intermediate Similarity NPC474634
0.75 Intermediate Similarity NPC252809
0.75 Intermediate Similarity NPC260852
0.7471 Intermediate Similarity NPC133588
0.7471 Intermediate Similarity NPC474668
0.747 Intermediate Similarity NPC320525
0.747 Intermediate Similarity NPC209620
0.747 Intermediate Similarity NPC23852
0.7468 Intermediate Similarity NPC190859
0.7444 Intermediate Similarity NPC472467
0.7442 Intermediate Similarity NPC477668
0.7436 Intermediate Similarity NPC469343
0.7436 Intermediate Similarity NPC477792
0.7432 Intermediate Similarity NPC300593
0.7407 Intermediate Similarity NPC476703
0.7407 Intermediate Similarity NPC31037
0.7403 Intermediate Similarity NPC474900
0.7403 Intermediate Similarity NPC473893
0.7397 Intermediate Similarity NPC210346
0.7386 Intermediate Similarity NPC470361
0.7381 Intermediate Similarity NPC50964
0.7368 Intermediate Similarity NPC472253
0.7368 Intermediate Similarity NPC472255
0.7363 Intermediate Similarity NPC261341
0.7361 Intermediate Similarity NPC5698
0.7361 Intermediate Similarity NPC52431
0.7361 Intermediate Similarity NPC310228
0.7349 Intermediate Similarity NPC26117
0.7349 Intermediate Similarity NPC186072
0.7333 Intermediate Similarity NPC61503
0.7333 Intermediate Similarity NPC300442
0.7317 Intermediate Similarity NPC477514
0.7303 Intermediate Similarity NPC11216
0.7303 Intermediate Similarity NPC204188
0.7303 Intermediate Similarity NPC329596
0.7303 Intermediate Similarity NPC80561
0.7303 Intermediate Similarity NPC3345
0.7303 Intermediate Similarity NPC291484
0.7297 Intermediate Similarity NPC473759
0.7297 Intermediate Similarity NPC211291
0.7297 Intermediate Similarity NPC133368
0.7297 Intermediate Similarity NPC474155
0.7294 Intermediate Similarity NPC317458
0.7284 Intermediate Similarity NPC170148
0.7284 Intermediate Similarity NPC247325
0.7284 Intermediate Similarity NPC244488
0.7273 Intermediate Similarity NPC280556
0.7262 Intermediate Similarity NPC472471
0.7262 Intermediate Similarity NPC264245
0.726 Intermediate Similarity NPC323153
0.726 Intermediate Similarity NPC66020
0.725 Intermediate Similarity NPC329090
0.725 Intermediate Similarity NPC27395
0.725 Intermediate Similarity NPC306727
0.7241 Intermediate Similarity NPC139724
0.7241 Intermediate Similarity NPC261266
0.7241 Intermediate Similarity NPC6391
0.7237 Intermediate Similarity NPC272125
0.7237 Intermediate Similarity NPC326310
0.7229 Intermediate Similarity NPC30986
0.7229 Intermediate Similarity NPC328714
0.7229 Intermediate Similarity NPC47982
0.7229 Intermediate Similarity NPC28862
0.7229 Intermediate Similarity NPC109546
0.7229 Intermediate Similarity NPC209430
0.7229 Intermediate Similarity NPC143182
0.7229 Intermediate Similarity NPC84694
0.7229 Intermediate Similarity NPC81306
0.7222 Intermediate Similarity NPC97404
0.7222 Intermediate Similarity NPC475830
0.7222 Intermediate Similarity NPC41554
0.7215 Intermediate Similarity NPC471271
0.7215 Intermediate Similarity NPC471268
0.7209 Intermediate Similarity NPC185568
0.72 Intermediate Similarity NPC219940
0.72 Intermediate Similarity NPC110241
0.7191 Intermediate Similarity NPC170775
0.7191 Intermediate Similarity NPC232747
0.7179 Intermediate Similarity NPC471560
0.7176 Intermediate Similarity NPC218616
0.7176 Intermediate Similarity NPC1272
0.7176 Intermediate Similarity NPC296701
0.7176 Intermediate Similarity NPC49964
0.7176 Intermediate Similarity NPC87489
0.7176 Intermediate Similarity NPC470614
0.7162 Intermediate Similarity NPC15152
0.7162 Intermediate Similarity NPC274704
0.716 Intermediate Similarity NPC319090
0.716 Intermediate Similarity NPC328104
0.716 Intermediate Similarity NPC32832
0.7143 Intermediate Similarity NPC13554
0.7143 Intermediate Similarity NPC95124
0.7143 Intermediate Similarity NPC259299
0.7143 Intermediate Similarity NPC164840
0.7143 Intermediate Similarity NPC308522
0.7143 Intermediate Similarity NPC234193
0.7143 Intermediate Similarity NPC74885
0.7143 Intermediate Similarity NPC209944
0.7143 Intermediate Similarity NPC241290
0.7143 Intermediate Similarity NPC73603
0.7143 Intermediate Similarity NPC310013
0.7143 Intermediate Similarity NPC471266
0.7143 Intermediate Similarity NPC30675
0.7143 Intermediate Similarity NPC98193
0.7126 Intermediate Similarity NPC470360
0.7126 Intermediate Similarity NPC318390
0.7125 Intermediate Similarity NPC474140
0.7125 Intermediate Similarity NPC476709
0.7125 Intermediate Similarity NPC329763
0.7125 Intermediate Similarity NPC310608
0.7123 Intermediate Similarity NPC184049
0.7123 Intermediate Similarity NPC99480
0.7123 Intermediate Similarity NPC122239
0.7123 Intermediate Similarity NPC475931
0.7113 Intermediate Similarity NPC288502
0.7113 Intermediate Similarity NPC201144
0.7113 Intermediate Similarity NPC121518
0.7113 Intermediate Similarity NPC475331
0.7113 Intermediate Similarity NPC103298
0.7113 Intermediate Similarity NPC475335
0.7113 Intermediate Similarity NPC181104
0.7113 Intermediate Similarity NPC80809
0.7111 Intermediate Similarity NPC107189
0.7108 Intermediate Similarity NPC87604
0.7108 Intermediate Similarity NPC474216
0.7108 Intermediate Similarity NPC477522
0.7108 Intermediate Similarity NPC470944
0.7105 Intermediate Similarity NPC165069
0.7093 Intermediate Similarity NPC477818
0.7093 Intermediate Similarity NPC475789
0.7093 Intermediate Similarity NPC110778
0.7093 Intermediate Similarity NPC472473
0.7093 Intermediate Similarity NPC185605
0.7089 Intermediate Similarity NPC34834
0.7073 Intermediate Similarity NPC96319
0.7073 Intermediate Similarity NPC215481
0.7073 Intermediate Similarity NPC253190

  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 NPC126969 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
0.7561 Intermediate Similarity NPD6931 Approved
0.7561 Intermediate Similarity NPD6930 Phase 2
0.7558 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6933 Approved
0.7439 Intermediate Similarity NPD6929 Approved
0.7356 Intermediate Similarity NPD7524 Approved
0.7349 Intermediate Similarity NPD7514 Phase 3
0.7294 Intermediate Similarity NPD6695 Phase 3
0.725 Intermediate Similarity NPD6926 Approved
0.725 Intermediate Similarity NPD6924 Approved
0.7209 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD5776 Phase 2
0.7195 Intermediate Similarity NPD6925 Approved
0.7143 Intermediate Similarity NPD7332 Phase 2
0.7126 Intermediate Similarity NPD6893 Approved
0.7108 Intermediate Similarity NPD7145 Approved
0.7073 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6902 Approved
0.6988 Remote Similarity NPD6932 Approved
0.6966 Remote Similarity NPD7750 Discontinued
0.6933 Remote Similarity NPD368 Approved
0.6905 Remote Similarity NPD7322 Clinical (unspecified phase)
0.686 Remote Similarity NPD6898 Phase 1
0.6824 Remote Similarity NPD6683 Phase 2
0.679 Remote Similarity NPD4243 Approved
0.675 Remote Similarity NPD6923 Approved
0.675 Remote Similarity NPD6922 Approved
0.6747 Remote Similarity NPD6942 Approved
0.6747 Remote Similarity NPD7339 Approved
0.6744 Remote Similarity NPD4819 Approved
0.6744 Remote Similarity NPD7525 Registered
0.6744 Remote Similarity NPD4822 Approved
0.6744 Remote Similarity NPD4820 Approved
0.6744 Remote Similarity NPD4821 Approved
0.6706 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6705 Remote Similarity NPD5332 Approved
0.6705 Remote Similarity NPD5331 Approved
0.6705 Remote Similarity NPD5362 Discontinued
0.6667 Remote Similarity NPD7087 Discontinued
0.6667 Remote Similarity NPD4790 Discontinued
0.6667 Remote Similarity NPD7144 Approved
0.6667 Remote Similarity NPD7143 Approved
0.6627 Remote Similarity NPD4784 Approved
0.6627 Remote Similarity NPD4785 Approved
0.6585 Remote Similarity NPD7150 Approved
0.6585 Remote Similarity NPD7152 Approved
0.6585 Remote Similarity NPD7151 Approved
0.6575 Remote Similarity NPD342 Phase 1
0.6552 Remote Similarity NPD4748 Discontinued
0.6552 Remote Similarity NPD7509 Discontinued
0.6548 Remote Similarity NPD5275 Approved
0.6548 Remote Similarity NPD4190 Phase 3
0.6512 Remote Similarity NPD4268 Approved
0.6512 Remote Similarity NPD4271 Approved
0.6444 Remote Similarity NPD3666 Approved
0.6444 Remote Similarity NPD3665 Phase 1
0.6444 Remote Similarity NPD3133 Approved
0.6442 Remote Similarity NPD6371 Approved
0.6437 Remote Similarity NPD4195 Approved
0.6404 Remote Similarity NPD4270 Approved
0.6404 Remote Similarity NPD4269 Approved
0.6374 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6353 Remote Similarity NPD8264 Approved
0.6316 Remote Similarity NPD7637 Suspended
0.631 Remote Similarity NPD4732 Discontinued
0.6304 Remote Similarity NPD4249 Approved
0.6277 Remote Similarity NPD4753 Phase 2
0.6264 Remote Similarity NPD4786 Approved
0.625 Remote Similarity NPD4202 Approved
0.6237 Remote Similarity NPD4250 Approved
0.6237 Remote Similarity NPD4251 Approved
0.6222 Remote Similarity NPD4221 Approved
0.6222 Remote Similarity NPD3667 Approved
0.6222 Remote Similarity NPD4223 Phase 3
0.6211 Remote Similarity NPD5785 Approved
0.62 Remote Similarity NPD7640 Approved
0.62 Remote Similarity NPD7639 Approved
0.6196 Remote Similarity NPD5363 Approved
0.618 Remote Similarity NPD4252 Approved
0.6132 Remote Similarity NPD4634 Approved
0.6129 Remote Similarity NPD5786 Approved
0.6129 Remote Similarity NPD5279 Phase 3
0.6111 Remote Similarity NPD5369 Approved
0.6105 Remote Similarity NPD6051 Approved
0.61 Remote Similarity NPD7638 Approved
0.6087 Remote Similarity NPD4197 Approved
0.6078 Remote Similarity NPD5211 Phase 2
0.6042 Remote Similarity NPD7136 Phase 2
0.6022 Remote Similarity NPD5329 Approved
0.6 Remote Similarity NPD5368 Approved
0.6 Remote Similarity NPD4755 Approved
0.5978 Remote Similarity NPD7154 Phase 3
0.5978 Remote Similarity NPD4788 Approved
0.5962 Remote Similarity NPD5141 Approved
0.596 Remote Similarity NPD4629 Approved
0.596 Remote Similarity NPD5210 Approved
0.5957 Remote Similarity NPD5280 Approved
0.5957 Remote Similarity NPD5690 Phase 2
0.5957 Remote Similarity NPD4689 Approved
0.5957 Remote Similarity NPD4688 Approved
0.5957 Remote Similarity NPD5205 Approved
0.5957 Remote Similarity NPD4690 Approved
0.5957 Remote Similarity NPD4138 Approved
0.5957 Remote Similarity NPD4693 Phase 3
0.5957 Remote Similarity NPD4694 Approved
0.5957 Remote Similarity NPD3618 Phase 1
0.5938 Remote Similarity NPD5328 Approved
0.5905 Remote Similarity NPD6640 Phase 3
0.5893 Remote Similarity NPD7328 Approved
0.5893 Remote Similarity NPD7327 Approved
0.5889 Remote Similarity NPD7645 Phase 2
0.5882 Remote Similarity NPD4700 Approved
0.5882 Remote Similarity NPD5285 Approved
0.5882 Remote Similarity NPD4696 Approved
0.5882 Remote Similarity NPD5286 Approved
0.587 Remote Similarity NPD6435 Approved
0.5849 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5849 Remote Similarity NPD6412 Phase 2
0.5844 Remote Similarity NPD4219 Approved
0.5842 Remote Similarity NPD6084 Phase 2
0.5842 Remote Similarity NPD6083 Phase 2
0.5841 Remote Similarity NPD7516 Approved
0.5833 Remote Similarity NPD4518 Approved
0.5833 Remote Similarity NPD4723 Approved
0.5833 Remote Similarity NPD4722 Approved
0.5825 Remote Similarity NPD4159 Approved
0.5825 Remote Similarity NPD5223 Approved
0.5818 Remote Similarity NPD4632 Approved
0.5816 Remote Similarity NPD6079 Approved
0.58 Remote Similarity NPD5695 Phase 3
0.5789 Remote Similarity NPD8377 Approved
0.5789 Remote Similarity NPD8294 Approved
0.5784 Remote Similarity NPD4225 Approved
0.5773 Remote Similarity NPD1695 Approved
0.5769 Remote Similarity NPD5225 Approved
0.5769 Remote Similarity NPD4633 Approved
0.5769 Remote Similarity NPD5226 Approved
0.5769 Remote Similarity NPD5224 Approved
0.5761 Remote Similarity NPD4139 Approved
0.5761 Remote Similarity NPD4692 Approved
0.5743 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5739 Remote Similarity NPD8380 Approved
0.5739 Remote Similarity NPD7503 Approved
0.5739 Remote Similarity NPD8379 Approved
0.5739 Remote Similarity NPD8033 Approved
0.5739 Remote Similarity NPD8335 Approved
0.5739 Remote Similarity NPD8296 Approved
0.5739 Remote Similarity NPD8378 Approved
0.5727 Remote Similarity NPD6053 Discontinued
0.5714 Remote Similarity NPD5175 Approved
0.5714 Remote Similarity NPD4754 Approved
0.5714 Remote Similarity NPD5174 Approved
0.5714 Remote Similarity NPD4096 Approved
0.5714 Remote Similarity NPD4001 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7838 Discovery
0.5702 Remote Similarity NPD4522 Approved
0.5684 Remote Similarity NPD1696 Phase 3
0.5673 Remote Similarity NPD5344 Discontinued
0.5657 Remote Similarity NPD7983 Approved
0.5657 Remote Similarity NPD5284 Approved
0.5657 Remote Similarity NPD5281 Approved
0.5652 Remote Similarity NPD6319 Approved
0.5638 Remote Similarity NPD6110 Phase 1
0.5631 Remote Similarity NPD5696 Approved
0.5625 Remote Similarity NPD7521 Approved
0.5625 Remote Similarity NPD4519 Discontinued
0.5625 Remote Similarity NPD7146 Approved
0.5625 Remote Similarity NPD7334 Approved
0.5625 Remote Similarity NPD4623 Approved
0.5625 Remote Similarity NPD5330 Approved
0.5625 Remote Similarity NPD6409 Approved
0.5625 Remote Similarity NPD6684 Approved
0.5619 Remote Similarity NPD7632 Discontinued
0.5607 Remote Similarity NPD5739 Approved
0.5607 Remote Similarity NPD6402 Approved
0.5607 Remote Similarity NPD4768 Approved
0.5607 Remote Similarity NPD7128 Approved
0.5607 Remote Similarity NPD6675 Approved
0.5607 Remote Similarity NPD4767 Approved
0.56 Remote Similarity NPD6399 Phase 3
0.56 Remote Similarity NPD5778 Approved
0.56 Remote Similarity NPD5779 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