Structure

Physi-Chem Properties

Molecular Weight:  332.2
Volume:  353.422
LogP:  4.695
LogD:  3.218
LogS:  -4.18
# Rotatable Bonds:  1
TPSA:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.519
Synthetic Accessibility Score:  3.928
Fsp3:  0.65
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.823
MDCK Permeability:  1.784291453077458e-05
Pgp-inhibitor:  0.068
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.023
20% Bioavailability (F20%):  0.879
30% Bioavailability (F30%):  0.109

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.089
Plasma Protein Binding (PPB):  99.48455047607422%
Volume Distribution (VD):  2.579
Pgp-substrate:  2.256042718887329%

ADMET: Metabolism

CYP1A2-inhibitor:  0.256
CYP1A2-substrate:  0.878
CYP2C19-inhibitor:  0.178
CYP2C19-substrate:  0.661
CYP2C9-inhibitor:  0.462
CYP2C9-substrate:  0.832
CYP2D6-inhibitor:  0.432
CYP2D6-substrate:  0.29
CYP3A4-inhibitor:  0.211
CYP3A4-substrate:  0.274

ADMET: Excretion

Clearance (CL):  5.449
Half-life (T1/2):  0.187

ADMET: Toxicity

hERG Blockers:  0.005
Human Hepatotoxicity (H-HT):  0.128
Drug-inuced Liver Injury (DILI):  0.31
AMES Toxicity:  0.054
Rat Oral Acute Toxicity:  0.092
Maximum Recommended Daily Dose:  0.441
Skin Sensitization:  0.915
Carcinogencity:  0.118
Eye Corrosion:  0.003
Eye Irritation:  0.864
Respiratory Toxicity:  0.957

Download Data

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

  Natural Product: NPC272039

Natural Product ID:  NPC272039
Common Name*:   YVSUCPNWDPTGKM-PVUDRZGPSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  YVSUCPNWDPTGKM-PVUDRZGPSA-N
Standard InCHI:  InChI=1S/C20H28O4/c1-10(2)13-16(22)14-11(21)9-12-19(3,4)7-6-8-20(12,5)15(14)18(24)17(13)23/h10-12,21,23H,6-9H2,1-5H3/t11-,12-,20-/m0/s1
SMILES:  CC(C)C1=C(C(=O)C2=C([C@H](C[C@H]3C(C)(C)CCC[C@]23C)O)C1=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3813994
PubChem CID:   NA
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] 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
NPO19278 Taxodium distichum Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[17869103]
NPO19278 Taxodium distichum Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[26905523]
NPO19278 Taxodium distichum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19278 Taxodium distichum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6095 Xanthoparmelia verruculifera Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28354 Tragacantha stipulosa n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO28520 Heliotropium subulatum Species Heliotropiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19278 Taxodium distichum Species Cupressaceae 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
NPT633 Organism Leishmania donovani Leishmania donovani IC50 > 10.0 ug.mL-1 PMID[453074]
NPT634 Organism Leishmania amazonensis Leishmania amazonensis IC50 > 10.0 ug.mL-1 PMID[453074]

☑ 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 NPC272039 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 NPC220930
0.9405 High Similarity NPC307298
0.9186 High Similarity NPC113393
0.8977 High Similarity NPC271652
0.8953 High Similarity NPC53454
0.8864 High Similarity NPC73457
0.8736 High Similarity NPC476796
0.8667 High Similarity NPC474882
0.8659 High Similarity NPC30321
0.8642 High Similarity NPC92080
0.8506 High Similarity NPC470955
0.8506 High Similarity NPC472974
0.8471 Intermediate Similarity NPC103486
0.8391 Intermediate Similarity NPC255174
0.8353 Intermediate Similarity NPC116797
0.8353 Intermediate Similarity NPC55869
0.8352 Intermediate Similarity NPC211230
0.8333 Intermediate Similarity NPC281138
0.8316 Intermediate Similarity NPC470184
0.8315 Intermediate Similarity NPC230387
0.8315 Intermediate Similarity NPC58271
0.8295 Intermediate Similarity NPC194417
0.8295 Intermediate Similarity NPC229717
0.8261 Intermediate Similarity NPC23170
0.8261 Intermediate Similarity NPC474328
0.8242 Intermediate Similarity NPC99380
0.8235 Intermediate Similarity NPC108955
0.8235 Intermediate Similarity NPC148685
0.8235 Intermediate Similarity NPC157895
0.8235 Intermediate Similarity NPC104120
0.8229 Intermediate Similarity NPC80781
0.8222 Intermediate Similarity NPC474918
0.8211 Intermediate Similarity NPC198880
0.8211 Intermediate Similarity NPC327431
0.8182 Intermediate Similarity NPC79573
0.8182 Intermediate Similarity NPC179006
0.8182 Intermediate Similarity NPC8518
0.8182 Intermediate Similarity NPC263997
0.8182 Intermediate Similarity NPC132228
0.8182 Intermediate Similarity NPC474853
0.8182 Intermediate Similarity NPC32037
0.8172 Intermediate Similarity NPC318282
0.8172 Intermediate Similarity NPC469995
0.8172 Intermediate Similarity NPC174948
0.8172 Intermediate Similarity NPC173875
0.8172 Intermediate Similarity NPC280725
0.8161 Intermediate Similarity NPC258985
0.8152 Intermediate Similarity NPC472930
0.8132 Intermediate Similarity NPC48010
0.8125 Intermediate Similarity NPC302537
0.8125 Intermediate Similarity NPC163372
0.8118 Intermediate Similarity NPC192329
0.8118 Intermediate Similarity NPC308038
0.8111 Intermediate Similarity NPC471791
0.8111 Intermediate Similarity NPC471793
0.809 Intermediate Similarity NPC322159
0.809 Intermediate Similarity NPC472985
0.809 Intermediate Similarity NPC94666
0.809 Intermediate Similarity NPC472986
0.8085 Intermediate Similarity NPC328371
0.8085 Intermediate Similarity NPC117133
0.8081 Intermediate Similarity NPC472925
0.8072 Intermediate Similarity NPC175079
0.8065 Intermediate Similarity NPC184870
0.8043 Intermediate Similarity NPC63748
0.8043 Intermediate Similarity NPC233116
0.8043 Intermediate Similarity NPC172101
0.8041 Intermediate Similarity NPC308726
0.8041 Intermediate Similarity NPC119601
0.8023 Intermediate Similarity NPC172013
0.8023 Intermediate Similarity NPC2482
0.8022 Intermediate Similarity NPC214387
0.8022 Intermediate Similarity NPC472489
0.8022 Intermediate Similarity NPC472983
0.8 Intermediate Similarity NPC178852
0.8 Intermediate Similarity NPC18319
0.8 Intermediate Similarity NPC478122
0.8 Intermediate Similarity NPC476808
0.8 Intermediate Similarity NPC475994
0.8 Intermediate Similarity NPC320306
0.7979 Intermediate Similarity NPC37646
0.7979 Intermediate Similarity NPC472932
0.7979 Intermediate Similarity NPC297199
0.7978 Intermediate Similarity NPC474083
0.7978 Intermediate Similarity NPC70685
0.7978 Intermediate Similarity NPC6185
0.7978 Intermediate Similarity NPC197823
0.7978 Intermediate Similarity NPC241512
0.7978 Intermediate Similarity NPC476426
0.7978 Intermediate Similarity NPC474680
0.7976 Intermediate Similarity NPC263582
0.7959 Intermediate Similarity NPC251017
0.7959 Intermediate Similarity NPC111323
0.7959 Intermediate Similarity NPC131366
0.7957 Intermediate Similarity NPC69454
0.7955 Intermediate Similarity NPC105803
0.7955 Intermediate Similarity NPC66764
0.7955 Intermediate Similarity NPC110150
0.7938 Intermediate Similarity NPC472924
0.7935 Intermediate Similarity NPC230332
0.7935 Intermediate Similarity NPC477149
0.7935 Intermediate Similarity NPC477147
0.7931 Intermediate Similarity NPC225515
0.7931 Intermediate Similarity NPC6663
0.7931 Intermediate Similarity NPC121984
0.7931 Intermediate Similarity NPC14151
0.7917 Intermediate Similarity NPC471717
0.7917 Intermediate Similarity NPC478056
0.7917 Intermediate Similarity NPC147954
0.7917 Intermediate Similarity NPC10364
0.7912 Intermediate Similarity NPC471722
0.7912 Intermediate Similarity NPC143025
0.7912 Intermediate Similarity NPC471724
0.7912 Intermediate Similarity NPC72397
0.7907 Intermediate Similarity NPC475681
0.7895 Intermediate Similarity NPC249954
0.7895 Intermediate Similarity NPC305483
0.7895 Intermediate Similarity NPC3772
0.7895 Intermediate Similarity NPC96859
0.7895 Intermediate Similarity NPC40765
0.7895 Intermediate Similarity NPC472941
0.7895 Intermediate Similarity NPC456
0.7895 Intermediate Similarity NPC243525
0.7895 Intermediate Similarity NPC328162
0.7895 Intermediate Similarity NPC7124
0.7889 Intermediate Similarity NPC198761
0.7889 Intermediate Similarity NPC475181
0.7889 Intermediate Similarity NPC327115
0.7889 Intermediate Similarity NPC473226
0.7889 Intermediate Similarity NPC82979
0.7889 Intermediate Similarity NPC72133
0.7882 Intermediate Similarity NPC197659
0.7882 Intermediate Similarity NPC74995
0.7882 Intermediate Similarity NPC476811
0.7879 Intermediate Similarity NPC213366
0.7872 Intermediate Similarity NPC472977
0.7872 Intermediate Similarity NPC196485
0.7872 Intermediate Similarity NPC472976
0.7872 Intermediate Similarity NPC245972
0.7865 Intermediate Similarity NPC473246
0.7865 Intermediate Similarity NPC476412
0.7865 Intermediate Similarity NPC227132
0.7865 Intermediate Similarity NPC237712
0.7849 Intermediate Similarity NPC107690
0.7849 Intermediate Similarity NPC473998
0.7849 Intermediate Similarity NPC168027
0.7849 Intermediate Similarity NPC248913
0.7849 Intermediate Similarity NPC185936
0.7849 Intermediate Similarity NPC472978
0.7849 Intermediate Similarity NPC116726
0.7841 Intermediate Similarity NPC48362
0.7841 Intermediate Similarity NPC93590
0.7835 Intermediate Similarity NPC205899
0.7826 Intermediate Similarity NPC472676
0.7826 Intermediate Similarity NPC472688
0.7826 Intermediate Similarity NPC472973
0.7826 Intermediate Similarity NPC472477
0.7826 Intermediate Similarity NPC309603
0.7826 Intermediate Similarity NPC1015
0.7826 Intermediate Similarity NPC473999
0.7826 Intermediate Similarity NPC474245
0.7826 Intermediate Similarity NPC31985
0.7826 Intermediate Similarity NPC472971
0.7826 Intermediate Similarity NPC472475
0.7826 Intermediate Similarity NPC472970
0.7826 Intermediate Similarity NPC280833
0.7816 Intermediate Similarity NPC18955
0.7812 Intermediate Similarity NPC122294
0.7812 Intermediate Similarity NPC273269
0.7812 Intermediate Similarity NPC121339
0.7812 Intermediate Similarity NPC106557
0.7812 Intermediate Similarity NPC208094
0.7812 Intermediate Similarity NPC471916
0.7802 Intermediate Similarity NPC475740
0.7802 Intermediate Similarity NPC99909
0.78 Intermediate Similarity NPC51452
0.7791 Intermediate Similarity NPC62336
0.7789 Intermediate Similarity NPC777
0.7789 Intermediate Similarity NPC259286
0.7789 Intermediate Similarity NPC476245
0.7778 Intermediate Similarity NPC471224
0.7778 Intermediate Similarity NPC274724
0.7778 Intermediate Similarity NPC249187
0.7778 Intermediate Similarity NPC230918
0.7778 Intermediate Similarity NPC247957
0.7778 Intermediate Similarity NPC15807
0.7778 Intermediate Similarity NPC95899
0.7767 Intermediate Similarity NPC472928
0.7766 Intermediate Similarity NPC477436
0.7766 Intermediate Similarity NPC141447
0.7766 Intermediate Similarity NPC470254
0.7766 Intermediate Similarity NPC477435
0.7766 Intermediate Similarity NPC109305
0.7766 Intermediate Similarity NPC474736
0.7766 Intermediate Similarity NPC472942
0.7765 Intermediate Similarity NPC470525
0.7753 Intermediate Similarity NPC251475
0.7753 Intermediate Similarity NPC169941
0.7753 Intermediate Similarity NPC49019
0.7753 Intermediate Similarity NPC53733

  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 NPC272039 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
0.8023 Intermediate Similarity NPD4695 Discontinued
0.8 Intermediate Similarity NPD3617 Approved
0.7889 Intermediate Similarity NPD5279 Phase 3
0.7692 Intermediate Similarity NPD3618 Phase 1
0.7667 Intermediate Similarity NPD3133 Approved
0.7667 Intermediate Similarity NPD3666 Approved
0.7667 Intermediate Similarity NPD3665 Phase 1
0.764 Intermediate Similarity NPD3667 Approved
0.7634 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD4753 Phase 2
0.7526 Intermediate Similarity NPD4697 Phase 3
0.7526 Intermediate Similarity NPD5222 Approved
0.7526 Intermediate Similarity NPD5221 Approved
0.7526 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5211 Phase 2
0.75 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD7515 Phase 2
0.7473 Intermediate Similarity NPD4786 Approved
0.7449 Intermediate Similarity NPD5173 Approved
0.7449 Intermediate Similarity NPD4755 Approved
0.7447 Intermediate Similarity NPD5328 Approved
0.7353 Intermediate Similarity NPD5141 Approved
0.7312 Intermediate Similarity NPD5690 Phase 2
0.7312 Intermediate Similarity NPD4623 Approved
0.7312 Intermediate Similarity NPD4519 Discontinued
0.7312 Intermediate Similarity NPD4694 Approved
0.7312 Intermediate Similarity NPD5280 Approved
0.73 Intermediate Similarity NPD5286 Approved
0.73 Intermediate Similarity NPD4700 Approved
0.73 Intermediate Similarity NPD4696 Approved
0.73 Intermediate Similarity NPD5285 Approved
0.7292 Intermediate Similarity NPD6079 Approved
0.7283 Intermediate Similarity NPD4197 Approved
0.7245 Intermediate Similarity NPD5695 Phase 3
0.7245 Intermediate Similarity NPD4629 Approved
0.7245 Intermediate Similarity NPD5210 Approved
0.7228 Intermediate Similarity NPD5223 Approved
0.7216 Intermediate Similarity NPD4202 Approved
0.7204 Intermediate Similarity NPD5329 Approved
0.7157 Intermediate Similarity NPD5225 Approved
0.7157 Intermediate Similarity NPD5224 Approved
0.7157 Intermediate Similarity NPD4633 Approved
0.7157 Intermediate Similarity NPD5226 Approved
0.7143 Intermediate Similarity NPD7748 Approved
0.71 Intermediate Similarity NPD6083 Phase 2
0.71 Intermediate Similarity NPD6084 Phase 2
0.7097 Intermediate Similarity NPD3668 Phase 3
0.7087 Intermediate Similarity NPD4754 Approved
0.7087 Intermediate Similarity NPD5175 Approved
0.7087 Intermediate Similarity NPD5174 Approved
0.7065 Intermediate Similarity NPD4221 Approved
0.7065 Intermediate Similarity NPD4223 Phase 3
0.7033 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD1696 Phase 3
0.7009 Intermediate Similarity NPD4634 Approved
0.6979 Remote Similarity NPD6672 Approved
0.6979 Remote Similarity NPD5737 Approved
0.6957 Remote Similarity NPD4139 Approved
0.6957 Remote Similarity NPD4692 Approved
0.6952 Remote Similarity NPD7128 Approved
0.6952 Remote Similarity NPD4767 Approved
0.6952 Remote Similarity NPD4768 Approved
0.6952 Remote Similarity NPD6675 Approved
0.6952 Remote Similarity NPD6402 Approved
0.6952 Remote Similarity NPD5739 Approved
0.6939 Remote Similarity NPD6411 Approved
0.6937 Remote Similarity NPD7115 Discovery
0.6931 Remote Similarity NPD7902 Approved
0.6905 Remote Similarity NPD3704 Approved
0.6887 Remote Similarity NPD5701 Approved
0.6887 Remote Similarity NPD5697 Approved
0.6869 Remote Similarity NPD5779 Approved
0.6869 Remote Similarity NPD5778 Approved
0.6869 Remote Similarity NPD5133 Approved
0.6869 Remote Similarity NPD6399 Phase 3
0.6863 Remote Similarity NPD4225 Approved
0.6863 Remote Similarity NPD5696 Approved
0.6822 Remote Similarity NPD6011 Approved
0.6822 Remote Similarity NPD5128 Approved
0.6822 Remote Similarity NPD7320 Approved
0.6822 Remote Similarity NPD5168 Approved
0.6822 Remote Similarity NPD6881 Approved
0.6822 Remote Similarity NPD6899 Approved
0.6822 Remote Similarity NPD4729 Approved
0.6822 Remote Similarity NPD4730 Approved
0.6809 Remote Similarity NPD4788 Approved
0.68 Remote Similarity NPD5282 Discontinued
0.6796 Remote Similarity NPD7640 Approved
0.6796 Remote Similarity NPD7639 Approved
0.6771 Remote Similarity NPD4138 Approved
0.6771 Remote Similarity NPD6409 Approved
0.6771 Remote Similarity NPD5205 Approved
0.6771 Remote Similarity NPD6684 Approved
0.6771 Remote Similarity NPD5330 Approved
0.6771 Remote Similarity NPD7521 Approved
0.6771 Remote Similarity NPD4688 Approved
0.6771 Remote Similarity NPD7146 Approved
0.6771 Remote Similarity NPD4690 Approved
0.6771 Remote Similarity NPD4693 Phase 3
0.6771 Remote Similarity NPD4689 Approved
0.6771 Remote Similarity NPD7334 Approved
0.6768 Remote Similarity NPD5284 Approved
0.6768 Remote Similarity NPD5281 Approved
0.6759 Remote Similarity NPD6372 Approved
0.6759 Remote Similarity NPD6012 Approved
0.6759 Remote Similarity NPD6014 Approved
0.6759 Remote Similarity NPD6373 Approved
0.6759 Remote Similarity NPD6013 Approved
0.6735 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6735 Remote Similarity NPD6101 Approved
0.6702 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6699 Remote Similarity NPD7638 Approved
0.6697 Remote Similarity NPD5251 Approved
0.6697 Remote Similarity NPD6883 Approved
0.6697 Remote Similarity NPD5248 Approved
0.6697 Remote Similarity NPD5249 Phase 3
0.6697 Remote Similarity NPD5169 Approved
0.6697 Remote Similarity NPD5247 Approved
0.6697 Remote Similarity NPD5250 Approved
0.6697 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6697 Remote Similarity NPD5135 Approved
0.6697 Remote Similarity NPD7290 Approved
0.6697 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD5363 Approved
0.6667 Remote Similarity NPD5785 Approved
0.6667 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD7632 Discontinued
0.6667 Remote Similarity NPD5692 Phase 3
0.6636 Remote Similarity NPD5216 Approved
0.6636 Remote Similarity NPD5217 Approved
0.6636 Remote Similarity NPD6650 Approved
0.6636 Remote Similarity NPD6649 Approved
0.6636 Remote Similarity NPD5215 Approved
0.6636 Remote Similarity NPD5127 Approved
0.6636 Remote Similarity NPD8130 Phase 1
0.6636 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6636 Remote Similarity NPD6617 Approved
0.6636 Remote Similarity NPD6869 Approved
0.6636 Remote Similarity NPD6847 Approved
0.6634 Remote Similarity NPD7900 Approved
0.6634 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6633 Remote Similarity NPD6903 Approved
0.6633 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6606 Remote Similarity NPD4061 Clinical (unspecified phase)
0.66 Remote Similarity NPD5694 Approved
0.66 Remote Similarity NPD5693 Phase 1
0.66 Remote Similarity NPD6050 Approved
0.6593 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6591 Remote Similarity NPD4789 Approved
0.6588 Remote Similarity NPD7341 Phase 2
0.6577 Remote Similarity NPD8297 Approved
0.6577 Remote Similarity NPD6882 Approved
0.6566 Remote Similarity NPD6080 Approved
0.6566 Remote Similarity NPD6904 Approved
0.6566 Remote Similarity NPD6673 Approved
0.6548 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6526 Remote Similarity NPD4269 Approved
0.6526 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6526 Remote Similarity NPD4270 Approved
0.6518 Remote Similarity NPD4632 Approved
0.6505 Remote Similarity NPD7614 Phase 1
0.65 Remote Similarity NPD4096 Approved
0.6495 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6489 Remote Similarity NPD4748 Discontinued
0.6484 Remote Similarity NPD6942 Approved
0.6484 Remote Similarity NPD8264 Approved
0.6484 Remote Similarity NPD7339 Approved
0.6477 Remote Similarity NPD3698 Phase 2
0.6477 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6477 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6477 Remote Similarity NPD4137 Phase 3
0.6466 Remote Similarity NPD6054 Approved
0.6466 Remote Similarity NPD6319 Approved
0.6466 Remote Similarity NPD6059 Approved
0.6465 Remote Similarity NPD4518 Approved
0.646 Remote Similarity NPD5167 Approved
0.6452 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6422 Remote Similarity NPD6412 Phase 2
0.641 Remote Similarity NPD6015 Approved
0.641 Remote Similarity NPD6016 Approved
0.6408 Remote Similarity NPD5654 Approved
0.6404 Remote Similarity NPD4691 Approved
0.6404 Remote Similarity NPD6868 Approved
0.6404 Remote Similarity NPD4245 Approved
0.6404 Remote Similarity NPD4747 Approved
0.6404 Remote Similarity NPD6274 Approved
0.6404 Remote Similarity NPD4244 Approved
0.6396 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6395 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6383 Remote Similarity NPD4195 Approved
0.6383 Remote Similarity NPD7645 Phase 2
0.6379 Remote Similarity NPD4522 Approved
0.6374 Remote Similarity NPD4687 Approved
0.6374 Remote Similarity NPD5733 Approved
0.6364 Remote Similarity NPD3573 Approved
0.6364 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6356 Remote Similarity NPD5988 Approved
0.6356 Remote Similarity NPD6370 Approved
0.6355 Remote Similarity NPD5091 Approved
0.6348 Remote Similarity NPD6009 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