NPASS Compound

Structure

CID34838 OpenBabel06191715362D 42 42 0 0 0 0 0 0 0 0999 V2000 -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 -3.3266 6.4527 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 -2.4170 6.0373 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 -4.2984 6.6884 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 -8.8539 5.1118 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 0.0000 2.9639 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 -8.0981 5.7666 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 -10.2120 2.4774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3266 -3.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6024 5.4572 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 -5.2973 6.7360 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 -9.4720 4.3257 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 -0.3717 3.8922 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 -7.2321 6.2666 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 -9.9303 3.4369 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2984 -3.7246 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9123 4.7335 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 -6.2871 6.5937 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 -10.3133 4.8664 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3449 -4.7710 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5172 4.3505 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6782 -3.6174 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6475 7.1763 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1847 0.8869 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 -6.5228 7.5655 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 1 4 1 0 0 0 0 1 7 1 0 0 0 0 2 5 1 0 0 0 0 2 9 1 0 0 0 0 3 6 1 0 0 0 0 3 8 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 14 1 0 0 0 0 10 22 1 0 0 0 0 11 13 1 0 0 0 0 11 23 1 0 0 0 0 12 15 1 0 0 0 0 12 24 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 29 1 0 0 0 0 18 30 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 1 0 0 0 0 25 37 2 0 0 0 0 26 32 1 0 0 0 0 26 38 2 0 0 0 0 27 33 1 0 0 0 0 27 39 2 0 0 0 0 31 40 1 0 0 0 0 32 41 1 0 0 0 0 33 42 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	600.35
Volume:	596.265
LogP:	-0.903
LogD:	-1.648
LogS:	-0.505
# Rotatable Bonds:	0
TPSA:	208.92
# H-Bond Aceptor:	15
# H-Bond Donor:	6
# Rings:	1
# Heavy Atoms:	15

MedChem Properties

QED Drug-Likeness Score:	0.217
Synthetic Accessibility Score:	3.641
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:	-5.478
MDCK Permeability:	3.0160119422362186e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.996
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.031
Plasma Protein Binding (PPB):	21.482006072998047%
Volume Distribution (VD):	1.416
Pgp-substrate:	66.9484634399414%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.056
CYP2C19-inhibitor:	0.035
CYP2C19-substrate:	0.028
CYP2C9-inhibitor:	0.073
CYP2C9-substrate:	0.968
CYP2D6-inhibitor:	0.047
CYP2D6-substrate:	0.045
CYP3A4-inhibitor:	0.045
CYP3A4-substrate:	0.002

ADMET: Excretion

Clearance (CL):	9.062
Half-life (T1/2):	0.113

ADMET: Toxicity

hERG Blockers:	0.106
Human Hepatotoxicity (H-HT):	0.325
Drug-inuced Liver Injury (DILI):	0.024
AMES Toxicity:	0.016
Rat Oral Acute Toxicity:	0.744
Maximum Recommended Daily Dose:	0.166
Skin Sensitization:	0.168
Carcinogencity:	0.001
Eye Corrosion:	0.003
Eye Irritation:	0.038
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: NPC34838

Natural Product ID:	NPC34838
*Common Name:**	Nocardamine
IUPAC Name:	1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone
Synonyms:	Nocardamine
Standard InCHIKey:	NHKCCADZVLTPPO-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C27H48N6O9/c34-22-10-14-26(38)32(41)20-8-3-6-18-30-24(36)12-15-27(39)33(42)21-9-2-5-17-29-23(35)11-13-25(37)31(40)19-7-1-4-16-28-22/h40-42H,1-21H2,(H,28,34)(H,29,35)(H,30,36)
SMILES:	C1CCN=C(CCC(=O)N(CCCCCN=C(CCC(=O)N(CCCCCN=C(CCC(=O)N(CC1)O)O)O)O)O)O
Synthetic Gene Cluster:	BGC0000940;BGC0001478;
ChEMBL Identifier:	CHEMBL505734
PubChem CID:	161532
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]
NPO12176	Streptomyces olivaceus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11376004]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11473415]
NPO12176	Streptomyces olivaceus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[1367428]
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.	Indonesian	n.a.	PMID[18081255]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	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.	Northwest Territories, Canada	1995	PMID[18327911]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	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]
NPO31292	Citricoccus sp.	Species	Micrococcaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21376551]
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]
NPO30796	Erwinia amylovora	Species	Erwiniaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21814817]
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]
NPO41502	Streptomyces leeuwenhoekii C34 + Aspergillus fumigatus MR2012	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[28744271]
NPO41503	Streptomyces leeuwenhoekii C58 + Aspergillus fumigatus MR2012	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[28744271]
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]
NPO12176	Streptomyces olivaceus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[Article]
NPO12176	Streptomyces olivaceus	Species	Streptomycetaceae	Bacteria	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
EC50	1
IC50	4
Potency	19

Activity Type	# Activity
Individual Protein	15
Organism	2
Others	6
Protein Complex	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	7943.3	nM	PMID[538230]
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	89125.1	nM	PMID[538230]
NPT59	Individual Protein	DNA polymerase beta	Homo sapiens	Potency	=	1412.5	nM	PMID[538230]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	29092.9	nM	PMID[538230]
NPT63	Individual Protein	Bromodomain adjacent to zinc finger domain protein 2B	Homo sapiens	Potency	n.a.	79432.8	nM	PMID[538230]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	16353.5	nM	PMID[538230]
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency	n.a.	63095.7	nM	PMID[538230]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[538230]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	4109.5	nM	PMID[538230]
NPT101	Individual Protein	Glucagon-like peptide 1 receptor	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[538230]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	29092.9	nM	PMID[538230]
NPT535	Individual Protein	Parathyroid hormone receptor	Homo sapiens	Potency	n.a.	56234.1	nM	PMID[538230]
NPT2	Others	Unspecified		EC50	>	200.0	ug.mL-1	PMID[538229]
NPT2	Others	Unspecified		IC50	>	118575.0	nM	PMID[538230]
NPT2625	Protein Complex	Exodeoxyribonuclease V	Escherichia coli (strain K12)	IC50	>	118575.0	nM	PMID[538230]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	10417.9	nM	PMID[538230]
NPT8	Individual Protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	89125.1	nM	PMID[538230]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	5858.4	nM	PMID[538230]
NPT2	Others	Unspecified		Potency	n.a.	25929.0	nM	PMID[538230]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Potency	n.a.	14581.0	nM	PMID[538230]
NPT2	Others	Unspecified		Potency	n.a.	6309.6	nM	PMID[538230]
NPT2	Others	Unspecified		IC50	=	22000.0	nM	PMID[538231]

☑ 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 NPC34838 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	1081
0.1-0.2	32102
0.2-0.3	7550
0.3-0.4	1406
0.4-0.5	436
0.5-0.6	108
0.6-0.7	5
0.7-0.8	2
0.8-0.85	0
0.85-0.9	2
0.9-0.95	2
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC292299
0.9818	High Similarity	NPC263207
0.9153	High Similarity	NPC262615
0.871	High Similarity	NPC250953
0.871	High Similarity	NPC306696
0.7903	Intermediate Similarity	NPC105297
0.7656	Intermediate Similarity	NPC128559
0.6329	Remote Similarity	NPC84128
0.6329	Remote Similarity	NPC53858
0.629	Remote Similarity	NPC471131
0.6154	Remote Similarity	NPC31756
0.6076	Remote Similarity	NPC476243
0.6076	Remote Similarity	NPC476156
0.6076	Remote Similarity	NPC476137
0.6076	Remote Similarity	NPC476117
0.6	Remote Similarity	NPC476302
0.5926	Remote Similarity	NPC6902
0.5926	Remote Similarity	NPC184473
0.5897	Remote Similarity	NPC59867
0.5867	Remote Similarity	NPC214532
0.5867	Remote Similarity	NPC196007
0.5867	Remote Similarity	NPC76297
0.5833	Remote Similarity	NPC84182
0.5833	Remote Similarity	NPC128005
0.5802	Remote Similarity	NPC23984
0.5802	Remote Similarity	NPC475542
0.5789	Remote Similarity	NPC33721
0.5783	Remote Similarity	NPC472351
0.5732	Remote Similarity	NPC284456
0.5714	Remote Similarity	NPC256312
0.5714	Remote Similarity	NPC80350
0.5714	Remote Similarity	NPC209156
0.5714	Remote Similarity	NPC266888
0.5714	Remote Similarity	NPC161774
0.5663	Remote Similarity	NPC235078
0.5652	Remote Similarity	NPC321536
0.5647	Remote Similarity	NPC477539
0.5634	Remote Similarity	NPC327252
0.5634	Remote Similarity	NPC243964
0.5632	Remote Similarity	NPC275715
0.56	Remote Similarity	NPC126779

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 NPC34838 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	126
0.1-0.2	5336
0.2-0.3	2965
0.3-0.4	525
0.4-0.5	142
0.5-0.6	51
0.6-0.7	3
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9153	High Similarity	NPD6437	Approved
0.9153	High Similarity	NPD6438	Approved
0.6338	Remote Similarity	NPD322	Phase 1
0.6154	Remote Similarity	NPD4815	Discontinued
0.6061	Remote Similarity	NPD9425	Approved
0.6024	Remote Similarity	NPD7760	Phase 2
0.6024	Remote Similarity	NPD7759	Phase 2
0.6	Remote Similarity	NPD7763	Phase 2
0.6	Remote Similarity	NPD7762	Phase 2
0.5909	Remote Similarity	NPD1456	Approved
0.5833	Remote Similarity	NPD3723	Clinical (unspecified phase)
0.5811	Remote Similarity	NPD620	Approved
0.5802	Remote Similarity	NPD612	Discontinued
0.5789	Remote Similarity	NPD8576	Approved
0.5732	Remote Similarity	NPD2683	Discontinued
0.5714	Remote Similarity	NPD574	Approved
0.5714	Remote Similarity	NPD8950	Approved
0.5682	Remote Similarity	NPD4261	Phase 1
0.5634	Remote Similarity	NPD575	Clinical (unspecified phase)
0.56	Remote Similarity	NPD4242	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