Structure

Physi-Chem Properties

Molecular Weight:  456.36
Volume:  511.671
LogP:  6.97
LogD:  4.732
LogS:  -3.834
# Rotatable Bonds:  5
TPSA:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.42
Synthetic Accessibility Score:  4.708
Fsp3:  0.833
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:  -5.285
MDCK Permeability:  1.1620189070526976e-05
Pgp-inhibitor:  0.506
Pgp-substrate:  0.005
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.907
30% Bioavailability (F30%):  0.809

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.258
Plasma Protein Binding (PPB):  92.10028839111328%
Volume Distribution (VD):  0.844
Pgp-substrate:  2.582407236099243%

ADMET: Metabolism

CYP1A2-inhibitor:  0.018
CYP1A2-substrate:  0.236
CYP2C19-inhibitor:  0.025
CYP2C19-substrate:  0.927
CYP2C9-inhibitor:  0.138
CYP2C9-substrate:  0.745
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.045
CYP3A4-inhibitor:  0.161
CYP3A4-substrate:  0.677

ADMET: Excretion

Clearance (CL):  19.583
Half-life (T1/2):  0.037

ADMET: Toxicity

hERG Blockers:  0.044
Human Hepatotoxicity (H-HT):  0.601
Drug-inuced Liver Injury (DILI):  0.019
AMES Toxicity:  0.003
Rat Oral Acute Toxicity:  0.833
Maximum Recommended Daily Dose:  0.924
Skin Sensitization:  0.602
Carcinogencity:  0.346
Eye Corrosion:  0.006
Eye Irritation:  0.024
Respiratory Toxicity:  0.965

Download Data

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

  Natural Product: NPC159046

Natural Product ID:  NPC159046
Common Name*:   3-Beta-Hydroxy-8,24-Diene-Tirucallic Acid
IUPAC Name:   (2S)-2-[(3S,5R,10S,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoic acid
Synonyms:  
Standard InCHIKey:  NBSBUIQBEPROBM-VGYIVZNUSA-N
Standard InCHI:  InChI=1S/C30H48O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,20-21,24-25,31H,8,10-18H2,1-7H3,(H,32,33)/t20-,21-,24-,25-,28+,29-,30+/m0/s1
SMILES:  CC(=CCC[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CCC1=C2CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)C(=O)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3289098
PubChem CID:   90644334
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
NPO33055 boswellia spp. Species Burseraceae Eukaryota n.a. n.a. n.a. PMID[24844534]

☑ 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
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries Activity = 82.3 % PMID[465767]
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens Activity = 83.4 % PMID[465767]
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries IC50 > 10000.0 nM PMID[465767]
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens IC50 > 10000.0 nM PMID[465767]
NPT956 Individual Protein Prostaglandin E synthase Homo sapiens Activity = 29.2 % PMID[465767]
NPT956 Individual Protein Prostaglandin E synthase Homo sapiens IC50 = 1200.0 nM PMID[465767]

☑ 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 NPC159046 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 NPC233836
1.0 High Similarity NPC187376
0.9877 High Similarity NPC55309
0.9877 High Similarity NPC28252
0.9759 High Similarity NPC77168
0.9759 High Similarity NPC102414
0.9759 High Similarity NPC84271
0.9756 High Similarity NPC474684
0.9756 High Similarity NPC142361
0.9639 High Similarity NPC242864
0.9524 High Similarity NPC474704
0.9524 High Similarity NPC475921
0.9412 High Similarity NPC148414
0.9412 High Similarity NPC175628
0.9412 High Similarity NPC469400
0.9412 High Similarity NPC111585
0.9398 High Similarity NPC155011
0.9398 High Similarity NPC94755
0.931 High Similarity NPC469406
0.9302 High Similarity NPC189520
0.9302 High Similarity NPC26888
0.9302 High Similarity NPC297265
0.9302 High Similarity NPC23434
0.9294 High Similarity NPC474889
0.9205 High Similarity NPC45324
0.9205 High Similarity NPC162001
0.9205 High Similarity NPC222845
0.9195 High Similarity NPC470376
0.9195 High Similarity NPC470375
0.9195 High Similarity NPC470224
0.9186 High Similarity NPC471896
0.9176 High Similarity NPC471722
0.9167 High Similarity NPC72133
0.9157 High Similarity NPC165064
0.9101 High Similarity NPC173272
0.9091 High Similarity NPC166906
0.908 High Similarity NPC110657
0.908 High Similarity NPC212301
0.908 High Similarity NPC86266
0.907 High Similarity NPC86319
0.907 High Similarity NPC275740
0.907 High Similarity NPC128496
0.9024 High Similarity NPC38350
0.9024 High Similarity NPC201912
0.9024 High Similarity NPC473420
0.8989 High Similarity NPC317586
0.8989 High Similarity NPC69548
0.8989 High Similarity NPC184848
0.8989 High Similarity NPC470016
0.8989 High Similarity NPC48330
0.8977 High Similarity NPC170220
0.8977 High Similarity NPC107674
0.8977 High Similarity NPC141497
0.8977 High Similarity NPC477855
0.8966 High Similarity NPC191684
0.8966 High Similarity NPC20388
0.8953 High Similarity NPC471724
0.8953 High Similarity NPC143767
0.8953 High Similarity NPC131470
0.8941 High Similarity NPC73038
0.8941 High Similarity NPC325594
0.8929 High Similarity NPC59453
0.8929 High Similarity NPC221758
0.8929 High Similarity NPC473246
0.8916 High Similarity NPC260956
0.8916 High Similarity NPC73882
0.8901 High Similarity NPC477813
0.8901 High Similarity NPC186810
0.8901 High Similarity NPC48647
0.8889 High Similarity NPC120708
0.8889 High Similarity NPC328162
0.8889 High Similarity NPC96859
0.8889 High Similarity NPC305483
0.8876 High Similarity NPC49670
0.8851 High Similarity NPC54689
0.8837 High Similarity NPC98442
0.8837 High Similarity NPC102683
0.8837 High Similarity NPC51700
0.8837 High Similarity NPC71507
0.8837 High Similarity NPC242468
0.8837 High Similarity NPC312215
0.8837 High Similarity NPC88716
0.8837 High Similarity NPC475740
0.8837 High Similarity NPC130577
0.8837 High Similarity NPC293564
0.8837 High Similarity NPC68160
0.8837 High Similarity NPC96496
0.8837 High Similarity NPC142415
0.8837 High Similarity NPC307426
0.8837 High Similarity NPC171203
0.8837 High Similarity NPC18064
0.8824 High Similarity NPC470574
0.8824 High Similarity NPC294438
0.8824 High Similarity NPC264317
0.8824 High Similarity NPC474083
0.881 High Similarity NPC83569
0.881 High Similarity NPC69279
0.8795 High Similarity NPC147066
0.8791 High Similarity NPC108078
0.8791 High Similarity NPC320306
0.878 High Similarity NPC477371
0.8778 High Similarity NPC279974
0.8765 High Similarity NPC214570
0.8764 High Similarity NPC66429
0.8764 High Similarity NPC69454
0.8764 High Similarity NPC152897
0.875 High Similarity NPC44240
0.875 High Similarity NPC183283
0.8736 High Similarity NPC328539
0.8736 High Similarity NPC17733
0.8736 High Similarity NPC474512
0.8736 High Similarity NPC181225
0.8736 High Similarity NPC473242
0.8736 High Similarity NPC52169
0.8736 High Similarity NPC193360
0.8736 High Similarity NPC470629
0.8736 High Similarity NPC246708
0.8736 High Similarity NPC40552
0.8736 High Similarity NPC290690
0.8736 High Similarity NPC182797
0.8736 High Similarity NPC294480
0.8721 High Similarity NPC474970
0.8721 High Similarity NPC72638
0.8721 High Similarity NPC145879
0.8721 High Similarity NPC474732
0.8721 High Similarity NPC475022
0.8721 High Similarity NPC51014
0.8721 High Similarity NPC222613
0.8721 High Similarity NPC118648
0.8721 High Similarity NPC474778
0.8721 High Similarity NPC2783
0.8721 High Similarity NPC474733
0.8721 High Similarity NPC31564
0.8721 High Similarity NPC212843
0.8721 High Similarity NPC12774
0.8706 High Similarity NPC171789
0.8706 High Similarity NPC85774
0.8706 High Similarity NPC214043
0.8706 High Similarity NPC82902
0.869 High Similarity NPC151519
0.8681 High Similarity NPC472941
0.8681 High Similarity NPC456
0.8667 High Similarity NPC159410
0.8667 High Similarity NPC471720
0.8659 High Similarity NPC275910
0.8652 High Similarity NPC272746
0.8652 High Similarity NPC301244
0.8652 High Similarity NPC212948
0.8652 High Similarity NPC233116
0.8652 High Similarity NPC63748
0.8652 High Similarity NPC154101
0.8642 High Similarity NPC202642
0.8642 High Similarity NPC46160
0.8642 High Similarity NPC73875
0.8636 High Similarity NPC214387
0.8636 High Similarity NPC274330
0.8636 High Similarity NPC472240
0.8636 High Similarity NPC270768
0.8636 High Similarity NPC474972
0.8636 High Similarity NPC262858
0.8636 High Similarity NPC127689
0.8636 High Similarity NPC234346
0.8636 High Similarity NPC59263
0.8636 High Similarity NPC143232
0.8636 High Similarity NPC25906
0.8636 High Similarity NPC198664
0.8636 High Similarity NPC95246
0.8636 High Similarity NPC32830
0.8636 High Similarity NPC31985
0.8636 High Similarity NPC61543
0.8636 High Similarity NPC474245
0.8636 High Similarity NPC1015
0.8636 High Similarity NPC263393
0.8636 High Similarity NPC64872
0.8636 High Similarity NPC161751
0.8636 High Similarity NPC130520
0.8636 High Similarity NPC121798
0.8636 High Similarity NPC225585
0.8636 High Similarity NPC473999
0.8636 High Similarity NPC290972
0.8636 High Similarity NPC470588
0.8636 High Similarity NPC309603
0.8636 High Similarity NPC293048
0.8621 High Similarity NPC138756
0.8621 High Similarity NPC269360
0.8621 High Similarity NPC264005
0.8621 High Similarity NPC33768
0.8621 High Similarity NPC58063
0.8621 High Similarity NPC167877
0.8617 High Similarity NPC293753
0.8617 High Similarity NPC234892
0.8605 High Similarity NPC474218
0.8605 High Similarity NPC471224
0.8602 High Similarity NPC327431
0.8602 High Similarity NPC316964
0.8588 High Similarity NPC278648
0.8588 High Similarity NPC476082
0.8587 High Similarity NPC43747
0.8571 High Similarity NPC255809
0.8571 High Similarity NPC173875

  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 NPC159046 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
0.8929 High Similarity NPD4786 Approved
0.8851 High Similarity NPD5328 Approved
0.8824 High Similarity NPD7520 Clinical (unspecified phase)
0.8721 High Similarity NPD3618 Phase 1
0.869 High Similarity NPD3667 Approved
0.8652 High Similarity NPD6079 Approved
0.8556 High Similarity NPD6399 Phase 3
0.8444 Intermediate Similarity NPD7515 Phase 2
0.8352 Intermediate Similarity NPD4202 Approved
0.8295 Intermediate Similarity NPD5279 Phase 3
0.8276 Intermediate Similarity NPD3666 Approved
0.8276 Intermediate Similarity NPD3133 Approved
0.8276 Intermediate Similarity NPD3665 Phase 1
0.8163 Intermediate Similarity NPD7128 Approved
0.8163 Intermediate Similarity NPD6402 Approved
0.8163 Intermediate Similarity NPD5739 Approved
0.8163 Intermediate Similarity NPD6675 Approved
0.809 Intermediate Similarity NPD6684 Approved
0.809 Intermediate Similarity NPD7146 Approved
0.809 Intermediate Similarity NPD7521 Approved
0.809 Intermediate Similarity NPD7334 Approved
0.809 Intermediate Similarity NPD5330 Approved
0.809 Intermediate Similarity NPD6409 Approved
0.8085 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8085 Intermediate Similarity NPD5222 Approved
0.8085 Intermediate Similarity NPD4697 Phase 3
0.8085 Intermediate Similarity NPD5221 Approved
0.8072 Intermediate Similarity NPD7339 Approved
0.8072 Intermediate Similarity NPD6942 Approved
0.8065 Intermediate Similarity NPD7748 Approved
0.8043 Intermediate Similarity NPD8035 Phase 2
0.8043 Intermediate Similarity NPD8034 Phase 2
0.8023 Intermediate Similarity NPD7525 Registered
0.8 Intermediate Similarity NPD5173 Approved
0.8 Intermediate Similarity NPD6899 Approved
0.8 Intermediate Similarity NPD6083 Phase 2
0.8 Intermediate Similarity NPD6084 Phase 2
0.8 Intermediate Similarity NPD4755 Approved
0.8 Intermediate Similarity NPD6881 Approved
0.8 Intermediate Similarity NPD7320 Approved
0.7979 Intermediate Similarity NPD5695 Phase 3
0.7976 Intermediate Similarity NPD6117 Approved
0.7952 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7921 Intermediate Similarity NPD6372 Approved
0.7921 Intermediate Similarity NPD6373 Approved
0.7917 Intermediate Similarity NPD7638 Approved
0.7912 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7912 Intermediate Similarity NPD6672 Approved
0.7912 Intermediate Similarity NPD5737 Approved
0.7912 Intermediate Similarity NPD6903 Approved
0.79 Intermediate Similarity NPD5701 Approved
0.79 Intermediate Similarity NPD5697 Approved
0.7882 Intermediate Similarity NPD6116 Phase 1
0.7865 Intermediate Similarity NPD3668 Phase 3
0.7849 Intermediate Similarity NPD5281 Approved
0.7849 Intermediate Similarity NPD5284 Approved
0.7843 Intermediate Similarity NPD7290 Approved
0.7843 Intermediate Similarity NPD7102 Approved
0.7843 Intermediate Similarity NPD6883 Approved
0.7841 Intermediate Similarity NPD4221 Approved
0.7841 Intermediate Similarity NPD4223 Phase 3
0.7835 Intermediate Similarity NPD4700 Approved
0.7835 Intermediate Similarity NPD4696 Approved
0.7835 Intermediate Similarity NPD7639 Approved
0.7835 Intermediate Similarity NPD7640 Approved
0.7835 Intermediate Similarity NPD5286 Approved
0.7835 Intermediate Similarity NPD5285 Approved
0.7826 Intermediate Similarity NPD4753 Phase 2
0.7822 Intermediate Similarity NPD6011 Approved
0.7812 Intermediate Similarity NPD7902 Approved
0.7791 Intermediate Similarity NPD6118 Approved
0.7791 Intermediate Similarity NPD6697 Approved
0.7791 Intermediate Similarity NPD6115 Approved
0.7791 Intermediate Similarity NPD6114 Approved
0.7778 Intermediate Similarity NPD5329 Approved
0.7767 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7767 Intermediate Similarity NPD6869 Approved
0.7767 Intermediate Similarity NPD6847 Approved
0.7767 Intermediate Similarity NPD6649 Approved
0.7767 Intermediate Similarity NPD8130 Phase 1
0.7767 Intermediate Similarity NPD6650 Approved
0.7767 Intermediate Similarity NPD6617 Approved
0.7765 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD5223 Approved
0.7745 Intermediate Similarity NPD6013 Approved
0.7745 Intermediate Similarity NPD6014 Approved
0.7745 Intermediate Similarity NPD6012 Approved
0.7692 Intermediate Similarity NPD6882 Approved
0.7692 Intermediate Similarity NPD4694 Approved
0.7692 Intermediate Similarity NPD6098 Approved
0.7692 Intermediate Similarity NPD5690 Phase 2
0.7692 Intermediate Similarity NPD8297 Approved
0.7692 Intermediate Similarity NPD5280 Approved
0.7677 Intermediate Similarity NPD5211 Phase 2
0.7677 Intermediate Similarity NPD5225 Approved
0.7677 Intermediate Similarity NPD5226 Approved
0.7677 Intermediate Similarity NPD5224 Approved
0.7677 Intermediate Similarity NPD4633 Approved
0.7667 Intermediate Similarity NPD4197 Approved
0.766 Intermediate Similarity NPD6411 Approved
0.7604 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD5175 Approved
0.76 Intermediate Similarity NPD5174 Approved
0.76 Intermediate Similarity NPD4754 Approved
0.7586 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD4788 Approved
0.7551 Intermediate Similarity NPD5696 Approved
0.7528 Intermediate Similarity NPD4692 Approved
0.7528 Intermediate Similarity NPD4139 Approved
0.7525 Intermediate Similarity NPD5141 Approved
0.75 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4693 Phase 3
0.75 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5205 Approved
0.75 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4689 Approved
0.75 Intermediate Similarity NPD4688 Approved
0.75 Intermediate Similarity NPD4138 Approved
0.75 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4690 Approved
0.75 Intermediate Similarity NPD7645 Phase 2
0.75 Intermediate Similarity NPD7900 Approved
0.7477 Intermediate Similarity NPD6868 Approved
0.7474 Intermediate Similarity NPD6050 Approved
0.7453 Intermediate Similarity NPD4632 Approved
0.7451 Intermediate Similarity NPD4767 Approved
0.7451 Intermediate Similarity NPD4768 Approved
0.7447 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD6673 Approved
0.7447 Intermediate Similarity NPD6080 Approved
0.7447 Intermediate Similarity NPD6101 Approved
0.7447 Intermediate Similarity NPD6904 Approved
0.7423 Intermediate Similarity NPD5210 Approved
0.7423 Intermediate Similarity NPD4629 Approved
0.7416 Intermediate Similarity NPD4748 Discontinued
0.7407 Intermediate Similarity NPD7115 Discovery
0.7386 Intermediate Similarity NPD3617 Approved
0.7368 Intermediate Similarity NPD5692 Phase 3
0.7368 Intermediate Similarity NPD5207 Approved
0.734 Intermediate Similarity NPD5208 Approved
0.7339 Intermediate Similarity NPD6335 Approved
0.7326 Intermediate Similarity NPD6926 Approved
0.7326 Intermediate Similarity NPD6924 Approved
0.7326 Intermediate Similarity NPD5733 Approved
0.732 Intermediate Similarity NPD6001 Approved
0.7315 Intermediate Similarity NPD6274 Approved
0.7308 Intermediate Similarity NPD4729 Approved
0.7308 Intermediate Similarity NPD5128 Approved
0.7308 Intermediate Similarity NPD5168 Approved
0.7308 Intermediate Similarity NPD4730 Approved
0.73 Intermediate Similarity NPD6404 Discontinued
0.7294 Intermediate Similarity NPD4243 Approved
0.7292 Intermediate Similarity NPD5694 Approved
0.7282 Intermediate Similarity NPD6008 Approved
0.7273 Intermediate Similarity NPD7101 Approved
0.7273 Intermediate Similarity NPD7100 Approved
0.7263 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD6317 Approved
0.7248 Intermediate Similarity NPD6009 Approved
0.7234 Intermediate Similarity NPD3573 Approved
0.7188 Intermediate Similarity NPD4096 Approved
0.7182 Intermediate Similarity NPD6314 Approved
0.7182 Intermediate Similarity NPD6313 Approved
0.7176 Intermediate Similarity NPD4747 Approved
0.7174 Intermediate Similarity NPD5362 Discontinued
0.717 Intermediate Similarity NPD4634 Approved
0.717 Intermediate Similarity NPD5251 Approved
0.717 Intermediate Similarity NPD5250 Approved
0.717 Intermediate Similarity NPD5169 Approved
0.717 Intermediate Similarity NPD5247 Approved
0.717 Intermediate Similarity NPD5248 Approved
0.717 Intermediate Similarity NPD5249 Phase 3
0.717 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD5135 Approved
0.7159 Intermediate Similarity NPD6933 Approved
0.7157 Intermediate Similarity NPD7632 Discontinued
0.7143 Intermediate Similarity NPD6909 Approved
0.7143 Intermediate Similarity NPD6908 Approved
0.7126 Intermediate Similarity NPD4784 Approved
0.7126 Intermediate Similarity NPD4785 Approved
0.7126 Intermediate Similarity NPD4687 Approved
0.7113 Intermediate Similarity NPD5693 Phase 1
0.7111 Intermediate Similarity NPD4195 Approved
0.7103 Intermediate Similarity NPD5215 Approved
0.7103 Intermediate Similarity NPD5127 Approved
0.7103 Intermediate Similarity NPD5216 Approved
0.7103 Intermediate Similarity NPD5217 Approved
0.7093 Intermediate Similarity NPD7152 Approved
0.7093 Intermediate Similarity NPD7150 Approved
0.7093 Intermediate Similarity NPD5276 Approved
0.7093 Intermediate Similarity NPD7151 Approved
0.7083 Intermediate Similarity NPD6051 Approved
0.7059 Intermediate Similarity NPD6922 Approved
0.7059 Intermediate Similarity NPD6923 Approved
0.7059 Intermediate Similarity NPD4137 Phase 3
0.7054 Intermediate Similarity NPD6319 Approved
0.7053 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7048 Intermediate 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