NPASS Compound

Structure

CID263207 OpenBabel06191716062D 41 41 0 0 0 0 0 0 0 0999 V2000 -8.8539 5.1118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2871 -3.6299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0981 5.7666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4720 4.3257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3717 3.8922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2973 -3.7722 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1893 1.9819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2321 -3.3028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2984 6.6884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3266 6.4527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2120 0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6024 -2.4934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9303 -0.4730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9123 -1.7696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2321 6.2666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9303 3.4369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9123 4.7335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2984 -3.7246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1893 0.9819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0981 -2.8028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2973 6.7360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4170 6.0373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3070 1.4819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4170 -3.0734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4720 -1.3619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3717 -0.9284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2871 6.5937 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6024 5.4572 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.2120 2.4774 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3266 -3.4888 0.0000 N 0 0 0 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 -8.8539 -2.1479 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.3449 7.7349 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9170 6.9033 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.3070 1.4819 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9170 -3.9394 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3133 -1.9025 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5172 -1.3866 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9595 -0.2817 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5776 -2.8380 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 2 8 1 0 0 0 0 3 7 1 0 0 0 0 3 9 1 0 0 0 0 4 16 1 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 19 1 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 22 1 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 24 1 0 0 0 0 13 15 1 0 0 0 0 13 25 1 0 0 0 0 14 26 1 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 30 1 0 0 0 0 18 29 1 0 0 0 0 19 31 1 0 0 0 0 20 32 1 0 0 0 0 21 33 1 0 0 0 0 22 28 2 3 0 0 0 22 34 1 0 0 0 0 23 29 2 3 0 0 0 23 35 1 0 0 0 0 24 30 2 3 0 0 0 24 36 1 0 0 0 0 25 31 2 3 0 0 0 25 37 1 0 0 0 0 26 33 1 0 0 0 0 26 38 2 0 0 0 0 27 32 1 0 0 0 0 27 39 2 0 0 0 0 32 40 1 0 0 0 0 33 41 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	584.35
Volume:	587.475
LogP:	-0.971
LogD:	-1.316
LogS:	-0.661
# Rotatable Bonds:	0
TPSA:	197.48
# H-Bond Aceptor:	14
# H-Bond Donor:	6
# Rings:	1
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.224
Synthetic Accessibility Score:	3.525
Fsp3:	0.778
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.426
MDCK Permeability:	3.1904357456369326e-05
Pgp-inhibitor:	0.013
Pgp-substrate:	0.999
Human Intestinal Absorption (HIA):	0.998
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.045
Plasma Protein Binding (PPB):	23.374723434448242%
Volume Distribution (VD):	1.397
Pgp-substrate:	69.14424133300781%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.041
CYP2C19-inhibitor:	0.042
CYP2C19-substrate:	0.035
CYP2C9-inhibitor:	0.101
CYP2C9-substrate:	0.785
CYP2D6-inhibitor:	0.029
CYP2D6-substrate:	0.055
CYP3A4-inhibitor:	0.111
CYP3A4-substrate:	0.007

ADMET: Excretion

Clearance (CL):	8.244
Half-life (T1/2):	0.26

ADMET: Toxicity

hERG Blockers:	0.068
Human Hepatotoxicity (H-HT):	0.241
Drug-inuced Liver Injury (DILI):	0.017
AMES Toxicity:	0.012
Rat Oral Acute Toxicity:	0.863
Maximum Recommended Daily Dose:	0.149
Skin Sensitization:	0.157
Carcinogencity:	0.001
Eye Corrosion:	0.003
Eye Irritation:	0.044
Respiratory Toxicity:	0.001

Download Data

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

Natural Product: NPC263207

Natural Product ID:	NPC263207
*Common Name:**	Dehydroxynocardamine
IUPAC Name:	1,12-dihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone
Synonyms:	Dehydroxynocardamine
Standard InCHIKey:	ABHHIGWFFMCQOC-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C27H48N6O8/c34-22-10-11-23(35)29-18-6-2-8-20-32(40)27(39)15-13-25(37)31-19-7-3-9-21-33(41)26(38)14-12-24(36)30-17-5-1-4-16-28-22/h40-41H,1-21H2,(H,28,34)(H,29,35)(H,30,36)(H,31,37)
SMILES:	OC1=NCCCCCN=C(O)CCC(=O)N(O)CCCCCN=C(CCC(=O)N(CCCCCN=C(CC1)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL463548
PubChem CID:	11606728
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000064] Macrolactams

*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
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10344559]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10344578]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10348041]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10604756]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10695669]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10724004]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10994816]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11099231]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11132958]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11374972]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11473415]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[14738393]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Australian	n.a.	PMID[15497950]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15813185]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15844966]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15974616]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16180833]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[1666120]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16724845]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16830891]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16872146]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17125235]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17315965]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17551212]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17608531]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17844998]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17887721]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17917237]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18044841]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18081255]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Indonesian	n.a.	PMID[18081255]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18205372]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18327911]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Northwest Territories, Canada	1995	PMID[18327911]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18666798]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18776684]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19007176]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19129624]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19191549]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19856955]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19883065]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20092333]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20545334]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20836523]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21028889]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21028891]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[21090727]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21314175]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[21639131]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21728289]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	latex	n.a.	PMID[21751787]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21807523]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21873059]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	latex	n.a.	PMID[21879726]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[22145663]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22574670]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22583058]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22591466]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22758660]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22775474]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23387796]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23662937]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24592993]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24754815]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24878306]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24964393]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25211234]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25455147]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25495422]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25537064]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25918793]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25934225]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26035239]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26465675]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26798949]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26905826]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31013087]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31298537]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31894983]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[32298122]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8501018]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[8784423]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8931733]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8982334]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9031666]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9031676]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9066767]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9066768]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9186568]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9531983]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[9711246]

☑ 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
EC50	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		EC50	=	88.3	ug.mL-1	PMID[499804]

☑ 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 NPC263207 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	893
0.1-0.2	31777
0.2-0.3	8033
0.3-0.4	1440
0.4-0.5	446
0.5-0.6	95
0.6-0.7	4
0.7-0.8	1
0.8-0.85	2
0.85-0.9	3
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9818	High Similarity	NPC292299
0.9818	High Similarity	NPC34838
0.9	High Similarity	NPC262615
0.8871	High Similarity	NPC306696
0.8571	High Similarity	NPC250953
0.8065	Intermediate Similarity	NPC105297
0.7812	Intermediate Similarity	NPC128559
0.625	Remote Similarity	NPC53858
0.625	Remote Similarity	NPC84128
0.619	Remote Similarity	NPC471131
0.6076	Remote Similarity	NPC31756
0.6	Remote Similarity	NPC476243
0.6	Remote Similarity	NPC476156
0.6	Remote Similarity	NPC476117
0.6	Remote Similarity	NPC476137
0.5926	Remote Similarity	NPC476302
0.5854	Remote Similarity	NPC184473
0.5854	Remote Similarity	NPC6902
0.5823	Remote Similarity	NPC59867
0.5789	Remote Similarity	NPC76297
0.5789	Remote Similarity	NPC214532
0.5789	Remote Similarity	NPC196007
0.5775	Remote Similarity	NPC327252
0.5753	Remote Similarity	NPC84182
0.5753	Remote Similarity	NPC128005
0.5747	Remote Similarity	NPC275715
0.5732	Remote Similarity	NPC475542
0.5732	Remote Similarity	NPC23984
0.5714	Remote Similarity	NPC472351
0.569	Remote Similarity	NPC33721
0.5663	Remote Similarity	NPC284456
0.5641	Remote Similarity	NPC161774
0.5641	Remote Similarity	NPC266888
0.5641	Remote Similarity	NPC209156
0.5641	Remote Similarity	NPC256312
0.5625	Remote Similarity	NPC80350

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 NPC263207 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	122
0.1-0.2	5332
0.2-0.3	2949
0.3-0.4	547
0.4-0.5	151
0.5-0.6	46
0.6-0.7	1
0.7-0.8	1
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9	High Similarity	NPD6438	Approved
0.9	High Similarity	NPD6437	Approved
0.625	Remote Similarity	NPD322	Phase 1
0.6076	Remote Similarity	NPD4815	Discontinued
0.597	Remote Similarity	NPD9425	Approved
0.5952	Remote Similarity	NPD7760	Phase 2
0.5952	Remote Similarity	NPD7759	Phase 2
0.5952	Remote Similarity	NPD3723	Clinical (unspecified phase)
0.5926	Remote Similarity	NPD7763	Phase 2
0.5926	Remote Similarity	NPD7762	Phase 2
0.5857	Remote Similarity	NPD574	Approved
0.5821	Remote Similarity	NPD1456	Approved
0.5795	Remote Similarity	NPD4261	Phase 1
0.5775	Remote Similarity	NPD575	Clinical (unspecified phase)
0.5733	Remote Similarity	NPD620	Approved
0.5732	Remote Similarity	NPD612	Discontinued
0.569	Remote Similarity	NPD8576	Approved
0.5676	Remote Similarity	NPD1429	Clinical (unspecified phase)
0.5663	Remote Similarity	NPD2683	Discontinued
0.5625	Remote Similarity	NPD8950	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