NPASS Compound

Structure

NPC469163 OpenBabel06302215562D 101110 0 0 1 0 0 0 0 0999 V2000 10.7325 -7.5921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7001 -6.6716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4811 -6.1832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8867 -6.2394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8543 -5.3188 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 9.0408 -4.8866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0084 -3.9661 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.1950 -3.5339 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.8817 -3.9267 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.4477 -4.1799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3305 -3.2663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4806 -2.9110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7480 -3.4693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8652 -4.3829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7151 -4.7382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1326 -4.9412 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.6233 -2.9825 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6829 -2.4836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9186 -2.0399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2988 -1.7113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5729 -2.0550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4750 -2.4836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0789 -2.6743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0789 -3.5955 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4835 -4.5166 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.6858 -4.0560 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.8881 -4.5166 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.8881 -5.4377 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.6858 -5.8983 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.6858 -6.8194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4835 -7.2799 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4835 -5.4377 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0904 -5.8983 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0904 -4.0560 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6858 -3.1349 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8881 -2.6743 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.0904 -3.1349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2927 -2.6743 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.3716 -2.6743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2927 -1.7532 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.0904 -1.2927 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.0904 -0.3716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8881 -1.7532 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4950 -1.2927 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8321 -3.4721 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.6351 -2.7911 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9006 -3.0139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2312 -3.1182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5765 -3.0880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8839 -2.9279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6009 -2.5236 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1092 -2.5666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0526 -1.0575 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 8.1068 -2.6624 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 8.2110 -2.3318 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 8.0169 -2.6366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6964 -2.8034 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.3354 -2.7876 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.0307 -2.5934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8366 -2.8981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4756 -2.8824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3088 -2.5619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5029 -2.2572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8639 -2.2729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8797 -1.9120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0738 -1.6073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3943 -1.4405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6665 -1.7376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5453 -2.1219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1519 -2.2091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5978 -3.9660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7553 -1.4562 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 8.0208 -1.6791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1808 -1.9865 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7392 -1.1026 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4247 -1.3520 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0794 -1.3822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7719 -1.5422 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.2742 -1.5555 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7378 -1.7493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1001 -2.0975 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 8.8495 -1.5620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6880 -1.9433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7770 -2.8601 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.4375 -1.4078 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3121 -2.5530 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.3452 -3.0544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2598 -3.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2432 -0.9792 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8217 -0.4978 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0777 -1.4401 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4857 -4.4360 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2272 -6.3014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8495 -6.9806 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3279 -6.5008 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6391 -3.3157 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9143 -3.1055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4841 -4.6236 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2598 -5.3750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.6353 -4.8305 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.4487 -5.2627 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 5100 1 0 0 0 0 6 7 2 0 0 0 0 6 99 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 8 87 1 0 0 0 0 9 10 1 0 0 0 0 9 98 1 0 0 0 0 10 15 2 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 13 17 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 17 18 1 0 0 0 0 18 23 2 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 20 78 1 0 0 0 0 20 21 1 0 0 0 0 21 22 2 0 0 0 0 22 23 1 0 0 0 0 22 46 1 0 0 0 0 23 24 1 0 0 0 0 24 25 1 0 0 0 0 25 26 1 0 0 0 0 25 32 1 0 0 0 0 26 27 1 0 0 0 0 26 35 1 0 0 0 0 27 28 1 0 0 0 0 27 34 1 0 0 0 0 28 29 1 0 0 0 0 28 33 1 0 0 0 0 29 30 1 0 0 0 0 29 32 1 0 0 0 0 30 31 1 0 0 0 0 35 36 1 0 0 0 0 36 37 1 0 0 0 0 36 43 1 0 0 0 0 37 38 1 0 0 0 0 38 39 1 0 0 0 0 38 40 1 0 0 0 0 38 45 1 0 0 0 0 40 41 1 0 0 0 0 40 44 1 0 0 0 0 41 42 1 0 0 0 0 41 43 1 0 0 0 0 46 47 1 0 0 0 0 47 52 2 0 0 0 0 47 48 1 0 0 0 0 48 49 2 0 0 0 0 49 50 1 0 0 0 0 50 51 2 0 0 0 0 50 54 1 0 0 0 0 51 52 1 0 0 0 0 52 53 1 0 0 0 0 54 55 1 0 0 0 0 54 97 1 0 0 0 0 55 56 1 0 0 0 0 55 74 1 0 0 0 0 56 57 2 0 0 0 0 56 96 1 0 0 0 0 57 58 1 0 0 0 0 58 59 1 0 0 0 0 58 93 1 0 0 0 0 59 64 2 0 0 0 0 59 60 1 0 0 0 0 60 61 2 0 0 0 0 61 62 1 0 0 0 0 61 92 1 0 0 0 0 62 63 2 0 0 0 0 63 64 1 0 0 0 0 63 91 1 0 0 0 0 64 65 1 0 0 0 0 65 70 2 0 0 0 0 65 66 1 0 0 0 0 66 67 2 0 0 0 0 67 68 1 0 0 0 0 67 72 1 0 0 0 0 68 69 2 0 0 0 0 69 70 1 0 0 0 0 70 71 1 0 0 0 0 72 73 1 0 0 0 0 72 76 1 0 0 0 0 73 74 2 0 0 0 0 73 75 1 0 0 0 0 76 77 2 0 0 0 0 77 78 1 0 0 0 0 77 90 1 0 0 0 0 78 79 1 0 0 0 0 79 80 2 0 0 0 0 80 81 1 0 0 0 0 80 89 1 0 0 0 0 81 82 1 0 0 0 0 81 86 1 0 0 0 0 82 83 1 0 0 0 0 83 84 2 0 0 0 0 83 85 1 0 0 0 0 86 87 2 0 0 0 0 87 88 1 0 0 0 0 93 94 2 0 0 0 0 93 95 1 0 0 0 0 100101 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1447.43
Volume:	1344.247
LogP:	1.344
LogD:	0.67
LogS:	-6.453
# Rotatable Bonds:	13
TPSA:	558.95
# H-Bond Aceptor:	33
# H-Bond Donor:	24
# Rings:	12
# Heavy Atoms:	35

MedChem Properties

QED Drug-Likeness Score:	0.051
Synthetic Accessibility Score:	8.503
Fsp3:	0.379
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	2
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.873
MDCK Permeability:	2.1307299903128296e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.895
20% Bioavailability (F20%):	0.963
30% Bioavailability (F30%):	0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.067
Plasma Protein Binding (PPB):	79.02165985107422%
Volume Distribution (VD):	0.877
Pgp-substrate:	12.544807434082031%

ADMET: Metabolism

CYP1A2-inhibitor:	0.008
CYP1A2-substrate:	0.006
CYP2C19-inhibitor:	0.007
CYP2C19-substrate:	0.023
CYP2C9-inhibitor:	0.015
CYP2C9-substrate:	0.005
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.021
CYP3A4-inhibitor:	0.005
CYP3A4-substrate:	0.035

ADMET: Excretion

Clearance (CL):	-0.131
Half-life (T1/2):	0.604

ADMET: Toxicity

hERG Blockers:	0.017
Human Hepatotoxicity (H-HT):	1.0
Drug-inuced Liver Injury (DILI):	0.997
AMES Toxicity:	0.013
Rat Oral Acute Toxicity:	0.107
Maximum Recommended Daily Dose:	0.998
Skin Sensitization:	0.461
Carcinogencity:	0.1
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.848

Download Data

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

Natural Product: NPC469163

Natural Product ID:	NPC469163
*Common Name:**	LCTORFDMHNKUSG-XTTLPDOESA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	LCTORFDMHNKUSG-XTTLPDOESA-N
Standard InCHI:	InChI=1S/C66H75Cl2N9O24.ClH/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92;/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95);1H/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-;/m0./s1
SMILES:	CC(C)C[C@H](C(=N[C@@H]1[C@@H](c2ccc(c(c2)Cl)Oc2cc3cc(c2O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O[C@H]2C[C@@](C)([C@@H]([C@H](C)O2)O)N)Oc2ccc(cc2Cl)[C@H]([C@H]2C(=N[C@@H](c4cc(cc(c4-c4cc(ccc4O)[C@H](C(=N2)O)N=C([C@@H]3N=C([C@H](CC(=N)O)N=C1O)O)O)O)O)C(=O)O)O)O)O)O)NC.Cl
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	6420023
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000348] Peptides [CHEMONTID:0001995] Cyclic peptides

*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
NPO19424	Trigonostemon howii	Species	Euphorbiaceae	Eukaryota	n.a.	twig	n.a.	PMID[21520897]
NPO19424	Trigonostemon howii	Species	Euphorbiaceae	Eukaryota	Stems	n.a.	n.a.	PMID[23148674]
NPO19424	Trigonostemon howii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23215460]
NPO7118	Manglietiastrum sinicum	Species	Magnoliaceae	Eukaryota	Mature Carpels	n.a.	n.a.	PMID[25116183]
NPO40986	Penicillium janthinellum HK1-6	Strain	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28248508]
NPO40119	Eremophila longifolia	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28257200]
NPO40986	Penicillium janthinellum HK1-6	Strain	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30693772]
NPO7118	Manglietiastrum sinicum	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19424	Trigonostemon howii	Species	Euphorbiaceae	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
MIC	71
Others	12

Activity Type	# Activity
Individual Protein	2
NON-MOLECULAR	1
Organism	79
SINGLE PROTEIN	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	0.39	ug.mL-1	PMID[18539361]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.78	ug.mL-1	PMID[18539361]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	1.562	ug.mL-1	PMID[18539361]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	>	50.0	ug.mL-1	PMID[18539361]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	50.0	ug.mL-1	PMID[18539361]
NPT1033	Organism	Enterobacter cloacae	Enterobacter cloacae	MIC	>	50.0	ug.mL-1	PMID[18539361]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.78	ug.mL-1	PMID[21978682]
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	0.39	ug.mL-1	PMID[21978682]
NPT1238	Organism	Staphylococcus	Staphylococcus	MIC	=	3.13	ug.mL-1	PMID[21978682]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	6.25	ug.mL-1	PMID[21978682]
NPT174	Organism	Streptococcus	Streptococcus	MIC	=	6.25	ug.mL-1	PMID[21978682]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	>	25.0	ug.mL-1	PMID[21978682]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.5	ug.mL-1	PMID[21978682]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	1.0	ug.mL-1	PMID[21978682]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	8.0	ug.mL-1	PMID[21978682]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	0.25	ug.mL-1	PMID[21978682]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	>	32.0	ug.mL-1	PMID[21978682]
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	0.125	ug.mL-1	PMID[21978682]
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	0.25	ug.mL-1	PMID[21978682]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	1.56	ug.mL-1	PMID[22548480]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.78	ug.mL-1	PMID[22548480]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.78	ug.mL-1	PMID[23148674]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	=	0.78	ug.mL-1	PMID[23148674]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	Ratio	=	2.0	n.a.	PMID[23050700]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MBC	=	1.0	ug ml-1	PMID[23050700]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	>	64.0	ug.mL-1	PMID[23050700]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	1.0	ug.mL-1	PMID[23050700]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	2.0	ug.mL-1	PMID[23050700]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.5	ug.mL-1	PMID[23050700]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.78	ug.mL-1	PMID[23210623]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	=	25.0	ug.mL-1	PMID[23210623]
NPT72	Individual Protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	103.18	%	PMID[23571415]
NPT73	Individual Protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	99.99	%	PMID[23571415]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	2.0	ug.mL-1	PMID[24588790]
NPT1204	Organism	Enterococcus faecalis ATCC 29212	Enterococcus faecalis ATCC 29212	MIC	=	2.0	ug.mL-1	PMID[24588790]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	0.5	ug.mL-1	PMID[24588790]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	0.5	ug.mL-1	PMID[24588790]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	>	256.0	ug.mL-1	PMID[24588790]
NPT314	Organism	Bacillus cereus	Bacillus cereus	MIC	=	2.0	ug.mL-1	PMID[24588790]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	MIC	=	2.0	ug.mL-1	PMID[24588790]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	1.1	nM	PMID[25116183]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.54	nM	PMID[25116183]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	5500.0	nM	PMID[29031065]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	700.0	nM	PMID[29031065]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	1400.0	nM	PMID[29031065]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.39	ug.mL-1	PMID[28248508]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.78	ug.mL-1	PMID[28248508]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	1.56	ug.mL-1	PMID[28248508]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	6.25	ug.mL-1	PMID[28248508]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	0.39	ug.mL-1	PMID[28248508]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	100.0	ug.mL-1	PMID[28248508]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	1.0	ug.mL-1	PMID[28257200]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	32.0	ug.mL-1	PMID[28257200]
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	2.0	ug.mL-1	PMID[28257200]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	>	32.0	ug.mL-1	PMID[28257200]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	20.46	%	DOI[10.21203/rs.3.rs-23951/v1]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	50.0	ug.mL-1	PMID[30693772]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	0.78	ug.mL-1	PMID[30693772]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	>	50.0	ug.mL-1	PMID[30693772]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.78	ug.mL-1	PMID[30693772]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	1.56	ug.mL-1	PMID[30693772]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	12.94	%	DOI[10.6019/CHEMBL4495564]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.16	%	DOI[10.6019/CHEMBL4495565]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC80	=	13000.0	nM	PMID[33479610]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC80	=	390.0	nM	PMID[33479610]

☑ 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 NPC469163 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	409
0.1-0.2	1864
0.2-0.3	7149
0.3-0.4	10873
0.4-0.5	8466
0.5-0.6	11477
0.6-0.7	2423
0.7-0.8	31
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID

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 NPC469163 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	215
0.1-0.2	691
0.2-0.3	1365
0.3-0.4	2642
0.4-0.5	2768
0.5-0.6	1232
0.6-0.7	229
0.7-0.8	8
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

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