Structure

Physi-Chem Properties

Molecular Weight:  492.41
Volume:  556.78
LogP:  7.059
LogD:  5.146
LogS:  -5.013
# Rotatable Bonds:  7
TPSA:  23.55
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.424
Synthetic Accessibility Score:  4.333
Fsp3:  0.788
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:  -4.689
MDCK Permeability:  1.531941416033078e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.9
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.114
30% Bioavailability (F30%):  0.07

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.302
Plasma Protein Binding (PPB):  82.77166748046875%
Volume Distribution (VD):  2.171
Pgp-substrate:  6.280612945556641%

ADMET: Metabolism

CYP1A2-inhibitor:  0.123
CYP1A2-substrate:  0.181
CYP2C19-inhibitor:  0.137
CYP2C19-substrate:  0.982
CYP2C9-inhibitor:  0.36
CYP2C9-substrate:  0.094
CYP2D6-inhibitor:  0.958
CYP2D6-substrate:  0.894
CYP3A4-inhibitor:  0.96
CYP3A4-substrate:  0.906

ADMET: Excretion

Clearance (CL):  17.884
Half-life (T1/2):  0.059

ADMET: Toxicity

hERG Blockers:  0.997
Human Hepatotoxicity (H-HT):  0.294
Drug-inuced Liver Injury (DILI):  0.743
AMES Toxicity:  0.055
Rat Oral Acute Toxicity:  0.783
Maximum Recommended Daily Dose:  0.784
Skin Sensitization:  0.975
Carcinogencity:  0.436
Eye Corrosion:  0.447
Eye Irritation:  0.036
Respiratory Toxicity:  0.911

Download Data

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

  Natural Product: NPC473573

Natural Product ID:  NPC473573
Common Name*:   (20S)-20-(N,N-Dimethylamino)-3Beta-(3'-Phenylpropionoyl-N-Meth Ylamido)Pregnane
IUPAC Name:   N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-N-methyl-3-phenylpropanamide
Synonyms:  
Standard InCHIKey:  JSCQAKFYDNDOCI-BKGYVUQHSA-N
Standard InCHI:  InChI=1S/C33H52N2O/c1-23(34(4)5)28-15-16-29-27-14-13-25-22-26(18-20-32(25,2)30(27)19-21-33(28,29)3)35(6)31(36)17-12-24-10-8-7-9-11-24/h7-11,23,25-30H,12-22H2,1-6H3/t23-,25-,26-,27-,28+,29-,30-,32-,33+/m0/s1
SMILES:  CC(C1CCC2C1(CCC3C2CCC4C3(CCC(C4)N(C)C(=O)CCC5=CC=CC=C5)C)C)N(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL446204
PubChem CID:   10097199
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0002340] Azasteroids and derivatives

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[14584959]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[14643329]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[9548847]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27888 Sarcococca saligna Species Buxaceae 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
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae IZ = 10.5 mm PMID[454590]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa IZ = 7.5 mm PMID[454590]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 11.0 mm PMID[454590]

☑ 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 NPC473573 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
0.9189 High Similarity NPC246904
0.8983 High Similarity NPC79698
0.8692 High Similarity NPC474582
0.8618 High Similarity NPC126458
0.8548 High Similarity NPC473962
0.8214 Intermediate Similarity NPC474695
0.7586 Intermediate Similarity NPC473418
0.7402 Intermediate Similarity NPC109151
0.7279 Intermediate Similarity NPC73644
0.7101 Intermediate Similarity NPC153007
0.7083 Intermediate Similarity NPC45033
0.7 Intermediate Similarity NPC167336
0.6964 Remote Similarity NPC298115
0.6957 Remote Similarity NPC256452
0.6944 Remote Similarity NPC215474
0.694 Remote Similarity NPC473322
0.6909 Remote Similarity NPC147513
0.6905 Remote Similarity NPC33742
0.6891 Remote Similarity NPC239854
0.6885 Remote Similarity NPC472696
0.6885 Remote Similarity NPC472701
0.6885 Remote Similarity NPC472695
0.6885 Remote Similarity NPC472683
0.6866 Remote Similarity NPC152850
0.6866 Remote Similarity NPC105114
0.6866 Remote Similarity NPC239990
0.6866 Remote Similarity NPC71933
0.6866 Remote Similarity NPC89923
0.6847 Remote Similarity NPC157479
0.6846 Remote Similarity NPC200964
0.6842 Remote Similarity NPC125226
0.6838 Remote Similarity NPC255447
0.6833 Remote Similarity NPC475939
0.6833 Remote Similarity NPC472691
0.6833 Remote Similarity NPC474866
0.6833 Remote Similarity NPC471829
0.6825 Remote Similarity NPC35850
0.6825 Remote Similarity NPC276949
0.6822 Remote Similarity NPC470546
0.6822 Remote Similarity NPC220698
0.6815 Remote Similarity NPC475427
0.6812 Remote Similarity NPC132847
0.6803 Remote Similarity NPC472700
0.6803 Remote Similarity NPC66936
0.6803 Remote Similarity NPC472699
0.6791 Remote Similarity NPC119326
0.6791 Remote Similarity NPC136453
0.675 Remote Similarity NPC58200
0.6744 Remote Similarity NPC470545
0.6724 Remote Similarity NPC71140
0.6715 Remote Similarity NPC157311
0.671 Remote Similarity NPC475248
0.671 Remote Similarity NPC63047
0.6697 Remote Similarity NPC231986
0.6695 Remote Similarity NPC472258
0.6691 Remote Similarity NPC111428
0.669 Remote Similarity NPC150712
0.6689 Remote Similarity NPC104345
0.6667 Remote Similarity NPC8761
0.6667 Remote Similarity NPC470544
0.6667 Remote Similarity NPC44805
0.6667 Remote Similarity NPC473498
0.6642 Remote Similarity NPC222466
0.6642 Remote Similarity NPC200589
0.6637 Remote Similarity NPC60408
0.6637 Remote Similarity NPC305602
0.6637 Remote Similarity NPC17497
0.6619 Remote Similarity NPC3202
0.661 Remote Similarity NPC185208
0.661 Remote Similarity NPC219573
0.6607 Remote Similarity NPC182106
0.6607 Remote Similarity NPC311769
0.6597 Remote Similarity NPC471516
0.6593 Remote Similarity NPC101719
0.6558 Remote Similarity NPC476750
0.6552 Remote Similarity NPC470926
0.6545 Remote Similarity NPC90150
0.6541 Remote Similarity NPC71684
0.6538 Remote Similarity NPC285926
0.6538 Remote Similarity NPC315276
0.6538 Remote Similarity NPC14672
0.6538 Remote Similarity NPC239357
0.6529 Remote Similarity NPC476993
0.6529 Remote Similarity NPC264728
0.6528 Remote Similarity NPC161069
0.6508 Remote Similarity NPC158854
0.65 Remote Similarity NPC120393
0.65 Remote Similarity NPC313663
0.65 Remote Similarity NPC322598
0.6496 Remote Similarity NPC475057
0.6496 Remote Similarity NPC473661
0.6486 Remote Similarity NPC212799
0.648 Remote Similarity NPC55529
0.6471 Remote Similarity NPC222029
0.6456 Remote Similarity NPC476749
0.6449 Remote Similarity NPC40488
0.6446 Remote Similarity NPC221825
0.6438 Remote Similarity NPC473922
0.6435 Remote Similarity NPC259252
0.6434 Remote Similarity NPC316906
0.6429 Remote Similarity NPC246913
0.6424 Remote Similarity NPC275839
0.6417 Remote Similarity NPC239185
0.6417 Remote Similarity NPC469891
0.6417 Remote Similarity NPC469890
0.6417 Remote Similarity NPC469892
0.641 Remote Similarity NPC475023
0.641 Remote Similarity NPC475059
0.64 Remote Similarity NPC85560
0.64 Remote Similarity NPC244933
0.6393 Remote Similarity NPC128248
0.6393 Remote Similarity NPC136810
0.6393 Remote Similarity NPC133809
0.6387 Remote Similarity NPC225319
0.638 Remote Similarity NPC286994
0.6371 Remote Similarity NPC275467
0.6364 Remote Similarity NPC134882
0.6364 Remote Similarity NPC478140
0.6364 Remote Similarity NPC471123
0.6356 Remote Similarity NPC59677
0.6356 Remote Similarity NPC323420
0.6351 Remote Similarity NPC138775
0.6348 Remote Similarity NPC43308
0.6346 Remote Similarity NPC469741
0.6343 Remote Similarity NPC27833
0.6339 Remote Similarity NPC230068
0.6333 Remote Similarity NPC469893
0.6324 Remote Similarity NPC6975
0.6316 Remote Similarity NPC472698
0.6316 Remote Similarity NPC472697
0.6303 Remote Similarity NPC474974
0.6301 Remote Similarity NPC22082
0.6301 Remote Similarity NPC186284
0.6299 Remote Similarity NPC93343
0.6296 Remote Similarity NPC314192
0.6294 Remote Similarity NPC9687
0.6294 Remote Similarity NPC90194
0.6294 Remote Similarity NPC475318
0.6294 Remote Similarity NPC49577
0.6294 Remote Similarity NPC151706
0.6294 Remote Similarity NPC475598
0.6294 Remote Similarity NPC79465
0.6294 Remote Similarity NPC118099
0.6294 Remote Similarity NPC474787
0.6294 Remote Similarity NPC260045
0.6294 Remote Similarity NPC476102
0.6294 Remote Similarity NPC293377
0.6294 Remote Similarity NPC76785
0.6294 Remote Similarity NPC273907
0.6294 Remote Similarity NPC474811
0.6294 Remote Similarity NPC474855
0.6286 Remote Similarity NPC179224
0.6283 Remote Similarity NPC474088
0.6281 Remote Similarity NPC226041
0.6281 Remote Similarity NPC133135
0.6281 Remote Similarity NPC265220
0.6281 Remote Similarity NPC251579
0.6277 Remote Similarity NPC473938
0.6273 Remote Similarity NPC103488
0.627 Remote Similarity NPC191215
0.627 Remote Similarity NPC274089
0.626 Remote Similarity NPC472879
0.626 Remote Similarity NPC109514
0.626 Remote Similarity NPC474001
0.6259 Remote Similarity NPC475128
0.625 Remote Similarity NPC291027
0.625 Remote Similarity NPC84281
0.625 Remote Similarity NPC63511
0.625 Remote Similarity NPC317474
0.625 Remote Similarity NPC213126
0.625 Remote Similarity NPC169485
0.6242 Remote Similarity NPC475578
0.6241 Remote Similarity NPC126859
0.6241 Remote Similarity NPC89769
0.6241 Remote Similarity NPC259665
0.6241 Remote Similarity NPC183722
0.6233 Remote Similarity NPC130251
0.623 Remote Similarity NPC140685
0.623 Remote Similarity NPC75724
0.6222 Remote Similarity NPC302169
0.6218 Remote Similarity NPC1682
0.6218 Remote Similarity NPC188844
0.6216 Remote Similarity NPC5620
0.6214 Remote Similarity NPC472413
0.6214 Remote Similarity NPC116057
0.6207 Remote Similarity NPC132636
0.6204 Remote Similarity NPC175726
0.6204 Remote Similarity NPC474082
0.6204 Remote Similarity NPC476904
0.6197 Remote Similarity NPC32858
0.6197 Remote Similarity NPC257390
0.6197 Remote Similarity NPC194857
0.619 Remote Similarity NPC143516
0.619 Remote Similarity NPC471186
0.619 Remote Similarity NPC301760
0.6184 Remote Similarity NPC470274
0.6182 Remote Similarity NPC3190
0.6182 Remote Similarity NPC9796
0.6182 Remote Similarity NPC249018
0.6179 Remote Similarity NPC7435

  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 NPC473573 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
0.7946 Intermediate Similarity NPD4803 Discontinued
0.7917 Intermediate Similarity NPD7679 Phase 2
0.7642 Intermediate Similarity NPD6343 Approved
0.7642 Intermediate Similarity NPD6345 Approved
0.7632 Intermediate Similarity NPD6024 Approved
0.7632 Intermediate Similarity NPD6027 Approved
0.7589 Intermediate Similarity NPD4655 Approved
0.7589 Intermediate Similarity NPD4657 Approved
0.7459 Intermediate Similarity NPD3551 Approved
0.7459 Intermediate Similarity NPD2508 Discontinued
0.7436 Intermediate Similarity NPD1763 Approved
0.7436 Intermediate Similarity NPD1766 Approved
0.7436 Intermediate Similarity NPD1767 Approved
0.7436 Intermediate Similarity NPD1761 Approved
0.7436 Intermediate Similarity NPD1765 Approved
0.7419 Intermediate Similarity NPD5990 Approved
0.7419 Intermediate Similarity NPD5991 Approved
0.7411 Intermediate Similarity NPD4094 Approved
0.7364 Intermediate Similarity NPD6330 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD3581 Discontinued
0.7323 Intermediate Similarity NPD1302 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD742 Approved
0.7241 Intermediate Similarity NPD5630 Phase 1
0.7217 Intermediate Similarity NPD466 Approved
0.7179 Intermediate Similarity NPD6588 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD5653 Discontinued
0.7154 Intermediate Similarity NPD3549 Approved
0.7154 Intermediate Similarity NPD3547 Approved
0.7154 Intermediate Similarity NPD3550 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3806 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD6806 Phase 1
0.7107 Intermediate Similarity NPD8009 Approved
0.7107 Intermediate Similarity NPD8010 Approved
0.7099 Intermediate Similarity NPD6792 Phase 3
0.7097 Intermediate Similarity NPD3598 Phase 3
0.708 Intermediate Similarity NPD8125 Discontinued
0.704 Intermediate Similarity NPD3867 Phase 2
0.7018 Intermediate Similarity NPD3980 Approved
0.7018 Intermediate Similarity NPD2878 Approved
0.7018 Intermediate Similarity NPD3982 Approved
0.6972 Remote Similarity NPD4544 Approved
0.6947 Remote Similarity NPD6408 Phase 1
0.6944 Remote Similarity NPD4170 Approved
0.6944 Remote Similarity NPD4169 Approved
0.6944 Remote Similarity NPD4701 Clinical (unspecified phase)
0.6935 Remote Similarity NPD2124 Approved
0.6923 Remote Similarity NPD5187 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7910 Clinical (unspecified phase)
0.6917 Remote Similarity NPD6563 Approved
0.6917 Remote Similarity NPD6565 Approved
0.6917 Remote Similarity NPD6564 Approved
0.6905 Remote Similarity NPD4766 Approved
0.6903 Remote Similarity NPD3346 Approved
0.6903 Remote Similarity NPD3344 Approved
0.6897 Remote Similarity NPD5964 Phase 2
0.6897 Remote Similarity NPD2895 Discontinued
0.6897 Remote Similarity NPD5963 Phase 2
0.6891 Remote Similarity NPD2193 Phase 2
0.6891 Remote Similarity NPD2196 Discontinued
0.6891 Remote Similarity NPD813 Approved
0.6891 Remote Similarity NPD2648 Phase 3
0.6884 Remote Similarity NPD7733 Phase 2
0.6884 Remote Similarity NPD8643 Discontinued
0.686 Remote Similarity NPD2197 Approved
0.686 Remote Similarity NPD2192 Approved
0.6852 Remote Similarity NPD3035 Approved
0.6847 Remote Similarity NPD4636 Approved
0.6833 Remote Similarity NPD3357 Discontinued
0.6806 Remote Similarity NPD8239 Clinical (unspecified phase)
0.6803 Remote Similarity NPD7130 Phase 3
0.6774 Remote Similarity NPD4063 Clinical (unspecified phase)
0.6767 Remote Similarity NPD4677 Discontinued
0.6761 Remote Similarity NPD7720 Phase 2
0.6757 Remote Similarity NPD2208 Approved
0.6757 Remote Similarity NPD2205 Approved
0.675 Remote Similarity NPD5716 Approved
0.6742 Remote Similarity NPD7436 Approved
0.6742 Remote Similarity NPD7437 Approved
0.6741 Remote Similarity NPD5339 Clinical (unspecified phase)
0.6739 Remote Similarity NPD7578 Phase 2
0.6726 Remote Similarity NPD5675 Discontinued
0.6718 Remote Similarity NPD5836 Discontinued
0.6718 Remote Similarity NPD4164 Clinical (unspecified phase)
0.6715 Remote Similarity NPD2754 Discontinued
0.6714 Remote Similarity NPD7106 Discontinued
0.6695 Remote Similarity NPD1099 Approved
0.6695 Remote Similarity NPD1100 Approved
0.6695 Remote Similarity NPD5597 Approved
0.6695 Remote Similarity NPD5598 Approved
0.6691 Remote Similarity NPD6623 Phase 3
0.6667 Remote Similarity NPD5178 Approved
0.6643 Remote Similarity NPD7622 Phase 2
0.6642 Remote Similarity NPD7464 Phase 3
0.6641 Remote Similarity NPD6994 Approved
0.6641 Remote Similarity NPD6993 Approved
0.6639 Remote Similarity NPD4813 Approved
0.6639 Remote Similarity NPD4263 Approved
0.662 Remote Similarity NPD7254 Discontinued
0.6619 Remote Similarity NPD7086 Phase 2
0.6617 Remote Similarity NPD4775 Clinical (unspecified phase)
0.6614 Remote Similarity NPD480 Approved
0.6614 Remote Similarity NPD2607 Approved
0.6612 Remote Similarity NPD2171 Approved
0.661 Remote Similarity NPD1738 Approved
0.6609 Remote Similarity NPD5915 Approved
0.6607 Remote Similarity NPD5916 Discontinued
0.6599 Remote Similarity NPD8165 Discontinued
0.6599 Remote Similarity NPD7794 Clinical (unspecified phase)
0.6593 Remote Similarity NPD5577 Clinical (unspecified phase)
0.6593 Remote Similarity NPD5578 Approved
0.6585 Remote Similarity NPD1677 Discontinued
0.6585 Remote Similarity NPD5717 Approved
0.6583 Remote Similarity NPD787 Suspended
0.6577 Remote Similarity NPD4635 Approved
0.6571 Remote Similarity NPD8416 Discontinued
0.6569 Remote Similarity NPD5759 Approved
0.6562 Remote Similarity NPD5179 Approved
0.6562 Remote Similarity NPD5181 Approved
0.6562 Remote Similarity NPD5180 Approved
0.6552 Remote Similarity NPD4543 Discontinued
0.6552 Remote Similarity NPD7082 Approved
0.6549 Remote Similarity NPD4406 Approved
0.6549 Remote Similarity NPD3099 Discontinued
0.6549 Remote Similarity NPD4409 Approved
0.6549 Remote Similarity NPD5252 Clinical (unspecified phase)
0.6545 Remote Similarity NPD4027 Approved
0.6545 Remote Similarity NPD4026 Approved
0.6519 Remote Similarity NPD6025 Phase 1
0.6508 Remote Similarity NPD1752 Approved
0.6508 Remote Similarity NPD1756 Approved
0.6507 Remote Similarity NPD7259 Approved
0.6507 Remote Similarity NPD7949 Clinical (unspecified phase)
0.6507 Remote Similarity NPD7487 Discontinued
0.6504 Remote Similarity NPD2577 Clinical (unspecified phase)
0.65 Remote Similarity NPD4117 Approved
0.65 Remote Similarity NPD7715 Approved
0.65 Remote Similarity NPD6740 Clinical (unspecified phase)
0.65 Remote Similarity NPD7714 Approved
0.6496 Remote Similarity NPD4405 Approved
0.6496 Remote Similarity NPD4408 Approved
0.6496 Remote Similarity NPD4407 Approved
0.6493 Remote Similarity NPD4478 Clinical (unspecified phase)
0.6491 Remote Similarity NPD4145 Approved
0.6491 Remote Similarity NPD4146 Approved
0.6489 Remote Similarity NPD2117 Pre-registration
0.6489 Remote Similarity NPD2115 Approved
0.6489 Remote Similarity NPD2116 Approved
0.6489 Remote Similarity NPD7610 Discontinued
0.6484 Remote Similarity NPD6858 Approved
0.6484 Remote Similarity NPD7094 Approved
0.6481 Remote Similarity NPD4147 Approved
0.6481 Remote Similarity NPD4144 Approved
0.648 Remote Similarity NPD6038 Clinical (unspecified phase)
0.6479 Remote Similarity NPD7192 Discontinued
0.6475 Remote Similarity NPD5753 Discontinued
0.6466 Remote Similarity NPD3064 Clinical (unspecified phase)
0.6463 Remote Similarity NPD8131 Suspended
0.6463 Remote Similarity NPD7602 Clinical (unspecified phase)
0.6463 Remote Similarity NPD7295 Approved
0.6462 Remote Similarity NPD1323 Discontinued
0.6462 Remote Similarity NPD4031 Approved
0.6462 Remote Similarity NPD4032 Approved
0.6458 Remote Similarity NPD5068 Clinical (unspecified phase)
0.6457 Remote Similarity NPD3642 Approved
0.6457 Remote Similarity NPD3644 Approved
0.6457 Remote Similarity NPD5927 Discontinued
0.6457 Remote Similarity NPD3643 Approved
0.6441 Remote Similarity NPD6549 Approved
0.6441 Remote Similarity NPD6548 Approved
0.6439 Remote Similarity NPD2994 Approved
0.6439 Remote Similarity NPD5859 Discontinued
0.6435 Remote Similarity NPD3345 Approved
0.6434 Remote Similarity NPD7231 Approved
0.6434 Remote Similarity NPD7541 Clinical (unspecified phase)
0.6434 Remote Similarity NPD7230 Approved
0.6434 Remote Similarity NPD4705 Clinical (unspecified phase)
0.6434 Remote Similarity NPD6358 Phase 2
0.6429 Remote Similarity NPD5581 Approved
0.6417 Remote Similarity NPD3495 Discontinued
0.6414 Remote Similarity NPD2010 Phase 3
0.6412 Remote Similarity NPD4576 Approved
0.6412 Remote Similarity NPD4574 Approved
0.641 Remote Similarity NPD2997 Approved
0.641 Remote Similarity NPD2998 Approved
0.641 Remote Similarity NPD3000 Approved
0.6406 Remote Similarity NPD753 Approved
0.6403 Remote Similarity NPD5263 Approved
0.64 Remote Similarity NPD5705 Approved
0.64 Remote Similarity NPD5706 Approved
0.64 Remote Similarity NPD5704 Approved
0.6391 Remote Similarity NPD3030 Approved
0.6391 Remote Similarity NPD3031 Approved
0.6391 Remote Similarity NPD3032 Approved
0.6389 Remote Similarity NPD6655 Clinical (unspecified phase)
0.6389 Remote Similarity NPD3543 Discontinued
0.6387 Remote Similarity NPD5554 Approved
0.6385 Remote Similarity NPD851 Approved
0.6385 Remote Similarity NPD853 Approved
0.6383 Remote Similarity NPD4680 Discontinued
0.6383 Remote Similarity NPD7713 Phase 3

  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