Structure

Physi-Chem Properties

Molecular Weight:  700.33
Volume:  692.905
LogP:  3.848
LogD:  1.99
LogS:  -4.665
# Rotatable Bonds:  22
TPSA:  207.49
# H-Bond Aceptor:  15
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.175
Synthetic Accessibility Score:  5.28
Fsp3:  0.765
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:  -4.612
MDCK Permeability:  9.504339686827734e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.127
20% Bioavailability (F20%):  0.48
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.594
Plasma Protein Binding (PPB):  68.81233978271484%
Volume Distribution (VD):  0.86
Pgp-substrate:  20.82814598083496%

ADMET: Metabolism

CYP1A2-inhibitor:  0.005
CYP1A2-substrate:  0.017
CYP2C19-inhibitor:  0.02
CYP2C19-substrate:  0.121
CYP2C9-inhibitor:  0.126
CYP2C9-substrate:  0.05
CYP2D6-inhibitor:  0.047
CYP2D6-substrate:  0.018
CYP3A4-inhibitor:  0.398
CYP3A4-substrate:  0.389

ADMET: Excretion

Clearance (CL):  3.349
Half-life (T1/2):  0.095

ADMET: Toxicity

hERG Blockers:  0.007
Human Hepatotoxicity (H-HT):  0.761
Drug-inuced Liver Injury (DILI):  0.936
AMES Toxicity:  0.951
Rat Oral Acute Toxicity:  0.013
Maximum Recommended Daily Dose:  0.383
Skin Sensitization:  0.235
Carcinogencity:  0.914
Eye Corrosion:  0.127
Eye Irritation:  0.075
Respiratory Toxicity:  0.02

Download Data

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

  Natural Product: NPC329704

Natural Product ID:  NPC329704
Common Name*:   Jatamanvaltrate A
IUPAC Name:   [(1S,4aR,6S,7R,7aS)-6-acetyloxy-7-[(3-acetyloxy-3-methylbutanoyl)oxymethyl]-4a,7-dihydroxy-1-(3-methylbutanoyloxy)-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate
Synonyms:  
Standard InCHIKey:  RSFLKWAAFPCZOO-YXIIQOEFSA-N
Standard InCHI:  InChI=1S/C34H52O15/c1-18(2)11-25(37)47-28(20(5)6)30(40)43-15-23-16-44-31(48-26(38)12-19(3)4)29-33(23,41)13-24(46-21(7)35)34(29,42)17-45-27(39)14-32(9,10)49-22(8)36/h16,18-20,24,28-29,31,41-42H,11-15,17H2,1-10H3/t24-,28?,29-,31-,33-,34+/m0/s1
SMILES:  CC(CC(=O)O[C@@H]1OC=C([C@@]2([C@H]1[C@@](O)(COC(=O)CC(OC(=O)C)(C)C)[C@H](C2)OC(=O)C)O)COC(=O)C(C(C)C)OC(=O)CC(C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL552776
PubChem CID:   42640645
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0002967] Hexacarboxylic acids and derivatives

*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
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[19245261]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[20151678]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[20853876]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29016 Valeriana jatamansi Species Caprifoliaceae 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
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[512259]
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10000.0 nM PMID[512259]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10000.0 nM PMID[512259]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 5300.0 nM PMID[512259]

☑ 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 NPC329704 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
0.9789 High Similarity NPC27474
0.9789 High Similarity NPC476230
0.9684 High Similarity NPC476211
0.9684 High Similarity NPC476320
0.9583 High Similarity NPC216911
0.9388 High Similarity NPC329834
0.9381 High Similarity NPC476228
0.9368 High Similarity NPC170527
0.9158 High Similarity NPC274588
0.9072 High Similarity NPC86843
0.9062 High Similarity NPC93869
0.9062 High Similarity NPC6765
0.8969 High Similarity NPC284063
0.8932 High Similarity NPC208307
0.8557 High Similarity NPC235051
0.8557 High Similarity NPC66504
0.8302 Intermediate Similarity NPC110701
0.8095 Intermediate Similarity NPC37240
0.8077 Intermediate Similarity NPC4637
0.8077 Intermediate Similarity NPC98859
0.8037 Intermediate Similarity NPC197813
0.8037 Intermediate Similarity NPC148270
0.8037 Intermediate Similarity NPC80338
0.8 Intermediate Similarity NPC35185
0.8 Intermediate Similarity NPC474730
0.8 Intermediate Similarity NPC177013
0.8 Intermediate Similarity NPC4899
0.7982 Intermediate Similarity NPC193741
0.7944 Intermediate Similarity NPC170432
0.7944 Intermediate Similarity NPC127235
0.7925 Intermediate Similarity NPC475928
0.7921 Intermediate Similarity NPC470187
0.7905 Intermediate Similarity NPC3488
0.7905 Intermediate Similarity NPC20673
0.7905 Intermediate Similarity NPC287539
0.7885 Intermediate Similarity NPC151093
0.7838 Intermediate Similarity NPC475851
0.7838 Intermediate Similarity NPC475924
0.783 Intermediate Similarity NPC304163
0.7822 Intermediate Similarity NPC294643
0.7822 Intermediate Similarity NPC473150
0.7822 Intermediate Similarity NPC274274
0.781 Intermediate Similarity NPC244878
0.78 Intermediate Similarity NPC93190
0.7736 Intermediate Similarity NPC219038
0.7664 Intermediate Similarity NPC106668
0.7664 Intermediate Similarity NPC471599
0.7624 Intermediate Similarity NPC50464
0.7593 Intermediate Similarity NPC473148
0.7593 Intermediate Similarity NPC27687
0.757 Intermediate Similarity NPC471767
0.7547 Intermediate Similarity NPC96399
0.7547 Intermediate Similarity NPC90819
0.7547 Intermediate Similarity NPC469919
0.7547 Intermediate Similarity NPC469918
0.7547 Intermediate Similarity NPC117066
0.75 Intermediate Similarity NPC250594
0.7453 Intermediate Similarity NPC261372
0.7453 Intermediate Similarity NPC236580
0.7453 Intermediate Similarity NPC304445
0.7453 Intermediate Similarity NPC263674
0.7453 Intermediate Similarity NPC58267
0.7407 Intermediate Similarity NPC67296
0.7383 Intermediate Similarity NPC223700
0.7379 Intermediate Similarity NPC246173
0.7358 Intermediate Similarity NPC161293
0.7358 Intermediate Similarity NPC474297
0.7345 Intermediate Similarity NPC106760
0.7339 Intermediate Similarity NPC49393
0.7333 Intermediate Similarity NPC472198
0.7327 Intermediate Similarity NPC149018
0.7327 Intermediate Similarity NPC171484
0.7308 Intermediate Similarity NPC472199
0.7297 Intermediate Similarity NPC44004
0.729 Intermediate Similarity NPC474313
0.7288 Intermediate Similarity NPC477092
0.7288 Intermediate Similarity NPC219656
0.7282 Intermediate Similarity NPC22918
0.7273 Intermediate Similarity NPC232515
0.7264 Intermediate Similarity NPC241407
0.7264 Intermediate Similarity NPC291709
0.7238 Intermediate Similarity NPC475788
0.7222 Intermediate Similarity NPC49833
0.7222 Intermediate Similarity NPC124181
0.7222 Intermediate Similarity NPC249171
0.7203 Intermediate Similarity NPC475401
0.719 Intermediate Similarity NPC219804
0.7184 Intermediate Similarity NPC148534
0.7182 Intermediate Similarity NPC78127
0.7182 Intermediate Similarity NPC471757
0.7182 Intermediate Similarity NPC105725
0.7182 Intermediate Similarity NPC214714
0.7182 Intermediate Similarity NPC475986
0.7182 Intermediate Similarity NPC200672
0.7182 Intermediate Similarity NPC80144
0.7179 Intermediate Similarity NPC277583
0.717 Intermediate Similarity NPC63897
0.7168 Intermediate Similarity NPC117604
0.7168 Intermediate Similarity NPC224414
0.7167 Intermediate Similarity NPC233500
0.7155 Intermediate Similarity NPC102619
0.7143 Intermediate Similarity NPC276298
0.713 Intermediate Similarity NPC470684
0.713 Intermediate Similarity NPC153559
0.713 Intermediate Similarity NPC472290
0.713 Intermediate Similarity NPC470683
0.7129 Intermediate Similarity NPC98276
0.7129 Intermediate Similarity NPC259296
0.712 Intermediate Similarity NPC213634
0.7119 Intermediate Similarity NPC475305
0.7107 Intermediate Similarity NPC196130
0.7103 Intermediate Similarity NPC101051
0.7103 Intermediate Similarity NPC167893
0.7103 Intermediate Similarity NPC472873
0.7091 Intermediate Similarity NPC26557
0.7087 Intermediate Similarity NPC258501
0.708 Intermediate Similarity NPC26617
0.7075 Intermediate Similarity NPC320089
0.7075 Intermediate Similarity NPC472195
0.7075 Intermediate Similarity NPC238090
0.7075 Intermediate Similarity NPC472196
0.7069 Intermediate Similarity NPC243572
0.7068 Intermediate Similarity NPC194854
0.7068 Intermediate Similarity NPC48813
0.7064 Intermediate Similarity NPC473307
0.7064 Intermediate Similarity NPC37866
0.7064 Intermediate Similarity NPC470188
0.7059 Intermediate Similarity NPC475130
0.7059 Intermediate Similarity NPC13710
0.7059 Intermediate Similarity NPC474286
0.7054 Intermediate Similarity NPC86095
0.7049 Intermediate Similarity NPC1980
0.7049 Intermediate Similarity NPC238005
0.7049 Intermediate Similarity NPC141196
0.7045 Intermediate Similarity NPC471171
0.7031 Intermediate Similarity NPC256618
0.7031 Intermediate Similarity NPC219058
0.7027 Intermediate Similarity NPC475956
0.7027 Intermediate Similarity NPC252242
0.7027 Intermediate Similarity NPC94919
0.7025 Intermediate Similarity NPC470829
0.7025 Intermediate Similarity NPC473228
0.7015 Intermediate Similarity NPC475462
0.7015 Intermediate Similarity NPC16729
0.7009 Intermediate Similarity NPC159698
0.7 Intermediate Similarity NPC473146
0.7 Intermediate Similarity NPC130792
0.7 Intermediate Similarity NPC22149
0.7 Intermediate Similarity NPC186861
0.7 Intermediate Similarity NPC306344
0.7 Intermediate Similarity NPC255677
0.6992 Remote Similarity NPC471172
0.6991 Remote Similarity NPC470980
0.6991 Remote Similarity NPC475290
0.699 Remote Similarity NPC321812
0.699 Remote Similarity NPC322922
0.6984 Remote Similarity NPC173347
0.6983 Remote Similarity NPC272242
0.6981 Remote Similarity NPC472197
0.6972 Remote Similarity NPC474182
0.6972 Remote Similarity NPC471150
0.6972 Remote Similarity NPC181151
0.6964 Remote Similarity NPC260809
0.6964 Remote Similarity NPC234304
0.6964 Remote Similarity NPC118761
0.6964 Remote Similarity NPC197541
0.6964 Remote Similarity NPC267869
0.6964 Remote Similarity NPC474783
0.6964 Remote Similarity NPC284929
0.6957 Remote Similarity NPC15218
0.6953 Remote Similarity NPC470117
0.6953 Remote Similarity NPC475376
0.6953 Remote Similarity NPC471234
0.6949 Remote Similarity NPC106446
0.6944 Remote Similarity NPC475900
0.6942 Remote Similarity NPC281840
0.6937 Remote Similarity NPC298255
0.6937 Remote Similarity NPC28304
0.6935 Remote Similarity NPC198714
0.693 Remote Similarity NPC470169
0.693 Remote Similarity NPC470170
0.693 Remote Similarity NPC474285
0.693 Remote Similarity NPC254538
0.6923 Remote Similarity NPC475277
0.6923 Remote Similarity NPC98038
0.6923 Remote Similarity NPC473522
0.6923 Remote Similarity NPC313921
0.6923 Remote Similarity NPC31349
0.6923 Remote Similarity NPC477093
0.6917 Remote Similarity NPC472080
0.6917 Remote Similarity NPC475309
0.6916 Remote Similarity NPC474835
0.6909 Remote Similarity NPC274458
0.6909 Remote Similarity NPC474957
0.6909 Remote Similarity NPC79449
0.6909 Remote Similarity NPC472015
0.6909 Remote Similarity NPC45125
0.6903 Remote Similarity NPC80809
0.6903 Remote Similarity NPC474550
0.6903 Remote Similarity NPC220964

  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 NPC329704 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
0.708 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD8133 Approved
0.6885 Remote Similarity NPD7503 Approved
0.6838 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6754 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6754 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6748 Remote Similarity NPD8033 Approved
0.6746 Remote Similarity NPD8293 Discontinued
0.6693 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD8377 Approved
0.6667 Remote Similarity NPD8294 Approved
0.6641 Remote Similarity NPD7319 Approved
0.6639 Remote Similarity NPD7327 Approved
0.6639 Remote Similarity NPD7328 Approved
0.6613 Remote Similarity NPD8378 Approved
0.6613 Remote Similarity NPD8296 Approved
0.6613 Remote Similarity NPD8380 Approved
0.6613 Remote Similarity NPD8335 Approved
0.6613 Remote Similarity NPD8379 Approved
0.6613 Remote Similarity NPD8513 Phase 3
0.6604 Remote Similarity NPD4251 Approved
0.6604 Remote Similarity NPD4250 Approved
0.6585 Remote Similarity NPD7516 Approved
0.6581 Remote Similarity NPD6686 Approved
0.656 Remote Similarity NPD6370 Approved
0.6535 Remote Similarity NPD7507 Approved
0.6509 Remote Similarity NPD4249 Approved
0.65 Remote Similarity NPD6053 Discontinued
0.648 Remote Similarity NPD8515 Approved
0.648 Remote Similarity NPD8516 Approved
0.648 Remote Similarity NPD8517 Approved
0.6471 Remote Similarity NPD6371 Approved
0.646 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6457 Remote Similarity NPD7492 Approved
0.6406 Remote Similarity NPD6616 Approved
0.64 Remote Similarity NPD6059 Approved
0.64 Remote Similarity NPD6319 Approved
0.64 Remote Similarity NPD6054 Approved
0.6364 Remote Similarity NPD7983 Approved
0.6357 Remote Similarity NPD7078 Approved
0.6356 Remote Similarity NPD6412 Phase 2
0.6349 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6299 Remote Similarity NPD8080 Discontinued
0.6273 Remote Similarity NPD46 Approved
0.6273 Remote Similarity NPD6698 Approved
0.6273 Remote Similarity NPD7838 Discovery
0.6262 Remote Similarity NPD6082 Clinical (unspecified phase)
0.625 Remote Similarity NPD4822 Approved
0.625 Remote Similarity NPD5790 Clinical (unspecified phase)
0.625 Remote Similarity NPD4820 Approved
0.625 Remote Similarity NPD4821 Approved
0.625 Remote Similarity NPD4819 Approved
0.622 Remote Similarity NPD6016 Approved
0.622 Remote Similarity NPD6015 Approved
0.6172 Remote Similarity NPD5988 Approved
0.616 Remote Similarity NPD8137 Clinical (unspecified phase)
0.616 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6124 Remote Similarity NPD8328 Phase 3
0.6098 Remote Similarity NPD6882 Approved
0.6098 Remote Similarity NPD8297 Approved
0.6075 Remote Similarity NPD7154 Phase 3
0.6071 Remote Similarity NPD7637 Suspended
0.6058 Remote Similarity NPD4268 Approved
0.6058 Remote Similarity NPD4271 Approved
0.6033 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6032 Remote Similarity NPD6009 Approved
0.6 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5985 Remote Similarity NPD8074 Phase 3
0.5983 Remote Similarity NPD7639 Approved
0.5983 Remote Similarity NPD7640 Approved
0.5981 Remote Similarity NPD6435 Approved
0.5965 Remote Similarity NPD5282 Discontinued
0.5948 Remote Similarity NPD6084 Phase 2
0.5948 Remote Similarity NPD6083 Phase 2
0.5942 Remote Similarity NPD7966 Clinical (unspecified phase)
0.594 Remote Similarity NPD6033 Approved
0.5932 Remote Similarity NPD5344 Discontinued
0.5926 Remote Similarity NPD5362 Discontinued
0.5913 Remote Similarity NPD5695 Phase 3
0.5909 Remote Similarity NPD8451 Approved
0.5906 Remote Similarity NPD7115 Discovery
0.5905 Remote Similarity NPD4238 Approved
0.5905 Remote Similarity NPD4802 Phase 2
0.5897 Remote Similarity NPD4225 Approved
0.5897 Remote Similarity NPD7638 Approved
0.5888 Remote Similarity NPD5369 Approved
0.5868 Remote Similarity NPD7128 Approved
0.5868 Remote Similarity NPD6402 Approved
0.5868 Remote Similarity NPD6675 Approved
0.5868 Remote Similarity NPD5739 Approved
0.5865 Remote Similarity NPD8448 Approved
0.5862 Remote Similarity NPD7839 Suspended
0.5856 Remote Similarity NPD7524 Approved
0.5854 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5854 Remote Similarity NPD6372 Approved
0.5854 Remote Similarity NPD6373 Approved
0.5852 Remote Similarity NPD5956 Approved
0.5846 Remote Similarity NPD8444 Approved
0.5841 Remote Similarity NPD5785 Approved
0.5833 Remote Similarity NPD4270 Approved
0.5833 Remote Similarity NPD8342 Approved
0.5833 Remote Similarity NPD8340 Approved
0.5833 Remote Similarity NPD8299 Approved
0.5833 Remote Similarity NPD8341 Approved
0.5833 Remote Similarity NPD4269 Approved
0.5798 Remote Similarity NPD1700 Approved
0.5794 Remote Similarity NPD5368 Approved
0.5794 Remote Similarity NPD4632 Approved
0.5785 Remote Similarity NPD8170 Clinical (unspecified phase)
0.578 Remote Similarity NPD6110 Phase 1
0.578 Remote Similarity NPD5332 Approved
0.578 Remote Similarity NPD5331 Approved
0.5772 Remote Similarity NPD6881 Approved
0.5772 Remote Similarity NPD7320 Approved
0.5772 Remote Similarity NPD6899 Approved
0.5766 Remote Similarity NPD5786 Approved
0.5763 Remote Similarity NPD5696 Approved
0.576 Remote Similarity NPD6650 Approved
0.576 Remote Similarity NPD8130 Phase 1
0.576 Remote Similarity NPD6649 Approved
0.5758 Remote Similarity NPD7829 Approved
0.5758 Remote Similarity NPD7830 Approved
0.5752 Remote Similarity NPD1695 Approved
0.5741 Remote Similarity NPD4790 Discontinued
0.5739 Remote Similarity NPD5779 Approved
0.5739 Remote Similarity NPD5778 Approved
0.5739 Remote Similarity NPD8171 Discontinued
0.5735 Remote Similarity NPD8391 Approved
0.5735 Remote Similarity NPD8392 Approved
0.5735 Remote Similarity NPD8390 Approved
0.5727 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5727 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6648 Approved
0.5704 Remote Similarity NPD8337 Approved
0.5704 Remote Similarity NPD8336 Approved
0.5691 Remote Similarity NPD5697 Approved
0.5691 Remote Similarity NPD5701 Approved
0.568 Remote Similarity NPD4634 Approved
0.568 Remote Similarity NPD6883 Approved
0.568 Remote Similarity NPD7102 Approved
0.568 Remote Similarity NPD7290 Approved
0.5676 Remote Similarity NPD5363 Approved
0.5652 Remote Similarity NPD8034 Phase 2
0.5652 Remote Similarity NPD8035 Phase 2
0.5652 Remote Similarity NPD5693 Phase 1
0.5648 Remote Similarity NPD4252 Approved
0.5643 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5639 Remote Similarity NPD7642 Approved
0.5639 Remote Similarity NPD7604 Phase 2
0.5636 Remote Similarity NPD3669 Approved
0.5636 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5636 Remote Similarity NPD6695 Phase 3
0.5635 Remote Similarity NPD6847 Approved
0.5635 Remote Similarity NPD6617 Approved
0.5635 Remote Similarity NPD6869 Approved
0.562 Remote Similarity NPD8084 Approved
0.562 Remote Similarity NPD8138 Approved
0.562 Remote Similarity NPD8086 Approved
0.562 Remote Similarity NPD8082 Approved
0.562 Remote Similarity NPD7632 Discontinued
0.562 Remote Similarity NPD8083 Approved
0.562 Remote Similarity NPD8085 Approved
0.562 Remote Similarity NPD8139 Approved
0.5614 Remote Similarity NPD6051 Approved
0.5606 Remote Similarity NPD8266 Approved
0.5606 Remote Similarity NPD8269 Approved
0.5606 Remote Similarity NPD8267 Approved
0.5606 Remote Similarity NPD5983 Phase 2
0.5606 Remote Similarity NPD6921 Approved
0.5606 Remote Similarity NPD8268 Approved
0.56 Remote Similarity NPD6012 Approved
0.56 Remote Similarity NPD6014 Approved
0.56 Remote Similarity NPD6013 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