Structure

Physi-Chem Properties

Molecular Weight:  832.35
Volume:  815.275
LogP:  3.09
LogD:  1.246
LogS:  -3.824
# Rotatable Bonds:  19
TPSA:  241.0
# H-Bond Aceptor:  17
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  17

MedChem Properties

QED Drug-Likeness Score:  0.118
Synthetic Accessibility Score:  6.585
Fsp3:  0.69
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.367
MDCK Permeability:  0.00013264210429042578
Pgp-inhibitor:  0.98
Pgp-substrate:  0.32
Human Intestinal Absorption (HIA):  0.925
20% Bioavailability (F20%):  0.652
30% Bioavailability (F30%):  0.974

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.035
Plasma Protein Binding (PPB):  65.2930908203125%
Volume Distribution (VD):  0.432
Pgp-substrate:  22.145973205566406%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.014
CYP2C19-inhibitor:  0.009
CYP2C19-substrate:  0.078
CYP2C9-inhibitor:  0.016
CYP2C9-substrate:  0.005
CYP2D6-inhibitor:  0.046
CYP2D6-substrate:  0.034
CYP3A4-inhibitor:  0.353
CYP3A4-substrate:  0.304

ADMET: Excretion

Clearance (CL):  4.219
Half-life (T1/2):  0.872

ADMET: Toxicity

hERG Blockers:  0.019
Human Hepatotoxicity (H-HT):  0.885
Drug-inuced Liver Injury (DILI):  0.962
AMES Toxicity:  0.015
Rat Oral Acute Toxicity:  0.848
Maximum Recommended Daily Dose:  0.652
Skin Sensitization:  0.039
Carcinogencity:  0.031
Eye Corrosion:  0.003
Eye Irritation:  0.037
Respiratory Toxicity:  0.889

Download Data

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

  Natural Product: NPC472659

Natural Product ID:  NPC472659
Common Name*:   ACJBWXHPMXQERX-XCOZRLFLSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  ACJBWXHPMXQERX-XCOZRLFLSA-N
Standard InCHI:  InChI=1S/C42H56O17/c1-12-20(4)37(50)56-33-31(24-13-14-53-17-24)41(10)34(57-38(51)32(47)19(2)3)29(36(48)49)30(21(5)42(41)35(33)59-42)40(9)25(15-27(45)52-11)39(8,18-54-22(6)43)58-28(46)16-26(40)55-23(7)44/h13-14,17,19-20,25-26,29-35,47H,5,12,15-16,18H2,1-4,6-11H3,(H,48,49)/t20?,25-,26-,29+,30+,31+,32?,33?,34-,35+,39-,40+,41+,42+/m0/s1
SMILES:  COC(=O)C[C@H]1[C@](C)(COC(=O)C)OC(=O)C[C@@H]([C@]1(C)[C@H]1[C@@H](C(=O)O)[C@H](OC(=O)C(C(C)C)O)[C@@]2([C@]3(C1=C)O[C@@H]3C([C@H]2c1ccoc1)OC(=O)C(CC)C)C)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3581396
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000050] Lactones

*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
NPO32927.1 Dysoxylum mollissimum Under-species n.a. n.a. n.a. n.a. n.a. PMID[25781655]

☑ 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
NPT168 Cell Line P388 Mus musculus IC50 = 6700.0 nM PMID[480869]
NPT81 Cell Line A549 Homo sapiens IC50 = 2100.0 nM PMID[480869]

☑ 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 NPC472659 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
0.9329 High Similarity NPC471632
0.9264 High Similarity NPC472650
0.9187 High Similarity NPC470789
0.9136 High Similarity NPC259943
0.9125 High Similarity NPC472779
0.9096 High Similarity NPC94763
0.9085 High Similarity NPC472766
0.9085 High Similarity NPC472765
0.9074 High Similarity NPC472669
0.9024 High Similarity NPC472764
0.8982 High Similarity NPC236004
0.8976 High Similarity NPC159232
0.897 High Similarity NPC472652
0.8963 High Similarity NPC149945
0.8929 High Similarity NPC469633
0.8909 High Similarity NPC476224
0.8909 High Similarity NPC472651
0.8896 High Similarity NPC472767
0.8896 High Similarity NPC472668
0.8869 High Similarity NPC471437
0.8869 High Similarity NPC469576
0.8862 High Similarity NPC285227
0.8855 High Similarity NPC327922
0.8837 High Similarity NPC105395
0.8837 High Similarity NPC242068
0.8837 High Similarity NPC247563
0.8827 High Similarity NPC45101
0.8802 High Similarity NPC470995
0.878 High Similarity NPC471167
0.878 High Similarity NPC471166
0.878 High Similarity NPC6326
0.8773 High Similarity NPC475226
0.8772 High Similarity NPC470938
0.8765 High Similarity NPC478177
0.8743 High Similarity NPC271235
0.8743 High Similarity NPC472673
0.8727 High Similarity NPC302369
0.8727 High Similarity NPC134254
0.8727 High Similarity NPC165218
0.8727 High Similarity NPC39986
0.872 High Similarity NPC472653
0.8712 High Similarity NPC195131
0.8712 High Similarity NPC475066
0.8712 High Similarity NPC187149
0.8698 High Similarity NPC469848
0.8696 High Similarity NPC84063
0.8683 High Similarity NPC472774
0.8683 High Similarity NPC476853
0.8683 High Similarity NPC472775
0.8683 High Similarity NPC472282
0.8675 High Similarity NPC271657
0.8667 High Similarity NPC5741
0.8659 High Similarity NPC475967
0.8659 High Similarity NPC474932
0.8659 High Similarity NPC472671
0.865 High Similarity NPC204663
0.8631 High Similarity NPC160651
0.8631 High Similarity NPC471397
0.8625 High Similarity NPC472654
0.8625 High Similarity NPC470790
0.8625 High Similarity NPC470791
0.8623 High Similarity NPC214600
0.8623 High Similarity NPC478178
0.8614 High Similarity NPC471168
0.8614 High Similarity NPC472773
0.8606 High Similarity NPC335761
0.8598 High Similarity NPC261597
0.8598 High Similarity NPC36655
0.8598 High Similarity NPC299038
0.8589 High Similarity NPC214541
0.8589 High Similarity NPC44675
0.858 High Similarity NPC268905
0.8571 High Similarity NPC478179
0.8571 High Similarity NPC476850
0.8571 High Similarity NPC156189
0.8571 High Similarity NPC173516
0.8571 High Similarity NPC476861
0.8563 High Similarity NPC476856
0.8563 High Similarity NPC476858
0.8563 High Similarity NPC476857
0.8563 High Similarity NPC123088
0.8554 High Similarity NPC470792
0.8554 High Similarity NPC5079
0.8554 High Similarity NPC472771
0.8554 High Similarity NPC18347
0.8554 High Similarity NPC329938
0.8554 High Similarity NPC197596
0.8554 High Similarity NPC149896
0.8537 High Similarity NPC126723
0.8528 High Similarity NPC253201
0.8528 High Similarity NPC302054
0.8519 High Similarity NPC18135
0.8512 High Similarity NPC472670
0.8512 High Similarity NPC307781
0.8512 High Similarity NPC470875
0.8512 High Similarity NPC23387
0.8509 High Similarity NPC69647
0.8509 High Similarity NPC125182
0.8503 High Similarity NPC477405
0.8503 High Similarity NPC234660
0.8503 High Similarity NPC469846
0.8503 High Similarity NPC51568
0.8494 Intermediate Similarity NPC25255
0.8494 Intermediate Similarity NPC477402
0.8485 Intermediate Similarity NPC470119
0.8485 Intermediate Similarity NPC472772
0.8485 Intermediate Similarity NPC472777
0.8485 Intermediate Similarity NPC472778
0.8485 Intermediate Similarity NPC214495
0.8485 Intermediate Similarity NPC472776
0.8466 Intermediate Similarity NPC29695
0.8466 Intermediate Similarity NPC182427
0.8466 Intermediate Similarity NPC472672
0.8452 Intermediate Similarity NPC476860
0.8452 Intermediate Similarity NPC469849
0.8452 Intermediate Similarity NPC276551
0.8443 Intermediate Similarity NPC117986
0.8443 Intermediate Similarity NPC193798
0.8443 Intermediate Similarity NPC69028
0.8443 Intermediate Similarity NPC82851
0.8443 Intermediate Similarity NPC200782
0.8434 Intermediate Similarity NPC237155
0.8424 Intermediate Similarity NPC471169
0.8424 Intermediate Similarity NPC175964
0.8421 Intermediate Similarity NPC169299
0.8421 Intermediate Similarity NPC160818
0.8415 Intermediate Similarity NPC57998
0.8412 Intermediate Similarity NPC242334
0.8402 Intermediate Similarity NPC472141
0.8393 Intermediate Similarity NPC224394
0.8393 Intermediate Similarity NPC469338
0.8393 Intermediate Similarity NPC663
0.8393 Intermediate Similarity NPC292389
0.8385 Intermediate Similarity NPC221809
0.8385 Intermediate Similarity NPC255414
0.8373 Intermediate Similarity NPC197137
0.8373 Intermediate Similarity NPC249021
0.8373 Intermediate Similarity NPC167142
0.8373 Intermediate Similarity NPC173544
0.8373 Intermediate Similarity NPC286722
0.8373 Intermediate Similarity NPC470118
0.8364 Intermediate Similarity NPC471175
0.8363 Intermediate Similarity NPC82602
0.8354 Intermediate Similarity NPC469503
0.8354 Intermediate Similarity NPC75906
0.8353 Intermediate Similarity NPC100333
0.8343 Intermediate Similarity NPC470940
0.8343 Intermediate Similarity NPC261184
0.8333 Intermediate Similarity NPC263432
0.8333 Intermediate Similarity NPC96443
0.8333 Intermediate Similarity NPC470939
0.8333 Intermediate Similarity NPC290400
0.8333 Intermediate Similarity NPC470181
0.8324 Intermediate Similarity NPC477824
0.8323 Intermediate Similarity NPC473473
0.8323 Intermediate Similarity NPC477403
0.8323 Intermediate Similarity NPC475295
0.8314 Intermediate Similarity NPC475641
0.8314 Intermediate Similarity NPC475237
0.8313 Intermediate Similarity NPC209364
0.8313 Intermediate Similarity NPC469485
0.8313 Intermediate Similarity NPC107646
0.8305 Intermediate Similarity NPC186746
0.8303 Intermediate Similarity NPC237259
0.8303 Intermediate Similarity NPC282445
0.8303 Intermediate Similarity NPC98206
0.8303 Intermediate Similarity NPC34421
0.8284 Intermediate Similarity NPC472139
0.8282 Intermediate Similarity NPC195325
0.8276 Intermediate Similarity NPC262386
0.8274 Intermediate Similarity NPC475381
0.8274 Intermediate Similarity NPC191828
0.8272 Intermediate Similarity NPC470941
0.8261 Intermediate Similarity NPC5676
0.8256 Intermediate Similarity NPC118086
0.8253 Intermediate Similarity NPC264943
0.8253 Intermediate Similarity NPC296807
0.8253 Intermediate Similarity NPC92979
0.8253 Intermediate Similarity NPC141538
0.8253 Intermediate Similarity NPC155939
0.8253 Intermediate Similarity NPC476262
0.825 Intermediate Similarity NPC243577
0.8242 Intermediate Similarity NPC476201
0.8242 Intermediate Similarity NPC33938
0.8242 Intermediate Similarity NPC308205
0.8242 Intermediate Similarity NPC322546
0.8235 Intermediate Similarity NPC470182
0.8232 Intermediate Similarity NPC470997
0.8225 Intermediate Similarity NPC211777
0.8225 Intermediate Similarity NPC188649
0.8214 Intermediate Similarity NPC307383
0.8204 Intermediate Similarity NPC263265
0.8199 Intermediate Similarity NPC251865
0.8187 Intermediate Similarity NPC97574
0.8187 Intermediate Similarity NPC121995
0.8187 Intermediate Similarity NPC93172
0.8187 Intermediate Similarity NPC121158
0.8176 Intermediate Similarity NPC288602
0.8176 Intermediate Similarity NPC88841
0.8176 Intermediate Similarity NPC198047

  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 NPC472659 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
0.8589 High Similarity NPD5761 Phase 2
0.8589 High Similarity NPD5760 Phase 2
0.8146 Intermediate Similarity NPD8434 Phase 2
0.7765 Intermediate Similarity NPD6765 Approved
0.7765 Intermediate Similarity NPD6764 Approved
0.7596 Intermediate Similarity NPD6785 Approved
0.7596 Intermediate Similarity NPD6784 Approved
0.7543 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD7799 Discontinued
0.7219 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7189 Intermediate Similarity NPD7685 Pre-registration
0.7118 Intermediate Similarity NPD4628 Phase 3
0.7108 Intermediate Similarity NPD8404 Phase 2
0.7045 Intermediate Similarity NPD6599 Discontinued
0.7022 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7075 Discontinued
0.6978 Remote Similarity NPD8127 Discontinued
0.6941 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6941 Remote Similarity NPD6004 Phase 3
0.6941 Remote Similarity NPD5762 Approved
0.6941 Remote Similarity NPD6005 Phase 3
0.6941 Remote Similarity NPD5763 Approved
0.6941 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6941 Remote Similarity NPD6002 Phase 3
0.6936 Remote Similarity NPD7236 Approved
0.6927 Remote Similarity NPD7819 Suspended
0.6915 Remote Similarity NPD6559 Discontinued
0.6914 Remote Similarity NPD6273 Approved
0.6872 Remote Similarity NPD6801 Discontinued
0.6856 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6836 Remote Similarity NPD7239 Suspended
0.68 Remote Similarity NPD6799 Approved
0.678 Remote Similarity NPD920 Approved
0.6776 Remote Similarity NPD919 Approved
0.6766 Remote Similarity NPD7497 Discontinued
0.6761 Remote Similarity NPD2533 Approved
0.6761 Remote Similarity NPD2532 Approved
0.6761 Remote Similarity NPD2534 Approved
0.6754 Remote Similarity NPD8312 Approved
0.6754 Remote Similarity NPD8313 Approved
0.672 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6719 Remote Similarity NPD8407 Phase 2
0.6706 Remote Similarity NPD6653 Approved
0.6703 Remote Similarity NPD7199 Phase 2
0.6703 Remote Similarity NPD5402 Approved
0.6703 Remote Similarity NPD3817 Phase 2
0.6684 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3882 Suspended
0.6667 Remote Similarity NPD642 Clinical (unspecified phase)
0.6649 Remote Similarity NPD8368 Discontinued
0.6647 Remote Similarity NPD6355 Discontinued
0.6647 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6628 Remote Similarity NPD2799 Discontinued
0.6627 Remote Similarity NPD5647 Approved
0.6614 Remote Similarity NPD3818 Discontinued
0.6613 Remote Similarity NPD1247 Approved
0.6592 Remote Similarity NPD5403 Approved
0.6579 Remote Similarity NPD5844 Phase 1
0.6576 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6575 Remote Similarity NPD4380 Phase 2
0.6573 Remote Similarity NPD5401 Approved
0.6573 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6564 Remote Similarity NPD8150 Discontinued
0.6561 Remote Similarity NPD7473 Discontinued
0.6559 Remote Similarity NPD5494 Approved
0.6554 Remote Similarity NPD643 Clinical (unspecified phase)
0.6552 Remote Similarity NPD1471 Phase 3
0.6541 Remote Similarity NPD3749 Approved
0.6541 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6534 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6528 Remote Similarity NPD7808 Phase 3
0.6527 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6526 Remote Similarity NPD3751 Discontinued
0.6522 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6519 Remote Similarity NPD3226 Approved
0.6508 Remote Similarity NPD6166 Phase 2
0.6508 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6508 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6491 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6489 Remote Similarity NPD6232 Discontinued
0.6489 Remote Similarity NPD3787 Discontinued
0.6486 Remote Similarity NPD4966 Approved
0.6486 Remote Similarity NPD4965 Approved
0.6486 Remote Similarity NPD4967 Phase 2
0.6486 Remote Similarity NPD7057 Phase 3
0.6486 Remote Similarity NPD7058 Phase 2
0.648 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6477 Remote Similarity NPD7251 Discontinued
0.6467 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6455 Remote Similarity NPD3926 Phase 2
0.6453 Remote Similarity NPD5735 Approved
0.6448 Remote Similarity NPD7411 Suspended
0.6443 Remote Similarity NPD4338 Clinical (unspecified phase)
0.644 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6439 Remote Similarity NPD7435 Discontinued
0.6437 Remote Similarity NPD7033 Discontinued
0.6425 Remote Similarity NPD6797 Phase 2
0.642 Remote Similarity NPD970 Clinical (unspecified phase)
0.6417 Remote Similarity NPD6234 Discontinued
0.6413 Remote Similarity NPD37 Approved
0.6413 Remote Similarity NPD1934 Approved
0.64 Remote Similarity NPD1551 Phase 2
0.6398 Remote Similarity NPD7768 Phase 2
0.6395 Remote Similarity NPD4140 Approved
0.6384 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6384 Remote Similarity NPD2800 Approved
0.6384 Remote Similarity NPD1243 Approved
0.6378 Remote Similarity NPD8455 Phase 2
0.6373 Remote Similarity NPD7074 Phase 3
0.6373 Remote Similarity NPD7472 Approved
0.6369 Remote Similarity NPD6362 Approved
0.6368 Remote Similarity NPD7930 Approved
0.6364 Remote Similarity NPD2346 Discontinued
0.6354 Remote Similarity NPD7228 Approved
0.6343 Remote Similarity NPD7907 Approved
0.6339 Remote Similarity NPD7458 Discontinued
0.6335 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6333 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6333 Remote Similarity NPD7874 Approved
0.6332 Remote Similarity NPD8361 Approved
0.6332 Remote Similarity NPD8435 Approved
0.6332 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6332 Remote Similarity NPD8360 Approved
0.6326 Remote Similarity NPD4111 Phase 1
0.6321 Remote Similarity NPD7054 Approved
0.6316 Remote Similarity NPD7315 Approved
0.6313 Remote Similarity NPD6190 Approved
0.6308 Remote Similarity NPD7240 Approved
0.6307 Remote Similarity NPD2796 Approved
0.6304 Remote Similarity NPD7028 Phase 2
0.6298 Remote Similarity NPD7999 Approved
0.6293 Remote Similarity NPD6779 Approved
0.6293 Remote Similarity NPD6777 Approved
0.6293 Remote Similarity NPD6780 Approved
0.6293 Remote Similarity NPD6781 Approved
0.6293 Remote Similarity NPD6778 Approved
0.6293 Remote Similarity NPD6782 Approved
0.6293 Remote Similarity NPD6776 Approved
0.629 Remote Similarity NPD2801 Approved
0.6284 Remote Similarity NPD5619 Clinical (unspecified phase)
0.628 Remote Similarity NPD7698 Approved
0.628 Remote Similarity NPD7696 Phase 3
0.628 Remote Similarity NPD7697 Approved
0.6279 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6279 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6272 Remote Similarity NPD7319 Approved
0.6271 Remote Similarity NPD2344 Approved
0.6264 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6264 Remote Similarity NPD447 Suspended
0.6263 Remote Similarity NPD6959 Discontinued
0.6257 Remote Similarity NPD6832 Phase 2
0.6257 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6257 Remote Similarity NPD4110 Phase 3
0.6257 Remote Similarity NPD1878 Clinical (unspecified phase)
0.625 Remote Similarity NPD8319 Approved
0.625 Remote Similarity NPD5808 Clinical (unspecified phase)
0.625 Remote Similarity NPD8320 Phase 1
0.625 Remote Similarity NPD7870 Phase 2
0.625 Remote Similarity NPD7871 Phase 2
0.625 Remote Similarity NPD4665 Approved
0.6243 Remote Similarity NPD8032 Phase 2
0.6238 Remote Similarity NPD7701 Phase 2
0.6237 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6236 Remote Similarity NPD1549 Phase 2
0.6231 Remote Similarity NPD8424 Clinical (unspecified phase)
0.623 Remote Similarity NPD5710 Approved
0.623 Remote Similarity NPD5711 Approved
0.623 Remote Similarity NPD7229 Phase 3
0.6226 Remote Similarity NPD7801 Approved
0.6225 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6221 Remote Similarity NPD7095 Approved
0.6215 Remote Similarity NPD6100 Approved
0.6215 Remote Similarity NPD2935 Discontinued
0.6215 Remote Similarity NPD6099 Approved
0.6209 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6203 Remote Similarity NPD7972 Discontinued
0.6203 Remote Similarity NPD1465 Phase 2
0.619 Remote Similarity NPD1608 Approved
0.6188 Remote Similarity NPD7296 Approved
0.6185 Remote Similarity NPD6798 Discontinued
0.6185 Remote Similarity NPD2313 Discontinued
0.6182 Remote Similarity NPD6319 Approved
0.618 Remote Similarity NPD1550 Clinical (unspecified phase)
0.618 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6175 Remote Similarity NPD1512 Approved
0.6171 Remote Similarity NPD230 Phase 1
0.6167 Remote Similarity NPD7982 Clinical (unspecified phase)
0.6167 Remote Similarity NPD3750 Approved
0.6166 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6165 Remote Similarity NPD8285 Discontinued
0.6154 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6154 Remote Similarity NPD3057 Approved
0.615 Remote Similarity NPD7782 Clinical (unspecified phase)
0.615 Remote Similarity NPD7783 Phase 2
0.6149 Remote Similarity NPD6233 Phase 2
0.6149 Remote Similarity NPD6663 Approved
0.6146 Remote Similarity NPD8485 Approved
0.6141 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6136 Remote Similarity NPD6353 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