Structure

Physi-Chem Properties

Molecular Weight:  698.42
Volume:  700.015
LogP:  2.884
LogD:  2.779
LogS:  -4.079
# Rotatable Bonds:  9
TPSA:  198.76
# H-Bond Aceptor:  12
# H-Bond Donor:  8
# Rings:  6
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.161
Synthetic Accessibility Score:  5.755
Fsp3:  0.946
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:  -5.426
MDCK Permeability:  5.002622856409289e-05
Pgp-inhibitor:  0.992
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.794
20% Bioavailability (F20%):  0.023
30% Bioavailability (F30%):  0.976

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.124
Plasma Protein Binding (PPB):  86.8424301147461%
Volume Distribution (VD):  0.368
Pgp-substrate:  7.217610836029053%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.39
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.457
CYP2C9-inhibitor:  0.002
CYP2C9-substrate:  0.014
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.054
CYP3A4-inhibitor:  0.038
CYP3A4-substrate:  0.035

ADMET: Excretion

Clearance (CL):  0.796
Half-life (T1/2):  0.518

ADMET: Toxicity

hERG Blockers:  0.499
Human Hepatotoxicity (H-HT):  0.278
Drug-inuced Liver Injury (DILI):  0.019
AMES Toxicity:  0.096
Rat Oral Acute Toxicity:  0.042
Maximum Recommended Daily Dose:  0.637
Skin Sensitization:  0.887
Carcinogencity:  0.265
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.971

Download Data

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

  Natural Product: NPC474569

Natural Product ID:  NPC474569
Common Name*:   (2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-3,17-Dihydroxy-17-[(2R)-3-Hydroxy-6-Methylheptan-2-Yl]-10,13-Dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-Dodecahydrocyclopenta[A]Phenanthren-16-Yl]Oxy]-3,5-Dihydroxyoxan-4-Yl]Oxyoxane-3,4,5-Triol
IUPAC Name:   (2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-3,17-dihydroxy-17-[(2R)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-3,5-dihydroxyoxan-4-yl]oxyoxane-3,4,5-triol
Synonyms:  
Standard InCHIKey:  ZASVHPQOIKNCFH-WKXZVYSISA-N
Standard InCHI:  InChI=1S/C37H62O12/c1-18(2)6-9-25(39)19(3)37(45)28(48-34-31(44)32(27(41)17-47-34)49-33-30(43)29(42)26(40)16-46-33)15-24-22-8-7-20-14-21(38)10-12-35(20,4)23(22)11-13-36(24,37)5/h7,18-19,21-34,38-45H,6,8-17H2,1-5H3/t19-,21+,22-,23+,24+,25?,26-,27+,28+,29+,30-,31-,32+,33+,34+,35+,36+,37-/m1/s1
SMILES:  CC(C)CCC(C(C)C1(C(CC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)OC5C(C(C(CO5)O)OC6C(C(C(CO6)O)O)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL473879
PubChem CID:   10532735
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
NPO28180 Ornithogalum saundersiae Species Hyacinthaceae Eukaryota n.a. bulb n.a. DOI[10.1016/S0960-894X(97)00071-1]
NPO28180 Ornithogalum saundersiae Species Hyacinthaceae Eukaryota bulbs n.a. n.a. PMID[11170674]
NPO28180 Ornithogalum saundersiae Species Hyacinthaceae Eukaryota n.a. bulb n.a. PMID[7586067]
NPO28180 Ornithogalum saundersiae Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28180 Ornithogalum saundersiae Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28180 Ornithogalum saundersiae Species Hyacinthaceae 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
NPT116 Cell Line HL-60 Homo sapiens IC50 = 8300.0 nM PMID[533065]

☑ 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 NPC474569 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
0.97 High Similarity NPC42482
0.97 High Similarity NPC40440
0.9596 High Similarity NPC181845
0.9596 High Similarity NPC473923
0.9596 High Similarity NPC473476
0.9596 High Similarity NPC242748
0.951 High Similarity NPC477032
0.951 High Similarity NPC197231
0.951 High Similarity NPC477028
0.951 High Similarity NPC124677
0.95 High Similarity NPC470432
0.95 High Similarity NPC230507
0.95 High Similarity NPC161676
0.95 High Similarity NPC305423
0.95 High Similarity NPC283829
0.95 High Similarity NPC113044
0.95 High Similarity NPC14704
0.95 High Similarity NPC94272
0.9495 High Similarity NPC187400
0.9495 High Similarity NPC470885
0.9495 High Similarity NPC221562
0.949 High Similarity NPC272015
0.9417 High Similarity NPC254255
0.9417 High Similarity NPC19888
0.9406 High Similarity NPC476540
0.9406 High Similarity NPC295980
0.9406 High Similarity NPC98696
0.9406 High Similarity NPC476538
0.9406 High Similarity NPC476541
0.9406 High Similarity NPC476539
0.94 High Similarity NPC26798
0.94 High Similarity NPC309448
0.932 High Similarity NPC13193
0.932 High Similarity NPC470748
0.9314 High Similarity NPC194207
0.9314 High Similarity NPC306131
0.9314 High Similarity NPC477809
0.9314 High Similarity NPC73243
0.9314 High Similarity NPC477026
0.9314 High Similarity NPC477027
0.9314 High Similarity NPC300557
0.9314 High Similarity NPC208383
0.9314 High Similarity NPC224098
0.9314 High Similarity NPC475550
0.9314 High Similarity NPC84956
0.9314 High Similarity NPC475670
0.9314 High Similarity NPC309278
0.9314 High Similarity NPC232054
0.9314 High Similarity NPC249265
0.9314 High Similarity NPC102016
0.9314 High Similarity NPC46190
0.9314 High Similarity NPC6806
0.9314 High Similarity NPC244086
0.9314 High Similarity NPC475333
0.9314 High Similarity NPC95051
0.9314 High Similarity NPC150372
0.9314 High Similarity NPC248746
0.9314 High Similarity NPC22779
0.9314 High Similarity NPC70204
0.9314 High Similarity NPC218571
0.9314 High Similarity NPC171073
0.9314 High Similarity NPC470433
0.9307 High Similarity NPC473469
0.9307 High Similarity NPC226642
0.9307 High Similarity NPC190395
0.9286 High Similarity NPC282669
0.9278 High Similarity NPC243728
0.9278 High Similarity NPC473890
0.9238 High Similarity NPC167183
0.9238 High Similarity NPC32707
0.9223 High Similarity NPC141433
0.9223 High Similarity NPC477811
0.9223 High Similarity NPC87998
0.9223 High Similarity NPC23808
0.9223 High Similarity NPC224314
0.9223 High Similarity NPC269297
0.9223 High Similarity NPC247037
0.9223 High Similarity NPC222202
0.9216 High Similarity NPC7213
0.92 High Similarity NPC155010
0.92 High Similarity NPC473020
0.92 High Similarity NPC114874
0.92 High Similarity NPC286969
0.92 High Similarity NPC472252
0.92 High Similarity NPC16520
0.92 High Similarity NPC131479
0.92 High Similarity NPC211879
0.92 High Similarity NPC8039
0.92 High Similarity NPC157659
0.92 High Similarity NPC31907
0.92 High Similarity NPC120123
0.92 High Similarity NPC245280
0.92 High Similarity NPC189852
0.9184 High Similarity NPC158088
0.9151 High Similarity NPC477031
0.9143 High Similarity NPC79900
0.9135 High Similarity NPC476547
0.9135 High Similarity NPC114188
0.9135 High Similarity NPC294129
0.9135 High Similarity NPC475247
0.9135 High Similarity NPC13190
0.9126 High Similarity NPC302057
0.9126 High Similarity NPC476835
0.9109 High Similarity NPC165033
0.9109 High Similarity NPC273879
0.91 High Similarity NPC159036
0.91 High Similarity NPC288694
0.91 High Similarity NPC136816
0.91 High Similarity NPC312553
0.9057 High Similarity NPC477810
0.9048 High Similarity NPC210569
0.9048 High Similarity NPC263359
0.9048 High Similarity NPC308140
0.9048 High Similarity NPC112274
0.9048 High Similarity NPC31896
0.9048 High Similarity NPC42171
0.9048 High Similarity NPC244431
0.9048 High Similarity NPC32361
0.902 High Similarity NPC69737
0.902 High Similarity NPC194842
0.902 High Similarity NPC208477
0.902 High Similarity NPC127801
0.902 High Similarity NPC160816
0.902 High Similarity NPC208594
0.902 High Similarity NPC269627
0.902 High Similarity NPC152584
0.901 High Similarity NPC475701
0.901 High Similarity NPC16573
0.9 High Similarity NPC470434
0.9 High Similarity NPC129372
0.9 High Similarity NPC88000
0.9 High Similarity NPC4831
0.9 High Similarity NPC160734
0.9 High Similarity NPC267510
0.9 High Similarity NPC47566
0.9 High Similarity NPC472023
0.9 High Similarity NPC309425
0.8981 High Similarity NPC475632
0.8981 High Similarity NPC86020
0.898 High Similarity NPC207617
0.8962 High Similarity NPC469347
0.8962 High Similarity NPC476546
0.8962 High Similarity NPC476693
0.8962 High Similarity NPC51154
0.8962 High Similarity NPC469348
0.8962 High Similarity NPC307642
0.8932 High Similarity NPC14946
0.8932 High Similarity NPC33053
0.8932 High Similarity NPC208650
0.8932 High Similarity NPC231340
0.8932 High Similarity NPC181467
0.8932 High Similarity NPC63368
0.8922 High Similarity NPC474464
0.8922 High Similarity NPC475521
0.8922 High Similarity NPC93352
0.8922 High Similarity NPC312774
0.8922 High Similarity NPC75608
0.89 High Similarity NPC473200
0.89 High Similarity NPC469942
0.89 High Similarity NPC7341
0.8889 High Similarity NPC76486
0.8879 High Similarity NPC208832
0.8879 High Similarity NPC11548
0.8879 High Similarity NPC477808
0.8868 High Similarity NPC474265
0.8868 High Similarity NPC473567
0.8868 High Similarity NPC210420
0.8868 High Similarity NPC216595
0.8846 High Similarity NPC246124
0.8846 High Similarity NPC472988
0.8846 High Similarity NPC180183
0.8846 High Similarity NPC472897
0.8846 High Similarity NPC472896
0.8846 High Similarity NPC6931
0.8846 High Similarity NPC159005
0.8846 High Similarity NPC38217
0.8846 High Similarity NPC220427
0.8835 High Similarity NPC472898
0.8835 High Similarity NPC474015
0.8835 High Similarity NPC472899
0.8835 High Similarity NPC472900
0.8824 High Similarity NPC213190
0.8824 High Similarity NPC473198
0.8818 High Similarity NPC475187
0.88 High Similarity NPC234287
0.88 High Similarity NPC280825
0.8796 High Similarity NPC477030
0.8796 High Similarity NPC148965
0.8796 High Similarity NPC63609
0.8796 High Similarity NPC477029
0.8785 High Similarity NPC144068
0.8774 High Similarity NPC472987
0.8774 High Similarity NPC473021
0.8762 High Similarity NPC154085
0.8762 High Similarity NPC14630
0.8762 High Similarity NPC51925
0.8762 High Similarity NPC250089
0.8762 High Similarity NPC43976
0.8762 High Similarity NPC296761
0.8762 High Similarity NPC125361

  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 NPC474569 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
0.8407 Intermediate Similarity NPD8033 Approved
0.8319 Intermediate Similarity NPD8377 Approved
0.8319 Intermediate Similarity NPD8294 Approved
0.8246 Intermediate Similarity NPD8335 Approved
0.8246 Intermediate Similarity NPD8380 Approved
0.8246 Intermediate Similarity NPD8379 Approved
0.8246 Intermediate Similarity NPD8296 Approved
0.8246 Intermediate Similarity NPD8378 Approved
0.8224 Intermediate Similarity NPD6412 Phase 2
0.7982 Intermediate Similarity NPD7328 Approved
0.7982 Intermediate Similarity NPD7327 Approved
0.7941 Intermediate Similarity NPD8171 Discontinued
0.7931 Intermediate Similarity NPD7503 Approved
0.7913 Intermediate Similarity NPD7516 Approved
0.7788 Intermediate Similarity NPD8133 Approved
0.7724 Intermediate Similarity NPD8449 Approved
0.7661 Intermediate Similarity NPD8450 Suspended
0.7521 Intermediate Similarity NPD7507 Approved
0.7434 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD6370 Approved
0.7398 Intermediate Similarity NPD7736 Approved
0.7339 Intermediate Similarity NPD7319 Approved
0.7317 Intermediate Similarity NPD8293 Discontinued
0.7288 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD7524 Approved
0.725 Intermediate Similarity NPD6059 Approved
0.725 Intermediate Similarity NPD6054 Approved
0.7232 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD8328 Phase 3
0.7193 Intermediate Similarity NPD6686 Approved
0.7157 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD6942 Approved
0.7113 Intermediate Similarity NPD7339 Approved
0.71 Intermediate Similarity NPD7525 Registered
0.7059 Intermediate Similarity NPD6695 Phase 3
0.7049 Intermediate Similarity NPD6015 Approved
0.7049 Intermediate Similarity NPD6016 Approved
0.7016 Intermediate Similarity NPD7492 Approved
0.6992 Remote Similarity NPD5988 Approved
0.6967 Remote Similarity NPD6319 Approved
0.696 Remote Similarity NPD6616 Approved
0.6952 Remote Similarity NPD7750 Discontinued
0.6949 Remote Similarity NPD8297 Approved
0.6949 Remote Similarity NPD6882 Approved
0.6935 Remote Similarity NPD6067 Discontinued
0.6931 Remote Similarity NPD6928 Phase 2
0.6905 Remote Similarity NPD7078 Approved
0.6869 Remote Similarity NPD6933 Approved
0.686 Remote Similarity NPD6009 Approved
0.6837 Remote Similarity NPD4784 Approved
0.6837 Remote Similarity NPD4785 Approved
0.6832 Remote Similarity NPD7645 Phase 2
0.6804 Remote Similarity NPD4243 Approved
0.6789 Remote Similarity NPD6399 Phase 3
0.6774 Remote Similarity NPD8516 Approved
0.6774 Remote Similarity NPD8517 Approved
0.6774 Remote Similarity NPD8513 Phase 3
0.6774 Remote Similarity NPD8515 Approved
0.6765 Remote Similarity NPD6931 Approved
0.6765 Remote Similarity NPD6930 Phase 2
0.675 Remote Similarity NPD4632 Approved
0.6724 Remote Similarity NPD6402 Approved
0.6724 Remote Similarity NPD7128 Approved
0.6724 Remote Similarity NPD5739 Approved
0.6724 Remote Similarity NPD6675 Approved
0.6719 Remote Similarity NPD6033 Approved
0.6696 Remote Similarity NPD6084 Phase 2
0.6696 Remote Similarity NPD6083 Phase 2
0.6695 Remote Similarity NPD6372 Approved
0.6695 Remote Similarity NPD6373 Approved
0.6667 Remote Similarity NPD6924 Approved
0.6667 Remote Similarity NPD4786 Approved
0.6667 Remote Similarity NPD6929 Approved
0.6667 Remote Similarity NPD6926 Approved
0.6639 Remote Similarity NPD4634 Approved
0.6637 Remote Similarity NPD7638 Approved
0.6634 Remote Similarity NPD6932 Approved
0.6619 Remote Similarity NPD7625 Phase 1
0.661 Remote Similarity NPD6899 Approved
0.661 Remote Similarity NPD6881 Approved
0.661 Remote Similarity NPD7320 Approved
0.6602 Remote Similarity NPD4748 Discontinued
0.6583 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6583 Remote Similarity NPD6649 Approved
0.6583 Remote Similarity NPD6650 Approved
0.6583 Remote Similarity NPD8130 Phase 1
0.6579 Remote Similarity NPD7640 Approved
0.6579 Remote Similarity NPD7639 Approved
0.6549 Remote Similarity NPD4755 Approved
0.6545 Remote Similarity NPD7087 Discontinued
0.6525 Remote Similarity NPD5697 Approved
0.6525 Remote Similarity NPD5701 Approved
0.6514 Remote Similarity NPD4753 Phase 2
0.6514 Remote Similarity NPD6051 Approved
0.6505 Remote Similarity NPD6683 Phase 2
0.65 Remote Similarity NPD7290 Approved
0.65 Remote Similarity NPD7102 Approved
0.65 Remote Similarity NPD6883 Approved
0.6489 Remote Similarity NPD5956 Approved
0.6486 Remote Similarity NPD4202 Approved
0.6476 Remote Similarity NPD3667 Approved
0.6471 Remote Similarity NPD5776 Phase 2
0.6471 Remote Similarity NPD6925 Approved
0.6452 Remote Similarity NPD7115 Discovery
0.6449 Remote Similarity NPD6893 Approved
0.6446 Remote Similarity NPD6869 Approved
0.6446 Remote Similarity NPD6617 Approved
0.6446 Remote Similarity NPD6847 Approved
0.6442 Remote Similarity NPD7514 Phase 3
0.6441 Remote Similarity NPD6008 Approved
0.6436 Remote Similarity NPD4190 Phase 3
0.6436 Remote Similarity NPD5275 Approved
0.6435 Remote Similarity NPD4696 Approved
0.6435 Remote Similarity NPD4700 Approved
0.6435 Remote Similarity NPD5286 Approved
0.6435 Remote Similarity NPD5285 Approved
0.6417 Remote Similarity NPD6012 Approved
0.6417 Remote Similarity NPD6014 Approved
0.6417 Remote Similarity NPD6013 Approved
0.6408 Remote Similarity NPD7145 Approved
0.6406 Remote Similarity NPD7604 Phase 2
0.6379 Remote Similarity NPD4159 Approved
0.6378 Remote Similarity NPD5983 Phase 2
0.6372 Remote Similarity NPD5695 Phase 3
0.6355 Remote Similarity NPD3665 Phase 1
0.6355 Remote Similarity NPD3666 Approved
0.6355 Remote Similarity NPD3133 Approved
0.6348 Remote Similarity NPD5696 Approved
0.6346 Remote Similarity NPD4195 Approved
0.6333 Remote Similarity NPD6011 Approved
0.6325 Remote Similarity NPD5211 Phase 2
0.6325 Remote Similarity NPD5226 Approved
0.6325 Remote Similarity NPD4633 Approved
0.6325 Remote Similarity NPD5224 Approved
0.6325 Remote Similarity NPD5225 Approved
0.6311 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6308 Remote Similarity NPD6336 Discontinued
0.6303 Remote Similarity NPD4768 Approved
0.6303 Remote Similarity NPD4767 Approved
0.63 Remote Similarity NPD7152 Approved
0.63 Remote Similarity NPD7150 Approved
0.63 Remote Similarity NPD7151 Approved
0.6286 Remote Similarity NPD7332 Phase 2
0.6286 Remote Similarity NPD7509 Discontinued
0.6283 Remote Similarity NPD7748 Approved
0.6273 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6271 Remote Similarity NPD5174 Approved
0.6271 Remote Similarity NPD5175 Approved
0.6263 Remote Similarity NPD6922 Approved
0.6263 Remote Similarity NPD6923 Approved
0.6261 Remote Similarity NPD7902 Approved
0.626 Remote Similarity NPD6053 Discontinued
0.625 Remote Similarity NPD8034 Phase 2
0.625 Remote Similarity NPD7637 Suspended
0.625 Remote Similarity NPD8035 Phase 2
0.6239 Remote Similarity NPD6684 Approved
0.6239 Remote Similarity NPD7334 Approved
0.6239 Remote Similarity NPD7521 Approved
0.6239 Remote Similarity NPD7146 Approved
0.6239 Remote Similarity NPD6409 Approved
0.6239 Remote Similarity NPD5330 Approved
0.6239 Remote Similarity NPD5223 Approved
0.6228 Remote Similarity NPD5210 Approved
0.6228 Remote Similarity NPD4629 Approved
0.6228 Remote Similarity NPD7991 Discontinued
0.6226 Remote Similarity NPD6898 Phase 1
0.6226 Remote Similarity NPD6902 Approved
0.6218 Remote Similarity NPD5141 Approved
0.6216 Remote Similarity NPD5328 Approved
0.6207 Remote Similarity NPD8029 Clinical (unspecified phase)
0.62 Remote Similarity NPD7144 Approved
0.62 Remote Similarity NPD7143 Approved
0.6198 Remote Similarity NPD4729 Approved
0.6198 Remote Similarity NPD4730 Approved
0.6176 Remote Similarity NPD1811 Approved
0.6176 Remote Similarity NPD1810 Approved
0.6168 Remote Similarity NPD4223 Phase 3
0.6168 Remote Similarity NPD4221 Approved
0.6161 Remote Similarity NPD3168 Discontinued
0.6148 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6147 Remote Similarity NPD5329 Approved
0.6134 Remote Similarity NPD4754 Approved
0.6126 Remote Similarity NPD6903 Approved
0.6111 Remote Similarity NPD6274 Approved
0.6106 Remote Similarity NPD6079 Approved
0.6106 Remote Similarity NPD7515 Phase 2
0.61 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6098 Remote Similarity NPD5248 Approved
0.6098 Remote Similarity NPD5251 Approved
0.6098 Remote Similarity NPD5249 Phase 3
0.6098 Remote Similarity NPD5247 Approved
0.6098 Remote Similarity NPD5250 Approved
0.6094 Remote Similarity NPD4522 Approved
0.6094 Remote Similarity NPD7101 Approved
0.6094 Remote Similarity NPD7100 Approved
0.6091 Remote Similarity NPD3618 Phase 1
0.6091 Remote Similarity NPD6098 Approved
0.609 Remote Similarity NPD8337 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