NPASS Compound

Structure

CID127153 OpenBabel06191715482D 37 42 0 0 1 0 0 0 0 0999 V2000 -7.6836 5.7550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2086 2.5940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8658 0.9119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2687 6.7408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2410 2.0387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5193 0.5635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9161 0.2152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9035 1.8235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5193 2.6530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9161 2.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1225 1.6083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8013 2.2796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7773 -0.4561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8299 5.2621 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5786 1.8235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5193 1.2600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1225 2.3048 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3129 0.5635 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3129 1.2600 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5786 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5786 0.9119 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9762 5.7550 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1225 4.2763 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1225 5.2621 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9035 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9762 3.7834 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9161 1.6083 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 0.9119 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9762 6.7408 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2687 3.7834 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4829 -0.7975 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2687 5.7550 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.8235 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8299 4.2763 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9762 2.7977 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2410 -0.2152 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4 32 1 0 0 0 0 5 8 1 0 0 0 0 5 15 1 0 0 0 0 6 7 1 0 0 0 0 6 16 2 0 0 0 0 8 19 1 0 0 0 0 9 10 1 0 0 0 0 9 17 1 0 0 0 0 10 27 1 0 0 0 0 11 16 1 0 0 0 0 11 17 1 0 0 0 0 12 15 2 0 0 0 0 12 33 1 0 0 0 0 13 34 1 0 0 0 0 14 1 1 6 0 0 0 14 22 1 0 0 0 0 14 35 1 0 0 0 0 15 21 1 0 0 0 0 16 27 1 0 0 0 0 17 36 1 1 0 0 0 18 7 1 1 0 0 0 18 19 1 0 0 0 0 18 25 1 0 0 0 0 19 27 1 1 0 0 0 20 13 1 1 0 0 0 20 21 1 0 0 0 0 20 37 1 0 0 0 0 21 28 1 6 0 0 0 22 24 1 0 0 0 0 22 29 1 1 0 0 0 23 24 1 0 0 0 0 23 26 1 0 0 0 0 23 30 1 1 0 0 0 24 32 1 6 0 0 0 25 31 2 0 0 0 0 25 37 1 0 0 0 0 26 35 1 0 0 0 0 26 36 1 6 0 0 0 27 2 1 1 0 0 0 28 3 1 6 0 0 0 28 33 1 0 0 0 0 28 34 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	520.27
Volume:	512.708
LogP:	2.859
LogD:	1.814
LogS:	-4.543
# Rotatable Bonds:	3
TPSA:	112.91
# H-Bond Aceptor:	9
# H-Bond Donor:	2
# Rings:	6
# Heavy Atoms:	9

MedChem Properties

QED Drug-Likeness Score:	0.428
Synthetic Accessibility Score:	5.811
Fsp3:	0.821
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.975
MDCK Permeability:	6.961959297768772e-05
Pgp-inhibitor:	0.71
Pgp-substrate:	0.976
Human Intestinal Absorption (HIA):	0.042
20% Bioavailability (F20%):	0.009
30% Bioavailability (F30%):	0.165

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.03
Plasma Protein Binding (PPB):	69.73100280761719%
Volume Distribution (VD):	1.485
Pgp-substrate:	17.62485694885254%

ADMET: Metabolism

CYP1A2-inhibitor:	0.008
CYP1A2-substrate:	0.309
CYP2C19-inhibitor:	0.023
CYP2C19-substrate:	0.493
CYP2C9-inhibitor:	0.016
CYP2C9-substrate:	0.014
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.165
CYP3A4-inhibitor:	0.535
CYP3A4-substrate:	0.494

ADMET: Excretion

Clearance (CL):	1.886
Half-life (T1/2):	0.323

ADMET: Toxicity

hERG Blockers:	0.503
Human Hepatotoxicity (H-HT):	0.617
Drug-inuced Liver Injury (DILI):	0.407
AMES Toxicity:	0.605
Rat Oral Acute Toxicity:	0.692
Maximum Recommended Daily Dose:	0.875
Skin Sensitization:	0.067
Carcinogencity:	0.934
Eye Corrosion:	0.003
Eye Irritation:	0.011
Respiratory Toxicity:	0.267

Download Data

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

Natural Product: NPC127153

Natural Product ID:	NPC127153
*Common Name:**	KBZJWPGSJWUHPT-DSFNJXJWSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	KBZJWPGSJWUHPT-DSFNJXJWSA-N
Standard InCHI:	InChI=1S/C28H40O9/c1-14-22(29)24(32-4)23(30)26(35-14)36-17-9-10-27(2)16(11-17)6-7-18-19(27)8-5-15-12-33-28(3)21(15)20(13-34-28)37-25(18)31/h6,12,14,17-24,26,29-30H,5,7-11,13H2,1-4H3/t14-,17+,18+,19+,20-,21-,22-,23-,24+,26+,27+,28+/m1/s1
SMILES:	C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]2CCC2=CO[C@]4(C)[C@H]2[C@@H](CO4)OC3=O)C1)O)OC)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL507772
PubChem CID:	44584779
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0002105] Glycosyl compounds [CHEMONTID:0002207] O-glycosyl compounds

*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
NPO27831	Phakellia flabellata	Species	Bubaridae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1021/jo00445a028]
NPO29042	Vincetoxicum atratum	Species	Apocynaceae	Eukaryota	Roots	n.a.	n.a.	PMID[11374953]
NPO28107	Penicillium expansum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15056914]
NPO28107	Penicillium expansum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15270557]
NPO25999	Ferula communis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15620264]
NPO26982	Callyspongia siphonella	Species	Callyspongiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[17488128]
NPO27850	Trichilia catigua	Species	Meliaceae	Eukaryota	n.a.	bark	n.a.	PMID[18020420]
NPO26982	Callyspongia siphonella	Species	Callyspongiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[19534474]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19948405]
NPO28107	Penicillium expansum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20415462]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	seed	n.a.	PMID[23672042]
NPO28107	Penicillium expansum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24024763]
NPO26953	Hebeloma senescens	Species	Cortinariaceae	Eukaryota	fruiting bodies	n.a.	n.a.	PMID[7561908]
NPO26455	Merwilla natalensis	Species	Hyacinthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO28372	Corydalis pallida	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28197	Huperzia selago	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28158	Polygala fruticosa	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28300	Sorbaria arborea	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28050	Thalictrum podocarpum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28050	Thalictrum podocarpum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28158	Polygala fruticosa	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28176	Russula lepida	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28300	Sorbaria arborea	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28507	Hymenoxys grandiflora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29042	Vincetoxicum atratum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28197	Huperzia selago	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28372	Corydalis pallida	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28372	Corydalis pallida	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28300	Sorbaria arborea	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28197	Huperzia selago	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29042	Vincetoxicum atratum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27850	Trichilia catigua	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28479	Campanula hypopolia	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28071	Dendrobates auratus	Species	Dendrobatidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26885	Dictyosphaeria favulosa	Species	Siphonocladaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28333	Syzygium levinei	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29373	Trichoplusia ni	Species	0ctuidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27831	Phakellia flabellata	Species	Bubaridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26214	Baccharis artemisioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28461	Crepis czerepanovii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9245	Ventilago madraspatana	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25874	Tuber borchii	Species	Tuberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28651	Othonna tagetes	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28404	Chasmanthera dependens	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28316	Scandix pecten-veneris	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28300	Sorbaria arborea	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28176	Russula lepida	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26455	Merwilla natalensis	Species	Hyacinthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4538	Paysonia densipila	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26953	Hebeloma senescens	Species	Cortinariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28443	Larix lyallii	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27938	Meliosma wightii	Species	Sabiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27973	Simaba cuneata	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28158	Polygala fruticosa	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26809	Synoicum blochmanni	Species	Polyclinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29042	Vincetoxicum atratum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25900	Pteris podophylla	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28107	Penicillium expansum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28197	Huperzia selago	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28228	Kielmeyera rubriflora	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28425	Senecio miser	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27956	Eupatoriastrum nelsonii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO28494	Hydroclathrus tenuis	Species	Scytosiphonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28050	Thalictrum podocarpum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28525	Urginea riparia	Species	Hyacinthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28543	Alcyonium coralloides	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25823	Haminoea navicula	Species	Haminoeidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28611	Phragmatobia fuliginosa	Species	Erebidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28372	Corydalis pallida	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26324	Fevillea cordifolia	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11786	Cylindropuntia leptocaulis	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10135	Tripteris microcarpa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25927	Dictyota dentata	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28593	Pteris pedata	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28668	Agave cocui	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10658	Pedicularis rhinanthoides	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25999	Ferula communis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28214	Phyllosticta cirsii	Species	Phyllostictaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28507	Hymenoxys grandiflora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27918	Pterocarpus macrocarpus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27891	Lethariella sinensis	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25330	Maackia floribunda	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27906	Philadelphus coronarius	Species	Hydrangeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26982	Callyspongia siphonella	Species	Callyspongiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28282	Turbina corymbosa	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28009	Pellina semitubulosa	n.a.	n.a.	n.a.	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	2

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	Inhibition	=	29.5	%	PMID[475032]
NPT848	Cell Line	N9	Homo sapiens	Inhibition	=	3.2	%	PMID[475032]

☑ 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 NPC127153 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	206
0.1-0.2	1234
0.2-0.3	4465
0.3-0.4	10691
0.4-0.5	11145
0.5-0.6	7401
0.6-0.7	6050
0.7-0.8	1443
0.8-0.85	52
0.85-0.9	7
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9528	High Similarity	NPC189126
0.9135	High Similarity	NPC293512
0.901	High Similarity	NPC241657
0.8981	High Similarity	NPC474410
0.8981	High Similarity	NPC293658
0.8692	High Similarity	NPC295389
0.8611	High Similarity	NPC118225
0.8532	High Similarity	NPC129340
0.8532	High Similarity	NPC101450
0.8532	High Similarity	NPC274507
0.8468	Intermediate Similarity	NPC251309
0.8455	Intermediate Similarity	NPC297208
0.8455	Intermediate Similarity	NPC191763
0.8455	Intermediate Similarity	NPC285410
0.8455	Intermediate Similarity	NPC108748
0.8455	Intermediate Similarity	NPC30397
0.8455	Intermediate Similarity	NPC250481
0.8455	Intermediate Similarity	NPC263827
0.8455	Intermediate Similarity	NPC235841
0.8455	Intermediate Similarity	NPC211798
0.8455	Intermediate Similarity	NPC473481
0.844	Intermediate Similarity	NPC137917
0.844	Intermediate Similarity	NPC204407
0.844	Intermediate Similarity	NPC237503
0.844	Intermediate Similarity	NPC306746
0.844	Intermediate Similarity	NPC167383
0.844	Intermediate Similarity	NPC265655
0.844	Intermediate Similarity	NPC57362
0.8411	Intermediate Similarity	NPC121566
0.8411	Intermediate Similarity	NPC100955
0.8393	Intermediate Similarity	NPC473882
0.8378	Intermediate Similarity	NPC116794
0.8378	Intermediate Similarity	NPC128925
0.8378	Intermediate Similarity	NPC256798
0.8378	Intermediate Similarity	NPC233003
0.8378	Intermediate Similarity	NPC46388
0.8378	Intermediate Similarity	NPC37739
0.8364	Intermediate Similarity	NPC127056
0.8364	Intermediate Similarity	NPC68419
0.8364	Intermediate Similarity	NPC476882
0.8364	Intermediate Similarity	NPC29069
0.8364	Intermediate Similarity	NPC476881
0.8364	Intermediate Similarity	NPC270667
0.8364	Intermediate Similarity	NPC164194
0.8364	Intermediate Similarity	NPC475317
0.8364	Intermediate Similarity	NPC102914
0.8364	Intermediate Similarity	NPC7870
0.8364	Intermediate Similarity	NPC220984
0.8364	Intermediate Similarity	NPC154856
0.8364	Intermediate Similarity	NPC90856
0.8364	Intermediate Similarity	NPC59804
0.8364	Intermediate Similarity	NPC269095
0.8364	Intermediate Similarity	NPC476886
0.8364	Intermediate Similarity	NPC174679
0.8364	Intermediate Similarity	NPC78046
0.8364	Intermediate Similarity	NPC476885
0.8364	Intermediate Similarity	NPC279554
0.8364	Intermediate Similarity	NPC476884
0.8364	Intermediate Similarity	NPC52241
0.8364	Intermediate Similarity	NPC108709
0.8364	Intermediate Similarity	NPC75747
0.8364	Intermediate Similarity	NPC110139
0.8364	Intermediate Similarity	NPC476880
0.8364	Intermediate Similarity	NPC475296
0.8364	Intermediate Similarity	NPC476883
0.8364	Intermediate Similarity	NPC476887
0.8364	Intermediate Similarity	NPC199457
0.8364	Intermediate Similarity	NPC56713
0.8364	Intermediate Similarity	NPC136877
0.8364	Intermediate Similarity	NPC474589
0.835	Intermediate Similarity	NPC275310
0.835	Intermediate Similarity	NPC230347
0.835	Intermediate Similarity	NPC286612
0.8349	Intermediate Similarity	NPC473288
0.8349	Intermediate Similarity	NPC219900
0.8349	Intermediate Similarity	NPC392
0.8349	Intermediate Similarity	NPC177246
0.8349	Intermediate Similarity	NPC476123
0.8349	Intermediate Similarity	NPC195708
0.8349	Intermediate Similarity	NPC284807
0.8349	Intermediate Similarity	NPC28198
0.8349	Intermediate Similarity	NPC177524
0.8333	Intermediate Similarity	NPC95243
0.8333	Intermediate Similarity	NPC210178
0.8333	Intermediate Similarity	NPC162033
0.8333	Intermediate Similarity	NPC63023
0.8304	Intermediate Similarity	NPC47063
0.8304	Intermediate Similarity	NPC258885
0.8304	Intermediate Similarity	NPC124296
0.8304	Intermediate Similarity	NPC138334
0.8304	Intermediate Similarity	NPC271138
0.8304	Intermediate Similarity	NPC269315
0.8304	Intermediate Similarity	NPC189884
0.8304	Intermediate Similarity	NPC204458
0.8288	Intermediate Similarity	NPC179434
0.8288	Intermediate Similarity	NPC292196
0.8288	Intermediate Similarity	NPC164419
0.8288	Intermediate Similarity	NPC190837
0.8288	Intermediate Similarity	NPC31839
0.8286	Intermediate Similarity	NPC56071
0.8286	Intermediate Similarity	NPC70733
0.8286	Intermediate Similarity	NPC477928
0.8273	Intermediate Similarity	NPC477070
0.8273	Intermediate Similarity	NPC477069
0.8273	Intermediate Similarity	NPC127853
0.8261	Intermediate Similarity	NPC122971
0.8261	Intermediate Similarity	NPC477071
0.8257	Intermediate Similarity	NPC283849
0.8257	Intermediate Similarity	NPC473538
0.8241	Intermediate Similarity	NPC223741
0.823	Intermediate Similarity	NPC475633
0.823	Intermediate Similarity	NPC472274
0.8224	Intermediate Similarity	NPC154452
0.8214	Intermediate Similarity	NPC104400
0.8214	Intermediate Similarity	NPC469946
0.8214	Intermediate Similarity	NPC65590
0.8214	Intermediate Similarity	NPC102439
0.8214	Intermediate Similarity	NPC161434
0.8214	Intermediate Similarity	NPC471383
0.8214	Intermediate Similarity	NPC48249
0.8214	Intermediate Similarity	NPC473383
0.8214	Intermediate Similarity	NPC80843
0.8214	Intermediate Similarity	NPC101744
0.8214	Intermediate Similarity	NPC473373
0.8214	Intermediate Similarity	NPC79718
0.8214	Intermediate Similarity	NPC130427
0.8214	Intermediate Similarity	NPC64106
0.8214	Intermediate Similarity	NPC474265
0.8214	Intermediate Similarity	NPC324875
0.8214	Intermediate Similarity	NPC1046
0.8214	Intermediate Similarity	NPC125923
0.8214	Intermediate Similarity	NPC257468
0.8214	Intermediate Similarity	NPC109079
0.8214	Intermediate Similarity	NPC10320
0.8214	Intermediate Similarity	NPC475504
0.8214	Intermediate Similarity	NPC210420
0.8214	Intermediate Similarity	NPC139044
0.8214	Intermediate Similarity	NPC471967
0.8214	Intermediate Similarity	NPC104071
0.8214	Intermediate Similarity	NPC195132
0.8214	Intermediate Similarity	NPC212968
0.8214	Intermediate Similarity	NPC174836
0.8214	Intermediate Similarity	NPC276093
0.8214	Intermediate Similarity	NPC292677
0.8214	Intermediate Similarity	NPC139894
0.8214	Intermediate Similarity	NPC475516
0.8205	Intermediate Similarity	NPC475431
0.8198	Intermediate Similarity	NPC83005
0.8198	Intermediate Similarity	NPC114961
0.8198	Intermediate Similarity	NPC242611
0.8198	Intermediate Similarity	NPC119550
0.8198	Intermediate Similarity	NPC27551
0.8182	Intermediate Similarity	NPC135015
0.8182	Intermediate Similarity	NPC217921
0.8182	Intermediate Similarity	NPC48548
0.8182	Intermediate Similarity	NPC285576
0.8182	Intermediate Similarity	NPC128795
0.8182	Intermediate Similarity	NPC258323
0.8174	Intermediate Similarity	NPC105800
0.8174	Intermediate Similarity	NPC475899
0.8174	Intermediate Similarity	NPC232237
0.8173	Intermediate Similarity	NPC108141
0.8165	Intermediate Similarity	NPC475611
0.8158	Intermediate Similarity	NPC161674
0.8158	Intermediate Similarity	NPC244127
0.8158	Intermediate Similarity	NPC160415
0.8158	Intermediate Similarity	NPC58448
0.8158	Intermediate Similarity	NPC471384
0.8142	Intermediate Similarity	NPC114304
0.8142	Intermediate Similarity	NPC192600
0.8142	Intermediate Similarity	NPC238935
0.8142	Intermediate Similarity	NPC473826
0.8142	Intermediate Similarity	NPC241909
0.8142	Intermediate Similarity	NPC96641
0.8142	Intermediate Similarity	NPC73318
0.8142	Intermediate Similarity	NPC150400
0.8142	Intermediate Similarity	NPC475208
0.8142	Intermediate Similarity	NPC133818
0.8142	Intermediate Similarity	NPC174720
0.8142	Intermediate Similarity	NPC155410
0.8142	Intermediate Similarity	NPC73455
0.8142	Intermediate Similarity	NPC323341
0.8142	Intermediate Similarity	NPC295823
0.8142	Intermediate Similarity	NPC134835
0.8142	Intermediate Similarity	NPC166422
0.8142	Intermediate Similarity	NPC46665
0.8142	Intermediate Similarity	NPC309714
0.8142	Intermediate Similarity	NPC200944
0.8142	Intermediate Similarity	NPC219180
0.8142	Intermediate Similarity	NPC114287
0.8142	Intermediate Similarity	NPC151543
0.8142	Intermediate Similarity	NPC473343
0.8142	Intermediate Similarity	NPC475287
0.8142	Intermediate Similarity	NPC163183
0.8142	Intermediate Similarity	NPC311592
0.8142	Intermediate Similarity	NPC251263
0.8142	Intermediate Similarity	NPC75167
0.8142	Intermediate Similarity	NPC475467
0.8136	Intermediate Similarity	NPC256983
0.8136	Intermediate Similarity	NPC476542

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 NPC127153 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	173
0.1-0.2	1515
0.2-0.3	3980
0.3-0.4	2318
0.4-0.5	658
0.5-0.6	297
0.6-0.7	198
0.7-0.8	11
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8349	Intermediate Similarity	NPD6686	Approved
0.8091	Intermediate Similarity	NPD6412	Phase 2
0.7946	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7705	Intermediate Similarity	NPD7507	Approved
0.7627	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7541	Intermediate Similarity	NPD8328	Phase 3
0.7521	Intermediate Similarity	NPD8133	Approved
0.752	Intermediate Similarity	NPD7319	Approved
0.7417	Intermediate Similarity	NPD7328	Approved
0.7417	Intermediate Similarity	NPD7327	Approved
0.7377	Intermediate Similarity	NPD8033	Approved
0.736	Intermediate Similarity	NPD8293	Discontinued
0.7355	Intermediate Similarity	NPD7516	Approved
0.7317	Intermediate Similarity	NPD6370	Approved
0.7315	Intermediate Similarity	NPD6399	Phase 3
0.7302	Intermediate Similarity	NPD7736	Approved
0.7295	Intermediate Similarity	NPD8294	Approved
0.7295	Intermediate Similarity	NPD8377	Approved
0.7236	Intermediate Similarity	NPD8515	Approved
0.7236	Intermediate Similarity	NPD8378	Approved
0.7236	Intermediate Similarity	NPD8380	Approved
0.7236	Intermediate Similarity	NPD8335	Approved
0.7236	Intermediate Similarity	NPD7503	Approved
0.7236	Intermediate Similarity	NPD8517	Approved
0.7236	Intermediate Similarity	NPD8379	Approved
0.7236	Intermediate Similarity	NPD8516	Approved
0.7236	Intermediate Similarity	NPD8513	Phase 3
0.7236	Intermediate Similarity	NPD8296	Approved
0.72	Intermediate Similarity	NPD7492	Approved
0.7154	Intermediate Similarity	NPD6059	Approved
0.7154	Intermediate Similarity	NPD6054	Approved
0.7143	Intermediate Similarity	NPD6616	Approved
0.712	Intermediate Similarity	NPD6067	Discontinued
0.7087	Intermediate Similarity	NPD7078	Approved
0.7059	Intermediate Similarity	NPD8413	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD6882	Approved
0.6972	Remote Similarity	NPD46	Approved
0.6972	Remote Similarity	NPD6698	Approved
0.696	Remote Similarity	NPD6016	Approved
0.696	Remote Similarity	NPD6015	Approved
0.6911	Remote Similarity	NPD6009	Approved
0.6909	Remote Similarity	NPD6411	Approved
0.6905	Remote Similarity	NPD5988	Approved
0.6887	Remote Similarity	NPD4786	Approved
0.688	Remote Similarity	NPD6319	Approved
0.686	Remote Similarity	NPD6053	Discontinued
0.686	Remote Similarity	NPD8297	Approved
0.6857	Remote Similarity	NPD3667	Approved
0.6842	Remote Similarity	NPD7638	Approved
0.6838	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6833	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD7320	Approved
0.6803	Remote Similarity	NPD4632	Approved
0.6786	Remote Similarity	NPD7748	Approved
0.6786	Remote Similarity	NPD5282	Discontinued
0.6783	Remote Similarity	NPD7640	Approved
0.6783	Remote Similarity	NPD7639	Approved
0.678	Remote Similarity	NPD6402	Approved
0.678	Remote Similarity	NPD5739	Approved
0.678	Remote Similarity	NPD7128	Approved
0.678	Remote Similarity	NPD6008	Approved
0.678	Remote Similarity	NPD6675	Approved
0.6774	Remote Similarity	NPD8137	Clinical (unspecified phase)
0.6757	Remote Similarity	NPD7515	Phase 2
0.6754	Remote Similarity	NPD6084	Phase 2
0.6754	Remote Similarity	NPD6083	Phase 2
0.6754	Remote Similarity	NPD7902	Approved
0.675	Remote Similarity	NPD6373	Approved
0.675	Remote Similarity	NPD6372	Approved
0.6727	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6727	Remote Similarity	NPD6101	Approved
0.6696	Remote Similarity	NPD4225	Approved
0.6692	Remote Similarity	NPD8074	Phase 3
0.6667	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6899	Approved
0.6667	Remote Similarity	NPD6881	Approved
0.6641	Remote Similarity	NPD6033	Approved
0.664	Remote Similarity	NPD7115	Discovery
0.6639	Remote Similarity	NPD6649	Approved
0.6639	Remote Similarity	NPD6650	Approved
0.6636	Remote Similarity	NPD6903	Approved
0.6607	Remote Similarity	NPD7983	Approved
0.6606	Remote Similarity	NPD7334	Approved
0.6606	Remote Similarity	NPD6684	Approved
0.6606	Remote Similarity	NPD6409	Approved
0.6606	Remote Similarity	NPD5330	Approved
0.6606	Remote Similarity	NPD7521	Approved
0.6606	Remote Similarity	NPD7146	Approved
0.6583	Remote Similarity	NPD5697	Approved
0.6583	Remote Similarity	NPD5701	Approved
0.6583	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD5695	Phase 3
0.6562	Remote Similarity	NPD8274	Clinical (unspecified phase)
0.6557	Remote Similarity	NPD6883	Approved
0.6557	Remote Similarity	NPD7102	Approved
0.6557	Remote Similarity	NPD7290	Approved
0.6549	Remote Similarity	NPD5779	Approved
0.6549	Remote Similarity	NPD5778	Approved
0.6545	Remote Similarity	NPD4251	Approved
0.6545	Remote Similarity	NPD4250	Approved
0.6512	Remote Similarity	NPD8080	Discontinued
0.6504	Remote Similarity	NPD6869	Approved
0.6504	Remote Similarity	NPD6617	Approved
0.6504	Remote Similarity	NPD6847	Approved
0.6504	Remote Similarity	NPD8130	Phase 1
0.6491	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6491	Remote Similarity	NPD7900	Approved
0.6486	Remote Similarity	NPD6672	Approved
0.6486	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6486	Remote Similarity	NPD5737	Approved
0.6475	Remote Similarity	NPD6012	Approved
0.6475	Remote Similarity	NPD6013	Approved
0.6475	Remote Similarity	NPD6014	Approved
0.6462	Remote Similarity	NPD7604	Phase 2
0.646	Remote Similarity	NPD8035	Phase 2
0.646	Remote Similarity	NPD8034	Phase 2
0.6455	Remote Similarity	NPD3618	Phase 1
0.6455	Remote Similarity	NPD4249	Approved
0.6446	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6444	Remote Similarity	NPD8449	Approved
0.6434	Remote Similarity	NPD5983	Phase 2
0.6429	Remote Similarity	NPD5328	Approved
0.6422	Remote Similarity	NPD3668	Phase 3
0.6422	Remote Similarity	NPD3665	Phase 1
0.6422	Remote Similarity	NPD3666	Approved
0.6422	Remote Similarity	NPD3133	Approved
0.6422	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6418	Remote Similarity	NPD5956	Approved
0.641	Remote Similarity	NPD5696	Approved
0.641	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6404	Remote Similarity	NPD8171	Discontinued
0.6397	Remote Similarity	NPD8450	Suspended
0.6393	Remote Similarity	NPD6011	Approved
0.6391	Remote Similarity	NPD8337	Approved
0.6391	Remote Similarity	NPD8336	Approved
0.6371	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD6336	Discontinued
0.6364	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6336	Remote Similarity	NPD7122	Discontinued
0.633	Remote Similarity	NPD7154	Phase 3
0.6328	Remote Similarity	NPD7641	Discontinued
0.6325	Remote Similarity	NPD4755	Approved
0.6316	Remote Similarity	NPD7637	Suspended
0.6316	Remote Similarity	NPD6079	Approved
0.6296	Remote Similarity	NPD6914	Discontinued
0.6293	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.629	Remote Similarity	NPD4634	Approved
0.629	Remote Similarity	NPD6371	Approved
0.6283	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6283	Remote Similarity	NPD4753	Phase 2
0.6261	Remote Similarity	NPD4202	Approved
0.625	Remote Similarity	NPD7632	Discontinued
0.625	Remote Similarity	NPD7524	Approved
0.625	Remote Similarity	NPD7260	Phase 2
0.6239	Remote Similarity	NPD7839	Suspended
0.6239	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6228	Remote Similarity	NPD7838	Discovery
0.6218	Remote Similarity	NPD5286	Approved
0.6218	Remote Similarity	NPD4700	Approved
0.6218	Remote Similarity	NPD4696	Approved
0.6218	Remote Similarity	NPD5285	Approved
0.6204	Remote Similarity	NPD4695	Discontinued
0.6204	Remote Similarity	NPD6845	Suspended
0.619	Remote Similarity	NPD7339	Approved
0.619	Remote Similarity	NPD6942	Approved
0.6183	Remote Similarity	NPD6921	Approved
0.6182	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6182	Remote Similarity	NPD3669	Approved
0.6174	Remote Similarity	NPD5281	Approved
0.6174	Remote Similarity	NPD5284	Approved
0.6172	Remote Similarity	NPD6274	Approved
0.6172	Remote Similarity	NPD6940	Discontinued
0.6167	Remote Similarity	NPD5344	Discontinued
0.6165	Remote Similarity	NPD8299	Approved
0.6165	Remote Similarity	NPD8342	Approved
0.6165	Remote Similarity	NPD8341	Approved
0.6165	Remote Similarity	NPD8340	Approved
0.6161	Remote Similarity	NPD5279	Phase 3
0.6161	Remote Similarity	NPD6098	Approved
0.6154	Remote Similarity	NPD7101	Approved
0.6154	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD7100	Approved
0.614	Remote Similarity	NPD6080	Approved
0.614	Remote Similarity	NPD6904	Approved
0.614	Remote Similarity	NPD6673	Approved
0.6132	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6126	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6119	Remote Similarity	NPD8451	Approved
0.6116	Remote Similarity	NPD5226	Approved
0.6116	Remote Similarity	NPD5224	Approved
0.6116	Remote Similarity	NPD5211	Phase 2
0.6116	Remote Similarity	NPD4633	Approved
0.6116	Remote Similarity	NPD5225	Approved
0.6111	Remote Similarity	NPD7645	Phase 2
0.6106	Remote Similarity	NPD3573	Approved
0.6102	Remote Similarity	NPD4697	Phase 3
0.6102	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6102	Remote Similarity	NPD5221	Approved
0.6102	Remote Similarity	NPD5222	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