NPASS Compound

Structure

NPC69622 OpenBabel07101719142D 33 36 0 0 1 0 0 0 0 0999 V2000 1.5180 -5.8564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5909 -3.0032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 2.8660 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 -1.9135 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 2.5472 -3.4190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8781 -4.1622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2382 -2.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1653 -5.3212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1871 -5.1132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2601 -2.2601 0.0000 C 0 0 2 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 1 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 0.9511 0.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 -0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4743 -6.2722 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2601 1.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 3 27 1 0 0 0 0 4 27 1 0 0 0 0 6 29 1 0 0 0 0 8 9 1 0 0 0 0 8 10 1 0 0 0 0 9 19 2 0 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 11 22 2 0 0 0 0 12 24 1 0 0 0 0 13 16 1 0 0 0 0 13 21 2 0 0 0 0 14 15 1 0 0 0 0 14 25 1 0 0 0 0 15 28 1 0 0 0 0 16 29 1 0 0 0 0 17 23 1 0 0 0 0 17 26 1 0 0 0 0 18 19 1 0 0 0 0 18 31 1 0 0 0 0 20 2 1 1 0 0 0 20 23 1 0 0 0 0 21 22 1 0 0 0 0 21 28 1 0 0 0 0 22 30 1 0 0 0 0 23 29 1 6 0 0 0 24 27 1 0 0 0 0 24 28 1 6 0 0 0 25 27 1 0 0 0 0 25 32 2 0 0 0 0 26 30 1 1 0 0 0 26 33 1 0 0 0 0 28 5 1 6 0 0 0 29 30 1 6 0 0 0 30 7 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	454.34
Volume:	509.035
LogP:	4.814
LogD:	4.508
LogS:	-5.054
# Rotatable Bonds:	5
TPSA:	57.53
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.472
Synthetic Accessibility Score:	5.052
Fsp3:	0.767
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.916
MDCK Permeability:	2.478603164490778e-05
Pgp-inhibitor:	0.978
Pgp-substrate:	0.003
Human Intestinal Absorption (HIA):	0.017
20% Bioavailability (F20%):	0.988
30% Bioavailability (F30%):	0.976

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.597
Plasma Protein Binding (PPB):	92.14888763427734%
Volume Distribution (VD):	1.21
Pgp-substrate:	4.888167381286621%

ADMET: Metabolism

CYP1A2-inhibitor:	0.023
CYP1A2-substrate:	0.458
CYP2C19-inhibitor:	0.092
CYP2C19-substrate:	0.954
CYP2C9-inhibitor:	0.173
CYP2C9-substrate:	0.6
CYP2D6-inhibitor:	0.021
CYP2D6-substrate:	0.595
CYP3A4-inhibitor:	0.834
CYP3A4-substrate:	0.878

ADMET: Excretion

Clearance (CL):	6.539
Half-life (T1/2):	0.815

ADMET: Toxicity

hERG Blockers:	0.117
Human Hepatotoxicity (H-HT):	0.743
Drug-inuced Liver Injury (DILI):	0.01
AMES Toxicity:	0.004
Rat Oral Acute Toxicity:	0.406
Maximum Recommended Daily Dose:	0.962
Skin Sensitization:	0.965
Carcinogencity:	0.478
Eye Corrosion:	0.045
Eye Irritation:	0.197
Respiratory Toxicity:	0.978

Download Data

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

Natural Product: NPC69622

Natural Product ID:	NPC69622
*Common Name:**	5 Alpha-Lanosta-7,9(11),24-Triene-15 Alpha-26-Dihydroxy-3-One
IUPAC Name:	(5R,10S,13R,14R,15S,17R)-15-hydroxy-17-[(Z,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-3-one
Synonyms:
Standard InCHIKey:	PBRWVXAYDRQRGX-RGKQSROTSA-N
Standard InCHI:	InChI=1S/C30H46O3/c1-19(18-31)9-8-10-20(2)23-17-26(33)30(7)22-11-12-24-27(3,4)25(32)14-15-28(24,5)21(22)13-16-29(23,30)6/h9,11,13,20,23-24,26,31,33H,8,10,12,14-18H2,1-7H3/b19-9-/t20-,23-,24+,26+,28-,29-,30-/m1/s1
SMILES:	C/C(=C/CC[C@@H](C)[C@H]1C[C@@H]([C@@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)C3=CC[C@]12C)O)/CO
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL459202
PubChem CID:	44559675
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

*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
NPO33360	ganoderma concinna	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11908995]

☑ 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	1
Others	1

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	62.0	%	PMID[573177]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	15700.0	nM	PMID[573177]

☑ 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 NPC69622 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	154
0.1-0.2	936
0.2-0.3	4284
0.3-0.4	13572
0.4-0.5	10257
0.5-0.6	7337
0.6-0.7	4585
0.7-0.8	1293
0.8-0.85	201
0.85-0.9	67
0.9-0.95	7
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9767	High Similarity	NPC472942
0.9405	High Similarity	NPC474083
0.9294	High Similarity	NPC469994
0.9231	High Similarity	NPC166745
0.9231	High Similarity	NPC235464
0.9195	High Similarity	NPC2983
0.9176	High Similarity	NPC471224
0.9111	High Similarity	NPC472932
0.9101	High Similarity	NPC250575
0.9059	High Similarity	NPC82902
0.9011	High Similarity	NPC155676
0.8966	High Similarity	NPC317590
0.8953	High Similarity	NPC474218
0.8929	High Similarity	NPC4166
0.8889	High Similarity	NPC152897
0.8889	High Similarity	NPC66429
0.8876	High Similarity	NPC320026
0.8876	High Similarity	NPC48010
0.8864	High Similarity	NPC328313
0.8851	High Similarity	NPC89077
0.8837	High Similarity	NPC59453
0.8837	High Similarity	NPC221758
0.8837	High Similarity	NPC473246
0.883	High Similarity	NPC99411
0.8824	High Similarity	NPC311092
0.8817	High Similarity	NPC197386
0.8817	High Similarity	NPC48647
0.8791	High Similarity	NPC469406
0.8764	High Similarity	NPC76879
0.8764	High Similarity	NPC472970
0.8764	High Similarity	NPC473999
0.8764	High Similarity	NPC472971
0.8764	High Similarity	NPC309603
0.875	High Similarity	NPC136548
0.875	High Similarity	NPC287079
0.8736	High Similarity	NPC470048
0.8696	High Similarity	NPC263347
0.8681	High Similarity	NPC472930
0.8681	High Similarity	NPC243866
0.8681	High Similarity	NPC474736
0.8681	High Similarity	NPC69454
0.8652	High Similarity	NPC471722
0.8652	High Similarity	NPC44181
0.8636	High Similarity	NPC475022
0.8636	High Similarity	NPC474732
0.8636	High Similarity	NPC118648
0.8636	High Similarity	NPC474733
0.8636	High Similarity	NPC51014
0.8636	High Similarity	NPC473168
0.8636	High Similarity	NPC31564
0.8636	High Similarity	NPC222613
0.8636	High Similarity	NPC145879
0.8636	High Similarity	NPC474778
0.8621	High Similarity	NPC329043
0.8621	High Similarity	NPC214043
0.8621	High Similarity	NPC58841
0.8621	High Similarity	NPC321187
0.8621	High Similarity	NPC161423
0.8621	High Similarity	NPC227064
0.8621	High Similarity	NPC165064
0.8621	High Similarity	NPC85774
0.8617	High Similarity	NPC186810
0.8617	High Similarity	NPC471717
0.8605	High Similarity	NPC151519
0.8571	High Similarity	NPC63748
0.8571	High Similarity	NPC473998
0.8571	High Similarity	NPC233116
0.8571	High Similarity	NPC475806
0.8571	High Similarity	NPC45269
0.8556	High Similarity	NPC84271
0.8556	High Similarity	NPC477943
0.8556	High Similarity	NPC77168
0.8556	High Similarity	NPC102414
0.8556	High Similarity	NPC54689
0.8542	High Similarity	NPC204450
0.8542	High Similarity	NPC473424
0.8542	High Similarity	NPC195290
0.8539	High Similarity	NPC58063
0.8539	High Similarity	NPC475740
0.8523	High Similarity	NPC469948
0.8511	High Similarity	NPC475894
0.8511	High Similarity	NPC107243
0.8506	High Similarity	NPC476082
0.8506	High Similarity	NPC278648
0.8506	High Similarity	NPC470384
0.8506	High Similarity	NPC69279
0.8506	High Similarity	NPC83569
0.8495	Intermediate Similarity	NPC259286
0.8495	Intermediate Similarity	NPC162001
0.8495	Intermediate Similarity	NPC127063
0.8495	Intermediate Similarity	NPC173875
0.8495	Intermediate Similarity	NPC222845
0.8495	Intermediate Similarity	NPC174948
0.8495	Intermediate Similarity	NPC469995
0.8495	Intermediate Similarity	NPC45324
0.8495	Intermediate Similarity	NPC318282
0.8478	Intermediate Similarity	NPC206810
0.8462	Intermediate Similarity	NPC46281
0.8462	Intermediate Similarity	NPC171441
0.8454	Intermediate Similarity	NPC111323
0.8454	Intermediate Similarity	NPC236390
0.8444	Intermediate Similarity	NPC247406
0.8444	Intermediate Similarity	NPC48866
0.8427	Intermediate Similarity	NPC72133
0.8427	Intermediate Similarity	NPC155011
0.8427	Intermediate Similarity	NPC470955
0.8427	Intermediate Similarity	NPC94755
0.8427	Intermediate Similarity	NPC20688
0.8421	Intermediate Similarity	NPC103051
0.8409	Intermediate Similarity	NPC238485
0.8404	Intermediate Similarity	NPC249954
0.8404	Intermediate Similarity	NPC456
0.8404	Intermediate Similarity	NPC328371
0.8404	Intermediate Similarity	NPC78473
0.8404	Intermediate Similarity	NPC472941
0.8391	Intermediate Similarity	NPC260956
0.8391	Intermediate Similarity	NPC201852
0.8391	Intermediate Similarity	NPC202389
0.8387	Intermediate Similarity	NPC292793
0.8387	Intermediate Similarity	NPC7165
0.8387	Intermediate Similarity	NPC474690
0.8387	Intermediate Similarity	NPC8993
0.837	Intermediate Similarity	NPC154101
0.837	Intermediate Similarity	NPC19114
0.8352	Intermediate Similarity	NPC474245
0.8352	Intermediate Similarity	NPC86319
0.8352	Intermediate Similarity	NPC186688
0.8352	Intermediate Similarity	NPC275740
0.8352	Intermediate Similarity	NPC32830
0.8352	Intermediate Similarity	NPC214387
0.8352	Intermediate Similarity	NPC31985
0.8352	Intermediate Similarity	NPC123912
0.8352	Intermediate Similarity	NPC155479
0.8352	Intermediate Similarity	NPC26959
0.8352	Intermediate Similarity	NPC268406
0.8352	Intermediate Similarity	NPC1015
0.8351	Intermediate Similarity	NPC87351
0.8333	Intermediate Similarity	NPC187376
0.8333	Intermediate Similarity	NPC312215
0.8333	Intermediate Similarity	NPC472481
0.8333	Intermediate Similarity	NPC159046
0.8333	Intermediate Similarity	NPC233836
0.8333	Intermediate Similarity	NPC154072
0.8333	Intermediate Similarity	NPC472482
0.8333	Intermediate Similarity	NPC90652
0.8333	Intermediate Similarity	NPC472484
0.8316	Intermediate Similarity	NPC469432
0.8316	Intermediate Similarity	NPC320306
0.8316	Intermediate Similarity	NPC18319
0.8316	Intermediate Similarity	NPC57416
0.8315	Intermediate Similarity	NPC202868
0.8315	Intermediate Similarity	NPC179006
0.8315	Intermediate Similarity	NPC274724
0.8315	Intermediate Similarity	NPC474853
0.8298	Intermediate Similarity	NPC271195
0.8298	Intermediate Similarity	NPC469599
0.8295	Intermediate Similarity	NPC470047
0.8295	Intermediate Similarity	NPC41539
0.8295	Intermediate Similarity	NPC470046
0.828	Intermediate Similarity	NPC109305
0.828	Intermediate Similarity	NPC134826
0.8276	Intermediate Similarity	NPC6663
0.8276	Intermediate Similarity	NPC201912
0.8276	Intermediate Similarity	NPC121984
0.8276	Intermediate Similarity	NPC38350
0.8265	Intermediate Similarity	NPC26478
0.8265	Intermediate Similarity	NPC311612
0.8261	Intermediate Similarity	NPC469400
0.8261	Intermediate Similarity	NPC191684
0.8261	Intermediate Similarity	NPC129913
0.8261	Intermediate Similarity	NPC123854
0.8261	Intermediate Similarity	NPC477147
0.8261	Intermediate Similarity	NPC477149
0.8256	Intermediate Similarity	NPC472490
0.8256	Intermediate Similarity	NPC143182
0.8256	Intermediate Similarity	NPC109546
0.8256	Intermediate Similarity	NPC28862
0.8256	Intermediate Similarity	NPC47982
0.8256	Intermediate Similarity	NPC84694
0.8256	Intermediate Similarity	NPC81306
0.8242	Intermediate Similarity	NPC471724
0.8242	Intermediate Similarity	NPC470417
0.8242	Intermediate Similarity	NPC242864
0.8242	Intermediate Similarity	NPC131470
0.8242	Intermediate Similarity	NPC294480
0.8242	Intermediate Similarity	NPC53911
0.8242	Intermediate Similarity	NPC143767
0.8235	Intermediate Similarity	NPC74995
0.8229	Intermediate Similarity	NPC477813
0.8229	Intermediate Similarity	NPC10364
0.8222	Intermediate Similarity	NPC472494
0.8222	Intermediate Similarity	NPC472974
0.8222	Intermediate Similarity	NPC28252
0.8222	Intermediate Similarity	NPC55309
0.8222	Intermediate Similarity	NPC327115
0.8222	Intermediate Similarity	NPC472491
0.8222	Intermediate Similarity	NPC212843
0.8211	Intermediate Similarity	NPC173272
0.8211	Intermediate Similarity	NPC117133
0.8202	Intermediate Similarity	NPC472265

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 NPC69622 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	142
0.1-0.2	1218
0.2-0.3	3801
0.3-0.4	2756
0.4-0.5	717
0.5-0.6	201
0.6-0.7	181
0.7-0.8	122
0.8-0.85	10
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8837	High Similarity	NPD4786	Approved
0.8636	High Similarity	NPD5279	Phase 3
0.8621	High Similarity	NPD3665	Phase 1
0.8621	High Similarity	NPD3666	Approved
0.8621	High Similarity	NPD3133	Approved
0.8605	High Similarity	NPD3667	Approved
0.8427	Intermediate Similarity	NPD5280	Approved
0.8427	Intermediate Similarity	NPD4694	Approved
0.8182	Intermediate Similarity	NPD4221	Approved
0.8182	Intermediate Similarity	NPD4223	Phase 3
0.8152	Intermediate Similarity	NPD5328	Approved
0.8152	Intermediate Similarity	NPD4753	Phase 2
0.8111	Intermediate Similarity	NPD5329	Approved
0.8085	Intermediate Similarity	NPD4202	Approved
0.8022	Intermediate Similarity	NPD5690	Phase 2
0.8022	Intermediate Similarity	NPD3618	Phase 1
0.8	Intermediate Similarity	NPD4197	Approved
0.7979	Intermediate Similarity	NPD5281	Approved
0.7979	Intermediate Similarity	NPD6079	Approved
0.7979	Intermediate Similarity	NPD5284	Approved
0.7907	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.7895	Intermediate Similarity	NPD6399	Phase 3
0.7889	Intermediate Similarity	NPD4788	Approved
0.7872	Intermediate Similarity	NPD4096	Approved
0.7865	Intermediate Similarity	NPD4139	Approved
0.7865	Intermediate Similarity	NPD4692	Approved
0.7849	Intermediate Similarity	NPD4518	Approved
0.7826	Intermediate Similarity	NPD5205	Approved
0.7826	Intermediate Similarity	NPD5330	Approved
0.7826	Intermediate Similarity	NPD4688	Approved
0.7826	Intermediate Similarity	NPD4693	Phase 3
0.7826	Intermediate Similarity	NPD4689	Approved
0.7826	Intermediate Similarity	NPD7334	Approved
0.7826	Intermediate Similarity	NPD7521	Approved
0.7826	Intermediate Similarity	NPD7146	Approved
0.7826	Intermediate Similarity	NPD6684	Approved
0.7826	Intermediate Similarity	NPD4690	Approved
0.7826	Intermediate Similarity	NPD6409	Approved
0.7826	Intermediate Similarity	NPD4138	Approved
0.7802	Intermediate Similarity	NPD3668	Phase 3
0.78	Intermediate Similarity	NPD5211	Phase 2
0.7791	Intermediate Similarity	NPD6942	Approved
0.7791	Intermediate Similarity	NPD7339	Approved
0.7755	Intermediate Similarity	NPD6084	Phase 2
0.7755	Intermediate Similarity	NPD6083	Phase 2
0.7755	Intermediate Similarity	NPD4755	Approved
0.7742	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.7732	Intermediate Similarity	NPD5210	Approved
0.7732	Intermediate Similarity	NPD4629	Approved
0.7732	Intermediate Similarity	NPD5695	Phase 3
0.7708	Intermediate Similarity	NPD5133	Approved
0.7674	Intermediate Similarity	NPD6924	Approved
0.7674	Intermediate Similarity	NPD6926	Approved
0.7674	Intermediate Similarity	NPD5733	Approved
0.766	Intermediate Similarity	NPD6903	Approved
0.766	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD5141	Approved
0.764	Intermediate Similarity	NPD6929	Approved
0.7604	Intermediate Similarity	NPD6050	Approved
0.76	Intermediate Similarity	NPD5286	Approved
0.76	Intermediate Similarity	NPD4700	Approved
0.76	Intermediate Similarity	NPD4696	Approved
0.76	Intermediate Similarity	NPD5285	Approved
0.7556	Intermediate Similarity	NPD6930	Phase 2
0.7556	Intermediate Similarity	NPD6931	Approved
0.7528	Intermediate Similarity	NPD5784	Clinical (unspecified phase)
0.7525	Intermediate Similarity	NPD5223	Approved
0.75	Intermediate Similarity	NPD5362	Discontinued
0.75	Intermediate Similarity	NPD6933	Approved
0.75	Intermediate Similarity	NPD5207	Approved
0.75	Intermediate Similarity	NPD5692	Phase 3
0.7475	Intermediate Similarity	NPD5221	Approved
0.7475	Intermediate Similarity	NPD5222	Approved
0.7475	Intermediate Similarity	NPD4697	Phase 3
0.7475	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD4784	Approved
0.7471	Intermediate Similarity	NPD4687	Approved
0.7471	Intermediate Similarity	NPD4785	Approved
0.7451	Intermediate Similarity	NPD5224	Approved
0.7451	Intermediate Similarity	NPD5225	Approved
0.7451	Intermediate Similarity	NPD5226	Approved
0.7451	Intermediate Similarity	NPD4633	Approved
0.7447	Intermediate Similarity	NPD4623	Approved
0.7447	Intermediate Similarity	NPD4519	Discontinued
0.7447	Intermediate Similarity	NPD6098	Approved
0.7444	Intermediate Similarity	NPD4195	Approved
0.7442	Intermediate Similarity	NPD4243	Approved
0.7442	Intermediate Similarity	NPD5276	Approved
0.7426	Intermediate Similarity	NPD6404	Discontinued
0.7423	Intermediate Similarity	NPD5694	Approved
0.7416	Intermediate Similarity	NPD5776	Phase 2
0.7416	Intermediate Similarity	NPD6925	Approved
0.7412	Intermediate Similarity	NPD6923	Approved
0.7412	Intermediate Similarity	NPD6922	Approved
0.7404	Intermediate Similarity	NPD7128	Approved
0.7404	Intermediate Similarity	NPD6402	Approved
0.7404	Intermediate Similarity	NPD5739	Approved
0.7404	Intermediate Similarity	NPD6675	Approved
0.74	Intermediate Similarity	NPD5173	Approved
0.7391	Intermediate Similarity	NPD4269	Approved
0.7391	Intermediate Similarity	NPD4270	Approved
0.7386	Intermediate Similarity	NPD8264	Approved
0.7379	Intermediate Similarity	NPD5175	Approved
0.7379	Intermediate Similarity	NPD5174	Approved
0.7379	Intermediate Similarity	NPD4754	Approved
0.7363	Intermediate Similarity	NPD4748	Discontinued
0.7363	Intermediate Similarity	NPD7514	Phase 3
0.734	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD3617	Approved
0.7333	Intermediate Similarity	NPD7145	Approved
0.7333	Intermediate Similarity	NPD7322	Clinical (unspecified phase)
0.7327	Intermediate Similarity	NPD5696	Approved
0.7326	Intermediate Similarity	NPD7143	Approved
0.7326	Intermediate Similarity	NPD7144	Approved
0.7326	Intermediate Similarity	NPD4244	Approved
0.7326	Intermediate Similarity	NPD4245	Approved
0.7312	Intermediate Similarity	NPD6695	Phase 3
0.7292	Intermediate Similarity	NPD6672	Approved
0.7292	Intermediate Similarity	NPD5737	Approved
0.7283	Intermediate Similarity	NPD6902	Approved
0.7264	Intermediate Similarity	NPD7320	Approved
0.7264	Intermediate Similarity	NPD6881	Approved
0.7264	Intermediate Similarity	NPD6899	Approved
0.7263	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.7255	Intermediate Similarity	NPD7640	Approved
0.7255	Intermediate Similarity	NPD7639	Approved
0.7245	Intermediate Similarity	NPD6411	Approved
0.7245	Intermediate Similarity	NPD7515	Phase 2
0.7245	Intermediate Similarity	NPD7637	Suspended
0.7241	Intermediate Similarity	NPD7150	Approved
0.7241	Intermediate Similarity	NPD7152	Approved
0.7241	Intermediate Similarity	NPD7151	Approved
0.7238	Intermediate Similarity	NPD4767	Approved
0.7238	Intermediate Similarity	NPD4768	Approved
0.7234	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7216	Intermediate Similarity	NPD6673	Approved
0.7216	Intermediate Similarity	NPD6080	Approved
0.7216	Intermediate Similarity	NPD7285	Clinical (unspecified phase)
0.7216	Intermediate Similarity	NPD6904	Approved
0.7209	Intermediate Similarity	NPD3698	Phase 2
0.7196	Intermediate Similarity	NPD6372	Approved
0.7196	Intermediate Similarity	NPD6373	Approved
0.7174	Intermediate Similarity	NPD4252	Approved
0.7174	Intermediate Similarity	NPD7525	Registered
0.7174	Intermediate Similarity	NPD7332	Phase 2
0.7174	Intermediate Similarity	NPD4695	Discontinued
0.7172	Intermediate Similarity	NPD5778	Approved
0.7172	Intermediate Similarity	NPD5779	Approved
0.717	Intermediate Similarity	NPD5697	Approved
0.717	Intermediate Similarity	NPD5701	Approved
0.717	Intermediate Similarity	NPD6412	Phase 2
0.7158	Intermediate Similarity	NPD6893	Approved
0.7158	Intermediate Similarity	NPD5363	Approved
0.7157	Intermediate Similarity	NPD7638	Approved
0.7143	Intermediate Similarity	NPD5785	Approved
0.713	Intermediate Similarity	NPD6883	Approved
0.713	Intermediate Similarity	NPD7102	Approved
0.713	Intermediate Similarity	NPD7290	Approved
0.7128	Intermediate Similarity	NPD5332	Approved
0.7128	Intermediate Similarity	NPD5331	Approved
0.7126	Intermediate Similarity	NPD4747	Approved
0.7113	Intermediate Similarity	NPD5208	Approved
0.7103	Intermediate Similarity	NPD4730	Approved
0.7103	Intermediate Similarity	NPD6011	Approved
0.7103	Intermediate Similarity	NPD5128	Approved
0.7103	Intermediate Similarity	NPD4729	Approved
0.7097	Intermediate Similarity	NPD4790	Discontinued
0.7083	Intermediate Similarity	NPD5786	Approved
0.7079	Intermediate Similarity	NPD4058	Approved
0.7071	Intermediate Similarity	NPD5693	Phase 1
0.7064	Intermediate Similarity	NPD6649	Approved
0.7064	Intermediate Similarity	NPD8130	Phase 1
0.7064	Intermediate Similarity	NPD6847	Approved
0.7064	Intermediate Similarity	NPD6869	Approved
0.7064	Intermediate Similarity	NPD6617	Approved
0.7064	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7064	Intermediate Similarity	NPD6650	Approved
0.7054	Intermediate Similarity	NPD7115	Discovery
0.7045	Intermediate Similarity	NPD4809	Clinical (unspecified phase)
0.7045	Intermediate Similarity	NPD4808	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD5764	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD6051	Approved
0.7041	Intermediate Similarity	NPD6101	Approved
0.7037	Intermediate Similarity	NPD6013	Approved
0.7037	Intermediate Similarity	NPD6014	Approved
0.7037	Intermediate Similarity	NPD6012	Approved
0.7033	Intermediate Similarity	NPD6932	Approved
0.703	Intermediate Similarity	NPD5654	Approved
0.703	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7011	Intermediate Similarity	NPD4137	Phase 3
0.701	Intermediate Similarity	NPD7524	Approved
0.701	Intermediate Similarity	NPD7750	Discontinued
0.7	Intermediate Similarity	NPD6882	Approved
0.7	Intermediate Similarity	NPD8297	Approved
0.7	Intermediate Similarity	NPD5275	Approved
0.7	Intermediate Similarity	NPD4190	Phase 3
0.6989	Remote Similarity	NPD4819	Approved
0.6989	Remote Similarity	NPD7509	Discontinued
0.6989	Remote Similarity	NPD4820	Approved
0.6989	Remote Similarity	NPD8259	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