Structure

Physi-Chem Properties

Molecular Weight:  443.3
Volume:  465.094
LogP:  3.388
LogD:  3.321
LogS:  -4.444
# Rotatable Bonds:  0
TPSA:  78.79
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  6
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.536
Synthetic Accessibility Score:  5.811
Fsp3:  0.889
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -5.375
MDCK Permeability:  4.913791599392425e-06
Pgp-inhibitor:  0.268
Pgp-substrate:  0.991
Human Intestinal Absorption (HIA):  0.011
20% Bioavailability (F20%):  0.022
30% Bioavailability (F30%):  0.852

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.058
Plasma Protein Binding (PPB):  73.33002471923828%
Volume Distribution (VD):  1.741
Pgp-substrate:  15.701772689819336%

ADMET: Metabolism

CYP1A2-inhibitor:  0.058
CYP1A2-substrate:  0.676
CYP2C19-inhibitor:  0.157
CYP2C19-substrate:  0.914
CYP2C9-inhibitor:  0.085
CYP2C9-substrate:  0.061
CYP2D6-inhibitor:  0.015
CYP2D6-substrate:  0.808
CYP3A4-inhibitor:  0.834
CYP3A4-substrate:  0.761

ADMET: Excretion

Clearance (CL):  8.014
Half-life (T1/2):  0.185

ADMET: Toxicity

hERG Blockers:  0.599
Human Hepatotoxicity (H-HT):  0.51
Drug-inuced Liver Injury (DILI):  0.476
AMES Toxicity:  0.028
Rat Oral Acute Toxicity:  0.63
Maximum Recommended Daily Dose:  0.919
Skin Sensitization:  0.57
Carcinogencity:  0.062
Eye Corrosion:  0.006
Eye Irritation:  0.013
Respiratory Toxicity:  0.949

Download Data

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

  Natural Product: NPC478139

Natural Product ID:  NPC478139
Common Name*:   (1R,3R,3'R,3'aS,4aR,6'S,6aS,6bS,7'aR,9R,11aS,11bS)-1,3-dihydroxy-3',6',10,11b-tetramethylspiro[1,2,3,4,4a,5,6,6a,6b,7,8,11a-dodecahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one
IUPAC Name:   (1R,3R,3'R,3'aS,4aR,6'S,6aS,6bS,7'aR,9R,11aS,11bS)-1,3-dihydroxy-3',6',10,11b-tetramethylspiro[1,2,3,4,4a,5,6,6a,6b,7,8,11a-dodecahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one
Synonyms:  
Standard InCHIKey:  RGTMFUMMFMNSOX-VXEVWSOGSA-N
Standard InCHI:  InChI=1S/C27H41NO4/c1-13-9-20-24(28-12-13)15(3)27(32-20)8-7-18-19-6-5-16-10-17(29)11-21(30)26(16,4)23(19)25(31)22(18)14(27)2/h13,15-21,23-24,28-30H,5-12H2,1-4H3/t13-,15+,16+,17+,18-,19-,20+,21+,23+,24-,26+,27-/m0/s1
SMILES:  C[C@H]1C[C@@H]2[C@H]([C@H]([C@]3(O2)CC[C@H]4[C@@H]5CC[C@@H]6C[C@H](C[C@H]([C@@]6([C@H]5C(=O)C4=C3C)C)O)O)C)NC1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   122178949
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0002724] Steroidal alkaloids
          • [CHEMONTID:0002728] Jerveratrum-type alkaloids

*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
NPO15848 Veratrum nigrum Species Melanthiaceae Eukaryota roots and rhizomes n.a. n.a. PMID[25835537]
NPO15848 Veratrum nigrum Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15848 Veratrum nigrum Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15848 Veratrum nigrum Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15848 Veratrum nigrum Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15848 Veratrum nigrum Species Melanthiaceae 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
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 > 30000 nM PMID[25835537]

☑ 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 NPC478139 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
0.8952 High Similarity NPC96010
0.8952 High Similarity NPC317654
0.8438 Intermediate Similarity NPC478136
0.8145 Intermediate Similarity NPC28280
0.8145 Intermediate Similarity NPC304646
0.7917 Intermediate Similarity NPC475239
0.7907 Intermediate Similarity NPC478138
0.7609 Intermediate Similarity NPC297058
0.7538 Intermediate Similarity NPC35037
0.7372 Intermediate Similarity NPC201359
0.7252 Intermediate Similarity NPC39485
0.7252 Intermediate Similarity NPC221196
0.725 Intermediate Similarity NPC174117
0.719 Intermediate Similarity NPC289140
0.7143 Intermediate Similarity NPC233256
0.7143 Intermediate Similarity NPC195841
0.7109 Intermediate Similarity NPC95920
0.7109 Intermediate Similarity NPC253645
0.7109 Intermediate Similarity NPC147835
0.7109 Intermediate Similarity NPC85001
0.704 Intermediate Similarity NPC176012
0.7023 Intermediate Similarity NPC478137
0.7 Intermediate Similarity NPC79238
0.6992 Remote Similarity NPC474164
0.6977 Remote Similarity NPC218602
0.6947 Remote Similarity NPC124358
0.6935 Remote Similarity NPC220111
0.6918 Remote Similarity NPC473040
0.6889 Remote Similarity NPC230513
0.6887 Remote Similarity NPC36463
0.6887 Remote Similarity NPC298005
0.6884 Remote Similarity NPC321197
0.6875 Remote Similarity NPC60681
0.687 Remote Similarity NPC474459
0.687 Remote Similarity NPC34977
0.687 Remote Similarity NPC246399
0.6867 Remote Similarity NPC61717
0.6867 Remote Similarity NPC244380
0.685 Remote Similarity NPC247957
0.685 Remote Similarity NPC36688
0.685 Remote Similarity NPC249187
0.685 Remote Similarity NPC98765
0.6835 Remote Similarity NPC237286
0.6831 Remote Similarity NPC139585
0.6829 Remote Similarity NPC271195
0.6822 Remote Similarity NPC473037
0.6818 Remote Similarity NPC207251
0.6818 Remote Similarity NPC474452
0.6797 Remote Similarity NPC72255
0.6794 Remote Similarity NPC472313
0.6788 Remote Similarity NPC238323
0.6777 Remote Similarity NPC312637
0.6774 Remote Similarity NPC7124
0.6772 Remote Similarity NPC185530
0.6772 Remote Similarity NPC165250
0.6769 Remote Similarity NPC177064
0.6765 Remote Similarity NPC42673
0.6763 Remote Similarity NPC296686
0.6748 Remote Similarity NPC471720
0.6746 Remote Similarity NPC307954
0.6746 Remote Similarity NPC239768
0.6746 Remote Similarity NPC128698
0.6746 Remote Similarity NPC154072
0.6744 Remote Similarity NPC257353
0.6741 Remote Similarity NPC55296
0.6738 Remote Similarity NPC476957
0.6736 Remote Similarity NPC477072
0.6735 Remote Similarity NPC302276
0.6735 Remote Similarity NPC180770
0.6733 Remote Similarity NPC214821
0.6733 Remote Similarity NPC298067
0.6719 Remote Similarity NPC26478
0.6719 Remote Similarity NPC112009
0.6716 Remote Similarity NPC326542
0.6715 Remote Similarity NPC476962
0.6713 Remote Similarity NPC189393
0.6713 Remote Similarity NPC90814
0.6694 Remote Similarity NPC297199
0.6692 Remote Similarity NPC477916
0.6692 Remote Similarity NPC46981
0.6691 Remote Similarity NPC9714
0.6667 Remote Similarity NPC212874
0.6667 Remote Similarity NPC477000
0.6667 Remote Similarity NPC471784
0.6667 Remote Similarity NPC476504
0.6667 Remote Similarity NPC204556
0.6667 Remote Similarity NPC303777
0.6667 Remote Similarity NPC272898
0.6667 Remote Similarity NPC141669
0.6667 Remote Similarity NPC473036
0.6667 Remote Similarity NPC477001
0.6645 Remote Similarity NPC265699
0.6644 Remote Similarity NPC162910
0.6643 Remote Similarity NPC8369
0.6643 Remote Similarity NPC476503
0.6642 Remote Similarity NPC476960
0.6642 Remote Similarity NPC25909
0.6642 Remote Similarity NPC122056
0.6642 Remote Similarity NPC477071
0.6642 Remote Similarity NPC178981
0.6641 Remote Similarity NPC476081
0.6641 Remote Similarity NPC281702
0.6622 Remote Similarity NPC265908
0.6615 Remote Similarity NPC86906
0.6614 Remote Similarity NPC299971
0.6614 Remote Similarity NPC83709
0.6614 Remote Similarity NPC144660
0.6603 Remote Similarity NPC100612
0.6603 Remote Similarity NPC174336
0.6603 Remote Similarity NPC113620
0.6603 Remote Similarity NPC187497
0.6603 Remote Similarity NPC475599
0.6597 Remote Similarity NPC25455
0.6597 Remote Similarity NPC15249
0.6594 Remote Similarity NPC476961
0.6594 Remote Similarity NPC268530
0.6594 Remote Similarity NPC251226
0.6594 Remote Similarity NPC17938
0.6594 Remote Similarity NPC154491
0.6593 Remote Similarity NPC238667
0.6593 Remote Similarity NPC147912
0.6593 Remote Similarity NPC470953
0.6593 Remote Similarity NPC67259
0.6591 Remote Similarity NPC284828
0.6591 Remote Similarity NPC472216
0.6591 Remote Similarity NPC5475
0.6591 Remote Similarity NPC173905
0.6589 Remote Similarity NPC478057
0.6589 Remote Similarity NPC180204
0.6589 Remote Similarity NPC471208
0.6589 Remote Similarity NPC120321
0.6587 Remote Similarity NPC132753
0.6587 Remote Similarity NPC175351
0.6587 Remote Similarity NPC122294
0.6587 Remote Similarity NPC151681
0.6587 Remote Similarity NPC121402
0.6587 Remote Similarity NPC224356
0.6585 Remote Similarity NPC233116
0.6571 Remote Similarity NPC41129
0.6571 Remote Similarity NPC11895
0.6571 Remote Similarity NPC473979
0.6569 Remote Similarity NPC146786
0.6569 Remote Similarity NPC476956
0.6569 Remote Similarity NPC113448
0.6569 Remote Similarity NPC470276
0.6567 Remote Similarity NPC76660
0.6567 Remote Similarity NPC276995
0.6567 Remote Similarity NPC476163
0.6565 Remote Similarity NPC476756
0.6565 Remote Similarity NPC244982
0.6565 Remote Similarity NPC83744
0.6565 Remote Similarity NPC131665
0.6565 Remote Similarity NPC302788
0.6565 Remote Similarity NPC255387
0.6565 Remote Similarity NPC176773
0.6565 Remote Similarity NPC144459
0.656 Remote Similarity NPC155985
0.6556 Remote Similarity NPC298469
0.6554 Remote Similarity NPC287885
0.6552 Remote Similarity NPC122819
0.6552 Remote Similarity NPC476111
0.6549 Remote Similarity NPC280903
0.6549 Remote Similarity NPC470537
0.6547 Remote Similarity NPC67569
0.6547 Remote Similarity NPC4021
0.6547 Remote Similarity NPC242692
0.6547 Remote Similarity NPC159456
0.6544 Remote Similarity NPC49492
0.6544 Remote Similarity NPC470538
0.6544 Remote Similarity NPC469794
0.6544 Remote Similarity NPC266728
0.6544 Remote Similarity NPC72772
0.6541 Remote Similarity NPC76084
0.6538 Remote Similarity NPC294259
0.6538 Remote Similarity NPC471293
0.6538 Remote Similarity NPC209502
0.6538 Remote Similarity NPC119329
0.6538 Remote Similarity NPC204833
0.6538 Remote Similarity NPC475527
0.6535 Remote Similarity NPC103051
0.6535 Remote Similarity NPC16021
0.6535 Remote Similarity NPC91604
0.6531 Remote Similarity NPC243902
0.6522 Remote Similarity NPC475041
0.6519 Remote Similarity NPC28224
0.6519 Remote Similarity NPC317210
0.6515 Remote Similarity NPC325054
0.6515 Remote Similarity NPC472825
0.6515 Remote Similarity NPC275539
0.6515 Remote Similarity NPC65941
0.6515 Remote Similarity NPC189075
0.6515 Remote Similarity NPC329417
0.6512 Remote Similarity NPC22388
0.6508 Remote Similarity NPC472362
0.6508 Remote Similarity NPC154526
0.6508 Remote Similarity NPC472363
0.6507 Remote Similarity NPC150057
0.6507 Remote Similarity NPC147753
0.6503 Remote Similarity NPC473620
0.65 Remote Similarity NPC23786

  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 NPC478139 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
0.6912 Remote Similarity NPD6909 Approved
0.6912 Remote Similarity NPD6908 Approved
0.6875 Remote Similarity NPD6920 Discontinued
0.6818 Remote Similarity NPD7336 Phase 2
0.6818 Remote Similarity NPD7337 Clinical (unspecified phase)
0.6818 Remote Similarity NPD7335 Phase 2
0.6552 Remote Similarity NPD6845 Suspended
0.6552 Remote Similarity NPD8449 Approved
0.6528 Remote Similarity NPD6914 Discontinued
0.6515 Remote Similarity NPD6415 Discontinued
0.6507 Remote Similarity NPD8450 Suspended
0.6496 Remote Similarity NPD7115 Discovery
0.6489 Remote Similarity NPD7333 Discontinued
0.6406 Remote Similarity NPD7638 Approved
0.6357 Remote Similarity NPD7639 Approved
0.6357 Remote Similarity NPD7640 Approved
0.6343 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6312 Remote Similarity NPD6921 Approved
0.6311 Remote Similarity NPD3618 Phase 1
0.6296 Remote Similarity NPD5955 Clinical (unspecified phase)
0.629 Remote Similarity NPD5328 Approved
0.6269 Remote Similarity NPD7320 Approved
0.626 Remote Similarity NPD7632 Discontinued
0.625 Remote Similarity NPD7507 Approved
0.625 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6241 Remote Similarity NPD7128 Approved
0.6241 Remote Similarity NPD5739 Approved
0.6241 Remote Similarity NPD6402 Approved
0.6241 Remote Similarity NPD6675 Approved
0.6233 Remote Similarity NPD7319 Approved
0.6225 Remote Similarity NPD6334 Approved
0.6225 Remote Similarity NPD6333 Approved
0.6222 Remote Similarity NPD6372 Approved
0.6222 Remote Similarity NPD6373 Approved
0.6216 Remote Similarity NPD8338 Approved
0.6202 Remote Similarity NPD4755 Approved
0.619 Remote Similarity NPD6079 Approved
0.6164 Remote Similarity NPD8336 Approved
0.6164 Remote Similarity NPD8337 Approved
0.6149 Remote Similarity NPD7260 Phase 2
0.6148 Remote Similarity NPD6881 Approved
0.6148 Remote Similarity NPD6899 Approved
0.6142 Remote Similarity NPD4202 Approved
0.6136 Remote Similarity NPD5211 Phase 2
0.6133 Remote Similarity NPD8415 Approved
0.6131 Remote Similarity NPD6650 Approved
0.6131 Remote Similarity NPD6649 Approved
0.6127 Remote Similarity NPD6054 Approved
0.6127 Remote Similarity NPD6059 Approved
0.6124 Remote Similarity NPD4697 Phase 3
0.6119 Remote Similarity NPD6008 Approved
0.6107 Remote Similarity NPD5285 Approved
0.6107 Remote Similarity NPD4700 Approved
0.6107 Remote Similarity NPD5286 Approved
0.6107 Remote Similarity NPD4696 Approved
0.6099 Remote Similarity NPD7328 Approved
0.6099 Remote Similarity NPD7327 Approved
0.6093 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6077 Remote Similarity NPD6084 Phase 2
0.6077 Remote Similarity NPD6083 Phase 2
0.6074 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6074 Remote Similarity NPD5697 Approved
0.6074 Remote Similarity NPD6412 Phase 2
0.6074 Remote Similarity NPD5701 Approved
0.6058 Remote Similarity NPD7290 Approved
0.6058 Remote Similarity NPD7102 Approved
0.6058 Remote Similarity NPD6883 Approved
0.6056 Remote Similarity NPD7519 Approved
0.6056 Remote Similarity NPD7516 Approved
0.6056 Remote Similarity NPD7518 Approved
0.6056 Remote Similarity NPD7517 Approved
0.6048 Remote Similarity NPD8308 Discontinued
0.6047 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6045 Remote Similarity NPD5141 Approved
0.6042 Remote Similarity NPD6370 Approved
0.6032 Remote Similarity NPD4753 Phase 2
0.6016 Remote Similarity NPD6399 Phase 3
0.6016 Remote Similarity NPD4786 Approved
0.6015 Remote Similarity NPD5225 Approved
0.6015 Remote Similarity NPD5226 Approved
0.6015 Remote Similarity NPD4633 Approved
0.6015 Remote Similarity NPD5224 Approved
0.6014 Remote Similarity NPD6617 Approved
0.6014 Remote Similarity NPD8130 Phase 1
0.6014 Remote Similarity NPD6847 Approved
0.6014 Remote Similarity NPD6869 Approved
0.6 Remote Similarity NPD7604 Phase 2
0.6 Remote Similarity NPD5222 Approved
0.6 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6 Remote Similarity NPD7122 Discontinued
0.6 Remote Similarity NPD5221 Approved
0.5985 Remote Similarity NPD6014 Approved
0.5985 Remote Similarity NPD6013 Approved
0.5985 Remote Similarity NPD6012 Approved
0.5972 Remote Similarity NPD8335 Approved
0.5972 Remote Similarity NPD8296 Approved
0.5972 Remote Similarity NPD8380 Approved
0.5972 Remote Similarity NPD8378 Approved
0.5972 Remote Similarity NPD6016 Approved
0.5972 Remote Similarity NPD8379 Approved
0.5972 Remote Similarity NPD6015 Approved
0.5971 Remote Similarity NPD8297 Approved
0.5971 Remote Similarity NPD6882 Approved
0.597 Remote Similarity NPD5174 Approved
0.597 Remote Similarity NPD5175 Approved
0.5969 Remote Similarity NPD7748 Approved
0.5959 Remote Similarity NPD7492 Approved
0.5957 Remote Similarity NPD7755 Approved
0.5957 Remote Similarity NPD7754 Approved
0.5954 Remote Similarity NPD7902 Approved
0.5954 Remote Similarity NPD5173 Approved
0.5946 Remote Similarity NPD7736 Approved
0.5942 Remote Similarity NPD4634 Approved
0.594 Remote Similarity NPD5223 Approved
0.5938 Remote Similarity NPD7515 Phase 2
0.5931 Remote Similarity NPD5988 Approved
0.5929 Remote Similarity NPD8298 Phase 2
0.5929 Remote Similarity NPD1376 Discontinued
0.5923 Remote Similarity NPD5210 Approved
0.5923 Remote Similarity NPD7991 Discontinued
0.5923 Remote Similarity NPD4629 Approved
0.592 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5918 Remote Similarity NPD6616 Approved
0.5912 Remote Similarity NPD6011 Approved
0.5909 Remote Similarity NPD5696 Approved
0.5903 Remote Similarity NPD8377 Approved
0.5903 Remote Similarity NPD8294 Approved
0.5899 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5887 Remote Similarity NPD3666 Approved
0.5887 Remote Similarity NPD3133 Approved
0.5887 Remote Similarity NPD3665 Phase 1
0.5882 Remote Similarity NPD4767 Approved
0.5882 Remote Similarity NPD4768 Approved
0.5878 Remote Similarity NPD7078 Approved
0.5878 Remote Similarity NPD8293 Discontinued
0.587 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5867 Remote Similarity NPD7751 Phase 1
0.5865 Remote Similarity NPD8418 Phase 2
0.5862 Remote Similarity NPD8033 Approved
0.5857 Remote Similarity NPD6429 Approved
0.5857 Remote Similarity NPD6430 Approved
0.5857 Remote Similarity NPD6053 Discontinued
0.5854 Remote Similarity NPD3667 Approved
0.5852 Remote Similarity NPD4754 Approved
0.5839 Remote Similarity NPD7646 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7919 Phase 3
0.5833 Remote Similarity NPD7920 Phase 3
0.5821 Remote Similarity NPD4159 Approved
0.5816 Remote Similarity NPD4632 Approved
0.5814 Remote Similarity NPD8035 Phase 2
0.5814 Remote Similarity NPD8034 Phase 2
0.5813 Remote Similarity NPD7625 Phase 1
0.5802 Remote Similarity NPD5695 Phase 3
0.5797 Remote Similarity NPD4730 Approved
0.5797 Remote Similarity NPD6686 Approved
0.5797 Remote Similarity NPD4729 Approved
0.5797 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5797 Remote Similarity NPD5128 Approved
0.5796 Remote Similarity NPD8384 Approved
0.5793 Remote Similarity NPD7148 Clinical (unspecified phase)
0.5793 Remote Similarity NPD7147 Phase 3
0.5793 Remote Similarity NPD6319 Approved
0.5789 Remote Similarity NPD4225 Approved
0.5789 Remote Similarity NPD8088 Phase 1
0.5782 Remote Similarity NPD7642 Approved
0.5762 Remote Similarity NPD8390 Approved
0.5762 Remote Similarity NPD8392 Approved
0.5762 Remote Similarity NPD8391 Approved
0.5753 Remote Similarity NPD8266 Approved
0.5753 Remote Similarity NPD7503 Approved
0.5753 Remote Similarity NPD8267 Approved
0.5753 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5753 Remote Similarity NPD8268 Approved
0.5753 Remote Similarity NPD8269 Approved
0.5734 Remote Similarity NPD6940 Discontinued
0.5734 Remote Similarity NPD6274 Approved
0.5733 Remote Similarity NPD6033 Approved
0.5726 Remote Similarity NPD4223 Phase 3
0.5726 Remote Similarity NPD4221 Approved
0.5725 Remote Similarity NPD7900 Approved
0.5725 Remote Similarity NPD6001 Approved
0.5725 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5724 Remote Similarity NPD7100 Approved
0.5724 Remote Similarity NPD2101 Approved
0.5724 Remote Similarity NPD7101 Approved
0.5714 Remote Similarity NPD5250 Approved
0.5714 Remote Similarity NPD5247 Approved
0.5714 Remote Similarity NPD5249 Phase 3
0.5714 Remote Similarity NPD5251 Approved
0.5714 Remote Similarity NPD5248 Approved
0.5714 Remote Similarity NPD5329 Approved
0.5714 Remote Similarity NPD1694 Approved
0.5714 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8080 Discontinued
0.5705 Remote Similarity NPD8451 Approved
0.5704 Remote Similarity NPD8133 Approved
0.5703 Remote Similarity NPD6903 Approved
0.5703 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5703 Remote Similarity NPD6672 Approved
0.5703 Remote Similarity NPD5737 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data