NPASS Compound

Structure

NPC21410 OpenBabel07101719252D 49 53 0 0 1 0 0 0 0 0999 V2000 -0.0632 2.8129 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4668 1.6397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5234 4.2765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5520 -0.0909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4120 -1.7302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0447 1.7730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2194 -0.3025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8540 -0.3575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9965 -0.2446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3805 0.3287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6655 0.5545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0495 1.1277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8300 1.5453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2198 2.3805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6375 0.5844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4771 1.4664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6858 2.3805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7178 2.0721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3341 4.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0785 0.5953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2695 -1.6173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1920 1.2406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2338 1.7253 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9528 2.5346 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0610 0.9669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2198 2.0721 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6858 2.0721 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3879 1.9923 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0326 1.6201 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8784 1.3531 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8611 2.0396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2787 1.3714 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7528 0.4257 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9528 1.9179 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5806 1.2733 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7178 2.9370 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8606 4.8498 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9360 0.4824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7960 -2.3034 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9528 3.3995 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9238 0.9075 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3876 2.7258 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0152 2.0210 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0036 2.1525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9688 1.6397 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6651 3.3646 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7475 1.3943 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9314 -0.0192 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 2 0 0 0 0 2 18 1 0 0 0 0 3 19 1 0 0 0 0 4 20 1 0 0 0 0 5 21 1 0 0 0 0 6 32 1 0 0 0 0 7 33 1 0 0 0 0 8 9 2 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 12 2 0 0 0 0 11 22 2 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 13 25 1 0 0 0 0 14 24 1 0 0 0 0 14 26 1 0 0 0 0 15 32 1 0 0 0 0 15 45 1 0 0 0 0 16 44 1 0 0 0 0 17 24 1 0 0 0 0 17 27 1 0 0 0 0 18 36 2 0 0 0 0 18 46 1 0 0 0 0 19 37 2 0 0 0 0 19 47 1 0 0 0 0 20 38 2 0 0 0 0 20 48 1 0 0 0 0 21 39 2 0 0 0 0 21 49 1 0 0 0 0 22 31 1 0 0 0 0 23 28 1 0 0 0 0 23 32 1 6 0 0 0 24 40 1 1 0 0 0 25 33 1 0 0 0 0 25 41 2 0 0 0 0 26 34 1 6 0 0 0 26 46 1 0 0 0 0 27 28 1 0 0 0 0 27 34 1 6 0 0 0 28 47 1 1 0 0 0 29 30 1 0 0 0 0 29 34 1 1 0 0 0 29 48 1 0 0 0 0 30 35 1 6 0 0 0 30 49 1 0 0 0 0 31 42 2 0 0 0 0 31 44 1 0 0 0 0 32 35 1 6 0 0 0 33 35 1 6 0 0 0 33 45 1 0 0 0 0 34 16 1 6 0 0 0 35 43 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	686.26
Volume:	667.832
LogP:	1.832
LogD:	1.375
LogS:	-4.107
# Rotatable Bonds:	12
TPSA:	198.26
# H-Bond Aceptor:	14
# H-Bond Donor:	2
# Rings:	5
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.238
Synthetic Accessibility Score:	6.397
Fsp3:	0.6
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:	-5.356
MDCK Permeability:	8.838114445097744e-05
Pgp-inhibitor:	0.994
Pgp-substrate:	0.962
Human Intestinal Absorption (HIA):	0.818
20% Bioavailability (F20%):	0.966
30% Bioavailability (F30%):	0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.159
Plasma Protein Binding (PPB):	35.55303955078125%
Volume Distribution (VD):	1.373
Pgp-substrate:	35.77613067626953%

ADMET: Metabolism

CYP1A2-inhibitor:	0.015
CYP1A2-substrate:	0.02
CYP2C19-inhibitor:	0.015
CYP2C19-substrate:	0.068
CYP2C9-inhibitor:	0.021
CYP2C9-substrate:	0.007
CYP2D6-inhibitor:	0.252
CYP2D6-substrate:	0.031
CYP3A4-inhibitor:	0.527
CYP3A4-substrate:	0.356

ADMET: Excretion

Clearance (CL):	2.252
Half-life (T1/2):	0.689

ADMET: Toxicity

hERG Blockers:	0.14
Human Hepatotoxicity (H-HT):	0.962
Drug-inuced Liver Injury (DILI):	0.95
AMES Toxicity:	0.034
Rat Oral Acute Toxicity:	0.699
Maximum Recommended Daily Dose:	0.982
Skin Sensitization:	0.231
Carcinogencity:	0.083
Eye Corrosion:	0.003
Eye Irritation:	0.013
Respiratory Toxicity:	0.953

Download Data

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

Natural Product: NPC21410

Natural Product ID:	NPC21410
*Common Name:**	Taxinin M
IUPAC Name:	n.a.
Synonyms:	taxinin M
Standard InCHIKey:	YGDMNNDIKAOMNZ-HWVVZVHPSA-N
Standard InCHI:	InChI=1S/C35H42O14/c1-17-24(40)14-26(46-18(2)36)34(16-44-31(42)22-11-9-8-10-12-22)27(17)28(47-19(3)37)23-13-25(41)33(7)35(43,32(23,6)15-45-33)30(49-21(5)39)29(34)48-20(4)38/h8-12,23-24,26-30,40,43H,1,13-16H2,2-7H3/t23-,24-,26-,27-,28+,29-,30-,32-,33+,34+,35-/m0/s1
SMILES:	CC(=O)O[C@@H]1[C@@H]2CC(=O)[C@@]3([C@]([C@@]2(C)CO3)(O)[C@H]([C@@H]([C@]2([C@H]1C(=C)[C@@H](O)C[C@@H]2OC(=O)C)COC(=O)c1ccccc1)OC(=O)C)OC(=O)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL309359
PubChem CID:	15226201
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0002995] Pentacarboxylic acids 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
NPO11554	Taxus sumatrana	Species	Taxaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1016/j.tet.2004.10.110]
NPO11554	Taxus sumatrana	Species	Taxaceae	Eukaryota	n.a.	twig	n.a.	DOI[10.1016/j.tet.2004.10.110]
NPO11554	Taxus sumatrana	Species	Taxaceae	Eukaryota	leaves and twigs	n.a.	n.a.	PMID[12502326]
NPO11554	Taxus sumatrana	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15679325]
NPO11554	Taxus sumatrana	Species	Taxaceae	Eukaryota	n.a.	twig	n.a.	PMID[15679325]
NPO11554	Taxus sumatrana	Species	Taxaceae	Eukaryota	n.a.	leaf	n.a.	PMID[15679325]
NPO11554	Taxus sumatrana	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18220355]
NPO11554	Taxus sumatrana	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11554	Taxus sumatrana	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11554	Taxus sumatrana	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
IC50	3
Others	6

Activity Type	# Activity
Cell Line	6
Others	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT137	Cell Line	L1210	Mus musculus	IC50	>	10.0	ug.mL-1	PMID[492199]
NPT168	Cell Line	P388	Mus musculus	IC50	=	26915348.04	nM	PMID[492200]
NPT376	Cell Line	A498	Homo sapiens	Inhibition	=	24.3	%	PMID[492201]
NPT405	Cell Line	NCI-H226	Homo sapiens	Inhibition	=	11.1	%	PMID[492201]
NPT81	Cell Line	A549	Homo sapiens	Inhibition	=	14.6	%	PMID[492201]
NPT306	Cell Line	PC-3	Homo sapiens	Inhibition	=	0.0	%	PMID[492201]
NPT2	Others	Unspecified		Control	=	115.0	%	PMID[492199]
NPT2	Others	Unspecified		Control	=	169.0	%	PMID[492199]
NPT27	Others	Unspecified		IC50	=	9.4	ug.mL-1	PMID[492199]

☑ 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 NPC21410 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	322
0.1-0.2	1102
0.2-0.3	2545
0.3-0.4	4617
0.4-0.5	9404
0.5-0.6	11095
0.6-0.7	10978
0.7-0.8	2172
0.8-0.85	245
0.85-0.9	176
0.9-0.95	34
0.95-1	7

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC473670
0.966	High Similarity	NPC217091
0.9655	High Similarity	NPC51602
0.9655	High Similarity	NPC471103
0.9595	High Similarity	NPC472393
0.9527	High Similarity	NPC106895
0.9459	High Similarity	NPC114357
0.9459	High Similarity	NPC155329
0.9459	High Similarity	NPC282239
0.9459	High Similarity	NPC259144
0.9452	High Similarity	NPC7095
0.9444	High Similarity	NPC301946
0.9444	High Similarity	NPC127857
0.9444	High Similarity	NPC277053
0.9392	High Similarity	NPC11588
0.9392	High Similarity	NPC229545
0.9392	High Similarity	NPC134685
0.9392	High Similarity	NPC219419
0.9392	High Similarity	NPC248265
0.9384	High Similarity	NPC60509
0.9384	High Similarity	NPC81698
0.9384	High Similarity	NPC250046
0.9375	High Similarity	NPC471912
0.9375	High Similarity	NPC80895
0.9329	High Similarity	NPC472549
0.932	High Similarity	NPC112216
0.932	High Similarity	NPC165260
0.932	High Similarity	NPC198455
0.932	High Similarity	NPC161239
0.931	High Similarity	NPC471100
0.931	High Similarity	NPC471107
0.9272	High Similarity	NPC471102
0.9262	High Similarity	NPC249471
0.9262	High Similarity	NPC256142
0.9262	High Similarity	NPC1173
0.9262	High Similarity	NPC473414
0.9262	High Similarity	NPC472022
0.9262	High Similarity	NPC158333
0.9262	High Similarity	NPC472030
0.9262	High Similarity	NPC237549
0.9262	High Similarity	NPC265395
0.9262	High Similarity	NPC242262
0.9262	High Similarity	NPC257213
0.9262	High Similarity	NPC304876
0.9262	High Similarity	NPC472005
0.9257	High Similarity	NPC101043
0.9257	High Similarity	NPC470153
0.9257	High Similarity	NPC306799
0.9257	High Similarity	NPC197037
0.9236	High Similarity	NPC182869
0.92	High Similarity	NPC114410
0.92	High Similarity	NPC112523
0.92	High Similarity	NPC26033
0.92	High Similarity	NPC228204
0.9195	High Similarity	NPC472548
0.9195	High Similarity	NPC477905
0.9189	High Similarity	NPC473214
0.9189	High Similarity	NPC254558
0.9189	High Similarity	NPC91730
0.9189	High Similarity	NPC470245
0.9133	High Similarity	NPC77719
0.9122	High Similarity	NPC476975
0.9122	High Similarity	NPC473215
0.9097	High Similarity	NPC471493
0.9079	High Similarity	NPC469771
0.9054	High Similarity	NPC217918
0.9041	High Similarity	NPC477894
0.9034	High Similarity	NPC87448
0.9034	High Similarity	NPC118080
0.9034	High Similarity	NPC291599
0.9034	High Similarity	NPC27377
0.9034	High Similarity	NPC97947
0.9034	High Similarity	NPC41481
0.9034	High Similarity	NPC16912
0.9034	High Similarity	NPC472576
0.9013	High Similarity	NPC11410
0.8986	High Similarity	NPC474935
0.8986	High Similarity	NPC477737
0.8973	High Similarity	NPC34012
0.8973	High Similarity	NPC472546
0.8966	High Similarity	NPC100913
0.8966	High Similarity	NPC90614
0.8966	High Similarity	NPC171207
0.8966	High Similarity	NPC275592
0.8966	High Similarity	NPC97667
0.8947	High Similarity	NPC473611
0.8947	High Similarity	NPC473632
0.8947	High Similarity	NPC469730
0.8947	High Similarity	NPC132599
0.8947	High Similarity	NPC251139
0.8924	High Similarity	NPC102465
0.8919	High Similarity	NPC174982
0.8919	High Similarity	NPC476973
0.8919	High Similarity	NPC70403
0.8919	High Similarity	NPC472571
0.8919	High Similarity	NPC177940
0.8919	High Similarity	NPC472572
0.8919	High Similarity	NPC200471
0.8919	High Similarity	NPC472575
0.8919	High Similarity	NPC470159
0.8919	High Similarity	NPC29704
0.8919	High Similarity	NPC184817
0.8919	High Similarity	NPC472556
0.8919	High Similarity	NPC96903
0.8919	High Similarity	NPC472568
0.8919	High Similarity	NPC158663
0.8919	High Similarity	NPC470157
0.8919	High Similarity	NPC469349
0.8919	High Similarity	NPC473088
0.8919	High Similarity	NPC471104
0.8919	High Similarity	NPC171525
0.8854	High Similarity	NPC471134
0.8851	High Similarity	NPC57628
0.8851	High Similarity	NPC25768
0.8851	High Similarity	NPC188865
0.8851	High Similarity	NPC95265
0.8851	High Similarity	NPC163719
0.8851	High Similarity	NPC472570
0.8851	High Similarity	NPC470231
0.8851	High Similarity	NPC11685
0.8851	High Similarity	NPC95810
0.8851	High Similarity	NPC70716
0.8851	High Similarity	NPC38696
0.8851	High Similarity	NPC470152
0.8851	High Similarity	NPC472573
0.8851	High Similarity	NPC475122
0.8851	High Similarity	NPC125106
0.8851	High Similarity	NPC241951
0.8851	High Similarity	NPC472569
0.8851	High Similarity	NPC475759
0.8851	High Similarity	NPC476974
0.8846	High Similarity	NPC55744
0.8836	High Similarity	NPC472547
0.8831	High Similarity	NPC469417
0.8819	High Similarity	NPC477893
0.8819	High Similarity	NPC477896
0.8816	High Similarity	NPC283875
0.8816	High Similarity	NPC469647
0.8816	High Similarity	NPC138641
0.8816	High Similarity	NPC22571
0.8816	High Similarity	NPC469648
0.879	High Similarity	NPC329960
0.879	High Similarity	NPC295408
0.879	High Similarity	NPC150893
0.879	High Similarity	NPC66193
0.8784	High Similarity	NPC95449
0.8784	High Similarity	NPC163087
0.8774	High Similarity	NPC469399
0.8759	High Similarity	NPC472374
0.8759	High Similarity	NPC472372
0.8758	High Similarity	NPC133430
0.8758	High Similarity	NPC469477
0.8742	High Similarity	NPC301556
0.8742	High Similarity	NPC270590
0.8742	High Similarity	NPC471101
0.8742	High Similarity	NPC266265
0.8742	High Similarity	NPC92293
0.8726	High Similarity	NPC477190
0.8726	High Similarity	NPC477188
0.8726	High Similarity	NPC43304
0.871	High Similarity	NPC477735
0.8707	High Similarity	NPC477904
0.8707	High Similarity	NPC183270
0.8699	High Similarity	NPC39549
0.8699	High Similarity	NPC184109
0.8693	High Similarity	NPC233581
0.8693	High Similarity	NPC145649
0.869	High Similarity	NPC195647
0.869	High Similarity	NPC17877
0.869	High Similarity	NPC66761
0.869	High Similarity	NPC291638
0.869	High Similarity	NPC472577
0.8679	High Similarity	NPC61891
0.8675	High Similarity	NPC281717
0.8675	High Similarity	NPC132652
0.8662	High Similarity	NPC476077
0.8658	High Similarity	NPC91703
0.8654	High Similarity	NPC477736
0.8649	High Similarity	NPC224491
0.8645	High Similarity	NPC70344
0.8634	High Similarity	NPC477471
0.8634	High Similarity	NPC477473
0.8634	High Similarity	NPC477469
0.8634	High Similarity	NPC477466
0.863	High Similarity	NPC472551
0.863	High Similarity	NPC472545
0.8627	High Similarity	NPC472398
0.8621	High Similarity	NPC474608
0.8609	High Similarity	NPC475552
0.8609	High Similarity	NPC469513
0.8609	High Similarity	NPC240115
0.8609	High Similarity	NPC473602
0.86	High Similarity	NPC34943
0.8591	High Similarity	NPC192658
0.8581	High Similarity	NPC184747
0.8581	High Similarity	NPC476094
0.8581	High Similarity	NPC4341
0.8581	High Similarity	NPC473085
0.8581	High Similarity	NPC473081
0.8581	High Similarity	NPC473060

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 NPC21410 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	270
0.1-0.2	742
0.2-0.3	1592
0.3-0.4	2890
0.4-0.5	2284
0.5-0.6	957
0.6-0.7	371
0.7-0.8	38
0.8-0.85	6
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8554	High Similarity	NPD8407	Phase 2
0.8485	Intermediate Similarity	NPD8368	Discontinued
0.8452	Intermediate Similarity	NPD8434	Phase 2
0.8354	Intermediate Similarity	NPD7799	Discontinued
0.8301	Intermediate Similarity	NPD7236	Approved
0.8246	Intermediate Similarity	NPD8361	Approved
0.8246	Intermediate Similarity	NPD8435	Approved
0.8246	Intermediate Similarity	NPD8360	Approved
0.8153	Intermediate Similarity	NPD7239	Suspended
0.8068	Intermediate Similarity	NPD8485	Approved
0.8023	Intermediate Similarity	NPD8424	Clinical (unspecified phase)
0.7933	Intermediate Similarity	NPD7966	Clinical (unspecified phase)
0.7933	Intermediate Similarity	NPD8486	Clinical (unspecified phase)
0.787	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.7714	Intermediate Similarity	NPD8150	Discontinued
0.7697	Intermediate Similarity	NPD7058	Phase 2
0.7697	Intermediate Similarity	NPD7057	Phase 3
0.7657	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.764	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7616	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.7547	Intermediate Similarity	NPD6190	Approved
0.7545	Intermediate Similarity	NPD7075	Discontinued
0.7474	Intermediate Similarity	NPD8462	Phase 1
0.747	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD6801	Discontinued
0.7403	Intermediate Similarity	NPD7961	Discontinued
0.7394	Intermediate Similarity	NPD6599	Discontinued
0.7375	Intermediate Similarity	NPD4628	Phase 3
0.7361	Intermediate Similarity	NPD2629	Approved
0.7341	Intermediate Similarity	NPD7473	Discontinued
0.732	Intermediate Similarity	NPD8404	Phase 2
0.731	Intermediate Similarity	NPD4198	Discontinued
0.7287	Intermediate Similarity	NPD8319	Approved
0.7287	Intermediate Similarity	NPD8320	Phase 1
0.7262	Intermediate Similarity	NPD5761	Phase 2
0.7262	Intermediate Similarity	NPD7819	Suspended
0.7262	Intermediate Similarity	NPD5760	Phase 2
0.7219	Intermediate Similarity	NPD3817	Phase 2
0.7219	Intermediate Similarity	NPD5402	Approved
0.7193	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.719	Intermediate Similarity	NPD6007	Clinical (unspecified phase)
0.7186	Intermediate Similarity	NPD4380	Phase 2
0.7176	Intermediate Similarity	NPD3882	Suspended
0.7168	Intermediate Similarity	NPD6232	Discontinued
0.7162	Intermediate Similarity	NPD7741	Discontinued
0.716	Intermediate Similarity	NPD8166	Discontinued
0.7159	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD7699	Phase 2
0.7151	Intermediate Similarity	NPD7700	Phase 2
0.7151	Intermediate Similarity	NPD8312	Approved
0.7151	Intermediate Similarity	NPD8313	Approved
0.7143	Intermediate Similarity	NPD7435	Discontinued
0.7135	Intermediate Similarity	NPD6764	Approved
0.7135	Intermediate Similarity	NPD6765	Approved
0.7134	Intermediate Similarity	NPD6799	Approved
0.7115	Intermediate Similarity	NPD3764	Approved
0.711	Intermediate Similarity	NPD8127	Discontinued
0.7108	Intermediate Similarity	NPD5403	Approved
0.7102	Intermediate Similarity	NPD3818	Discontinued
0.7101	Intermediate Similarity	NPD37	Approved
0.7091	Intermediate Similarity	NPD2533	Approved
0.7091	Intermediate Similarity	NPD2532	Approved
0.7091	Intermediate Similarity	NPD2534	Approved
0.7086	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD6166	Phase 2
0.7081	Intermediate Similarity	NPD6535	Approved
0.7081	Intermediate Similarity	NPD6534	Approved
0.7079	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7076	Intermediate Similarity	NPD4967	Phase 2
0.7076	Intermediate Similarity	NPD4966	Approved
0.7076	Intermediate Similarity	NPD4965	Approved
0.7076	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7062	Intermediate Similarity	NPD5844	Phase 1
0.7051	Intermediate Similarity	NPD7008	Discontinued
0.7049	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7024	Intermediate Similarity	NPD7458	Discontinued
0.7024	Intermediate Similarity	NPD3226	Approved
0.7018	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.701	Intermediate Similarity	NPD7874	Approved
0.701	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7007	Intermediate Similarity	NPD690	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD3751	Discontinued
0.7	Intermediate Similarity	NPD7808	Phase 3
0.7	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD6234	Discontinued
0.6988	Remote Similarity	NPD5401	Approved
0.6978	Remote Similarity	NPD6784	Approved
0.6978	Remote Similarity	NPD6785	Approved
0.6966	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD7305	Phase 1
0.6954	Remote Similarity	NPD3412	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD5494	Approved
0.6944	Remote Similarity	NPD7685	Pre-registration
0.6944	Remote Similarity	NPD6559	Discontinued
0.6944	Remote Similarity	NPD7251	Discontinued
0.6941	Remote Similarity	NPD7411	Suspended
0.6936	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.691	Remote Similarity	NPD7228	Approved
0.6901	Remote Similarity	NPD1934	Approved
0.6895	Remote Similarity	NPD6779	Approved
0.6895	Remote Similarity	NPD6781	Approved
0.6895	Remote Similarity	NPD6782	Approved
0.6895	Remote Similarity	NPD6780	Approved
0.6895	Remote Similarity	NPD6778	Approved
0.6895	Remote Similarity	NPD6777	Approved
0.6895	Remote Similarity	NPD6776	Approved
0.6892	Remote Similarity	NPD5951	Approved
0.689	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6889	Remote Similarity	NPD6797	Phase 2
0.6886	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6886	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6886	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD7697	Approved
0.6875	Remote Similarity	NPD230	Phase 1
0.6875	Remote Similarity	NPD3787	Discontinued
0.6875	Remote Similarity	NPD7696	Phase 3
0.6875	Remote Similarity	NPD7698	Approved
0.6845	Remote Similarity	NPD6273	Approved
0.6842	Remote Similarity	NPD5125	Phase 3
0.6842	Remote Similarity	NPD5126	Approved
0.6839	Remote Similarity	NPD7870	Phase 2
0.6839	Remote Similarity	NPD7871	Phase 2
0.6839	Remote Similarity	NPD3749	Approved
0.6836	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6833	Remote Similarity	NPD7074	Phase 3
0.6824	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD7701	Phase 2
0.6807	Remote Similarity	NPD7274	Clinical (unspecified phase)
0.6805	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6802	Remote Similarity	NPD7801	Approved
0.6798	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6782	Remote Similarity	NPD7768	Phase 2
0.6778	Remote Similarity	NPD7054	Approved
0.677	Remote Similarity	NPD6355	Discontinued
0.6768	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.6768	Remote Similarity	NPD2346	Discontinued
0.6763	Remote Similarity	NPD2801	Approved
0.6747	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.674	Remote Similarity	NPD7472	Approved
0.6737	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.6727	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6726	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6723	Remote Similarity	NPD7199	Phase 2
0.6723	Remote Similarity	NPD6959	Discontinued
0.6712	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6712	Remote Similarity	NPD2182	Approved
0.6705	Remote Similarity	NPD919	Approved
0.6701	Remote Similarity	NPD8151	Discontinued
0.6701	Remote Similarity	NPD7497	Discontinued
0.6688	Remote Similarity	NPD7457	Clinical (unspecified phase)
0.6687	Remote Similarity	NPD2800	Approved
0.6686	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2067	Discontinued
0.6667	Remote Similarity	NPD5763	Approved
0.6667	Remote Similarity	NPD7240	Approved
0.6667	Remote Similarity	NPD1471	Phase 3
0.6667	Remote Similarity	NPD5762	Approved
0.6667	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6647	Remote Similarity	NPD1512	Approved
0.6647	Remote Similarity	NPD2575	Approved
0.6647	Remote Similarity	NPD7003	Approved
0.6646	Remote Similarity	NPD7033	Discontinued
0.6646	Remote Similarity	NPD6085	Phase 2
0.6646	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6646	Remote Similarity	NPD2799	Discontinued
0.6646	Remote Similarity	NPD1510	Phase 2
0.6646	Remote Similarity	NPD6663	Approved
0.6646	Remote Similarity	NPD5740	Clinical (unspecified phase)
0.6644	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6628	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD1549	Phase 2
0.6625	Remote Similarity	NPD7095	Approved
0.6623	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.6622	Remote Similarity	NPD4141	Clinical (unspecified phase)
0.6621	Remote Similarity	NPD5048	Discontinued
0.6606	Remote Similarity	NPD5405	Approved
0.6606	Remote Similarity	NPD6100	Approved
0.6606	Remote Similarity	NPD2796	Approved
0.6606	Remote Similarity	NPD2935	Discontinued
0.6606	Remote Similarity	NPD5408	Approved
0.6606	Remote Similarity	NPD5404	Approved
0.6606	Remote Similarity	NPD6099	Approved
0.6606	Remote Similarity	NPD5406	Approved
0.6604	Remote Similarity	NPD5736	Approved
0.6601	Remote Similarity	NPD9545	Approved
0.6601	Remote Similarity	NPD6319	Approved
0.66	Remote Similarity	NPD6010	Discontinued
0.6592	Remote Similarity	NPD5710	Approved
0.6592	Remote Similarity	NPD5711	Approved
0.6584	Remote Similarity	NPD2313	Discontinued
0.6584	Remote Similarity	NPD6798	Discontinued
0.6582	Remote Similarity	NPD1470	Approved
0.6579	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD6213	Phase 3
0.6579	Remote Similarity	NPD6212	Phase 3
0.6577	Remote Similarity	NPD1609	Clinical (unspecified phase)
0.6571	Remote Similarity	NPD8455	Phase 2

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