Structure

Physi-Chem Properties

Molecular Weight:  664.62
Volume:  773.697
LogP:  13.402
LogD:  7.534
LogS:  -8.477
# Rotatable Bonds:  16
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.099
Synthetic Accessibility Score:  4.845
Fsp3:  0.935
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.151
MDCK Permeability:  5.463603883981705e-06
Pgp-inhibitor:  0.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  0.993

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.016
Plasma Protein Binding (PPB):  95.9970474243164%
Volume Distribution (VD):  2.712
Pgp-substrate:  1.1175602674484253%

ADMET: Metabolism

CYP1A2-inhibitor:  0.014
CYP1A2-substrate:  0.166
CYP2C19-inhibitor:  0.085
CYP2C19-substrate:  0.894
CYP2C9-inhibitor:  0.037
CYP2C9-substrate:  0.753
CYP2D6-inhibitor:  0.067
CYP2D6-substrate:  0.05
CYP3A4-inhibitor:  0.472
CYP3A4-substrate:  0.522

ADMET: Excretion

Clearance (CL):  5.086
Half-life (T1/2):  0.004

ADMET: Toxicity

hERG Blockers:  0.462
Human Hepatotoxicity (H-HT):  0.141
Drug-inuced Liver Injury (DILI):  0.121
AMES Toxicity:  0.0
Rat Oral Acute Toxicity:  0.068
Maximum Recommended Daily Dose:  0.809
Skin Sensitization:  0.946
Carcinogencity:  0.006
Eye Corrosion:  0.34
Eye Irritation:  0.213
Respiratory Toxicity:  0.818

Download Data

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

  Natural Product: NPC329943

Natural Product ID:  NPC329943
Common Name*:   Alpha-Amyrin Palmitate
IUPAC Name:   [(3S,4aR,6aR,6bS,8aS,11R,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl] hexadecanoate
Synonyms:   Alpha-Amyrin Palmitate
Standard InCHIKey:  BHPGRVQWTLDDQX-AGIALZFVSA-N
Standard InCHI:  InChI=1S/C46H80O2/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-40(47)48-39-28-30-44(7)37(42(39,4)5)27-31-46(9)38(44)25-24-36-41-35(3)34(2)26-29-43(41,6)32-33-45(36,46)8/h24,34-35,37-39,41H,10-23,25-33H2,1-9H3/t34-,35+,37+,38-,39+,41+,43+,44+,45-,46-/m1/s1
SMILES:  CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@]1([C@H]2[C@@H](C)[C@@H](CC1)C)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL502320
PubChem CID:   44575982
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
NPO12713 Brachylaena ramiflora Species Asteraceae Eukaryota twigs Madagascar rainforest n.a. PMID[12193040]
NPO12713 Brachylaena ramiflora Species Asteraceae 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
NPT179 Cell Line A2780 Homo sapiens IC50 = 15.4 ug.mL-1 PMID[544264]

☑ 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 NPC329943 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 NPC9892
1.0 High Similarity NPC91525
1.0 High Similarity NPC10005
0.9877 High Similarity NPC46912
0.9877 High Similarity NPC162107
0.9756 High Similarity NPC224145
0.9639 High Similarity NPC475049
0.9524 High Similarity NPC113989
0.9524 High Similarity NPC120840
0.9412 High Similarity NPC470590
0.9412 High Similarity NPC77099
0.9412 High Similarity NPC285184
0.9412 High Similarity NPC60755
0.9405 High Similarity NPC30522
0.9375 High Similarity NPC290495
0.9375 High Similarity NPC195334
0.9302 High Similarity NPC86368
0.9294 High Similarity NPC474728
0.9286 High Similarity NPC246708
0.9286 High Similarity NPC40552
0.9286 High Similarity NPC474845
0.9268 High Similarity NPC312660
0.9259 High Similarity NPC286786
0.9259 High Similarity NPC163236
0.9195 High Similarity NPC78580
0.9195 High Similarity NPC74751
0.9195 High Similarity NPC296164
0.9195 High Similarity NPC23621
0.9195 High Similarity NPC184006
0.9176 High Similarity NPC470588
0.9167 High Similarity NPC88716
0.9167 High Similarity NPC68160
0.9167 High Similarity NPC102683
0.9167 High Similarity NPC293564
0.9167 High Similarity NPC51700
0.9167 High Similarity NPC242468
0.9167 High Similarity NPC130577
0.9167 High Similarity NPC18064
0.9167 High Similarity NPC98442
0.9167 High Similarity NPC171203
0.9167 High Similarity NPC307426
0.9167 High Similarity NPC142415
0.9146 High Similarity NPC132386
0.9136 High Similarity NPC108476
0.9091 High Similarity NPC23241
0.9091 High Similarity NPC474727
0.9091 High Similarity NPC195715
0.908 High Similarity NPC474436
0.908 High Similarity NPC49776
0.908 High Similarity NPC63118
0.9059 High Similarity NPC474512
0.9059 High Similarity NPC17733
0.9059 High Similarity NPC52169
0.9059 High Similarity NPC470629
0.9059 High Similarity NPC290690
0.9059 High Similarity NPC182797
0.9059 High Similarity NPC181225
0.9059 High Similarity NPC473242
0.9048 High Similarity NPC325594
0.9048 High Similarity NPC72638
0.9012 High Similarity NPC267517
0.8989 High Similarity NPC327179
0.8989 High Similarity NPC230151
0.8953 High Similarity NPC290972
0.8953 High Similarity NPC263393
0.8953 High Similarity NPC127689
0.8953 High Similarity NPC234346
0.8953 High Similarity NPC61543
0.8953 High Similarity NPC198664
0.8953 High Similarity NPC64872
0.8953 High Similarity NPC270768
0.8953 High Similarity NPC121798
0.8953 High Similarity NPC59263
0.8953 High Similarity NPC293048
0.8953 High Similarity NPC143232
0.8953 High Similarity NPC225585
0.8953 High Similarity NPC130520
0.8953 High Similarity NPC25906
0.8953 High Similarity NPC474972
0.8953 High Similarity NPC274330
0.8953 High Similarity NPC95246
0.8953 High Similarity NPC161751
0.8929 High Similarity NPC191965
0.8889 High Similarity NPC476878
0.8889 High Similarity NPC476879
0.8889 High Similarity NPC158347
0.8889 High Similarity NPC26413
0.8864 High Similarity NPC136313
0.8864 High Similarity NPC272075
0.8864 High Similarity NPC307335
0.8864 High Similarity NPC295643
0.8864 High Similarity NPC214756
0.8864 High Similarity NPC74855
0.8851 High Similarity NPC172361
0.8851 High Similarity NPC290614
0.8851 High Similarity NPC291028
0.8851 High Similarity NPC18872
0.8851 High Similarity NPC130278
0.8851 High Similarity NPC210037
0.8851 High Similarity NPC470589
0.8851 High Similarity NPC328141
0.8851 High Similarity NPC120968
0.8851 High Similarity NPC111110
0.8851 High Similarity NPC273621
0.8851 High Similarity NPC126369
0.8851 High Similarity NPC227467
0.8851 High Similarity NPC477872
0.8851 High Similarity NPC7260
0.8851 High Similarity NPC86372
0.8824 High Similarity NPC84121
0.8824 High Similarity NPC137306
0.881 High Similarity NPC475509
0.8791 High Similarity NPC58942
0.8791 High Similarity NPC260149
0.8791 High Similarity NPC471966
0.8764 High Similarity NPC91010
0.875 High Similarity NPC71074
0.875 High Similarity NPC324341
0.875 High Similarity NPC105189
0.875 High Similarity NPC52021
0.875 High Similarity NPC282616
0.875 High Similarity NPC233455
0.875 High Similarity NPC187722
0.875 High Similarity NPC235884
0.875 High Similarity NPC472149
0.875 High Similarity NPC65120
0.875 High Similarity NPC84319
0.875 High Similarity NPC966
0.875 High Similarity NPC4036
0.875 High Similarity NPC145067
0.875 High Similarity NPC228784
0.875 High Similarity NPC25299
0.875 High Similarity NPC288833
0.875 High Similarity NPC158030
0.875 High Similarity NPC300351
0.875 High Similarity NPC306541
0.875 High Similarity NPC474525
0.875 High Similarity NPC155120
0.8736 High Similarity NPC474686
0.8721 High Similarity NPC71507
0.8706 High Similarity NPC133954
0.8706 High Similarity NPC98270
0.869 High Similarity NPC200752
0.8652 High Similarity NPC169343
0.8652 High Similarity NPC118519
0.8652 High Similarity NPC158059
0.8652 High Similarity NPC202728
0.8652 High Similarity NPC298554
0.8652 High Similarity NPC275809
0.8652 High Similarity NPC229281
0.8642 High Similarity NPC84868
0.8636 High Similarity NPC46441
0.8636 High Similarity NPC193750
0.8636 High Similarity NPC471896
0.8636 High Similarity NPC49320
0.8605 High Similarity NPC235341
0.8605 High Similarity NPC475862
0.8605 High Similarity NPC95594
0.8605 High Similarity NPC264127
0.8605 High Similarity NPC74363
0.8605 High Similarity NPC73038
0.8605 High Similarity NPC213412
0.8605 High Similarity NPC477579
0.8602 High Similarity NPC233012
0.8602 High Similarity NPC54909
0.8588 High Similarity NPC171789
0.8587 High Similarity NPC164349
0.8571 High Similarity NPC98874
0.8556 High Similarity NPC191412
0.8556 High Similarity NPC231063
0.8556 High Similarity NPC282395
0.8556 High Similarity NPC263548
0.8556 High Similarity NPC145667
0.8556 High Similarity NPC114159
0.8556 High Similarity NPC299996
0.8556 High Similarity NPC222047
0.8556 High Similarity NPC269729
0.8556 High Similarity NPC20235
0.8556 High Similarity NPC474963
0.8556 High Similarity NPC209868
0.8556 High Similarity NPC88116
0.8556 High Similarity NPC159365
0.8556 High Similarity NPC6818
0.8556 High Similarity NPC32407
0.8556 High Similarity NPC474529
0.8539 High Similarity NPC475708
0.8539 High Similarity NPC38754
0.8539 High Similarity NPC471588
0.8539 High Similarity NPC301244
0.8539 High Similarity NPC6255
0.8523 High Similarity NPC474700
0.8506 High Similarity NPC73064
0.8495 Intermediate Similarity NPC475156
0.8495 Intermediate Similarity NPC473576
0.8478 Intermediate Similarity NPC10057
0.8478 Intermediate Similarity NPC255589
0.8478 Intermediate Similarity NPC259788
0.8462 Intermediate Similarity NPC473240
0.8462 Intermediate Similarity NPC139570
0.8462 Intermediate Similarity NPC198245

  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 NPC329943 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
0.9195 High Similarity NPD7748 Approved
0.9195 High Similarity NPD7901 Clinical (unspecified phase)
0.9195 High Similarity NPD7900 Approved
0.8889 High Similarity NPD7902 Approved
0.875 High Similarity NPD7515 Phase 2
0.8409 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD6684 Approved
0.8182 Intermediate Similarity NPD7521 Approved
0.8182 Intermediate Similarity NPD5330 Approved
0.8182 Intermediate Similarity NPD7146 Approved
0.8182 Intermediate Similarity NPD6409 Approved
0.8182 Intermediate Similarity NPD7334 Approved
0.8132 Intermediate Similarity NPD8034 Phase 2
0.8132 Intermediate Similarity NPD8035 Phase 2
0.809 Intermediate Similarity NPD3573 Approved
0.8068 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD6903 Approved
0.8 Intermediate Similarity NPD7645 Phase 2
0.7849 Intermediate Similarity NPD6399 Phase 3
0.7802 Intermediate Similarity NPD5737 Approved
0.7802 Intermediate Similarity NPD6672 Approved
0.7582 Intermediate Similarity NPD6098 Approved
0.7582 Intermediate Similarity NPD3618 Phase 1
0.7556 Intermediate Similarity NPD4786 Approved
0.7528 Intermediate Similarity NPD3667 Approved
0.7527 Intermediate Similarity NPD5328 Approved
0.75 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7449 Intermediate Similarity NPD7638 Approved
0.7423 Intermediate Similarity NPD7732 Phase 3
0.7374 Intermediate Similarity NPD7639 Approved
0.7374 Intermediate Similarity NPD7640 Approved
0.7368 Intermediate Similarity NPD6079 Approved
0.7363 Intermediate Similarity NPD3668 Phase 3
0.7353 Intermediate Similarity NPD6675 Approved
0.7353 Intermediate Similarity NPD6402 Approved
0.7353 Intermediate Similarity NPD7128 Approved
0.7353 Intermediate Similarity NPD5739 Approved
0.734 Intermediate Similarity NPD6080 Approved
0.734 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD6904 Approved
0.734 Intermediate Similarity NPD6673 Approved
0.7333 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD1694 Approved
0.7234 Intermediate Similarity NPD5208 Approved
0.7216 Intermediate Similarity NPD6001 Approved
0.7212 Intermediate Similarity NPD7320 Approved
0.7212 Intermediate Similarity NPD6899 Approved
0.7212 Intermediate Similarity NPD6881 Approved
0.7188 Intermediate Similarity NPD6411 Approved
0.7184 Intermediate Similarity NPD6008 Approved
0.7174 Intermediate Similarity NPD3665 Phase 1
0.7174 Intermediate Similarity NPD3666 Approved
0.7174 Intermediate Similarity NPD3133 Approved
0.7172 Intermediate Similarity NPD6084 Phase 2
0.7172 Intermediate Similarity NPD6083 Phase 2
0.717 Intermediate Similarity NPD8130 Phase 1
0.7143 Intermediate Similarity NPD6373 Approved
0.7143 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6372 Approved
0.7126 Intermediate Similarity NPD8039 Approved
0.7115 Intermediate Similarity NPD5701 Approved
0.7115 Intermediate Similarity NPD5697 Approved
0.7113 Intermediate Similarity NPD4202 Approved
0.7103 Intermediate Similarity NPD8297 Approved
0.708 Intermediate Similarity NPD8328 Phase 3
0.7075 Intermediate Similarity NPD6883 Approved
0.7075 Intermediate Similarity NPD7102 Approved
0.7075 Intermediate Similarity NPD7290 Approved
0.7048 Intermediate Similarity NPD6011 Approved
0.701 Intermediate Similarity NPD5693 Phase 1
0.701 Intermediate Similarity NPD6050 Approved
0.7009 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6869 Approved
0.7009 Intermediate Similarity NPD6847 Approved
0.7009 Intermediate Similarity NPD6649 Approved
0.7009 Intermediate Similarity NPD6650 Approved
0.7009 Intermediate Similarity NPD6617 Approved
0.7 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.6981 Remote Similarity NPD6012 Approved
0.6981 Remote Similarity NPD6014 Approved
0.6981 Remote Similarity NPD6013 Approved
0.6979 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6979 Remote Similarity NPD6051 Approved
0.6979 Remote Similarity NPD6101 Approved
0.6977 Remote Similarity NPD5777 Approved
0.697 Remote Similarity NPD5695 Phase 3
0.6944 Remote Similarity NPD6882 Approved
0.6931 Remote Similarity NPD5696 Approved
0.6923 Remote Similarity NPD7525 Registered
0.6907 Remote Similarity NPD5207 Approved
0.6907 Remote Similarity NPD5692 Phase 3
0.69 Remote Similarity NPD5221 Approved
0.69 Remote Similarity NPD5222 Approved
0.69 Remote Similarity NPD5220 Clinical (unspecified phase)
0.69 Remote Similarity NPD7614 Phase 1
0.69 Remote Similarity NPD4697 Phase 3
0.6854 Remote Similarity NPD6117 Approved
0.6847 Remote Similarity NPD7115 Discovery
0.6837 Remote Similarity NPD5694 Approved
0.6832 Remote Similarity NPD5173 Approved
0.6832 Remote Similarity NPD4755 Approved
0.6818 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6778 Remote Similarity NPD6116 Phase 1
0.6774 Remote Similarity NPD4221 Approved
0.6774 Remote Similarity NPD4223 Phase 3
0.6757 Remote Similarity NPD6868 Approved
0.6744 Remote Similarity NPD4137 Phase 3
0.6742 Remote Similarity NPD7339 Approved
0.6742 Remote Similarity NPD6942 Approved
0.6739 Remote Similarity NPD4695 Discontinued
0.6737 Remote Similarity NPD5329 Approved
0.6733 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6731 Remote Similarity NPD7632 Discontinued
0.6727 Remote Similarity NPD7094 Approved
0.6727 Remote Similarity NPD6858 Approved
0.6703 Remote Similarity NPD6118 Approved
0.6703 Remote Similarity NPD6114 Approved
0.6703 Remote Similarity NPD6697 Approved
0.6703 Remote Similarity NPD6115 Approved
0.6699 Remote Similarity NPD5286 Approved
0.6699 Remote Similarity NPD5285 Approved
0.6699 Remote Similarity NPD4700 Approved
0.6699 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5279 Phase 3
0.6667 Remote Similarity NPD4747 Approved
0.6667 Remote Similarity NPD8028 Phase 2
0.6667 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4691 Approved
0.6637 Remote Similarity NPD6335 Approved
0.6636 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6636 Remote Similarity NPD6412 Phase 2
0.6635 Remote Similarity NPD5223 Approved
0.6633 Remote Similarity NPD4753 Phase 2
0.6632 Remote Similarity NPD4197 Approved
0.6628 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6607 Remote Similarity NPD6274 Approved
0.6602 Remote Similarity NPD4225 Approved
0.66 Remote Similarity NPD5779 Approved
0.66 Remote Similarity NPD5778 Approved
0.6579 Remote Similarity NPD7100 Approved
0.6579 Remote Similarity NPD7101 Approved
0.6577 Remote Similarity NPD4632 Approved
0.6577 Remote Similarity NPD8133 Approved
0.6571 Remote Similarity NPD5225 Approved
0.6571 Remote Similarity NPD5226 Approved
0.6571 Remote Similarity NPD4633 Approved
0.6571 Remote Similarity NPD5224 Approved
0.6571 Remote Similarity NPD5211 Phase 2
0.6555 Remote Similarity NPD7736 Approved
0.6549 Remote Similarity NPD6317 Approved
0.6526 Remote Similarity NPD4788 Approved
0.6522 Remote Similarity NPD3617 Approved
0.6514 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6509 Remote Similarity NPD5175 Approved
0.6509 Remote Similarity NPD4754 Approved
0.6509 Remote Similarity NPD6052 Approved
0.6509 Remote Similarity NPD5174 Approved
0.65 Remote Similarity NPD5281 Approved
0.65 Remote Similarity NPD5284 Approved
0.6495 Remote Similarity NPD4689 Approved
0.6495 Remote Similarity NPD4138 Approved
0.6495 Remote Similarity NPD4623 Approved
0.6495 Remote Similarity NPD4519 Discontinued
0.6495 Remote Similarity NPD5205 Approved
0.6495 Remote Similarity NPD4693 Phase 3
0.6495 Remote Similarity NPD4688 Approved
0.6495 Remote Similarity NPD4690 Approved
0.6491 Remote Similarity NPD6313 Approved
0.6491 Remote Similarity NPD6314 Approved
0.6471 Remote Similarity NPD5654 Approved
0.6466 Remote Similarity NPD6908 Approved
0.6466 Remote Similarity NPD6909 Approved
0.6455 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6449 Remote Similarity NPD5141 Approved
0.6444 Remote Similarity NPD4058 Approved
0.6444 Remote Similarity NPD5733 Approved
0.6422 Remote Similarity NPD6686 Approved
0.6404 Remote Similarity NPD6009 Approved
0.6404 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6389 Remote Similarity NPD4767 Approved
0.6389 Remote Similarity NPD4768 Approved
0.6387 Remote Similarity NPD7507 Approved
0.6379 Remote Similarity NPD6319 Approved
0.6364 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6356 Remote Similarity NPD7604 Phase 2
0.6346 Remote Similarity NPD5959 Approved
0.6333 Remote Similarity NPD8293 Discontinued
0.633 Remote Similarity NPD6614 Approved
0.6327 Remote Similarity NPD6422 Discontinued
0.6327 Remote Similarity NPD4694 Approved
0.6327 Remote Similarity NPD5280 Approved
0.6327 Remote Similarity NPD5690 Phase 2
0.6325 Remote Similarity NPD5983 Phase 2
0.6325 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6311 Remote Similarity NPD5210 Approved
0.6311 Remote Similarity NPD4629 Approved
0.6303 Remote Similarity NPD7492 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