NPASS Compound

Structure

CID116701 OpenBabel06191715472D 89 98 0 0 1 0 0 0 0 0999 V2000 0.6560 0.7057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3772 -1.4802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5306 -0.9778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6743 -1.9134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5741 0.1838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3464 -0.0492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8225 3.3256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5365 4.3892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4366 4.0681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1506 5.1317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8519 -0.2667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5415 -0.3656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6834 0.2543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1450 -2.1606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8893 3.0976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8165 1.7100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7782 -1.4442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7173 0.2236 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1540 0.8854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6176 2.4657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1983 0.3820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8345 -1.5149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5017 -0.3028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0451 0.1685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8725 3.4861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6393 -1.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9523 2.1361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2663 -0.6279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4296 1.5207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5854 -0.0051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1006 4.9711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6007 -0.7325 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0190 -0.7846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1983 -1.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6925 -2.1606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6905 3.6329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6176 2.2453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7410 -1.4090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6802 0.2587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0664 1.1951 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5300 2.7754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6925 0.5915 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3164 0.1951 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2972 -1.3956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2522 -1.5640 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.2522 -0.0051 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3034 -0.6630 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.2585 2.7436 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5854 -1.5640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5172 1.2110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6791 -1.6829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5546 3.2067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1920 -0.5575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2544 2.1401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1450 0.5915 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0196 1.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0427 -0.5108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0492 -1.3464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7928 1.8463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2177 -0.3013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6916 2.9042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6274 4.5943 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.4818 1.8191 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.2529 -2.2253 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.1311 1.1102 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -6.7908 0.5598 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -5.7179 3.7204 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.5017 -1.2663 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8805 1.5365 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6393 0.3820 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0427 -1.0583 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2443 -1.0300 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5945 1.8406 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 -2.7147 5.7136 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3293 0.2660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5351 -1.2407 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3557 3.7420 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1549 -0.5224 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1668 2.4498 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9571 1.5365 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9696 1.2587 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9023 -0.3229 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7549 -2.0024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9808 2.7912 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0938 0.0996 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0276 3.8072 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3056 2.1617 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5149 -1.0942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 74 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 33 1 0 0 0 0 4 34 2 0 0 0 0 5 11 1 0 0 0 0 5 24 2 0 0 0 0 6 12 2 0 0 0 0 6 24 1 0 0 0 0 7 9 1 0 0 0 0 7 25 2 0 0 0 0 8 10 2 0 0 0 0 8 25 1 0 0 0 0 9 31 2 0 0 0 0 10 31 1 0 0 0 0 11 32 2 0 0 0 0 12 32 1 0 0 0 0 13 24 1 0 0 0 0 13 43 1 0 0 0 0 14 26 2 0 0 0 0 14 35 1 0 0 0 0 15 27 2 0 0 0 0 15 36 1 0 0 0 0 16 27 1 0 0 0 0 16 37 2 0 0 0 0 17 28 2 0 0 0 0 17 38 1 0 0 0 0 18 28 1 0 0 0 0 18 39 2 0 0 0 0 19 29 2 0 0 0 0 19 40 1 0 0 0 0 20 29 1 0 0 0 0 20 41 2 0 0 0 0 21 30 1 0 0 0 0 21 42 1 0 0 0 0 22 26 1 0 0 0 0 22 44 2 0 0 0 0 23 30 2 0 0 0 0 23 68 1 0 0 0 0 25 48 1 0 0 0 0 29 50 1 0 0 0 0 30 33 1 0 0 0 0 31 75 1 0 0 0 0 32 89 1 0 0 0 0 33 49 2 0 0 0 0 34 35 1 0 0 0 0 34 49 1 0 0 0 0 35 51 2 0 0 0 0 36 52 2 0 0 0 0 36 62 1 0 0 0 0 37 52 1 0 0 0 0 37 63 1 0 0 0 0 38 53 2 0 0 0 0 38 64 1 0 0 0 0 39 53 1 0 0 0 0 39 65 1 0 0 0 0 40 54 2 0 0 0 0 40 66 1 0 0 0 0 41 54 1 0 0 0 0 41 67 1 0 0 0 0 42 55 1 0 0 0 0 42 69 1 1 0 0 0 43 56 1 1 0 0 0 43 74 1 0 0 0 0 44 51 1 0 0 0 0 44 89 1 0 0 0 0 45 26 1 1 0 0 0 45 58 1 0 0 0 0 45 71 1 0 0 0 0 46 27 1 6 0 0 0 46 57 1 0 0 0 0 46 70 1 0 0 0 0 47 28 1 1 0 0 0 47 60 1 0 0 0 0 47 72 1 0 0 0 0 48 61 1 6 0 0 0 48 73 1 0 0 0 0 49 68 1 0 0 0 0 50 59 1 0 0 0 0 50 76 2 0 0 0 0 51 77 1 0 0 0 0 52 78 1 0 0 0 0 53 79 1 0 0 0 0 54 80 1 0 0 0 0 55 70 2 3 0 0 0 55 81 1 0 0 0 0 56 73 2 3 0 0 0 56 82 1 0 0 0 0 57 71 2 3 0 0 0 57 83 1 0 0 0 0 58 72 2 3 0 0 0 58 84 1 0 0 0 0 59 69 1 0 0 0 0 59 85 2 0 0 0 0 60 74 1 0 0 0 0 60 86 2 0 0 0 0 61 87 2 0 0 0 0 61 88 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1325.11
Volume:	1199.05
LogP:	8.221
LogD:	2.446
LogS:	-4.324
# Rotatable Bonds:	11
TPSA:	346.35
# H-Bond Aceptor:	22
# H-Bond Donor:	12
# Rings:	11
# Heavy Atoms:	28

MedChem Properties

QED Drug-Likeness Score:	0.047
Synthetic Accessibility Score:	7.985
Fsp3:	0.148
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	3
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.419
MDCK Permeability:	5.175769729248714e-06
Pgp-inhibitor:	0.939
Pgp-substrate:	0.991
Human Intestinal Absorption (HIA):	0.959
20% Bioavailability (F20%):	0.998
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.008
Plasma Protein Binding (PPB):	104.23480987548828%
Volume Distribution (VD):	0.242
Pgp-substrate:	0.43468084931373596%

ADMET: Metabolism

CYP1A2-inhibitor:	0.01
CYP1A2-substrate:	0.016
CYP2C19-inhibitor:	0.503
CYP2C19-substrate:	0.026
CYP2C9-inhibitor:	0.377
CYP2C9-substrate:	0.973
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.071
CYP3A4-inhibitor:	0.587
CYP3A4-substrate:	0.082

ADMET: Excretion

Clearance (CL):	-0.578
Half-life (T1/2):	0.027

ADMET: Toxicity

hERG Blockers:	0.048
Human Hepatotoxicity (H-HT):	0.984
Drug-inuced Liver Injury (DILI):	0.989
AMES Toxicity:	0.003
Rat Oral Acute Toxicity:	0.208
Maximum Recommended Daily Dose:	0.99
Skin Sensitization:	0.023
Carcinogencity:	0.003
Eye Corrosion:	0.003
Eye Irritation:	0.001
Respiratory Toxicity:	0.03

Download Data

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

Natural Product: NPC116701

Natural Product ID:	NPC116701
*Common Name:**	Chloropeptin
IUPAC Name:	n.a.
Synonyms:	Chloropeptin
Standard InCHIKey:	FRRCHJPQSWYJSH-OZICGBTHSA-N
Standard InCHI:	InChI=1S/C61H45Cl6N7O15/c1-74-43(56(82)73-48(61(87)88)25-7-9-31(75)10-8-25)13-24-5-11-32(12-6-24)89-44-22-26-14-35(51(44)77)34-4-2-3-33-30(23-68-49(33)34)21-42(69-59(85)50(76)29-19-40(66)54(80)41(67)20-29)55(81)70-46(27-15-36(62)52(78)37(63)16-27)57(83)71-45(26)58(84)72-47(60(74)86)28-17-38(64)53(79)39(65)18-28/h2-12,14-20,22-23,42-43,45-48,68,75,77-80H,13,21H2,1H3,(H,69,85)(H,70,81)(H,71,83)(H,72,84)(H,73,82)(H,87,88)/t42-,43+,45-,46-,47-,48-/m1/s1
SMILES:	CN1[C@@H](Cc2ccc(cc2)Oc2cc3cc(-c4cccc5c(C[C@H](C(=N[C@H](c6cc(c(c(c6)Cl)O)Cl)C(=N[C@H]3C(=N[C@H](c3cc(c(c(c3)Cl)O)Cl)C1=O)O)O)O)NC(=O)C(=O)c1cc(c(c(c1)Cl)O)Cl)c[nH]c45)c2O)C(=N[C@H](c1ccc(cc1)O)C(=O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL525803
PubChem CID:	16134407
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:0004831] Oligopeptides

*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
IC50	7
Others	1

Activity Type	# Activity
Individual Protein	3
Organism	1
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1112	Individual Protein	T-cell surface antigen CD4	Homo sapiens	IC50	=	130.0	nM	PMID[506591]
NPT12	Individual Protein	Human immunodeficiency virus type 1 integrase	Human immunodeficiency virus 1	IC50	=	400.0	nM	PMID[506593]
NPT12	Individual Protein	Human immunodeficiency virus type 1 integrase	Human immunodeficiency virus 1	IC50	=	5000.0	nM	PMID[506593]
NPT2	Others	Unspecified		IC50	=	380.0	nM	PMID[506591]
NPT2	Others	Unspecified		IC50	=	10.0	nM	PMID[506591]
NPT2	Others	Unspecified		IC50	=	2000.0	nM	PMID[506592]
NPT2	Others	Unspecified		IC50	=	32000.0	nM	PMID[506592]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	Virucidal	=	5.0	uM	PMID[506593]

☑ 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 NPC116701 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	638
0.1-0.2	3654
0.2-0.3	13075
0.3-0.4	5987
0.4-0.5	14264
0.5-0.6	3907
0.6-0.7	1136
0.7-0.8	32
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9771	High Similarity	NPC9482
0.8383	Intermediate Similarity	NPC329480
0.829	Intermediate Similarity	NPC323858
0.7562	Intermediate Similarity	NPC172355
0.7374	Intermediate Similarity	NPC191489
0.7338	Intermediate Similarity	NPC129897
0.7321	Intermediate Similarity	NPC326363
0.7309	Intermediate Similarity	NPC181081
0.7295	Intermediate Similarity	NPC132385
0.7279	Intermediate Similarity	NPC478009
0.7279	Intermediate Similarity	NPC478010
0.7276	Intermediate Similarity	NPC478006
0.7273	Intermediate Similarity	NPC24370
0.7273	Intermediate Similarity	NPC319232
0.727	Intermediate Similarity	NPC88923
0.727	Intermediate Similarity	NPC100734
0.727	Intermediate Similarity	NPC315634
0.7269	Intermediate Similarity	NPC210296
0.7239	Intermediate Similarity	NPC323752
0.7239	Intermediate Similarity	NPC323198
0.7216	Intermediate Similarity	NPC15406
0.7212	Intermediate Similarity	NPC325976
0.7184	Intermediate Similarity	NPC77878
0.7153	Intermediate Similarity	NPC216369
0.7127	Intermediate Similarity	NPC24019
0.7123	Intermediate Similarity	NPC315467
0.7122	Intermediate Similarity	NPC183537
0.7122	Intermediate Similarity	NPC108342
0.7096	Intermediate Similarity	NPC189903
0.7096	Intermediate Similarity	NPC182907
0.7092	Intermediate Similarity	NPC284685
0.7071	Intermediate Similarity	NPC314882
0.707	Intermediate Similarity	NPC82472
0.7059	Intermediate Similarity	NPC272549
0.705	Intermediate Similarity	NPC266931
0.7021	Intermediate Similarity	NPC472589
0.7021	Intermediate Similarity	NPC318068
0.7018	Intermediate Similarity	NPC148889
0.7018	Intermediate Similarity	NPC217554
0.7011	Intermediate Similarity	NPC472588
0.7007	Intermediate Similarity	NPC89549
0.7007	Intermediate Similarity	NPC166722
0.7004	Intermediate Similarity	NPC284141
0.7004	Intermediate Similarity	NPC78609
0.7004	Intermediate Similarity	NPC208522
0.699	Remote Similarity	NPC473639
0.6985	Remote Similarity	NPC22481
0.6984	Remote Similarity	NPC315499
0.6976	Remote Similarity	NPC478011
0.6976	Remote Similarity	NPC478012
0.6975	Remote Similarity	NPC153400
0.6971	Remote Similarity	NPC15801
0.6969	Remote Similarity	NPC314056
0.6966	Remote Similarity	NPC210434
0.696	Remote Similarity	NPC90875
0.696	Remote Similarity	NPC253675
0.696	Remote Similarity	NPC277351
0.6957	Remote Similarity	NPC49672
0.6952	Remote Similarity	NPC314176
0.6949	Remote Similarity	NPC233334
0.6945	Remote Similarity	NPC11408
0.6942	Remote Similarity	NPC124313
0.6941	Remote Similarity	NPC169716
0.6937	Remote Similarity	NPC278525
0.6934	Remote Similarity	NPC295228
0.6931	Remote Similarity	NPC207283
0.6931	Remote Similarity	NPC84164
0.6917	Remote Similarity	NPC74360
0.6912	Remote Similarity	NPC201508
0.6909	Remote Similarity	NPC28945
0.6909	Remote Similarity	NPC476995
0.6906	Remote Similarity	NPC246658
0.6904	Remote Similarity	NPC314743
0.69	Remote Similarity	NPC194740
0.6897	Remote Similarity	NPC478013
0.6877	Remote Similarity	NPC258048
0.6868	Remote Similarity	NPC270515
0.6861	Remote Similarity	NPC96584
0.6861	Remote Similarity	NPC255800
0.6861	Remote Similarity	NPC284888
0.6856	Remote Similarity	NPC236668
0.6855	Remote Similarity	NPC319774
0.6848	Remote Similarity	NPC473183
0.6848	Remote Similarity	NPC184225
0.6836	Remote Similarity	NPC316411
0.683	Remote Similarity	NPC146976
0.6828	Remote Similarity	NPC54066
0.6825	Remote Similarity	NPC244897
0.682	Remote Similarity	NPC67401
0.682	Remote Similarity	NPC473188
0.6807	Remote Similarity	NPC303374
0.6803	Remote Similarity	NPC121069
0.6788	Remote Similarity	NPC315062
0.6788	Remote Similarity	NPC267853
0.6787	Remote Similarity	NPC285343
0.6786	Remote Similarity	NPC316224
0.6778	Remote Similarity	NPC280272
0.6775	Remote Similarity	NPC208898
0.6775	Remote Similarity	NPC182222
0.6775	Remote Similarity	NPC473184
0.6774	Remote Similarity	NPC475844
0.6772	Remote Similarity	NPC244543
0.6764	Remote Similarity	NPC54803
0.6764	Remote Similarity	NPC207686
0.6764	Remote Similarity	NPC321592
0.6763	Remote Similarity	NPC101350
0.6761	Remote Similarity	NPC473800
0.676	Remote Similarity	NPC476514
0.6755	Remote Similarity	NPC316981
0.6752	Remote Similarity	NPC476998
0.6752	Remote Similarity	NPC223409
0.6752	Remote Similarity	NPC476996
0.6751	Remote Similarity	NPC477549
0.6749	Remote Similarity	NPC63971
0.6749	Remote Similarity	NPC91868
0.6747	Remote Similarity	NPC215837
0.674	Remote Similarity	NPC124920
0.674	Remote Similarity	NPC34580
0.674	Remote Similarity	NPC118559
0.674	Remote Similarity	NPC304307
0.674	Remote Similarity	NPC192712
0.6739	Remote Similarity	NPC172222
0.6739	Remote Similarity	NPC329631
0.6738	Remote Similarity	NPC41501
0.6738	Remote Similarity	NPC475816
0.6727	Remote Similarity	NPC260434
0.6727	Remote Similarity	NPC476999
0.6727	Remote Similarity	NPC235685
0.6725	Remote Similarity	NPC478083
0.6725	Remote Similarity	NPC53534
0.6725	Remote Similarity	NPC26543
0.6722	Remote Similarity	NPC260909
0.6716	Remote Similarity	NPC27041
0.6716	Remote Similarity	NPC118121
0.6715	Remote Similarity	NPC100547
0.6715	Remote Similarity	NPC476994
0.6715	Remote Similarity	NPC476997
0.6714	Remote Similarity	NPC119134
0.6704	Remote Similarity	NPC276657
0.6704	Remote Similarity	NPC478157
0.6703	Remote Similarity	NPC196718
0.6702	Remote Similarity	NPC137353
0.6701	Remote Similarity	NPC152620
0.6691	Remote Similarity	NPC281049
0.6691	Remote Similarity	NPC95240
0.6691	Remote Similarity	NPC204446
0.6691	Remote Similarity	NPC322135
0.669	Remote Similarity	NPC478045
0.6689	Remote Similarity	NPC472842
0.6688	Remote Similarity	NPC207620
0.6679	Remote Similarity	NPC220852
0.6679	Remote Similarity	NPC261251
0.6679	Remote Similarity	NPC280799
0.6679	Remote Similarity	NPC124086
0.6667	Remote Similarity	NPC196449
0.6667	Remote Similarity	NPC314222
0.6667	Remote Similarity	NPC21638
0.6667	Remote Similarity	NPC14288
0.6667	Remote Similarity	NPC184680
0.6667	Remote Similarity	NPC165964
0.6667	Remote Similarity	NPC125597
0.6655	Remote Similarity	NPC39370
0.6644	Remote Similarity	NPC195788
0.6644	Remote Similarity	NPC237901
0.6643	Remote Similarity	NPC470785
0.6643	Remote Similarity	NPC49547
0.6643	Remote Similarity	NPC475720
0.6643	Remote Similarity	NPC131486
0.6643	Remote Similarity	NPC470784
0.6643	Remote Similarity	NPC473186
0.6643	Remote Similarity	NPC102593
0.6643	Remote Similarity	NPC474192
0.6642	Remote Similarity	NPC214142
0.6642	Remote Similarity	NPC323969
0.6633	Remote Similarity	NPC471303
0.6631	Remote Similarity	NPC473187
0.663	Remote Similarity	NPC303658
0.663	Remote Similarity	NPC122436
0.6629	Remote Similarity	NPC193238
0.662	Remote Similarity	NPC107123
0.662	Remote Similarity	NPC189079
0.6618	Remote Similarity	NPC60621
0.6618	Remote Similarity	NPC473317
0.6618	Remote Similarity	NPC157931
0.6617	Remote Similarity	NPC11464
0.6607	Remote Similarity	NPC240384
0.6606	Remote Similarity	NPC473449
0.66	Remote Similarity	NPC45048
0.6596	Remote Similarity	NPC161801
0.6595	Remote Similarity	NPC33064
0.6595	Remote Similarity	NPC245055
0.6594	Remote Similarity	NPC246381
0.6594	Remote Similarity	NPC274640
0.6593	Remote Similarity	NPC122463
0.6592	Remote Similarity	NPC87413
0.659	Remote Similarity	NPC315491
0.659	Remote Similarity	NPC45459
0.6585	Remote Similarity	NPC133609
0.6585	Remote Similarity	NPC476515
0.6581	Remote Similarity	NPC174760

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 NPC116701 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	297
0.1-0.2	690
0.2-0.3	1135
0.3-0.4	1969
0.4-0.5	2844
0.5-0.6	1787
0.6-0.7	410
0.7-0.8	18
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
0.7509	Intermediate Similarity	NPD8463	Approved
0.75	Intermediate Similarity	NPD8279	Clinical (unspecified phase)
0.7426	Intermediate Similarity	NPD8350	Clinical (unspecified phase)
0.7393	Intermediate Similarity	NPD5450	Discontinued
0.739	Intermediate Similarity	NPD6745	Discontinued
0.7374	Intermediate Similarity	NPD7708	Approved
0.7302	Intermediate Similarity	NPD8091	Phase 3
0.727	Intermediate Similarity	NPD7803	Approved
0.7269	Intermediate Similarity	NPD8405	Clinical (unspecified phase)
0.7249	Intermediate Similarity	NPD4454	Phase 2
0.7189	Intermediate Similarity	NPD6530	Approved
0.7189	Intermediate Similarity	NPD6531	Approved
0.7174	Intermediate Similarity	NPD7658	Phase 2
0.7148	Intermediate Similarity	NPD5482	Discontinued
0.7092	Intermediate Similarity	NPD7956	Approved
0.7092	Intermediate Similarity	NPD7955	Approved
0.7065	Intermediate Similarity	NPD7792	Phase 1
0.7065	Intermediate Similarity	NPD5483	Clinical (unspecified phase)
0.7052	Intermediate Similarity	NPD7994	Phase 2
0.7048	Intermediate Similarity	NPD7558	Phase 2
0.7024	Intermediate Similarity	NPD7689	Approved
0.7011	Intermediate Similarity	NPD4885	Approved
0.7011	Intermediate Similarity	NPD4926	Clinical (unspecified phase)
0.6996	Remote Similarity	NPD7169	Suspended
0.6996	Remote Similarity	NPD5612	Discontinued
0.6989	Remote Similarity	NPD8102	Discontinued
0.6982	Remote Similarity	NPD7886	Phase 2
0.6982	Remote Similarity	NPD7885	Phase 2
0.6975	Remote Similarity	NPD7859	Phase 2
0.6952	Remote Similarity	NPD3263	Phase 3
0.6941	Remote Similarity	NPD8310	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD7998	Clinical (unspecified phase)
0.6934	Remote Similarity	NPD7853	Phase 2
0.6926	Remote Similarity	NPD3259	Approved
0.6923	Remote Similarity	NPD5040	Clinical (unspecified phase)
0.692	Remote Similarity	NPD2921	Clinical (unspecified phase)
0.692	Remote Similarity	NPD7393	Clinical (unspecified phase)
0.692	Remote Similarity	NPD3243	Approved
0.6906	Remote Similarity	NPD7823	Clinical (unspecified phase)
0.6904	Remote Similarity	NPD6525	Clinical (unspecified phase)
0.6903	Remote Similarity	NPD6824	Clinical (unspecified phase)
0.6891	Remote Similarity	NPD6242	Discontinued
0.6886	Remote Similarity	NPD7673	Phase 3
0.6873	Remote Similarity	NPD3006	Discontinued
0.6863	Remote Similarity	NPD4328	Approved
0.6854	Remote Similarity	NPD3258	Approved
0.6847	Remote Similarity	NPD7872	Phase 2
0.6844	Remote Similarity	NPD8349	Phase 1
0.6835	Remote Similarity	NPD7417	Discontinued
0.6827	Remote Similarity	NPD7426	Phase 1
0.6827	Remote Similarity	NPD7603	Discontinued
0.6823	Remote Similarity	NPD6727	Phase 2
0.682	Remote Similarity	NPD6503	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD8093	Discontinued
0.6816	Remote Similarity	NPD5632	Approved
0.6814	Remote Similarity	NPD3217	Phase 2
0.6813	Remote Similarity	NPD5801	Clinical (unspecified phase)
0.681	Remote Similarity	NPD6716	Phase 1
0.6806	Remote Similarity	NPD7862	Clinical (unspecified phase)
0.6801	Remote Similarity	NPD4845	Discontinued
0.68	Remote Similarity	NPD6494	Phase 2
0.68	Remote Similarity	NPD4373	Phase 2
0.6787	Remote Similarity	NPD8524	Approved
0.6774	Remote Similarity	NPD7576	Discontinued
0.6754	Remote Similarity	NPD7395	Discontinued
0.6753	Remote Similarity	NPD7548	Discontinued
0.6753	Remote Similarity	NPD7547	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD7589	Clinical (unspecified phase)
0.6743	Remote Similarity	NPD7690	Clinical (unspecified phase)
0.6742	Remote Similarity	NPD8149	Discontinued
0.674	Remote Similarity	NPD7268	Clinical (unspecified phase)
0.6739	Remote Similarity	NPD6741	Clinical (unspecified phase)
0.6727	Remote Similarity	NPD1467	Approved
0.6727	Remote Similarity	NPD1466	Phase 3
0.6727	Remote Similarity	NPD1867	Approved
0.6722	Remote Similarity	NPD8459	Approved
0.6722	Remote Similarity	NPD8460	Approved
0.6715	Remote Similarity	NPD6964	Approved
0.6715	Remote Similarity	NPD6963	Approved
0.6704	Remote Similarity	NPD3257	Approved
0.6704	Remote Similarity	NPD5902	Approved
0.6704	Remote Similarity	NPD5903	Approved
0.6691	Remote Similarity	NPD4952	Phase 3
0.669	Remote Similarity	NPD4558	Phase 2
0.669	Remote Similarity	NPD4876	Phase 3
0.669	Remote Similarity	NPD4875	Phase 3
0.6679	Remote Similarity	NPD7025	Clinical (unspecified phase)
0.6678	Remote Similarity	NPD8046	Discontinued
0.6667	Remote Similarity	NPD7948	Phase 1
0.6667	Remote Similarity	NPD4958	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1322	Clinical (unspecified phase)
0.6655	Remote Similarity	NPD6790	Phase 1
0.6655	Remote Similarity	NPD5559	Phase 2
0.6654	Remote Similarity	NPD7470	Discontinued
0.6644	Remote Similarity	NPD8465	Approved
0.6644	Remote Similarity	NPD8428	Approved
0.6644	Remote Similarity	NPD8429	Approved
0.6644	Remote Similarity	NPD8467	Approved
0.6644	Remote Similarity	NPD8466	Approved
0.6644	Remote Similarity	NPD8427	Approved
0.6633	Remote Similarity	NPD6983	Approved
0.6631	Remote Similarity	NPD6517	Phase 3
0.6621	Remote Similarity	NPD8284	Discontinued
0.6617	Remote Similarity	NPD6803	Clinical (unspecified phase)
0.661	Remote Similarity	NPD8364	Approved
0.661	Remote Similarity	NPD8363	Approved
0.6609	Remote Similarity	NPD8244	Phase 2
0.6604	Remote Similarity	NPD8094	Discontinued
0.6604	Remote Similarity	NPD7947	Clinical (unspecified phase)
0.6599	Remote Similarity	NPD6773	Clinical (unspecified phase)
0.6599	Remote Similarity	NPD1224	Phase 2
0.6599	Remote Similarity	NPD1225	Phase 2
0.6596	Remote Similarity	NPD7868	Clinical (unspecified phase)
0.6595	Remote Similarity	NPD2951	Discontinued
0.6593	Remote Similarity	NPD4989	Phase 2
0.659	Remote Similarity	NPD484	Approved
0.6585	Remote Similarity	NPD4350	Approved
0.6585	Remote Similarity	NPD4349	Approved
0.6584	Remote Similarity	NPD7729	Clinical (unspecified phase)
0.6582	Remote Similarity	NPD8289	Discontinued
0.6582	Remote Similarity	NPD5640	Discontinued
0.6581	Remote Similarity	NPD7180	Phase 3
0.6575	Remote Similarity	NPD7706	Clinical (unspecified phase)
0.6572	Remote Similarity	NPD1483	Discontinued
0.6571	Remote Similarity	NPD5469	Phase 3
0.657	Remote Similarity	NPD5022	Discontinued
0.6568	Remote Similarity	NPD6568	Discontinued
0.6567	Remote Similarity	NPD5866	Approved
0.6567	Remote Similarity	NPD7069	Discontinued
0.6566	Remote Similarity	NPD8365	Clinical (unspecified phase)
0.6556	Remote Similarity	NPD8426	Approved
0.6556	Remote Similarity	NPD8425	Approved
0.6553	Remote Similarity	NPD5901	Discontinued
0.6547	Remote Similarity	NPD6962	Phase 2
0.6547	Remote Similarity	NPD7166	Approved
0.6547	Remote Similarity	NPD7165	Approved
0.6544	Remote Similarity	NPD6974	Phase 3
0.6534	Remote Similarity	NPD7710	Clinical (unspecified phase)
0.6533	Remote Similarity	NPD6160	Clinical (unspecified phase)
0.6525	Remote Similarity	NPD4314	Approved
0.6525	Remote Similarity	NPD4313	Approved
0.6522	Remote Similarity	NPD7655	Discontinued
0.652	Remote Similarity	NPD7924	Phase 2
0.652	Remote Similarity	NPD7925	Phase 2
0.6516	Remote Similarity	NPD1936	Clinical (unspecified phase)
0.6504	Remote Similarity	NPD1392	Approved
0.6504	Remote Similarity	NPD7222	Phase 2
0.6502	Remote Similarity	NPD7766	Phase 2
0.6496	Remote Similarity	NPD4923	Phase 1
0.649	Remote Similarity	NPD7181	Phase 3
0.6486	Remote Similarity	NPD8421	Discontinued
0.6484	Remote Similarity	NPD7194	Discontinued
0.6483	Remote Similarity	NPD7405	Clinical (unspecified phase)
0.6479	Remote Similarity	NPD5658	Approved
0.6473	Remote Similarity	NPD8356	Approved
0.6468	Remote Similarity	NPD5066	Phase 2
0.6468	Remote Similarity	NPD5067	Phase 2
0.6466	Remote Similarity	NPD3003	Approved
0.6464	Remote Similarity	NPD7796	Approved
0.6464	Remote Similarity	NPD7797	Approved
0.646	Remote Similarity	NPD8442	Discontinued
0.6458	Remote Similarity	NPD7538	Clinical (unspecified phase)
0.6458	Remote Similarity	NPD5417	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD5479	Discontinued
0.6446	Remote Similarity	NPD8398	Clinical (unspecified phase)
0.6444	Remote Similarity	NPD8016	Phase 3
0.6444	Remote Similarity	NPD4309	Approved
0.6444	Remote Similarity	NPD8017	Clinical (unspecified phase)
0.6442	Remote Similarity	NPD6838	Clinical (unspecified phase)
0.6442	Remote Similarity	NPD7452	Approved
0.6442	Remote Similarity	NPD7453	Approved
0.6441	Remote Similarity	NPD8024	Phase 2
0.6441	Remote Similarity	NPD8023	Phase 2
0.6439	Remote Similarity	NPD8430	Approved
0.6436	Remote Similarity	NPD8101	Phase 3
0.6431	Remote Similarity	NPD5805	Approved
0.6429	Remote Similarity	NPD8238	Clinical (unspecified phase)
0.6426	Remote Similarity	NPD2783	Phase 2
0.6424	Remote Similarity	NPD8358	Approved
0.6423	Remote Similarity	NPD3763	Approved
0.6419	Remote Similarity	NPD6456	Discontinued
0.6418	Remote Similarity	NPD7807	Clinical (unspecified phase)
0.6418	Remote Similarity	NPD6376	Discontinued
0.6417	Remote Similarity	NPD8525	Approved
0.6412	Remote Similarity	NPD6709	Phase 3
0.641	Remote Similarity	NPD8406	Clinical (unspecified phase)
0.6407	Remote Similarity	NPD5416	Discontinued
0.6407	Remote Similarity	NPD7927	Clinical (unspecified phase)
0.6404	Remote Similarity	NPD4862	Clinical (unspecified phase)
0.6404	Remote Similarity	NPD7957	Phase 1
0.6404	Remote Similarity	NPD7958	Clinical (unspecified phase)
0.6404	Remote Similarity	NPD8246	Approved
0.6404	Remote Similarity	NPD8247	Approved
0.64	Remote Similarity	NPD8479	Phase 2
0.6397	Remote Similarity	NPD3757	Clinical (unspecified phase)
0.6389	Remote Similarity	NPD5488	Discontinued
0.6389	Remote Similarity	NPD6460	Clinical (unspecified phase)
0.6382	Remote Similarity	NPD8255	Phase 2
0.6382	Remote Similarity	NPD6961	Discontinued
0.6379	Remote Similarity	NPD7588	Discontinued

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