NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	414.31
Volume:	459.784
LogP:	5.288
LogD:	5.15
LogS:	-4.797
# Rotatable Bonds:	4
TPSA:	57.53
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.601
Synthetic Accessibility Score:	5.524
Fsp3:	0.815
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.748
MDCK Permeability:	2.2722058929502964e-05
Pgp-inhibitor:	0.96
Pgp-substrate:	0.364
Human Intestinal Absorption (HIA):	0.162
20% Bioavailability (F20%):	0.978
30% Bioavailability (F30%):	0.673

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.078
Plasma Protein Binding (PPB):	94.62555694580078%
Volume Distribution (VD):	1.313
Pgp-substrate:	2.5378401279449463%

ADMET: Metabolism

CYP1A2-inhibitor:	0.057
CYP1A2-substrate:	0.383
CYP2C19-inhibitor:	0.08
CYP2C19-substrate:	0.859
CYP2C9-inhibitor:	0.238
CYP2C9-substrate:	0.525
CYP2D6-inhibitor:	0.011
CYP2D6-substrate:	0.175
CYP3A4-inhibitor:	0.792
CYP3A4-substrate:	0.275

ADMET: Excretion

Clearance (CL):	8.933
Half-life (T1/2):	0.129

ADMET: Toxicity

hERG Blockers:	0.04
Human Hepatotoxicity (H-HT):	0.593
Drug-inuced Liver Injury (DILI):	0.154
AMES Toxicity:	0.005
Rat Oral Acute Toxicity:	0.78
Maximum Recommended Daily Dose:	0.161
Skin Sensitization:	0.099
Carcinogencity:	0.017
Eye Corrosion:	0.014
Eye Irritation:	0.179
Respiratory Toxicity:	0.974

Download Data

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

Natural Product: NPC477520

Natural Product ID:	NPC477520
*Common Name:**	Monanchosterol A
IUPAC Name:	(1R,2S,5R,6R,9R,12R,13S,14S)-12,14-dihydroxy-1,5-dimethyl-6-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[11.3.1.02,10.05,9]heptadec-10-en-17-one
Synonyms:
Standard InCHIKey:	VPKWIKLBCGVCGU-RFEZLNJMSA-N
Standard InCHI:	InChI=1S/C27H42O3/c1-16(2)7-6-8-17(3)19-9-10-20-18-15-23(29)24-22(28)12-14-27(5,25(24)30)21(18)11-13-26(19,20)4/h7,15,17,19-24,28-29H,6,8-14H2,1-5H3/t17-,19-,20+,21+,22+,23-,24+,26-,27-/m1/s1
SMILES:	C[C@H](CCC=C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=C[C@H]([C@@H]4[C@H](CC[C@]3(C4=O)C)O)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	122177414
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO32454	monanchora sp.	Species	Crambeidae	Eukaryota	n.a.	n.a.	n.a.	PMID[14640525]
NPO32454	monanchora sp.	Species	Crambeidae	Eukaryota	n.a.	Korean	n.a.	PMID[23360104]
NPO32454	monanchora sp.	Species	Crambeidae	Eukaryota	n.a.	at 1520 m depth off the shore of Gageo Island, southwestern Korea	2009-JUL	PMID[25455409]

☑ 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

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	65000	nM	PMID[25455409]

☑ 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 NPC477520 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	167
0.1-0.2	1141
0.2-0.3	4855
0.3-0.4	12002
0.4-0.5	10795
0.5-0.6	6521
0.6-0.7	5308
0.7-0.8	1762
0.8-0.85	137
0.85-0.9	7
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9348	High Similarity	NPC477521
0.8876	High Similarity	NPC53911
0.8778	High Similarity	NPC472970
0.8778	High Similarity	NPC472971
0.875	High Similarity	NPC471224
0.8696	High Similarity	NPC69454
0.8696	High Similarity	NPC472930
0.8681	High Similarity	NPC48010
0.8587	High Similarity	NPC63748
0.8571	High Similarity	NPC309603
0.8571	High Similarity	NPC473999
0.8539	High Similarity	NPC474083
0.8523	High Similarity	NPC476082
0.8523	High Similarity	NPC278648
0.8511	High Similarity	NPC259286
0.8462	Intermediate Similarity	NPC328313
0.8462	Intermediate Similarity	NPC328539
0.8444	Intermediate Similarity	NPC470955
0.8444	Intermediate Similarity	NPC469994
0.8427	Intermediate Similarity	NPC59453
0.8427	Intermediate Similarity	NPC221758
0.8421	Intermediate Similarity	NPC249954
0.8404	Intermediate Similarity	NPC474690
0.8391	Intermediate Similarity	NPC306095
0.8391	Intermediate Similarity	NPC164999
0.8387	Intermediate Similarity	NPC475806
0.8387	Intermediate Similarity	NPC473998
0.8372	Intermediate Similarity	NPC297996
0.837	Intermediate Similarity	NPC275740
0.837	Intermediate Similarity	NPC86319
0.837	Intermediate Similarity	NPC2983
0.837	Intermediate Similarity	NPC1015
0.837	Intermediate Similarity	NPC31985
0.8352	Intermediate Similarity	NPC4643
0.8352	Intermediate Similarity	NPC57469
0.8352	Intermediate Similarity	NPC475740
0.8333	Intermediate Similarity	NPC202868
0.8316	Intermediate Similarity	NPC271195
0.8316	Intermediate Similarity	NPC472932
0.8316	Intermediate Similarity	NPC180950
0.8283	Intermediate Similarity	NPC26478
0.8265	Intermediate Similarity	NPC282524
0.8265	Intermediate Similarity	NPC472924
0.8261	Intermediate Similarity	NPC143767
0.8261	Intermediate Similarity	NPC292491
0.8261	Intermediate Similarity	NPC471724
0.8261	Intermediate Similarity	NPC193360
0.8261	Intermediate Similarity	NPC310752
0.8261	Intermediate Similarity	NPC131470
0.8242	Intermediate Similarity	NPC474732
0.8242	Intermediate Similarity	NPC474778
0.8242	Intermediate Similarity	NPC474733
0.8242	Intermediate Similarity	NPC31564
0.8242	Intermediate Similarity	NPC145879
0.8242	Intermediate Similarity	NPC51014
0.8229	Intermediate Similarity	NPC160056
0.8222	Intermediate Similarity	NPC227132
0.8222	Intermediate Similarity	NPC165064
0.8222	Intermediate Similarity	NPC85774
0.8222	Intermediate Similarity	NPC82902
0.8222	Intermediate Similarity	NPC214043
0.8211	Intermediate Similarity	NPC292793
0.8211	Intermediate Similarity	NPC299100
0.8211	Intermediate Similarity	NPC8993
0.8202	Intermediate Similarity	NPC151519
0.82	Intermediate Similarity	NPC201763
0.8191	Intermediate Similarity	NPC168027
0.8191	Intermediate Similarity	NPC185936
0.8191	Intermediate Similarity	NPC472978
0.8191	Intermediate Similarity	NPC233116
0.8182	Intermediate Similarity	NPC104120
0.8182	Intermediate Similarity	NPC185530
0.8182	Intermediate Similarity	NPC157895
0.8182	Intermediate Similarity	NPC148685
0.8182	Intermediate Similarity	NPC477915
0.8172	Intermediate Similarity	NPC123912
0.8172	Intermediate Similarity	NPC32830
0.8172	Intermediate Similarity	NPC474704
0.8172	Intermediate Similarity	NPC186688
0.8172	Intermediate Similarity	NPC69627
0.8172	Intermediate Similarity	NPC475921
0.8172	Intermediate Similarity	NPC474245
0.8172	Intermediate Similarity	NPC472973
0.8163	Intermediate Similarity	NPC110149
0.8152	Intermediate Similarity	NPC96496
0.8152	Intermediate Similarity	NPC474684
0.8152	Intermediate Similarity	NPC90652
0.8152	Intermediate Similarity	NPC58063
0.8152	Intermediate Similarity	NPC141292
0.8152	Intermediate Similarity	NPC142361
0.8152	Intermediate Similarity	NPC317590
0.8152	Intermediate Similarity	NPC472497
0.8144	Intermediate Similarity	NPC474785
0.8144	Intermediate Similarity	NPC474938
0.8144	Intermediate Similarity	NPC156546
0.8132	Intermediate Similarity	NPC470574
0.8132	Intermediate Similarity	NPC474218
0.8132	Intermediate Similarity	NPC469948
0.8132	Intermediate Similarity	NPC292553
0.8125	Intermediate Similarity	NPC88310
0.8125	Intermediate Similarity	NPC174948
0.8125	Intermediate Similarity	NPC318282
0.8125	Intermediate Similarity	NPC173875
0.8125	Intermediate Similarity	NPC469995
0.8111	Intermediate Similarity	NPC105173
0.8105	Intermediate Similarity	NPC472942
0.8105	Intermediate Similarity	NPC474736
0.81	Intermediate Similarity	NPC312900
0.81	Intermediate Similarity	NPC475050
0.8085	Intermediate Similarity	NPC69622
0.8085	Intermediate Similarity	NPC183283
0.8085	Intermediate Similarity	NPC126993
0.8085	Intermediate Similarity	NPC320026
0.8081	Intermediate Similarity	NPC476897
0.8065	Intermediate Similarity	NPC470417
0.8065	Intermediate Similarity	NPC474854
0.8065	Intermediate Similarity	NPC471722
0.8061	Intermediate Similarity	NPC103051
0.8043	Intermediate Similarity	NPC20688
0.8043	Intermediate Similarity	NPC476043
0.8043	Intermediate Similarity	NPC94755
0.8043	Intermediate Similarity	NPC194417
0.8043	Intermediate Similarity	NPC155011
0.8043	Intermediate Similarity	NPC472738
0.8043	Intermediate Similarity	NPC72133
0.8041	Intermediate Similarity	NPC301534
0.8041	Intermediate Similarity	NPC250757
0.8041	Intermediate Similarity	NPC328371
0.8041	Intermediate Similarity	NPC471153
0.8041	Intermediate Similarity	NPC471463
0.8041	Intermediate Similarity	NPC29152
0.8039	Intermediate Similarity	NPC472925
0.8039	Intermediate Similarity	NPC83744
0.8039	Intermediate Similarity	NPC477916
0.8039	Intermediate Similarity	NPC185
0.8022	Intermediate Similarity	NPC194937
0.8022	Intermediate Similarity	NPC473246
0.8022	Intermediate Similarity	NPC476038
0.8021	Intermediate Similarity	NPC469406
0.8021	Intermediate Similarity	NPC209662
0.802	Intermediate Similarity	NPC149124
0.802	Intermediate Similarity	NPC204833
0.802	Intermediate Similarity	NPC75531
0.802	Intermediate Similarity	NPC209502
0.802	Intermediate Similarity	NPC474281
0.8	Intermediate Similarity	NPC473424
0.8	Intermediate Similarity	NPC136289
0.8	Intermediate Similarity	NPC101462
0.8	Intermediate Similarity	NPC193934
0.8	Intermediate Similarity	NPC46881
0.8	Intermediate Similarity	NPC107690
0.8	Intermediate Similarity	NPC271980
0.8	Intermediate Similarity	NPC272746
0.8	Intermediate Similarity	NPC477858
0.8	Intermediate Similarity	NPC87351
0.8	Intermediate Similarity	NPC145143
0.8	Intermediate Similarity	NPC470840
0.798	Intermediate Similarity	NPC112167
0.798	Intermediate Similarity	NPC476274
0.798	Intermediate Similarity	NPC287833
0.798	Intermediate Similarity	NPC83709
0.798	Intermediate Similarity	NPC154072
0.798	Intermediate Similarity	NPC51370
0.7979	Intermediate Similarity	NPC472475
0.7979	Intermediate Similarity	NPC26959
0.7979	Intermediate Similarity	NPC76879
0.7979	Intermediate Similarity	NPC229871
0.7979	Intermediate Similarity	NPC477943
0.7979	Intermediate Similarity	NPC469319
0.7979	Intermediate Similarity	NPC472477
0.7979	Intermediate Similarity	NPC214387
0.7979	Intermediate Similarity	NPC268406
0.7979	Intermediate Similarity	NPC128496
0.7961	Intermediate Similarity	NPC329417
0.7959	Intermediate Similarity	NPC190554
0.7959	Intermediate Similarity	NPC18509
0.7959	Intermediate Similarity	NPC126815
0.7957	Intermediate Similarity	NPC233836
0.7957	Intermediate Similarity	NPC298904
0.7957	Intermediate Similarity	NPC159046
0.7957	Intermediate Similarity	NPC472484
0.7957	Intermediate Similarity	NPC472495
0.7957	Intermediate Similarity	NPC472482
0.7957	Intermediate Similarity	NPC187376
0.7957	Intermediate Similarity	NPC472481
0.7941	Intermediate Similarity	NPC97202
0.7941	Intermediate Similarity	NPC296945
0.7941	Intermediate Similarity	NPC85829
0.7941	Intermediate Similarity	NPC49958
0.7941	Intermediate Similarity	NPC149047
0.7941	Intermediate Similarity	NPC50692
0.7941	Intermediate Similarity	NPC214264
0.7941	Intermediate Similarity	NPC302607
0.7941	Intermediate Similarity	NPC319077
0.7941	Intermediate Similarity	NPC48733
0.7941	Intermediate Similarity	NPC166607
0.7941	Intermediate Similarity	NPC260268
0.7941	Intermediate Similarity	NPC476027
0.7941	Intermediate Similarity	NPC60681
0.7941	Intermediate Similarity	NPC171137

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 NPC477520 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	150
0.1-0.2	1503
0.2-0.3	4051
0.3-0.4	2346
0.4-0.5	631
0.5-0.6	169
0.6-0.7	167
0.7-0.8	122
0.8-0.85	10
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8571	High Similarity	NPD5328	Approved
0.8427	Intermediate Similarity	NPD4786	Approved
0.8387	Intermediate Similarity	NPD6079	Approved
0.8202	Intermediate Similarity	NPD3667	Approved
0.8043	Intermediate Similarity	NPD3618	Phase 1
0.8	Intermediate Similarity	NPD5211	Phase 2
0.7959	Intermediate Similarity	NPD4755	Approved
0.7857	Intermediate Similarity	NPD5222	Approved
0.7857	Intermediate Similarity	NPD5221	Approved
0.7857	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD4697	Phase 3
0.7843	Intermediate Similarity	NPD5141	Approved
0.7826	Intermediate Similarity	NPD3665	Phase 1
0.7826	Intermediate Similarity	NPD3666	Approved
0.7826	Intermediate Similarity	NPD3133	Approved
0.78	Intermediate Similarity	NPD5286	Approved
0.78	Intermediate Similarity	NPD4700	Approved
0.78	Intermediate Similarity	NPD4696	Approved
0.78	Intermediate Similarity	NPD5285	Approved
0.7778	Intermediate Similarity	NPD5173	Approved
0.7732	Intermediate Similarity	NPD4202	Approved
0.7647	Intermediate Similarity	NPD4633	Approved
0.7647	Intermediate Similarity	NPD5226	Approved
0.7647	Intermediate Similarity	NPD5224	Approved
0.7647	Intermediate Similarity	NPD5225	Approved
0.7604	Intermediate Similarity	NPD4753	Phase 2
0.7596	Intermediate Similarity	NPD6675	Approved
0.7596	Intermediate Similarity	NPD5739	Approved
0.7596	Intermediate Similarity	NPD7128	Approved
0.7596	Intermediate Similarity	NPD6402	Approved
0.7573	Intermediate Similarity	NPD5174	Approved
0.7573	Intermediate Similarity	NPD5175	Approved
0.7553	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7551	Intermediate Similarity	NPD6399	Phase 3
0.7549	Intermediate Similarity	NPD5223	Approved
0.7477	Intermediate Similarity	NPD4634	Approved
0.7474	Intermediate Similarity	NPD5279	Phase 3
0.7453	Intermediate Similarity	NPD7320	Approved
0.7453	Intermediate Similarity	NPD6899	Approved
0.7453	Intermediate Similarity	NPD6881	Approved
0.7447	Intermediate Similarity	NPD3668	Phase 3
0.7429	Intermediate Similarity	NPD4768	Approved
0.7429	Intermediate Similarity	NPD4767	Approved
0.7419	Intermediate Similarity	NPD4223	Phase 3
0.7419	Intermediate Similarity	NPD4221	Approved
0.7416	Intermediate Similarity	NPD7339	Approved
0.7416	Intermediate Similarity	NPD6942	Approved
0.7404	Intermediate Similarity	NPD4754	Approved
0.7391	Intermediate Similarity	NPD7525	Registered
0.7387	Intermediate Similarity	NPD7115	Discovery
0.7383	Intermediate Similarity	NPD6373	Approved
0.7383	Intermediate Similarity	NPD6372	Approved
0.7368	Intermediate Similarity	NPD5329	Approved
0.7363	Intermediate Similarity	NPD5784	Clinical (unspecified phase)
0.7358	Intermediate Similarity	NPD5697	Approved
0.7358	Intermediate Similarity	NPD5701	Approved
0.734	Intermediate Similarity	NPD4788	Approved
0.7315	Intermediate Similarity	NPD6883	Approved
0.7315	Intermediate Similarity	NPD7102	Approved
0.7315	Intermediate Similarity	NPD7290	Approved
0.7292	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.729	Intermediate Similarity	NPD4730	Approved
0.729	Intermediate Similarity	NPD4729	Approved
0.729	Intermediate Similarity	NPD5128	Approved
0.7283	Intermediate Similarity	NPD6929	Approved
0.7282	Intermediate Similarity	NPD7639	Approved
0.7282	Intermediate Similarity	NPD7640	Approved
0.7273	Intermediate Similarity	NPD7515	Phase 2
0.7273	Intermediate Similarity	NPD7637	Suspended
0.7263	Intermediate Similarity	NPD4197	Approved
0.7255	Intermediate Similarity	NPD6083	Phase 2
0.7255	Intermediate Similarity	NPD6084	Phase 2
0.7248	Intermediate Similarity	NPD6649	Approved
0.7248	Intermediate Similarity	NPD8130	Phase 1
0.7248	Intermediate Similarity	NPD6847	Approved
0.7248	Intermediate Similarity	NPD6617	Approved
0.7248	Intermediate Similarity	NPD6650	Approved
0.7248	Intermediate Similarity	NPD6869	Approved
0.7228	Intermediate Similarity	NPD4629	Approved
0.7228	Intermediate Similarity	NPD5210	Approved
0.7222	Intermediate Similarity	NPD6014	Approved
0.7222	Intermediate Similarity	NPD6012	Approved
0.7222	Intermediate Similarity	NPD6013	Approved
0.7204	Intermediate Similarity	NPD6931	Approved
0.7204	Intermediate Similarity	NPD6930	Phase 2
0.7184	Intermediate Similarity	NPD7638	Approved
0.7182	Intermediate Similarity	NPD8297	Approved
0.7182	Intermediate Similarity	NPD6882	Approved
0.7156	Intermediate Similarity	NPD5249	Phase 3
0.7156	Intermediate Similarity	NPD5250	Approved
0.7156	Intermediate Similarity	NPD5248	Approved
0.7156	Intermediate Similarity	NPD5251	Approved
0.7156	Intermediate Similarity	NPD5247	Approved
0.7143	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.713	Intermediate Similarity	NPD6011	Approved
0.713	Intermediate Similarity	NPD5168	Approved
0.7113	Intermediate Similarity	NPD7146	Approved
0.7113	Intermediate Similarity	NPD6684	Approved
0.7113	Intermediate Similarity	NPD4689	Approved
0.7113	Intermediate Similarity	NPD4623	Approved
0.7113	Intermediate Similarity	NPD4693	Phase 3
0.7113	Intermediate Similarity	NPD5205	Approved
0.7113	Intermediate Similarity	NPD4519	Discontinued
0.7113	Intermediate Similarity	NPD7521	Approved
0.7113	Intermediate Similarity	NPD7334	Approved
0.7113	Intermediate Similarity	NPD4690	Approved
0.7113	Intermediate Similarity	NPD4138	Approved
0.7113	Intermediate Similarity	NPD6409	Approved
0.7113	Intermediate Similarity	NPD5786	Approved
0.7113	Intermediate Similarity	NPD4688	Approved
0.7113	Intermediate Similarity	NPD5330	Approved
0.7111	Intermediate Similarity	NPD6926	Approved
0.7111	Intermediate Similarity	NPD6924	Approved
0.7091	Intermediate Similarity	NPD5215	Approved
0.7091	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7091	Intermediate Similarity	NPD5217	Approved
0.7091	Intermediate Similarity	NPD5216	Approved
0.7079	Intermediate Similarity	NPD4809	Clinical (unspecified phase)
0.7079	Intermediate Similarity	NPD4808	Clinical (unspecified phase)
0.7065	Intermediate Similarity	NPD5776	Phase 2
0.7065	Intermediate Similarity	NPD6925	Approved
0.7053	Intermediate Similarity	NPD4269	Approved
0.7053	Intermediate Similarity	NPD4270	Approved
0.7043	Intermediate Similarity	NPD6054	Approved
0.7043	Intermediate Similarity	NPD6059	Approved
0.7041	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.7033	Intermediate Similarity	NPD3703	Phase 2
0.703	Intermediate Similarity	NPD5778	Approved
0.703	Intermediate Similarity	NPD5779	Approved
0.7021	Intermediate Similarity	NPD7514	Phase 3
0.7019	Intermediate Similarity	NPD4225	Approved
0.7	Intermediate Similarity	NPD5135	Approved
0.7	Intermediate Similarity	NPD5169	Approved
0.7	Intermediate Similarity	NPD5134	Clinical (unspecified phase)
0.6989	Remote Similarity	NPD3617	Approved
0.6989	Remote Similarity	NPD7145	Approved
0.6979	Remote Similarity	NPD6695	Phase 3
0.6977	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.697	Remote Similarity	NPD6672	Approved
0.697	Remote Similarity	NPD5737	Approved
0.697	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.697	Remote Similarity	NPD6903	Approved
0.6961	Remote Similarity	NPD7748	Approved
0.6957	Remote Similarity	NPD6933	Approved
0.6947	Remote Similarity	NPD6902	Approved
0.6939	Remote Similarity	NPD4694	Approved
0.6939	Remote Similarity	NPD5280	Approved
0.6939	Remote Similarity	NPD5690	Phase 2
0.6937	Remote Similarity	NPD5127	Approved
0.6931	Remote Similarity	NPD8035	Phase 2
0.6931	Remote Similarity	NPD6411	Approved
0.6931	Remote Similarity	NPD8034	Phase 2
0.6923	Remote Similarity	NPD6370	Approved
0.6915	Remote Similarity	NPD7645	Phase 2
0.6907	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD6319	Approved
0.6893	Remote Similarity	NPD5695	Phase 3
0.6889	Remote Similarity	NPD7150	Approved
0.6889	Remote Similarity	NPD7152	Approved
0.6889	Remote Similarity	NPD7151	Approved
0.6857	Remote Similarity	NPD5696	Approved
0.6854	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.6854	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.6854	Remote Similarity	NPD6922	Approved
0.6854	Remote Similarity	NPD6923	Approved
0.6842	Remote Similarity	NPD5368	Approved
0.6842	Remote Similarity	NPD6868	Approved
0.6842	Remote Similarity	NPD7332	Phase 2
0.6842	Remote Similarity	NPD6274	Approved
0.6842	Remote Similarity	NPD4252	Approved
0.6838	Remote Similarity	NPD6015	Approved
0.6838	Remote Similarity	NPD6016	Approved
0.6837	Remote Similarity	NPD6893	Approved
0.6837	Remote Similarity	NPD5363	Approved
0.6832	Remote Similarity	NPD5785	Approved
0.6814	Remote Similarity	NPD4632	Approved
0.681	Remote Similarity	NPD7101	Approved
0.681	Remote Similarity	NPD7100	Approved
0.6809	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD7492	Approved
0.6804	Remote Similarity	NPD5362	Discontinued
0.678	Remote Similarity	NPD5988	Approved
0.6778	Remote Similarity	NPD4244	Approved
0.6778	Remote Similarity	NPD4747	Approved
0.6778	Remote Similarity	NPD4789	Approved
0.6778	Remote Similarity	NPD7143	Approved
0.6778	Remote Similarity	NPD4245	Approved
0.6778	Remote Similarity	NPD7144	Approved
0.6774	Remote Similarity	NPD6117	Approved
0.6771	Remote Similarity	NPD4139	Approved
0.6771	Remote Similarity	NPD4692	Approved
0.6768	Remote Similarity	NPD6098	Approved
0.6762	Remote Similarity	NPD7902	Approved
0.6754	Remote Similarity	NPD5167	Approved
0.675	Remote Similarity	NPD6616	Approved
0.6739	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6737	Remote Similarity	NPD4195	Approved
0.6733	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD6101	Approved
0.6727	Remote Similarity	NPD6412	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