Structure

Physi-Chem Properties

Molecular Weight:  570.28
Volume:  579.903
LogP:  3.921
LogD:  2.367
LogS:  -4.494
# Rotatable Bonds:  7
TPSA:  118.34
# H-Bond Aceptor:  9
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.271
Synthetic Accessibility Score:  5.294
Fsp3:  0.688
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:  -5.037
MDCK Permeability:  5.9074100136058405e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.01
20% Bioavailability (F20%):  0.339
30% Bioavailability (F30%):  0.907

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.552
Plasma Protein Binding (PPB):  83.84952545166016%
Volume Distribution (VD):  1.872
Pgp-substrate:  12.761911392211914%

ADMET: Metabolism

CYP1A2-inhibitor:  0.014
CYP1A2-substrate:  0.021
CYP2C19-inhibitor:  0.024
CYP2C19-substrate:  0.091
CYP2C9-inhibitor:  0.319
CYP2C9-substrate:  0.031
CYP2D6-inhibitor:  0.054
CYP2D6-substrate:  0.058
CYP3A4-inhibitor:  0.511
CYP3A4-substrate:  0.406

ADMET: Excretion

Clearance (CL):  3.218
Half-life (T1/2):  0.613

ADMET: Toxicity

hERG Blockers:  0.008
Human Hepatotoxicity (H-HT):  0.61
Drug-inuced Liver Injury (DILI):  0.794
AMES Toxicity:  0.008
Rat Oral Acute Toxicity:  0.804
Maximum Recommended Daily Dose:  0.957
Skin Sensitization:  0.142
Carcinogencity:  0.046
Eye Corrosion:  0.096
Eye Irritation:  0.21
Respiratory Toxicity:  0.972

Download Data

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

  Natural Product: NPC470790

Natural Product ID:  NPC470790
Common Name*:   Munronoid L
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  SYCZDZIBDLEPHB-KKXJEFAESA-N
Standard InCHI:  InChI=1S/C32H42O9/c1-17(33)38-25-14-24-31(7,22-10-9-21(30(22,25)6)20-11-12-37-16-20)26(39-18(2)34)13-23-29(4,5)41-28(36)15-27(32(23,24)8)40-19(3)35/h10-12,16,21,23-27H,9,13-15H2,1-8H3/t21-,23-,24-,25-,26+,27-,30-,31-,32-/m0/s1
SMILES:  CC(=O)O[C@H]1CC(=O)OC([C@H]2[C@@]1(C)[C@H]1C[C@H](OC(=O)C)[C@@]3(C(=CC[C@H]3c3ccoc3)[C@@]1([C@@H](C2)OC(=O)C)C)C)(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2229166
PubChem CID:   76307898
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids
          • [CHEMONTID:0002380] Limonoids

*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
NPO33254 munronia unifoliolata oliv Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[22500574]
NPO9173 Munronia henryi Species Meliaceae Eukaryota whole plants Wenshan, Yunnan Province, China 2012-Nov PMID[25798528]
NPO9173 Munronia henryi Species Meliaceae 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

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000.0 nM PMID[494876]
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000.0 nM PMID[494876]
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[494876]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000.0 nM PMID[494876]
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000.0 nM PMID[494876]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus IC50 = 34.6 ug.mL-1 PMID[494875]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 4.4 % PMID[494875]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 15.3 % PMID[494875]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 25.7 % PMID[494875]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 35.8 % PMID[494875]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 43.9 % PMID[494875]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 47.7 % PMID[494875]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 54.4 % PMID[494875]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 34.6 % PMID[494875]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 80.0 % PMID[494876]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 61.4 % PMID[494876]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 42.1 % PMID[494876]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 23.7 % PMID[494876]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 60.8 % PMID[494876]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 57.6 % PMID[494876]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 51.4 % PMID[494876]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 48.0 % PMID[494876]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 21.5 % PMID[494876]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 10.2 % PMID[494876]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus IC50 = 29.0 ug.mL-1 PMID[494876]

☑ 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 NPC470790 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC470791
0.979 High Similarity NPC156189
0.94 High Similarity NPC470789
0.9315 High Similarity NPC472654
0.9257 High Similarity NPC182427
0.9257 High Similarity NPC29695
0.9178 High Similarity NPC470941
0.9178 High Similarity NPC221809
0.915 High Similarity NPC472669
0.9073 High Similarity NPC204663
0.906 High Similarity NPC18135
0.9013 High Similarity NPC195131
0.9013 High Similarity NPC167142
0.9013 High Similarity NPC475066
0.9 High Similarity NPC322546
0.9 High Similarity NPC308205
0.8993 High Similarity NPC476122
0.8966 High Similarity NPC121158
0.8961 High Similarity NPC472668
0.8961 High Similarity NPC471166
0.8961 High Similarity NPC471167
0.8958 High Similarity NPC56197
0.8954 High Similarity NPC475226
0.8954 High Similarity NPC474932
0.8919 High Similarity NPC216755
0.8919 High Similarity NPC471174
0.8889 High Similarity NPC472772
0.8882 High Similarity NPC469850
0.8882 High Similarity NPC476262
0.8874 High Similarity NPC472672
0.8874 High Similarity NPC476201
0.8867 High Similarity NPC477404
0.8867 High Similarity NPC159927
0.8867 High Similarity NPC469335
0.8867 High Similarity NPC196864
0.8851 High Similarity NPC471292
0.8844 High Similarity NPC251865
0.8839 High Similarity NPC6326
0.8839 High Similarity NPC472767
0.8831 High Similarity NPC472671
0.8824 High Similarity NPC126723
0.8816 High Similarity NPC282445
0.8816 High Similarity NPC302054
0.8816 High Similarity NPC253201
0.88 High Similarity NPC195325
0.88 High Similarity NPC471001
0.8792 High Similarity NPC255414
0.8782 High Similarity NPC663
0.8782 High Similarity NPC471168
0.8782 High Similarity NPC224394
0.8776 High Similarity NPC223415
0.8776 High Similarity NPC80635
0.8774 High Similarity NPC191828
0.8766 High Similarity NPC214495
0.8766 High Similarity NPC470119
0.8766 High Similarity NPC469847
0.875 High Similarity NPC469503
0.8734 High Similarity NPC476224
0.8726 High Similarity NPC62692
0.8726 High Similarity NPC126984
0.8726 High Similarity NPC27541
0.8718 High Similarity NPC197596
0.8718 High Similarity NPC470792
0.8718 High Similarity NPC472771
0.8716 High Similarity NPC199044
0.8716 High Similarity NPC238843
0.871 High Similarity NPC237155
0.8699 High Similarity NPC67003
0.8684 High Similarity NPC116717
0.8679 High Similarity NPC472652
0.8675 High Similarity NPC125182
0.8675 High Similarity NPC69647
0.8671 High Similarity NPC149945
0.8671 High Similarity NPC307781
0.8671 High Similarity NPC472670
0.8662 High Similarity NPC469846
0.8662 High Similarity NPC472773
0.8662 High Similarity NPC165218
0.8658 High Similarity NPC34056
0.8654 High Similarity NPC472653
0.8649 High Similarity NPC470741
0.8645 High Similarity NPC470118
0.8645 High Similarity NPC286722
0.8645 High Similarity NPC45101
0.8645 High Similarity NPC249021
0.8645 High Similarity NPC472283
0.8639 High Similarity NPC20500
0.8636 High Similarity NPC469336
0.8636 High Similarity NPC92979
0.8627 High Similarity NPC246164
0.8627 High Similarity NPC75906
0.8625 High Similarity NPC472659
0.8618 High Similarity NPC470997
0.8616 High Similarity NPC478179
0.8616 High Similarity NPC472764
0.8616 High Similarity NPC472651
0.86 High Similarity NPC470999
0.8599 High Similarity NPC329938
0.859 High Similarity NPC475295
0.859 High Similarity NPC473473
0.8581 High Similarity NPC209364
0.8581 High Similarity NPC107646
0.8571 High Similarity NPC34421
0.8571 High Similarity NPC237259
0.8571 High Similarity NPC178932
0.8571 High Similarity NPC285227
0.8571 High Similarity NPC30222
0.8571 High Similarity NPC98206
0.8571 High Similarity NPC57998
0.8562 High Similarity NPC272590
0.8562 High Similarity NPC472673
0.8562 High Similarity NPC476943
0.8562 High Similarity NPC472765
0.8562 High Similarity NPC327922
0.8562 High Similarity NPC472766
0.8553 High Similarity NPC478178
0.8553 High Similarity NPC329180
0.8553 High Similarity NPC472141
0.8552 High Similarity NPC46896
0.8544 High Similarity NPC476197
0.8535 High Similarity NPC475381
0.8533 High Similarity NPC5676
0.8526 High Similarity NPC299038
0.8519 High Similarity NPC469848
0.8516 High Similarity NPC264943
0.8516 High Similarity NPC35000
0.8516 High Similarity NPC141538
0.8516 High Similarity NPC44675
0.8516 High Similarity NPC296807
0.8516 High Similarity NPC214541
0.8516 High Similarity NPC155939
0.8509 High Similarity NPC118086
0.8509 High Similarity NPC470995
0.8506 High Similarity NPC268905
0.8506 High Similarity NPC471002
0.8506 High Similarity NPC33938
0.8506 High Similarity NPC84063
0.85 High Similarity NPC476853
0.85 High Similarity NPC472775
0.85 High Similarity NPC472774
0.8497 Intermediate Similarity NPC212257
0.8493 Intermediate Similarity NPC470742
0.8493 Intermediate Similarity NPC310830
0.8493 Intermediate Similarity NPC310043
0.8491 Intermediate Similarity NPC61967
0.8491 Intermediate Similarity NPC469849
0.8487 Intermediate Similarity NPC19747
0.8481 Intermediate Similarity NPC82851
0.8481 Intermediate Similarity NPC470939
0.8481 Intermediate Similarity NPC200782
0.8477 Intermediate Similarity NPC62799
0.8477 Intermediate Similarity NPC346
0.8477 Intermediate Similarity NPC262198
0.8471 Intermediate Similarity NPC307383
0.8471 Intermediate Similarity NPC472779
0.8471 Intermediate Similarity NPC475967
0.8467 Intermediate Similarity NPC476944
0.8466 Intermediate Similarity NPC471632
0.8462 Intermediate Similarity NPC175964
0.8462 Intermediate Similarity NPC263265
0.8462 Intermediate Similarity NPC41880
0.8462 Intermediate Similarity NPC471169
0.8457 Intermediate Similarity NPC475237
0.8457 Intermediate Similarity NPC475641
0.8442 Intermediate Similarity NPC291150
0.8442 Intermediate Similarity NPC471000
0.8438 Intermediate Similarity NPC470875
0.8438 Intermediate Similarity NPC214600
0.8431 Intermediate Similarity NPC211625
0.8431 Intermediate Similarity NPC470998
0.8431 Intermediate Similarity NPC234494
0.8428 Intermediate Similarity NPC39986
0.8428 Intermediate Similarity NPC477405
0.8428 Intermediate Similarity NPC419
0.8428 Intermediate Similarity NPC292389
0.8428 Intermediate Similarity NPC472139
0.8428 Intermediate Similarity NPC469338
0.8428 Intermediate Similarity NPC134254
0.8428 Intermediate Similarity NPC302369
0.8425 Intermediate Similarity NPC214572
0.8421 Intermediate Similarity NPC250228
0.8421 Intermediate Similarity NPC71821
0.8418 Intermediate Similarity NPC305016
0.8418 Intermediate Similarity NPC25255
0.8418 Intermediate Similarity NPC335761
0.8411 Intermediate Similarity NPC41182
0.8408 Intermediate Similarity NPC472777
0.8408 Intermediate Similarity NPC261597
0.8408 Intermediate Similarity NPC88007
0.8408 Intermediate Similarity NPC197137
0.8408 Intermediate Similarity NPC195954
0.8408 Intermediate Similarity NPC472776
0.8408 Intermediate Similarity NPC472778
0.8408 Intermediate Similarity NPC36655
0.84 Intermediate Similarity NPC243577
0.8397 Intermediate Similarity NPC471175
0.8389 Intermediate Similarity NPC205765
0.8385 Intermediate Similarity NPC472282
0.8385 Intermediate Similarity NPC476861
0.8385 Intermediate Similarity NPC476850

  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 NPC470790 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8636 High Similarity NPD5760 Phase 2
0.8636 High Similarity NPD5761 Phase 2
0.7849 Intermediate Similarity NPD8434 Phase 2
0.7744 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD6765 Approved
0.7558 Intermediate Similarity NPD6764 Approved
0.7394 Intermediate Similarity NPD7819 Suspended
0.7386 Intermediate Similarity NPD6785 Approved
0.7386 Intermediate Similarity NPD6784 Approved
0.7346 Intermediate Similarity NPD920 Approved
0.7296 Intermediate Similarity NPD4628 Phase 3
0.7222 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD8127 Discontinued
0.7126 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD6832 Phase 2
0.7108 Intermediate Similarity NPD6599 Discontinued
0.7107 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD1471 Phase 3
0.7095 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD2799 Discontinued
0.7073 Intermediate Similarity NPD6273 Approved
0.7044 Intermediate Similarity NPD2796 Approved
0.7019 Intermediate Similarity NPD1243 Approved
0.7018 Intermediate Similarity NPD919 Approved
0.6987 Remote Similarity NPD8032 Phase 2
0.6982 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6977 Remote Similarity NPD5494 Approved
0.6966 Remote Similarity NPD6559 Discontinued
0.6959 Remote Similarity NPD7075 Discontinued
0.6946 Remote Similarity NPD3226 Approved
0.6941 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6932 Remote Similarity NPD7799 Discontinued
0.6914 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6909 Remote Similarity NPD2532 Approved
0.6909 Remote Similarity NPD2534 Approved
0.6909 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6909 Remote Similarity NPD2533 Approved
0.689 Remote Similarity NPD7236 Approved
0.6871 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6867 Remote Similarity NPD17 Approved
0.6864 Remote Similarity NPD7411 Suspended
0.686 Remote Similarity NPD3749 Approved
0.6848 Remote Similarity NPD6799 Approved
0.6832 Remote Similarity NPD1551 Phase 2
0.6824 Remote Similarity NPD6801 Discontinued
0.6818 Remote Similarity NPD8404 Phase 2
0.6802 Remote Similarity NPD7768 Phase 2
0.6792 Remote Similarity NPD1899 Clinical (unspecified phase)
0.679 Remote Similarity NPD6002 Phase 3
0.679 Remote Similarity NPD6005 Phase 3
0.679 Remote Similarity NPD6003 Clinical (unspecified phase)
0.679 Remote Similarity NPD6006 Clinical (unspecified phase)
0.679 Remote Similarity NPD2346 Discontinued
0.679 Remote Similarity NPD6004 Phase 3
0.6786 Remote Similarity NPD7239 Suspended
0.677 Remote Similarity NPD7033 Discontinued
0.677 Remote Similarity NPD3748 Approved
0.6748 Remote Similarity NPD970 Clinical (unspecified phase)
0.6744 Remote Similarity NPD3817 Phase 2
0.6743 Remote Similarity NPD1247 Approved
0.6732 Remote Similarity NPD3972 Approved
0.6732 Remote Similarity NPD1608 Approved
0.6728 Remote Similarity NPD2935 Discontinued
0.6723 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6709 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6707 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6705 Remote Similarity NPD6808 Phase 2
0.6704 Remote Similarity NPD5844 Phase 1
0.6703 Remote Similarity NPD8313 Approved
0.6703 Remote Similarity NPD8312 Approved
0.6687 Remote Similarity NPD2344 Approved
0.6686 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6685 Remote Similarity NPD7473 Discontinued
0.6667 Remote Similarity NPD3926 Phase 2
0.6648 Remote Similarity NPD6959 Discontinued
0.6648 Remote Similarity NPD7199 Phase 2
0.6647 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6647 Remote Similarity NPD7458 Discontinued
0.6646 Remote Similarity NPD1549 Phase 2
0.6645 Remote Similarity NPD1876 Approved
0.6631 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6627 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6626 Remote Similarity NPD6100 Approved
0.6626 Remote Similarity NPD2438 Suspended
0.6626 Remote Similarity NPD6099 Approved
0.6625 Remote Similarity NPD4307 Phase 2
0.6625 Remote Similarity NPD2979 Phase 3
0.661 Remote Similarity NPD6232 Discontinued
0.6609 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6608 Remote Similarity NPD4380 Phase 2
0.6607 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6606 Remote Similarity NPD2800 Approved
0.6604 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6604 Remote Similarity NPD2313 Discontinued
0.6593 Remote Similarity NPD7685 Pre-registration
0.6585 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6585 Remote Similarity NPD5762 Approved
0.6585 Remote Similarity NPD5763 Approved
0.6585 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6584 Remote Similarity NPD6355 Discontinued
0.6579 Remote Similarity NPD5585 Approved
0.6573 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6571 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6568 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6566 Remote Similarity NPD3750 Approved
0.6566 Remote Similarity NPD7003 Approved
0.6561 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6561 Remote Similarity NPD1019 Discontinued
0.6558 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6556 Remote Similarity NPD3818 Discontinued
0.6552 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5402 Approved
0.6546 Remote Similarity NPD7497 Discontinued
0.6532 Remote Similarity NPD1934 Approved
0.6529 Remote Similarity NPD5403 Approved
0.6527 Remote Similarity NPD3887 Approved
0.6527 Remote Similarity NPD2309 Approved
0.6522 Remote Similarity NPD4140 Approved
0.6519 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6517 Remote Similarity NPD7315 Approved
0.6517 Remote Similarity NPD7229 Phase 3
0.6514 Remote Similarity NPD4967 Phase 2
0.6514 Remote Similarity NPD4966 Approved
0.6514 Remote Similarity NPD4965 Approved
0.6514 Remote Similarity NPD3882 Suspended
0.6509 Remote Similarity NPD5401 Approved
0.65 Remote Similarity NPD3764 Approved
0.6497 Remote Similarity NPD3266 Approved
0.6497 Remote Similarity NPD3267 Approved
0.6474 Remote Similarity NPD5327 Phase 3
0.6467 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6467 Remote Similarity NPD4110 Phase 3
0.6463 Remote Similarity NPD4308 Phase 3
0.6463 Remote Similarity NPD1510 Phase 2
0.6456 Remote Similarity NPD2798 Approved
0.6452 Remote Similarity NPD1281 Approved
0.645 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6442 Remote Similarity NPD1607 Approved
0.6441 Remote Similarity NPD6234 Discontinued
0.6437 Remote Similarity NPD6280 Approved
0.6437 Remote Similarity NPD6279 Approved
0.6437 Remote Similarity NPD37 Approved
0.6436 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6429 Remote Similarity NPD1778 Approved
0.6425 Remote Similarity NPD5710 Approved
0.6425 Remote Similarity NPD5711 Approved
0.6425 Remote Similarity NPD8285 Discontinued
0.6424 Remote Similarity NPD4477 Approved
0.6424 Remote Similarity NPD4476 Approved
0.642 Remote Similarity NPD7058 Phase 2
0.642 Remote Similarity NPD1240 Approved
0.642 Remote Similarity NPD7057 Phase 3
0.6417 Remote Similarity NPD8150 Discontinued
0.641 Remote Similarity NPD9717 Approved
0.64 Remote Similarity NPD8455 Phase 2
0.6398 Remote Similarity NPD3268 Approved
0.6398 Remote Similarity NPD8407 Phase 2
0.6393 Remote Similarity NPD7074 Phase 3
0.6392 Remote Similarity NPD4107 Approved
0.6392 Remote Similarity NPD1203 Approved
0.6392 Remote Similarity NPD2797 Approved
0.638 Remote Similarity NPD1933 Approved
0.6379 Remote Similarity NPD6385 Approved
0.6379 Remote Similarity NPD6386 Approved
0.6374 Remote Similarity NPD7177 Discontinued
0.6369 Remote Similarity NPD4359 Approved
0.6369 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5691 Approved
0.6359 Remote Similarity NPD5953 Discontinued
0.6359 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6358 Remote Similarity NPD6663 Approved
0.6354 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6354 Remote Similarity NPD6166 Phase 2
0.6354 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6341 Remote Similarity NPD6651 Approved
0.6341 Remote Similarity NPD6353 Approved
0.6339 Remote Similarity NPD7286 Phase 2
0.6339 Remote Similarity NPD7054 Approved
0.6329 Remote Similarity NPD1283 Approved
0.6325 Remote Similarity NPD2531 Phase 2
0.6324 Remote Similarity NPD8368 Discontinued
0.6323 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6322 Remote Similarity NPD7028 Phase 2
0.6309 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6307 Remote Similarity NPD2801 Approved
0.6305 Remote Similarity NPD7930 Approved
0.6304 Remote Similarity NPD7472 Approved
0.6303 Remote Similarity NPD7097 Phase 1
0.6299 Remote Similarity NPD9545 Approved
0.6296 Remote Similarity NPD411 Approved
0.6291 Remote Similarity NPD1241 Discontinued
0.629 Remote Similarity NPD7808 Phase 3
0.6289 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6287 Remote Similarity NPD2353 Approved
0.6287 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6284 Remote Similarity NPD7228 Approved
0.6282 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6282 Remote Similarity NPD3496 Discontinued
0.628 Remote Similarity NPD447 Suspended

  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