NPASS Compound

Structure

CID168113 OpenBabel06191715542D 69 70 0 0 1 0 0 0 0 0999 V2000 -8.6862 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 -2.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9505 9.0268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6447 9.3870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5352 9.2578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0471 9.9622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8202 -0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1639 -1.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9401 3.2653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4593 -1.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8309 0.6121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3309 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8202 6.7615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4863 7.7397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 9.5268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6862 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0140 -1.7872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7950 5.2615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9290 4.7615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7950 6.2615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0630 5.2615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9290 6.7615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1095 7.7397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1970 6.7615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5688 4.3698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8061 8.5487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9016 8.7178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4593 9.1532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8202 0.9781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7572 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9456 3.3698 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0630 6.2615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8061 -0.8090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.3664 7.0706 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3309 6.2615 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.3609 5.3480 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8116 8.6532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 8.2397 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9541 1.4781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7377 2.3917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6232 7.7397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7377 5.3480 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3609 2.3917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 7.7397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6232 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3309 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7572 8.2397 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.5688 3.3698 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9456 4.3698 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8116 -0.9135 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 -6.9541 6.2615 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 7.0706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 8.5487 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.3119 5.6570 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8116 9.6532 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6887 2.0827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -1.7872 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2110 8.5487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6887 5.6570 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.3119 2.0827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 8.5487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2110 -0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4863 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3664 0.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 18 1 0 0 0 0 3 28 1 0 0 0 0 4 28 1 0 0 0 0 5 29 1 0 0 0 0 6 29 1 0 0 0 0 11 50 1 0 0 0 0 12 50 1 0 0 0 0 13 55 1 0 0 0 0 14 56 1 0 0 0 0 15 57 1 0 0 0 0 16 58 1 0 0 0 0 17 30 1 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 21 23 2 0 0 0 0 22 34 2 0 0 0 0 23 34 1 0 0 0 0 24 28 1 0 0 0 0 25 34 1 0 0 0 0 26 38 1 0 0 0 0 26 52 1 0 0 0 0 27 39 1 0 0 0 0 27 51 1 0 0 0 0 30 7 1 1 0 0 0 31 8 1 6 0 0 0 31 35 1 0 0 0 0 31 48 1 0 0 0 0 32 9 1 1 0 0 0 32 42 1 0 0 0 0 32 53 1 0 0 0 0 33 10 1 1 0 0 0 33 43 1 0 0 0 0 33 55 1 0 0 0 0 35 18 1 6 0 0 0 35 54 1 0 0 0 0 36 24 1 1 0 0 0 36 44 1 0 0 0 0 36 56 1 0 0 0 0 37 25 1 1 0 0 0 37 45 1 0 0 0 0 37 57 1 0 0 0 0 38 56 1 0 0 0 0 38 59 2 0 0 0 0 39 58 1 0 0 0 0 39 60 2 0 0 0 0 40 29 1 1 0 0 0 40 47 1 0 0 0 0 40 58 1 0 0 0 0 41 30 1 1 0 0 0 41 46 1 0 0 0 0 41 69 1 0 0 0 0 42 50 1 0 0 0 0 42 61 2 0 0 0 0 43 54 2 3 0 0 0 43 62 1 0 0 0 0 44 51 2 3 0 0 0 44 63 1 0 0 0 0 45 53 2 3 0 0 0 45 64 1 0 0 0 0 46 52 2 3 0 0 0 46 65 1 0 0 0 0 47 57 1 0 0 0 0 47 66 2 0 0 0 0 48 67 2 0 0 0 0 48 69 1 0 0 0 0 49 50 1 0 0 0 0 49 55 1 0 0 0 0 49 68 2 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	968.59
Volume:	1006.635
LogP:	3.259
LogD:	2.836
LogS:	-3.903
# Rotatable Bonds:	8
TPSA:	241.01
# H-Bond Aceptor:	19
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	19

MedChem Properties

QED Drug-Likeness Score:	0.217
Synthetic Accessibility Score:	6.293
Fsp3:	0.68
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.496
MDCK Permeability:	1.539544427942019e-05
Pgp-inhibitor:	1.0
Pgp-substrate:	0.97
Human Intestinal Absorption (HIA):	0.88
20% Bioavailability (F20%):	0.013
30% Bioavailability (F30%):	0.672

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.046
Plasma Protein Binding (PPB):	81.74633026123047%
Volume Distribution (VD):	0.75
Pgp-substrate:	26.99445152282715%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.017
CYP2C19-inhibitor:	0.035
CYP2C19-substrate:	0.125
CYP2C9-inhibitor:	0.094
CYP2C9-substrate:	0.016
CYP2D6-inhibitor:	0.001
CYP2D6-substrate:	0.036
CYP3A4-inhibitor:	0.879
CYP3A4-substrate:	0.802

ADMET: Excretion

Clearance (CL):	6.071
Half-life (T1/2):	0.116

ADMET: Toxicity

hERG Blockers:	0.002
Human Hepatotoxicity (H-HT):	0.961
Drug-inuced Liver Injury (DILI):	0.933
AMES Toxicity:	0.005
Rat Oral Acute Toxicity:	0.156
Maximum Recommended Daily Dose:	0.099
Skin Sensitization:	0.156
Carcinogencity:	0.012
Eye Corrosion:	0.003
Eye Irritation:	0.004
Respiratory Toxicity:	0.402

Download Data

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

Natural Product: NPC168113

Natural Product ID:	NPC168113
*Common Name:**	Dolastatin 12
IUPAC Name:	(2S,8S,14S,17S,20S,25S,28R,29S)-17-benzyl-2-[(2S)-butan-2-yl]-28-ethyl-7,13,16,20,22,22,24,25,29-nonamethyl-8-(2-methylpropyl)-14-propan-2-yl-1-oxa-4,7,10,13,16,19,24,27-octazacyclotriacontane-3,6,9,12,15,18,21,23,26,30-decone
Synonyms:	Dolastatin 12; Epidolastatin
Standard InCHIKey:	MLDFWFKDAWCBSV-JXVYMESPSA-N
Standard InCHI:	InChI=1S/C50H80N8O11/c1-17-30(7)41-46(65)52-26-38(59)56(14)36(24-28(3)4)44(63)51-27-39(60)58(16)40(29(5)6)47(66)57(15)37(25-34-22-20-19-21-23-34)45(64)53-32(9)42(61)50(11,12)49(68)55(13)33(10)43(62)54-35(18-2)31(8)48(67)69-41/h19-23,28-33,35-37,40-41H,17-18,24-27H2,1-16H3,(H,51,63)(H,52,65)(H,53,64)(H,54,62)/t30-,31-,32-,33-,35+,36-,37-,40-,41-/m0/s1
SMILES:	CC[C@@H]([C@@H]1OC(=O)[C@@H](C)[C@@H](CC)N=C(O)[C@H](C)N(C)C(=O)C(C)(C)C(=O)[C@H](C)N=C(O)[C@@H](N(C(=O)[C@@H](N(C(=O)CN=C([C@@H](N(C(=O)CN=C1O)C)CC(C)C)O)C)C(C)C)C)Cc1ccccc1)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL448114
PubChem CID:	21603517
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0001813] Peptidomimetics [CHEMONTID:0001961] Depsipeptides [CHEMONTID:0001994] Cyclic depsipeptides

*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
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10514329]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10654420]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10691708]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	palauan	n.a.	PMID[10691729]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10843570]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10924172]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10978206]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11076571]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11076573]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11076574]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11277744]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11389621]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11430000]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11473443]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11922791]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[12762816]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	Papua New Guinea	n.a.	PMID[12828459]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[14575437]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[1517734]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	Papua New Guinea	n.a.	PMID[16643028]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17125217]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17441769]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18444683]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	Singapore	n.a.	PMID[19093843]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19489598]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	eastern Caribbean	n.a.	PMID[19739598]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19839606]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20030365]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	panamanian	n.a.	PMID[20158242]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	Floridian	n.a.	PMID[20166701]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20936843]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21138309]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[2128518]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21341718]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21539315]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21806011]
NPO31131	Leptolyngbya species	Species	Leptolyngbyaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21806012]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21999614]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22035372]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[29792428]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[3924698]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	Caribbean	n.a.	PMID[7623050]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	Caribbean	n.a.	PMID[8699186]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9584405]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9599278]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9599279]
NPO28999	Schizothrix calcicola	Species	Schizotrichaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9784156]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9784156]
NPO28999	Schizothrix calcicola	Species	Schizotrichaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO26389	Lyngbya majuscula	Species	Oscillatoriaceae	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
ED50	1
IC50	1
MIC	2
Others	13
Potency	14

Activity Type	# Activity
Cell Line	7
Individual Protein	9
NON-MOLECULAR	6
Organism	4
Others	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT137	Cell Line	L1210	Mus musculus	Activity	=	420.0	Zone units	PMID[448272]
NPT730	Cell Line	MC-38	Mus musculus	Activity	=	630.0	Zone units	PMID[448272]
NPT730	Cell Line	MC-38	Mus musculus	T/C	=	41.0	%	PMID[448272]
NPT730	Cell Line	MC-38	Mus musculus	T/C	=	92.0	%	PMID[448272]
NPT91	Cell Line	KB	Homo sapiens	MIC	<	0.05	ug.mL-1	PMID[448272]
NPT114	Cell Line	LoVo	Homo sapiens	MIC	=	0.08	ug.mL-1	PMID[448272]
NPT168	Cell Line	P388	Mus musculus	ED50	=	7.5	10'-2 ug/ml	PMID[448273]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	3548.1	nM	PMID[448275]
NPT478	Individual Protein	Ataxin-2	Homo sapiens	Potency	n.a.	12589.3	nM	PMID[448275]
NPT101	Individual Protein	Glucagon-like peptide 1 receptor	Homo sapiens	Potency	n.a.	562.3	nM	PMID[448275]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	183.6	nM	PMID[448275]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	130.0	nM	PMID[448275]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	5804.8	nM	PMID[448275]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	7307.8	nM	PMID[448275]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	270.0	Zone units	PMID[448272]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	480.0	Zone units	PMID[448272]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	500.0	Zone units	PMID[448272]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	-15.0	%	PMID[448272]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	-8.0	%	PMID[448272]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	-13.0	%	PMID[448272]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	-3.0	%	PMID[448272]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	T/C	=	68.0	%	PMID[448272]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	T/C	=	86.0	%	PMID[448272]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	1000.0	nM	PMID[448274]
NPT2	Others	Unspecified		Potency	n.a.	501.2	nM	PMID[448275]
NPT2	Others	Unspecified		Potency	n.a.	920.0	nM	PMID[448275]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Potency	n.a.	1299.5	nM	PMID[448275]
NPT2	Others	Unspecified		Potency	n.a.	1995.3	nM	PMID[448275]
NPT2	Others	Unspecified		Potency	n.a.	5804.8	nM	PMID[448275]
NPT2	Others	Unspecified		Potency	n.a.	2238.7	nM	PMID[448275]

☑ 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 NPC168113 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	130
0.1-0.2	649
0.2-0.3	3201
0.3-0.4	19483
0.4-0.5	16038
0.5-0.6	2351
0.6-0.7	522
0.7-0.8	254
0.8-0.85	60
0.85-0.9	4
0.9-0.95	2
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9924	High Similarity	NPC197682
0.9624	High Similarity	NPC176226
0.9328	High Similarity	NPC476259
0.8897	High Similarity	NPC68865
0.8897	High Similarity	NPC127741
0.8553	High Similarity	NPC186617
0.8511	High Similarity	NPC139326
0.85	High Similarity	NPC46098
0.85	High Similarity	NPC268841
0.85	High Similarity	NPC307357
0.8489	Intermediate Similarity	NPC471264
0.8489	Intermediate Similarity	NPC471265
0.8444	Intermediate Similarity	NPC319766
0.844	Intermediate Similarity	NPC263493
0.844	Intermediate Similarity	NPC269398
0.8403	Intermediate Similarity	NPC135121
0.8392	Intermediate Similarity	NPC5620
0.8392	Intermediate Similarity	NPC201244
0.8392	Intermediate Similarity	NPC477217
0.838	Intermediate Similarity	NPC161069
0.8369	Intermediate Similarity	NPC163392
0.8369	Intermediate Similarity	NPC239762
0.8321	Intermediate Similarity	NPC237420
0.831	Intermediate Similarity	NPC469426
0.831	Intermediate Similarity	NPC469427
0.8298	Intermediate Similarity	NPC476133
0.8298	Intermediate Similarity	NPC92784
0.8298	Intermediate Similarity	NPC178662
0.8298	Intermediate Similarity	NPC98424
0.8298	Intermediate Similarity	NPC470884
0.8288	Intermediate Similarity	NPC2501
0.8276	Intermediate Similarity	NPC145113
0.8267	Intermediate Similarity	NPC297145
0.8267	Intermediate Similarity	NPC197743
0.8264	Intermediate Similarity	NPC209509
0.8258	Intermediate Similarity	NPC471568
0.8258	Intermediate Similarity	NPC473693
0.8207	Intermediate Similarity	NPC262077
0.8194	Intermediate Similarity	NPC476978
0.8194	Intermediate Similarity	NPC52748
0.8176	Intermediate Similarity	NPC162104
0.8163	Intermediate Similarity	NPC129666
0.8151	Intermediate Similarity	NPC138775
0.8138	Intermediate Similarity	NPC315266
0.8121	Intermediate Similarity	NPC122590
0.8095	Intermediate Similarity	NPC471821
0.8095	Intermediate Similarity	NPC471820
0.8095	Intermediate Similarity	NPC105717
0.8071	Intermediate Similarity	NPC246079
0.8045	Intermediate Similarity	NPC470546
0.8039	Intermediate Similarity	NPC471527
0.8014	Intermediate Similarity	NPC316008
0.8014	Intermediate Similarity	NPC287401
0.8014	Intermediate Similarity	NPC313867
0.7974	Intermediate Similarity	NPC1390
0.7974	Intermediate Similarity	NPC62104
0.797	Intermediate Similarity	NPC470545
0.7959	Intermediate Similarity	NPC314358
0.7945	Intermediate Similarity	NPC314388
0.7945	Intermediate Similarity	NPC315283
0.7905	Intermediate Similarity	NPC225648
0.7905	Intermediate Similarity	NPC329761
0.7895	Intermediate Similarity	NPC470544
0.7883	Intermediate Similarity	NPC6975
0.7883	Intermediate Similarity	NPC46427
0.7881	Intermediate Similarity	NPC286551
0.7881	Intermediate Similarity	NPC473341
0.7872	Intermediate Similarity	NPC130309
0.7852	Intermediate Similarity	NPC240848
0.7836	Intermediate Similarity	NPC169328
0.7821	Intermediate Similarity	NPC471053
0.7821	Intermediate Similarity	NPC471052
0.7821	Intermediate Similarity	NPC471051
0.781	Intermediate Similarity	NPC252878
0.7778	Intermediate Similarity	NPC310467
0.7771	Intermediate Similarity	NPC217804
0.7771	Intermediate Similarity	NPC210377
0.7771	Intermediate Similarity	NPC22883
0.7771	Intermediate Similarity	NPC5719
0.777	Intermediate Similarity	NPC101719
0.777	Intermediate Similarity	NPC322878
0.7761	Intermediate Similarity	NPC239357
0.7748	Intermediate Similarity	NPC7817
0.7748	Intermediate Similarity	NPC475168
0.7737	Intermediate Similarity	NPC202521
0.7722	Intermediate Similarity	NPC15068
0.7708	Intermediate Similarity	NPC248283
0.7698	Intermediate Similarity	NPC222466
0.7673	Intermediate Similarity	NPC63040
0.7671	Intermediate Similarity	NPC132636
0.7664	Intermediate Similarity	NPC200964
0.7664	Intermediate Similarity	NPC476990
0.7647	Intermediate Similarity	NPC314992
0.7622	Intermediate Similarity	NPC255447
0.7609	Intermediate Similarity	NPC71684
0.7606	Intermediate Similarity	NPC473322
0.7597	Intermediate Similarity	NPC470902
0.7593	Intermediate Similarity	NPC248670
0.7582	Intermediate Similarity	NPC300443
0.7571	Intermediate Similarity	NPC22746
0.7552	Intermediate Similarity	NPC300315
0.7546	Intermediate Similarity	NPC26108
0.7546	Intermediate Similarity	NPC477462
0.7536	Intermediate Similarity	NPC478014
0.7536	Intermediate Similarity	NPC478015
0.7536	Intermediate Similarity	NPC478016
0.7536	Intermediate Similarity	NPC45777
0.7536	Intermediate Similarity	NPC477061
0.7535	Intermediate Similarity	NPC152850
0.7535	Intermediate Similarity	NPC239990
0.7535	Intermediate Similarity	NPC89923
0.7535	Intermediate Similarity	NPC105114
0.7535	Intermediate Similarity	NPC71933
0.7518	Intermediate Similarity	NPC47667
0.75	Intermediate Similarity	NPC2265
0.75	Intermediate Similarity	NPC50016
0.7483	Intermediate Similarity	NPC81026
0.7469	Intermediate Similarity	NPC196091
0.7465	Intermediate Similarity	NPC136453
0.7447	Intermediate Similarity	NPC476260
0.7447	Intermediate Similarity	NPC476241
0.7439	Intermediate Similarity	NPC473354
0.7439	Intermediate Similarity	NPC471165
0.7421	Intermediate Similarity	NPC73655
0.7417	Intermediate Similarity	NPC266741
0.7407	Intermediate Similarity	NPC276949
0.7407	Intermediate Similarity	NPC35850
0.74	Intermediate Similarity	NPC77905
0.7394	Intermediate Similarity	NPC476125
0.7394	Intermediate Similarity	NPC476179
0.7379	Intermediate Similarity	NPC157311
0.7378	Intermediate Similarity	NPC273755
0.7376	Intermediate Similarity	NPC35996
0.7372	Intermediate Similarity	NPC39431
0.7365	Intermediate Similarity	NPC6570
0.7362	Intermediate Similarity	NPC475204
0.7362	Intermediate Similarity	NPC475123
0.7362	Intermediate Similarity	NPC40234
0.7362	Intermediate Similarity	NPC46009
0.7361	Intermediate Similarity	NPC469666
0.7361	Intermediate Similarity	NPC111428
0.7353	Intermediate Similarity	NPC33742
0.7346	Intermediate Similarity	NPC107938
0.7346	Intermediate Similarity	NPC294516
0.7333	Intermediate Similarity	NPC317362
0.7333	Intermediate Similarity	NPC326407
0.7333	Intermediate Similarity	NPC317725
0.7333	Intermediate Similarity	NPC318930
0.7329	Intermediate Similarity	NPC8761
0.7329	Intermediate Similarity	NPC44805
0.7329	Intermediate Similarity	NPC472923
0.7329	Intermediate Similarity	NPC63931
0.7305	Intermediate Similarity	NPC45037
0.7301	Intermediate Similarity	NPC473000
0.7296	Intermediate Similarity	NPC24617
0.7286	Intermediate Similarity	NPC476183
0.7286	Intermediate Similarity	NPC190663
0.7254	Intermediate Similarity	NPC474082
0.7254	Intermediate Similarity	NPC175726
0.725	Intermediate Similarity	NPC114806
0.725	Intermediate Similarity	NPC469901
0.7248	Intermediate Similarity	NPC43755
0.7239	Intermediate Similarity	NPC473502
0.7234	Intermediate Similarity	NPC476184
0.7234	Intermediate Similarity	NPC476281
0.723	Intermediate Similarity	NPC141050
0.7229	Intermediate Similarity	NPC476227
0.7229	Intermediate Similarity	NPC473402
0.7219	Intermediate Similarity	NPC476321
0.7212	Intermediate Similarity	NPC89831
0.7212	Intermediate Similarity	NPC230611
0.7206	Intermediate Similarity	NPC273814
0.7206	Intermediate Similarity	NPC474584
0.7192	Intermediate Similarity	NPC200589
0.7188	Intermediate Similarity	NPC469898
0.7183	Intermediate Similarity	NPC160493
0.7176	Intermediate Similarity	NPC471526
0.7169	Intermediate Similarity	NPC137627
0.7169	Intermediate Similarity	NPC306804
0.7135	Intermediate Similarity	NPC471048
0.7135	Intermediate Similarity	NPC471050
0.7135	Intermediate Similarity	NPC471049
0.7135	Intermediate Similarity	NPC294951
0.7134	Intermediate Similarity	NPC209463
0.7133	Intermediate Similarity	NPC476278
0.7126	Intermediate Similarity	NPC159767
0.7126	Intermediate Similarity	NPC155506
0.7126	Intermediate Similarity	NPC279871
0.7125	Intermediate Similarity	NPC324850
0.7121	Intermediate Similarity	NPC224610
0.7121	Intermediate Similarity	NPC88267
0.7121	Intermediate Similarity	NPC194390
0.7121	Intermediate Similarity	NPC113326
0.7115	Intermediate Similarity	NPC283783
0.7107	Intermediate Similarity	NPC469903
0.7101	Intermediate Similarity	NPC475421
0.7089	Intermediate Similarity	NPC262166
0.7073	Intermediate Similarity	NPC61004
0.707	Intermediate Similarity	NPC324081
0.705	Intermediate Similarity	NPC197470

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 NPC168113 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	99
0.1-0.2	313
0.2-0.3	731
0.3-0.4	2552
0.4-0.5	3802
0.5-0.6	1307
0.6-0.7	322
0.7-0.8	24
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
0.7972	Intermediate Similarity	NPD8173	Phase 2
0.7972	Intermediate Similarity	NPD8172	Phase 2
0.7958	Intermediate Similarity	NPD8416	Discontinued
0.7755	Intermediate Similarity	NPD8076	Discontinued
0.7655	Intermediate Similarity	NPD8643	Discontinued
0.7655	Intermediate Similarity	NPD7113	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD2218	Phase 2
0.7647	Intermediate Similarity	NPD2217	Approved
0.7626	Intermediate Similarity	NPD2584	Suspended
0.7622	Intermediate Similarity	NPD6919	Clinical (unspecified phase)
0.7551	Intermediate Similarity	NPD6852	Discontinued
0.755	Intermediate Similarity	NPD8323	Discontinued
0.7483	Intermediate Similarity	NPD3626	Phase 3
0.7465	Intermediate Similarity	NPD2585	Clinical (unspecified phase)
0.7432	Intermediate Similarity	NPD6901	Phase 3
0.7413	Intermediate Similarity	NPD3608	Clinical (unspecified phase)
0.7389	Intermediate Similarity	NPD8417	Discontinued
0.7351	Intermediate Similarity	NPD6681	Discovery
0.7241	Intermediate Similarity	NPD4175	Approved
0.7241	Intermediate Similarity	NPD4177	Approved
0.7237	Intermediate Similarity	NPD6119	Clinical (unspecified phase)
0.723	Intermediate Similarity	NPD4153	Approved
0.723	Intermediate Similarity	NPD8265	Approved
0.7226	Intermediate Similarity	NPD7892	Clinical (unspecified phase)
0.7214	Intermediate Similarity	NPD4504	Clinical (unspecified phase)
0.7192	Intermediate Similarity	NPD4125	Approved
0.7172	Intermediate Similarity	NPD5339	Clinical (unspecified phase)
0.7171	Intermediate Similarity	NPD4152	Approved
0.7143	Intermediate Similarity	NPD4557	Approved
0.7143	Intermediate Similarity	NPD4738	Phase 2
0.7133	Intermediate Similarity	NPD5725	Approved
0.7133	Intermediate Similarity	NPD6073	Approved
0.7125	Intermediate Similarity	NPD7749	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD6088	Approved
0.7114	Intermediate Similarity	NPD6623	Phase 3
0.7083	Intermediate Similarity	NPD4677	Discontinued
0.7075	Intermediate Similarity	NPD7979	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD2022	Approved
0.705	Intermediate Similarity	NPD1348	Approved
0.7047	Intermediate Similarity	NPD3561	Clinical (unspecified phase)
0.7044	Intermediate Similarity	NPD8315	Phase 1
0.7042	Intermediate Similarity	NPD7342	Discontinued
0.7039	Intermediate Similarity	NPD7728	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD7599	Phase 2
0.7034	Intermediate Similarity	NPD5367	Discontinued
0.7034	Intermediate Similarity	NPD3125	Approved
0.7027	Intermediate Similarity	NPD2050	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD2045	Approved
0.7027	Intermediate Similarity	NPD2043	Approved
0.7027	Intermediate Similarity	NPD2044	Approved
0.7027	Intermediate Similarity	NPD2046	Approved
0.7027	Intermediate Similarity	NPD2047	Approved
0.7027	Intermediate Similarity	NPD21	Approved
0.7027	Intermediate Similarity	NPD2048	Approved
0.7027	Intermediate Similarity	NPD2049	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD2051	Approved
0.7014	Intermediate Similarity	NPD3072	Approved
0.7014	Intermediate Similarity	NPD3073	Approved
0.7014	Intermediate Similarity	NPD3071	Approved
0.7007	Intermediate Similarity	NPD3040	Approved
0.6994	Remote Similarity	NPD7600	Phase 2
0.6974	Remote Similarity	NPD6295	Approved
0.6974	Remote Similarity	NPD6294	Approved
0.697	Remote Similarity	NPD8303	Discontinued
0.6968	Remote Similarity	NPD6860	Clinical (unspecified phase)
0.6964	Remote Similarity	NPD8124	Phase 3
0.6964	Remote Similarity	NPD8126	Clinical (unspecified phase)
0.6948	Remote Similarity	NPD2088	Approved
0.6948	Remote Similarity	NPD2087	Approved
0.6944	Remote Similarity	NPD4706	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD4761	Approved
0.6944	Remote Similarity	NPD4762	Approved
0.6939	Remote Similarity	NPD3604	Clinical (unspecified phase)
0.6937	Remote Similarity	NPD4648	Approved
0.6937	Remote Similarity	NPD4646	Approved
0.6937	Remote Similarity	NPD4647	Approved
0.6933	Remote Similarity	NPD7634	Clinical (unspecified phase)
0.6933	Remote Similarity	NPD5747	Discontinued
0.6928	Remote Similarity	NPD3480	Approved
0.6918	Remote Similarity	NPD5230	Approved
0.6918	Remote Similarity	NPD5229	Approved
0.6918	Remote Similarity	NPD7613	Discontinued
0.6914	Remote Similarity	NPD7118	Clinical (unspecified phase)
0.6908	Remote Similarity	NPD4782	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD6631	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD7814	Approved
0.6887	Remote Similarity	NPD5323	Approved
0.6887	Remote Similarity	NPD5296	Approved
0.6867	Remote Similarity	NPD1330	Phase 2
0.6867	Remote Similarity	NPD1329	Clinical (unspecified phase)
0.6853	Remote Similarity	NPD5981	Approved
0.6846	Remote Similarity	NPD5263	Approved
0.6846	Remote Similarity	NPD4676	Approved
0.6839	Remote Similarity	NPD7720	Phase 2
0.6832	Remote Similarity	NPD6670	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD3588	Discontinued
0.6821	Remote Similarity	NPD5729	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD5301	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD5298	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD1968	Approved
0.6815	Remote Similarity	NPD1967	Approved
0.6812	Remote Similarity	NPD3644	Approved
0.6812	Remote Similarity	NPD3643	Approved
0.6812	Remote Similarity	NPD3642	Approved
0.6803	Remote Similarity	NPD6325	Discontinued
0.6795	Remote Similarity	NPD2436	Approved
0.6795	Remote Similarity	NPD2437	Approved
0.6792	Remote Similarity	NPD5614	Approved
0.6792	Remote Similarity	NPD5613	Approved
0.6792	Remote Similarity	NPD3987	Approved
0.6792	Remote Similarity	NPD3988	Approved
0.6776	Remote Similarity	NPD4791	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD6552	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD7130	Phase 3
0.6759	Remote Similarity	NPD7815	Approved
0.6759	Remote Similarity	NPD7813	Approved
0.6755	Remote Similarity	NPD5299	Approved
0.6755	Remote Similarity	NPD5581	Approved
0.6748	Remote Similarity	NPD7267	Clinical (unspecified phase)
0.6748	Remote Similarity	NPD2891	Approved
0.6747	Remote Similarity	NPD8351	Phase 2
0.6746	Remote Similarity	NPD7608	Discontinued
0.673	Remote Similarity	NPD8290	Clinical (unspecified phase)
0.6714	Remote Similarity	NPD2607	Approved
0.6713	Remote Similarity	NPD7522	Discontinued
0.6711	Remote Similarity	NPD8118	Discontinued
0.6689	Remote Similarity	NPD4794	Discontinued
0.6687	Remote Similarity	NPD7080	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD7485	Phase 3
0.6686	Remote Similarity	NPD7484	Phase 3
0.6667	Remote Similarity	NPD7512	Approved
0.6667	Remote Similarity	NPD7964	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7511	Approved
0.6667	Remote Similarity	NPD7965	Phase 2
0.6647	Remote Similarity	NPD5681	Clinical (unspecified phase)
0.6646	Remote Similarity	NPD5264	Approved
0.6646	Remote Similarity	NPD5265	Approved
0.6645	Remote Similarity	NPD4214	Discontinued
0.6645	Remote Similarity	NPD7908	Discontinued
0.6645	Remote Similarity	NPD2078	Clinical (unspecified phase)
0.6644	Remote Similarity	NPD2628	Approved
0.6644	Remote Similarity	NPD2160	Approved
0.6644	Remote Similarity	NPD2627	Approved
0.6644	Remote Similarity	NPD2159	Approved
0.6644	Remote Similarity	NPD2626	Approved
0.6644	Remote Similarity	NPD2625	Approved
0.6643	Remote Similarity	NPD5291	Approved
0.6643	Remote Similarity	NPD5292	Approved
0.6643	Remote Similarity	NPD3123	Discovery
0.6627	Remote Similarity	NPD4508	Discontinued
0.6625	Remote Similarity	NPD3519	Discontinued
0.6624	Remote Similarity	NPD7978	Discontinued
0.6623	Remote Similarity	NPD4757	Clinical (unspecified phase)
0.6623	Remote Similarity	NPD2613	Approved
0.6623	Remote Similarity	NPD6359	Clinical (unspecified phase)
0.6605	Remote Similarity	NPD6078	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD6676	Phase 2
0.66	Remote Similarity	NPD4151	Approved
0.6599	Remote Similarity	NPD4216	Approved
0.6599	Remote Similarity	NPD3131	Approved
0.6599	Remote Similarity	NPD4218	Approved
0.6599	Remote Similarity	NPD2612	Approved
0.6599	Remote Similarity	NPD2608	Approved
0.6599	Remote Similarity	NPD4217	Approved
0.6599	Remote Similarity	NPD3132	Approved
0.6599	Remote Similarity	NPD2610	Approved
0.6599	Remote Similarity	NPD2611	Approved
0.6599	Remote Similarity	NPD2609	Approved
0.6599	Remote Similarity	NPD4215	Approved
0.659	Remote Similarity	NPD8022	Clinical (unspecified phase)
0.6584	Remote Similarity	NPD2013	Approved
0.6584	Remote Similarity	NPD2016	Approved
0.6584	Remote Similarity	NPD2014	Approved
0.6582	Remote Similarity	NPD5341	Clinical (unspecified phase)
0.6577	Remote Similarity	NPD6792	Phase 3
0.6573	Remote Similarity	NPD7508	Discontinued
0.6569	Remote Similarity	NPD1040	Phase 2
0.6564	Remote Similarity	NPD7131	Phase 3
0.6562	Remote Similarity	NPD7602	Clinical (unspecified phase)
0.6561	Remote Similarity	NPD6897	Clinical (unspecified phase)
0.6556	Remote Similarity	NPD5759	Approved
0.6556	Remote Similarity	NPD7828	Discontinued
0.6556	Remote Similarity	NPD3662	Phase 3
0.6556	Remote Similarity	NPD3661	Approved
0.6556	Remote Similarity	NPD3663	Approved
0.6556	Remote Similarity	NPD3664	Approved
0.6554	Remote Similarity	NPD5108	Clinical (unspecified phase)
0.6552	Remote Similarity	NPD6343	Approved
0.6552	Remote Similarity	NPD6345	Approved
0.6543	Remote Similarity	NPD4432	Discontinued
0.6543	Remote Similarity	NPD4185	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD4682	Phase 2
0.6536	Remote Similarity	NPD3632	Clinical (unspecified phase)
0.6527	Remote Similarity	NPD4567	Approved
0.6527	Remote Similarity	NPD4566	Approved
0.6522	Remote Similarity	NPD5704	Approved
0.6522	Remote Similarity	NPD5706	Approved
0.6522	Remote Similarity	NPD5705	Approved
0.6513	Remote Similarity	NPD5202	Clinical (unspecified phase)
0.6507	Remote Similarity	NPD4209	Clinical (unspecified phase)

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