Structure

Physi-Chem Properties

Molecular Weight:  348.19
Volume:  350.372
LogP:  1.662
LogD:  1.103
LogS:  -4.09
# Rotatable Bonds:  0
TPSA:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  6
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.576
Synthetic Accessibility Score:  6.738
Fsp3:  0.85
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  2
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.176
MDCK Permeability:  1.3383560144575313e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.065
Human Intestinal Absorption (HIA):  0.016
20% Bioavailability (F20%):  0.018
30% Bioavailability (F30%):  0.762

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.493
Plasma Protein Binding (PPB):  75.52024841308594%
Volume Distribution (VD):  1.926
Pgp-substrate:  32.79698944091797%

ADMET: Metabolism

CYP1A2-inhibitor:  0.017
CYP1A2-substrate:  0.158
CYP2C19-inhibitor:  0.018
CYP2C19-substrate:  0.668
CYP2C9-inhibitor:  0.041
CYP2C9-substrate:  0.077
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.445
CYP3A4-inhibitor:  0.037
CYP3A4-substrate:  0.16

ADMET: Excretion

Clearance (CL):  3.273
Half-life (T1/2):  0.483

ADMET: Toxicity

hERG Blockers:  0.083
Human Hepatotoxicity (H-HT):  0.34
Drug-inuced Liver Injury (DILI):  0.057
AMES Toxicity:  0.187
Rat Oral Acute Toxicity:  0.871
Maximum Recommended Daily Dose:  0.894
Skin Sensitization:  0.297
Carcinogencity:  0.204
Eye Corrosion:  0.004
Eye Irritation:  0.038
Respiratory Toxicity:  0.974

Download Data

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

  Natural Product: NPC307660

Natural Product ID:  NPC307660
Common Name*:   Xerophilusin I
IUPAC Name:   n.a.
Synonyms:   Xerophilusin I
Standard InCHIKey:  PXLVZESUZUOWAJ-RYZOWSHUSA-N
Standard InCHI:  InChI=1S/C20H28O5/c1-10-11-4-5-12-18-9-25-20(24,19(12,8-11)15(10)22)16(23)14(18)17(2,3)7-6-13(18)21/h11-14,16,21,23-24H,1,4-9H2,2-3H3/t11-,12+,13-,14-,16+,18-,19+,20+/m1/s1
SMILES:  C=C1[C@@H]2CC[C@@H]3[C@](C1=O)(C2)[C@@]1(O)OC[C@@]23[C@H](O)CCC([C@H]2[C@@H]1O)(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL252924
PubChem CID:   11057179
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0003782] Kaurane diterpenoids

*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
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[10843567]
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[17665952]
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[33325237]
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8404 Isodon xerophilus Species Lamiaceae 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
NPT111 Cell Line K562 Homo sapiens IC50 = 7600.0 nM PMID[468143]
NPT1097 Cell Line MKN-45 Homo sapiens IC50 = 6200.0 nM PMID[468143]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 4000.0 nM PMID[468143]

☑ 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 NPC307660 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 NPC130511
0.9798 High Similarity NPC89860
0.9798 High Similarity NPC469984
0.9798 High Similarity NPC471094
0.9798 High Similarity NPC473410
0.9798 High Similarity NPC189663
0.97 High Similarity NPC252679
0.97 High Similarity NPC118721
0.9697 High Similarity NPC471474
0.9604 High Similarity NPC471476
0.9604 High Similarity NPC320383
0.9604 High Similarity NPC85391
0.9604 High Similarity NPC474786
0.9604 High Similarity NPC137104
0.96 High Similarity NPC63841
0.96 High Similarity NPC55973
0.9596 High Similarity NPC56656
0.9588 High Similarity NPC14634
0.951 High Similarity NPC63244
0.951 High Similarity NPC213320
0.9505 High Similarity NPC274827
0.9505 High Similarity NPC102741
0.9505 High Similarity NPC131903
0.95 High Similarity NPC67745
0.95 High Similarity NPC471461
0.95 High Similarity NPC186054
0.9417 High Similarity NPC471244
0.9417 High Similarity NPC473397
0.9417 High Similarity NPC474927
0.9417 High Similarity NPC473352
0.9412 High Similarity NPC473324
0.9412 High Similarity NPC471093
0.9327 High Similarity NPC94141
0.9327 High Similarity NPC471248
0.9327 High Similarity NPC132668
0.932 High Similarity NPC122339
0.932 High Similarity NPC29505
0.932 High Similarity NPC471243
0.9238 High Similarity NPC17165
0.9231 High Similarity NPC157929
0.9231 High Similarity NPC145625
0.9231 High Similarity NPC473303
0.9231 High Similarity NPC471245
0.92 High Similarity NPC139347
0.9151 High Similarity NPC229752
0.9151 High Similarity NPC88945
0.9143 High Similarity NPC194273
0.9143 High Similarity NPC471252
0.9118 High Similarity NPC469746
0.9109 High Similarity NPC202793
0.91 High Similarity NPC309388
0.91 High Similarity NPC475803
0.9065 High Similarity NPC78836
0.9057 High Similarity NPC243354
0.9029 High Similarity NPC232133
0.901 High Similarity NPC209298
0.901 High Similarity NPC277074
0.8962 High Similarity NPC320118
0.8952 High Similarity NPC56025
0.8942 High Similarity NPC469744
0.8942 High Similarity NPC469983
0.8932 High Similarity NPC166993
0.89 High Similarity NPC470388
0.8889 High Similarity NPC218970
0.8889 High Similarity NPC473304
0.8868 High Similarity NPC205534
0.8846 High Similarity NPC273155
0.8846 High Similarity NPC469733
0.8846 High Similarity NPC469729
0.8835 High Similarity NPC4115
0.8835 High Similarity NPC12823
0.8835 High Similarity NPC138908
0.8835 High Similarity NPC200957
0.8824 High Similarity NPC122811
0.88 High Similarity NPC474793
0.875 High Similarity NPC88833
0.875 High Similarity NPC96333
0.8738 High Similarity NPC301787
0.8738 High Similarity NPC474558
0.8738 High Similarity NPC13149
0.8692 High Similarity NPC207845
0.8692 High Similarity NPC472719
0.8667 High Similarity NPC218123
0.8667 High Similarity NPC112895
0.8667 High Similarity NPC231278
0.8654 High Similarity NPC222833
0.8641 High Similarity NPC96217
0.8627 High Similarity NPC236585
0.8627 High Similarity NPC148279
0.8627 High Similarity NPC471790
0.8627 High Similarity NPC252614
0.8627 High Similarity NPC46848
0.8614 High Similarity NPC471038
0.8598 High Similarity NPC274833
0.8598 High Similarity NPC329953
0.8585 High Similarity NPC8431
0.8571 High Similarity NPC61071
0.8558 High Similarity NPC101842
0.8544 High Similarity NPC275990
0.8529 High Similarity NPC267921
0.8529 High Similarity NPC127408
0.8529 High Similarity NPC291785
0.8505 High Similarity NPC98069
0.8505 High Similarity NPC49730
0.85 High Similarity NPC41070
0.85 High Similarity NPC470232
0.8476 Intermediate Similarity NPC164600
0.8476 Intermediate Similarity NPC103172
0.8462 Intermediate Similarity NPC87927
0.8455 Intermediate Similarity NPC472718
0.8447 Intermediate Similarity NPC289148
0.8447 Intermediate Similarity NPC163963
0.8447 Intermediate Similarity NPC52899
0.844 Intermediate Similarity NPC73986
0.8431 Intermediate Similarity NPC26270
0.8431 Intermediate Similarity NPC20479
0.8431 Intermediate Similarity NPC38471
0.8431 Intermediate Similarity NPC98837
0.8431 Intermediate Similarity NPC38296
0.8431 Intermediate Similarity NPC162459
0.8431 Intermediate Similarity NPC28864
0.8431 Intermediate Similarity NPC89099
0.8416 Intermediate Similarity NPC329910
0.8416 Intermediate Similarity NPC29410
0.8416 Intermediate Similarity NPC200054
0.84 Intermediate Similarity NPC475118
0.84 Intermediate Similarity NPC470386
0.84 Intermediate Similarity NPC470385
0.8378 Intermediate Similarity NPC470171
0.8365 Intermediate Similarity NPC470172
0.8365 Intermediate Similarity NPC76866
0.8365 Intermediate Similarity NPC286519
0.8365 Intermediate Similarity NPC304832
0.8365 Intermediate Similarity NPC471254
0.8365 Intermediate Similarity NPC88203
0.8365 Intermediate Similarity NPC214946
0.8365 Intermediate Similarity NPC148628
0.8365 Intermediate Similarity NPC246736
0.835 Intermediate Similarity NPC287676
0.835 Intermediate Similarity NPC293866
0.8333 Intermediate Similarity NPC10864
0.8317 Intermediate Similarity NPC470229
0.8317 Intermediate Similarity NPC138245
0.8317 Intermediate Similarity NPC231060
0.8317 Intermediate Similarity NPC98639
0.8317 Intermediate Similarity NPC84018
0.83 Intermediate Similarity NPC144739
0.83 Intermediate Similarity NPC181594
0.8286 Intermediate Similarity NPC107385
0.8286 Intermediate Similarity NPC471253
0.8286 Intermediate Similarity NPC216114
0.8286 Intermediate Similarity NPC473406
0.8283 Intermediate Similarity NPC80401
0.8257 Intermediate Similarity NPC11035
0.8257 Intermediate Similarity NPC201992
0.8252 Intermediate Similarity NPC16911
0.8252 Intermediate Similarity NPC78427
0.8252 Intermediate Similarity NPC288
0.8252 Intermediate Similarity NPC109059
0.8235 Intermediate Similarity NPC13949
0.8235 Intermediate Similarity NPC104568
0.8235 Intermediate Similarity NPC256227
0.8235 Intermediate Similarity NPC470387
0.8224 Intermediate Similarity NPC471246
0.8224 Intermediate Similarity NPC176949
0.8224 Intermediate Similarity NPC201908
0.8218 Intermediate Similarity NPC292374
0.8218 Intermediate Similarity NPC261333
0.8218 Intermediate Similarity NPC111524
0.8218 Intermediate Similarity NPC91772
0.8218 Intermediate Similarity NPC104371
0.8218 Intermediate Similarity NPC101233
0.8218 Intermediate Similarity NPC191094
0.8218 Intermediate Similarity NPC129004
0.8218 Intermediate Similarity NPC47853
0.8218 Intermediate Similarity NPC215271
0.8218 Intermediate Similarity NPC302008
0.8218 Intermediate Similarity NPC153775
0.8218 Intermediate Similarity NPC29247
0.8218 Intermediate Similarity NPC289539
0.8208 Intermediate Similarity NPC84928
0.8208 Intermediate Similarity NPC470167
0.8208 Intermediate Similarity NPC98603
0.82 Intermediate Similarity NPC476168
0.82 Intermediate Similarity NPC250753
0.82 Intermediate Similarity NPC299185
0.82 Intermediate Similarity NPC198242
0.82 Intermediate Similarity NPC211403
0.8182 Intermediate Similarity NPC470543
0.8182 Intermediate Similarity NPC11252
0.8182 Intermediate Similarity NPC289312
0.8182 Intermediate Similarity NPC476964
0.8165 Intermediate Similarity NPC100908
0.8163 Intermediate Similarity NPC259009
0.8163 Intermediate Similarity NPC153604
0.8158 Intermediate Similarity NPC476961
0.8155 Intermediate Similarity NPC170978
0.8155 Intermediate Similarity NPC96839
0.8155 Intermediate Similarity NPC190080
0.8155 Intermediate Similarity NPC111187

  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 NPC307660 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
0.7845 Intermediate Similarity NPD6054 Approved
0.7818 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7797 Intermediate Similarity NPD8328 Phase 3
0.7778 Intermediate Similarity NPD6016 Approved
0.7778 Intermediate Similarity NPD6015 Approved
0.7727 Intermediate Similarity NPD6412 Phase 2
0.7712 Intermediate Similarity NPD5988 Approved
0.7712 Intermediate Similarity NPD6370 Approved
0.7692 Intermediate Similarity NPD6059 Approved
0.7692 Intermediate Similarity NPD6319 Approved
0.7632 Intermediate Similarity NPD8133 Approved
0.7589 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7583 Intermediate Similarity NPD7492 Approved
0.7541 Intermediate Similarity NPD7736 Approved
0.7522 Intermediate Similarity NPD4634 Approved
0.7521 Intermediate Similarity NPD6616 Approved
0.748 Intermediate Similarity NPD7319 Approved
0.7478 Intermediate Similarity NPD4632 Approved
0.7459 Intermediate Similarity NPD7078 Approved
0.7436 Intermediate Similarity NPD6009 Approved
0.7387 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD7507 Approved
0.7333 Intermediate Similarity NPD8034 Phase 2
0.7333 Intermediate Similarity NPD8035 Phase 2
0.7317 Intermediate Similarity NPD8293 Discontinued
0.7288 Intermediate Similarity NPD7115 Discovery
0.7257 Intermediate Similarity NPD5697 Approved
0.7241 Intermediate Similarity NPD8297 Approved
0.7241 Intermediate Similarity NPD6882 Approved
0.7193 Intermediate Similarity NPD6899 Approved
0.7193 Intermediate Similarity NPD6686 Approved
0.7193 Intermediate Similarity NPD6881 Approved
0.7182 Intermediate Similarity NPD5286 Approved
0.7182 Intermediate Similarity NPD5285 Approved
0.7182 Intermediate Similarity NPD4696 Approved
0.717 Intermediate Similarity NPD6079 Approved
0.7168 Intermediate Similarity NPD5739 Approved
0.7168 Intermediate Similarity NPD6402 Approved
0.7168 Intermediate Similarity NPD7128 Approved
0.7168 Intermediate Similarity NPD6675 Approved
0.7156 Intermediate Similarity NPD4755 Approved
0.7155 Intermediate Similarity NPD6650 Approved
0.7155 Intermediate Similarity NPD6649 Approved
0.7143 Intermediate Similarity NPD5328 Approved
0.713 Intermediate Similarity NPD6372 Approved
0.713 Intermediate Similarity NPD6013 Approved
0.713 Intermediate Similarity NPD6012 Approved
0.713 Intermediate Similarity NPD6373 Approved
0.713 Intermediate Similarity NPD6014 Approved
0.712 Intermediate Similarity NPD6033 Approved
0.7105 Intermediate Similarity NPD5701 Approved
0.7087 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD7102 Approved
0.7069 Intermediate Similarity NPD7290 Approved
0.7069 Intermediate Similarity NPD6883 Approved
0.7064 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD5222 Approved
0.7064 Intermediate Similarity NPD5221 Approved
0.7064 Intermediate Similarity NPD4697 Phase 3
0.7054 Intermediate Similarity NPD5211 Phase 2
0.7054 Intermediate Similarity NPD5224 Approved
0.7054 Intermediate Similarity NPD5225 Approved
0.7054 Intermediate Similarity NPD5226 Approved
0.7054 Intermediate Similarity NPD4633 Approved
0.7049 Intermediate Similarity NPD6921 Approved
0.7049 Intermediate Similarity NPD5983 Phase 2
0.7043 Intermediate Similarity NPD6011 Approved
0.7043 Intermediate Similarity NPD7320 Approved
0.7027 Intermediate Similarity NPD4700 Approved
0.7019 Intermediate Similarity NPD3618 Phase 1
0.7018 Intermediate Similarity NPD6008 Approved
0.7009 Intermediate Similarity NPD6617 Approved
0.7009 Intermediate Similarity NPD6869 Approved
0.7009 Intermediate Similarity NPD6847 Approved
0.7009 Intermediate Similarity NPD8130 Phase 1
0.7 Intermediate Similarity NPD5173 Approved
0.6991 Remote Similarity NPD5175 Approved
0.6991 Remote Similarity NPD5174 Approved
0.6983 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6964 Remote Similarity NPD5223 Approved
0.6944 Remote Similarity NPD6399 Phase 3
0.6937 Remote Similarity NPD4225 Approved
0.6935 Remote Similarity NPD7604 Phase 2
0.693 Remote Similarity NPD5141 Approved
0.6885 Remote Similarity NPD7516 Approved
0.6847 Remote Similarity NPD7902 Approved
0.6829 Remote Similarity NPD8294 Approved
0.6829 Remote Similarity NPD8377 Approved
0.6825 Remote Similarity NPD6336 Discontinued
0.6803 Remote Similarity NPD7327 Approved
0.6803 Remote Similarity NPD7328 Approved
0.6789 Remote Similarity NPD4202 Approved
0.6786 Remote Similarity NPD7638 Approved
0.678 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6777 Remote Similarity NPD6274 Approved
0.6774 Remote Similarity NPD8296 Approved
0.6774 Remote Similarity NPD8380 Approved
0.6774 Remote Similarity NPD8335 Approved
0.6774 Remote Similarity NPD8515 Approved
0.6774 Remote Similarity NPD8516 Approved
0.6774 Remote Similarity NPD8379 Approved
0.6774 Remote Similarity NPD8033 Approved
0.6774 Remote Similarity NPD8513 Phase 3
0.6774 Remote Similarity NPD8517 Approved
0.6774 Remote Similarity NPD8378 Approved
0.6768 Remote Similarity NPD3703 Phase 2
0.6752 Remote Similarity NPD4730 Approved
0.6752 Remote Similarity NPD4729 Approved
0.6752 Remote Similarity NPD5128 Approved
0.6731 Remote Similarity NPD4788 Approved
0.6727 Remote Similarity NPD7748 Approved
0.6726 Remote Similarity NPD7640 Approved
0.6726 Remote Similarity NPD7639 Approved
0.6724 Remote Similarity NPD4768 Approved
0.6724 Remote Similarity NPD4767 Approved
0.6723 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6698 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6697 Remote Similarity NPD7515 Phase 2
0.6696 Remote Similarity NPD4754 Approved
0.6667 Remote Similarity NPD4786 Approved
0.6667 Remote Similarity NPD6067 Discontinued
0.664 Remote Similarity NPD7503 Approved
0.6639 Remote Similarity NPD5247 Approved
0.6639 Remote Similarity NPD5251 Approved
0.6639 Remote Similarity NPD5250 Approved
0.6639 Remote Similarity NPD5248 Approved
0.6639 Remote Similarity NPD5249 Phase 3
0.6636 Remote Similarity NPD3573 Approved
0.6635 Remote Similarity NPD3667 Approved
0.6615 Remote Similarity NPD5956 Approved
0.6613 Remote Similarity NPD7101 Approved
0.6613 Remote Similarity NPD7100 Approved
0.6585 Remote Similarity NPD6317 Approved
0.6583 Remote Similarity NPD5217 Approved
0.6583 Remote Similarity NPD5216 Approved
0.6583 Remote Similarity NPD5215 Approved
0.6577 Remote Similarity NPD7900 Approved
0.6577 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6569 Remote Similarity NPD6115 Approved
0.6569 Remote Similarity NPD6118 Approved
0.6569 Remote Similarity NPD6114 Approved
0.6569 Remote Similarity NPD6697 Approved
0.6549 Remote Similarity NPD6083 Phase 2
0.6549 Remote Similarity NPD6084 Phase 2
0.6545 Remote Similarity NPD6411 Approved
0.6532 Remote Similarity NPD6335 Approved
0.6532 Remote Similarity NPD6314 Approved
0.6532 Remote Similarity NPD6313 Approved
0.6525 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6522 Remote Similarity NPD1700 Approved
0.6518 Remote Similarity NPD4629 Approved
0.6518 Remote Similarity NPD5210 Approved
0.6514 Remote Similarity NPD4753 Phase 2
0.6509 Remote Similarity NPD3665 Phase 1
0.6509 Remote Similarity NPD3666 Approved
0.6509 Remote Similarity NPD3133 Approved
0.6508 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6504 Remote Similarity NPD6868 Approved
0.65 Remote Similarity NPD5134 Clinical (unspecified phase)
0.65 Remote Similarity NPD5135 Approved
0.65 Remote Similarity NPD5169 Approved
0.6491 Remote Similarity NPD5696 Approved
0.6486 Remote Similarity NPD8171 Discontinued
0.6471 Remote Similarity NPD5168 Approved
0.6471 Remote Similarity NPD6116 Phase 1
0.6446 Remote Similarity NPD5127 Approved
0.6429 Remote Similarity NPD5282 Discontinued
0.6385 Remote Similarity NPD8074 Phase 3
0.6378 Remote Similarity NPD6908 Approved
0.6378 Remote Similarity NPD6909 Approved
0.6373 Remote Similarity NPD6117 Approved
0.6372 Remote Similarity NPD5695 Phase 3
0.6364 Remote Similarity NPD6371 Approved
0.6364 Remote Similarity NPD6101 Approved
0.6364 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6349 Remote Similarity NPD4522 Approved
0.6325 Remote Similarity NPD7632 Discontinued
0.63 Remote Similarity NPD4809 Clinical (unspecified phase)
0.63 Remote Similarity NPD4808 Clinical (unspecified phase)
0.629 Remote Similarity NPD5167 Approved
0.6286 Remote Similarity NPD6928 Phase 2
0.6286 Remote Similarity NPD7525 Registered
0.6277 Remote Similarity NPD6334 Approved
0.6277 Remote Similarity NPD6333 Approved
0.6273 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6273 Remote Similarity NPD6672 Approved
0.6273 Remote Similarity NPD5737 Approved
0.6263 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6263 Remote Similarity NPD3700 Clinical (unspecified phase)
0.624 Remote Similarity NPD6940 Discontinued
0.6239 Remote Similarity NPD6684 Approved
0.6239 Remote Similarity NPD7334 Approved
0.6239 Remote Similarity NPD7521 Approved
0.6239 Remote Similarity NPD7146 Approved
0.6239 Remote Similarity NPD6409 Approved
0.6239 Remote Similarity NPD5279 Phase 3
0.6239 Remote Similarity NPD5330 Approved
0.6228 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6228 Remote Similarity NPD6356 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