Structure

Physi-Chem Properties

Molecular Weight:  778.38
Volume:  753.252
LogP:  2.059
LogD:  2.046
LogS:  -4.016
# Rotatable Bonds:  8
TPSA:  231.27
# H-Bond Aceptor:  15
# H-Bond Donor:  6
# Rings:  8
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.145
Synthetic Accessibility Score:  6.582
Fsp3:  0.875
Lipinski Rule-of-5:  Rejected
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:  -5.994
MDCK Permeability:  0.00013301961007528007
Pgp-inhibitor:  0.697
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.964
20% Bioavailability (F20%):  0.039
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.032
Plasma Protein Binding (PPB):  59.02711868286133%
Volume Distribution (VD):  0.409
Pgp-substrate:  12.50480842590332%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.565
CYP2C19-inhibitor:  0.011
CYP2C19-substrate:  0.695
CYP2C9-inhibitor:  0.005
CYP2C9-substrate:  0.005
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.06
CYP3A4-inhibitor:  0.14
CYP3A4-substrate:  0.316

ADMET: Excretion

Clearance (CL):  1.261
Half-life (T1/2):  0.818

ADMET: Toxicity

hERG Blockers:  0.682
Human Hepatotoxicity (H-HT):  0.214
Drug-inuced Liver Injury (DILI):  0.466
AMES Toxicity:  0.143
Rat Oral Acute Toxicity:  0.49
Maximum Recommended Daily Dose:  0.241
Skin Sensitization:  0.486
Carcinogencity:  0.37
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.962

Download Data

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

  Natural Product: NPC316915

Natural Product ID:  NPC316915
Common Name*:   Withalongolide H
IUPAC Name:   n.a.
Synonyms:   Withalongolide H
Standard InCHIKey:  KWSCHTSFNFDQSG-IPAGGVPOSA-N
Standard InCHI:  InChI=1S/C40H58O15/c1-16-12-24(17(2)21-6-7-22-19-13-28-40(55-28)27(43)9-8-26(42)39(40,5)23(19)10-11-38(21,22)4)52-35(49)20(16)15-50-36-33(48)31(46)34(25(14-41)53-36)54-37-32(47)30(45)29(44)18(3)51-37/h8-9,17-19,21-25,27-34,36-37,41,43-48H,6-7,10-15H2,1-5H3/t17-,18-,19-,21+,22-,23-,24+,25+,27-,28+,29-,30+,31+,32+,33+,34+,36+,37-,38+,39-,40+/m0/s1
SMILES:  CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3=C(CC(OC3=O)C(C)C4CCC5C4(CCC6C5CC7C8(C6(C(=O)C=CC8O)C)O7)C)C)CO)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1934460
PubChem CID:   56649370
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001125] Steroid lactones
          • [CHEMONTID:0001560] Withanolides 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
NPO14874 Physalis longifolia Species Solanaceae Eukaryota n.a. aerial part n.a. PMID[22098611]
NPO14874 Physalis longifolia Species Solanaceae Eukaryota aerial parts n.a. n.a. PMID[22098611]
NPO14874 Physalis longifolia Species Solanaceae 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
NPT169 Cell Line B16-F10 Mus musculus IC50 > 10000.0 nM PMID[538457]
NPT170 Cell Line SK-MEL-28 Homo sapiens IC50 > 10000.0 nM PMID[538457]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 8200.0 nM PMID[538457]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 8100.0 nM PMID[538457]
NPT27 Others Unspecified IC50 = 8700.0 nM PMID[538457]

☑ 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 NPC316915 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
0.9917 High Similarity NPC231240
0.959 High Similarity NPC476966
0.9431 High Similarity NPC473593
0.9262 High Similarity NPC3381
0.9256 High Similarity NPC23786
0.9256 High Similarity NPC470265
0.9194 High Similarity NPC245094
0.9174 High Similarity NPC67569
0.9106 High Similarity NPC318135
0.9048 High Similarity NPC173347
0.904 High Similarity NPC473620
0.9024 High Similarity NPC469789
0.9016 High Similarity NPC170084
0.9016 High Similarity NPC476204
0.9016 High Similarity NPC129434
0.9008 High Similarity NPC473274
0.8968 High Similarity NPC471407
0.896 High Similarity NPC42399
0.8926 High Similarity NPC709
0.8926 High Similarity NPC50774
0.888 High Similarity NPC473635
0.888 High Similarity NPC293112
0.8862 High Similarity NPC470878
0.8862 High Similarity NPC473256
0.8852 High Similarity NPC232258
0.8843 High Similarity NPC140055
0.8843 High Similarity NPC167606
0.8843 High Similarity NPC20302
0.8843 High Similarity NPC286528
0.8828 High Similarity NPC475177
0.8828 High Similarity NPC319719
0.8828 High Similarity NPC233223
0.8828 High Similarity NPC183816
0.8828 High Similarity NPC322904
0.8828 High Similarity NPC324933
0.8828 High Similarity NPC475444
0.8828 High Similarity NPC196874
0.8828 High Similarity NPC471855
0.8828 High Similarity NPC473679
0.88 High Similarity NPC8374
0.88 High Similarity NPC241456
0.88 High Similarity NPC32868
0.88 High Similarity NPC8369
0.878 High Similarity NPC476150
0.878 High Similarity NPC474370
0.878 High Similarity NPC476127
0.877 High Similarity NPC291564
0.875 High Similarity NPC222951
0.875 High Similarity NPC43589
0.875 High Similarity NPC300655
0.875 High Similarity NPC311178
0.874 High Similarity NPC23020
0.874 High Similarity NPC472269
0.874 High Similarity NPC112492
0.874 High Similarity NPC311534
0.874 High Similarity NPC472268
0.874 High Similarity NPC472270
0.872 High Similarity NPC204812
0.872 High Similarity NPC11895
0.871 High Similarity NPC202051
0.8699 High Similarity NPC476960
0.8699 High Similarity NPC477071
0.8699 High Similarity NPC264954
0.8689 High Similarity NPC474483
0.8689 High Similarity NPC470493
0.8689 High Similarity NPC183580
0.8689 High Similarity NPC470492
0.8689 High Similarity NPC312824
0.8678 High Similarity NPC473882
0.8661 High Similarity NPC298841
0.8661 High Similarity NPC287423
0.8661 High Similarity NPC470516
0.8651 High Similarity NPC172154
0.8651 High Similarity NPC81736
0.864 High Similarity NPC153700
0.864 High Similarity NPC170538
0.864 High Similarity NPC88326
0.8629 High Similarity NPC476961
0.8629 High Similarity NPC473130
0.8629 High Similarity NPC48692
0.8629 High Similarity NPC470312
0.8618 High Similarity NPC239293
0.8618 High Similarity NPC473617
0.8618 High Similarity NPC473828
0.8618 High Similarity NPC45475
0.8607 High Similarity NPC207637
0.8595 High Similarity NPC122056
0.8594 High Similarity NPC45606
0.8594 High Similarity NPC220838
0.8583 High Similarity NPC297950
0.8571 High Similarity NPC41129
0.8548 High Similarity NPC475834
0.8548 High Similarity NPC473270
0.8548 High Similarity NPC474179
0.8527 High Similarity NPC477235
0.8525 High Similarity NPC147912
0.8525 High Similarity NPC220293
0.8525 High Similarity NPC67259
0.8516 High Similarity NPC240070
0.8516 High Similarity NPC329784
0.8512 High Similarity NPC474265
0.8512 High Similarity NPC210420
0.8504 High Similarity NPC470494
0.8496 Intermediate Similarity NPC140045
0.8496 Intermediate Similarity NPC596
0.8496 Intermediate Similarity NPC295885
0.8492 Intermediate Similarity NPC269642
0.8492 Intermediate Similarity NPC156789
0.8492 Intermediate Similarity NPC28532
0.8485 Intermediate Similarity NPC158350
0.848 Intermediate Similarity NPC476962
0.848 Intermediate Similarity NPC135369
0.848 Intermediate Similarity NPC281840
0.8473 Intermediate Similarity NPC32793
0.8473 Intermediate Similarity NPC116075
0.8473 Intermediate Similarity NPC146857
0.8473 Intermediate Similarity NPC478151
0.8473 Intermediate Similarity NPC469749
0.8473 Intermediate Similarity NPC247190
0.8468 Intermediate Similarity NPC475913
0.8468 Intermediate Similarity NPC86020
0.8468 Intermediate Similarity NPC475632
0.8468 Intermediate Similarity NPC186525
0.8468 Intermediate Similarity NPC234522
0.8462 Intermediate Similarity NPC477197
0.8455 Intermediate Similarity NPC270929
0.8455 Intermediate Similarity NPC44170
0.845 Intermediate Similarity NPC114306
0.845 Intermediate Similarity NPC477490
0.8443 Intermediate Similarity NPC251309
0.8443 Intermediate Similarity NPC264153
0.8438 Intermediate Similarity NPC174367
0.8438 Intermediate Similarity NPC47113
0.8433 Intermediate Similarity NPC75616
0.8433 Intermediate Similarity NPC79250
0.8433 Intermediate Similarity NPC290746
0.8425 Intermediate Similarity NPC160084
0.8421 Intermediate Similarity NPC471089
0.8421 Intermediate Similarity NPC251998
0.8421 Intermediate Similarity NPC59288
0.8421 Intermediate Similarity NPC141215
0.8421 Intermediate Similarity NPC62172
0.8421 Intermediate Similarity NPC127656
0.8421 Intermediate Similarity NPC190065
0.8421 Intermediate Similarity NPC289700
0.8413 Intermediate Similarity NPC4021
0.8413 Intermediate Similarity NPC204731
0.8413 Intermediate Similarity NPC159456
0.8413 Intermediate Similarity NPC46570
0.8409 Intermediate Similarity NPC329636
0.84 Intermediate Similarity NPC61520
0.84 Intermediate Similarity NPC122971
0.84 Intermediate Similarity NPC475520
0.8397 Intermediate Similarity NPC478153
0.8397 Intermediate Similarity NPC155529
0.8397 Intermediate Similarity NPC478154
0.8397 Intermediate Similarity NPC478152
0.8397 Intermediate Similarity NPC478150
0.8387 Intermediate Similarity NPC476965
0.8387 Intermediate Similarity NPC470959
0.8387 Intermediate Similarity NPC477252
0.8385 Intermediate Similarity NPC276838
0.8385 Intermediate Similarity NPC140092
0.8385 Intermediate Similarity NPC477077
0.8385 Intermediate Similarity NPC477076
0.8385 Intermediate Similarity NPC329986
0.8385 Intermediate Similarity NPC477196
0.8385 Intermediate Similarity NPC232785
0.8385 Intermediate Similarity NPC470880
0.8385 Intermediate Similarity NPC477079
0.8385 Intermediate Similarity NPC125077
0.8385 Intermediate Similarity NPC188234
0.8385 Intermediate Similarity NPC470913
0.8374 Intermediate Similarity NPC74727
0.8374 Intermediate Similarity NPC475163
0.8374 Intermediate Similarity NPC165439
0.8374 Intermediate Similarity NPC474557
0.8372 Intermediate Similarity NPC473253
0.8372 Intermediate Similarity NPC469757
0.8372 Intermediate Similarity NPC146456
0.8372 Intermediate Similarity NPC471357
0.8372 Intermediate Similarity NPC117702
0.8372 Intermediate Similarity NPC305496
0.8372 Intermediate Similarity NPC470780
0.8361 Intermediate Similarity NPC233003
0.8361 Intermediate Similarity NPC236217
0.8359 Intermediate Similarity NPC473474
0.8359 Intermediate Similarity NPC177820
0.8359 Intermediate Similarity NPC30188
0.8359 Intermediate Similarity NPC470922
0.8347 Intermediate Similarity NPC475317
0.8347 Intermediate Similarity NPC154856
0.8347 Intermediate Similarity NPC52241
0.8346 Intermediate Similarity NPC107493
0.8346 Intermediate Similarity NPC194716
0.8346 Intermediate Similarity NPC262813
0.8333 Intermediate Similarity NPC154491
0.8333 Intermediate Similarity NPC298783
0.8333 Intermediate Similarity NPC129393
0.8333 Intermediate Similarity NPC157817

  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 NPC316915 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
0.8843 High Similarity NPD7115 Discovery
0.8268 Intermediate Similarity NPD8513 Phase 3
0.8268 Intermediate Similarity NPD8033 Approved
0.8268 Intermediate Similarity NPD7503 Approved
0.8244 Intermediate Similarity NPD7319 Approved
0.8189 Intermediate Similarity NPD8377 Approved
0.8189 Intermediate Similarity NPD8294 Approved
0.8154 Intermediate Similarity NPD7507 Approved
0.814 Intermediate Similarity NPD8328 Phase 3
0.8125 Intermediate Similarity NPD8335 Approved
0.8125 Intermediate Similarity NPD8515 Approved
0.8125 Intermediate Similarity NPD8378 Approved
0.8125 Intermediate Similarity NPD8380 Approved
0.8125 Intermediate Similarity NPD8517 Approved
0.8125 Intermediate Similarity NPD8296 Approved
0.8125 Intermediate Similarity NPD8379 Approved
0.8125 Intermediate Similarity NPD8516 Approved
0.8033 Intermediate Similarity NPD6686 Approved
0.803 Intermediate Similarity NPD7736 Approved
0.8 Intermediate Similarity NPD8133 Approved
0.7891 Intermediate Similarity NPD7327 Approved
0.7891 Intermediate Similarity NPD7328 Approved
0.7829 Intermediate Similarity NPD7516 Approved
0.7823 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD6412 Phase 2
0.7786 Intermediate Similarity NPD6370 Approved
0.7687 Intermediate Similarity NPD8293 Discontinued
0.7669 Intermediate Similarity NPD7492 Approved
0.7634 Intermediate Similarity NPD6054 Approved
0.7634 Intermediate Similarity NPD6319 Approved
0.7612 Intermediate Similarity NPD6616 Approved
0.7559 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD7078 Approved
0.75 Intermediate Similarity NPD8297 Approved
0.75 Intermediate Similarity NPD6882 Approved
0.7444 Intermediate Similarity NPD6016 Approved
0.7444 Intermediate Similarity NPD6015 Approved
0.7405 Intermediate Similarity NPD6009 Approved
0.7402 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7388 Intermediate Similarity NPD5988 Approved
0.7377 Intermediate Similarity NPD4225 Approved
0.7368 Intermediate Similarity NPD6059 Approved
0.7344 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD7640 Approved
0.7317 Intermediate Similarity NPD7639 Approved
0.7308 Intermediate Similarity NPD4632 Approved
0.7299 Intermediate Similarity NPD8074 Phase 3
0.7287 Intermediate Similarity NPD6650 Approved
0.7287 Intermediate Similarity NPD6649 Approved
0.7236 Intermediate Similarity NPD7638 Approved
0.7209 Intermediate Similarity NPD6371 Approved
0.7188 Intermediate Similarity NPD6881 Approved
0.7188 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD6899 Approved
0.7165 Intermediate Similarity NPD6008 Approved
0.7154 Intermediate Similarity NPD8130 Phase 1
0.7132 Intermediate Similarity NPD6372 Approved
0.7132 Intermediate Similarity NPD6373 Approved
0.7109 Intermediate Similarity NPD5697 Approved
0.7109 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD7604 Phase 2
0.7077 Intermediate Similarity NPD4634 Approved
0.7077 Intermediate Similarity NPD6883 Approved
0.7077 Intermediate Similarity NPD7102 Approved
0.7077 Intermediate Similarity NPD7290 Approved
0.7031 Intermediate Similarity NPD6402 Approved
0.7031 Intermediate Similarity NPD7128 Approved
0.7031 Intermediate Similarity NPD5739 Approved
0.7031 Intermediate Similarity NPD6675 Approved
0.7023 Intermediate Similarity NPD6847 Approved
0.7023 Intermediate Similarity NPD6617 Approved
0.7023 Intermediate Similarity NPD6869 Approved
0.7016 Intermediate Similarity NPD7902 Approved
0.7 Intermediate Similarity NPD6014 Approved
0.7 Intermediate Similarity NPD6013 Approved
0.7 Intermediate Similarity NPD6012 Approved
0.6984 Remote Similarity NPD5344 Discontinued
0.6967 Remote Similarity NPD6399 Phase 3
0.6942 Remote Similarity NPD46 Approved
0.6942 Remote Similarity NPD6698 Approved
0.6934 Remote Similarity NPD5983 Phase 2
0.6929 Remote Similarity NPD5211 Phase 2
0.6923 Remote Similarity NPD6011 Approved
0.6923 Remote Similarity NPD7320 Approved
0.6911 Remote Similarity NPD7748 Approved
0.6879 Remote Similarity NPD6033 Approved
0.6857 Remote Similarity NPD6336 Discontinued
0.6846 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6846 Remote Similarity NPD5701 Approved
0.6842 Remote Similarity NPD6053 Discontinued
0.6835 Remote Similarity NPD6067 Discontinued
0.6835 Remote Similarity NPD7829 Approved
0.6835 Remote Similarity NPD7830 Approved
0.6822 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6822 Remote Similarity NPD5141 Approved
0.6797 Remote Similarity NPD7632 Discontinued
0.6774 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7900 Approved
0.6772 Remote Similarity NPD5285 Approved
0.6772 Remote Similarity NPD5286 Approved
0.6772 Remote Similarity NPD4696 Approved
0.6748 Remote Similarity NPD7515 Phase 2
0.6748 Remote Similarity NPD6079 Approved
0.6747 Remote Similarity NPD7799 Discontinued
0.6746 Remote Similarity NPD6083 Phase 2
0.6746 Remote Similarity NPD6084 Phase 2
0.6736 Remote Similarity NPD7260 Phase 2
0.6714 Remote Similarity NPD7642 Approved
0.6691 Remote Similarity NPD6921 Approved
0.6667 Remote Similarity NPD7100 Approved
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD5956 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6667 Remote Similarity NPD7625 Phase 1
0.6667 Remote Similarity NPD7101 Approved
0.6667 Remote Similarity NPD5785 Approved
0.6667 Remote Similarity NPD7838 Discovery
0.6643 Remote Similarity NPD8336 Approved
0.6643 Remote Similarity NPD8337 Approved
0.6642 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6641 Remote Similarity NPD6648 Approved
0.6615 Remote Similarity NPD5174 Approved
0.6615 Remote Similarity NPD5175 Approved
0.6614 Remote Similarity NPD4755 Approved
0.6613 Remote Similarity NPD8034 Phase 2
0.6613 Remote Similarity NPD7637 Suspended
0.6613 Remote Similarity NPD8035 Phase 2
0.6612 Remote Similarity NPD3618 Phase 1
0.6594 Remote Similarity NPD6335 Approved
0.6589 Remote Similarity NPD5223 Approved
0.6587 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6585 Remote Similarity NPD5328 Approved
0.6575 Remote Similarity NPD8338 Approved
0.6569 Remote Similarity NPD6274 Approved
0.6562 Remote Similarity NPD5696 Approved
0.656 Remote Similarity NPD4202 Approved
0.6541 Remote Similarity NPD4729 Approved
0.6541 Remote Similarity NPD4730 Approved
0.6535 Remote Similarity NPD5222 Approved
0.6535 Remote Similarity NPD5221 Approved
0.6535 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6317 Approved
0.6512 Remote Similarity NPD4700 Approved
0.6503 Remote Similarity NPD8451 Approved
0.6484 Remote Similarity NPD5173 Approved
0.648 Remote Similarity NPD7983 Approved
0.6475 Remote Similarity NPD6314 Approved
0.6475 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6475 Remote Similarity NPD6313 Approved
0.6458 Remote Similarity NPD8448 Approved
0.6457 Remote Similarity NPD5210 Approved
0.6457 Remote Similarity NPD4629 Approved
0.6457 Remote Similarity NPD5695 Phase 3
0.6454 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6449 Remote Similarity NPD6868 Approved
0.6446 Remote Similarity NPD4786 Approved
0.6444 Remote Similarity NPD5248 Approved
0.6444 Remote Similarity NPD5251 Approved
0.6444 Remote Similarity NPD5247 Approved
0.6444 Remote Similarity NPD5249 Phase 3
0.6444 Remote Similarity NPD5250 Approved
0.6438 Remote Similarity NPD8391 Approved
0.6438 Remote Similarity NPD8392 Approved
0.6438 Remote Similarity NPD8390 Approved
0.6434 Remote Similarity NPD8340 Approved
0.6434 Remote Similarity NPD8342 Approved
0.6434 Remote Similarity NPD8341 Approved
0.6434 Remote Similarity NPD8299 Approved
0.6429 Remote Similarity NPD5778 Approved
0.6429 Remote Similarity NPD5779 Approved
0.6423 Remote Similarity NPD3573 Approved
0.6406 Remote Similarity NPD4697 Phase 3
0.64 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6393 Remote Similarity NPD1694 Approved
0.6391 Remote Similarity NPD4767 Approved
0.6391 Remote Similarity NPD4768 Approved
0.6371 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6371 Remote Similarity NPD6672 Approved
0.6371 Remote Similarity NPD5737 Approved
0.6351 Remote Similarity NPD6845 Suspended
0.6349 Remote Similarity NPD5281 Approved
0.6349 Remote Similarity NPD5693 Phase 1
0.6349 Remote Similarity NPD6411 Approved
0.6349 Remote Similarity NPD5284 Approved
0.6341 Remote Similarity NPD7146 Approved
0.6341 Remote Similarity NPD6684 Approved
0.6341 Remote Similarity NPD7334 Approved
0.6341 Remote Similarity NPD5330 Approved
0.6341 Remote Similarity NPD6409 Approved
0.6341 Remote Similarity NPD7521 Approved
0.6338 Remote Similarity NPD6908 Approved
0.6338 Remote Similarity NPD6909 Approved
0.6328 Remote Similarity NPD1698 Clinical (unspecified phase)
0.632 Remote Similarity NPD4753 Phase 2
0.6312 Remote Similarity NPD4522 Approved
0.6311 Remote Similarity NPD6400 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

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

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

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