NPASS Compound

Structure

NPC475128 OpenBabel07101718222D 46 49 0 0 1 0 0 0 0 0999 V2000 -0.7998 -2.3088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2252 1.0146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8861 2.5126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4077 0.8941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7774 2.1183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7917 -1.6562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1451 -0.8030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5622 -0.7327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3982 0.9235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5984 -0.4618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7987 3.6940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9989 3.2323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5984 3.2323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9989 2.3088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5984 2.3088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5996 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7998 0.4618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6530 -1.5765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9572 -1.1371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1991 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7998 -1.3853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4808 0.1272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6188 1.9504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8455 1.6268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8618 2.2389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7987 1.8470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5765 -1.5765 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.9235 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.7987 0.9235 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5996 -0.9235 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9146 -0.3788 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.1991 -0.9235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2295 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5765 0.6530 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6530 0.6530 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2295 -0.9235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.5984 0.4618 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4720 2.3038 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1989 2.4800 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5084 3.0921 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9989 -1.3853 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4982 1.0348 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9299 1.5062 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2996 1.5062 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3993 -1.3853 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 2 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 25 1 0 0 0 0 6 36 1 0 0 0 0 7 36 1 0 0 0 0 9 38 1 0 0 0 0 10 38 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 13 15 2 0 0 0 0 14 26 2 0 0 0 0 15 26 1 0 0 0 0 16 17 1 0 0 0 0 16 30 1 0 0 0 0 17 37 1 0 0 0 0 18 28 1 0 0 0 0 19 27 1 0 0 0 0 19 31 1 0 0 0 0 20 32 1 0 0 0 0 21 28 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 22 33 2 0 0 0 0 23 39 2 0 0 0 0 23 43 1 0 0 0 0 24 40 2 0 0 0 0 24 44 1 0 0 0 0 25 41 2 0 0 0 0 25 45 1 0 0 0 0 26 29 1 0 0 0 0 27 18 1 6 0 0 0 27 36 1 0 0 0 0 28 37 1 6 0 0 0 29 20 1 1 0 0 0 29 38 1 0 0 0 0 30 46 1 1 0 0 0 31 43 1 6 0 0 0 32 42 2 0 0 0 0 32 46 1 0 0 0 0 33 34 1 0 0 0 0 33 36 1 0 0 0 0 34 35 1 0 0 0 0 34 44 1 6 0 0 0 35 37 1 1 0 0 0 35 45 1 0 0 0 0 37 8 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	637.36
Volume:	671.873
LogP:	4.883
LogD:	3.779
LogS:	-4.997
# Rotatable Bonds:	12
TPSA:	108.44
# H-Bond Aceptor:	9
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	9

MedChem Properties

QED Drug-Likeness Score:	0.189
Synthetic Accessibility Score:	5.649
Fsp3:	0.622
Lipinski Rule-of-5:	Accepted
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:	-5.079
MDCK Permeability:	9.62274061748758e-05
Pgp-inhibitor:	1.0
Pgp-substrate:	0.995
Human Intestinal Absorption (HIA):	0.013
20% Bioavailability (F20%):	0.005
30% Bioavailability (F30%):	0.478

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.018
Plasma Protein Binding (PPB):	76.32059478759766%
Volume Distribution (VD):	2.7
Pgp-substrate:	19.961811065673828%

ADMET: Metabolism

CYP1A2-inhibitor:	0.033
CYP1A2-substrate:	0.036
CYP2C19-inhibitor:	0.141
CYP2C19-substrate:	0.681
CYP2C9-inhibitor:	0.473
CYP2C9-substrate:	0.052
CYP2D6-inhibitor:	0.771
CYP2D6-substrate:	0.258
CYP3A4-inhibitor:	0.789
CYP3A4-substrate:	0.822

ADMET: Excretion

Clearance (CL):	4.703
Half-life (T1/2):	0.01

ADMET: Toxicity

hERG Blockers:	0.259
Human Hepatotoxicity (H-HT):	0.974
Drug-inuced Liver Injury (DILI):	0.962
AMES Toxicity:	0.013
Rat Oral Acute Toxicity:	0.687
Maximum Recommended Daily Dose:	0.985
Skin Sensitization:	0.092
Carcinogencity:	0.089
Eye Corrosion:	0.004
Eye Irritation:	0.013
Respiratory Toxicity:	0.924

Download Data

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

Natural Product: NPC475128

Natural Product ID:	NPC475128
*Common Name:**	CBAKLDDYQIIIJT-DDQXOTRXSA-N
IUPAC Name:	n.a.
Synonyms:	7,2'-Didesacetoxyaustrospicatine
Standard InCHIKey:	CBAKLDDYQIIIJT-DDQXOTRXSA-N
Standard InCHI:	InChI=1S/C37H51NO8/c1-21-28-18-27-19-31(43-23(3)39)22(2)33(36(27,6)7)34(44-24(4)40)35(45-25(5)41)37(28,8)17-16-30(21)46-32(42)20-29(38(9)10)26-14-12-11-13-15-26/h11-15,27-31,34-35H,1,16-20H2,2-10H3/t27-,28-,29-,30+,31+,34-,35+,37-/m1/s1
SMILES:	CC1=C2C(C(C3(CCC(C(=C)C3CC(C2(C)C)CC1OC(=O)C)OC(=O)CC(C4=CC=CC=C4)N(C)C)C)OC(=O)C)OC(=O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL498971
PubChem CID:	44566206
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids [CHEMONTID:0000676] Taxanes 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
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	Japan	n.a.	PMID[14987066]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15844936]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15974623]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	Japan	n.a.	PMID[15974623]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
Others	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Activity	=	119.0	%	PMID[548390]

☑ 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 NPC475128 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	176
0.1-0.2	822
0.2-0.3	1951
0.3-0.4	5870
0.4-0.5	20214
0.5-0.6	12238
0.6-0.7	1352
0.7-0.8	66
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9778	High Similarity	NPC260194
0.9635	High Similarity	NPC94602
0.9562	High Similarity	NPC473541
0.8102	Intermediate Similarity	NPC469742
0.8	Intermediate Similarity	NPC195224
0.7926	Intermediate Similarity	NPC89324
0.7832	Intermediate Similarity	NPC472418
0.7817	Intermediate Similarity	NPC225103
0.7801	Intermediate Similarity	NPC473423
0.7762	Intermediate Similarity	NPC472388
0.7762	Intermediate Similarity	NPC473443
0.7754	Intermediate Similarity	NPC473439
0.7754	Intermediate Similarity	NPC300827
0.7708	Intermediate Similarity	NPC472361
0.7698	Intermediate Similarity	NPC473749
0.7655	Intermediate Similarity	NPC209851
0.7655	Intermediate Similarity	NPC471880
0.7655	Intermediate Similarity	NPC472394
0.7655	Intermediate Similarity	NPC80599
0.7643	Intermediate Similarity	NPC12016
0.7603	Intermediate Similarity	NPC472437
0.7589	Intermediate Similarity	NPC472373
0.7586	Intermediate Similarity	NPC36607
0.7568	Intermediate Similarity	NPC472374
0.7568	Intermediate Similarity	NPC472372
0.7535	Intermediate Similarity	NPC471758
0.7534	Intermediate Similarity	NPC475493
0.7485	Intermediate Similarity	NPC327699
0.7483	Intermediate Similarity	NPC45821
0.7442	Intermediate Similarity	NPC471623
0.74	Intermediate Similarity	NPC184109
0.7399	Intermediate Similarity	NPC306001
0.7399	Intermediate Similarity	NPC324251
0.7399	Intermediate Similarity	NPC475336
0.7399	Intermediate Similarity	NPC453583
0.7399	Intermediate Similarity	NPC473300
0.7399	Intermediate Similarity	NPC473400
0.7399	Intermediate Similarity	NPC471629
0.7399	Intermediate Similarity	NPC317882
0.7399	Intermediate Similarity	NPC471754
0.7399	Intermediate Similarity	NPC275170
0.7399	Intermediate Similarity	NPC206211
0.7361	Intermediate Similarity	NPC473082
0.7356	Intermediate Similarity	NPC33372
0.7356	Intermediate Similarity	NPC67246
0.7351	Intermediate Similarity	NPC472371
0.7351	Intermediate Similarity	NPC472395
0.7329	Intermediate Similarity	NPC93632
0.7325	Intermediate Similarity	NPC472761
0.732	Intermediate Similarity	NPC34012
0.7292	Intermediate Similarity	NPC473083
0.7273	Intermediate Similarity	NPC262216
0.7241	Intermediate Similarity	NPC470816
0.7232	Intermediate Similarity	NPC242662
0.7232	Intermediate Similarity	NPC191193
0.7232	Intermediate Similarity	NPC215892
0.7232	Intermediate Similarity	NPC321072
0.72	Intermediate Similarity	NPC4242
0.72	Intermediate Similarity	NPC471911
0.7195	Intermediate Similarity	NPC253738
0.7194	Intermediate Similarity	NPC476476
0.7192	Intermediate Similarity	NPC171007
0.7192	Intermediate Similarity	NPC190849
0.7191	Intermediate Similarity	NPC208553
0.7191	Intermediate Similarity	NPC181964
0.7191	Intermediate Similarity	NPC471606
0.719	Intermediate Similarity	NPC475400
0.7163	Intermediate Similarity	NPC473860
0.7152	Intermediate Similarity	NPC473399
0.7152	Intermediate Similarity	NPC470274
0.7152	Intermediate Similarity	NPC473216
0.7152	Intermediate Similarity	NPC66761
0.7152	Intermediate Similarity	NPC472577
0.7152	Intermediate Similarity	NPC195647
0.7152	Intermediate Similarity	NPC291638
0.7152	Intermediate Similarity	NPC17877
0.7151	Intermediate Similarity	NPC473558
0.7151	Intermediate Similarity	NPC473490
0.7143	Intermediate Similarity	NPC278272
0.7143	Intermediate Similarity	NPC120667
0.7134	Intermediate Similarity	NPC474935
0.7133	Intermediate Similarity	NPC90693
0.7133	Intermediate Similarity	NPC64897
0.7124	Intermediate Similarity	NPC239770
0.7123	Intermediate Similarity	NPC470818
0.7122	Intermediate Similarity	NPC473869
0.7117	Intermediate Similarity	NPC73644
0.7115	Intermediate Similarity	NPC31171
0.7115	Intermediate Similarity	NPC80895
0.7115	Intermediate Similarity	NPC237240
0.7115	Intermediate Similarity	NPC38696
0.7115	Intermediate Similarity	NPC471912
0.7105	Intermediate Similarity	NPC472545
0.7105	Intermediate Similarity	NPC472551
0.7097	Intermediate Similarity	NPC472546
0.7092	Intermediate Similarity	NPC152812
0.7086	Intermediate Similarity	NPC474608
0.7083	Intermediate Similarity	NPC70973
0.7078	Intermediate Similarity	NPC211137
0.7078	Intermediate Similarity	NPC48017
0.7078	Intermediate Similarity	NPC476094
0.7078	Intermediate Similarity	NPC473112
0.7078	Intermediate Similarity	NPC4341
0.7078	Intermediate Similarity	NPC472547
0.7078	Intermediate Similarity	NPC473060
0.7078	Intermediate Similarity	NPC473085
0.7078	Intermediate Similarity	NPC473109
0.7078	Intermediate Similarity	NPC184747
0.7078	Intermediate Similarity	NPC473758
0.7078	Intermediate Similarity	NPC43241
0.7078	Intermediate Similarity	NPC200592
0.7078	Intermediate Similarity	NPC473081
0.7078	Intermediate Similarity	NPC183270
0.7078	Intermediate Similarity	NPC477904
0.7078	Intermediate Similarity	NPC473613
0.7078	Intermediate Similarity	NPC147880
0.7072	Intermediate Similarity	NPC472392
0.7072	Intermediate Similarity	NPC472375
0.707	Intermediate Similarity	NPC173934
0.707	Intermediate Similarity	NPC277053
0.707	Intermediate Similarity	NPC301946
0.7066	Intermediate Similarity	NPC30171
0.7059	Intermediate Similarity	NPC39549
0.7055	Intermediate Similarity	NPC235460
0.7047	Intermediate Similarity	NPC147561
0.7039	Intermediate Similarity	NPC471864
0.7033	Intermediate Similarity	NPC472391
0.7032	Intermediate Similarity	NPC224491
0.7032	Intermediate Similarity	NPC16912
0.7021	Intermediate Similarity	NPC470820
0.7014	Intermediate Similarity	NPC37641
0.7014	Intermediate Similarity	NPC311175
0.7013	Intermediate Similarity	NPC210591
0.7013	Intermediate Similarity	NPC214550
0.7013	Intermediate Similarity	NPC475652
0.7007	Intermediate Similarity	NPC473111
0.7007	Intermediate Similarity	NPC473110
0.7	Intermediate Similarity	NPC475427
0.6993	Remote Similarity	NPC470814
0.6987	Remote Similarity	NPC63737
0.6986	Remote Similarity	NPC307139
0.6981	Remote Similarity	NPC201692
0.6981	Remote Similarity	NPC217918
0.6972	Remote Similarity	NPC84129
0.697	Remote Similarity	NPC476750
0.6968	Remote Similarity	NPC261709
0.6968	Remote Similarity	NPC171207
0.6968	Remote Similarity	NPC473440
0.6968	Remote Similarity	NPC111586
0.6968	Remote Similarity	NPC90614
0.6968	Remote Similarity	NPC108852
0.6968	Remote Similarity	NPC97667
0.6966	Remote Similarity	NPC473889
0.6966	Remote Similarity	NPC160493
0.6966	Remote Similarity	NPC475328
0.6959	Remote Similarity	NPC253681
0.6957	Remote Similarity	NPC275839
0.6957	Remote Similarity	NPC289383
0.6954	Remote Similarity	NPC313663
0.6948	Remote Similarity	NPC283375
0.6948	Remote Similarity	NPC475373
0.6948	Remote Similarity	NPC243893
0.6948	Remote Similarity	NPC262324
0.6948	Remote Similarity	NPC183122
0.6943	Remote Similarity	NPC191082
0.6943	Remote Similarity	NPC139067
0.6943	Remote Similarity	NPC473673
0.6943	Remote Similarity	NPC246480
0.6943	Remote Similarity	NPC270498
0.6943	Remote Similarity	NPC147217
0.6943	Remote Similarity	NPC177340
0.6943	Remote Similarity	NPC475429
0.6939	Remote Similarity	NPC114927
0.6936	Remote Similarity	NPC475345
0.6933	Remote Similarity	NPC93343
0.6933	Remote Similarity	NPC475138
0.6933	Remote Similarity	NPC217801
0.6928	Remote Similarity	NPC477893
0.6923	Remote Similarity	NPC472576
0.6923	Remote Similarity	NPC118080
0.6923	Remote Similarity	NPC41481
0.6923	Remote Similarity	NPC291599
0.6923	Remote Similarity	NPC27377
0.6923	Remote Similarity	NPC87448
0.6923	Remote Similarity	NPC97947
0.6919	Remote Similarity	NPC476113
0.6919	Remote Similarity	NPC116862
0.6918	Remote Similarity	NPC473871
0.6918	Remote Similarity	NPC473870
0.6913	Remote Similarity	NPC230331
0.691	Remote Similarity	NPC40539
0.6908	Remote Similarity	NPC15850
0.6899	Remote Similarity	NPC95265
0.6899	Remote Similarity	NPC51314
0.6899	Remote Similarity	NPC57628
0.6899	Remote Similarity	NPC125106
0.6899	Remote Similarity	NPC470231
0.6899	Remote Similarity	NPC163719
0.6899	Remote Similarity	NPC67777
0.6899	Remote Similarity	NPC95810

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 NPC475128 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	127
0.1-0.2	499
0.2-0.3	820
0.3-0.4	1894
0.4-0.5	3406
0.5-0.6	2016
0.6-0.7	376
0.7-0.8	12
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
0.7612	Intermediate Similarity	NPD2607	Approved
0.7529	Intermediate Similarity	NPD8424	Clinical (unspecified phase)
0.7442	Intermediate Similarity	NPD8360	Approved
0.7442	Intermediate Similarity	NPD8361	Approved
0.7442	Intermediate Similarity	NPD8435	Approved
0.7365	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.7191	Intermediate Similarity	NPD8485	Approved
0.7172	Intermediate Similarity	NPD5667	Approved
0.7135	Intermediate Similarity	NPD8368	Discontinued
0.7115	Intermediate Similarity	NPD7274	Clinical (unspecified phase)
0.711	Intermediate Similarity	NPD8407	Phase 2
0.7089	Intermediate Similarity	NPD8389	Clinical (unspecified phase)
0.7072	Intermediate Similarity	NPD8486	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD5704	Approved
0.7037	Intermediate Similarity	NPD5706	Approved
0.7037	Intermediate Similarity	NPD5705	Approved
0.6968	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD7715	Approved
0.6954	Remote Similarity	NPD7714	Approved
0.6901	Remote Similarity	NPD4574	Approved
0.6901	Remote Similarity	NPD4576	Approved
0.6884	Remote Similarity	NPD5239	Approved
0.6884	Remote Similarity	NPD5240	Approved
0.6884	Remote Similarity	NPD5236	Approved
0.6884	Remote Similarity	NPD5237	Approved
0.6884	Remote Similarity	NPD5235	Approved
0.6879	Remote Similarity	NPD4766	Approved
0.6867	Remote Similarity	NPD2613	Approved
0.6842	Remote Similarity	NPD7713	Phase 3
0.68	Remote Similarity	NPD8658	Clinical (unspecified phase)
0.679	Remote Similarity	NPD7606	Phase 3
0.6784	Remote Similarity	NPD4481	Phase 3
0.6763	Remote Similarity	NPD5312	Approved
0.6763	Remote Similarity	NPD1756	Approved
0.6763	Remote Similarity	NPD5313	Approved
0.6763	Remote Similarity	NPD1752	Approved
0.6755	Remote Similarity	NPD5202	Clinical (unspecified phase)
0.6753	Remote Similarity	NPD8302	Clinical (unspecified phase)
0.6736	Remote Similarity	NPD6065	Approved
0.6735	Remote Similarity	NPD4217	Approved
0.6735	Remote Similarity	NPD4216	Approved
0.6735	Remote Similarity	NPD3131	Approved
0.6735	Remote Similarity	NPD4215	Approved
0.6735	Remote Similarity	NPD2608	Approved
0.6735	Remote Similarity	NPD2609	Approved
0.6735	Remote Similarity	NPD2612	Approved
0.6735	Remote Similarity	NPD2611	Approved
0.6735	Remote Similarity	NPD3132	Approved
0.6735	Remote Similarity	NPD2610	Approved
0.6735	Remote Similarity	NPD4218	Approved
0.6732	Remote Similarity	NPD2572	Clinical (unspecified phase)
0.6732	Remote Similarity	NPD3090	Approved
0.6732	Remote Similarity	NPD4746	Phase 3
0.6732	Remote Similarity	NPD3616	Approved
0.6732	Remote Similarity	NPD3614	Approved
0.6732	Remote Similarity	NPD2570	Approved
0.6732	Remote Similarity	NPD2566	Approved
0.6732	Remote Similarity	NPD3087	Approved
0.6732	Remote Similarity	NPD4745	Approved
0.6732	Remote Similarity	NPD2571	Approved
0.6732	Remote Similarity	NPD2573	Approved
0.6732	Remote Similarity	NPD3088	Approved
0.6732	Remote Similarity	NPD2574	Discontinued
0.6732	Remote Similarity	NPD3615	Approved
0.6732	Remote Similarity	NPD3089	Approved
0.6714	Remote Similarity	NPD2201	Approved
0.6708	Remote Similarity	NPD7478	Approved
0.6707	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.669	Remote Similarity	NPD1373	Approved
0.669	Remote Similarity	NPD1371	Approved
0.669	Remote Similarity	NPD1374	Approved
0.669	Remote Similarity	NPD1370	Approved
0.6688	Remote Similarity	NPD6311	Approved
0.6688	Remote Similarity	NPD6310	Approved
0.6688	Remote Similarity	NPD6309	Approved
0.6667	Remote Similarity	NPD2626	Approved
0.6667	Remote Similarity	NPD2625	Approved
0.6667	Remote Similarity	NPD2627	Approved
0.6667	Remote Similarity	NPD8462	Phase 1
0.6667	Remote Similarity	NPD2569	Approved
0.6667	Remote Similarity	NPD2160	Approved
0.6667	Remote Similarity	NPD2567	Approved
0.6667	Remote Similarity	NPD2628	Approved
0.6667	Remote Similarity	NPD2159	Approved
0.6645	Remote Similarity	NPD4686	Approved
0.6645	Remote Similarity	NPD5203	Approved
0.6645	Remote Similarity	NPD4620	Approved
0.6645	Remote Similarity	NPD4617	Approved
0.6645	Remote Similarity	NPD4684	Phase 3
0.6645	Remote Similarity	NPD4685	Phase 3
0.6645	Remote Similarity	NPD5201	Approved
0.6644	Remote Similarity	NPD6025	Phase 1
0.6643	Remote Similarity	NPD4234	Approved
0.6643	Remote Similarity	NPD1711	Phase 2
0.6643	Remote Similarity	NPD3646	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD4233	Approved
0.6627	Remote Similarity	NPD6385	Approved
0.6627	Remote Similarity	NPD6677	Suspended
0.6627	Remote Similarity	NPD6386	Approved
0.6625	Remote Similarity	NPD7487	Discontinued
0.6625	Remote Similarity	NPD2575	Approved
0.6622	Remote Similarity	NPD4807	Approved
0.6622	Remote Similarity	NPD4806	Approved
0.6622	Remote Similarity	NPD7437	Approved
0.6622	Remote Similarity	NPD7436	Approved
0.6621	Remote Similarity	NPD2484	Approved
0.6621	Remote Similarity	NPD2485	Approved
0.662	Remote Similarity	NPD7094	Approved
0.662	Remote Similarity	NPD6858	Approved
0.6608	Remote Similarity	NPD6107	Approved
0.6607	Remote Similarity	NPD7244	Discontinued
0.6601	Remote Similarity	NPD6039	Approved
0.6599	Remote Similarity	NPD5306	Approved
0.6599	Remote Similarity	NPD5305	Approved
0.6585	Remote Similarity	NPD3640	Phase 3
0.6585	Remote Similarity	NPD3639	Approved
0.6585	Remote Similarity	NPD3641	Approved
0.6581	Remote Similarity	NPD5182	Approved
0.6581	Remote Similarity	NPD5184	Approved
0.6581	Remote Similarity	NPD5119	Approved
0.6581	Remote Similarity	NPD5121	Approved
0.6581	Remote Similarity	NPD5120	Approved
0.6581	Remote Similarity	NPD5185	Approved
0.6579	Remote Similarity	NPD5204	Approved
0.6577	Remote Similarity	NPD6637	Approved
0.6575	Remote Similarity	NPD2994	Approved
0.6561	Remote Similarity	NPD6294	Approved
0.6561	Remote Similarity	NPD6295	Approved
0.6558	Remote Similarity	NPD4621	Approved
0.6558	Remote Similarity	NPD4619	Approved
0.6554	Remote Similarity	NPD7813	Approved
0.6554	Remote Similarity	NPD7815	Approved
0.6552	Remote Similarity	NPD5162	Approved
0.655	Remote Similarity	NPD8003	Clinical (unspecified phase)
0.655	Remote Similarity	NPD8002	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD6667	Approved
0.6543	Remote Similarity	NPD6666	Approved
0.6532	Remote Similarity	NPD5242	Approved
0.6531	Remote Similarity	NPD8404	Phase 2
0.6531	Remote Similarity	NPD5981	Approved
0.6528	Remote Similarity	NPD2629	Approved
0.6527	Remote Similarity	NPD6873	Phase 2
0.6522	Remote Similarity	NPD7488	Clinical (unspecified phase)
0.6522	Remote Similarity	NPD7253	Phase 3
0.6519	Remote Similarity	NPD7693	Approved
0.6517	Remote Similarity	NPD7962	Phase 2
0.6513	Remote Similarity	NPD7247	Discontinued
0.6507	Remote Similarity	NPD2116	Approved
0.6507	Remote Similarity	NPD2117	Pre-registration
0.6507	Remote Similarity	NPD2115	Approved
0.6497	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.649	Remote Similarity	NPD2198	Approved
0.649	Remote Similarity	NPD2199	Approved
0.6486	Remote Similarity	NPD7667	Clinical (unspecified phase)
0.6484	Remote Similarity	NPD7235	Clinical (unspecified phase)
0.6481	Remote Similarity	NPD7910	Clinical (unspecified phase)
0.648	Remote Similarity	NPD2971	Approved
0.648	Remote Similarity	NPD2968	Approved
0.6479	Remote Similarity	NPD3643	Approved
0.6479	Remote Similarity	NPD3642	Approved
0.6479	Remote Similarity	NPD3644	Approved
0.6471	Remote Similarity	NPD3663	Approved
0.6471	Remote Similarity	NPD3664	Approved
0.6471	Remote Similarity	NPD7798	Approved
0.6471	Remote Similarity	NPD3661	Approved
0.6471	Remote Similarity	NPD3662	Phase 3
0.6467	Remote Similarity	NPD7814	Approved
0.645	Remote Similarity	NPD7114	Clinical (unspecified phase)
0.6443	Remote Similarity	NPD4136	Approved
0.6443	Remote Similarity	NPD2946	Phase 2
0.6443	Remote Similarity	NPD4135	Approved
0.6443	Remote Similarity	NPD4106	Approved
0.6438	Remote Similarity	NPD2174	Clinical (unspecified phase)
0.6434	Remote Similarity	NPD4573	Approved
0.6434	Remote Similarity	NPD4572	Approved
0.6434	Remote Similarity	NPD4571	Approved
0.6429	Remote Similarity	NPD3524	Approved
0.6429	Remote Similarity	NPD6571	Approved
0.6429	Remote Similarity	NPD6570	Approved
0.6429	Remote Similarity	NPD3526	Approved
0.6424	Remote Similarity	NPD5159	Phase 2
0.6424	Remote Similarity	NPD5158	Clinical (unspecified phase)
0.6424	Remote Similarity	NPD5157	Phase 1
0.6419	Remote Similarity	NPD4105	Approved
0.6419	Remote Similarity	NPD4102	Approved
0.6419	Remote Similarity	NPD3032	Approved
0.6419	Remote Similarity	NPD3030	Approved
0.6419	Remote Similarity	NPD3031	Approved
0.641	Remote Similarity	NPD4474	Approved
0.641	Remote Similarity	NPD4475	Approved
0.6402	Remote Similarity	NPD7837	Clinical (unspecified phase)
0.6402	Remote Similarity	NPD8165	Discontinued
0.64	Remote Similarity	NPD518	Clinical (unspecified phase)
0.6398	Remote Similarity	NPD2897	Discontinued
0.6395	Remote Similarity	NPD7036	Phase 3
0.6395	Remote Similarity	NPD7035	Approved
0.6392	Remote Similarity	NPD6817	Clinical (unspecified phase)
0.6387	Remote Similarity	NPD4738	Phase 2
0.6386	Remote Similarity	NPD7427	Discontinued
0.638	Remote Similarity	NPD7295	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