Structure

Physi-Chem Properties

Molecular Weight:  710.42
Volume:  720.595
LogP:  2.84
LogD:  2.955
LogS:  -3.717
# Rotatable Bonds:  10
TPSA:  203.44
# H-Bond Aceptor:  12
# H-Bond Donor:  7
# Rings:  5
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.136
Synthetic Accessibility Score:  5.863
Fsp3:  0.895
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:  -5.221
MDCK Permeability:  3.1748644687468186e-05
Pgp-inhibitor:  0.986
Pgp-substrate:  0.014
Human Intestinal Absorption (HIA):  0.286
20% Bioavailability (F20%):  0.701
30% Bioavailability (F30%):  0.903

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.01
Plasma Protein Binding (PPB):  80.49286651611328%
Volume Distribution (VD):  0.565
Pgp-substrate:  9.617490768432617%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.111
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.633
CYP2C9-inhibitor:  0.011
CYP2C9-substrate:  0.106
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.068
CYP3A4-inhibitor:  0.303
CYP3A4-substrate:  0.128

ADMET: Excretion

Clearance (CL):  1.529
Half-life (T1/2):  0.674

ADMET: Toxicity

hERG Blockers:  0.038
Human Hepatotoxicity (H-HT):  0.22
Drug-inuced Liver Injury (DILI):  0.438
AMES Toxicity:  0.074
Rat Oral Acute Toxicity:  0.041
Maximum Recommended Daily Dose:  0.299
Skin Sensitization:  0.041
Carcinogencity:  0.046
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.097

Download Data

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

  Natural Product: NPC471406

Natural Product ID:  NPC471406
Common Name*:   25-(Acetyloxy)-2-(Beta-D-Glucopyranosyloxy)-3,16,20-Trihydroxy-9-Methyl-19-Norlanost-5-En-22-One
IUPAC Name:   [(6R)-6-[(2S,3R,8R,9R,10R,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxoheptan-2-yl] acetate
Synonyms:  
Standard InCHIKey:  CKGFIOAECMHPPH-ZAIUZNNJSA-N
Standard InCHI:  InChI=1S/C38H62O12/c1-19(40)50-33(2,3)13-12-26(42)38(9,47)30-22(41)17-37(8)25-11-10-20-21(35(25,6)14-15-36(30,37)7)16-23(31(46)34(20,4)5)48-32-29(45)28(44)27(43)24(18-39)49-32/h10,21-25,27-32,39,41,43-47H,11-18H2,1-9H3/t21-,22+,23-,24+,25+,27+,28-,29+,30-,31-,32+,35-,36+,37-,38-/m0/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2C[C@H]3C(=CC[C@@H]4[C@@]3(C)CC[C@]3([C@@]4(C)C[C@H]([C@@H]3[C@](C(=O)CCC(OC(=O)C)(C)C)(O)C)O)C)C([C@H]2O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2436436
PubChem CID:   73351036
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
            • [CHEMONTID:0001687] Cucurbitacin glycosides

*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
NPO30241 Picrorhiza scrophulariiflora Species Plantaginaceae Eukaryota n.a. root n.a. PMID[15133218]
NPO30241 Picrorhiza scrophulariiflora Species Plantaginaceae Eukaryota n.a. root n.a. PMID[15706916]
NPO30241 Picrorhiza scrophulariiflora Species Plantaginaceae Eukaryota n.a. n.a. n.a. PMID[24035096]
NPO30241 Picrorhiza scrophulariiflora Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30241 Picrorhiza scrophulariiflora Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]

☑ 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
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 > 25000.0 nM PMID[558807]

☑ 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 NPC471406 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
0.9364 High Similarity NPC130427
0.9322 High Similarity NPC471407
0.9273 High Similarity NPC263827
0.9273 High Similarity NPC250481
0.9273 High Similarity NPC285410
0.9196 High Similarity NPC473882
0.9196 High Similarity NPC474557
0.9182 High Similarity NPC154856
0.9182 High Similarity NPC475317
0.9182 High Similarity NPC52241
0.9167 High Similarity NPC471855
0.9167 High Similarity NPC473519
0.9167 High Similarity NPC473805
0.9107 High Similarity NPC260665
0.9091 High Similarity NPC102015
0.9018 High Similarity NPC210420
0.9018 High Similarity NPC280782
0.9018 High Similarity NPC474265
0.9009 High Similarity NPC114961
0.9009 High Similarity NPC129340
0.9009 High Similarity NPC27551
0.9 High Similarity NPC295389
0.8974 High Similarity NPC28532
0.8974 High Similarity NPC156789
0.8957 High Similarity NPC475632
0.8957 High Similarity NPC86020
0.8947 High Similarity NPC244127
0.8938 High Similarity NPC269315
0.8938 High Similarity NPC200944
0.8938 High Similarity NPC251309
0.8938 High Similarity NPC73455
0.8938 High Similarity NPC271138
0.8919 High Similarity NPC477069
0.8919 High Similarity NPC265655
0.8919 High Similarity NPC477070
0.8908 High Similarity NPC174367
0.8908 High Similarity NPC47113
0.8898 High Similarity NPC160084
0.8898 High Similarity NPC256983
0.8879 High Similarity NPC477071
0.885 High Similarity NPC37739
0.885 High Similarity NPC116794
0.885 High Similarity NPC233003
0.885 High Similarity NPC46388
0.8839 High Similarity NPC101450
0.8829 High Similarity NPC195708
0.8824 High Similarity NPC475194
0.8824 High Similarity NPC248202
0.8824 High Similarity NPC473474
0.8803 High Similarity NPC475187
0.8783 High Similarity NPC279638
0.8772 High Similarity NPC204458
0.8772 High Similarity NPC47063
0.8772 High Similarity NPC138334
0.8772 High Similarity NPC189884
0.8772 High Similarity NPC144068
0.8772 High Similarity NPC477944
0.8761 High Similarity NPC292196
0.8761 High Similarity NPC114188
0.8761 High Similarity NPC191763
0.8761 High Similarity NPC477073
0.876 High Similarity NPC69273
0.876 High Similarity NPC293623
0.876 High Similarity NPC168899
0.875 High Similarity NPC118225
0.8739 High Similarity NPC293512
0.873 High Similarity NPC79250
0.873 High Similarity NPC290746
0.8729 High Similarity NPC476543
0.8729 High Similarity NPC476544
0.8729 High Similarity NPC476545
0.8729 High Similarity NPC475182
0.8718 High Similarity NPC161738
0.8718 High Similarity NPC319570
0.8707 High Similarity NPC477252
0.8707 High Similarity NPC309433
0.8696 High Similarity NPC220293
0.8696 High Similarity NPC74727
0.8696 High Similarity NPC475633
0.8696 High Similarity NPC116024
0.8696 High Similarity NPC477580
0.8689 High Similarity NPC476966
0.8684 High Similarity NPC477253
0.8684 High Similarity NPC128925
0.8684 High Similarity NPC256798
0.8673 High Similarity NPC75747
0.8673 High Similarity NPC68419
0.8673 High Similarity NPC199457
0.8673 High Similarity NPC220984
0.8673 High Similarity NPC108709
0.8673 High Similarity NPC110139
0.8673 High Similarity NPC7870
0.8673 High Similarity NPC274507
0.8673 High Similarity NPC102914
0.8667 High Similarity NPC130229
0.8661 High Similarity NPC258323
0.8661 High Similarity NPC295980
0.8655 High Similarity NPC475431
0.8649 High Similarity NPC473199
0.8649 High Similarity NPC162033
0.8644 High Similarity NPC472257
0.8632 High Similarity NPC109588
0.8632 High Similarity NPC45475
0.8632 High Similarity NPC239293
0.8621 High Similarity NPC152199
0.8621 High Similarity NPC235539
0.8621 High Similarity NPC58448
0.8621 High Similarity NPC134869
0.8621 High Similarity NPC160415
0.8618 High Similarity NPC173347
0.8618 High Similarity NPC241008
0.8609 High Similarity NPC194100
0.8609 High Similarity NPC178981
0.8609 High Similarity NPC102619
0.8609 High Similarity NPC477074
0.8607 High Similarity NPC311534
0.8596 High Similarity NPC108748
0.8596 High Similarity NPC297208
0.8596 High Similarity NPC179434
0.8596 High Similarity NPC235841
0.8596 High Similarity NPC30397
0.8596 High Similarity NPC473481
0.8596 High Similarity NPC211798
0.8596 High Similarity NPC269466
0.8584 High Similarity NPC51925
0.8584 High Similarity NPC218853
0.8584 High Similarity NPC240125
0.8584 High Similarity NPC43976
0.8584 High Similarity NPC167383
0.8584 High Similarity NPC296761
0.8584 High Similarity NPC306746
0.8584 High Similarity NPC137917
0.8584 High Similarity NPC8431
0.8584 High Similarity NPC57362
0.8584 High Similarity NPC154085
0.8584 High Similarity NPC246205
0.8584 High Similarity NPC127853
0.8584 High Similarity NPC125361
0.8584 High Similarity NPC204407
0.8584 High Similarity NPC91583
0.8584 High Similarity NPC237503
0.8583 High Similarity NPC476542
0.8583 High Similarity NPC41129
0.8571 High Similarity NPC249553
0.8571 High Similarity NPC42675
0.8571 High Similarity NPC202051
0.8571 High Similarity NPC75417
0.8571 High Similarity NPC182900
0.8559 High Similarity NPC223741
0.8547 High Similarity NPC68175
0.8534 High Similarity NPC18547
0.8534 High Similarity NPC243354
0.8534 High Similarity NPC474906
0.8522 High Similarity NPC207845
0.8522 High Similarity NPC64106
0.8522 High Similarity NPC243572
0.8522 High Similarity NPC139894
0.8522 High Similarity NPC48249
0.8522 High Similarity NPC125923
0.8522 High Similarity NPC471967
0.8522 High Similarity NPC473383
0.8522 High Similarity NPC289312
0.8522 High Similarity NPC65590
0.8522 High Similarity NPC472719
0.8522 High Similarity NPC11252
0.8522 High Similarity NPC212968
0.8512 High Similarity NPC30188
0.8512 High Similarity NPC473255
0.8512 High Similarity NPC177820
0.8509 High Similarity NPC269095
0.8509 High Similarity NPC136877
0.8509 High Similarity NPC78046
0.8509 High Similarity NPC476885
0.8509 High Similarity NPC174679
0.8509 High Similarity NPC476882
0.8509 High Similarity NPC279554
0.8509 High Similarity NPC474589
0.8509 High Similarity NPC476881
0.8509 High Similarity NPC59804
0.8509 High Similarity NPC476880
0.8509 High Similarity NPC476884
0.8509 High Similarity NPC164194
0.8509 High Similarity NPC476887
0.8509 High Similarity NPC90856
0.8509 High Similarity NPC29069
0.8509 High Similarity NPC127056
0.8509 High Similarity NPC56713
0.8509 High Similarity NPC476886
0.8509 High Similarity NPC475296
0.8509 High Similarity NPC476883
0.8509 High Similarity NPC270667
0.85 High Similarity NPC94072
0.85 High Similarity NPC15918
0.85 High Similarity NPC65858
0.85 High Similarity NPC305771
0.85 High Similarity NPC169816
0.8496 Intermediate Similarity NPC472988
0.8496 Intermediate Similarity NPC38217
0.8496 Intermediate Similarity NPC94529
0.8496 Intermediate Similarity NPC285576

  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 NPC471406 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
0.8584 High Similarity NPD8132 Clinical (unspecified phase)
0.8571 High Similarity NPD6412 Phase 2
0.8455 Intermediate Similarity NPD7736 Approved
0.8374 Intermediate Similarity NPD8293 Discontinued
0.8293 Intermediate Similarity NPD7507 Approved
0.8279 Intermediate Similarity NPD8328 Phase 3
0.8235 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.8205 Intermediate Similarity NPD6882 Approved
0.8205 Intermediate Similarity NPD8297 Approved
0.8197 Intermediate Similarity NPD6370 Approved
0.8136 Intermediate Similarity NPD8133 Approved
0.8115 Intermediate Similarity NPD8033 Approved
0.8103 Intermediate Similarity NPD6372 Approved
0.8103 Intermediate Similarity NPD6373 Approved
0.8099 Intermediate Similarity NPD7516 Approved
0.8095 Intermediate Similarity NPD7319 Approved
0.8083 Intermediate Similarity NPD6009 Approved
0.8065 Intermediate Similarity NPD7492 Approved
0.8033 Intermediate Similarity NPD6059 Approved
0.8033 Intermediate Similarity NPD6319 Approved
0.8033 Intermediate Similarity NPD8377 Approved
0.8033 Intermediate Similarity NPD8294 Approved
0.8033 Intermediate Similarity NPD6054 Approved
0.8017 Intermediate Similarity NPD7328 Approved
0.8017 Intermediate Similarity NPD7327 Approved
0.8 Intermediate Similarity NPD6402 Approved
0.8 Intermediate Similarity NPD6675 Approved
0.8 Intermediate Similarity NPD5739 Approved
0.8 Intermediate Similarity NPD6616 Approved
0.8 Intermediate Similarity NPD7128 Approved
0.7983 Intermediate Similarity NPD4632 Approved
0.7967 Intermediate Similarity NPD8380 Approved
0.7967 Intermediate Similarity NPD8379 Approved
0.7967 Intermediate Similarity NPD8296 Approved
0.7967 Intermediate Similarity NPD8378 Approved
0.7967 Intermediate Similarity NPD8335 Approved
0.7966 Intermediate Similarity NPD6649 Approved
0.7966 Intermediate Similarity NPD6650 Approved
0.7937 Intermediate Similarity NPD7078 Approved
0.7863 Intermediate Similarity NPD6899 Approved
0.7863 Intermediate Similarity NPD6881 Approved
0.7863 Intermediate Similarity NPD7320 Approved
0.7823 Intermediate Similarity NPD6016 Approved
0.7823 Intermediate Similarity NPD7503 Approved
0.7823 Intermediate Similarity NPD6015 Approved
0.7815 Intermediate Similarity NPD8130 Phase 1
0.7778 Intermediate Similarity NPD5697 Approved
0.7778 Intermediate Similarity NPD5701 Approved
0.776 Intermediate Similarity NPD5988 Approved
0.7731 Intermediate Similarity NPD7102 Approved
0.7731 Intermediate Similarity NPD6883 Approved
0.7731 Intermediate Similarity NPD7290 Approved
0.7712 Intermediate Similarity NPD6686 Approved
0.7699 Intermediate Similarity NPD6084 Phase 2
0.7699 Intermediate Similarity NPD6083 Phase 2
0.7667 Intermediate Similarity NPD6847 Approved
0.7667 Intermediate Similarity NPD6617 Approved
0.7667 Intermediate Similarity NPD6869 Approved
0.7658 Intermediate Similarity NPD6399 Phase 3
0.7647 Intermediate Similarity NPD6012 Approved
0.7647 Intermediate Similarity NPD6014 Approved
0.7647 Intermediate Similarity NPD6013 Approved
0.7563 Intermediate Similarity NPD6011 Approved
0.7559 Intermediate Similarity NPD7604 Phase 2
0.7544 Intermediate Similarity NPD4755 Approved
0.7542 Intermediate Similarity NPD6008 Approved
0.754 Intermediate Similarity NPD5983 Phase 2
0.7521 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7115 Discovery
0.7478 Intermediate Similarity NPD5696 Approved
0.7462 Intermediate Similarity NPD6033 Approved
0.7458 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD6336 Discontinued
0.7438 Intermediate Similarity NPD4634 Approved
0.7422 Intermediate Similarity NPD6067 Discontinued
0.7417 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD5285 Approved
0.7414 Intermediate Similarity NPD5286 Approved
0.7414 Intermediate Similarity NPD4700 Approved
0.7414 Intermediate Similarity NPD4696 Approved
0.7402 Intermediate Similarity NPD8517 Approved
0.7402 Intermediate Similarity NPD8516 Approved
0.7402 Intermediate Similarity NPD8515 Approved
0.7402 Intermediate Similarity NPD8513 Phase 3
0.7368 Intermediate Similarity NPD5695 Phase 3
0.7288 Intermediate Similarity NPD5225 Approved
0.7288 Intermediate Similarity NPD5211 Phase 2
0.7288 Intermediate Similarity NPD4633 Approved
0.7288 Intermediate Similarity NPD5224 Approved
0.7288 Intermediate Similarity NPD5226 Approved
0.728 Intermediate Similarity NPD6274 Approved
0.7257 Intermediate Similarity NPD8034 Phase 2
0.7257 Intermediate Similarity NPD8035 Phase 2
0.725 Intermediate Similarity NPD4768 Approved
0.725 Intermediate Similarity NPD4767 Approved
0.7244 Intermediate Similarity NPD7100 Approved
0.7244 Intermediate Similarity NPD7101 Approved
0.7241 Intermediate Similarity NPD7902 Approved
0.7236 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD4753 Phase 2
0.7227 Intermediate Similarity NPD5175 Approved
0.7227 Intermediate Similarity NPD5174 Approved
0.7203 Intermediate Similarity NPD5223 Approved
0.7193 Intermediate Similarity NPD4202 Approved
0.7179 Intermediate Similarity NPD7638 Approved
0.7167 Intermediate Similarity NPD5141 Approved
0.7165 Intermediate Similarity NPD6335 Approved
0.7132 Intermediate Similarity NPD6909 Approved
0.7132 Intermediate Similarity NPD6908 Approved
0.7131 Intermediate Similarity NPD4729 Approved
0.7131 Intermediate Similarity NPD4730 Approved
0.713 Intermediate Similarity NPD7748 Approved
0.7119 Intermediate Similarity NPD7640 Approved
0.7119 Intermediate Similarity NPD7639 Approved
0.7117 Intermediate Similarity NPD6098 Approved
0.7091 Intermediate Similarity NPD4786 Approved
0.7087 Intermediate Similarity NPD6317 Approved
0.7083 Intermediate Similarity NPD4754 Approved
0.708 Intermediate Similarity NPD6673 Approved
0.708 Intermediate Similarity NPD6904 Approved
0.708 Intermediate Similarity NPD6080 Approved
0.7073 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD5210 Approved
0.7069 Intermediate Similarity NPD4629 Approved
0.7069 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD6313 Approved
0.7031 Intermediate Similarity NPD6314 Approved
0.7016 Intermediate Similarity NPD5249 Phase 3
0.7016 Intermediate Similarity NPD5250 Approved
0.7016 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD5247 Approved
0.7016 Intermediate Similarity NPD5251 Approved
0.7016 Intermediate Similarity NPD5248 Approved
0.7009 Intermediate Similarity NPD4697 Phase 3
0.7 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.6992 Remote Similarity NPD5128 Approved
0.6991 Remote Similarity NPD6672 Approved
0.6991 Remote Similarity NPD5737 Approved
0.6991 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6983 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6983 Remote Similarity NPD7900 Approved
0.6964 Remote Similarity NPD3618 Phase 1
0.6964 Remote Similarity NPD5330 Approved
0.6964 Remote Similarity NPD7521 Approved
0.6964 Remote Similarity NPD7146 Approved
0.6964 Remote Similarity NPD6684 Approved
0.6964 Remote Similarity NPD7334 Approved
0.6964 Remote Similarity NPD6409 Approved
0.6963 Remote Similarity NPD5956 Approved
0.6957 Remote Similarity NPD7515 Phase 2
0.693 Remote Similarity NPD5328 Approved
0.6909 Remote Similarity NPD3667 Approved
0.6897 Remote Similarity NPD8171 Discontinued
0.6875 Remote Similarity NPD5329 Approved
0.6875 Remote Similarity NPD7520 Clinical (unspecified phase)
0.687 Remote Similarity NPD6921 Approved
0.6864 Remote Similarity NPD5221 Approved
0.6864 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6864 Remote Similarity NPD5222 Approved
0.6842 Remote Similarity NPD6903 Approved
0.6825 Remote Similarity NPD5216 Approved
0.6825 Remote Similarity NPD5217 Approved
0.6825 Remote Similarity NPD5215 Approved
0.681 Remote Similarity NPD6050 Approved
0.681 Remote Similarity NPD5284 Approved
0.681 Remote Similarity NPD5281 Approved
0.681 Remote Similarity NPD5693 Phase 1
0.681 Remote Similarity NPD6079 Approved
0.6807 Remote Similarity NPD5173 Approved
0.6786 Remote Similarity NPD3666 Approved
0.6786 Remote Similarity NPD3133 Approved
0.6786 Remote Similarity NPD3665 Phase 1
0.6786 Remote Similarity NPD4197 Approved
0.6774 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6774 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6772 Remote Similarity NPD6053 Discontinued
0.6746 Remote Similarity NPD5135 Approved
0.6746 Remote Similarity NPD5169 Approved
0.6746 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6744 Remote Similarity NPD6868 Approved
0.6741 Remote Similarity NPD8074 Phase 3
0.6739 Remote Similarity NPD8449 Approved
0.6724 Remote Similarity NPD5692 Phase 3
0.6695 Remote Similarity NPD6001 Approved
0.6693 Remote Similarity NPD5127 Approved
0.6691 Remote Similarity NPD8450 Suspended
0.6667 Remote Similarity NPD5694 Approved
0.6619 Remote Similarity NPD8338 Approved
0.6614 Remote Similarity NPD6371 Approved
0.6612 Remote Similarity NPD4225 Approved
0.6609 Remote Similarity NPD7524 Approved
0.6607 Remote Similarity NPD4223 Phase 3
0.6607 Remote Similarity NPD4221 Approved
0.6599 Remote Similarity NPD7625 Phase 1
0.6591 Remote Similarity NPD4522 Approved
0.6585 Remote Similarity NPD7632 Discontinued
0.6584 Remote Similarity NPD7799 Discontinued
0.6577 Remote Similarity NPD7525 Registered
0.6569 Remote Similarity NPD8337 Approved
0.6569 Remote Similarity NPD8336 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