NPASS Compound

Structure

NPC470612 OpenBabel07101718242D 43 46 0 0 1 0 0 0 0 0999 V2000 2.7036 3.0737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2382 1.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6818 2.8658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1871 4.1132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0563 2.5385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3872 1.7953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3435 1.3795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0345 2.3305 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2601 1.2601 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9908 1.9147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8781 3.1622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5909 2.0032 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.9689 1.7068 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5472 2.4190 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3216 1.1716 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9000 2.9543 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3 22 1 0 0 0 0 4 23 1 0 0 0 0 5 24 1 0 0 0 0 6 25 1 0 0 0 0 9 12 1 0 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 10 26 2 0 0 0 0 13 15 1 0 0 0 0 13 27 1 0 0 0 0 14 16 1 0 0 0 0 14 29 1 0 0 0 0 15 34 1 0 0 0 0 16 35 1 0 0 0 0 17 26 1 0 0 0 0 17 27 1 0 0 0 0 18 30 1 0 0 0 0 18 32 1 0 0 0 0 19 20 1 0 0 0 0 19 40 1 0 0 0 0 20 1 1 1 0 0 0 21 2 1 6 0 0 0 21 31 1 0 0 0 0 21 33 1 0 0 0 0 22 36 2 0 0 0 0 22 40 1 0 0 0 0 23 37 2 0 0 0 0 23 41 1 0 0 0 0 24 38 2 0 0 0 0 24 42 1 0 0 0 0 25 39 2 0 0 0 0 25 43 1 0 0 0 0 26 34 1 0 0 0 0 27 41 1 6 0 0 0 28 11 1 1 0 0 0 28 29 1 0 0 0 0 28 30 1 0 0 0 0 29 34 1 6 0 0 0 30 35 1 6 0 0 0 31 12 1 1 0 0 0 31 42 1 0 0 0 0 32 33 1 0 0 0 0 32 43 1 6 0 0 0 33 35 1 6 0 0 0 34 7 1 6 0 0 0 35 8 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	602.38
Volume:	636.83
LogP:	6.253
LogD:	4.369
LogS:	-5.35
# Rotatable Bonds:	14
TPSA:	105.2
# H-Bond Aceptor:	8
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.157
Synthetic Accessibility Score:	5.041
Fsp3:	0.829
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:	-4.827
MDCK Permeability:	4.843365968554281e-05
Pgp-inhibitor:	1.0
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.055
30% Bioavailability (F30%):	0.942

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.143
Plasma Protein Binding (PPB):	83.99080657958984%
Volume Distribution (VD):	1.763
Pgp-substrate:	5.5252509117126465%

ADMET: Metabolism

CYP1A2-inhibitor:	0.013
CYP1A2-substrate:	0.019
CYP2C19-inhibitor:	0.011
CYP2C19-substrate:	0.219
CYP2C9-inhibitor:	0.029
CYP2C9-substrate:	0.03
CYP2D6-inhibitor:	0.382
CYP2D6-substrate:	0.058
CYP3A4-inhibitor:	0.608
CYP3A4-substrate:	0.485

ADMET: Excretion

Clearance (CL):	3.074
Half-life (T1/2):	0.179

ADMET: Toxicity

hERG Blockers:	0.228
Human Hepatotoxicity (H-HT):	0.313
Drug-inuced Liver Injury (DILI):	0.934
AMES Toxicity:	0.112
Rat Oral Acute Toxicity:	0.031
Maximum Recommended Daily Dose:	0.891
Skin Sensitization:	0.976
Carcinogencity:	0.248
Eye Corrosion:	0.059
Eye Irritation:	0.039
Respiratory Toxicity:	0.933

Download Data

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

Natural Product: NPC470612

Natural Product ID:	NPC470612
*Common Name:**	[(2R,5S,6S)-5-Acetyloxy-6-[(3S,8S,9S,10R,13S,14S,16S,17R)-3,16-Diacetyloxy-10,13-Dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-Dodecahydro-1H-Cyclopenta[A]Phenanthren-17-Yl]-2-Methylheptyl] Acetate
IUPAC Name:	[(2R,5S,6S)-5-acetyloxy-6-[(3S,8S,9S,10R,13S,14S,16S,17R)-3,16-diacetyloxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptyl] acetate
Synonyms:
Standard InCHIKey:	SEWNNXVVYUZUPK-KSONHHPJSA-N
Standard InCHI:	InChI=1S/C35H54O8/c1-20(19-40-22(3)36)9-12-31(42-24(5)38)21(2)33-32(43-25(6)39)18-30-28-11-10-26-17-27(41-23(4)37)13-15-34(26,7)29(28)14-16-35(30,33)8/h10,20-21,27-33H,9,11-19H2,1-8H3/t20-,21-,27+,28-,29+,30+,31+,32+,33+,34+,35+/m1/s1
SMILES:	CC(CCC(C(C)C1C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C)C)C)OC(=O)C)OC(=O)C)COC(=O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2088125
PubChem CID:	14769370
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001445] Bile acids, alcohols and derivatives

*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
NPO33234	chamaellirium luteum	Species	n.a.	n.a.	roots	sourced from Botanical Liaisons Ltd. (USA) and Blessed Herbs Ltd. (USA)	n.a.	PMID[22880631]

☑ 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	6

Activity Type	# Activity
Cell Line	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1524	Cell Line	MM96L	Homo sapiens	IC50	=	3.5	ug.mL-1	PMID[549159]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	4.5	ug.mL-1	PMID[549159]
NPT111	Cell Line	K562	Homo sapiens	IC50	=	4.5	ug.mL-1	PMID[549159]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	11.0	ug.mL-1	PMID[549159]
NPT1523	Cell Line	NFF	Homo sapiens	IC50	=	12.0	ug.mL-1	PMID[549159]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	16.0	ug.mL-1	PMID[549159]

☑ 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 NPC470612 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	203
0.1-0.2	1426
0.2-0.3	5692
0.3-0.4	15597
0.4-0.5	6691
0.5-0.6	5891
0.6-0.7	5747
0.7-0.8	1387
0.8-0.85	47
0.85-0.9	12
0.9-0.95	2
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC470613
0.9535	High Similarity	NPC473678
0.9213	High Similarity	NPC475178
0.9	High Similarity	NPC304899
0.9	High Similarity	NPC253115
0.8902	High Similarity	NPC44083
0.8902	High Similarity	NPC153987
0.871	High Similarity	NPC208358
0.8696	High Similarity	NPC475032
0.8696	High Similarity	NPC475033
0.8621	High Similarity	NPC286153
0.8617	High Similarity	NPC155974
0.8556	High Similarity	NPC234335
0.8523	High Similarity	NPC478104
0.8454	Intermediate Similarity	NPC475571
0.8409	Intermediate Similarity	NPC474970
0.8409	Intermediate Similarity	NPC264127
0.8387	Intermediate Similarity	NPC276103
0.8387	Intermediate Similarity	NPC54248
0.8372	Intermediate Similarity	NPC470614
0.8372	Intermediate Similarity	NPC1272
0.837	Intermediate Similarity	NPC474922
0.8333	Intermediate Similarity	NPC476471
0.8333	Intermediate Similarity	NPC475344
0.8283	Intermediate Similarity	NPC295980
0.8276	Intermediate Similarity	NPC139206
0.8276	Intermediate Similarity	NPC473742
0.8265	Intermediate Similarity	NPC231530
0.8265	Intermediate Similarity	NPC278628
0.8247	Intermediate Similarity	NPC474124
0.8247	Intermediate Similarity	NPC85742
0.8222	Intermediate Similarity	NPC472220
0.8222	Intermediate Similarity	NPC97884
0.8191	Intermediate Similarity	NPC42042
0.8182	Intermediate Similarity	NPC124172
0.8163	Intermediate Similarity	NPC473543
0.8152	Intermediate Similarity	NPC177641
0.8144	Intermediate Similarity	NPC22388
0.814	Intermediate Similarity	NPC26117
0.8132	Intermediate Similarity	NPC473647
0.81	Intermediate Similarity	NPC94529
0.81	Intermediate Similarity	NPC470269
0.8085	Intermediate Similarity	NPC281134
0.8085	Intermediate Similarity	NPC469599
0.8068	Intermediate Similarity	NPC132386
0.8065	Intermediate Similarity	NPC235126
0.8065	Intermediate Similarity	NPC242419
0.8061	Intermediate Similarity	NPC473523
0.8046	Intermediate Similarity	NPC108476
0.8043	Intermediate Similarity	NPC471896
0.8041	Intermediate Similarity	NPC475617
0.8039	Intermediate Similarity	NPC470748
0.8039	Intermediate Similarity	NPC114188
0.8022	Intermediate Similarity	NPC473879
0.8022	Intermediate Similarity	NPC28227
0.8021	Intermediate Similarity	NPC271387
0.8021	Intermediate Similarity	NPC153792
0.8	Intermediate Similarity	NPC186109
0.8	Intermediate Similarity	NPC475781
0.8	Intermediate Similarity	NPC24277
0.8	Intermediate Similarity	NPC195640
0.8	Intermediate Similarity	NPC102996
0.7979	Intermediate Similarity	NPC128488
0.7979	Intermediate Similarity	NPC304968
0.7959	Intermediate Similarity	NPC154452
0.7957	Intermediate Similarity	NPC154101
0.7957	Intermediate Similarity	NPC26888
0.7955	Intermediate Similarity	NPC286786
0.7941	Intermediate Similarity	NPC197428
0.7938	Intermediate Similarity	NPC218383
0.7938	Intermediate Similarity	NPC167974
0.7935	Intermediate Similarity	NPC177141
0.7931	Intermediate Similarity	NPC269791
0.7931	Intermediate Similarity	NPC469802
0.7931	Intermediate Similarity	NPC304194
0.7917	Intermediate Similarity	NPC177818
0.7912	Intermediate Similarity	NPC102640
0.7907	Intermediate Similarity	NPC87604
0.7907	Intermediate Similarity	NPC475337
0.7907	Intermediate Similarity	NPC477522
0.79	Intermediate Similarity	NPC196528
0.79	Intermediate Similarity	NPC220217
0.79	Intermediate Similarity	NPC119855
0.7895	Intermediate Similarity	NPC69548
0.7895	Intermediate Similarity	NPC184848
0.7895	Intermediate Similarity	NPC279974
0.7889	Intermediate Similarity	NPC474349
0.7889	Intermediate Similarity	NPC323765
0.7889	Intermediate Similarity	NPC474189
0.7885	Intermediate Similarity	NPC202889
0.7885	Intermediate Similarity	NPC144068
0.7879	Intermediate Similarity	NPC160583
0.7879	Intermediate Similarity	NPC473694
0.7879	Intermediate Similarity	NPC475334
0.7879	Intermediate Similarity	NPC140723
0.7879	Intermediate Similarity	NPC475623
0.7872	Intermediate Similarity	NPC38232
0.7872	Intermediate Similarity	NPC470376
0.7872	Intermediate Similarity	NPC26046
0.7872	Intermediate Similarity	NPC470375
0.7865	Intermediate Similarity	NPC110778
0.7857	Intermediate Similarity	NPC247701
0.7857	Intermediate Similarity	NPC222875
0.7857	Intermediate Similarity	NPC21064
0.7857	Intermediate Similarity	NPC25177
0.7857	Intermediate Similarity	NPC295110
0.7857	Intermediate Similarity	NPC121072
0.7857	Intermediate Similarity	NPC268829
0.7849	Intermediate Similarity	NPC123252
0.7849	Intermediate Similarity	NPC194485
0.7849	Intermediate Similarity	NPC148414
0.7849	Intermediate Similarity	NPC53890
0.7849	Intermediate Similarity	NPC175628
0.7849	Intermediate Similarity	NPC219937
0.7849	Intermediate Similarity	NPC111585
0.7841	Intermediate Similarity	NPC195334
0.7841	Intermediate Similarity	NPC290495
0.7835	Intermediate Similarity	NPC470067
0.7835	Intermediate Similarity	NPC477813
0.7835	Intermediate Similarity	NPC470068
0.7835	Intermediate Similarity	NPC470066
0.7835	Intermediate Similarity	NPC477854
0.7835	Intermediate Similarity	NPC119036
0.7835	Intermediate Similarity	NPC102426
0.7835	Intermediate Similarity	NPC300179
0.7826	Intermediate Similarity	NPC69713
0.7826	Intermediate Similarity	NPC470542
0.7826	Intermediate Similarity	NPC160304
0.7816	Intermediate Similarity	NPC305835
0.7816	Intermediate Similarity	NPC47808
0.7812	Intermediate Similarity	NPC173272
0.7812	Intermediate Similarity	NPC94905
0.7812	Intermediate Similarity	NPC8954
0.7812	Intermediate Similarity	NPC471903
0.7812	Intermediate Similarity	NPC58052
0.7812	Intermediate Similarity	NPC111684
0.781	Intermediate Similarity	NPC477808
0.7805	Intermediate Similarity	NPC22301
0.7802	Intermediate Similarity	NPC155011
0.7802	Intermediate Similarity	NPC293287
0.7802	Intermediate Similarity	NPC477668
0.7802	Intermediate Similarity	NPC152808
0.78	Intermediate Similarity	NPC103298
0.78	Intermediate Similarity	NPC473577
0.78	Intermediate Similarity	NPC31430
0.78	Intermediate Similarity	NPC201144
0.78	Intermediate Similarity	NPC121518
0.78	Intermediate Similarity	NPC181104
0.78	Intermediate Similarity	NPC475335
0.78	Intermediate Similarity	NPC288502
0.78	Intermediate Similarity	NPC475331
0.78	Intermediate Similarity	NPC474550
0.78	Intermediate Similarity	NPC475585
0.78	Intermediate Similarity	NPC85593
0.78	Intermediate Similarity	NPC80809
0.7789	Intermediate Similarity	NPC3359
0.7788	Intermediate Similarity	NPC280782
0.7788	Intermediate Similarity	NPC170487
0.7778	Intermediate Similarity	NPC473928
0.7778	Intermediate Similarity	NPC470053
0.7778	Intermediate Similarity	NPC271266
0.7778	Intermediate Similarity	NPC299963
0.7778	Intermediate Similarity	NPC308351
0.7778	Intermediate Similarity	NPC127606
0.7778	Intermediate Similarity	NPC475798
0.7778	Intermediate Similarity	NPC100391
0.7778	Intermediate Similarity	NPC102048
0.7778	Intermediate Similarity	NPC209802
0.7766	Intermediate Similarity	NPC130840
0.7755	Intermediate Similarity	NPC230546
0.7755	Intermediate Similarity	NPC473510
0.7753	Intermediate Similarity	NPC472504
0.7745	Intermediate Similarity	NPC472217
0.7745	Intermediate Similarity	NPC295389
0.7745	Intermediate Similarity	NPC258323
0.7745	Intermediate Similarity	NPC472218
0.7745	Intermediate Similarity	NPC472219
0.7742	Intermediate Similarity	NPC474570
0.7742	Intermediate Similarity	NPC474889
0.7742	Intermediate Similarity	NPC105495
0.7742	Intermediate Similarity	NPC474679
0.7736	Intermediate Similarity	NPC63609
0.7736	Intermediate Similarity	NPC270958
0.7736	Intermediate Similarity	NPC477031
0.7732	Intermediate Similarity	NPC243728
0.7732	Intermediate Similarity	NPC187159
0.7732	Intermediate Similarity	NPC473890
0.7723	Intermediate Similarity	NPC242748
0.7723	Intermediate Similarity	NPC473923
0.7723	Intermediate Similarity	NPC473476
0.7723	Intermediate Similarity	NPC469874
0.7723	Intermediate Similarity	NPC474569
0.7723	Intermediate Similarity	NPC60315
0.7723	Intermediate Similarity	NPC475290
0.7723	Intermediate Similarity	NPC181845
0.7723	Intermediate Similarity	NPC473199
0.7717	Intermediate Similarity	NPC271967
0.7714	Intermediate Similarity	NPC52634
0.7708	Intermediate Similarity	NPC48330
0.7708	Intermediate Similarity	NPC241047

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 NPC470612 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	168
0.1-0.2	1616
0.2-0.3	4350
0.3-0.4	2120
0.4-0.5	438
0.5-0.6	177
0.6-0.7	197
0.7-0.8	76
0.8-0.85	8
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8132	Intermediate Similarity	NPD6051	Approved
0.8065	Intermediate Similarity	NPD6399	Phase 3
0.8	Intermediate Similarity	NPD7521	Approved
0.8	Intermediate Similarity	NPD7146	Approved
0.8	Intermediate Similarity	NPD6684	Approved
0.8	Intermediate Similarity	NPD5330	Approved
0.8	Intermediate Similarity	NPD6409	Approved
0.8	Intermediate Similarity	NPD7334	Approved
0.79	Intermediate Similarity	NPD6008	Approved
0.7826	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7826	Intermediate Similarity	NPD6903	Approved
0.7674	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.7653	Intermediate Similarity	NPD7638	Approved
0.7634	Intermediate Similarity	NPD6672	Approved
0.7634	Intermediate Similarity	NPD5737	Approved
0.7609	Intermediate Similarity	NPD6098	Approved
0.7576	Intermediate Similarity	NPD7640	Approved
0.7576	Intermediate Similarity	NPD7639	Approved
0.7558	Intermediate Similarity	NPD6942	Approved
0.7558	Intermediate Similarity	NPD7339	Approved
0.7553	Intermediate Similarity	NPD6904	Approved
0.7553	Intermediate Similarity	NPD6673	Approved
0.7553	Intermediate Similarity	NPD6080	Approved
0.7391	Intermediate Similarity	NPD4786	Approved
0.7379	Intermediate Similarity	NPD7128	Approved
0.7379	Intermediate Similarity	NPD5739	Approved
0.7379	Intermediate Similarity	NPD6402	Approved
0.7379	Intermediate Similarity	NPD6675	Approved
0.7374	Intermediate Similarity	NPD6084	Phase 2
0.7374	Intermediate Similarity	NPD6083	Phase 2
0.7347	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.734	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD6373	Approved
0.7333	Intermediate Similarity	NPD7525	Registered
0.7333	Intermediate Similarity	NPD6372	Approved
0.729	Intermediate Similarity	NPD8297	Approved
0.7263	Intermediate Similarity	NPD5208	Approved
0.7245	Intermediate Similarity	NPD7900	Approved
0.7245	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7241	Intermediate Similarity	NPD4784	Approved
0.7241	Intermediate Similarity	NPD4785	Approved
0.7238	Intermediate Similarity	NPD6881	Approved
0.7238	Intermediate Similarity	NPD7320	Approved
0.7238	Intermediate Similarity	NPD6899	Approved
0.7232	Intermediate Similarity	NPD8033	Approved
0.7216	Intermediate Similarity	NPD8034	Phase 2
0.7216	Intermediate Similarity	NPD5693	Phase 1
0.7216	Intermediate Similarity	NPD8035	Phase 2
0.7216	Intermediate Similarity	NPD6050	Approved
0.7209	Intermediate Similarity	NPD4243	Approved
0.7204	Intermediate Similarity	NPD3668	Phase 3
0.7204	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7196	Intermediate Similarity	NPD6649	Approved
0.7196	Intermediate Similarity	NPD8130	Phase 1
0.7196	Intermediate Similarity	NPD6650	Approved
0.7174	Intermediate Similarity	NPD3667	Approved
0.7172	Intermediate Similarity	NPD5695	Phase 3
0.7143	Intermediate Similarity	NPD6412	Phase 2
0.7143	Intermediate Similarity	NPD8377	Approved
0.7143	Intermediate Similarity	NPD5701	Approved
0.7143	Intermediate Similarity	NPD8294	Approved
0.7143	Intermediate Similarity	NPD5697	Approved
0.713	Intermediate Similarity	NPD6882	Approved
0.7129	Intermediate Similarity	NPD5696	Approved
0.7117	Intermediate Similarity	NPD7328	Approved
0.7117	Intermediate Similarity	NPD7327	Approved
0.7113	Intermediate Similarity	NPD5692	Phase 3
0.7103	Intermediate Similarity	NPD6883	Approved
0.7103	Intermediate Similarity	NPD7290	Approved
0.7103	Intermediate Similarity	NPD7102	Approved
0.7097	Intermediate Similarity	NPD6695	Phase 3
0.708	Intermediate Similarity	NPD8296	Approved
0.708	Intermediate Similarity	NPD8380	Approved
0.708	Intermediate Similarity	NPD8378	Approved
0.708	Intermediate Similarity	NPD8379	Approved
0.708	Intermediate Similarity	NPD8335	Approved
0.7075	Intermediate Similarity	NPD6011	Approved
0.7071	Intermediate Similarity	NPD7748	Approved
0.7064	Intermediate Similarity	NPD4632	Approved
0.7054	Intermediate Similarity	NPD7516	Approved
0.7041	Intermediate Similarity	NPD5694	Approved
0.7041	Intermediate Similarity	NPD7637	Suspended
0.7037	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD6869	Approved
0.7037	Intermediate Similarity	NPD6847	Approved
0.7037	Intermediate Similarity	NPD6617	Approved
0.7033	Intermediate Similarity	NPD4195	Approved
0.703	Intermediate Similarity	NPD7902	Approved
0.7021	Intermediate Similarity	NPD3133	Approved
0.7021	Intermediate Similarity	NPD3666	Approved
0.7021	Intermediate Similarity	NPD3665	Phase 1
0.7009	Intermediate Similarity	NPD6014	Approved
0.7009	Intermediate Similarity	NPD6012	Approved
0.7009	Intermediate Similarity	NPD6013	Approved
0.6991	Remote Similarity	NPD6319	Approved
0.6979	Remote Similarity	NPD7750	Discontinued
0.697	Remote Similarity	NPD4202	Approved
0.6939	Remote Similarity	NPD5207	Approved
0.693	Remote Similarity	NPD7503	Approved
0.6923	Remote Similarity	NPD7632	Discontinued
0.69	Remote Similarity	NPD6001	Approved
0.69	Remote Similarity	NPD5707	Approved
0.6875	Remote Similarity	NPD6009	Approved
0.6869	Remote Similarity	NPD5281	Approved
0.6869	Remote Similarity	NPD5284	Approved
0.6863	Remote Similarity	NPD4755	Approved
0.6854	Remote Similarity	NPD6924	Approved
0.6854	Remote Similarity	NPD6926	Approved
0.6848	Remote Similarity	NPD6929	Approved
0.6837	Remote Similarity	NPD5328	Approved
0.6837	Remote Similarity	NPD4753	Phase 2
0.6818	Remote Similarity	NPD6053	Discontinued
0.681	Remote Similarity	NPD7604	Phase 2
0.6809	Remote Similarity	NPD4223	Phase 3
0.6809	Remote Similarity	NPD4221	Approved
0.6804	Remote Similarity	NPD7524	Approved
0.6783	Remote Similarity	NPD5983	Phase 2
0.678	Remote Similarity	NPD8293	Discontinued
0.6778	Remote Similarity	NPD4190	Phase 3
0.6778	Remote Similarity	NPD5275	Approved
0.6774	Remote Similarity	NPD6931	Approved
0.6774	Remote Similarity	NPD6930	Phase 2
0.6774	Remote Similarity	NPD4748	Discontinued
0.6771	Remote Similarity	NPD5329	Approved
0.6771	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD7492	Approved
0.6731	Remote Similarity	NPD5285	Approved
0.6731	Remote Similarity	NPD4700	Approved
0.6731	Remote Similarity	NPD5286	Approved
0.6731	Remote Similarity	NPD4696	Approved
0.6723	Remote Similarity	NPD7736	Approved
0.6703	Remote Similarity	NPD6933	Approved
0.6701	Remote Similarity	NPD3618	Phase 1
0.67	Remote Similarity	NPD6079	Approved
0.67	Remote Similarity	NPD7515	Phase 2
0.6698	Remote Similarity	NPD6052	Approved
0.6696	Remote Similarity	NPD6059	Approved
0.6696	Remote Similarity	NPD6054	Approved
0.6695	Remote Similarity	NPD6616	Approved
0.6695	Remote Similarity	NPD7507	Approved
0.6695	Remote Similarity	NPD6336	Discontinued
0.6667	Remote Similarity	NPD6335	Approved
0.6667	Remote Similarity	NPD4197	Approved
0.6667	Remote Similarity	NPD7645	Phase 2
0.6667	Remote Similarity	NPD5223	Approved
0.6667	Remote Similarity	NPD5654	Approved
0.6639	Remote Similarity	NPD7078	Approved
0.6637	Remote Similarity	NPD6274	Approved
0.6632	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.663	Remote Similarity	NPD6925	Approved
0.663	Remote Similarity	NPD5776	Phase 2
0.663	Remote Similarity	NPD6932	Approved
0.6629	Remote Similarity	NPD7152	Approved
0.6629	Remote Similarity	NPD5777	Approved
0.6629	Remote Similarity	NPD7151	Approved
0.6629	Remote Similarity	NPD7150	Approved
0.6609	Remote Similarity	NPD7101	Approved
0.6609	Remote Similarity	NPD7100	Approved
0.6607	Remote Similarity	NPD8133	Approved
0.6606	Remote Similarity	NPD6686	Approved
0.6604	Remote Similarity	NPD5225	Approved
0.6604	Remote Similarity	NPD5224	Approved
0.6604	Remote Similarity	NPD5211	Phase 2
0.6604	Remote Similarity	NPD5226	Approved
0.6604	Remote Similarity	NPD4633	Approved
0.6591	Remote Similarity	NPD6923	Approved
0.6591	Remote Similarity	NPD6922	Approved
0.6581	Remote Similarity	NPD6370	Approved
0.6579	Remote Similarity	NPD6317	Approved
0.6574	Remote Similarity	NPD4767	Approved
0.6574	Remote Similarity	NPD4768	Approved
0.6559	Remote Similarity	NPD7145	Approved
0.6545	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6542	Remote Similarity	NPD4754	Approved
0.6542	Remote Similarity	NPD5174	Approved
0.6542	Remote Similarity	NPD5175	Approved
0.6538	Remote Similarity	NPD5959	Approved
0.6535	Remote Similarity	NPD7087	Discontinued
0.6531	Remote Similarity	NPD5205	Approved
0.6531	Remote Similarity	NPD4690	Approved
0.6531	Remote Similarity	NPD4138	Approved
0.6531	Remote Similarity	NPD4689	Approved
0.6531	Remote Similarity	NPD4693	Phase 3
0.6531	Remote Similarity	NPD4688	Approved
0.6529	Remote Similarity	NPD7319	Approved
0.6522	Remote Similarity	NPD6314	Approved
0.6522	Remote Similarity	NPD6313	Approved
0.6517	Remote Similarity	NPD7143	Approved
0.6517	Remote Similarity	NPD7144	Approved
0.6514	Remote Similarity	NPD6614	Approved
0.6514	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6505	Remote Similarity	NPD4629	Approved
0.6505	Remote Similarity	NPD5210	Approved
0.6496	Remote Similarity	NPD6909	Approved
0.6496	Remote Similarity	NPD6908	Approved
0.6496	Remote Similarity	NPD6015	Approved
0.6496	Remote Similarity	NPD6016	Approved
0.6489	Remote Similarity	NPD6683	Phase 2
0.6486	Remote Similarity	NPD4634	Approved
0.6481	Remote Similarity	NPD5141	Approved

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data