Structure

Physi-Chem Properties

Molecular Weight:  252.17
Volume:  271.981
LogP:  2.137
LogD:  2.002
LogS:  -3.093
# Rotatable Bonds:  0
TPSA:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.65
Synthetic Accessibility Score:  4.403
Fsp3:  0.8
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.551
MDCK Permeability:  1.351211903966032e-05
Pgp-inhibitor:  0.08
Pgp-substrate:  0.115
Human Intestinal Absorption (HIA):  0.012
20% Bioavailability (F20%):  0.013
30% Bioavailability (F30%):  0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.634
Plasma Protein Binding (PPB):  62.92628860473633%
Volume Distribution (VD):  0.568
Pgp-substrate:  30.720678329467773%

ADMET: Metabolism

CYP1A2-inhibitor:  0.034
CYP1A2-substrate:  0.483
CYP2C19-inhibitor:  0.102
CYP2C19-substrate:  0.856
CYP2C9-inhibitor:  0.031
CYP2C9-substrate:  0.108
CYP2D6-inhibitor:  0.013
CYP2D6-substrate:  0.117
CYP3A4-inhibitor:  0.049
CYP3A4-substrate:  0.604

ADMET: Excretion

Clearance (CL):  7.206
Half-life (T1/2):  0.689

ADMET: Toxicity

hERG Blockers:  0.02
Human Hepatotoxicity (H-HT):  0.134
Drug-inuced Liver Injury (DILI):  0.199
AMES Toxicity:  0.017
Rat Oral Acute Toxicity:  0.91
Maximum Recommended Daily Dose:  0.241
Skin Sensitization:  0.822
Carcinogencity:  0.949
Eye Corrosion:  0.45
Eye Irritation:  0.73
Respiratory Toxicity:  0.957

Download Data

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

  Natural Product: NPC142759

Natural Product ID:  NPC142759
Common Name*:   Zedoarondiol
IUPAC Name:   (3S,3aS,8R,8aR)-3,8-dihydroxy-3,8-dimethyl-5-propan-2-ylidene-1,2,3a,4,7,8a-hexahydroazulen-6-one
Synonyms:   Zedoarondiol
Standard InCHIKey:  TXIKNNOOLCGADE-PAPYEOQZSA-N
Standard InCHI:  InChI=1S/C15H24O3/c1-9(2)10-7-12-11(5-6-14(12,3)17)15(4,18)8-13(10)16/h11-12,17-18H,5-8H2,1-4H3/t11-,12+,14+,15-/m1/s1
SMILES:  CC(=C1C[C@H]2[C@@H](CC[C@]2(C)O)[C@@](C)(CC1=O)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2332427
PubChem CID:   14632998
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0002874] Guaianes

*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
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. rhizome n.a. DOI[10.1021/np100392m]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[12350137]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota rhizome n.a. n.a. PMID[12617587]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[20879743]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[21807513]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[23153397]
NPO17780 Curcuma heyneana Species Zingiberaceae Eukaryota rhizomes n.a. n.a. PMID[23387824]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. rhizome n.a. PMID[23738470]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. root n.a. PMID[23738470]
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota rhizomes n.a. n.a. PMID[23755850]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. leaf n.a. PMID[23901173]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[25275213]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[28068085]
NPO25209 Curcuma aromatica Species Zingiberaceae Eukaryota Radix n.a. n.a. PMID[29236488]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[9584408]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[9868158]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Essential Oil n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizome Essent. Oil n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25209 Curcuma aromatica Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9241 Adiantum capillus-veneris Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7308 Fraxinus quadrangulata Species Oleaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO17751 Rhizoma wenyujin concisum n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO7308 Fraxinus quadrangulata Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25209 Curcuma aromatica Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9241 Adiantum capillus-veneris Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3251 Jacobaea maritima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9241 Adiantum capillus-veneris Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25209 Curcuma aromatica Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9241 Adiantum capillus-veneris Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25160 Goniothalamus borneensis Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3532 Tridentata marginata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17780 Curcuma heyneana Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7308 Fraxinus quadrangulata Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3251 Jacobaea maritima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25209 Curcuma aromatica Species Zingiberaceae 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
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Inhibition < 65.0 % PMID[525857]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 54200.0 nM PMID[525858]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 70.28 % PMID[525859]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 81.91 % PMID[525859]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 72.57 % PMID[525859]
NPT112 Cell Line MOLT-4 Homo sapiens IC50 = 77.6 ug.mL-1 PMID[525860]
NPT112 Cell Line MOLT-4 Homo sapiens IC50 = 49.0 ug.mL-1 PMID[525860]
NPT112 Cell Line MOLT-4 Homo sapiens Activity = 63.17 % PMID[525860]
NPT91 Cell Line KB Homo sapiens IC50 > 50.0 ug.mL-1 PMID[525860]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 50.0 ug.mL-1 PMID[525860]
NPT639 Cell Line NCI-H187 Homo sapiens IC50 > 50.0 ug.mL-1 PMID[525860]
NPT112 Cell Line MOLT-4 Homo sapiens Activity = 48.99 % PMID[525860]
NPT23712 CELL-LINE KG-1a Homo sapiens IC50 > 100.0 ug.mL-1 PMID[525860]
NPT23712 CELL-LINE KG-1a Homo sapiens IC20 = 60.0 ug ml-1 PMID[525860]
NPT23712 CELL-LINE KG-1a Homo sapiens Activity = 95.52 % PMID[525860]
NPT23712 CELL-LINE KG-1a Homo sapiens Activity = 30.48 % PMID[525860]

☑ 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 NPC142759 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 NPC141346
1.0 High Similarity NPC25908
1.0 High Similarity NPC115719
1.0 High Similarity NPC124289
1.0 High Similarity NPC473437
0.8889 High Similarity NPC469737
0.8514 High Similarity NPC300940
0.8289 Intermediate Similarity NPC77501
0.825 Intermediate Similarity NPC133844
0.8228 Intermediate Similarity NPC30675
0.8228 Intermediate Similarity NPC164218
0.8171 Intermediate Similarity NPC476628
0.8158 Intermediate Similarity NPC7382
0.8125 Intermediate Similarity NPC171665
0.8101 Intermediate Similarity NPC66677
0.8101 Intermediate Similarity NPC84185
0.8101 Intermediate Similarity NPC471890
0.8052 Intermediate Similarity NPC89374
0.7949 Intermediate Similarity NPC182848
0.7838 Intermediate Similarity NPC476626
0.7763 Intermediate Similarity NPC280256
0.7654 Intermediate Similarity NPC472013
0.7654 Intermediate Similarity NPC32758
0.7654 Intermediate Similarity NPC476624
0.7654 Intermediate Similarity NPC301769
0.764 Intermediate Similarity NPC298919
0.7619 Intermediate Similarity NPC90446
0.7595 Intermediate Similarity NPC251435
0.7586 Intermediate Similarity NPC97032
0.7568 Intermediate Similarity NPC61473
0.7561 Intermediate Similarity NPC74445
0.7561 Intermediate Similarity NPC287817
0.7561 Intermediate Similarity NPC476625
0.7471 Intermediate Similarity NPC58532
0.7471 Intermediate Similarity NPC472677
0.7442 Intermediate Similarity NPC232156
0.7416 Intermediate Similarity NPC144629
0.7397 Intermediate Similarity NPC63111
0.7391 Intermediate Similarity NPC477268
0.7391 Intermediate Similarity NPC477949
0.7391 Intermediate Similarity NPC472690
0.7391 Intermediate Similarity NPC472689
0.7391 Intermediate Similarity NPC477267
0.7386 Intermediate Similarity NPC41217
0.7386 Intermediate Similarity NPC170775
0.7381 Intermediate Similarity NPC20262
0.7381 Intermediate Similarity NPC256750
0.7361 Intermediate Similarity NPC52431
0.7361 Intermediate Similarity NPC310228
0.7349 Intermediate Similarity NPC279667
0.7333 Intermediate Similarity NPC205618
0.7333 Intermediate Similarity NPC261782
0.7333 Intermediate Similarity NPC469326
0.7317 Intermediate Similarity NPC476627
0.7303 Intermediate Similarity NPC2946
0.7284 Intermediate Similarity NPC215481
0.7229 Intermediate Similarity NPC469608
0.7229 Intermediate Similarity NPC261125
0.7229 Intermediate Similarity NPC181195
0.7215 Intermediate Similarity NPC29328
0.7215 Intermediate Similarity NPC144627
0.7195 Intermediate Similarity NPC276769
0.7195 Intermediate Similarity NPC472014
0.7191 Intermediate Similarity NPC32922
0.7179 Intermediate Similarity NPC469914
0.7176 Intermediate Similarity NPC477271
0.7176 Intermediate Similarity NPC129080
0.7176 Intermediate Similarity NPC193347
0.7176 Intermediate Similarity NPC477269
0.7176 Intermediate Similarity NPC477270
0.7174 Intermediate Similarity NPC469873
0.7174 Intermediate Similarity NPC37408
0.716 Intermediate Similarity NPC201263
0.7158 Intermediate Similarity NPC477950
0.7143 Intermediate Similarity NPC138492
0.7143 Intermediate Similarity NPC233352
0.7143 Intermediate Similarity NPC824
0.7126 Intermediate Similarity NPC36350
0.7125 Intermediate Similarity NPC310608
0.7108 Intermediate Similarity NPC222210
0.7108 Intermediate Similarity NPC63445
0.7093 Intermediate Similarity NPC472492
0.7073 Intermediate Similarity NPC469646
0.7073 Intermediate Similarity NPC239758
0.7053 Intermediate Similarity NPC280963
0.7045 Intermediate Similarity NPC470346
0.7041 Intermediate Similarity NPC190867
0.7024 Intermediate Similarity NPC229204
0.7011 Intermediate Similarity NPC144258
0.7011 Intermediate Similarity NPC472480
0.7011 Intermediate Similarity NPC154893
0.7011 Intermediate Similarity NPC290052
0.7011 Intermediate Similarity NPC37005
0.7011 Intermediate Similarity NPC16887
0.7011 Intermediate Similarity NPC53011
0.7 Intermediate Similarity NPC232747
0.6979 Remote Similarity NPC475099
0.6962 Remote Similarity NPC144647
0.6957 Remote Similarity NPC153590
0.6957 Remote Similarity NPC135776
0.6957 Remote Similarity NPC125180
0.6957 Remote Similarity NPC475488
0.6947 Remote Similarity NPC244411
0.6947 Remote Similarity NPC470541
0.6941 Remote Similarity NPC45495
0.6941 Remote Similarity NPC258965
0.6941 Remote Similarity NPC156658
0.6932 Remote Similarity NPC245434
0.6905 Remote Similarity NPC19443
0.6897 Remote Similarity NPC62214
0.6889 Remote Similarity NPC269677
0.6889 Remote Similarity NPC477710
0.6889 Remote Similarity NPC178875
0.6883 Remote Similarity NPC474304
0.6883 Remote Similarity NPC474329
0.6875 Remote Similarity NPC471781
0.6875 Remote Similarity NPC18543
0.686 Remote Similarity NPC150506
0.686 Remote Similarity NPC136150
0.6854 Remote Similarity NPC472491
0.6854 Remote Similarity NPC476043
0.6854 Remote Similarity NPC472494
0.6829 Remote Similarity NPC206875
0.6824 Remote Similarity NPC7232
0.6818 Remote Similarity NPC475796
0.6813 Remote Similarity NPC205548
0.6809 Remote Similarity NPC261341
0.6809 Remote Similarity NPC163228
0.6809 Remote Similarity NPC472485
0.6804 Remote Similarity NPC471401
0.6804 Remote Similarity NPC116139
0.6804 Remote Similarity NPC171759
0.6804 Remote Similarity NPC62670
0.68 Remote Similarity NPC43285
0.68 Remote Similarity NPC58370
0.68 Remote Similarity NPC204884
0.6795 Remote Similarity NPC197089
0.6782 Remote Similarity NPC469325
0.6778 Remote Similarity NPC118601
0.6778 Remote Similarity NPC472484
0.6778 Remote Similarity NPC472482
0.6778 Remote Similarity NPC472493
0.6778 Remote Similarity NPC472481
0.6774 Remote Similarity NPC474807
0.6774 Remote Similarity NPC200237
0.6771 Remote Similarity NPC64742
0.6771 Remote Similarity NPC109556
0.6747 Remote Similarity NPC474011
0.6744 Remote Similarity NPC471656
0.6744 Remote Similarity NPC47747
0.6744 Remote Similarity NPC472948
0.6742 Remote Similarity NPC300082
0.6742 Remote Similarity NPC132629
0.6742 Remote Similarity NPC204105
0.6742 Remote Similarity NPC142649
0.6742 Remote Similarity NPC284534
0.6742 Remote Similarity NPC15838
0.6739 Remote Similarity NPC37607
0.6739 Remote Similarity NPC477711
0.6739 Remote Similarity NPC301969
0.6739 Remote Similarity NPC77337
0.6737 Remote Similarity NPC91771
0.6737 Remote Similarity NPC142529
0.6737 Remote Similarity NPC9812
0.6735 Remote Similarity NPC66110
0.6712 Remote Similarity NPC20603
0.6709 Remote Similarity NPC60120
0.6706 Remote Similarity NPC207772
0.6705 Remote Similarity NPC65350
0.6705 Remote Similarity NPC474748
0.6705 Remote Similarity NPC111409
0.6705 Remote Similarity NPC477373
0.6703 Remote Similarity NPC476706
0.6703 Remote Similarity NPC315911
0.6703 Remote Similarity NPC91248
0.6703 Remote Similarity NPC472483
0.6703 Remote Similarity NPC79549
0.6703 Remote Similarity NPC476707
0.6703 Remote Similarity NPC471941
0.6703 Remote Similarity NPC474854
0.6703 Remote Similarity NPC320665
0.6702 Remote Similarity NPC90453
0.6702 Remote Similarity NPC111015
0.6701 Remote Similarity NPC474720
0.6667 Remote Similarity NPC101018
0.6667 Remote Similarity NPC478244
0.6667 Remote Similarity NPC470257
0.6667 Remote Similarity NPC170143
0.6667 Remote Similarity NPC221282
0.6667 Remote Similarity NPC472479
0.6667 Remote Similarity NPC213947
0.6667 Remote Similarity NPC108475
0.6667 Remote Similarity NPC477372
0.6667 Remote Similarity NPC472488
0.6667 Remote Similarity NPC478243
0.6667 Remote Similarity NPC226242
0.6667 Remote Similarity NPC469321
0.6667 Remote Similarity NPC117185
0.6667 Remote Similarity NPC67493
0.6667 Remote Similarity NPC6247

  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 NPC142759 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
0.7568 Intermediate Similarity NPD7341 Phase 2
0.7176 Intermediate Similarity NPD4800 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD4223 Phase 3
0.7176 Intermediate Similarity NPD4221 Approved
0.7013 Intermediate Similarity NPD7331 Phase 2
0.7011 Intermediate Similarity NPD4197 Approved
0.6932 Remote Similarity NPD5329 Approved
0.686 Remote Similarity NPD4139 Approved
0.686 Remote Similarity NPD4692 Approved
0.6854 Remote Similarity NPD4688 Approved
0.6854 Remote Similarity NPD4694 Approved
0.6854 Remote Similarity NPD4689 Approved
0.6854 Remote Similarity NPD5205 Approved
0.6854 Remote Similarity NPD4690 Approved
0.6854 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6854 Remote Similarity NPD5690 Phase 2
0.6854 Remote Similarity NPD4138 Approved
0.6854 Remote Similarity NPD4693 Phase 3
0.6854 Remote Similarity NPD5280 Approved
0.6744 Remote Similarity NPD5368 Approved
0.6706 Remote Similarity NPD3617 Approved
0.6703 Remote Similarity NPD4518 Approved
0.6667 Remote Similarity NPD5369 Approved
0.6667 Remote Similarity NPD5281 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6667 Remote Similarity NPD5284 Approved
0.663 Remote Similarity NPD4753 Phase 2
0.6629 Remote Similarity NPD3666 Approved
0.6629 Remote Similarity NPD3133 Approved
0.6629 Remote Similarity NPD3665 Phase 1
0.6602 Remote Similarity NPD4634 Approved
0.6596 Remote Similarity NPD4202 Approved
0.6591 Remote Similarity NPD6435 Approved
0.6559 Remote Similarity NPD4096 Approved
0.6556 Remote Similarity NPD5363 Approved
0.6531 Remote Similarity NPD4696 Approved
0.6531 Remote Similarity NPD5286 Approved
0.6531 Remote Similarity NPD4700 Approved
0.6531 Remote Similarity NPD5285 Approved
0.6484 Remote Similarity NPD5786 Approved
0.6465 Remote Similarity NPD5223 Approved
0.6458 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5328 Approved
0.6437 Remote Similarity NPD4195 Approved
0.6421 Remote Similarity NPD5133 Approved
0.6404 Remote Similarity NPD4270 Approved
0.6404 Remote Similarity NPD4269 Approved
0.64 Remote Similarity NPD5225 Approved
0.64 Remote Similarity NPD5226 Approved
0.64 Remote Similarity NPD5211 Phase 2
0.64 Remote Similarity NPD5224 Approved
0.64 Remote Similarity NPD4633 Approved
0.6354 Remote Similarity NPD5282 Discontinued
0.6337 Remote Similarity NPD5174 Approved
0.6337 Remote Similarity NPD5175 Approved
0.6337 Remote Similarity NPD4754 Approved
0.6333 Remote Similarity NPD4788 Approved
0.6316 Remote Similarity NPD6079 Approved
0.6311 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6304 Remote Similarity NPD5279 Phase 3
0.6289 Remote Similarity NPD5210 Approved
0.6289 Remote Similarity NPD5695 Phase 3
0.6289 Remote Similarity NPD4629 Approved
0.6286 Remote Similarity NPD6371 Approved
0.6277 Remote Similarity NPD1695 Approved
0.6275 Remote Similarity NPD5141 Approved
0.6214 Remote Similarity NPD4768 Approved
0.6214 Remote Similarity NPD6675 Approved
0.6214 Remote Similarity NPD7128 Approved
0.6214 Remote Similarity NPD4767 Approved
0.6214 Remote Similarity NPD5739 Approved
0.6214 Remote Similarity NPD6402 Approved
0.6211 Remote Similarity NPD5785 Approved
0.618 Remote Similarity NPD4252 Approved
0.617 Remote Similarity NPD5208 Approved
0.6168 Remote Similarity NPD6053 Discontinued
0.6162 Remote Similarity NPD6084 Phase 2
0.6162 Remote Similarity NPD6083 Phase 2
0.6154 Remote Similarity NPD5362 Discontinued
0.6154 Remote Similarity NPD5701 Approved
0.6154 Remote Similarity NPD5697 Approved
0.6129 Remote Similarity NPD3618 Phase 1
0.6111 Remote Similarity NPD4632 Approved
0.6105 Remote Similarity NPD6904 Approved
0.6105 Remote Similarity NPD6080 Approved
0.6105 Remote Similarity NPD6673 Approved
0.61 Remote Similarity NPD5696 Approved
0.6095 Remote Similarity NPD4729 Approved
0.6095 Remote Similarity NPD5128 Approved
0.6095 Remote Similarity NPD6011 Approved
0.6095 Remote Similarity NPD6899 Approved
0.6095 Remote Similarity NPD7320 Approved
0.6095 Remote Similarity NPD6881 Approved
0.6095 Remote Similarity NPD4730 Approved
0.6087 Remote Similarity NPD4786 Approved
0.6071 Remote Similarity NPD6059 Approved
0.6071 Remote Similarity NPD6054 Approved
0.6071 Remote Similarity NPD6319 Approved
0.6061 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6061 Remote Similarity NPD5222 Approved
0.6061 Remote Similarity NPD5221 Approved
0.6061 Remote Similarity NPD4697 Phase 3
0.6058 Remote Similarity NPD6008 Approved
0.6044 Remote Similarity NPD3667 Approved
0.6042 Remote Similarity NPD5692 Phase 3
0.6042 Remote Similarity NPD5207 Approved
0.6038 Remote Similarity NPD6012 Approved
0.6038 Remote Similarity NPD6014 Approved
0.6038 Remote Similarity NPD6372 Approved
0.6038 Remote Similarity NPD6013 Approved
0.6038 Remote Similarity NPD6373 Approved
0.6018 Remote Similarity NPD6016 Approved
0.6018 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD4821 Approved
0.6 Remote Similarity NPD4819 Approved
0.6 Remote Similarity NPD5173 Approved
0.6 Remote Similarity NPD4822 Approved
0.6 Remote Similarity NPD4820 Approved
0.6 Remote Similarity NPD4695 Discontinued
0.5981 Remote Similarity NPD7290 Approved
0.5981 Remote Similarity NPD6883 Approved
0.5981 Remote Similarity NPD5135 Approved
0.5981 Remote Similarity NPD5247 Approved
0.5981 Remote Similarity NPD5249 Phase 3
0.5981 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5981 Remote Similarity NPD5169 Approved
0.5981 Remote Similarity NPD5248 Approved
0.5981 Remote Similarity NPD7102 Approved
0.5981 Remote Similarity NPD5250 Approved
0.5981 Remote Similarity NPD5251 Approved
0.5979 Remote Similarity NPD5694 Approved
0.5979 Remote Similarity NPD6050 Approved
0.5979 Remote Similarity NPD5693 Phase 1
0.5965 Remote Similarity NPD5988 Approved
0.5965 Remote Similarity NPD6370 Approved
0.5957 Remote Similarity NPD6409 Approved
0.5957 Remote Similarity NPD4623 Approved
0.5957 Remote Similarity NPD4519 Discontinued
0.5957 Remote Similarity NPD7521 Approved
0.5957 Remote Similarity NPD7334 Approved
0.5957 Remote Similarity NPD5330 Approved
0.5957 Remote Similarity NPD6684 Approved
0.5957 Remote Similarity NPD6098 Approved
0.5957 Remote Similarity NPD7146 Approved
0.5955 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5946 Remote Similarity NPD6009 Approved
0.5926 Remote Similarity NPD6847 Approved
0.5926 Remote Similarity NPD8130 Phase 1
0.5926 Remote Similarity NPD6649 Approved
0.5926 Remote Similarity NPD5217 Approved
0.5926 Remote Similarity NPD6869 Approved
0.5926 Remote Similarity NPD6617 Approved
0.5926 Remote Similarity NPD5216 Approved
0.5926 Remote Similarity NPD6650 Approved
0.5926 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5926 Remote Similarity NPD5127 Approved
0.5926 Remote Similarity NPD5215 Approved
0.5922 Remote Similarity NPD5091 Approved
0.5882 Remote Similarity NPD4747 Approved
0.5872 Remote Similarity NPD8297 Approved
0.5872 Remote Similarity NPD6882 Approved
0.5862 Remote Similarity NPD7492 Approved
0.5859 Remote Similarity NPD6001 Approved
0.5849 Remote Similarity NPD6412 Phase 2
0.5841 Remote Similarity NPD4522 Approved
0.5833 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6903 Approved
0.5823 Remote Similarity NPD3198 Approved
0.5814 Remote Similarity NPD4243 Approved
0.5814 Remote Similarity NPD5276 Approved
0.5812 Remote Similarity NPD6616 Approved
0.5806 Remote Similarity NPD5332 Approved
0.5806 Remote Similarity NPD5331 Approved
0.5802 Remote Similarity NPD2664 Clinical (unspecified phase)
0.58 Remote Similarity NPD5654 Approved
0.58 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5778 Remote Similarity NPD4268 Approved
0.5778 Remote Similarity NPD4238 Approved
0.5778 Remote Similarity NPD4271 Approved
0.5778 Remote Similarity NPD4802 Phase 2
0.5766 Remote Similarity NPD5167 Approved
0.5765 Remote Similarity NPD4137 Phase 3
0.5763 Remote Similarity NPD8293 Discontinued
0.5763 Remote Similarity NPD7078 Approved
0.5761 Remote Similarity NPD4790 Discontinued
0.5758 Remote Similarity NPD5778 Approved
0.5758 Remote Similarity NPD6399 Phase 3
0.5758 Remote Similarity NPD5779 Approved
0.5739 Remote Similarity NPD5983 Phase 2
0.5714 Remote Similarity NPD6274 Approved
0.5714 Remote Similarity NPD7736 Approved
0.5714 Remote Similarity NPD6033 Approved
0.5698 Remote Similarity NPD4691 Approved
0.5686 Remote Similarity NPD5959 Approved
0.5684 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5682 Remote Similarity NPD4784 Approved
0.5682 Remote Similarity NPD4687 Approved
0.5682 Remote Similarity NPD4785 Approved
0.5682 Remote Similarity NPD5733 Approved
0.567 Remote Similarity NPD5737 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