Structure

Physi-Chem Properties

Molecular Weight:  232.15
Volume:  257.918
LogP:  2.228
LogD:  1.336
LogS:  -4.369
# Rotatable Bonds:  1
TPSA:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.754
Synthetic Accessibility Score:  4.351
Fsp3:  0.533
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.705
MDCK Permeability:  2.679724093468394e-05
Pgp-inhibitor:  0.191
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.013
Plasma Protein Binding (PPB):  84.52533721923828%
Volume Distribution (VD):  2.013
Pgp-substrate:  13.122488975524902%

ADMET: Metabolism

CYP1A2-inhibitor:  0.804
CYP1A2-substrate:  0.761
CYP2C19-inhibitor:  0.266
CYP2C19-substrate:  0.838
CYP2C9-inhibitor:  0.167
CYP2C9-substrate:  0.543
CYP2D6-inhibitor:  0.327
CYP2D6-substrate:  0.127
CYP3A4-inhibitor:  0.117
CYP3A4-substrate:  0.406

ADMET: Excretion

Clearance (CL):  6.537
Half-life (T1/2):  0.773

ADMET: Toxicity

hERG Blockers:  0.043
Human Hepatotoxicity (H-HT):  0.731
Drug-inuced Liver Injury (DILI):  0.049
AMES Toxicity:  0.319
Rat Oral Acute Toxicity:  0.702
Maximum Recommended Daily Dose:  0.715
Skin Sensitization:  0.933
Carcinogencity:  0.587
Eye Corrosion:  0.017
Eye Irritation:  0.593
Respiratory Toxicity:  0.956

Download Data

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

  Natural Product: NPC250621

Natural Product ID:  NPC250621
Common Name*:   (3R,4R,5R)-6-Dehydropetasol
IUPAC Name:   (4aR,5R,6R)-6-hydroxy-4a,5-dimethyl-3-prop-1-en-2-yl-5,6,7,8-tetrahydronaphthalen-2-one
Synonyms:  
Standard InCHIKey:  MMDLQPKGJNEWIM-PSOPSSQASA-N
Standard InCHI:  InChI=1S/C15H20O2/c1-9(2)12-8-15(4)10(3)13(16)6-5-11(15)7-14(12)17/h7-8,10,13,16H,1,5-6H2,2-4H3/t10-,13+,15+/m0/s1
SMILES:  C=C(C)C1=C[C@]2(C)[C@@H](C)[C@@H](CCC2=CC1=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3581343
PubChem CID:   5275908
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0003655] Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids

*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
NPO32481 Penicillium copticola Under-species n.a. n.a. n.a. n.a. n.a. PMID[25734623]

☑ 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
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 34610.0 nM PMID[455816]
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 15710.0 nM PMID[455816]

☑ 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 NPC250621 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
0.9054 High Similarity NPC197659
0.88 High Similarity NPC203403
0.8701 High Similarity NPC172013
0.859 High Similarity NPC6663
0.8571 High Similarity NPC308038
0.8553 High Similarity NPC470428
0.8462 Intermediate Similarity NPC471514
0.8442 Intermediate Similarity NPC62336
0.8442 Intermediate Similarity NPC476949
0.8421 Intermediate Similarity NPC470525
0.8421 Intermediate Similarity NPC263582
0.8375 Intermediate Similarity NPC64600
0.8354 Intermediate Similarity NPC121984
0.8333 Intermediate Similarity NPC470429
0.8333 Intermediate Similarity NPC281138
0.8289 Intermediate Similarity NPC114236
0.8272 Intermediate Similarity NPC470812
0.825 Intermediate Similarity NPC93590
0.8228 Intermediate Similarity NPC104120
0.8228 Intermediate Similarity NPC157895
0.8228 Intermediate Similarity NPC148685
0.8205 Intermediate Similarity NPC178852
0.8193 Intermediate Similarity NPC141292
0.8193 Intermediate Similarity NPC475772
0.8182 Intermediate Similarity NPC167873
0.8182 Intermediate Similarity NPC1973
0.8171 Intermediate Similarity NPC109528
0.8171 Intermediate Similarity NPC470574
0.8158 Intermediate Similarity NPC78527
0.814 Intermediate Similarity NPC134826
0.8101 Intermediate Similarity NPC229204
0.8095 Intermediate Similarity NPC292491
0.8095 Intermediate Similarity NPC310752
0.8095 Intermediate Similarity NPC158778
0.8082 Intermediate Similarity NPC96962
0.8077 Intermediate Similarity NPC74995
0.8072 Intermediate Similarity NPC472974
0.8072 Intermediate Similarity NPC472985
0.8072 Intermediate Similarity NPC472986
0.8072 Intermediate Similarity NPC179591
0.8049 Intermediate Similarity NPC472265
0.8025 Intermediate Similarity NPC103486
0.8025 Intermediate Similarity NPC48362
0.8 Intermediate Similarity NPC119416
0.8 Intermediate Similarity NPC2482
0.8 Intermediate Similarity NPC472983
0.8 Intermediate Similarity NPC92801
0.8 Intermediate Similarity NPC472973
0.7976 Intermediate Similarity NPC136548
0.7975 Intermediate Similarity NPC253561
0.7975 Intermediate Similarity NPC475994
0.7975 Intermediate Similarity NPC80088
0.7975 Intermediate Similarity NPC189485
0.7952 Intermediate Similarity NPC32037
0.7949 Intermediate Similarity NPC76966
0.7949 Intermediate Similarity NPC186554
0.7927 Intermediate Similarity NPC57370
0.7922 Intermediate Similarity NPC470299
0.7917 Intermediate Similarity NPC225415
0.7907 Intermediate Similarity NPC85173
0.7907 Intermediate Similarity NPC191684
0.7901 Intermediate Similarity NPC473420
0.7901 Intermediate Similarity NPC6434
0.7901 Intermediate Similarity NPC116797
0.7895 Intermediate Similarity NPC164022
0.7895 Intermediate Similarity NPC95863
0.7882 Intermediate Similarity NPC471722
0.7882 Intermediate Similarity NPC328539
0.7882 Intermediate Similarity NPC473229
0.7882 Intermediate Similarity NPC472802
0.7882 Intermediate Similarity NPC206060
0.7875 Intermediate Similarity NPC170394
0.7875 Intermediate Similarity NPC152061
0.7875 Intermediate Similarity NPC474113
0.7857 Intermediate Similarity NPC194417
0.7857 Intermediate Similarity NPC158393
0.7857 Intermediate Similarity NPC72133
0.7848 Intermediate Similarity NPC149550
0.7848 Intermediate Similarity NPC97377
0.7848 Intermediate Similarity NPC257666
0.7848 Intermediate Similarity NPC85105
0.7848 Intermediate Similarity NPC266193
0.7841 Intermediate Similarity NPC299100
0.7831 Intermediate Similarity NPC473246
0.7831 Intermediate Similarity NPC476412
0.7831 Intermediate Similarity NPC329043
0.7831 Intermediate Similarity NPC161423
0.7831 Intermediate Similarity NPC214043
0.7831 Intermediate Similarity NPC227064
0.7831 Intermediate Similarity NPC33913
0.7831 Intermediate Similarity NPC302360
0.7831 Intermediate Similarity NPC321187
0.7831 Intermediate Similarity NPC58841
0.7831 Intermediate Similarity NPC85774
0.7816 Intermediate Similarity NPC472975
0.7816 Intermediate Similarity NPC472978
0.7816 Intermediate Similarity NPC272746
0.7816 Intermediate Similarity NPC212948
0.7805 Intermediate Similarity NPC92226
0.7792 Intermediate Similarity NPC186042
0.7792 Intermediate Similarity NPC68443
0.7791 Intermediate Similarity NPC86319
0.7791 Intermediate Similarity NPC473100
0.7791 Intermediate Similarity NPC275740
0.7778 Intermediate Similarity NPC281880
0.7778 Intermediate Similarity NPC472301
0.7778 Intermediate Similarity NPC472478
0.7778 Intermediate Similarity NPC45495
0.7778 Intermediate Similarity NPC476809
0.7765 Intermediate Similarity NPC473097
0.7765 Intermediate Similarity NPC475740
0.7765 Intermediate Similarity NPC472324
0.7765 Intermediate Similarity NPC109900
0.7765 Intermediate Similarity NPC287079
0.7753 Intermediate Similarity NPC280725
0.7753 Intermediate Similarity NPC180950
0.775 Intermediate Similarity NPC207772
0.7738 Intermediate Similarity NPC133954
0.7738 Intermediate Similarity NPC476426
0.7738 Intermediate Similarity NPC15807
0.7738 Intermediate Similarity NPC280203
0.7738 Intermediate Similarity NPC79573
0.7733 Intermediate Similarity NPC117804
0.7733 Intermediate Similarity NPC96484
0.7727 Intermediate Similarity NPC214697
0.7727 Intermediate Similarity NPC211230
0.7727 Intermediate Similarity NPC250575
0.7722 Intermediate Similarity NPC106432
0.7711 Intermediate Similarity NPC251475
0.7711 Intermediate Similarity NPC102197
0.7711 Intermediate Similarity NPC169941
0.7711 Intermediate Similarity NPC105173
0.7711 Intermediate Similarity NPC79945
0.7711 Intermediate Similarity NPC312480
0.7701 Intermediate Similarity NPC230332
0.7701 Intermediate Similarity NPC134321
0.7701 Intermediate Similarity NPC473099
0.7701 Intermediate Similarity NPC221111
0.7701 Intermediate Similarity NPC128672
0.7701 Intermediate Similarity NPC310479
0.7701 Intermediate Similarity NPC126993
0.7701 Intermediate Similarity NPC280149
0.7692 Intermediate Similarity NPC243342
0.7692 Intermediate Similarity NPC103051
0.7692 Intermediate Similarity NPC22134
0.7692 Intermediate Similarity NPC91858
0.7692 Intermediate Similarity NPC477138
0.7683 Intermediate Similarity NPC226068
0.7683 Intermediate Similarity NPC119229
0.7683 Intermediate Similarity NPC225515
0.7683 Intermediate Similarity NPC470298
0.7683 Intermediate Similarity NPC159148
0.7683 Intermediate Similarity NPC136150
0.7683 Intermediate Similarity NPC475665
0.7683 Intermediate Similarity NPC90055
0.7683 Intermediate Similarity NPC14151
0.7683 Intermediate Similarity NPC473217
0.7674 Intermediate Similarity NPC471724
0.7674 Intermediate Similarity NPC104560
0.7674 Intermediate Similarity NPC143767
0.7674 Intermediate Similarity NPC131470
0.7674 Intermediate Similarity NPC474677
0.7674 Intermediate Similarity NPC229612
0.7674 Intermediate Similarity NPC7280
0.7674 Intermediate Similarity NPC474925
0.7667 Intermediate Similarity NPC301534
0.7667 Intermediate Similarity NPC250757
0.7662 Intermediate Similarity NPC167706
0.7662 Intermediate Similarity NPC242001
0.7654 Intermediate Similarity NPC476177
0.7654 Intermediate Similarity NPC19900
0.7654 Intermediate Similarity NPC7232
0.7654 Intermediate Similarity NPC472490
0.7647 Intermediate Similarity NPC474732
0.7647 Intermediate Similarity NPC474733
0.7647 Intermediate Similarity NPC94666
0.7647 Intermediate Similarity NPC31564
0.7647 Intermediate Similarity NPC327115
0.7647 Intermediate Similarity NPC473168
0.7647 Intermediate Similarity NPC474778
0.7647 Intermediate Similarity NPC74363
0.7647 Intermediate Similarity NPC145879
0.7647 Intermediate Similarity NPC475862
0.7647 Intermediate Similarity NPC213412
0.7647 Intermediate Similarity NPC198761
0.764 Intermediate Similarity NPC474690
0.764 Intermediate Similarity NPC474328
0.764 Intermediate Similarity NPC472976
0.764 Intermediate Similarity NPC472977
0.764 Intermediate Similarity NPC471207
0.764 Intermediate Similarity NPC23170
0.7625 Intermediate Similarity NPC211279
0.7625 Intermediate Similarity NPC165711
0.7625 Intermediate Similarity NPC325946
0.7625 Intermediate Similarity NPC34110
0.7625 Intermediate Similarity NPC283619
0.7619 Intermediate Similarity NPC53385
0.7619 Intermediate Similarity NPC40687
0.7619 Intermediate Similarity NPC237712
0.7614 Intermediate Similarity NPC116726

  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 NPC250621 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
0.8072 Intermediate Similarity NPD3618 Phase 1
0.8072 Intermediate Similarity NPD5279 Phase 3
0.7831 Intermediate Similarity NPD3666 Approved
0.7831 Intermediate Similarity NPD3665 Phase 1
0.7831 Intermediate Similarity NPD3133 Approved
0.7816 Intermediate Similarity NPD6079 Approved
0.7791 Intermediate Similarity NPD5328 Approved
0.7614 Intermediate Similarity NPD7515 Phase 2
0.759 Intermediate Similarity NPD3667 Approved
0.7561 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD4695 Discontinued
0.7528 Intermediate Similarity NPD4202 Approved
0.7473 Intermediate Similarity NPD5221 Approved
0.7473 Intermediate Similarity NPD5222 Approved
0.7473 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD6926 Approved
0.7468 Intermediate Similarity NPD6924 Approved
0.7412 Intermediate Similarity NPD4786 Approved
0.7391 Intermediate Similarity NPD5173 Approved
0.7326 Intermediate Similarity NPD1696 Phase 3
0.7284 Intermediate Similarity NPD6933 Approved
0.7283 Intermediate Similarity NPD4697 Phase 3
0.7253 Intermediate Similarity NPD7748 Approved
0.7241 Intermediate Similarity NPD5280 Approved
0.7241 Intermediate Similarity NPD4694 Approved
0.7241 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD4696 Approved
0.7234 Intermediate Similarity NPD5285 Approved
0.7234 Intermediate Similarity NPD5286 Approved
0.7229 Intermediate Similarity NPD7645 Phase 2
0.7229 Intermediate Similarity NPD4195 Approved
0.7204 Intermediate Similarity NPD4755 Approved
0.7191 Intermediate Similarity NPD4753 Phase 2
0.7179 Intermediate Similarity NPD6922 Approved
0.7179 Intermediate Similarity NPD6923 Approved
0.7176 Intermediate Similarity NPD4221 Approved
0.7176 Intermediate Similarity NPD4223 Phase 3
0.716 Intermediate Similarity NPD8264 Approved
0.7158 Intermediate Similarity NPD5223 Approved
0.7143 Intermediate Similarity NPD7509 Discontinued
0.7126 Intermediate Similarity NPD1694 Approved
0.7089 Intermediate Similarity NPD7144 Approved
0.7089 Intermediate Similarity NPD7143 Approved
0.7083 Intermediate Similarity NPD5211 Phase 2
0.7083 Intermediate Similarity NPD5226 Approved
0.7083 Intermediate Similarity NPD5224 Approved
0.7083 Intermediate Similarity NPD4633 Approved
0.7083 Intermediate Similarity NPD5225 Approved
0.7073 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD4700 Approved
0.7045 Intermediate Similarity NPD5690 Phase 2
0.7033 Intermediate Similarity NPD6411 Approved
0.7024 Intermediate Similarity NPD6929 Approved
0.7021 Intermediate Similarity NPD7902 Approved
0.7011 Intermediate Similarity NPD4197 Approved
0.701 Intermediate Similarity NPD5174 Approved
0.701 Intermediate Similarity NPD5175 Approved
0.7 Intermediate Similarity NPD7152 Approved
0.7 Intermediate Similarity NPD7150 Approved
0.7 Intermediate Similarity NPD7151 Approved
0.6989 Remote Similarity NPD4629 Approved
0.6989 Remote Similarity NPD5210 Approved
0.6951 Remote Similarity NPD6942 Approved
0.6951 Remote Similarity NPD7339 Approved
0.6947 Remote Similarity NPD5290 Discontinued
0.6947 Remote Similarity NPD4225 Approved
0.6941 Remote Similarity NPD6931 Approved
0.6941 Remote Similarity NPD6930 Phase 2
0.6941 Remote Similarity NPD7525 Registered
0.6939 Remote Similarity NPD5141 Approved
0.6932 Remote Similarity NPD5329 Approved
0.6923 Remote Similarity NPD4096 Approved
0.6905 Remote Similarity NPD3617 Approved
0.6889 Remote Similarity NPD4518 Approved
0.6854 Remote Similarity NPD4519 Discontinued
0.6854 Remote Similarity NPD7334 Approved
0.6854 Remote Similarity NPD4688 Approved
0.6854 Remote Similarity NPD6409 Approved
0.6854 Remote Similarity NPD5330 Approved
0.6854 Remote Similarity NPD6684 Approved
0.6854 Remote Similarity NPD7146 Approved
0.6854 Remote Similarity NPD4693 Phase 3
0.6854 Remote Similarity NPD7521 Approved
0.6854 Remote Similarity NPD4689 Approved
0.6854 Remote Similarity NPD5205 Approved
0.6854 Remote Similarity NPD4623 Approved
0.6854 Remote Similarity NPD4138 Approved
0.6854 Remote Similarity NPD4690 Approved
0.6848 Remote Similarity NPD5284 Approved
0.6848 Remote Similarity NPD5281 Approved
0.6837 Remote Similarity NPD4754 Approved
0.6829 Remote Similarity NPD4058 Approved
0.6818 Remote Similarity NPD3668 Phase 3
0.6813 Remote Similarity NPD6101 Approved
0.6813 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6813 Remote Similarity NPD7285 Clinical (unspecified phase)
0.68 Remote Similarity NPD5697 Approved
0.6795 Remote Similarity NPD7331 Phase 2
0.679 Remote Similarity NPD5276 Approved
0.6786 Remote Similarity NPD6932 Approved
0.6786 Remote Similarity NPD5776 Phase 2
0.6786 Remote Similarity NPD6925 Approved
0.6778 Remote Similarity NPD3573 Approved
0.6771 Remote Similarity NPD7638 Approved
0.6733 Remote Similarity NPD6881 Approved
0.6733 Remote Similarity NPD4730 Approved
0.6733 Remote Similarity NPD6011 Approved
0.6733 Remote Similarity NPD5168 Approved
0.6733 Remote Similarity NPD4729 Approved
0.6733 Remote Similarity NPD5128 Approved
0.6733 Remote Similarity NPD6899 Approved
0.6711 Remote Similarity NPD368 Approved
0.6706 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6706 Remote Similarity NPD7145 Approved
0.6705 Remote Similarity NPD4788 Approved
0.6705 Remote Similarity NPD6695 Phase 3
0.6703 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6703 Remote Similarity NPD6903 Approved
0.6702 Remote Similarity NPD7900 Approved
0.6702 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6701 Remote Similarity NPD7639 Approved
0.6701 Remote Similarity NPD7640 Approved
0.67 Remote Similarity NPD6402 Approved
0.67 Remote Similarity NPD4767 Approved
0.67 Remote Similarity NPD5739 Approved
0.67 Remote Similarity NPD7128 Approved
0.67 Remote Similarity NPD4768 Approved
0.67 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD6014 Approved
0.6667 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD6013 Approved
0.6667 Remote Similarity NPD7341 Phase 2
0.6667 Remote Similarity NPD4691 Approved
0.6634 Remote Similarity NPD5701 Approved
0.6632 Remote Similarity NPD5695 Phase 3
0.6629 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6628 Remote Similarity NPD6683 Phase 2
0.6627 Remote Similarity NPD5733 Approved
0.6627 Remote Similarity NPD4687 Approved
0.6602 Remote Similarity NPD5251 Approved
0.6602 Remote Similarity NPD5250 Approved
0.6602 Remote Similarity NPD7102 Approved
0.6602 Remote Similarity NPD5247 Approved
0.6602 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6602 Remote Similarity NPD5248 Approved
0.6602 Remote Similarity NPD5169 Approved
0.6602 Remote Similarity NPD6883 Approved
0.6602 Remote Similarity NPD5135 Approved
0.6602 Remote Similarity NPD4634 Approved
0.6602 Remote Similarity NPD7290 Approved
0.6602 Remote Similarity NPD5249 Phase 3
0.6596 Remote Similarity NPD5779 Approved
0.6596 Remote Similarity NPD5133 Approved
0.6596 Remote Similarity NPD5778 Approved
0.6596 Remote Similarity NPD6399 Phase 3
0.6591 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6569 Remote Similarity NPD7320 Approved
0.6556 Remote Similarity NPD6893 Approved
0.6556 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6552 Remote Similarity NPD7332 Phase 2
0.6552 Remote Similarity NPD7514 Phase 3
0.6543 Remote Similarity NPD4137 Phase 3
0.6538 Remote Similarity NPD6869 Approved
0.6538 Remote Similarity NPD5216 Approved
0.6538 Remote Similarity NPD6847 Approved
0.6538 Remote Similarity NPD6649 Approved
0.6538 Remote Similarity NPD8130 Phase 1
0.6538 Remote Similarity NPD6650 Approved
0.6538 Remote Similarity NPD5127 Approved
0.6538 Remote Similarity NPD6617 Approved
0.6538 Remote Similarity NPD5215 Approved
0.6538 Remote Similarity NPD5217 Approved
0.6522 Remote Similarity NPD5737 Approved
0.6522 Remote Similarity NPD6672 Approved
0.6505 Remote Similarity NPD6372 Approved
0.6505 Remote Similarity NPD6373 Approved
0.6489 Remote Similarity NPD7637 Suspended
0.6477 Remote Similarity NPD6898 Phase 1
0.6477 Remote Similarity NPD6902 Approved
0.6476 Remote Similarity NPD8297 Approved
0.6476 Remote Similarity NPD6882 Approved
0.6463 Remote Similarity NPD4747 Approved
0.6429 Remote Similarity NPD5696 Approved
0.6415 Remote Similarity NPD4632 Approved
0.6413 Remote Similarity NPD7750 Discontinued
0.6413 Remote Similarity NPD7524 Approved
0.6386 Remote Similarity NPD4243 Approved
0.6383 Remote Similarity NPD5207 Approved
0.6383 Remote Similarity NPD5692 Phase 3
0.6381 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4748 Discontinued
0.6355 Remote Similarity NPD5167 Approved
0.6351 Remote Similarity NPD342 Phase 1
0.6322 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6316 Remote Similarity NPD287 Approved
0.6316 Remote Similarity NPD5694 Approved
0.6316 Remote Similarity NPD6050 Approved
0.6311 Remote Similarity NPD6412 Phase 2

  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