Structure

Physi-Chem Properties

Molecular Weight:  491.36
Volume:  519.669
LogP:  3.634
LogD:  3.546
LogS:  -3.366
# Rotatable Bonds:  5
TPSA:  77.02
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.553
Synthetic Accessibility Score:  5.069
Fsp3:  0.966
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -4.732
MDCK Permeability:  2.2897091184859164e-05
Pgp-inhibitor:  0.673
Pgp-substrate:  0.249
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.048
30% Bioavailability (F30%):  0.576

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.192
Plasma Protein Binding (PPB):  57.28201675415039%
Volume Distribution (VD):  1.175
Pgp-substrate:  25.27565574645996%

ADMET: Metabolism

CYP1A2-inhibitor:  0.012
CYP1A2-substrate:  0.763
CYP2C19-inhibitor:  0.027
CYP2C19-substrate:  0.914
CYP2C9-inhibitor:  0.041
CYP2C9-substrate:  0.019
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.728
CYP3A4-inhibitor:  0.684
CYP3A4-substrate:  0.742

ADMET: Excretion

Clearance (CL):  12.453
Half-life (T1/2):  0.149

ADMET: Toxicity

hERG Blockers:  0.603
Human Hepatotoxicity (H-HT):  0.352
Drug-inuced Liver Injury (DILI):  0.606
AMES Toxicity:  0.068
Rat Oral Acute Toxicity:  0.629
Maximum Recommended Daily Dose:  0.886
Skin Sensitization:  0.947
Carcinogencity:  0.288
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.968

Download Data

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

  Natural Product: NPC221196

Natural Product ID:  NPC221196
Common Name*:   17-Epi-Holacurtine
IUPAC Name:   1-[(3S,5S,8R,9S,10S,13R,14S,17R)-14-hydroxy-3-[(2R,4S,5R,6R)-4-methoxy-6-methyl-5-(methylamino)oxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone
Synonyms:   17-Epi-Holacurtine
Standard InCHIKey:  VPLNNEMLBWLRFQ-BQZCUTETSA-N
Standard InCHI:  InChI=1S/C29H49NO5/c1-17(31)21-11-14-29(32)23-8-7-19-15-20(9-12-27(19,3)22(23)10-13-28(21,29)4)35-25-16-24(33-6)26(30-5)18(2)34-25/h18-26,30,32H,7-16H2,1-6H3/t18-,19+,20+,21+,22+,23-,24+,25+,26-,27+,28-,29+/m1/s1
SMILES:  CC(=O)[C@@H]1CC[C@@]2([C@@H]3CC[C@H]4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O[C@H]1C[C@@H]([C@@H]([C@@H](C)O1)NC)OC)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL458457
PubChem CID:   10672742
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
NPO32911 holarrhena curtisii Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[9834146]

☑ 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 = 0.01 ug.mL-1 PMID[535973]
NPT168 Cell Line P388 Mus musculus IC50 = 17.0 ug.mL-1 PMID[535973]
NPT168 Cell Line P388 Mus musculus IC50 = 10.4 ug.mL-1 PMID[535973]
NPT168 Cell Line P388 Mus musculus IC50 = 10.1 ug.mL-1 PMID[535973]
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 6.25 ug.mL-1 PMID[535973]

☑ 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 NPC221196 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC39485
0.9533 High Similarity NPC34977
0.9533 High Similarity NPC246399
0.808 Intermediate Similarity NPC201359
0.7731 Intermediate Similarity NPC28224
0.7568 Intermediate Similarity NPC174117
0.7387 Intermediate Similarity NPC161035
0.7273 Intermediate Similarity NPC135005
0.7265 Intermediate Similarity NPC34562
0.7265 Intermediate Similarity NPC107385
0.7257 Intermediate Similarity NPC305808
0.7252 Intermediate Similarity NPC478139
0.7241 Intermediate Similarity NPC477172
0.7241 Intermediate Similarity NPC178853
0.7217 Intermediate Similarity NPC220111
0.7203 Intermediate Similarity NPC470167
0.7155 Intermediate Similarity NPC41843
0.7155 Intermediate Similarity NPC20028
0.7143 Intermediate Similarity NPC262050
0.7143 Intermediate Similarity NPC215408
0.7131 Intermediate Similarity NPC473062
0.713 Intermediate Similarity NPC472273
0.7083 Intermediate Similarity NPC317534
0.7073 Intermediate Similarity NPC477492
0.7073 Intermediate Similarity NPC477489
0.7054 Intermediate Similarity NPC312637
0.7043 Intermediate Similarity NPC476728
0.7034 Intermediate Similarity NPC80191
0.7034 Intermediate Similarity NPC310031
0.7025 Intermediate Similarity NPC92890
0.7025 Intermediate Similarity NPC202898
0.7025 Intermediate Similarity NPC475319
0.6992 Remote Similarity NPC469824
0.6983 Remote Similarity NPC471241
0.6967 Remote Similarity NPC220836
0.6967 Remote Similarity NPC92297
0.6967 Remote Similarity NPC273002
0.6967 Remote Similarity NPC94086
0.6967 Remote Similarity NPC227879
0.6967 Remote Similarity NPC233433
0.6967 Remote Similarity NPC473817
0.6967 Remote Similarity NPC208333
0.6957 Remote Similarity NPC215570
0.6942 Remote Similarity NPC203974
0.693 Remote Similarity NPC476189
0.6917 Remote Similarity NPC88469
0.6905 Remote Similarity NPC476955
0.6903 Remote Similarity NPC77756
0.6897 Remote Similarity NPC193785
0.6891 Remote Similarity NPC213528
0.6891 Remote Similarity NPC244969
0.6891 Remote Similarity NPC470172
0.686 Remote Similarity NPC12823
0.6842 Remote Similarity NPC475878
0.6842 Remote Similarity NPC212106
0.6833 Remote Similarity NPC473406
0.6833 Remote Similarity NPC471253
0.6829 Remote Similarity NPC228190
0.6829 Remote Similarity NPC236753
0.6825 Remote Similarity NPC79193
0.6814 Remote Similarity NPC61688
0.681 Remote Similarity NPC155985
0.6791 Remote Similarity NPC309249
0.6777 Remote Similarity NPC100078
0.6748 Remote Similarity NPC469826
0.6748 Remote Similarity NPC472079
0.6748 Remote Similarity NPC469733
0.6748 Remote Similarity NPC469729
0.6742 Remote Similarity NPC296686
0.6739 Remote Similarity NPC474210
0.6721 Remote Similarity NPC166079
0.6721 Remote Similarity NPC306776
0.6721 Remote Similarity NPC4115
0.672 Remote Similarity NPC329953
0.6719 Remote Similarity NPC179429
0.6696 Remote Similarity NPC52756
0.6694 Remote Similarity NPC8431
0.6694 Remote Similarity NPC473994
0.6694 Remote Similarity NPC469744
0.6688 Remote Similarity NPC473040
0.6667 Remote Similarity NPC471245
0.6641 Remote Similarity NPC475490
0.6639 Remote Similarity NPC475239
0.6639 Remote Similarity NPC327093
0.6636 Remote Similarity NPC317066
0.6636 Remote Similarity NPC24556
0.6615 Remote Similarity NPC35037
0.6614 Remote Similarity NPC97002
0.6612 Remote Similarity NPC475803
0.6612 Remote Similarity NPC309388
0.6612 Remote Similarity NPC80640
0.6612 Remote Similarity NPC471254
0.6612 Remote Similarity NPC227622
0.661 Remote Similarity NPC475765
0.661 Remote Similarity NPC475785
0.6609 Remote Similarity NPC279329
0.6607 Remote Similarity NPC290612
0.6594 Remote Similarity NPC477072
0.6587 Remote Similarity NPC122339
0.6587 Remote Similarity NPC274833
0.6583 Remote Similarity NPC80417
0.6581 Remote Similarity NPC477495
0.6581 Remote Similarity NPC470424
0.6579 Remote Similarity NPC477614
0.6579 Remote Similarity NPC226491
0.6579 Remote Similarity NPC281004
0.6577 Remote Similarity NPC327451
0.6573 Remote Similarity NPC803
0.6569 Remote Similarity NPC139585
0.6562 Remote Similarity NPC477580
0.656 Remote Similarity NPC87393
0.656 Remote Similarity NPC469825
0.6552 Remote Similarity NPC36372
0.6552 Remote Similarity NPC293609
0.6552 Remote Similarity NPC59006
0.6549 Remote Similarity NPC476727
0.6549 Remote Similarity NPC80700
0.6549 Remote Similarity NPC476726
0.6549 Remote Similarity NPC472272
0.6544 Remote Similarity NPC476967
0.6535 Remote Similarity NPC472719
0.6535 Remote Similarity NPC473303
0.6535 Remote Similarity NPC207845
0.6535 Remote Similarity NPC471244
0.6532 Remote Similarity NPC476756
0.6532 Remote Similarity NPC244982
0.6532 Remote Similarity NPC469746
0.6525 Remote Similarity NPC287354
0.6525 Remote Similarity NPC62407
0.6522 Remote Similarity NPC473472
0.6522 Remote Similarity NPC102725
0.6519 Remote Similarity NPC317654
0.6519 Remote Similarity NPC96010
0.6518 Remote Similarity NPC50438
0.6518 Remote Similarity NPC471044
0.6518 Remote Similarity NPC473336
0.6508 Remote Similarity NPC473324
0.6508 Remote Similarity NPC66513
0.6508 Remote Similarity NPC470622
0.6504 Remote Similarity NPC267637
0.6504 Remote Similarity NPC469827
0.65 Remote Similarity NPC297058
0.6496 Remote Similarity NPC472232
0.6496 Remote Similarity NPC277774
0.6496 Remote Similarity NPC167644
0.6496 Remote Similarity NPC311246
0.6496 Remote Similarity NPC472231
0.6491 Remote Similarity NPC140446
0.6491 Remote Similarity NPC252714
0.6491 Remote Similarity NPC43912
0.6489 Remote Similarity NPC475340
0.6486 Remote Similarity NPC296734
0.6486 Remote Similarity NPC61107
0.6486 Remote Similarity NPC289486
0.6486 Remote Similarity NPC268040
0.6484 Remote Similarity NPC102619
0.648 Remote Similarity NPC230888
0.648 Remote Similarity NPC316930
0.6479 Remote Similarity NPC265908
0.6471 Remote Similarity NPC478136
0.6471 Remote Similarity NPC296936
0.6471 Remote Similarity NPC116683
0.6466 Remote Similarity NPC223143
0.6466 Remote Similarity NPC476296
0.6466 Remote Similarity NPC65550
0.6466 Remote Similarity NPC473542
0.6466 Remote Similarity NPC28532
0.6462 Remote Similarity NPC473304
0.646 Remote Similarity NPC473350
0.6457 Remote Similarity NPC63244
0.6457 Remote Similarity NPC471251
0.6457 Remote Similarity NPC270586
0.6455 Remote Similarity NPC470609
0.6452 Remote Similarity NPC158051
0.6452 Remote Similarity NPC273189
0.6452 Remote Similarity NPC158367
0.6452 Remote Similarity NPC184805
0.6452 Remote Similarity NPC119628
0.6446 Remote Similarity NPC470030
0.6441 Remote Similarity NPC477224
0.6441 Remote Similarity NPC252253
0.6441 Remote Similarity NPC151214
0.6441 Remote Similarity NPC3538
0.6441 Remote Similarity NPC191915
0.6441 Remote Similarity NPC45959
0.6441 Remote Similarity NPC113500
0.6441 Remote Similarity NPC309866
0.6441 Remote Similarity NPC30687
0.6441 Remote Similarity NPC470423
0.6441 Remote Similarity NPC175
0.6441 Remote Similarity NPC473503
0.6439 Remote Similarity NPC108072
0.6429 Remote Similarity NPC471250
0.6429 Remote Similarity NPC320475
0.6429 Remote Similarity NPC321661
0.6423 Remote Similarity NPC139347
0.6423 Remote Similarity NPC98765
0.6417 Remote Similarity NPC470591
0.6412 Remote Similarity NPC113448
0.641 Remote Similarity NPC204881

  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 NPC221196 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
0.7143 Intermediate Similarity NPD6920 Discontinued
0.7059 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD6940 Discontinued
0.6957 Remote Similarity NPD7991 Discontinued
0.6748 Remote Similarity NPD6415 Discontinued
0.6694 Remote Similarity NPD8275 Approved
0.6694 Remote Similarity NPD8276 Approved
0.664 Remote Similarity NPD8087 Discontinued
0.6612 Remote Similarity NPD8084 Approved
0.6612 Remote Similarity NPD8085 Approved
0.6612 Remote Similarity NPD8082 Approved
0.6612 Remote Similarity NPD8086 Approved
0.6612 Remote Similarity NPD8138 Approved
0.6612 Remote Similarity NPD8139 Approved
0.6612 Remote Similarity NPD8083 Approved
0.6585 Remote Similarity NPD8393 Approved
0.6565 Remote Similarity NPD8345 Approved
0.6565 Remote Similarity NPD8347 Approved
0.6565 Remote Similarity NPD8346 Approved
0.6549 Remote Similarity NPD8308 Discontinued
0.6504 Remote Similarity NPD8081 Approved
0.6496 Remote Similarity NPD6914 Discontinued
0.6484 Remote Similarity NPD8298 Phase 2
0.6446 Remote Similarity NPD8418 Phase 2
0.64 Remote Similarity NPD7646 Clinical (unspecified phase)
0.6391 Remote Similarity NPD6909 Approved
0.6391 Remote Similarity NPD6908 Approved
0.632 Remote Similarity NPD8040 Discontinued
0.6306 Remote Similarity NPD6928 Phase 2
0.6296 Remote Similarity NPD3703 Phase 2
0.6286 Remote Similarity NPD8449 Approved
0.6273 Remote Similarity NPD6118 Approved
0.6273 Remote Similarity NPD6697 Approved
0.6273 Remote Similarity NPD6114 Approved
0.6273 Remote Similarity NPD6115 Approved
0.627 Remote Similarity NPD8307 Discontinued
0.627 Remote Similarity NPD8140 Approved
0.6241 Remote Similarity NPD8450 Suspended
0.6232 Remote Similarity NPD8337 Approved
0.6232 Remote Similarity NPD8336 Approved
0.622 Remote Similarity NPD8174 Phase 2
0.6218 Remote Similarity NPD8171 Discontinued
0.621 Remote Similarity NPD8301 Approved
0.621 Remote Similarity NPD8300 Approved
0.6204 Remote Similarity NPD7507 Approved
0.617 Remote Similarity NPD8338 Approved
0.616 Remote Similarity NPD7911 Approved
0.616 Remote Similarity NPD7986 Approved
0.616 Remote Similarity NPD7987 Approved
0.616 Remote Similarity NPD7912 Approved
0.6148 Remote Similarity NPD7920 Phase 3
0.6148 Remote Similarity NPD7919 Phase 3
0.6147 Remote Similarity NPD3702 Approved
0.6142 Remote Similarity NPD6412 Phase 2
0.6115 Remote Similarity NPD7736 Approved
0.6107 Remote Similarity NPD8133 Approved
0.6103 Remote Similarity NPD6370 Approved
0.6098 Remote Similarity NPD8088 Phase 1
0.6091 Remote Similarity NPD6117 Approved
0.6071 Remote Similarity NPD7319 Approved
0.6047 Remote Similarity NPD8305 Approved
0.6047 Remote Similarity NPD8306 Approved
0.6036 Remote Similarity NPD6116 Phase 1
0.6029 Remote Similarity NPD6921 Approved
0.6019 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6016 Remote Similarity NPD7989 Approved
0.6016 Remote Similarity NPD7990 Approved
0.6015 Remote Similarity NPD7754 Approved
0.6015 Remote Similarity NPD7755 Approved
0.5956 Remote Similarity NPD6059 Approved
0.5956 Remote Similarity NPD6054 Approved
0.5942 Remote Similarity NPD7122 Discontinued
0.5929 Remote Similarity NPD8293 Discontinued
0.5926 Remote Similarity NPD4245 Approved
0.5926 Remote Similarity NPD4244 Approved
0.5923 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5909 Remote Similarity NPD8077 Approved
0.5909 Remote Similarity NPD8078 Approved
0.5909 Remote Similarity NPD6882 Approved
0.5909 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5888 Remote Similarity NPD5360 Phase 3
0.5888 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5872 Remote Similarity NPD5777 Approved
0.5868 Remote Similarity NPD8034 Phase 2
0.5868 Remote Similarity NPD8035 Phase 2
0.5852 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5852 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5833 Remote Similarity NPD3698 Phase 2
0.5833 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5833 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5833 Remote Similarity NPD2690 Discontinued
0.5814 Remote Similarity NPD7128 Approved
0.5814 Remote Similarity NPD6675 Approved
0.5814 Remote Similarity NPD5739 Approved
0.5814 Remote Similarity NPD6402 Approved
0.5802 Remote Similarity NPD6373 Approved
0.5802 Remote Similarity NPD6372 Approved
0.5797 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5797 Remote Similarity NPD6015 Approved
0.5797 Remote Similarity NPD6016 Approved
0.5794 Remote Similarity NPD4836 Approved
0.5794 Remote Similarity NPD4838 Approved
0.5794 Remote Similarity NPD4837 Approved
0.5794 Remote Similarity NPD4835 Approved
0.5786 Remote Similarity NPD7492 Approved
0.5755 Remote Similarity NPD8080 Discontinued
0.5755 Remote Similarity NPD5988 Approved
0.5748 Remote Similarity NPD1700 Approved
0.5745 Remote Similarity NPD6616 Approved
0.5735 Remote Similarity NPD6009 Approved
0.5725 Remote Similarity NPD7148 Clinical (unspecified phase)
0.5725 Remote Similarity NPD6899 Approved
0.5725 Remote Similarity NPD7147 Phase 3
0.5725 Remote Similarity NPD6881 Approved
0.5725 Remote Similarity NPD7320 Approved
0.5714 Remote Similarity NPD6649 Approved
0.5714 Remote Similarity NPD7604 Phase 2
0.5714 Remote Similarity NPD8328 Phase 3
0.5714 Remote Similarity NPD6650 Approved
0.5704 Remote Similarity NPD7078 Approved
0.5694 Remote Similarity NPD7751 Phase 1
0.5694 Remote Similarity NPD8392 Approved
0.5694 Remote Similarity NPD8391 Approved
0.5694 Remote Similarity NPD8390 Approved
0.5693 Remote Similarity NPD7327 Approved
0.5693 Remote Similarity NPD7328 Approved
0.5692 Remote Similarity NPD6008 Approved
0.569 Remote Similarity NPD1780 Approved
0.569 Remote Similarity NPD1779 Approved
0.5674 Remote Similarity NPD8340 Approved
0.5674 Remote Similarity NPD8342 Approved
0.5674 Remote Similarity NPD8341 Approved
0.5674 Remote Similarity NPD8299 Approved
0.5652 Remote Similarity NPD7517 Approved
0.5652 Remote Similarity NPD7516 Approved
0.5652 Remote Similarity NPD7518 Approved
0.5652 Remote Similarity NPD7519 Approved
0.5649 Remote Similarity NPD5697 Approved
0.5649 Remote Similarity NPD5701 Approved
0.5639 Remote Similarity NPD7102 Approved
0.5639 Remote Similarity NPD7290 Approved
0.5639 Remote Similarity NPD6883 Approved
0.5638 Remote Similarity NPD6334 Approved
0.5638 Remote Similarity NPD6333 Approved
0.5636 Remote Similarity NPD4789 Approved
0.5635 Remote Similarity NPD4282 Approved
0.5635 Remote Similarity NPD4755 Approved
0.5634 Remote Similarity NPD8451 Approved
0.563 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5612 Remote Similarity NPD8294 Approved
0.5612 Remote Similarity NPD8377 Approved
0.5606 Remote Similarity NPD5345 Clinical (unspecified phase)

  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