NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	140.12
Volume:	161.818
LogP:	2.426
LogD:	1.912
LogS:	-1.573
# Rotatable Bonds:	0
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.511
Synthetic Accessibility Score:	3.421
Fsp3:	0.778
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.34
MDCK Permeability:	2.632091309351381e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.011
Human Intestinal Absorption (HIA):	0.009
20% Bioavailability (F20%):	0.566
30% Bioavailability (F30%):	0.008

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.915
Plasma Protein Binding (PPB):	57.19038391113281%
Volume Distribution (VD):	1.471
Pgp-substrate:	54.42204284667969%

ADMET: Metabolism

CYP1A2-inhibitor:	0.11
CYP1A2-substrate:	0.672
CYP2C19-inhibitor:	0.182
CYP2C19-substrate:	0.872
CYP2C9-inhibitor:	0.041
CYP2C9-substrate:	0.9
CYP2D6-inhibitor:	0.007
CYP2D6-substrate:	0.641
CYP3A4-inhibitor:	0.012
CYP3A4-substrate:	0.254

ADMET: Excretion

Clearance (CL):	8.686
Half-life (T1/2):	0.65

ADMET: Toxicity

hERG Blockers:	0.008
Human Hepatotoxicity (H-HT):	0.353
Drug-inuced Liver Injury (DILI):	0.259
AMES Toxicity:	0.041
Rat Oral Acute Toxicity:	0.036
Maximum Recommended Daily Dose:	0.034
Skin Sensitization:	0.096
Carcinogencity:	0.759
Eye Corrosion:	0.011
Eye Irritation:	0.785
Respiratory Toxicity:	0.051

Download Data

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

Natural Product: NPC48891

Natural Product ID:	NPC48891
*Common Name:**	3,5,5-Trimethylcyclohex-2-En-1-Ol
IUPAC Name:	3,5,5-trimethylcyclohex-2-en-1-ol
Synonyms:
Standard InCHIKey:	LDRWAWZXDDBHTG-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C9H16O/c1-7-4-8(10)6-9(2,3)5-7/h4,8,10H,5-6H2,1-3H3
SMILES:	CC1=CC(O)CC(C1)(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3182691
PubChem CID:	79016
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000129] Alcohols and polyols [CHEMONTID:0001661] Secondary alcohols

*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
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1002/hlca.19270100148]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	Petals	n.a.	n.a.	PMID[15043425]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24338885]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	Silk Stigma Style	n.a.	n.a.	Database[FooDB]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9445	Crocus sativus	Species	Iridaceae	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

Activity Type	# Activity
Potency	2

Activity Type	# Activity
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Potency	n.a.	61130.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1949.4	nM	PubChem BioAssay data set

☑ 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 NPC48891 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	136
0.1-0.2	2486
0.2-0.3	14080
0.3-0.4	14138
0.4-0.5	7633
0.5-0.6	3276
0.6-0.7	790
0.7-0.8	124
0.8-0.85	21
0.85-0.9	10
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8727	High Similarity	NPC232247
0.8727	High Similarity	NPC251666
0.8393	Intermediate Similarity	NPC130209
0.8393	Intermediate Similarity	NPC148163
0.8393	Intermediate Similarity	NPC148216
0.8393	Intermediate Similarity	NPC298299
0.8387	Intermediate Similarity	NPC114651
0.8254	Intermediate Similarity	NPC117804
0.8197	Intermediate Similarity	NPC96793
0.8197	Intermediate Similarity	NPC323424
0.8197	Intermediate Similarity	NPC107540
0.8182	Intermediate Similarity	NPC35756
0.8167	Intermediate Similarity	NPC321867
0.8167	Intermediate Similarity	NPC207007
0.8167	Intermediate Similarity	NPC68679
0.8125	Intermediate Similarity	NPC474248
0.8125	Intermediate Similarity	NPC471560
0.8033	Intermediate Similarity	NPC474155
0.8033	Intermediate Similarity	NPC473759
0.8	Intermediate Similarity	NPC244038
0.8	Intermediate Similarity	NPC34834
0.8	Intermediate Similarity	NPC66020
0.7969	Intermediate Similarity	NPC96484
0.7966	Intermediate Similarity	NPC226848
0.7966	Intermediate Similarity	NPC155025
0.7937	Intermediate Similarity	NPC202017
0.7903	Intermediate Similarity	NPC290367
0.7879	Intermediate Similarity	NPC95863
0.7869	Intermediate Similarity	NPC475251
0.7846	Intermediate Similarity	NPC473893
0.7833	Intermediate Similarity	NPC475931
0.7833	Intermediate Similarity	NPC122239
0.7812	Intermediate Similarity	NPC269985
0.7812	Intermediate Similarity	NPC171225
0.7778	Intermediate Similarity	NPC19569
0.7761	Intermediate Similarity	NPC186042
0.7759	Intermediate Similarity	NPC227135
0.7742	Intermediate Similarity	NPC81615
0.7742	Intermediate Similarity	NPC83200
0.7736	Intermediate Similarity	NPC210560
0.7736	Intermediate Similarity	NPC24824
0.7736	Intermediate Similarity	NPC165651
0.7719	Intermediate Similarity	NPC474496
0.7705	Intermediate Similarity	NPC240506
0.7705	Intermediate Similarity	NPC471081
0.7705	Intermediate Similarity	NPC99487
0.7692	Intermediate Similarity	NPC471238
0.7679	Intermediate Similarity	NPC473672
0.7679	Intermediate Similarity	NPC474495
0.7656	Intermediate Similarity	NPC267027
0.7656	Intermediate Similarity	NPC326310
0.7627	Intermediate Similarity	NPC249645
0.7627	Intermediate Similarity	NPC55412
0.7619	Intermediate Similarity	NPC309300
0.7612	Intermediate Similarity	NPC477792
0.7538	Intermediate Similarity	NPC68703
0.7538	Intermediate Similarity	NPC69649
0.7538	Intermediate Similarity	NPC82337
0.7538	Intermediate Similarity	NPC477791
0.7538	Intermediate Similarity	NPC106613
0.7536	Intermediate Similarity	NPC69383
0.7536	Intermediate Similarity	NPC171148
0.7536	Intermediate Similarity	NPC313179
0.75	Intermediate Similarity	NPC130665
0.75	Intermediate Similarity	NPC11130
0.75	Intermediate Similarity	NPC29542
0.75	Intermediate Similarity	NPC287339
0.75	Intermediate Similarity	NPC323437
0.75	Intermediate Similarity	NPC201562
0.746	Intermediate Similarity	NPC473508
0.7458	Intermediate Similarity	NPC329686
0.7429	Intermediate Similarity	NPC247325
0.7429	Intermediate Similarity	NPC253190
0.7429	Intermediate Similarity	NPC244488
0.7424	Intermediate Similarity	NPC167527
0.7424	Intermediate Similarity	NPC208999
0.7391	Intermediate Similarity	NPC215050
0.7391	Intermediate Similarity	NPC306727
0.7377	Intermediate Similarity	NPC181872
0.7368	Intermediate Similarity	NPC214584
0.7368	Intermediate Similarity	NPC26906
0.7353	Intermediate Similarity	NPC471272
0.7353	Intermediate Similarity	NPC471271
0.7353	Intermediate Similarity	NPC23954
0.7353	Intermediate Similarity	NPC471268
0.7344	Intermediate Similarity	NPC110241
0.7344	Intermediate Similarity	NPC300593
0.7344	Intermediate Similarity	NPC225415
0.7324	Intermediate Similarity	NPC74995
0.7324	Intermediate Similarity	NPC91594
0.7321	Intermediate Similarity	NPC62755
0.7313	Intermediate Similarity	NPC90115
0.7313	Intermediate Similarity	NPC217570
0.7302	Intermediate Similarity	NPC225342
0.7273	Intermediate Similarity	NPC136813
0.7273	Intermediate Similarity	NPC96962
0.7258	Intermediate Similarity	NPC309825
0.7246	Intermediate Similarity	NPC265485
0.7246	Intermediate Similarity	NPC220939
0.7241	Intermediate Similarity	NPC181255
0.7241	Intermediate Similarity	NPC35519
0.7241	Intermediate Similarity	NPC40417
0.7241	Intermediate Similarity	NPC294358
0.7241	Intermediate Similarity	NPC179169
0.7241	Intermediate Similarity	NPC157781
0.7241	Intermediate Similarity	NPC306195
0.7231	Intermediate Similarity	NPC308844
0.7222	Intermediate Similarity	NPC167891
0.7222	Intermediate Similarity	NPC83351
0.7222	Intermediate Similarity	NPC475994
0.7222	Intermediate Similarity	NPC476314
0.7206	Intermediate Similarity	NPC189745
0.7206	Intermediate Similarity	NPC145498
0.7206	Intermediate Similarity	NPC92801
0.7193	Intermediate Similarity	NPC182102
0.7193	Intermediate Similarity	NPC26960
0.7193	Intermediate Similarity	NPC474460
0.7188	Intermediate Similarity	NPC174956
0.7183	Intermediate Similarity	NPC265588
0.717	Intermediate Similarity	NPC46248
0.717	Intermediate Similarity	NPC249801
0.7167	Intermediate Similarity	NPC218525
0.7167	Intermediate Similarity	NPC281590
0.7164	Intermediate Similarity	NPC45264
0.7143	Intermediate Similarity	NPC469533
0.7143	Intermediate Similarity	NPC47840
0.7143	Intermediate Similarity	NPC469534
0.7143	Intermediate Similarity	NPC469593
0.7143	Intermediate Similarity	NPC476366
0.7143	Intermediate Similarity	NPC234264
0.7143	Intermediate Similarity	NPC201048
0.7143	Intermediate Similarity	NPC135648
0.7123	Intermediate Similarity	NPC28862
0.7123	Intermediate Similarity	NPC30986
0.7123	Intermediate Similarity	NPC47982
0.7123	Intermediate Similarity	NPC308038
0.7123	Intermediate Similarity	NPC19900
0.7123	Intermediate Similarity	NPC143182
0.7123	Intermediate Similarity	NPC81306
0.7123	Intermediate Similarity	NPC209430
0.7123	Intermediate Similarity	NPC84694
0.7123	Intermediate Similarity	NPC109546
0.7123	Intermediate Similarity	NPC152061
0.7121	Intermediate Similarity	NPC476039
0.7121	Intermediate Similarity	NPC327815
0.7121	Intermediate Similarity	NPC162309
0.7121	Intermediate Similarity	NPC311736
0.7121	Intermediate Similarity	NPC222366
0.7121	Intermediate Similarity	NPC286669
0.7121	Intermediate Similarity	NPC279434
0.7119	Intermediate Similarity	NPC217188
0.7101	Intermediate Similarity	NPC164022
0.7101	Intermediate Similarity	NPC469343
0.7101	Intermediate Similarity	NPC471662
0.7101	Intermediate Similarity	NPC242001
0.7091	Intermediate Similarity	NPC140501
0.7083	Intermediate Similarity	NPC203403
0.7083	Intermediate Similarity	NPC470711
0.7083	Intermediate Similarity	NPC470758
0.7077	Intermediate Similarity	NPC68656
0.7042	Intermediate Similarity	NPC313185
0.7042	Intermediate Similarity	NPC133580
0.7042	Intermediate Similarity	NPC32832
0.7037	Intermediate Similarity	NPC269862
0.7031	Intermediate Similarity	NPC210346
0.7027	Intermediate Similarity	NPC234193
0.7027	Intermediate Similarity	NPC295131
0.7027	Intermediate Similarity	NPC206062
0.7027	Intermediate Similarity	NPC104120
0.7027	Intermediate Similarity	NPC96362
0.7027	Intermediate Similarity	NPC148685
0.7027	Intermediate Similarity	NPC157895
0.7015	Intermediate Similarity	NPC73603
0.7015	Intermediate Similarity	NPC259299
0.7015	Intermediate Similarity	NPC45782
0.7015	Intermediate Similarity	NPC163290
0.7015	Intermediate Similarity	NPC197805
0.7	Intermediate Similarity	NPC234527
0.7	Intermediate Similarity	NPC110732
0.7	Intermediate Similarity	NPC474140
0.7	Intermediate Similarity	NPC49059
0.7	Intermediate Similarity	NPC329763
0.7	Intermediate Similarity	NPC256209
0.7	Intermediate Similarity	NPC182717
0.7	Intermediate Similarity	NPC14352
0.7	Intermediate Similarity	NPC474743
0.7	Intermediate Similarity	NPC471799
0.6986	Remote Similarity	NPC474216
0.6981	Remote Similarity	NPC188596
0.697	Remote Similarity	NPC86856
0.697	Remote Similarity	NPC238352
0.697	Remote Similarity	NPC163678
0.697	Remote Similarity	NPC61503
0.697	Remote Similarity	NPC477009
0.697	Remote Similarity	NPC471200
0.697	Remote Similarity	NPC473722
0.6949	Remote Similarity	NPC68014
0.6949	Remote Similarity	NPC177112
0.6949	Remote Similarity	NPC71506
0.6944	Remote Similarity	NPC263582

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 NPC48891 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	144
0.1-0.2	2787
0.2-0.3	4122
0.3-0.4	1603
0.4-0.5	360
0.5-0.6	102
0.6-0.7	26
0.7-0.8	4
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8393	Intermediate Similarity	NPD342	Phase 1
0.8167	Intermediate Similarity	NPD368	Approved
0.7627	Intermediate Similarity	NPD4219	Approved
0.7536	Intermediate Similarity	NPD8264	Approved
0.7246	Intermediate Similarity	NPD4732	Discontinued
0.7091	Intermediate Similarity	NPD4265	Approved
0.6812	Remote Similarity	NPD6923	Approved
0.6812	Remote Similarity	NPD6922	Approved
0.6806	Remote Similarity	NPD7339	Approved
0.6806	Remote Similarity	NPD6942	Approved
0.6757	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6714	Remote Similarity	NPD7143	Approved
0.6714	Remote Similarity	NPD7144	Approved
0.6712	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6622	Remote Similarity	NPD6925	Approved
0.6622	Remote Similarity	NPD5776	Phase 2
0.662	Remote Similarity	NPD7152	Approved
0.662	Remote Similarity	NPD7151	Approved
0.662	Remote Similarity	NPD7150	Approved
0.6579	Remote Similarity	NPD7514	Phase 3
0.6579	Remote Similarity	NPD7332	Phase 2
0.6533	Remote Similarity	NPD7145	Approved
0.6494	Remote Similarity	NPD6902	Approved
0.6447	Remote Similarity	NPD7645	Phase 2
0.6447	Remote Similarity	NPD6929	Approved
0.6438	Remote Similarity	NPD6924	Approved
0.6438	Remote Similarity	NPD6926	Approved
0.642	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD6930	Phase 2
0.6364	Remote Similarity	NPD6931	Approved
0.6316	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6282	Remote Similarity	NPD6898	Phase 1
0.6269	Remote Similarity	NPD4194	Approved
0.6269	Remote Similarity	NPD4192	Approved
0.6269	Remote Similarity	NPD4193	Approved
0.6269	Remote Similarity	NPD4191	Approved
0.6267	Remote Similarity	NPD6933	Approved
0.625	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6203	Remote Similarity	NPD3667	Approved
0.6184	Remote Similarity	NPD6932	Approved
0.6173	Remote Similarity	NPD1696	Phase 3
0.6164	Remote Similarity	NPD4243	Approved
0.6154	Remote Similarity	NPD7525	Registered
0.6125	Remote Similarity	NPD6695	Phase 3
0.6049	Remote Similarity	NPD3665	Phase 1
0.6049	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6049	Remote Similarity	NPD3133	Approved
0.6049	Remote Similarity	NPD3666	Approved
0.6049	Remote Similarity	NPD4786	Approved
0.6026	Remote Similarity	NPD6683	Phase 2
0.6	Remote Similarity	NPD4784	Approved
0.6	Remote Similarity	NPD4785	Approved
0.6	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.5976	Remote Similarity	NPD6893	Approved
0.5949	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.5949	Remote Similarity	NPD7509	Discontinued
0.5926	Remote Similarity	NPD319	Phase 1
0.5926	Remote Similarity	NPD6110	Phase 1
0.5921	Remote Similarity	NPD4190	Phase 3
0.5921	Remote Similarity	NPD5275	Approved
0.5915	Remote Similarity	NPD7331	Phase 2
0.5904	Remote Similarity	NPD3618	Phase 1
0.5904	Remote Similarity	NPD5279	Phase 3
0.5897	Remote Similarity	NPD4271	Approved
0.5897	Remote Similarity	NPD4268	Approved
0.589	Remote Similarity	NPD791	Approved
0.589	Remote Similarity	NPD15	Approved
0.5857	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD7524	Approved
0.5833	Remote Similarity	NPD7750	Discontinued
0.575	Remote Similarity	NPD4821	Approved
0.575	Remote Similarity	NPD4822	Approved
0.575	Remote Similarity	NPD4252	Approved
0.575	Remote Similarity	NPD4819	Approved
0.575	Remote Similarity	NPD4820	Approved
0.575	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.575	Remote Similarity	NPD4748	Discontinued
0.5747	Remote Similarity	NPD7637	Suspended
0.5732	Remote Similarity	NPD5362	Discontinued
0.5732	Remote Similarity	NPD5332	Approved
0.5732	Remote Similarity	NPD5331	Approved
0.5732	Remote Similarity	NPD7154	Phase 3
0.5714	Remote Similarity	NPD8039	Approved
0.5714	Remote Similarity	NPD3210	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD4519	Discontinued
0.5714	Remote Similarity	NPD4623	Approved
0.5698	Remote Similarity	NPD5328	Approved
0.5679	Remote Similarity	NPD4790	Discontinued
0.5676	Remote Similarity	NPD1082	Approved
0.5645	Remote Similarity	NPD9410	Clinical (unspecified phase)
0.5641	Remote Similarity	NPD1346	Approved
0.5634	Remote Similarity	NPD277	Approved
0.5632	Remote Similarity	NPD7136	Phase 2
0.5625	Remote Similarity	NPD4195	Approved
0.5616	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.561	Remote Similarity	NPD4270	Approved
0.561	Remote Similarity	NPD4269	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