Structure

Physi-Chem Properties

Molecular Weight:  766.45
Volume:  772.717
LogP:  3.908
LogD:  3.554
LogS:  -4.432
# Rotatable Bonds:  11
TPSA:  204.83
# H-Bond Aceptor:  13
# H-Bond Donor:  7
# Rings:  6
# Heavy Atoms:  13

MedChem Properties

QED Drug-Likeness Score:  0.126
Synthetic Accessibility Score:  5.879
Fsp3:  0.878
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:  -5.907
MDCK Permeability:  0.0001475881290389225
Pgp-inhibitor:  0.996
Pgp-substrate:  0.971
Human Intestinal Absorption (HIA):  0.979
20% Bioavailability (F20%):  0.279
30% Bioavailability (F30%):  0.921

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.023
Plasma Protein Binding (PPB):  75.81929779052734%
Volume Distribution (VD):  0.497
Pgp-substrate:  9.854069709777832%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.106
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.28
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.01
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.037
CYP3A4-inhibitor:  0.134
CYP3A4-substrate:  0.079

ADMET: Excretion

Clearance (CL):  1.169
Half-life (T1/2):  0.681

ADMET: Toxicity

hERG Blockers:  0.665
Human Hepatotoxicity (H-HT):  0.304
Drug-inuced Liver Injury (DILI):  0.043
AMES Toxicity:  0.076
Rat Oral Acute Toxicity:  0.117
Maximum Recommended Daily Dose:  0.089
Skin Sensitization:  0.647
Carcinogencity:  0.554
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.983

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

  Natural Product: NPC295980

Natural Product ID:  NPC295980
Common Name*:   (22S)-3Beta-[(Beta-D-Glucopyranosyl)Oxy]-22-Hydroxycholesta-5,24-Dien-16Beta-Yl 3-O-Acetyl-Alpha-L-Rhamnopyranoside
IUPAC Name:   [(2R,3R,4R,5S,6S)-3,5-dihydroxy-2-[[(3S,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-methyloxan-4-yl] acetate
Synonyms:  
Standard InCHIKey:  BOPLCQZRUUPBAU-CYDJIVKNSA-N
Standard InCHI:  InChI=1S/C41H66O13/c1-19(2)8-11-28(44)20(3)31-29(53-39-36(49)37(51-22(5)43)32(45)21(4)50-39)17-27-25-10-9-23-16-24(12-14-40(23,6)26(25)13-15-41(27,31)7)52-38-35(48)34(47)33(46)30(18-42)54-38/h8-9,20-21,24-39,42,44-49H,10-18H2,1-7H3/t20-,21+,24+,25-,26+,27+,28+,29+,30-,31+,32+,33-,34+,35-,36-,37-,38-,39+,40+,41+/m1/s1
SMILES:  CC(=CC[C@@H]([C@@H](C)[C@H]1[C@H](C[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)O)OC(=O)C)O)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL468368
PubChem CID:   10974722
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal 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
NPO31486 Galtonia candicans Species Hyacinthaceae Eukaryota n.a. bulb n.a. PMID[11515577]
NPO31486 Galtonia candicans Species Hyacinthaceae Eukaryota bulbs n.a. n.a. PMID[11520229]

☑ 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
NPT116 Cell Line HL-60 Homo sapiens IC50 = 6.8 ug.mL-1 PMID[453540]

☑ 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 NPC295980 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
0.9706 High Similarity NPC470748
0.9706 High Similarity NPC114188
0.9429 High Similarity NPC477808
0.9406 High Similarity NPC473923
0.9406 High Similarity NPC242748
0.9406 High Similarity NPC473476
0.9406 High Similarity NPC181845
0.9406 High Similarity NPC474569
0.934 High Similarity NPC63609
0.934 High Similarity NPC477031
0.9333 High Similarity NPC144068
0.9314 High Similarity NPC94272
0.9314 High Similarity NPC14704
0.9314 High Similarity NPC283829
0.9314 High Similarity NPC161676
0.9314 High Similarity NPC113044
0.9314 High Similarity NPC234160
0.9314 High Similarity NPC470432
0.9314 High Similarity NPC305423
0.9314 High Similarity NPC230507
0.93 High Similarity NPC154452
0.93 High Similarity NPC272015
0.9252 High Similarity NPC477807
0.9223 High Similarity NPC476541
0.9223 High Similarity NPC476540
0.9223 High Similarity NPC98696
0.9223 High Similarity NPC476539
0.9223 High Similarity NPC38217
0.9223 High Similarity NPC476538
0.9223 High Similarity NPC472988
0.92 High Similarity NPC21064
0.92 High Similarity NPC121072
0.9167 High Similarity NPC475403
0.9167 High Similarity NPC475357
0.9167 High Similarity NPC160888
0.9135 High Similarity NPC475550
0.9135 High Similarity NPC477026
0.9135 High Similarity NPC125361
0.9135 High Similarity NPC300557
0.9135 High Similarity NPC42482
0.9135 High Similarity NPC154085
0.9135 High Similarity NPC224098
0.9135 High Similarity NPC218571
0.9135 High Similarity NPC22779
0.9135 High Similarity NPC232054
0.9135 High Similarity NPC70204
0.9135 High Similarity NPC171073
0.9135 High Similarity NPC194207
0.9135 High Similarity NPC84956
0.9135 High Similarity NPC102016
0.9135 High Similarity NPC477809
0.9135 High Similarity NPC46190
0.9135 High Similarity NPC470433
0.9135 High Similarity NPC475333
0.9135 High Similarity NPC306131
0.9135 High Similarity NPC477027
0.9135 High Similarity NPC6806
0.9135 High Similarity NPC95051
0.9135 High Similarity NPC296761
0.9135 High Similarity NPC475670
0.9135 High Similarity NPC51925
0.9135 High Similarity NPC40440
0.9135 High Similarity NPC150372
0.9135 High Similarity NPC244086
0.9135 High Similarity NPC43976
0.9135 High Similarity NPC309278
0.9135 High Similarity NPC248746
0.9135 High Similarity NPC208383
0.9135 High Similarity NPC249265
0.9135 High Similarity NPC73243
0.9126 High Similarity NPC473469
0.9118 High Similarity NPC470885
0.9118 High Similarity NPC221562
0.9118 High Similarity NPC187400
0.91 High Similarity NPC282669
0.9091 High Similarity NPC473890
0.9091 High Similarity NPC243728
0.9083 High Similarity NPC473633
0.9083 High Similarity NPC195560
0.9083 High Similarity NPC229962
0.9083 High Similarity NPC476085
0.9065 High Similarity NPC473882
0.9048 High Similarity NPC224314
0.9048 High Similarity NPC23808
0.9048 High Similarity NPC269297
0.9048 High Similarity NPC141433
0.9048 High Similarity NPC247037
0.9048 High Similarity NPC87998
0.9048 High Similarity NPC477811
0.9048 High Similarity NPC222202
0.9038 High Similarity NPC295389
0.9038 High Similarity NPC7213
0.9029 High Similarity NPC473199
0.9029 High Similarity NPC309448
0.9 High Similarity NPC198325
0.9 High Similarity NPC207243
0.9 High Similarity NPC475358
0.9 High Similarity NPC158088
0.9 High Similarity NPC233391
0.9 High Similarity NPC50689
0.9 High Similarity NPC473566
0.8981 High Similarity NPC212660
0.8981 High Similarity NPC146652
0.8972 High Similarity NPC251309
0.8962 High Similarity NPC197231
0.8962 High Similarity NPC475247
0.8962 High Similarity NPC13190
0.8962 High Similarity NPC294129
0.8962 High Similarity NPC477032
0.8962 High Similarity NPC476547
0.8962 High Similarity NPC13193
0.8962 High Similarity NPC65167
0.8962 High Similarity NPC124677
0.8962 High Similarity NPC477028
0.8942 High Similarity NPC226642
0.8942 High Similarity NPC190395
0.8932 High Similarity NPC173583
0.8922 High Similarity NPC288694
0.8922 High Similarity NPC312553
0.8922 High Similarity NPC159036
0.8919 High Similarity NPC475182
0.8879 High Similarity NPC19888
0.8879 High Similarity NPC244431
0.8879 High Similarity NPC210420
0.8879 High Similarity NPC210569
0.8879 High Similarity NPC308140
0.8879 High Similarity NPC254255
0.8879 High Similarity NPC42171
0.8879 High Similarity NPC31896
0.8879 High Similarity NPC112274
0.8879 High Similarity NPC32361
0.8879 High Similarity NPC474265
0.8879 High Similarity NPC233003
0.8879 High Similarity NPC263359
0.8846 High Similarity NPC26798
0.8839 High Similarity NPC43842
0.8839 High Similarity NPC156789
0.8835 High Similarity NPC31907
0.8835 High Similarity NPC473020
0.8835 High Similarity NPC472252
0.8835 High Similarity NPC16573
0.8835 High Similarity NPC189852
0.8835 High Similarity NPC245280
0.8835 High Similarity NPC114874
0.8835 High Similarity NPC286969
0.8835 High Similarity NPC155010
0.8835 High Similarity NPC120123
0.8835 High Similarity NPC131479
0.8835 High Similarity NPC16520
0.8835 High Similarity NPC8039
0.8835 High Similarity NPC211879
0.8835 High Similarity NPC157659
0.8829 High Similarity NPC107607
0.8824 High Similarity NPC267510
0.8824 High Similarity NPC470434
0.8818 High Similarity NPC86020
0.8818 High Similarity NPC218093
0.8818 High Similarity NPC475632
0.8812 High Similarity NPC477928
0.8807 High Similarity NPC207637
0.88 High Similarity NPC207617
0.8796 High Similarity NPC307642
0.8796 High Similarity NPC79900
0.8796 High Similarity NPC51154
0.8796 High Similarity NPC476546
0.8785 High Similarity NPC250481
0.8785 High Similarity NPC263827
0.8785 High Similarity NPC285410
0.8774 High Similarity NPC302057
0.8774 High Similarity NPC476835
0.8761 High Similarity NPC256983
0.8761 High Similarity NPC160084
0.8761 High Similarity NPC202261
0.8761 High Similarity NPC257207
0.8761 High Similarity NPC106589
0.8761 High Similarity NPC295133
0.875 High Similarity NPC470768
0.875 High Similarity NPC165033
0.875 High Similarity NPC85593
0.875 High Similarity NPC75608
0.875 High Similarity NPC273879
0.875 High Similarity NPC31430
0.875 High Similarity NPC231518
0.875 High Similarity NPC93352
0.875 High Similarity NPC475219
0.8739 High Similarity NPC470897
0.8739 High Similarity NPC291820
0.8739 High Similarity NPC161738
0.8739 High Similarity NPC236973
0.8739 High Similarity NPC469756
0.8739 High Similarity NPC32177
0.8739 High Similarity NPC292467
0.8739 High Similarity NPC55532
0.8739 High Similarity NPC30483
0.8739 High Similarity NPC81222
0.8738 High Similarity NPC136816
0.8727 High Similarity NPC203862
0.8725 High Similarity NPC469942
0.8725 High Similarity NPC7341
0.8725 High Similarity NPC473200

  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 NPC295980 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
0.875 High Similarity NPD8033 Approved
0.8661 High Similarity NPD8377 Approved
0.8661 High Similarity NPD8294 Approved
0.8584 High Similarity NPD8380 Approved
0.8584 High Similarity NPD8335 Approved
0.8584 High Similarity NPD8379 Approved
0.8584 High Similarity NPD8378 Approved
0.8584 High Similarity NPD8296 Approved
0.8411 Intermediate Similarity NPD6412 Phase 2
0.8319 Intermediate Similarity NPD7328 Approved
0.8319 Intermediate Similarity NPD7327 Approved
0.8261 Intermediate Similarity NPD7503 Approved
0.8246 Intermediate Similarity NPD7516 Approved
0.8125 Intermediate Similarity NPD8133 Approved
0.7928 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7833 Intermediate Similarity NPD7507 Approved
0.7788 Intermediate Similarity NPD8171 Discontinued
0.7759 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD6686 Approved
0.7667 Intermediate Similarity NPD8328 Phase 3
0.7642 Intermediate Similarity NPD7319 Approved
0.76 Intermediate Similarity NPD8449 Approved
0.7561 Intermediate Similarity NPD7736 Approved
0.754 Intermediate Similarity NPD8450 Suspended
0.748 Intermediate Similarity NPD8293 Discontinued
0.7411 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7295 Intermediate Similarity NPD6370 Approved
0.729 Intermediate Similarity NPD6399 Phase 3
0.7265 Intermediate Similarity NPD6882 Approved
0.7265 Intermediate Similarity NPD8297 Approved
0.7177 Intermediate Similarity NPD7492 Approved
0.7167 Intermediate Similarity NPD6009 Approved
0.7131 Intermediate Similarity NPD6319 Approved
0.7131 Intermediate Similarity NPD6059 Approved
0.7131 Intermediate Similarity NPD6054 Approved
0.712 Intermediate Similarity NPD6616 Approved
0.7117 Intermediate Similarity NPD7638 Approved
0.7073 Intermediate Similarity NPD8513 Phase 3
0.7073 Intermediate Similarity NPD8516 Approved
0.7073 Intermediate Similarity NPD8515 Approved
0.7073 Intermediate Similarity NPD8517 Approved
0.7071 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD7078 Approved
0.7059 Intermediate Similarity NPD4632 Approved
0.7054 Intermediate Similarity NPD7640 Approved
0.7054 Intermediate Similarity NPD7639 Approved
0.7043 Intermediate Similarity NPD6675 Approved
0.7043 Intermediate Similarity NPD6402 Approved
0.7043 Intermediate Similarity NPD7128 Approved
0.7043 Intermediate Similarity NPD5739 Approved
0.7027 Intermediate Similarity NPD6083 Phase 2
0.7027 Intermediate Similarity NPD6084 Phase 2
0.7009 Intermediate Similarity NPD6372 Approved
0.7009 Intermediate Similarity NPD6373 Approved
0.6981 Remote Similarity NPD7524 Approved
0.697 Remote Similarity NPD6942 Approved
0.697 Remote Similarity NPD7339 Approved
0.696 Remote Similarity NPD6067 Discontinued
0.6935 Remote Similarity NPD6015 Approved
0.6935 Remote Similarity NPD6016 Approved
0.6923 Remote Similarity NPD7320 Approved
0.6923 Remote Similarity NPD6881 Approved
0.6923 Remote Similarity NPD6899 Approved
0.6891 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6891 Remote Similarity NPD6649 Approved
0.6891 Remote Similarity NPD6650 Approved
0.6891 Remote Similarity NPD8130 Phase 1
0.6884 Remote Similarity NPD7625 Phase 1
0.688 Remote Similarity NPD5988 Approved
0.6857 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6857 Remote Similarity NPD4786 Approved
0.6852 Remote Similarity NPD6051 Approved
0.6838 Remote Similarity NPD5701 Approved
0.6838 Remote Similarity NPD5697 Approved
0.6822 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6883 Approved
0.6807 Remote Similarity NPD7102 Approved
0.6807 Remote Similarity NPD7290 Approved
0.6796 Remote Similarity NPD7525 Registered
0.6796 Remote Similarity NPD6928 Phase 2
0.6762 Remote Similarity NPD6695 Phase 3
0.6759 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6757 Remote Similarity NPD7748 Approved
0.6752 Remote Similarity NPD6008 Approved
0.675 Remote Similarity NPD6847 Approved
0.675 Remote Similarity NPD6617 Approved
0.675 Remote Similarity NPD6869 Approved
0.6748 Remote Similarity NPD7115 Discovery
0.6729 Remote Similarity NPD6684 Approved
0.6729 Remote Similarity NPD7334 Approved
0.6729 Remote Similarity NPD6409 Approved
0.6729 Remote Similarity NPD7521 Approved
0.6729 Remote Similarity NPD5330 Approved
0.6729 Remote Similarity NPD7146 Approved
0.6727 Remote Similarity NPD8034 Phase 2
0.6727 Remote Similarity NPD7637 Suspended
0.6727 Remote Similarity NPD8035 Phase 2
0.6726 Remote Similarity NPD7902 Approved
0.6723 Remote Similarity NPD6014 Approved
0.6723 Remote Similarity NPD6013 Approved
0.6723 Remote Similarity NPD6012 Approved
0.6699 Remote Similarity NPD7645 Phase 2
0.6696 Remote Similarity NPD5695 Phase 3
0.6693 Remote Similarity NPD7604 Phase 2
0.6667 Remote Similarity NPD3667 Approved
0.6667 Remote Similarity NPD5983 Phase 2
0.6667 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD7750 Discontinued
0.6639 Remote Similarity NPD6011 Approved
0.6615 Remote Similarity NPD6033 Approved
0.6612 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6606 Remote Similarity NPD6903 Approved
0.6589 Remote Similarity NPD6336 Discontinued
0.6579 Remote Similarity NPD4755 Approved
0.6577 Remote Similarity NPD7515 Phase 2
0.6569 Remote Similarity NPD6933 Approved
0.6557 Remote Similarity NPD6053 Discontinued
0.6545 Remote Similarity NPD4753 Phase 2
0.6542 Remote Similarity NPD3665 Phase 1
0.6542 Remote Similarity NPD3133 Approved
0.6542 Remote Similarity NPD3666 Approved
0.6538 Remote Similarity NPD6929 Approved
0.6535 Remote Similarity NPD4784 Approved
0.6535 Remote Similarity NPD4785 Approved
0.6529 Remote Similarity NPD4634 Approved
0.6522 Remote Similarity NPD4225 Approved
0.6522 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6518 Remote Similarity NPD4202 Approved
0.65 Remote Similarity NPD4243 Approved
0.6496 Remote Similarity NPD7632 Discontinued
0.6489 Remote Similarity NPD8337 Approved
0.6489 Remote Similarity NPD8336 Approved
0.6481 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6476 Remote Similarity NPD6931 Approved
0.6476 Remote Similarity NPD6930 Phase 2
0.6466 Remote Similarity NPD4700 Approved
0.6466 Remote Similarity NPD4696 Approved
0.6466 Remote Similarity NPD5285 Approved
0.6466 Remote Similarity NPD5286 Approved
0.646 Remote Similarity NPD7901 Clinical (unspecified phase)
0.646 Remote Similarity NPD7900 Approved
0.6455 Remote Similarity NPD6672 Approved
0.6455 Remote Similarity NPD5737 Approved
0.6446 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6422 Remote Similarity NPD6098 Approved
0.64 Remote Similarity NPD6274 Approved
0.6396 Remote Similarity NPD6673 Approved
0.6396 Remote Similarity NPD6904 Approved
0.6396 Remote Similarity NPD5328 Approved
0.6396 Remote Similarity NPD6080 Approved
0.6391 Remote Similarity NPD5956 Approved
0.6389 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6381 Remote Similarity NPD4195 Approved
0.6378 Remote Similarity NPD7100 Approved
0.6378 Remote Similarity NPD7101 Approved
0.6373 Remote Similarity NPD6926 Approved
0.6373 Remote Similarity NPD6924 Approved
0.6356 Remote Similarity NPD5225 Approved
0.6356 Remote Similarity NPD5224 Approved
0.6356 Remote Similarity NPD5211 Phase 2
0.6356 Remote Similarity NPD5226 Approved
0.6356 Remote Similarity NPD4633 Approved
0.6346 Remote Similarity NPD5776 Phase 2
0.6346 Remote Similarity NPD6932 Approved
0.6346 Remote Similarity NPD6925 Approved
0.6339 Remote Similarity NPD46 Approved
0.6339 Remote Similarity NPD7838 Discovery
0.6339 Remote Similarity NPD6698 Approved
0.6333 Remote Similarity NPD4768 Approved
0.6333 Remote Similarity NPD4767 Approved
0.6321 Remote Similarity NPD4748 Discontinued
0.6303 Remote Similarity NPD5174 Approved
0.6303 Remote Similarity NPD5175 Approved
0.6299 Remote Similarity NPD6335 Approved
0.6288 Remote Similarity NPD8074 Phase 3
0.6286 Remote Similarity NPD7145 Approved
0.6283 Remote Similarity NPD6079 Approved
0.6283 Remote Similarity NPD6411 Approved
0.6283 Remote Similarity NPD5281 Approved
0.6283 Remote Similarity NPD7087 Discontinued
0.6283 Remote Similarity NPD5284 Approved
0.6279 Remote Similarity NPD6909 Approved
0.6279 Remote Similarity NPD6908 Approved
0.6273 Remote Similarity NPD3618 Phase 1
0.6271 Remote Similarity NPD5344 Discontinued
0.6271 Remote Similarity NPD5223 Approved
0.627 Remote Similarity NPD6940 Discontinued
0.6261 Remote Similarity NPD4629 Approved
0.6261 Remote Similarity NPD5210 Approved
0.6261 Remote Similarity NPD6356 Clinical (unspecified phase)
0.626 Remote Similarity NPD5955 Clinical (unspecified phase)
0.625 Remote Similarity NPD5141 Approved
0.6239 Remote Similarity NPD3668 Phase 3
0.623 Remote Similarity NPD4730 Approved
0.623 Remote Similarity NPD5345 Clinical (unspecified phase)
0.623 Remote Similarity NPD4729 Approved
0.6226 Remote Similarity NPD6683 Phase 2
0.622 Remote Similarity NPD6317 Approved
0.6216 Remote Similarity NPD4250 Approved
0.6216 Remote Similarity NPD4251 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