Structure

Physi-Chem Properties

Molecular Weight:  456.36
Volume:  505.751
LogP:  6.09
LogD:  4.765
LogS:  -6.487
# Rotatable Bonds:  2
TPSA:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.357
Synthetic Accessibility Score:  4.946
Fsp3:  0.9
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:  -5.007
MDCK Permeability:  2.348120506212581e-05
Pgp-inhibitor:  0.983
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.924
30% Bioavailability (F30%):  0.944

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.021
Plasma Protein Binding (PPB):  92.7915267944336%
Volume Distribution (VD):  1.207
Pgp-substrate:  1.2763426303863525%

ADMET: Metabolism

CYP1A2-inhibitor:  0.024
CYP1A2-substrate:  0.38
CYP2C19-inhibitor:  0.165
CYP2C19-substrate:  0.963
CYP2C9-inhibitor:  0.282
CYP2C9-substrate:  0.603
CYP2D6-inhibitor:  0.024
CYP2D6-substrate:  0.63
CYP3A4-inhibitor:  0.811
CYP3A4-substrate:  0.909

ADMET: Excretion

Clearance (CL):  5.756
Half-life (T1/2):  0.03

ADMET: Toxicity

hERG Blockers:  0.209
Human Hepatotoxicity (H-HT):  0.269
Drug-inuced Liver Injury (DILI):  0.211
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.113
Maximum Recommended Daily Dose:  0.714
Skin Sensitization:  0.57
Carcinogencity:  0.017
Eye Corrosion:  0.029
Eye Irritation:  0.17
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: NPC20388

Natural Product ID:  NPC20388
Common Name*:   3-Epi-Astrahygrol
IUPAC Name:   (3S,6S)-6-[(1S)-1-[(3R,5R,10S,13R,14R,17R)-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]ethyl]-3-methyloxan-2-one
Synonyms:   3-Epi-Astrahygrol
Standard InCHIKey:  RAVLYMWHELNCTR-QWUYLKCSSA-N
Standard InCHI:  InChI=1S/C30H48O3/c1-18-8-10-23(33-26(18)32)19(2)20-12-16-30(7)22-9-11-24-27(3,4)25(31)14-15-28(24,5)21(22)13-17-29(20,30)6/h18-20,23-25,31H,8-17H2,1-7H3/t18-,19-,20+,23-,24-,25+,28+,29+,30-/m0/s1
SMILES:  C[C@H]1CC[C@H](OC1=O)[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
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL454686
PubChem CID:   44563601
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001125] Steroid lactones
          • [CHEMONTID:0001560] Withanolides and derivatives

*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
NPO22791 Astraeus pteridis Species Astraeaceae Eukaryota n.a. n.a. n.a. PMID[19067555]
NPO22791 Astraeus pteridis Species Astraeaceae 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
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 58.0 ug.mL-1 PMID[472653]

☑ 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 NPC20388 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
0.907 High Similarity NPC55309
0.907 High Similarity NPC28252
0.9059 High Similarity NPC109512
0.8977 High Similarity NPC474889
0.8966 High Similarity NPC187376
0.8966 High Similarity NPC159046
0.8966 High Similarity NPC233836
0.8901 High Similarity NPC470016
0.8901 High Similarity NPC317586
0.8876 High Similarity NPC111585
0.8876 High Similarity NPC175628
0.8876 High Similarity NPC148414
0.8864 High Similarity NPC242864
0.8791 High Similarity NPC471720
0.8791 High Similarity NPC184870
0.8791 High Similarity NPC166906
0.8778 High Similarity NPC26888
0.8764 High Similarity NPC84271
0.8764 High Similarity NPC102414
0.8764 High Similarity NPC77168
0.875 High Similarity NPC142361
0.875 High Similarity NPC474684
0.8696 High Similarity NPC48330
0.8696 High Similarity NPC255809
0.8696 High Similarity NPC184848
0.8696 High Similarity NPC69548
0.8681 High Similarity NPC470224
0.8681 High Similarity NPC470254
0.8667 High Similarity NPC471896
0.8667 High Similarity NPC469400
0.8652 High Similarity NPC131470
0.8652 High Similarity NPC143767
0.8621 High Similarity NPC171789
0.8602 High Similarity NPC7124
0.8602 High Similarity NPC96859
0.8602 High Similarity NPC328162
0.8602 High Similarity NPC95565
0.8602 High Similarity NPC305483
0.8602 High Similarity NPC173272
0.8602 High Similarity NPC120708
0.8587 High Similarity NPC240617
0.8587 High Similarity NPC303863
0.8571 High Similarity NPC23434
0.8571 High Similarity NPC107690
0.8571 High Similarity NPC297265
0.8556 High Similarity NPC475921
0.8556 High Similarity NPC275740
0.8556 High Similarity NPC86319
0.8556 High Similarity NPC474704
0.8526 High Similarity NPC88198
0.8511 High Similarity NPC121339
0.8495 Intermediate Similarity NPC473648
0.8478 Intermediate Similarity NPC477855
0.8462 Intermediate Similarity NPC44240
0.8462 Intermediate Similarity NPC219495
0.8462 Intermediate Similarity NPC183283
0.8462 Intermediate Similarity NPC289213
0.8454 Intermediate Similarity NPC70967
0.8454 Intermediate Similarity NPC33973
0.8427 Intermediate Similarity NPC72133
0.8427 Intermediate Similarity NPC12774
0.8427 Intermediate Similarity NPC155011
0.8427 Intermediate Similarity NPC325594
0.8427 Intermediate Similarity NPC94755
0.8421 Intermediate Similarity NPC477813
0.8404 Intermediate Similarity NPC328371
0.8404 Intermediate Similarity NPC3772
0.8387 Intermediate Similarity NPC469406
0.837 Intermediate Similarity NPC63748
0.837 Intermediate Similarity NPC189520
0.8367 Intermediate Similarity NPC216245
0.8367 Intermediate Similarity NPC470251
0.8367 Intermediate Similarity NPC2436
0.8367 Intermediate Similarity NPC135854
0.8351 Intermediate Similarity NPC473788
0.8351 Intermediate Similarity NPC475558
0.8333 Intermediate Similarity NPC316964
0.8333 Intermediate Similarity NPC307954
0.8333 Intermediate Similarity NPC138756
0.8333 Intermediate Similarity NPC33768
0.8333 Intermediate Similarity NPC157787
0.8316 Intermediate Similarity NPC106557
0.8316 Intermediate Similarity NPC18319
0.8316 Intermediate Similarity NPC43747
0.8315 Intermediate Similarity NPC294438
0.8315 Intermediate Similarity NPC264317
0.8298 Intermediate Similarity NPC174948
0.8298 Intermediate Similarity NPC469995
0.8298 Intermediate Similarity NPC45324
0.8298 Intermediate Similarity NPC162001
0.8298 Intermediate Similarity NPC222845
0.8298 Intermediate Similarity NPC469599
0.8298 Intermediate Similarity NPC318282
0.8298 Intermediate Similarity NPC279974
0.8298 Intermediate Similarity NPC37646
0.8298 Intermediate Similarity NPC173875
0.8283 Intermediate Similarity NPC231530
0.8283 Intermediate Similarity NPC278628
0.828 Intermediate Similarity NPC107674
0.828 Intermediate Similarity NPC49776
0.828 Intermediate Similarity NPC470376
0.828 Intermediate Similarity NPC63118
0.828 Intermediate Similarity NPC206810
0.828 Intermediate Similarity NPC69454
0.828 Intermediate Similarity NPC27918
0.828 Intermediate Similarity NPC170220
0.828 Intermediate Similarity NPC474436
0.828 Intermediate Similarity NPC470375
0.828 Intermediate Similarity NPC141497
0.828 Intermediate Similarity NPC25750
0.8261 Intermediate Similarity NPC136801
0.8247 Intermediate Similarity NPC474327
0.8247 Intermediate Similarity NPC124211
0.8242 Intermediate Similarity NPC328539
0.8242 Intermediate Similarity NPC471724
0.8242 Intermediate Similarity NPC471722
0.8242 Intermediate Similarity NPC40552
0.8242 Intermediate Similarity NPC4309
0.8242 Intermediate Similarity NPC53911
0.8242 Intermediate Similarity NPC246708
0.8229 Intermediate Similarity NPC477854
0.8222 Intermediate Similarity NPC474970
0.8222 Intermediate Similarity NPC2783
0.8222 Intermediate Similarity NPC73038
0.8222 Intermediate Similarity NPC56588
0.8222 Intermediate Similarity NPC72638
0.8211 Intermediate Similarity NPC125622
0.8211 Intermediate Similarity NPC42042
0.8211 Intermediate Similarity NPC243525
0.8211 Intermediate Similarity NPC471822
0.8211 Intermediate Similarity NPC40765
0.8202 Intermediate Similarity NPC165064
0.82 Intermediate Similarity NPC473037
0.8191 Intermediate Similarity NPC159410
0.8182 Intermediate Similarity NPC96268
0.8182 Intermediate Similarity NPC73882
0.8182 Intermediate Similarity NPC471293
0.8182 Intermediate Similarity NPC28656
0.8172 Intermediate Similarity NPC110657
0.8172 Intermediate Similarity NPC218301
0.8172 Intermediate Similarity NPC475416
0.8172 Intermediate Similarity NPC150383
0.8172 Intermediate Similarity NPC86266
0.8172 Intermediate Similarity NPC212301
0.8163 Intermediate Similarity NPC119601
0.8163 Intermediate Similarity NPC136289
0.8163 Intermediate Similarity NPC56498
0.8163 Intermediate Similarity NPC281702
0.8163 Intermediate Similarity NPC53222
0.8163 Intermediate Similarity NPC308726
0.8152 Intermediate Similarity NPC54689
0.8152 Intermediate Similarity NPC474679
0.8152 Intermediate Similarity NPC30522
0.8152 Intermediate Similarity NPC470588
0.8152 Intermediate Similarity NPC128496
0.8144 Intermediate Similarity NPC205899
0.8144 Intermediate Similarity NPC144660
0.8144 Intermediate Similarity NPC83709
0.8144 Intermediate Similarity NPC476274
0.8144 Intermediate Similarity NPC299971
0.8137 Intermediate Similarity NPC197428
0.8132 Intermediate Similarity NPC167877
0.8132 Intermediate Similarity NPC242468
0.8132 Intermediate Similarity NPC68160
0.8132 Intermediate Similarity NPC51700
0.8132 Intermediate Similarity NPC102683
0.8132 Intermediate Similarity NPC71507
0.8132 Intermediate Similarity NPC18064
0.8132 Intermediate Similarity NPC98442
0.8132 Intermediate Similarity NPC293564
0.8132 Intermediate Similarity NPC269360
0.8132 Intermediate Similarity NPC142415
0.8132 Intermediate Similarity NPC171203
0.8132 Intermediate Similarity NPC130577
0.8132 Intermediate Similarity NPC264005
0.8132 Intermediate Similarity NPC88716
0.8132 Intermediate Similarity NPC307426
0.8125 Intermediate Similarity NPC320306
0.8125 Intermediate Similarity NPC122294
0.8119 Intermediate Similarity NPC94529
0.8119 Intermediate Similarity NPC195708
0.8111 Intermediate Similarity NPC16350
0.8111 Intermediate Similarity NPC308041
0.8105 Intermediate Similarity NPC241156
0.8105 Intermediate Similarity NPC200702
0.8105 Intermediate Similarity NPC259286
0.809 Intermediate Similarity NPC278648
0.809 Intermediate Similarity NPC471037
0.809 Intermediate Similarity NPC476082
0.8085 Intermediate Similarity NPC473690
0.8085 Intermediate Similarity NPC477435
0.8085 Intermediate Similarity NPC294263
0.8085 Intermediate Similarity NPC224060
0.8085 Intermediate Similarity NPC477436
0.8085 Intermediate Similarity NPC287118
0.8085 Intermediate Similarity NPC471902
0.8085 Intermediate Similarity NPC244356
0.8085 Intermediate Similarity NPC86368
0.8081 Intermediate Similarity NPC55872
0.8081 Intermediate Similarity NPC140723

  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 NPC20388 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
0.8352 Intermediate Similarity NPD5328 Approved
0.8315 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8172 Intermediate Similarity NPD6079 Approved
0.81 Intermediate Similarity NPD6675 Approved
0.81 Intermediate Similarity NPD6402 Approved
0.81 Intermediate Similarity NPD7128 Approved
0.81 Intermediate Similarity NPD5739 Approved
0.8085 Intermediate Similarity NPD6399 Phase 3
0.8 Intermediate Similarity NPD4786 Approved
0.7979 Intermediate Similarity NPD8035 Phase 2
0.7979 Intermediate Similarity NPD8034 Phase 2
0.7941 Intermediate Similarity NPD6881 Approved
0.7941 Intermediate Similarity NPD6899 Approved
0.7941 Intermediate Similarity NPD7320 Approved
0.7864 Intermediate Similarity NPD6372 Approved
0.7864 Intermediate Similarity NPD6373 Approved
0.7843 Intermediate Similarity NPD5701 Approved
0.7843 Intermediate Similarity NPD5697 Approved
0.7826 Intermediate Similarity NPD3618 Phase 1
0.7812 Intermediate Similarity NPD7748 Approved
0.7789 Intermediate Similarity NPD6411 Approved
0.7789 Intermediate Similarity NPD7515 Phase 2
0.7788 Intermediate Similarity NPD7102 Approved
0.7788 Intermediate Similarity NPD7290 Approved
0.7788 Intermediate Similarity NPD6883 Approved
0.7778 Intermediate Similarity NPD3667 Approved
0.7767 Intermediate Similarity NPD6011 Approved
0.7714 Intermediate Similarity NPD6869 Approved
0.7714 Intermediate Similarity NPD6847 Approved
0.7714 Intermediate Similarity NPD6649 Approved
0.7714 Intermediate Similarity NPD8130 Phase 1
0.7714 Intermediate Similarity NPD6650 Approved
0.7714 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD6617 Approved
0.7701 Intermediate Similarity NPD6117 Approved
0.7692 Intermediate Similarity NPD6013 Approved
0.7692 Intermediate Similarity NPD6014 Approved
0.7692 Intermediate Similarity NPD6012 Approved
0.7674 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7653 Intermediate Similarity NPD5221 Approved
0.7653 Intermediate Similarity NPD5222 Approved
0.7653 Intermediate Similarity NPD4697 Phase 3
0.7653 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD8297 Approved
0.7642 Intermediate Similarity NPD6882 Approved
0.7634 Intermediate Similarity NPD7334 Approved
0.7634 Intermediate Similarity NPD6684 Approved
0.7634 Intermediate Similarity NPD7521 Approved
0.7634 Intermediate Similarity NPD5330 Approved
0.7634 Intermediate Similarity NPD6409 Approved
0.7634 Intermediate Similarity NPD7146 Approved
0.7614 Intermediate Similarity NPD6116 Phase 1
0.7579 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7579 Intermediate Similarity NPD6101 Approved
0.7576 Intermediate Similarity NPD6084 Phase 2
0.7576 Intermediate Similarity NPD4755 Approved
0.7576 Intermediate Similarity NPD7902 Approved
0.7576 Intermediate Similarity NPD5173 Approved
0.7576 Intermediate Similarity NPD6083 Phase 2
0.7553 Intermediate Similarity NPD3573 Approved
0.7551 Intermediate Similarity NPD5695 Phase 3
0.7528 Intermediate Similarity NPD6115 Approved
0.7528 Intermediate Similarity NPD6697 Approved
0.7528 Intermediate Similarity NPD6118 Approved
0.7528 Intermediate Similarity NPD6114 Approved
0.7526 Intermediate Similarity NPD4202 Approved
0.75 Intermediate Similarity NPD7638 Approved
0.7474 Intermediate Similarity NPD5737 Approved
0.7474 Intermediate Similarity NPD6672 Approved
0.7474 Intermediate Similarity NPD6903 Approved
0.7447 Intermediate Similarity NPD5279 Phase 3
0.7431 Intermediate Similarity NPD6868 Approved
0.7426 Intermediate Similarity NPD4700 Approved
0.7426 Intermediate Similarity NPD4696 Approved
0.7426 Intermediate Similarity NPD7639 Approved
0.7426 Intermediate Similarity NPD5285 Approved
0.7426 Intermediate Similarity NPD7640 Approved
0.7426 Intermediate Similarity NPD5286 Approved
0.7419 Intermediate Similarity NPD3665 Phase 1
0.7419 Intermediate Similarity NPD3133 Approved
0.7419 Intermediate Similarity NPD3666 Approved
0.7386 Intermediate Similarity NPD3702 Approved
0.7358 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD5223 Approved
0.7297 Intermediate Similarity NPD6335 Approved
0.7283 Intermediate Similarity NPD4139 Approved
0.7283 Intermediate Similarity NPD4692 Approved
0.7282 Intermediate Similarity NPD7632 Discontinued
0.7282 Intermediate Similarity NPD5225 Approved
0.7282 Intermediate Similarity NPD5211 Phase 2
0.7282 Intermediate Similarity NPD4633 Approved
0.7282 Intermediate Similarity NPD5224 Approved
0.7282 Intermediate Similarity NPD5226 Approved
0.7273 Intermediate Similarity NPD7900 Approved
0.7273 Intermediate Similarity NPD6274 Approved
0.7273 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD6098 Approved
0.7248 Intermediate Similarity NPD4632 Approved
0.7241 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD6008 Approved
0.7232 Intermediate Similarity NPD7101 Approved
0.7232 Intermediate Similarity NPD7100 Approved
0.7212 Intermediate Similarity NPD4754 Approved
0.7212 Intermediate Similarity NPD5174 Approved
0.7212 Intermediate Similarity NPD5175 Approved
0.7207 Intermediate Similarity NPD6317 Approved
0.7207 Intermediate Similarity NPD7115 Discovery
0.72 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD6942 Approved
0.7191 Intermediate Similarity NPD7339 Approved
0.7191 Intermediate Similarity NPD3703 Phase 2
0.7174 Intermediate Similarity NPD7525 Registered
0.7174 Intermediate Similarity NPD4748 Discontinued
0.7157 Intermediate Similarity NPD5696 Approved
0.7143 Intermediate Similarity NPD3617 Approved
0.7143 Intermediate Similarity NPD6314 Approved
0.7143 Intermediate Similarity NPD6313 Approved
0.7143 Intermediate Similarity NPD5141 Approved
0.7105 Intermediate Similarity NPD6908 Approved
0.7105 Intermediate Similarity NPD6909 Approved
0.7075 Intermediate Similarity NPD4768 Approved
0.7075 Intermediate Similarity NPD4767 Approved
0.7071 Intermediate Similarity NPD6050 Approved
0.7071 Intermediate Similarity NPD5281 Approved
0.7071 Intermediate Similarity NPD5284 Approved
0.7065 Intermediate Similarity NPD7645 Phase 2
0.7054 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD6009 Approved
0.7053 Intermediate Similarity NPD3668 Phase 3
0.7041 Intermediate Similarity NPD6673 Approved
0.7041 Intermediate Similarity NPD4753 Phase 2
0.7041 Intermediate Similarity NPD6904 Approved
0.7041 Intermediate Similarity NPD6080 Approved
0.7021 Intermediate Similarity NPD4223 Phase 3
0.7021 Intermediate Similarity NPD4221 Approved
0.7018 Intermediate Similarity NPD6319 Approved
0.7011 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6412 Phase 2
0.7009 Intermediate Similarity NPD7507 Approved
0.7 Intermediate Similarity NPD5779 Approved
0.7 Intermediate Similarity NPD5778 Approved
0.6983 Remote Similarity NPD7604 Phase 2
0.6979 Remote Similarity NPD5329 Approved
0.697 Remote Similarity NPD5692 Phase 3
0.697 Remote Similarity NPD5207 Approved
0.6957 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5983 Phase 2
0.6947 Remote Similarity NPD4788 Approved
0.6944 Remote Similarity NPD5128 Approved
0.6944 Remote Similarity NPD4730 Approved
0.6944 Remote Similarity NPD4729 Approved
0.6944 Remote Similarity NPD5168 Approved
0.6939 Remote Similarity NPD5208 Approved
0.6931 Remote Similarity NPD6001 Approved
0.6923 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7492 Approved
0.6907 Remote Similarity NPD4694 Approved
0.6907 Remote Similarity NPD5280 Approved
0.6907 Remote Similarity NPD5690 Phase 2
0.6907 Remote Similarity NPD3574 Clinical (unspecified phase)
0.69 Remote Similarity NPD5694 Approved
0.6891 Remote Similarity NPD7736 Approved
0.6881 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4197 Approved
0.687 Remote Similarity NPD6054 Approved
0.687 Remote Similarity NPD6059 Approved
0.6869 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6864 Remote Similarity NPD6336 Discontinued
0.6864 Remote Similarity NPD6616 Approved
0.6854 Remote Similarity NPD5777 Approved
0.6842 Remote Similarity NPD6435 Approved
0.6833 Remote Similarity NPD7319 Approved
0.6818 Remote Similarity NPD5251 Approved
0.6818 Remote Similarity NPD4634 Approved
0.6818 Remote Similarity NPD5247 Approved
0.6818 Remote Similarity NPD5135 Approved
0.6818 Remote Similarity NPD5248 Approved
0.6818 Remote Similarity NPD5249 Phase 3
0.6818 Remote Similarity NPD5250 Approved
0.6818 Remote Similarity NPD5169 Approved
0.6818 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6807 Remote Similarity NPD8293 Discontinued
0.6807 Remote Similarity NPD7078 Approved
0.6804 Remote Similarity NPD1694 Approved
0.6774 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6757 Remote Similarity NPD5217 Approved
0.6757 Remote Similarity NPD5216 Approved
0.6757 Remote Similarity NPD5215 Approved
0.6757 Remote Similarity NPD5127 Approved
0.6752 Remote Similarity NPD6370 Approved
0.6744 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6742 Remote Similarity NPD4789 Approved
0.6742 Remote Similarity NPD4244 Approved
0.6742 Remote Similarity NPD4245 Approved
0.6735 Remote Similarity NPD4693 Phase 3
0.6735 Remote Similarity NPD4689 Approved
0.6735 Remote Similarity NPD4688 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