Structure

Physi-Chem Properties

Molecular Weight:  1004.52
Volume:  955.09
LogP:  1.162
LogD:  2.457
LogS:  -3.293
# Rotatable Bonds:  10
TPSA:  314.83
# H-Bond Aceptor:  21
# H-Bond Donor:  11
# Rings:  10
# Heavy Atoms:  21

MedChem Properties

QED Drug-Likeness Score:  0.11
Synthetic Accessibility Score:  7.086
Fsp3:  1.0
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
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:  -6.121
MDCK Permeability:  0.00018561675096862018
Pgp-inhibitor:  0.246
Pgp-substrate:  0.989
Human Intestinal Absorption (HIA):  0.998
20% Bioavailability (F20%):  0.018
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.087
Plasma Protein Binding (PPB):  48.624366760253906%
Volume Distribution (VD):  -0.093
Pgp-substrate:  13.350863456726074%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.735
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.055
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.001
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.045
CYP3A4-inhibitor:  0.01
CYP3A4-substrate:  0.005

ADMET: Excretion

Clearance (CL):  0.272
Half-life (T1/2):  0.771

ADMET: Toxicity

hERG Blockers:  0.97
Human Hepatotoxicity (H-HT):  0.121
Drug-inuced Liver Injury (DILI):  0.019
AMES Toxicity:  0.096
Rat Oral Acute Toxicity:  0.092
Maximum Recommended Daily Dose:  0.028
Skin Sensitization:  0.964
Carcinogencity:  0.286
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.98

Download Data

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

  Natural Product: NPC128572

Natural Product ID:  NPC128572
Common Name*:   Asparacoside
IUPAC Name:   n.a.
Synonyms:   asparacoside
Standard InCHIKey:  GLLQBFOUGGRCKY-YDJQLIBBSA-N
Standard InCHI:  InChI=1S/C49H80O21/c1-20-7-12-49(64-16-20)21(2)32-29(70-49)14-26-24-6-5-22-13-23(8-10-47(22,3)25(24)9-11-48(26,32)4)65-46-42(69-45-39(59)36(56)35(55)30(15-50)66-45)40(60)41(68-44-38(58)34(54)28(52)18-62-44)31(67-46)19-63-43-37(57)33(53)27(51)17-61-43/h20-46,50-60H,5-19H2,1-4H3/t20-,21-,22+,23-,24+,25-,26-,27-,28-,29-,30+,31+,32-,33-,34-,35+,36-,37+,38+,39+,40-,41+,42+,43-,44-,45-,46+,47-,48-,49+/m0/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@]4([C@@H](C3)CC[C@@H]3[C@@H]4CC[C@]4([C@H]3C[C@H]3[C@@H]4[C@H](C)[C@]4(O3)CC[C@@H](CO4)C)C)C)O[C@@H]([C@H]([C@@H]2O)O[C@@H]2OC[C@@H]([C@@H]([C@H]2O)O)O)CO[C@@H]2OC[C@@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL509187
PubChem CID:   21575006
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides
          • [CHEMONTID:0002364] Steroidal saponins

*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
NPO11694 Asparagus cochinchinensis Species Asparagaceae Eukaryota n.a. n.a. n.a. PMID[14987058]
NPO11694 Asparagus cochinchinensis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11694 Asparagus cochinchinensis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11694 Asparagus cochinchinensis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11694 Asparagus cochinchinensis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11694 Asparagus cochinchinensis Species Asparagaceae 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
NPT91 Cell Line KB Homo sapiens IC50 = 4800.0 nM PMID[484956]
NPT1851 Cell Line Col2 Homo sapiens IC50 = 5400.0 nM PMID[484956]
NPT858 Cell Line LNCaP Homo sapiens IC50 = 10100.0 nM PMID[484956]
NPT1034 Cell Line Lu1 Homo sapiens IC50 = 4200.0 nM PMID[484956]
NPT737 Cell Line HUVEC Homo sapiens IC50 = 4100.0 nM PMID[484956]
NPT27 Others Unspecified CC50 < 10000.0 nM PMID[484956]

☑ 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 NPC128572 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 NPC470864
1.0 High Similarity NPC284104
1.0 High Similarity NPC116756
1.0 High Similarity NPC184617
1.0 High Similarity NPC103616
1.0 High Similarity NPC97700
1.0 High Similarity NPC84111
1.0 High Similarity NPC232037
1.0 High Similarity NPC470865
1.0 High Similarity NPC160426
1.0 High Similarity NPC98018
1.0 High Similarity NPC132080
1.0 High Similarity NPC470863
1.0 High Similarity NPC30856
1.0 High Similarity NPC470866
1.0 High Similarity NPC475625
1.0 High Similarity NPC287483
1.0 High Similarity NPC475643
0.9889 High Similarity NPC83137
0.9889 High Similarity NPC232611
0.9889 High Similarity NPC470861
0.9889 High Similarity NPC115165
0.9889 High Similarity NPC307534
0.9889 High Similarity NPC303069
0.9889 High Similarity NPC470862
0.9889 High Similarity NPC51520
0.9889 High Similarity NPC476112
0.9888 High Similarity NPC19400
0.9888 High Similarity NPC206003
0.9888 High Similarity NPC107188
0.9888 High Similarity NPC475351
0.9888 High Similarity NPC211354
0.9888 High Similarity NPC6295
0.9888 High Similarity NPC473610
0.9888 High Similarity NPC107962
0.9888 High Similarity NPC473727
0.978 High Similarity NPC473518
0.978 High Similarity NPC291548
0.9778 High Similarity NPC195297
0.9778 High Similarity NPC473601
0.9775 High Similarity NPC217205
0.9775 High Similarity NPC291203
0.9775 High Similarity NPC471464
0.9775 High Similarity NPC264101
0.967 High Similarity NPC274200
0.9663 High Similarity NPC297348
0.9663 High Similarity NPC249204
0.9663 High Similarity NPC325828
0.9663 High Similarity NPC477451
0.9663 High Similarity NPC234352
0.9663 High Similarity NPC177834
0.9663 High Similarity NPC477547
0.9663 High Similarity NPC141769
0.9663 High Similarity NPC250393
0.9663 High Similarity NPC48339
0.956 High Similarity NPC139271
0.956 High Similarity NPC304011
0.956 High Similarity NPC121453
0.9556 High Similarity NPC174024
0.9556 High Similarity NPC179859
0.9556 High Similarity NPC312678
0.9556 High Similarity NPC291547
0.9556 High Similarity NPC131693
0.9556 High Similarity NPC475436
0.9556 High Similarity NPC253268
0.9556 High Similarity NPC222731
0.9556 High Similarity NPC294686
0.9556 High Similarity NPC473851
0.9451 High Similarity NPC474399
0.9444 High Similarity NPC172838
0.9444 High Similarity NPC149400
0.9444 High Similarity NPC88962
0.9444 High Similarity NPC137004
0.9444 High Similarity NPC144790
0.9341 High Similarity NPC305418
0.9341 High Similarity NPC24960
0.9341 High Similarity NPC473774
0.9341 High Similarity NPC45959
0.9341 High Similarity NPC252253
0.9247 High Similarity NPC477223
0.9247 High Similarity NPC477222
0.9222 High Similarity NPC473542
0.9222 High Similarity NPC65550
0.914 High Similarity NPC476510
0.914 High Similarity NPC142264
0.9121 High Similarity NPC204881
0.9121 High Similarity NPC149966
0.9121 High Similarity NPC307167
0.9121 High Similarity NPC473830
0.9121 High Similarity NPC210759
0.9121 High Similarity NPC5632
0.9121 High Similarity NPC229801
0.9043 High Similarity NPC210157
0.9043 High Similarity NPC233649
0.9043 High Similarity NPC475207
0.9043 High Similarity NPC470591
0.9043 High Similarity NPC470028
0.9022 High Similarity NPC473726
0.9022 High Similarity NPC311246
0.9022 High Similarity NPC167644
0.9 High Similarity NPC281004
0.8958 High Similarity NPC475574
0.8947 High Similarity NPC473616
0.8925 High Similarity NPC175
0.8925 High Similarity NPC477224
0.8925 High Similarity NPC309866
0.8925 High Similarity NPC113500
0.8925 High Similarity NPC3538
0.8901 High Similarity NPC20822
0.8901 High Similarity NPC102725
0.8901 High Similarity NPC131466
0.8901 High Similarity NPC473472
0.8901 High Similarity NPC82955
0.89 High Similarity NPC220836
0.89 High Similarity NPC473817
0.89 High Similarity NPC94086
0.89 High Similarity NPC233433
0.89 High Similarity NPC92297
0.89 High Similarity NPC273002
0.883 High Similarity NPC473067
0.883 High Similarity NPC477494
0.883 High Similarity NPC473065
0.883 High Similarity NPC471429
0.883 High Similarity NPC471424
0.883 High Similarity NPC106701
0.883 High Similarity NPC205129
0.883 High Similarity NPC473064
0.883 High Similarity NPC189575
0.883 High Similarity NPC471425
0.883 High Similarity NPC92196
0.8812 High Similarity NPC470867
0.8804 High Similarity NPC279329
0.8804 High Similarity NPC223143
0.88 High Similarity NPC51172
0.88 High Similarity NPC475319
0.88 High Similarity NPC202898
0.88 High Similarity NPC125324
0.88 High Similarity NPC92890
0.88 High Similarity NPC49032
0.8763 High Similarity NPC476512
0.8763 High Similarity NPC472081
0.8763 High Similarity NPC108227
0.875 High Similarity NPC473638
0.8737 High Similarity NPC203434
0.8737 High Similarity NPC237071
0.8737 High Similarity NPC296936
0.8737 High Similarity NPC238796
0.8723 High Similarity NPC77717
0.8723 High Similarity NPC267238
0.8723 High Similarity NPC471373
0.8723 High Similarity NPC253611
0.8723 High Similarity NPC148593
0.8713 High Similarity NPC151134
0.871 High Similarity NPC36372
0.871 High Similarity NPC473637
0.871 High Similarity NPC476668
0.871 High Similarity NPC293609
0.8681 High Similarity NPC140446
0.8681 High Similarity NPC43912
0.8673 High Similarity NPC310031
0.8673 High Similarity NPC134967
0.8673 High Similarity NPC470029
0.8673 High Similarity NPC310138
0.8673 High Similarity NPC80191
0.8673 High Similarity NPC114700
0.8617 High Similarity NPC171741
0.8617 High Similarity NPC277774
0.8617 High Similarity NPC224003
0.8617 High Similarity NPC323231
0.8617 High Similarity NPC470623
0.8617 High Similarity NPC18724
0.8617 High Similarity NPC476669
0.86 High Similarity NPC215408
0.8586 High Similarity NPC139181
0.8586 High Similarity NPC476837
0.8586 High Similarity NPC97260
0.8571 High Similarity NPC476839
0.8571 High Similarity NPC477225
0.8571 High Similarity NPC476838
0.8556 High Similarity NPC227260
0.8544 High Similarity NPC92710
0.8526 High Similarity NPC475325
0.8526 High Similarity NPC473503
0.8526 High Similarity NPC30687
0.8515 High Similarity NPC54619
0.8511 High Similarity NPC59006
0.8469 Intermediate Similarity NPC20028
0.8469 Intermediate Similarity NPC471426
0.8469 Intermediate Similarity NPC471427
0.8469 Intermediate Similarity NPC471428
0.8462 Intermediate Similarity NPC31896
0.8462 Intermediate Similarity NPC273290
0.8462 Intermediate Similarity NPC232044
0.8462 Intermediate Similarity NPC210569
0.8462 Intermediate Similarity NPC32361
0.8462 Intermediate Similarity NPC244431
0.8462 Intermediate Similarity NPC263359
0.8462 Intermediate Similarity NPC290612
0.8447 Intermediate Similarity NPC23808
0.8447 Intermediate Similarity NPC224314

  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 NPC128572 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
0.9663 High Similarity NPD8171 Discontinued
0.8687 High Similarity NPD8170 Clinical (unspecified phase)
0.8315 Intermediate Similarity NPD6928 Phase 2
0.7545 Intermediate Similarity NPD8133 Approved
0.7456 Intermediate Similarity NPD8377 Approved
0.7456 Intermediate Similarity NPD8294 Approved
0.7391 Intermediate Similarity NPD8296 Approved
0.7391 Intermediate Similarity NPD8335 Approved
0.7391 Intermediate Similarity NPD8380 Approved
0.7391 Intermediate Similarity NPD8379 Approved
0.7391 Intermediate Similarity NPD8378 Approved
0.7353 Intermediate Similarity NPD7991 Discontinued
0.7241 Intermediate Similarity NPD8033 Approved
0.6983 Remote Similarity NPD7327 Approved
0.6983 Remote Similarity NPD7328 Approved
0.6923 Remote Similarity NPD7516 Approved
0.688 Remote Similarity NPD8450 Suspended
0.6813 Remote Similarity NPD4267 Clinical (unspecified phase)
0.68 Remote Similarity NPD8449 Approved
0.6702 Remote Similarity NPD1810 Approved
0.6702 Remote Similarity NPD1811 Approved
0.6696 Remote Similarity NPD6412 Phase 2
0.6585 Remote Similarity NPD7507 Approved
0.6579 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6529 Remote Similarity NPD7503 Approved
0.6525 Remote Similarity NPD6940 Discontinued
0.6491 Remote Similarity NPD8174 Phase 2
0.6471 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7319 Approved
0.6383 Remote Similarity NPD2686 Approved
0.6383 Remote Similarity NPD4787 Phase 1
0.6383 Remote Similarity NPD2687 Approved
0.6383 Remote Similarity NPD2254 Approved
0.6349 Remote Similarity NPD7736 Approved
0.6292 Remote Similarity NPD6123 Approved
0.629 Remote Similarity NPD8328 Phase 3
0.6275 Remote Similarity NPD3669 Approved
0.6275 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6263 Remote Similarity NPD6118 Approved
0.6263 Remote Similarity NPD6114 Approved
0.6263 Remote Similarity NPD6697 Approved
0.6263 Remote Similarity NPD6115 Approved
0.6211 Remote Similarity NPD7532 Clinical (unspecified phase)
0.621 Remote Similarity NPD6370 Approved
0.6162 Remote Similarity NPD6116 Phase 1
0.6142 Remote Similarity NPD8293 Discontinued
0.6061 Remote Similarity NPD6117 Approved
0.6048 Remote Similarity NPD6054 Approved
0.6048 Remote Similarity NPD6059 Approved
0.602 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5979 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5979 Remote Similarity NPD4809 Clinical (unspecified phase)
0.5932 Remote Similarity NPD6686 Approved
0.5914 Remote Similarity NPD371 Approved
0.5906 Remote Similarity NPD6067 Discontinued
0.5876 Remote Similarity NPD4245 Approved
0.5876 Remote Similarity NPD4244 Approved
0.5873 Remote Similarity NPD6016 Approved
0.5873 Remote Similarity NPD6015 Approved
0.5859 Remote Similarity NPD7492 Approved
0.5827 Remote Similarity NPD5988 Approved
0.5825 Remote Similarity NPD7525 Registered
0.5818 Remote Similarity NPD8034 Phase 2
0.5818 Remote Similarity NPD8035 Phase 2
0.5816 Remote Similarity NPD7625 Phase 1
0.5814 Remote Similarity NPD6616 Approved
0.5812 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5812 Remote Similarity NPD4057 Clinical (unspecified phase)
0.58 Remote Similarity NPD3703 Phase 2
0.58 Remote Similarity NPD3702 Approved
0.5773 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5773 Remote Similarity NPD3698 Phase 2
0.5773 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5769 Remote Similarity NPD7078 Approved
0.5748 Remote Similarity NPD8517 Approved
0.5748 Remote Similarity NPD8515 Approved
0.5748 Remote Similarity NPD8516 Approved
0.569 Remote Similarity NPD1700 Approved
0.5667 Remote Similarity NPD2267 Suspended
0.5657 Remote Similarity NPD5777 Approved
0.5656 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5652 Remote Similarity NPD7638 Approved
0.5625 Remote Similarity NPD8513 Phase 3
0.5619 Remote Similarity NPD1779 Approved
0.5619 Remote Similarity NPD1780 Approved
0.5618 Remote Similarity NPD7346 Approved
0.561 Remote Similarity NPD8297 Approved
0.561 Remote Similarity NPD6882 Approved
0.5606 Remote Similarity NPD6033 Approved
0.5603 Remote Similarity NPD7640 Approved
0.5603 Remote Similarity NPD7639 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