Structure

Physi-Chem Properties

Molecular Weight:  454.34
Volume:  503.115
LogP:  5.889
LogD:  4.598
LogS:  -5.006
# Rotatable Bonds:  1
TPSA:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.419
Synthetic Accessibility Score:  4.666
Fsp3:  0.867
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.363
MDCK Permeability:  1.0525472134759184e-05
Pgp-inhibitor:  0.006
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.01
20% Bioavailability (F20%):  0.02
30% Bioavailability (F30%):  0.978

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.055
Plasma Protein Binding (PPB):  95.29863739013672%
Volume Distribution (VD):  0.877
Pgp-substrate:  3.133065938949585%

ADMET: Metabolism

CYP1A2-inhibitor:  0.009
CYP1A2-substrate:  0.566
CYP2C19-inhibitor:  0.025
CYP2C19-substrate:  0.932
CYP2C9-inhibitor:  0.153
CYP2C9-substrate:  0.765
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.151
CYP3A4-inhibitor:  0.241
CYP3A4-substrate:  0.305

ADMET: Excretion

Clearance (CL):  1.914
Half-life (T1/2):  0.358

ADMET: Toxicity

hERG Blockers:  0.006
Human Hepatotoxicity (H-HT):  0.265
Drug-inuced Liver Injury (DILI):  0.03
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.121
Maximum Recommended Daily Dose:  0.799
Skin Sensitization:  0.058
Carcinogencity:  0.067
Eye Corrosion:  0.13
Eye Irritation:  0.439
Respiratory Toxicity:  0.969

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

  Natural Product: NPC263272

Natural Product ID:  NPC263272
Common Name*:   3-Oxoolean-12-En-29-Oic Acid
IUPAC Name:   (2R,4aS,6aR,6aS,6bR,8aR,12aR,14bR)-2,4a,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-2-carboxylic acid
Synonyms:  
Standard InCHIKey:  CGZZFWMLSVHLFZ-FUQFICMISA-N
Standard InCHI:  InChI=1S/C30H46O3/c1-25(2)21-10-13-30(7)22(28(21,5)12-11-23(25)31)9-8-19-20-18-27(4,24(32)33)15-14-26(20,3)16-17-29(19,30)6/h8,20-22H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,26+,27+,28-,29+,30+/m0/s1
SMILES:  CC1(C)[C@@H]2CC[C@]3(C)[C@H](CC=C4[C@@H]5C[C@@](C)(CC[C@]5(C)CC[C@@]34C)C(=O)O)[C@@]2(C)CCC1=O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL491702
PubChem CID:   9981416
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[10479314]
NPO26165 Sandoricum indicum Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[11575968]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota stems n.a. n.a. PMID[1517737]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[22672802]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26165 Sandoricum indicum Species Meliaceae 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
NPT168 Cell Line P388 Mus musculus IC50 = 12.0 ug.mL-1 PMID[525223]
NPT2831 Cell Line P388/S Mus musculus IC50 > 25.0 ug.mL-1 PMID[525223]
NPT168 Cell Line P388 Mus musculus IC50 > 25.0 ug.mL-1 PMID[525223]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 15.0 ug.mL-1 PMID[525223]
NPT762 Cell Line A-431 Homo sapiens ED50 > 20.0 ug ml-1 PMID[525224]
NPT1851 Cell Line Col2 Homo sapiens ED50 > 20.0 ug ml-1 PMID[525224]
NPT453 Cell Line HT-1080 Homo sapiens ED50 > 20.0 ug ml-1 PMID[525224]
NPT91 Cell Line KB Homo sapiens ED50 = 4.9 ug ml-1 PMID[525224]
NPT858 Cell Line LNCaP Homo sapiens ED50 = 10.0 ug ml-1 PMID[525224]
NPT1034 Cell Line Lu1 Homo sapiens ED50 = 10.0 ug ml-1 PMID[525224]
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 12.0 ug ml-1 PMID[525224]
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 5.2 ug ml-1 PMID[525224]
NPT168 Cell Line P388 Mus musculus ED50 = 0.61 ug ml-1 PMID[525224]
NPT2216 Individual Protein DNA polymerase beta Rattus norvegicus IC50 = 22000.0 nM PMID[525225]
NPT2216 Individual Protein DNA polymerase beta Rattus norvegicus Kii = 9.1 uM PMID[525225]
NPT2216 Individual Protein DNA polymerase beta Rattus norvegicus Kis = 5.5 uM PMID[525225]
NPT2216 Individual Protein DNA polymerase beta Rattus norvegicus Kis = 60.0 uM PMID[525225]
NPT2216 Individual Protein DNA polymerase beta Rattus norvegicus Kii = 50.0 uM PMID[525225]
NPT2 Others Unspecified IC50 = 25.0 ug.mL-1 PMID[525223]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 > 20.0 ug ml-1 PMID[525224]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 8.5 ug ml-1 PMID[525224]

☑ 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 NPC263272 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 NPC274050
1.0 High Similarity NPC267691
1.0 High Similarity NPC162632
0.9868 High Similarity NPC69101
0.9868 High Similarity NPC251779
0.974 High Similarity NPC70834
0.9733 High Similarity NPC16394
0.9615 High Similarity NPC96095
0.9481 High Similarity NPC471898
0.9474 High Similarity NPC231431
0.9467 High Similarity NPC471899
0.9467 High Similarity NPC471897
0.9467 High Similarity NPC107039
0.9351 High Similarity NPC37038
0.9351 High Similarity NPC267517
0.9342 High Similarity NPC110094
0.9342 High Similarity NPC260385
0.9342 High Similarity NPC280654
0.9333 High Similarity NPC89294
0.9259 High Similarity NPC158141
0.9259 High Similarity NPC173089
0.925 High Similarity NPC474537
0.9241 High Similarity NPC200752
0.9231 High Similarity NPC142244
0.9231 High Similarity NPC3915
0.9221 High Similarity NPC199595
0.9146 High Similarity NPC1753
0.9146 High Similarity NPC474474
0.9146 High Similarity NPC474511
0.9114 High Similarity NPC310989
0.9103 High Similarity NPC104545
0.9036 High Similarity NPC281524
0.9036 High Similarity NPC474700
0.9024 High Similarity NPC142415
0.9024 High Similarity NPC18064
0.9024 High Similarity NPC242468
0.9024 High Similarity NPC171203
0.9024 High Similarity NPC98442
0.9024 High Similarity NPC51700
0.9024 High Similarity NPC307426
0.9024 High Similarity NPC130577
0.9024 High Similarity NPC102683
0.9024 High Similarity NPC68160
0.9024 High Similarity NPC88716
0.9024 High Similarity NPC293564
0.8987 High Similarity NPC278459
0.8987 High Similarity NPC221647
0.8987 High Similarity NPC147066
0.8961 High Similarity NPC165711
0.8947 High Similarity NPC192540
0.8947 High Similarity NPC279666
0.8933 High Similarity NPC36310
0.8929 High Similarity NPC46441
0.8929 High Similarity NPC193750
0.8929 High Similarity NPC291028
0.8929 High Similarity NPC198818
0.8916 High Similarity NPC290690
0.8916 High Similarity NPC473242
0.8916 High Similarity NPC246708
0.8916 High Similarity NPC470629
0.8916 High Similarity NPC182797
0.8916 High Similarity NPC17733
0.8916 High Similarity NPC40552
0.8916 High Similarity NPC474512
0.8916 High Similarity NPC181225
0.8916 High Similarity NPC52169
0.8902 High Similarity NPC72638
0.8889 High Similarity NPC156981
0.8889 High Similarity NPC312660
0.8889 High Similarity NPC180834
0.8861 High Similarity NPC477057
0.8831 High Similarity NPC69143
0.8824 High Similarity NPC4036
0.8824 High Similarity NPC474525
0.8824 High Similarity NPC233455
0.8824 High Similarity NPC145067
0.8824 High Similarity NPC65120
0.8824 High Similarity NPC158030
0.8824 High Similarity NPC471588
0.8824 High Similarity NPC105189
0.8824 High Similarity NPC38754
0.8824 High Similarity NPC6255
0.8816 High Similarity NPC283908
0.8816 High Similarity NPC251970
0.8816 High Similarity NPC183503
0.8816 High Similarity NPC161923
0.8816 High Similarity NPC255168
0.8816 High Similarity NPC476046
0.8816 High Similarity NPC241854
0.8816 High Similarity NPC103958
0.881 High Similarity NPC274330
0.881 High Similarity NPC95246
0.881 High Similarity NPC234346
0.881 High Similarity NPC293048
0.881 High Similarity NPC270768
0.881 High Similarity NPC290972
0.881 High Similarity NPC61543
0.881 High Similarity NPC161751
0.881 High Similarity NPC263393
0.881 High Similarity NPC130520
0.881 High Similarity NPC470588
0.881 High Similarity NPC25906
0.881 High Similarity NPC59263
0.881 High Similarity NPC225585
0.881 High Similarity NPC127689
0.881 High Similarity NPC143232
0.881 High Similarity NPC64872
0.881 High Similarity NPC198664
0.881 High Similarity NPC121798
0.881 High Similarity NPC474972
0.88 High Similarity NPC160817
0.8795 High Similarity NPC71507
0.878 High Similarity NPC133954
0.878 High Similarity NPC274724
0.8765 High Similarity NPC53733
0.875 High Similarity NPC201912
0.875 High Similarity NPC38350
0.8734 High Similarity NPC192744
0.8734 High Similarity NPC477371
0.8721 High Similarity NPC272075
0.8721 High Similarity NPC214756
0.8721 High Similarity NPC169343
0.8721 High Similarity NPC118490
0.8721 High Similarity NPC295643
0.8706 High Similarity NPC227467
0.8706 High Similarity NPC290614
0.8706 High Similarity NPC126369
0.8706 High Similarity NPC130278
0.8706 High Similarity NPC86372
0.8706 High Similarity NPC120968
0.8706 High Similarity NPC210037
0.8706 High Similarity NPC474728
0.8706 High Similarity NPC113989
0.8706 High Similarity NPC273621
0.8706 High Similarity NPC120840
0.8706 High Similarity NPC172361
0.8706 High Similarity NPC18872
0.8706 High Similarity NPC470589
0.8706 High Similarity NPC477872
0.8706 High Similarity NPC111110
0.8706 High Similarity NPC7260
0.8675 High Similarity NPC74363
0.8675 High Similarity NPC324063
0.8675 High Similarity NPC475862
0.8675 High Similarity NPC213412
0.8659 High Similarity NPC477289
0.8642 High Similarity NPC320514
0.8642 High Similarity NPC260956
0.8625 High Similarity NPC18955
0.8621 High Similarity NPC148964
0.8621 High Similarity NPC74751
0.8621 High Similarity NPC474529
0.8608 High Similarity NPC321514
0.8608 High Similarity NPC179028
0.8605 High Similarity NPC60755
0.8605 High Similarity NPC288833
0.8605 High Similarity NPC187722
0.8605 High Similarity NPC228784
0.8605 High Similarity NPC235884
0.8605 High Similarity NPC155120
0.8605 High Similarity NPC470590
0.8605 High Similarity NPC472149
0.8605 High Similarity NPC285184
0.8605 High Similarity NPC324341
0.8605 High Similarity NPC282616
0.8605 High Similarity NPC966
0.8605 High Similarity NPC300351
0.8605 High Similarity NPC77099
0.8605 High Similarity NPC52021
0.8605 High Similarity NPC84319
0.8605 High Similarity NPC25299
0.8605 High Similarity NPC71074
0.8605 High Similarity NPC306541
0.859 High Similarity NPC309399
0.859 High Similarity NPC180886
0.8588 High Similarity NPC112454
0.8588 High Similarity NPC477973
0.8588 High Similarity NPC30522
0.8588 High Similarity NPC474686
0.8571 High Similarity NPC73064
0.8554 High Similarity NPC29447
0.8554 High Similarity NPC469993
0.8537 High Similarity NPC69279
0.8537 High Similarity NPC83569
0.8533 High Similarity NPC286814
0.8523 High Similarity NPC139570
0.8523 High Similarity NPC148523
0.8519 High Similarity NPC477372
0.8506 High Similarity NPC118519
0.8506 High Similarity NPC158059
0.8506 High Similarity NPC307335
0.8506 High Similarity NPC275809
0.8506 High Similarity NPC86368
0.8506 High Similarity NPC229281
0.8506 High Similarity NPC74855
0.8506 High Similarity NPC474436
0.8506 High Similarity NPC263780
0.8506 High Similarity NPC49776
0.8506 High Similarity NPC298554
0.8506 High Similarity NPC136313

  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 NPC263272 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
0.8824 High Similarity NPD7515 Phase 2
0.8621 High Similarity NPD7748 Approved
0.8588 High Similarity NPD7285 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD7902 Approved
0.8046 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8022 Intermediate Similarity NPD7614 Phase 1
0.8 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4786 Approved
0.8 Intermediate Similarity NPD7900 Approved
0.7976 Intermediate Similarity NPD3667 Approved
0.7976 Intermediate Similarity NPD4223 Phase 3
0.7976 Intermediate Similarity NPD4221 Approved
0.7952 Intermediate Similarity NPD4695 Discontinued
0.7907 Intermediate Similarity NPD5329 Approved
0.7907 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7889 Intermediate Similarity NPD6399 Phase 3
0.7816 Intermediate Similarity NPD6409 Approved
0.7816 Intermediate Similarity NPD7146 Approved
0.7816 Intermediate Similarity NPD5330 Approved
0.7816 Intermediate Similarity NPD6684 Approved
0.7816 Intermediate Similarity NPD6098 Approved
0.7816 Intermediate Similarity NPD7334 Approved
0.7816 Intermediate Similarity NPD7521 Approved
0.7791 Intermediate Similarity NPD3133 Approved
0.7791 Intermediate Similarity NPD4197 Approved
0.7791 Intermediate Similarity NPD3666 Approved
0.7791 Intermediate Similarity NPD3665 Phase 1
0.7727 Intermediate Similarity NPD3573 Approved
0.7711 Intermediate Similarity NPD3617 Approved
0.764 Intermediate Similarity NPD6903 Approved
0.764 Intermediate Similarity NPD5737 Approved
0.764 Intermediate Similarity NPD6672 Approved
0.7619 Intermediate Similarity NPD7645 Phase 2
0.7614 Intermediate Similarity NPD5205 Approved
0.7614 Intermediate Similarity NPD4690 Approved
0.7614 Intermediate Similarity NPD4688 Approved
0.7614 Intermediate Similarity NPD4519 Discontinued
0.7614 Intermediate Similarity NPD4623 Approved
0.7614 Intermediate Similarity NPD4693 Phase 3
0.7614 Intermediate Similarity NPD4138 Approved
0.7614 Intermediate Similarity NPD3618 Phase 1
0.7614 Intermediate Similarity NPD4689 Approved
0.7582 Intermediate Similarity NPD5284 Approved
0.7582 Intermediate Similarity NPD5281 Approved
0.7556 Intermediate Similarity NPD6904 Approved
0.7556 Intermediate Similarity NPD6673 Approved
0.7556 Intermediate Similarity NPD5328 Approved
0.7556 Intermediate Similarity NPD6080 Approved
0.7553 Intermediate Similarity NPD6083 Phase 2
0.7553 Intermediate Similarity NPD6084 Phase 2
0.7447 Intermediate Similarity NPD7732 Phase 3
0.7444 Intermediate Similarity NPD5208 Approved
0.7436 Intermediate Similarity NPD4224 Phase 2
0.7416 Intermediate Similarity NPD5690 Phase 2
0.7416 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD5280 Approved
0.7416 Intermediate Similarity NPD4694 Approved
0.7391 Intermediate Similarity NPD8034 Phase 2
0.7391 Intermediate Similarity NPD8035 Phase 2
0.7391 Intermediate Similarity NPD6079 Approved
0.7386 Intermediate Similarity NPD3668 Phase 3
0.7375 Intermediate Similarity NPD4137 Phase 3
0.7363 Intermediate Similarity NPD4753 Phase 2
0.734 Intermediate Similarity NPD5695 Phase 3
0.7292 Intermediate Similarity NPD5696 Approved
0.7284 Intermediate Similarity NPD4747 Approved
0.7284 Intermediate Similarity NPD4691 Approved
0.7273 Intermediate Similarity NPD4788 Approved
0.725 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD4139 Approved
0.7241 Intermediate Similarity NPD4692 Approved
0.7222 Intermediate Similarity NPD5279 Phase 3
0.7209 Intermediate Similarity NPD4195 Approved
0.7204 Intermediate Similarity NPD5693 Phase 1
0.7204 Intermediate Similarity NPD6050 Approved
0.7195 Intermediate Similarity NPD6081 Approved
0.7195 Intermediate Similarity NPD4243 Approved
0.7158 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD4202 Approved
0.7097 Intermediate Similarity NPD5207 Approved
0.7097 Intermediate Similarity NPD5692 Phase 3
0.7053 Intermediate Similarity NPD6001 Approved
0.7045 Intermediate Similarity NPD8028 Phase 2
0.703 Intermediate Similarity NPD6402 Approved
0.703 Intermediate Similarity NPD5739 Approved
0.703 Intermediate Similarity NPD6675 Approved
0.703 Intermediate Similarity NPD7128 Approved
0.7024 Intermediate Similarity NPD4058 Approved
0.7024 Intermediate Similarity NPD5733 Approved
0.7024 Intermediate Similarity NPD4785 Approved
0.7024 Intermediate Similarity NPD4784 Approved
0.7021 Intermediate Similarity NPD6411 Approved
0.7021 Intermediate Similarity NPD5694 Approved
0.7 Intermediate Similarity NPD7331 Phase 2
0.6979 Remote Similarity NPD5210 Approved
0.6979 Remote Similarity NPD4629 Approved
0.6966 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6941 Remote Similarity NPD7339 Approved
0.6941 Remote Similarity NPD6942 Approved
0.6939 Remote Similarity NPD7638 Approved
0.6915 Remote Similarity NPD4096 Approved
0.6907 Remote Similarity NPD5221 Approved
0.6907 Remote Similarity NPD5222 Approved
0.6907 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6907 Remote Similarity NPD4697 Phase 3
0.6893 Remote Similarity NPD6899 Approved
0.6893 Remote Similarity NPD6881 Approved
0.6893 Remote Similarity NPD7320 Approved
0.6875 Remote Similarity NPD7341 Phase 2
0.6869 Remote Similarity NPD7640 Approved
0.6869 Remote Similarity NPD7639 Approved
0.6869 Remote Similarity NPD6404 Discontinued
0.686 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6837 Remote Similarity NPD5173 Approved
0.6837 Remote Similarity NPD4755 Approved
0.6829 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6829 Remote Similarity NPD5360 Phase 3
0.6827 Remote Similarity NPD6373 Approved
0.6827 Remote Similarity NPD6372 Approved
0.6824 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6824 Remote Similarity NPD4687 Approved
0.6809 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6809 Remote Similarity NPD6101 Approved
0.6796 Remote Similarity NPD6412 Phase 2
0.6796 Remote Similarity NPD5701 Approved
0.6796 Remote Similarity NPD5697 Approved
0.6786 Remote Similarity NPD5276 Approved
0.6771 Remote Similarity NPD5133 Approved
0.6762 Remote Similarity NPD7290 Approved
0.6762 Remote Similarity NPD7102 Approved
0.6762 Remote Similarity NPD6883 Approved
0.6744 Remote Similarity NPD5275 Approved
0.6744 Remote Similarity NPD4190 Phase 3
0.6742 Remote Similarity NPD7525 Registered
0.6731 Remote Similarity NPD6011 Approved
0.6705 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6702 Remote Similarity NPD4518 Approved
0.67 Remote Similarity NPD5285 Approved
0.67 Remote Similarity NPD4696 Approved
0.67 Remote Similarity NPD5286 Approved
0.67 Remote Similarity NPD4700 Approved
0.6698 Remote Similarity NPD6847 Approved
0.6698 Remote Similarity NPD6649 Approved
0.6698 Remote Similarity NPD6650 Approved
0.6698 Remote Similarity NPD6617 Approved
0.6698 Remote Similarity NPD6869 Approved
0.6698 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6698 Remote Similarity NPD8130 Phase 1
0.6667 Remote Similarity NPD4789 Approved
0.6667 Remote Similarity NPD4244 Approved
0.6667 Remote Similarity NPD6014 Approved
0.6667 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD6052 Approved
0.6667 Remote Similarity NPD6117 Approved
0.6667 Remote Similarity NPD6013 Approved
0.6667 Remote Similarity NPD4245 Approved
0.6667 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6637 Remote Similarity NPD8328 Phase 3
0.6636 Remote Similarity NPD6882 Approved
0.6636 Remote Similarity NPD8297 Approved
0.6634 Remote Similarity NPD5223 Approved
0.6633 Remote Similarity NPD5654 Approved
0.6591 Remote Similarity NPD6116 Phase 1
0.6588 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6588 Remote Similarity NPD5777 Approved
0.6588 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6569 Remote Similarity NPD5224 Approved
0.6569 Remote Similarity NPD4633 Approved
0.6569 Remote Similarity NPD5211 Phase 2
0.6569 Remote Similarity NPD5091 Approved
0.6569 Remote Similarity NPD5226 Approved
0.6569 Remote Similarity NPD5225 Approved
0.6559 Remote Similarity NPD1694 Approved
0.6552 Remote Similarity NPD8039 Approved
0.6548 Remote Similarity NPD3698 Phase 2
0.6548 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6548 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6545 Remote Similarity NPD7115 Discovery
0.6517 Remote Similarity NPD6114 Approved
0.6517 Remote Similarity NPD6697 Approved
0.6517 Remote Similarity NPD6118 Approved
0.6517 Remote Similarity NPD6115 Approved
0.6505 Remote Similarity NPD5175 Approved
0.6505 Remote Similarity NPD4754 Approved
0.6505 Remote Similarity NPD5174 Approved
0.65 Remote Similarity NPD5959 Approved
0.6476 Remote Similarity NPD6614 Approved
0.6463 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6458 Remote Similarity NPD6051 Approved
0.6455 Remote Similarity NPD6868 Approved
0.6447 Remote Similarity NPD4266 Approved
0.6447 Remote Similarity NPD3194 Approved
0.6447 Remote Similarity NPD3195 Phase 2
0.6447 Remote Similarity NPD3196 Approved
0.6442 Remote Similarity NPD5141 Approved
0.6437 Remote Similarity NPD6924 Approved
0.6437 Remote Similarity NPD6926 Approved
0.6429 Remote Similarity NPD5778 Approved
0.6429 Remote Similarity NPD5779 Approved
0.6422 Remote Similarity NPD6858 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