Structure

Physi-Chem Properties

Molecular Weight:  234.16
Volume:  260.554
LogP:  3.645
LogD:  3.324
LogS:  -3.197
# Rotatable Bonds:  2
TPSA:  29.46
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.851
Synthetic Accessibility Score:  3.377
Fsp3:  0.6
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
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:  -4.338
MDCK Permeability:  2.3153739675763063e-05
Pgp-inhibitor:  0.021
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.189
Plasma Protein Binding (PPB):  87.14652252197266%
Volume Distribution (VD):  1.673
Pgp-substrate:  12.737102508544922%

ADMET: Metabolism

CYP1A2-inhibitor:  0.083
CYP1A2-substrate:  0.674
CYP2C19-inhibitor:  0.259
CYP2C19-substrate:  0.937
CYP2C9-inhibitor:  0.226
CYP2C9-substrate:  0.369
CYP2D6-inhibitor:  0.013
CYP2D6-substrate:  0.46
CYP3A4-inhibitor:  0.237
CYP3A4-substrate:  0.629

ADMET: Excretion

Clearance (CL):  11.054
Half-life (T1/2):  0.219

ADMET: Toxicity

hERG Blockers:  0.052
Human Hepatotoxicity (H-HT):  0.3
Drug-inuced Liver Injury (DILI):  0.041
AMES Toxicity:  0.014
Rat Oral Acute Toxicity:  0.046
Maximum Recommended Daily Dose:  0.059
Skin Sensitization:  0.384
Carcinogencity:  0.128
Eye Corrosion:  0.592
Eye Irritation:  0.95
Respiratory Toxicity:  0.106

Download Data

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

  Natural Product: NPC154905

Natural Product ID:  NPC154905
Common Name*:   7,10-Epoxy-Ar-Bisabol-11-Ol
IUPAC Name:   2-[(2R,5S)-5-methyl-5-(4-methylphenyl)oxolan-2-yl]propan-2-ol
Synonyms:  
Standard InCHIKey:  IFVHOZWUEJVVRF-HIFRSBDPSA-N
Standard InCHI:  InChI=1S/C15H22O2/c1-11-5-7-12(8-6-11)15(4)10-9-13(17-15)14(2,3)16/h5-8,13,16H,9-10H2,1-4H3/t13-,15+/m1/s1
SMILES:  Cc1ccc(cc1)[C@]1(C)CC[C@@H](O1)C(O)(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL506147
PubChem CID:   44240268
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0001091] Toluenes

*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
NPO6250 Laurencia tristicha Species Rhodomelaceae Eukaryota n.a. n.a. n.a. PMID[15974618]
NPO6250 Laurencia tristicha Species Rhodomelaceae Eukaryota n.a. n.a. n.a. PMID[27536968]
NPO6250 Laurencia tristicha Species Rhodomelaceae 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
NPT81 Cell Line A549 Homo sapiens IC50 > 10.0 ug.mL-1 PMID[530771]
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 10.0 ug.mL-1 PMID[530771]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10.0 ug.mL-1 PMID[530771]
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10.0 ug.mL-1 PMID[530771]
NPT165 Cell Line HeLa Homo sapiens IC50 > 10.0 ug.mL-1 PMID[530771]

☑ 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 NPC154905 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 NPC60373
0.8438 Intermediate Similarity NPC1793
0.8316 Intermediate Similarity NPC474211
0.8211 Intermediate Similarity NPC474354
0.8105 Intermediate Similarity NPC168855
0.8095 Intermediate Similarity NPC148060
0.8091 Intermediate Similarity NPC169616
0.8085 Intermediate Similarity NPC106313
0.8037 Intermediate Similarity NPC277788
0.7982 Intermediate Similarity NPC264784
0.7944 Intermediate Similarity NPC472316
0.7944 Intermediate Similarity NPC475203
0.7944 Intermediate Similarity NPC472315
0.7944 Intermediate Similarity NPC474376
0.7938 Intermediate Similarity NPC93843
0.7928 Intermediate Similarity NPC123175
0.7928 Intermediate Similarity NPC176730
0.7925 Intermediate Similarity NPC315794
0.7917 Intermediate Similarity NPC304538
0.79 Intermediate Similarity NPC79917
0.785 Intermediate Similarity NPC152384
0.785 Intermediate Similarity NPC37714
0.7833 Intermediate Similarity NPC469386
0.783 Intermediate Similarity NPC234305
0.7789 Intermediate Similarity NPC133050
0.7778 Intermediate Similarity NPC136962
0.7778 Intermediate Similarity NPC304760
0.7748 Intermediate Similarity NPC111108
0.7748 Intermediate Similarity NPC185840
0.7708 Intermediate Similarity NPC329319
0.7708 Intermediate Similarity NPC103326
0.7708 Intermediate Similarity NPC87299
0.7708 Intermediate Similarity NPC99394
0.7692 Intermediate Similarity NPC475529
0.7685 Intermediate Similarity NPC471133
0.7684 Intermediate Similarity NPC328178
0.7672 Intermediate Similarity NPC238582
0.7658 Intermediate Similarity NPC30563
0.7652 Intermediate Similarity NPC476266
0.7642 Intermediate Similarity NPC289117
0.7642 Intermediate Similarity NPC11089
0.7615 Intermediate Similarity NPC37115
0.7607 Intermediate Similarity NPC233923
0.7607 Intermediate Similarity NPC146673
0.7604 Intermediate Similarity NPC117180
0.7593 Intermediate Similarity NPC242913
0.7593 Intermediate Similarity NPC280616
0.7593 Intermediate Similarity NPC171831
0.7586 Intermediate Similarity NPC329980
0.7583 Intermediate Similarity NPC246166
0.7568 Intermediate Similarity NPC474148
0.7568 Intermediate Similarity NPC276061
0.7545 Intermediate Similarity NPC251306
0.7523 Intermediate Similarity NPC472919
0.7522 Intermediate Similarity NPC228452
0.7522 Intermediate Similarity NPC265002
0.75 Intermediate Similarity NPC19856
0.75 Intermediate Similarity NPC91820
0.75 Intermediate Similarity NPC82426
0.7477 Intermediate Similarity NPC149455
0.7477 Intermediate Similarity NPC64642
0.7477 Intermediate Similarity NPC245927
0.7477 Intermediate Similarity NPC472982
0.7477 Intermediate Similarity NPC469481
0.7475 Intermediate Similarity NPC58616
0.7458 Intermediate Similarity NPC328485
0.7456 Intermediate Similarity NPC120217
0.7449 Intermediate Similarity NPC172984
0.7434 Intermediate Similarity NPC234376
0.7431 Intermediate Similarity NPC47286
0.7431 Intermediate Similarity NPC85977
0.7423 Intermediate Similarity NPC165212
0.7414 Intermediate Similarity NPC473556
0.7414 Intermediate Similarity NPC301651
0.7411 Intermediate Similarity NPC473524
0.7411 Intermediate Similarity NPC265211
0.7411 Intermediate Similarity NPC306045
0.74 Intermediate Similarity NPC243166
0.7398 Intermediate Similarity NPC472707
0.7395 Intermediate Similarity NPC473875
0.7387 Intermediate Similarity NPC194034
0.7387 Intermediate Similarity NPC27252
0.7387 Intermediate Similarity NPC472980
0.7387 Intermediate Similarity NPC472979
0.7383 Intermediate Similarity NPC472318
0.7383 Intermediate Similarity NPC98911
0.7377 Intermediate Similarity NPC124030
0.7374 Intermediate Similarity NPC95429
0.7355 Intermediate Similarity NPC473451
0.7353 Intermediate Similarity NPC220893
0.735 Intermediate Similarity NPC45794
0.735 Intermediate Similarity NPC320864
0.7345 Intermediate Similarity NPC46844
0.734 Intermediate Similarity NPC189371
0.7339 Intermediate Similarity NPC11258
0.7339 Intermediate Similarity NPC21867
0.7339 Intermediate Similarity NPC184733
0.7339 Intermediate Similarity NPC282703
0.7339 Intermediate Similarity NPC45774
0.7339 Intermediate Similarity NPC129570
0.7339 Intermediate Similarity NPC128208
0.7339 Intermediate Similarity NPC160382
0.7339 Intermediate Similarity NPC470084
0.7333 Intermediate Similarity NPC473889
0.7328 Intermediate Similarity NPC232165
0.7328 Intermediate Similarity NPC210531
0.7327 Intermediate Similarity NPC89377
0.7321 Intermediate Similarity NPC306295
0.7317 Intermediate Similarity NPC206882
0.7315 Intermediate Similarity NPC266343
0.7315 Intermediate Similarity NPC72729
0.7308 Intermediate Similarity NPC128645
0.7308 Intermediate Similarity NPC314690
0.7302 Intermediate Similarity NPC78575
0.7302 Intermediate Similarity NPC277804
0.7297 Intermediate Similarity NPC92623
0.7297 Intermediate Similarity NPC135464
0.7295 Intermediate Similarity NPC146355
0.7295 Intermediate Similarity NPC131747
0.7295 Intermediate Similarity NPC257682
0.7292 Intermediate Similarity NPC224544
0.729 Intermediate Similarity NPC474073
0.729 Intermediate Similarity NPC262826
0.7288 Intermediate Similarity NPC206205
0.7288 Intermediate Similarity NPC254233
0.7287 Intermediate Similarity NPC126101
0.728 Intermediate Similarity NPC475875
0.7273 Intermediate Similarity NPC38079
0.7273 Intermediate Similarity NPC475225
0.7273 Intermediate Similarity NPC473870
0.7273 Intermediate Similarity NPC327070
0.7273 Intermediate Similarity NPC108875
0.7273 Intermediate Similarity NPC473871
0.7273 Intermediate Similarity NPC472703
0.7273 Intermediate Similarity NPC150026
0.7273 Intermediate Similarity NPC325301
0.7264 Intermediate Similarity NPC313650
0.725 Intermediate Similarity NPC96423
0.725 Intermediate Similarity NPC229600
0.7248 Intermediate Similarity NPC101025
0.7248 Intermediate Similarity NPC471578
0.7244 Intermediate Similarity NPC207400
0.7244 Intermediate Similarity NPC181049
0.7244 Intermediate Similarity NPC4940
0.7241 Intermediate Similarity NPC221275
0.7236 Intermediate Similarity NPC470726
0.7236 Intermediate Similarity NPC476033
0.7232 Intermediate Similarity NPC66834
0.7227 Intermediate Similarity NPC135961
0.7227 Intermediate Similarity NPC477803
0.7227 Intermediate Similarity NPC160235
0.7222 Intermediate Similarity NPC100870
0.7222 Intermediate Similarity NPC77040
0.7222 Intermediate Similarity NPC64201
0.7222 Intermediate Similarity NPC145305
0.7222 Intermediate Similarity NPC153739
0.7222 Intermediate Similarity NPC92164
0.7222 Intermediate Similarity NPC242807
0.7222 Intermediate Similarity NPC187998
0.7222 Intermediate Similarity NPC241522
0.7222 Intermediate Similarity NPC42300
0.7222 Intermediate Similarity NPC174495
0.7222 Intermediate Similarity NPC257582
0.7217 Intermediate Similarity NPC42911
0.7217 Intermediate Similarity NPC115379
0.7217 Intermediate Similarity NPC290353
0.7217 Intermediate Similarity NPC26615
0.7217 Intermediate Similarity NPC153795
0.7213 Intermediate Similarity NPC138798
0.7213 Intermediate Similarity NPC31344
0.7213 Intermediate Similarity NPC317769
0.7213 Intermediate Similarity NPC472704
0.7213 Intermediate Similarity NPC307139
0.7207 Intermediate Similarity NPC243601
0.7207 Intermediate Similarity NPC154899
0.7207 Intermediate Similarity NPC470393
0.7207 Intermediate Similarity NPC233396
0.7203 Intermediate Similarity NPC216605
0.7203 Intermediate Similarity NPC266389
0.7203 Intermediate Similarity NPC164386
0.7203 Intermediate Similarity NPC122245
0.7196 Intermediate Similarity NPC325499
0.7193 Intermediate Similarity NPC137685
0.719 Intermediate Similarity NPC476343
0.719 Intermediate Similarity NPC172676
0.719 Intermediate Similarity NPC126935
0.719 Intermediate Similarity NPC312713
0.719 Intermediate Similarity NPC57268
0.719 Intermediate Similarity NPC65933
0.719 Intermediate Similarity NPC216929
0.719 Intermediate Similarity NPC470804
0.7188 Intermediate Similarity NPC66655
0.7184 Intermediate Similarity NPC173443
0.7182 Intermediate Similarity NPC235762
0.7182 Intermediate Similarity NPC471228
0.7182 Intermediate Similarity NPC24327
0.7182 Intermediate Similarity NPC305205
0.7182 Intermediate Similarity NPC62351
0.7182 Intermediate Similarity NPC12870
0.7177 Intermediate Similarity NPC5486

  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 NPC154905 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
0.823 Intermediate Similarity NPD5126 Approved
0.823 Intermediate Similarity NPD5125 Phase 3
0.7946 Intermediate Similarity NPD4198 Discontinued
0.7586 Intermediate Similarity NPD7741 Discontinued
0.7477 Intermediate Similarity NPD2684 Approved
0.7387 Intermediate Similarity NPD290 Approved
0.7339 Intermediate Similarity NPD5700 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD7157 Approved
0.7281 Intermediate Similarity NPD969 Suspended
0.7257 Intermediate Similarity NPD9713 Approved
0.7217 Intermediate Similarity NPD7843 Approved
0.7209 Intermediate Similarity NPD41 Approved
0.7209 Intermediate Similarity NPD5886 Approved
0.7193 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD9294 Approved
0.7156 Intermediate Similarity NPD2552 Approved
0.7156 Intermediate Similarity NPD2553 Approved
0.7156 Intermediate Similarity NPD2558 Approved
0.7156 Intermediate Similarity NPD2549 Approved
0.7156 Intermediate Similarity NPD2555 Approved
0.7156 Intermediate Similarity NPD2550 Approved
0.7117 Intermediate Similarity NPD3048 Approved
0.7117 Intermediate Similarity NPD3046 Approved
0.7117 Intermediate Similarity NPD3047 Approved
0.7103 Intermediate Similarity NPD844 Approved
0.7094 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD2629 Approved
0.7091 Intermediate Similarity NPD4188 Approved
0.7091 Intermediate Similarity NPD4189 Approved
0.7037 Intermediate Similarity NPD288 Approved
0.7009 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD4869 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1616 Discontinued
0.6983 Remote Similarity NPD228 Approved
0.6975 Remote Similarity NPD694 Clinical (unspecified phase)
0.6972 Remote Similarity NPD9495 Approved
0.6923 Remote Similarity NPD1101 Approved
0.6916 Remote Similarity NPD845 Approved
0.6909 Remote Similarity NPD3020 Approved
0.69 Remote Similarity NPD9250 Approved
0.6899 Remote Similarity NPD4404 Approved
0.688 Remote Similarity NPD6696 Suspended
0.6852 Remote Similarity NPD1693 Approved
0.6842 Remote Similarity NPD2551 Approved
0.6842 Remote Similarity NPD3524 Approved
0.6842 Remote Similarity NPD3526 Approved
0.6842 Remote Similarity NPD2559 Approved
0.6842 Remote Similarity NPD6685 Approved
0.6838 Remote Similarity NPD4572 Approved
0.6838 Remote Similarity NPD4573 Approved
0.6838 Remote Similarity NPD4571 Approved
0.6833 Remote Similarity NPD4230 Clinical (unspecified phase)
0.6829 Remote Similarity NPD3895 Approved
0.6829 Remote Similarity NPD3898 Approved
0.6829 Remote Similarity NPD3897 Approved
0.6829 Remote Similarity NPD3896 Approved
0.681 Remote Similarity NPD2067 Discontinued
0.681 Remote Similarity NPD4750 Phase 3
0.6803 Remote Similarity NPD1357 Approved
0.68 Remote Similarity NPD4749 Approved
0.68 Remote Similarity NPD7876 Discontinued
0.6794 Remote Similarity NPD5735 Approved
0.6792 Remote Similarity NPD1086 Approved
0.6792 Remote Similarity NPD1090 Approved
0.6792 Remote Similarity NPD1089 Approved
0.6791 Remote Similarity NPD5763 Approved
0.6791 Remote Similarity NPD5762 Approved
0.6789 Remote Similarity NPD2859 Approved
0.6789 Remote Similarity NPD2860 Approved
0.6786 Remote Similarity NPD940 Approved
0.6786 Remote Similarity NPD846 Approved
0.6783 Remote Similarity NPD9532 Phase 3
0.678 Remote Similarity NPD821 Approved
0.6774 Remote Similarity NPD3092 Approved
0.6774 Remote Similarity NPD1091 Approved
0.6774 Remote Similarity NPD3705 Approved
0.675 Remote Similarity NPD6671 Approved
0.6748 Remote Similarity NPD5305 Approved
0.6748 Remote Similarity NPD1778 Approved
0.6748 Remote Similarity NPD5306 Approved
0.6748 Remote Similarity NPD5723 Approved
0.6746 Remote Similarity NPD8651 Approved
0.6744 Remote Similarity NPD3027 Phase 3
0.6726 Remote Similarity NPD3682 Approved
0.6726 Remote Similarity NPD6647 Phase 2
0.6726 Remote Similarity NPD3680 Approved
0.6723 Remote Similarity NPD5283 Phase 1
0.6719 Remote Similarity NPD3664 Approved
0.6719 Remote Similarity NPD5204 Approved
0.6719 Remote Similarity NPD3663 Approved
0.6719 Remote Similarity NPD3661 Approved
0.6719 Remote Similarity NPD2861 Phase 2
0.6719 Remote Similarity NPD3662 Phase 3
0.6698 Remote Similarity NPD800 Approved
0.6697 Remote Similarity NPD2934 Approved
0.6697 Remote Similarity NPD2933 Approved
0.6696 Remote Similarity NPD289 Clinical (unspecified phase)
0.6696 Remote Similarity NPD812 Approved
0.6696 Remote Similarity NPD811 Approved
0.6696 Remote Similarity NPD968 Approved
0.6696 Remote Similarity NPD810 Approved
0.6694 Remote Similarity NPD4135 Approved
0.6694 Remote Similarity NPD4136 Approved
0.6694 Remote Similarity NPD4106 Approved
0.6692 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6355 Discontinued
0.6667 Remote Similarity NPD5691 Approved
0.6667 Remote Similarity NPD5239 Approved
0.6667 Remote Similarity NPD5236 Approved
0.6667 Remote Similarity NPD5240 Approved
0.6667 Remote Similarity NPD3021 Approved
0.6667 Remote Similarity NPD5237 Approved
0.6667 Remote Similarity NPD9612 Approved
0.6667 Remote Similarity NPD9611 Approved
0.6667 Remote Similarity NPD5235 Approved
0.6667 Remote Similarity NPD9609 Approved
0.6667 Remote Similarity NPD3022 Approved
0.6667 Remote Similarity NPD1088 Approved
0.6642 Remote Similarity NPD5588 Approved
0.6642 Remote Similarity NPD4628 Phase 3
0.6641 Remote Similarity NPD6917 Clinical (unspecified phase)
0.664 Remote Similarity NPD4806 Approved
0.664 Remote Similarity NPD4807 Approved
0.664 Remote Similarity NPD1610 Phase 2
0.6638 Remote Similarity NPD1358 Approved
0.6637 Remote Similarity NPD854 Approved
0.6637 Remote Similarity NPD855 Approved
0.6637 Remote Similarity NPD4818 Approved
0.6637 Remote Similarity NPD4817 Approved
0.6636 Remote Similarity NPD1809 Phase 2
0.6636 Remote Similarity NPD1989 Approved
0.6615 Remote Similarity NPD4625 Phase 3
0.6613 Remote Similarity NPD2667 Approved
0.6613 Remote Similarity NPD7725 Approved
0.6613 Remote Similarity NPD5846 Approved
0.6613 Remote Similarity NPD4626 Approved
0.6613 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6613 Remote Similarity NPD6516 Phase 2
0.6613 Remote Similarity NPD2668 Approved
0.661 Remote Similarity NPD2201 Approved
0.661 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6606 Remote Similarity NPD3718 Approved
0.6606 Remote Similarity NPD3719 Approved
0.6606 Remote Similarity NPD1409 Phase 3
0.6604 Remote Similarity NPD531 Approved
0.6591 Remote Similarity NPD5837 Clinical (unspecified phase)
0.6591 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6591 Remote Similarity NPD3620 Phase 2
0.6591 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6589 Remote Similarity NPD1712 Approved
0.6585 Remote Similarity NPD3091 Approved
0.6585 Remote Similarity NPD2106 Clinical (unspecified phase)
0.6583 Remote Similarity NPD2991 Approved
0.6583 Remote Similarity NPD2988 Approved
0.6581 Remote Similarity NPD2182 Approved
0.6579 Remote Similarity NPD5765 Approved
0.6579 Remote Similarity NPD3681 Approved
0.6579 Remote Similarity NPD3683 Approved
0.6574 Remote Similarity NPD9365 Approved
0.6569 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6567 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6567 Remote Similarity NPD4538 Approved
0.6567 Remote Similarity NPD4536 Approved
0.6562 Remote Similarity NPD3094 Phase 2
0.6562 Remote Similarity NPD987 Approved
0.6555 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6547 Remote Similarity NPD5058 Phase 3
0.6545 Remote Similarity NPD4814 Discontinued
0.6538 Remote Similarity NPD4908 Phase 1
0.6535 Remote Similarity NPD5327 Phase 3
0.6532 Remote Similarity NPD4105 Approved
0.6532 Remote Similarity NPD4102 Approved
0.6522 Remote Similarity NPD1237 Approved
0.6515 Remote Similarity NPD3162 Approved
0.6515 Remote Similarity NPD3163 Approved
0.6512 Remote Similarity NPD4624 Approved
0.6512 Remote Similarity NPD6085 Phase 2
0.6512 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6509 Remote Similarity NPD1087 Approved
0.6509 Remote Similarity NPD1282 Approved
0.6508 Remote Similarity NPD3381 Discontinued
0.65 Remote Similarity NPD2497 Approved
0.65 Remote Similarity NPD1138 Approved
0.65 Remote Similarity NPD2496 Approved
0.65 Remote Similarity NPD7635 Approved
0.6493 Remote Similarity NPD6353 Approved
0.6493 Remote Similarity NPD6653 Approved
0.6491 Remote Similarity NPD291 Approved
0.6489 Remote Similarity NPD7095 Approved
0.6489 Remote Similarity NPD7008 Discontinued
0.6484 Remote Similarity NPD5667 Approved
0.648 Remote Similarity NPD4593 Approved
0.648 Remote Similarity NPD4594 Approved
0.648 Remote Similarity NPD3095 Discontinued
0.6476 Remote Similarity NPD111 Approved
0.6466 Remote Similarity NPD4060 Phase 1
0.6466 Remote Similarity NPD5048 Discontinued
0.6466 Remote Similarity NPD2238 Phase 2
0.6466 Remote Similarity NPD1612 Clinical (unspecified phase)

  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