NPASS Compound

Structure

NPC241024 OpenBabel07101718242D 24 28 0 0 1 0 0 0 0 0999 V2000 1.4013 -2.6361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9890 -1.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -2.5316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5823 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3653 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3992 0.1621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3653 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9143 -0.7724 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4982 -1.3462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6582 -2.0161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9761 -0.6056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4982 -0.2718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6582 0.3981 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3219 1.3399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6582 0.3981 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6582 -2.0161 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -1.9693 2.1020 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3382 1.5195 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9107 -1.0904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 13 2 0 0 0 0 4 16 2 0 0 0 0 5 7 1 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 12 2 0 0 0 0 7 21 1 0 0 0 0 8 24 1 0 0 0 0 9 12 1 0 0 0 0 9 21 1 0 0 0 0 10 14 1 0 0 0 0 10 21 1 0 0 0 0 11 19 1 0 0 0 0 11 24 1 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 17 2 0 0 0 0 15 19 1 1 0 0 0 16 20 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 19 18 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	324.15
Volume:	326.943
LogP:	1.421
LogD:	1.652
LogS:	-2.118
# Rotatable Bonds:	1
TPSA:	65.56
# H-Bond Aceptor:	5
# H-Bond Donor:	2
# Rings:	6
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.79
Synthetic Accessibility Score:	5.186
Fsp3:	0.421
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:	-5.546
MDCK Permeability:	9.286001841246616e-06
Pgp-inhibitor:	0.0
Pgp-substrate:	0.146
Human Intestinal Absorption (HIA):	0.089
20% Bioavailability (F20%):	0.965
30% Bioavailability (F30%):	0.791

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.97
Plasma Protein Binding (PPB):	68.42503356933594%
Volume Distribution (VD):	1.495
Pgp-substrate:	40.30060958862305%

ADMET: Metabolism

CYP1A2-inhibitor:	0.146
CYP1A2-substrate:	0.438
CYP2C19-inhibitor:	0.041
CYP2C19-substrate:	0.336
CYP2C9-inhibitor:	0.038
CYP2C9-substrate:	0.23
CYP2D6-inhibitor:	0.087
CYP2D6-substrate:	0.395
CYP3A4-inhibitor:	0.025
CYP3A4-substrate:	0.366

ADMET: Excretion

Clearance (CL):	3.215
Half-life (T1/2):	0.595

ADMET: Toxicity

hERG Blockers:	0.01
Human Hepatotoxicity (H-HT):	0.106
Drug-inuced Liver Injury (DILI):	0.165
AMES Toxicity:	0.248
Rat Oral Acute Toxicity:	0.984
Maximum Recommended Daily Dose:	0.827
Skin Sensitization:	0.399
Carcinogencity:	0.944
Eye Corrosion:	0.008
Eye Irritation:	0.022
Respiratory Toxicity:	0.978

Download Data

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

Natural Product: NPC241024

Natural Product ID:	NPC241024
*Common Name:**	Alstonamic Acid
IUPAC Name:	n.a.
Synonyms:	Alstonamic Acid
Standard InCHIKey:	YWAOVZZOCSQMHP-KXBFYZLASA-N
Standard InCHI:	InChI=1S/C19H20N2O3/c22-18(23)19-11-24-8-6-12-9-21(7-5-15(12)19)10-14-13-3-1-2-4-16(13)20-17(14)19/h1-4,6,15,20H,5,7-11H2,(H,22,23)/t15-,19-/m0/s1
SMILES:	OC(=O)[C@@]12COCC=C3[C@@H]1CCN(C3)Cc1c2[nH]c2c1cccc2
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL470947
PubChem CID:	14706144
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0003431] Vallesaman alkaloids

*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
NPO19083	Alstonia angustiloba	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18524603]
NPO19083	Alstonia angustiloba	Species	Apocynaceae	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
Others	1

Activity Type	# Activity
Tissue	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT177	Tissue	Aorta	Rattus norvegicus	Activity	=	35.0	%	PMID[475140]

☑ 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 NPC241024 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	282
0.1-0.2	1357
0.2-0.3	6549
0.3-0.4	20122
0.4-0.5	9186
0.5-0.6	2505
0.6-0.7	2033
0.7-0.8	600
0.8-0.85	45
0.85-0.9	14
0.9-0.95	2
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9548	High Similarity	NPC55493
0.8811	High Similarity	NPC474121
0.8777	High Similarity	NPC214428
0.8696	High Similarity	NPC314333
0.8696	High Similarity	NPC329858
0.8684	High Similarity	NPC162730
0.8646	High Similarity	NPC277350
0.8586	High Similarity	NPC474116
0.8571	High Similarity	NPC52557
0.8441	Intermediate Similarity	NPC175474
0.8418	Intermediate Similarity	NPC469743
0.8384	Intermediate Similarity	NPC475778
0.8283	Intermediate Similarity	NPC234999
0.8168	Intermediate Similarity	NPC330009
0.8168	Intermediate Similarity	NPC469928
0.8148	Intermediate Similarity	NPC196251
0.8148	Intermediate Similarity	NPC102338
0.8148	Intermediate Similarity	NPC63199
0.8148	Intermediate Similarity	NPC111602
0.8103	Intermediate Similarity	NPC81654
0.8103	Intermediate Similarity	NPC49196
0.8103	Intermediate Similarity	NPC79129
0.8103	Intermediate Similarity	NPC249150
0.8103	Intermediate Similarity	NPC195461
0.8103	Intermediate Similarity	NPC313985
0.8093	Intermediate Similarity	NPC50503
0.8073	Intermediate Similarity	NPC472210
0.8073	Intermediate Similarity	NPC247735
0.8073	Intermediate Similarity	NPC269886
0.8073	Intermediate Similarity	NPC472295
0.8073	Intermediate Similarity	NPC81802
0.803	Intermediate Similarity	NPC475847
0.803	Intermediate Similarity	NPC185742
0.8	Intermediate Similarity	NPC473041
0.8	Intermediate Similarity	NPC96321
0.799	Intermediate Similarity	NPC245916
0.7957	Intermediate Similarity	NPC217372
0.7957	Intermediate Similarity	NPC183662
0.7957	Intermediate Similarity	NPC15573
0.7938	Intermediate Similarity	NPC19692
0.7938	Intermediate Similarity	NPC220151
0.7914	Intermediate Similarity	NPC219336
0.7887	Intermediate Similarity	NPC474192
0.7887	Intermediate Similarity	NPC475720
0.7872	Intermediate Similarity	NPC469896
0.785	Intermediate Similarity	NPC473105
0.7828	Intermediate Similarity	NPC312870
0.7828	Intermediate Similarity	NPC128265
0.7828	Intermediate Similarity	NPC199851
0.7828	Intermediate Similarity	NPC294909
0.7828	Intermediate Similarity	NPC254240
0.7826	Intermediate Similarity	NPC78020
0.7819	Intermediate Similarity	NPC213468
0.7766	Intermediate Similarity	NPC111275
0.7754	Intermediate Similarity	NPC110500
0.7754	Intermediate Similarity	NPC149155
0.7754	Intermediate Similarity	NPC203468
0.7744	Intermediate Similarity	NPC472113
0.7744	Intermediate Similarity	NPC472292
0.7737	Intermediate Similarity	NPC71037
0.7732	Intermediate Similarity	NPC472112
0.773	Intermediate Similarity	NPC317430
0.7713	Intermediate Similarity	NPC267885
0.7696	Intermediate Similarity	NPC19679
0.7696	Intermediate Similarity	NPC139291
0.7696	Intermediate Similarity	NPC472108
0.7685	Intermediate Similarity	NPC477065
0.7671	Intermediate Similarity	NPC475816
0.7668	Intermediate Similarity	NPC315555
0.7668	Intermediate Similarity	NPC160381
0.7668	Intermediate Similarity	NPC235684
0.7665	Intermediate Similarity	NPC276517
0.7664	Intermediate Similarity	NPC311906
0.766	Intermediate Similarity	NPC329688
0.766	Intermediate Similarity	NPC189812
0.7656	Intermediate Similarity	NPC472119
0.7638	Intermediate Similarity	NPC67288
0.7633	Intermediate Similarity	NPC229348
0.7632	Intermediate Similarity	NPC248041
0.7632	Intermediate Similarity	NPC283219
0.7632	Intermediate Similarity	NPC55772
0.7632	Intermediate Similarity	NPC126709
0.7629	Intermediate Similarity	NPC472323
0.7626	Intermediate Similarity	NPC472293
0.7619	Intermediate Similarity	NPC52254
0.7608	Intermediate Similarity	NPC312645
0.7606	Intermediate Similarity	NPC472123
0.76	Intermediate Similarity	NPC472297
0.76	Intermediate Similarity	NPC472296
0.7592	Intermediate Similarity	NPC15840
0.759	Intermediate Similarity	NPC321708
0.7582	Intermediate Similarity	NPC285469
0.7579	Intermediate Similarity	NPC145885
0.7579	Intermediate Similarity	NPC14325
0.7579	Intermediate Similarity	NPC14113
0.7579	Intermediate Similarity	NPC84827
0.7579	Intermediate Similarity	NPC28848
0.7579	Intermediate Similarity	NPC211997
0.7577	Intermediate Similarity	NPC62749
0.7574	Intermediate Similarity	NPC137589
0.7574	Intermediate Similarity	NPC476874
0.7573	Intermediate Similarity	NPC471304
0.7571	Intermediate Similarity	NPC82070
0.756	Intermediate Similarity	NPC152768
0.756	Intermediate Similarity	NPC148183
0.7553	Intermediate Similarity	NPC6982
0.7548	Intermediate Similarity	NPC472291
0.7537	Intermediate Similarity	NPC165599
0.7526	Intermediate Similarity	NPC472107
0.7526	Intermediate Similarity	NPC134586
0.7526	Intermediate Similarity	NPC79062
0.7525	Intermediate Similarity	NPC471944
0.7513	Intermediate Similarity	NPC34508
0.7513	Intermediate Similarity	NPC138370
0.7512	Intermediate Similarity	NPC474905
0.7512	Intermediate Similarity	NPC477979
0.75	Intermediate Similarity	NPC141454
0.75	Intermediate Similarity	NPC33949
0.75	Intermediate Similarity	NPC118940
0.75	Intermediate Similarity	NPC478080
0.7488	Intermediate Similarity	NPC193761
0.7488	Intermediate Similarity	NPC123839
0.7487	Intermediate Similarity	NPC181502
0.7487	Intermediate Similarity	NPC85066
0.7477	Intermediate Similarity	NPC475271
0.7476	Intermediate Similarity	NPC74969
0.7476	Intermediate Similarity	NPC476114
0.7465	Intermediate Similarity	NPC2395
0.7464	Intermediate Similarity	NPC89508
0.7463	Intermediate Similarity	NPC102008
0.7463	Intermediate Similarity	NPC306376
0.7462	Intermediate Similarity	NPC469501
0.7462	Intermediate Similarity	NPC469470
0.7461	Intermediate Similarity	NPC113626
0.7451	Intermediate Similarity	NPC476115
0.7451	Intermediate Similarity	NPC476098
0.7449	Intermediate Similarity	NPC278434
0.7442	Intermediate Similarity	NPC235885
0.744	Intermediate Similarity	NPC478158
0.7436	Intermediate Similarity	NPC280290
0.7432	Intermediate Similarity	NPC470507
0.7429	Intermediate Similarity	NPC478157
0.7427	Intermediate Similarity	NPC244741
0.7423	Intermediate Similarity	NPC159125
0.7423	Intermediate Similarity	NPC472110
0.7423	Intermediate Similarity	NPC472109
0.7419	Intermediate Similarity	NPC16667
0.7415	Intermediate Similarity	NPC132539
0.7409	Intermediate Similarity	NPC91179
0.7406	Intermediate Similarity	NPC281049
0.7401	Intermediate Similarity	NPC59084
0.7396	Intermediate Similarity	NPC234987
0.7391	Intermediate Similarity	NPC475910
0.7391	Intermediate Similarity	NPC266249
0.7381	Intermediate Similarity	NPC234078
0.7381	Intermediate Similarity	NPC221100
0.738	Intermediate Similarity	NPC21174
0.738	Intermediate Similarity	NPC271797
0.7379	Intermediate Similarity	NPC18661
0.7374	Intermediate Similarity	NPC83111
0.7368	Intermediate Similarity	NPC158129
0.7366	Intermediate Similarity	NPC98715
0.7361	Intermediate Similarity	NPC21638
0.7358	Intermediate Similarity	NPC270009
0.7358	Intermediate Similarity	NPC472443
0.7356	Intermediate Similarity	NPC477548
0.7353	Intermediate Similarity	NPC300183
0.7352	Intermediate Similarity	NPC14288
0.7346	Intermediate Similarity	NPC313640
0.7344	Intermediate Similarity	NPC84347
0.7343	Intermediate Similarity	NPC314297
0.7343	Intermediate Similarity	NPC315545
0.734	Intermediate Similarity	NPC470508
0.734	Intermediate Similarity	NPC192674
0.7337	Intermediate Similarity	NPC472097
0.7337	Intermediate Similarity	NPC207726
0.7337	Intermediate Similarity	NPC129909
0.7336	Intermediate Similarity	NPC472099
0.7333	Intermediate Similarity	NPC469358
0.7333	Intermediate Similarity	NPC143533
0.7333	Intermediate Similarity	NPC472444
0.7327	Intermediate Similarity	NPC24370
0.7327	Intermediate Similarity	NPC319232
0.7323	Intermediate Similarity	NPC46413
0.7313	Intermediate Similarity	NPC202812
0.7313	Intermediate Similarity	NPC289299
0.7313	Intermediate Similarity	NPC57994
0.7311	Intermediate Similarity	NPC3207
0.731	Intermediate Similarity	NPC66210
0.7308	Intermediate Similarity	NPC127677
0.7308	Intermediate Similarity	NPC37548
0.7308	Intermediate Similarity	NPC258062
0.7308	Intermediate Similarity	NPC39679
0.7306	Intermediate Similarity	NPC322135
0.7304	Intermediate Similarity	NPC315491
0.7304	Intermediate Similarity	NPC252338
0.7304	Intermediate Similarity	NPC213308
0.7304	Intermediate Similarity	NPC45459
0.7302	Intermediate Similarity	NPC60621
0.7302	Intermediate Similarity	NPC49954

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 NPC241024 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	171
0.1-0.2	483
0.2-0.3	654
0.3-0.4	1443
0.4-0.5	2758
0.5-0.6	2668
0.6-0.7	850
0.7-0.8	118
0.8-0.85	4
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8696	High Similarity	NPD4499	Approved
0.8229	Intermediate Similarity	NPD5003	Discontinued
0.8103	Intermediate Similarity	NPD4601	Approved
0.8103	Intermediate Similarity	NPD4600	Approved
0.8071	Intermediate Similarity	NPD6176	Phase 1
0.801	Intermediate Similarity	NPD2564	Approved
0.801	Intermediate Similarity	NPD2565	Phase 2
0.7889	Intermediate Similarity	NPD2121	Clinical (unspecified phase)
0.7865	Intermediate Similarity	NPD4334	Discontinued
0.7828	Intermediate Similarity	NPD4501	Approved
0.7828	Intermediate Similarity	NPD4500	Approved
0.7826	Intermediate Similarity	NPD2844	Phase 3
0.7811	Intermediate Similarity	NPD4862	Clinical (unspecified phase)
0.7794	Intermediate Similarity	NPD7470	Discontinued
0.7789	Intermediate Similarity	NPD5728	Clinical (unspecified phase)
0.7754	Intermediate Similarity	NPD482	Approved
0.7734	Intermediate Similarity	NPD2509	Approved
0.7734	Intermediate Similarity	NPD2510	Approved
0.7727	Intermediate Similarity	NPD4987	Clinical (unspecified phase)
0.772	Intermediate Similarity	NPD4948	Discontinued
0.7713	Intermediate Similarity	NPD749	Clinical (unspecified phase)
0.7696	Intermediate Similarity	NPD2092	Phase 2
0.7696	Intermediate Similarity	NPD2094	Phase 2
0.7696	Intermediate Similarity	NPD2095	Phase 2
0.7692	Intermediate Similarity	NPD6630	Clinical (unspecified phase)
0.767	Intermediate Similarity	NPD6657	Clinical (unspecified phase)
0.7656	Intermediate Similarity	NPD2096	Phase 2
0.7656	Intermediate Similarity	NPD2091	Phase 2
0.7653	Intermediate Similarity	NPD4315	Phase 2
0.7644	Intermediate Similarity	NPD3389	Approved
0.7644	Intermediate Similarity	NPD3394	Approved
0.7644	Intermediate Similarity	NPD3393	Approved
0.7624	Intermediate Similarity	NPD2920	Discontinued
0.7586	Intermediate Similarity	NPD5901	Discontinued
0.7527	Intermediate Similarity	NPD5257	Clinical (unspecified phase)
0.7524	Intermediate Similarity	NPD4506	Discontinued
0.7513	Intermediate Similarity	NPD750	Phase 2
0.7512	Intermediate Similarity	NPD6249	Phase 2
0.7512	Intermediate Similarity	NPD6248	Phase 2
0.7463	Intermediate Similarity	NPD7777	Approved
0.7463	Intermediate Similarity	NPD7778	Approved
0.7463	Intermediate Similarity	NPD53	Approved
0.7453	Intermediate Similarity	NPD6770	Approved
0.7415	Intermediate Similarity	NPD5426	Phase 3
0.7402	Intermediate Similarity	NPD5721	Clinical (unspecified phase)
0.7382	Intermediate Similarity	NPD5065	Approved
0.7379	Intermediate Similarity	NPD4901	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD5475	Discontinued
0.7368	Intermediate Similarity	NPD6739	Clinical (unspecified phase)
0.7346	Intermediate Similarity	NPD5293	Phase 2
0.734	Intermediate Similarity	NPD3800	Clinical (unspecified phase)
0.7337	Intermediate Similarity	NPD3785	Clinical (unspecified phase)
0.7337	Intermediate Similarity	NPD5592	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD5596	Phase 2
0.7324	Intermediate Similarity	NPD7878	Phase 2
0.7323	Intermediate Similarity	NPD1534	Approved
0.732	Intermediate Similarity	NPD5897	Approved
0.732	Intermediate Similarity	NPD5898	Approved
0.732	Intermediate Similarity	NPD5899	Approved
0.7316	Intermediate Similarity	NPD1325	Approved
0.7316	Intermediate Similarity	NPD1326	Approved
0.7313	Intermediate Similarity	NPD4602	Approved
0.7304	Intermediate Similarity	NPD484	Approved
0.7299	Intermediate Similarity	NPD3794	Approved
0.7299	Intermediate Similarity	NPD3795	Approved
0.7282	Intermediate Similarity	NPD8072	Approved
0.7282	Intermediate Similarity	NPD5487	Phase 1
0.7255	Intermediate Similarity	NPD6661	Clinical (unspecified phase)
0.7246	Intermediate Similarity	NPD8283	Approved
0.7246	Intermediate Similarity	NPD8282	Approved
0.7246	Intermediate Similarity	NPD3947	Discontinued
0.7246	Intermediate Similarity	NPD56	Approved
0.7241	Intermediate Similarity	NPD6206	Phase 1
0.7237	Intermediate Similarity	NPD8358	Approved
0.7225	Intermediate Similarity	NPD8423	Phase 2
0.7225	Intermediate Similarity	NPD8399	Phase 1
0.7222	Intermediate Similarity	NPD5444	Phase 1
0.7216	Intermediate Similarity	NPD6641	Approved
0.7216	Intermediate Similarity	NPD6642	Approved
0.7206	Intermediate Similarity	NPD6261	Phase 3
0.7206	Intermediate Similarity	NPD7946	Pre-registration
0.7204	Intermediate Similarity	NPD8013	Clinical (unspecified phase)
0.7192	Intermediate Similarity	NPD5512	Phase 3
0.7192	Intermediate Similarity	NPD7818	Clinical (unspecified phase)
0.7186	Intermediate Similarity	NPD6141	Clinical (unspecified phase)
0.7183	Intermediate Similarity	NPD8112	Clinical (unspecified phase)
0.7177	Intermediate Similarity	NPD6838	Clinical (unspecified phase)
0.7171	Intermediate Similarity	NPD4118	Clinical (unspecified phase)
0.7171	Intermediate Similarity	NPD7621	Clinical (unspecified phase)
0.7164	Intermediate Similarity	NPD5913	Phase 3
0.7164	Intermediate Similarity	NPD5912	Clinical (unspecified phase)
0.7163	Intermediate Similarity	NPD8098	Approved
0.7158	Intermediate Similarity	NPD5744	Clinical (unspecified phase)
0.7156	Intermediate Similarity	NPD4900	Clinical (unspecified phase)
0.715	Intermediate Similarity	NPD43	Approved
0.715	Intermediate Similarity	NPD6183	Clinical (unspecified phase)
0.715	Intermediate Similarity	NPD6182	Approved
0.7143	Intermediate Similarity	NPD7618	Phase 3
0.7143	Intermediate Similarity	NPD7619	Phase 3
0.7143	Intermediate Similarity	NPD6452	Discontinued
0.7135	Intermediate Similarity	NPD4184	Clinical (unspecified phase)
0.7122	Intermediate Similarity	NPD4397	Phase 1
0.711	Intermediate Similarity	NPD6824	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD4383	Clinical (unspecified phase)
0.7105	Intermediate Similarity	NPD5138	Approved
0.7105	Intermediate Similarity	NPD5140	Approved
0.7103	Intermediate Similarity	NPD4897	Phase 2
0.7101	Intermediate Similarity	NPD7903	Clinical (unspecified phase)
0.709	Intermediate Similarity	NPD2511	Approved
0.7089	Intermediate Similarity	NPD7594	Clinical (unspecified phase)
0.7087	Intermediate Similarity	NPD7000	Clinical (unspecified phase)
0.7087	Intermediate Similarity	NPD6999	Discontinued
0.7083	Intermediate Similarity	NPD5632	Approved
0.7081	Intermediate Similarity	NPD4462	Approved
0.7081	Intermediate Similarity	NPD4463	Approved
0.7077	Intermediate Similarity	NPD5104	Approved
0.7077	Intermediate Similarity	NPD5471	Phase 3
0.7075	Intermediate Similarity	NPD7825	Clinical (unspecified phase)
0.7075	Intermediate Similarity	NPD7998	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD8425	Approved
0.7073	Intermediate Similarity	NPD8426	Approved
0.707	Intermediate Similarity	NPD7218	Clinical (unspecified phase)
0.707	Intermediate Similarity	NPD8160	Phase 2
0.7067	Intermediate Similarity	NPD8073	Approved
0.7062	Intermediate Similarity	NPD2916	Discontinued
0.7056	Intermediate Similarity	NPD5473	Discontinued
0.7053	Intermediate Similarity	NPD6479	Discontinued
0.7049	Intermediate Similarity	NPD8429	Approved
0.7049	Intermediate Similarity	NPD8428	Approved
0.7049	Intermediate Similarity	NPD8427	Approved
0.7048	Intermediate Similarity	NPD7001	Phase 3
0.7048	Intermediate Similarity	NPD7958	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD7957	Phase 1
0.7048	Intermediate Similarity	NPD6732	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD6995	Phase 1
0.7031	Intermediate Similarity	NPD4554	Clinical (unspecified phase)
0.7028	Intermediate Similarity	NPD6529	Discontinued
0.7023	Intermediate Similarity	NPD5417	Clinical (unspecified phase)
0.7018	Intermediate Similarity	NPD3280	Approved
0.7018	Intermediate Similarity	NPD1996	Discontinued
0.7	Intermediate Similarity	NPD6610	Clinical (unspecified phase)
0.6985	Remote Similarity	NPD4345	Clinical (unspecified phase)
0.6982	Remote Similarity	NPD7268	Clinical (unspecified phase)
0.6982	Remote Similarity	NPD6292	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD7947	Clinical (unspecified phase)
0.698	Remote Similarity	NPD8467	Approved
0.698	Remote Similarity	NPD8465	Approved
0.698	Remote Similarity	NPD8466	Approved
0.6979	Remote Similarity	NPD2915	Discontinued
0.6978	Remote Similarity	NPD1592	Phase 3
0.6974	Remote Similarity	NPD2921	Clinical (unspecified phase)
0.697	Remote Similarity	NPD6595	Phase 3
0.6967	Remote Similarity	NPD7010	Phase 3
0.6963	Remote Similarity	NPD6567	Clinical (unspecified phase)
0.6963	Remote Similarity	NPD5416	Discontinued
0.6963	Remote Similarity	NPD972	Clinical (unspecified phase)
0.6961	Remote Similarity	NPD6665	Discontinued
0.6959	Remote Similarity	NPD1573	Approved
0.6959	Remote Similarity	NPD8327	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD8325	Phase 3
0.6959	Remote Similarity	NPD8326	Phase 3
0.6959	Remote Similarity	NPD1575	Approved
0.6955	Remote Similarity	NPD6160	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD2144	Approved
0.6954	Remote Similarity	NPD7865	Approved
0.6952	Remote Similarity	NPD2882	Phase 1
0.695	Remote Similarity	NPD6178	Phase 3
0.6946	Remote Similarity	NPD6281	Approved
0.6942	Remote Similarity	NPD6449	Clinical (unspecified phase)
0.6942	Remote Similarity	NPD8364	Approved
0.6942	Remote Similarity	NPD8363	Approved
0.6939	Remote Similarity	NPD4736	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD3038	Discontinued
0.6935	Remote Similarity	NPD4203	Approved
0.6935	Remote Similarity	NPD4204	Approved
0.6935	Remote Similarity	NPD3178	Discontinued
0.6931	Remote Similarity	NPD276	Clinical (unspecified phase)
0.693	Remote Similarity	NPD8097	Phase 3
0.693	Remote Similarity	NPD8096	Phase 3
0.6927	Remote Similarity	NPD1631	Approved
0.6927	Remote Similarity	NPD1038	Approved
0.6923	Remote Similarity	NPD5472	Clinical (unspecified phase)
0.6919	Remote Similarity	NPD7103	Approved
0.6919	Remote Similarity	NPD2721	Clinical (unspecified phase)
0.6919	Remote Similarity	NPD4076	Approved
0.6919	Remote Similarity	NPD6323	Clinical (unspecified phase)
0.6919	Remote Similarity	NPD8386	Phase 2
0.6919	Remote Similarity	NPD4079	Approved
0.6919	Remote Similarity	NPD6987	Phase 1
0.6919	Remote Similarity	NPD5398	Clinical (unspecified phase)
0.6912	Remote Similarity	NPD2336	Approved
0.6909	Remote Similarity	NPD5506	Approved
0.6909	Remote Similarity	NPD5507	Approved
0.6908	Remote Similarity	NPD6664	Approved
0.6907	Remote Similarity	NPD5069	Clinical (unspecified phase)
0.6906	Remote Similarity	NPD6165	Phase 2
0.6906	Remote Similarity	NPD6164	Phase 2
0.6904	Remote Similarity	NPD2382	Approved
0.6904	Remote Similarity	NPD2381	Approved
0.6904	Remote Similarity	NPD2380	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