Structure

Physi-Chem Properties

Molecular Weight:  654.29
Volume:  640.967
LogP:  1.769
LogD:  1.36
LogS:  -4.053
# Rotatable Bonds:  14
TPSA:  198.26
# H-Bond Aceptor:  14
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.218
Synthetic Accessibility Score:  5.346
Fsp3:  0.75
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:  -5.344
MDCK Permeability:  0.0002727554237935692
Pgp-inhibitor:  0.996
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.971
20% Bioavailability (F20%):  0.252
30% Bioavailability (F30%):  0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.098
Plasma Protein Binding (PPB):  33.47602081298828%
Volume Distribution (VD):  1.378
Pgp-substrate:  25.830211639404297%

ADMET: Metabolism

CYP1A2-inhibitor:  0.004
CYP1A2-substrate:  0.008
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.068
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.02
CYP2D6-inhibitor:  0.463
CYP2D6-substrate:  0.027
CYP3A4-inhibitor:  0.183
CYP3A4-substrate:  0.376

ADMET: Excretion

Clearance (CL):  2.573
Half-life (T1/2):  0.783

ADMET: Toxicity

hERG Blockers:  0.035
Human Hepatotoxicity (H-HT):  0.518
Drug-inuced Liver Injury (DILI):  0.927
AMES Toxicity:  0.05
Rat Oral Acute Toxicity:  0.065
Maximum Recommended Daily Dose:  0.043
Skin Sensitization:  0.08
Carcinogencity:  0.09
Eye Corrosion:  0.005
Eye Irritation:  0.034
Respiratory Toxicity:  0.919

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

  Natural Product: NPC475304

Natural Product ID:  NPC475304
Common Name*:   5Alpha,7Beta,9Alpha,10Beta,13Alpha,20-Hexaacetoxy-2Alpha,15-Dihydroxy-11(15->1)-Abeo-Taxene
IUPAC Name:   [(2S,4R,5R,5aS,6S,8S,9R,9aR,10S,10aS)-2,4,5,6,8-pentaacetyloxy-10-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-1,2,4,5,6,7,8,9,9a,10-decahydrobenzo[f]azulen-9-yl]methyl acetate
Synonyms:  
Standard InCHIKey:  BOCXJYKMMWBBSP-YKVHYYHUSA-N
Standard InCHI:  InChI=1S/C32H46O14/c1-14-23(43-17(4)35)12-32(30(8,9)40)25(14)27(45-19(6)37)29(46-20(7)38)31(10)24(44-18(5)36)11-22(42-16(3)34)21(13-41-15(2)33)26(31)28(32)39/h21-24,26-29,39-40H,11-13H2,1-10H3/t21-,22+,23+,24+,26+,27-,28+,29+,31-,32+/m1/s1
SMILES:  CC(=O)OC[C@@H]1[C@@H](OC(=O)C)C[C@@H]([C@@]2([C@@H]1[C@H](O)[C@@]1(C[C@@H](C(=C1[C@H]([C@@H]2OC(=O)C)OC(=O)C)C)OC(=O)C)C(O)(C)C)C)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL503226
PubChem CID:   11125173
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0000676] Taxanes 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
NPO27746 Taxus mairei Species Taxaceae Eukaryota stem bark n.a. n.a. PMID[11473432]
NPO27746 Taxus mairei Species Taxaceae Eukaryota Roots n.a. n.a. PMID[8991951]
NPO27746 Taxus mairei Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[9644081]
NPO27746 Taxus mairei Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27746 Taxus mairei Species Taxaceae 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
NPT91 Cell Line KB Homo sapiens IC50 > 20.0 ug.mL-1 PMID[572034]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 2.7 ug.mL-1 PMID[572034]

☑ 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 NPC475304 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
0.967 High Similarity NPC254121
0.9462 High Similarity NPC274643
0.9451 High Similarity NPC86893
0.9451 High Similarity NPC292178
0.9263 High Similarity NPC165578
0.9053 High Similarity NPC475877
0.8913 High Similarity NPC249034
0.8804 High Similarity NPC209816
0.8737 High Similarity NPC129569
0.8723 High Similarity NPC105375
0.8723 High Similarity NPC182826
0.85 High Similarity NPC474550
0.85 High Similarity NPC475585
0.85 High Similarity NPC473577
0.8469 Intermediate Similarity NPC188968
0.8454 Intermediate Similarity NPC473244
0.8416 Intermediate Similarity NPC475290
0.8351 Intermediate Similarity NPC211810
0.8351 Intermediate Similarity NPC221801
0.8351 Intermediate Similarity NPC284194
0.8351 Intermediate Similarity NPC471765
0.835 Intermediate Similarity NPC273433
0.8333 Intermediate Similarity NPC469318
0.8333 Intermediate Similarity NPC473173
0.8317 Intermediate Similarity NPC473543
0.83 Intermediate Similarity NPC475344
0.83 Intermediate Similarity NPC476471
0.8283 Intermediate Similarity NPC271295
0.8283 Intermediate Similarity NPC79303
0.8218 Intermediate Similarity NPC475334
0.8218 Intermediate Similarity NPC473523
0.8218 Intermediate Similarity NPC473694
0.8218 Intermediate Similarity NPC475623
0.8218 Intermediate Similarity NPC474124
0.82 Intermediate Similarity NPC472554
0.8182 Intermediate Similarity NPC470067
0.8182 Intermediate Similarity NPC470066
0.8152 Intermediate Similarity NPC222634
0.8144 Intermediate Similarity NPC472360
0.8144 Intermediate Similarity NPC472416
0.8137 Intermediate Similarity NPC475331
0.8137 Intermediate Similarity NPC201144
0.8137 Intermediate Similarity NPC121518
0.8137 Intermediate Similarity NPC475335
0.8137 Intermediate Similarity NPC181104
0.8137 Intermediate Similarity NPC80809
0.8137 Intermediate Similarity NPC103298
0.8137 Intermediate Similarity NPC288502
0.8119 Intermediate Similarity NPC470972
0.8119 Intermediate Similarity NPC472552
0.81 Intermediate Similarity NPC38855
0.8085 Intermediate Similarity NPC471779
0.8061 Intermediate Similarity NPC276110
0.8061 Intermediate Similarity NPC476720
0.8058 Intermediate Similarity NPC60315
0.8041 Intermediate Similarity NPC110022
0.802 Intermediate Similarity NPC475617
0.8 Intermediate Similarity NPC470068
0.7941 Intermediate Similarity NPC474709
0.7941 Intermediate Similarity NPC470053
0.7925 Intermediate Similarity NPC475563
0.7925 Intermediate Similarity NPC475134
0.7925 Intermediate Similarity NPC472214
0.7925 Intermediate Similarity NPC472215
0.7921 Intermediate Similarity NPC230546
0.7921 Intermediate Similarity NPC473510
0.7921 Intermediate Similarity NPC272223
0.7917 Intermediate Similarity NPC261320
0.7917 Intermediate Similarity NPC246028
0.7885 Intermediate Similarity NPC470980
0.7864 Intermediate Similarity NPC324001
0.7857 Intermediate Similarity NPC472640
0.7857 Intermediate Similarity NPC472641
0.785 Intermediate Similarity NPC475668
0.785 Intermediate Similarity NPC473921
0.785 Intermediate Similarity NPC475480
0.7843 Intermediate Similarity NPC470054
0.7843 Intermediate Similarity NPC11974
0.7838 Intermediate Similarity NPC469380
0.7835 Intermediate Similarity NPC220216
0.783 Intermediate Similarity NPC475586
0.783 Intermediate Similarity NPC472216
0.783 Intermediate Similarity NPC5475
0.783 Intermediate Similarity NPC284828
0.783 Intermediate Similarity NPC173905
0.783 Intermediate Similarity NPC42662
0.781 Intermediate Similarity NPC471205
0.781 Intermediate Similarity NPC472390
0.781 Intermediate Similarity NPC475781
0.7798 Intermediate Similarity NPC216665
0.7798 Intermediate Similarity NPC43213
0.7778 Intermediate Similarity NPC105490
0.7767 Intermediate Similarity NPC11956
0.7757 Intermediate Similarity NPC177047
0.7755 Intermediate Similarity NPC124374
0.7755 Intermediate Similarity NPC122057
0.7745 Intermediate Similarity NPC474718
0.7736 Intermediate Similarity NPC38948
0.7736 Intermediate Similarity NPC50124
0.7723 Intermediate Similarity NPC274793
0.7723 Intermediate Similarity NPC210337
0.7723 Intermediate Similarity NPC199099
0.7714 Intermediate Similarity NPC51719
0.7714 Intermediate Similarity NPC119855
0.7714 Intermediate Similarity NPC220217
0.7714 Intermediate Similarity NPC111952
0.7708 Intermediate Similarity NPC44538
0.77 Intermediate Similarity NPC37603
0.77 Intermediate Similarity NPC471915
0.77 Intermediate Similarity NPC329435
0.77 Intermediate Similarity NPC471786
0.77 Intermediate Similarity NPC111273
0.7692 Intermediate Similarity NPC474822
0.7692 Intermediate Similarity NPC196471
0.7692 Intermediate Similarity NPC23584
0.7692 Intermediate Similarity NPC10232
0.7692 Intermediate Similarity NPC187302
0.7692 Intermediate Similarity NPC97487
0.7692 Intermediate Similarity NPC189588
0.7685 Intermediate Similarity NPC470076
0.7677 Intermediate Similarity NPC53555
0.7677 Intermediate Similarity NPC99653
0.7677 Intermediate Similarity NPC7349
0.767 Intermediate Similarity NPC49532
0.7664 Intermediate Similarity NPC206618
0.7664 Intermediate Similarity NPC40728
0.7658 Intermediate Similarity NPC10721
0.7653 Intermediate Similarity NPC472642
0.7647 Intermediate Similarity NPC278673
0.7642 Intermediate Similarity NPC67321
0.7642 Intermediate Similarity NPC187435
0.7642 Intermediate Similarity NPC122816
0.7642 Intermediate Similarity NPC143609
0.7642 Intermediate Similarity NPC473586
0.7629 Intermediate Similarity NPC476723
0.7629 Intermediate Similarity NPC470260
0.7629 Intermediate Similarity NPC476724
0.7629 Intermediate Similarity NPC75443
0.7624 Intermediate Similarity NPC88009
0.7624 Intermediate Similarity NPC12103
0.7624 Intermediate Similarity NPC227583
0.7624 Intermediate Similarity NPC98457
0.7624 Intermediate Similarity NPC165632
0.7624 Intermediate Similarity NPC472995
0.7619 Intermediate Similarity NPC470057
0.7619 Intermediate Similarity NPC470061
0.7619 Intermediate Similarity NPC470059
0.7619 Intermediate Similarity NPC470043
0.7619 Intermediate Similarity NPC470058
0.7619 Intermediate Similarity NPC470060
0.7619 Intermediate Similarity NPC470064
0.7619 Intermediate Similarity NPC470062
0.7615 Intermediate Similarity NPC473877
0.7615 Intermediate Similarity NPC470063
0.7604 Intermediate Similarity NPC102996
0.7604 Intermediate Similarity NPC475684
0.76 Intermediate Similarity NPC474922
0.76 Intermediate Similarity NPC39453
0.76 Intermediate Similarity NPC3359
0.7596 Intermediate Similarity NPC295791
0.7596 Intermediate Similarity NPC476081
0.7596 Intermediate Similarity NPC475038
0.7596 Intermediate Similarity NPC109195
0.7593 Intermediate Similarity NPC250956
0.7589 Intermediate Similarity NPC146280
0.7589 Intermediate Similarity NPC124676
0.7579 Intermediate Similarity NPC102048
0.7579 Intermediate Similarity NPC32223
0.7576 Intermediate Similarity NPC114389
0.7576 Intermediate Similarity NPC130840
0.7576 Intermediate Similarity NPC477574
0.7576 Intermediate Similarity NPC78594
0.7576 Intermediate Similarity NPC234335
0.7576 Intermediate Similarity NPC91251
0.7576 Intermediate Similarity NPC41239
0.757 Intermediate Similarity NPC472439
0.757 Intermediate Similarity NPC94377
0.757 Intermediate Similarity NPC135015
0.757 Intermediate Similarity NPC181994
0.757 Intermediate Similarity NPC469916
0.757 Intermediate Similarity NPC475263
0.757 Intermediate Similarity NPC88701
0.757 Intermediate Similarity NPC472218
0.757 Intermediate Similarity NPC217921
0.757 Intermediate Similarity NPC472219
0.757 Intermediate Similarity NPC472217
0.757 Intermediate Similarity NPC48548
0.757 Intermediate Similarity NPC128795
0.7568 Intermediate Similarity NPC470075
0.7568 Intermediate Similarity NPC471127
0.7568 Intermediate Similarity NPC154363
0.7568 Intermediate Similarity NPC234858
0.7565 Intermediate Similarity NPC469382
0.7551 Intermediate Similarity NPC20946
0.7551 Intermediate Similarity NPC291875
0.7549 Intermediate Similarity NPC51499
0.7549 Intermediate Similarity NPC475032
0.7549 Intermediate Similarity NPC475033
0.7549 Intermediate Similarity NPC26307
0.7549 Intermediate Similarity NPC120446

  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 NPC475304 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
0.75 Intermediate Similarity NPD5344 Discontinued
0.7434 Intermediate Similarity NPD7327 Approved
0.7434 Intermediate Similarity NPD7328 Approved
0.7391 Intermediate Similarity NPD8335 Approved
0.7391 Intermediate Similarity NPD8380 Approved
0.7391 Intermediate Similarity NPD8379 Approved
0.7391 Intermediate Similarity NPD8378 Approved
0.7391 Intermediate Similarity NPD8033 Approved
0.7391 Intermediate Similarity NPD8296 Approved
0.7368 Intermediate Similarity NPD7516 Approved
0.7339 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD7638 Approved
0.7304 Intermediate Similarity NPD8294 Approved
0.7304 Intermediate Similarity NPD8377 Approved
0.7273 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD7639 Approved
0.7238 Intermediate Similarity NPD7640 Approved
0.7238 Intermediate Similarity NPD6648 Approved
0.7156 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4225 Approved
0.7103 Intermediate Similarity NPD7632 Discontinued
0.7 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.6964 Remote Similarity NPD6371 Approved
0.6961 Remote Similarity NPD7838 Discovery
0.6949 Remote Similarity NPD7503 Approved
0.6937 Remote Similarity NPD6686 Approved
0.6869 Remote Similarity NPD7338 Clinical (unspecified phase)
0.686 Remote Similarity NPD7507 Approved
0.6832 Remote Similarity NPD7524 Approved
0.6829 Remote Similarity NPD7319 Approved
0.6796 Remote Similarity NPD46 Approved
0.6796 Remote Similarity NPD6698 Approved
0.6768 Remote Similarity NPD6695 Phase 3
0.6731 Remote Similarity NPD7637 Suspended
0.6726 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6697 Remote Similarity NPD4159 Approved
0.6696 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD7750 Discontinued
0.6638 Remote Similarity NPD8133 Approved
0.6637 Remote Similarity NPD5345 Clinical (unspecified phase)
0.661 Remote Similarity NPD7115 Discovery
0.6552 Remote Similarity NPD6053 Discontinued
0.6538 Remote Similarity NPD6051 Approved
0.6514 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6471 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6465 Remote Similarity NPD6931 Approved
0.6465 Remote Similarity NPD6930 Phase 2
0.6465 Remote Similarity NPD7525 Registered
0.6465 Remote Similarity NPD7332 Phase 2
0.646 Remote Similarity NPD7128 Approved
0.646 Remote Similarity NPD6675 Approved
0.646 Remote Similarity NPD5739 Approved
0.646 Remote Similarity NPD6402 Approved
0.6446 Remote Similarity NPD6319 Approved
0.6435 Remote Similarity NPD6372 Approved
0.6435 Remote Similarity NPD6373 Approved
0.6415 Remote Similarity NPD7983 Approved
0.6364 Remote Similarity NPD6929 Approved
0.6356 Remote Similarity NPD4632 Approved
0.6355 Remote Similarity NPD6399 Phase 3
0.6348 Remote Similarity NPD6899 Approved
0.6348 Remote Similarity NPD6881 Approved
0.6348 Remote Similarity NPD7320 Approved
0.6346 Remote Similarity NPD4251 Approved
0.6346 Remote Similarity NPD4250 Approved
0.6325 Remote Similarity NPD6649 Approved
0.6325 Remote Similarity NPD8130 Phase 1
0.6325 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6325 Remote Similarity NPD6650 Approved
0.6321 Remote Similarity NPD3168 Discontinued
0.6311 Remote Similarity NPD6082 Clinical (unspecified phase)
0.63 Remote Similarity NPD7514 Phase 3
0.63 Remote Similarity NPD4819 Approved
0.63 Remote Similarity NPD5790 Clinical (unspecified phase)
0.63 Remote Similarity NPD4822 Approved
0.63 Remote Similarity NPD4820 Approved
0.63 Remote Similarity NPD4821 Approved
0.6271 Remote Similarity NPD6882 Approved
0.627 Remote Similarity NPD8293 Discontinued
0.6262 Remote Similarity NPD8035 Phase 2
0.6262 Remote Similarity NPD7087 Discontinued
0.6262 Remote Similarity NPD8034 Phase 2
0.6261 Remote Similarity NPD5697 Approved
0.6261 Remote Similarity NPD6412 Phase 2
0.6261 Remote Similarity NPD5701 Approved
0.626 Remote Similarity NPD8513 Phase 3
0.626 Remote Similarity NPD8516 Approved
0.626 Remote Similarity NPD8517 Approved
0.626 Remote Similarity NPD8515 Approved
0.625 Remote Similarity NPD4249 Approved
0.624 Remote Similarity NPD7492 Approved
0.6239 Remote Similarity NPD7102 Approved
0.6239 Remote Similarity NPD6883 Approved
0.6239 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7290 Approved
0.6238 Remote Similarity NPD6898 Phase 1
0.6226 Remote Similarity NPD1695 Approved
0.622 Remote Similarity NPD7736 Approved
0.6214 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6211 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6204 Remote Similarity NPD5779 Approved
0.6204 Remote Similarity NPD5778 Approved
0.6198 Remote Similarity NPD6009 Approved
0.619 Remote Similarity NPD6616 Approved
0.619 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6617 Approved
0.6186 Remote Similarity NPD6869 Approved
0.6186 Remote Similarity NPD6847 Approved
0.6182 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6179 Remote Similarity NPD6059 Approved
0.6179 Remote Similarity NPD6054 Approved
0.6174 Remote Similarity NPD6640 Phase 3
0.6174 Remote Similarity NPD6008 Approved
0.6162 Remote Similarity NPD5776 Phase 2
0.6162 Remote Similarity NPD6925 Approved
0.6162 Remote Similarity NPD6932 Approved
0.616 Remote Similarity NPD7604 Phase 2
0.6154 Remote Similarity NPD6012 Approved
0.6154 Remote Similarity NPD6013 Approved
0.6154 Remote Similarity NPD6014 Approved
0.6154 Remote Similarity NPD6893 Approved
0.6147 Remote Similarity NPD7748 Approved
0.6142 Remote Similarity NPD7078 Approved
0.6139 Remote Similarity NPD7509 Discontinued
0.6139 Remote Similarity NPD4748 Discontinued
0.6129 Remote Similarity NPD6921 Approved
0.6129 Remote Similarity NPD5983 Phase 2
0.6126 Remote Similarity NPD7902 Approved
0.6126 Remote Similarity NPD6084 Phase 2
0.6126 Remote Similarity NPD6083 Phase 2
0.6117 Remote Similarity NPD7154 Phase 3
0.6117 Remote Similarity NPD5362 Discontinued
0.61 Remote Similarity NPD4268 Approved
0.61 Remote Similarity NPD4271 Approved
0.61 Remote Similarity NPD7145 Approved
0.608 Remote Similarity NPD6370 Approved
0.6078 Remote Similarity NPD6902 Approved
0.6068 Remote Similarity NPD6011 Approved
0.6063 Remote Similarity NPD6336 Discontinued
0.6061 Remote Similarity NPD6933 Approved
0.6061 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6053 Remote Similarity NPD3653 Clinical (unspecified phase)
0.605 Remote Similarity NPD6401 Clinical (unspecified phase)
0.604 Remote Similarity NPD7645 Phase 2
0.604 Remote Similarity NPD6683 Phase 2
0.6032 Remote Similarity NPD8328 Phase 3
0.602 Remote Similarity NPD6926 Approved
0.602 Remote Similarity NPD6924 Approved
0.6019 Remote Similarity NPD5785 Approved
0.6019 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6016 Remote Similarity NPD8074 Phase 3
0.6 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD6016 Approved
0.6 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5982 Remote Similarity NPD4755 Approved
0.5963 Remote Similarity NPD6411 Approved
0.5963 Remote Similarity NPD7515 Phase 2
0.596 Remote Similarity NPD8264 Approved
0.596 Remote Similarity NPD6942 Approved
0.596 Remote Similarity NPD7339 Approved
0.5952 Remote Similarity NPD5988 Approved
0.5946 Remote Similarity NPD5695 Phase 3
0.5941 Remote Similarity NPD6115 Approved
0.5941 Remote Similarity NPD6114 Approved
0.5941 Remote Similarity NPD6118 Approved
0.5941 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5941 Remote Similarity NPD6697 Approved
0.5913 Remote Similarity NPD5211 Phase 2
0.5909 Remote Similarity NPD4202 Approved
0.5909 Remote Similarity NPD8171 Discontinued
0.5905 Remote Similarity NPD4786 Approved
0.5897 Remote Similarity NPD5357 Phase 1
0.5877 Remote Similarity NPD4700 Approved
0.5877 Remote Similarity NPD5286 Approved
0.5877 Remote Similarity NPD4696 Approved
0.5877 Remote Similarity NPD5285 Approved
0.5865 Remote Similarity NPD3667 Approved
0.5865 Remote Similarity NPD6435 Approved
0.5856 Remote Similarity NPD5282 Discontinued
0.5856 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5856 Remote Similarity NPD7900 Approved
0.5854 Remote Similarity NPD6274 Approved
0.5849 Remote Similarity NPD1694 Approved
0.5842 Remote Similarity NPD6116 Phase 1
0.584 Remote Similarity NPD7100 Approved
0.584 Remote Similarity NPD7101 Approved
0.5833 Remote Similarity NPD7260 Phase 2
0.5833 Remote Similarity NPD4634 Approved
0.5826 Remote Similarity NPD1700 Approved
0.5816 Remote Similarity NPD7625 Phase 1
0.5814 Remote Similarity NPD8273 Phase 1
0.5812 Remote Similarity NPD5141 Approved
0.581 Remote Similarity NPD5331 Approved
0.581 Remote Similarity NPD3670 Clinical (unspecified phase)
0.581 Remote Similarity NPD5332 Approved
0.581 Remote Similarity NPD3669 Approved
0.5794 Remote Similarity NPD6409 Approved
0.5794 Remote Similarity NPD7146 Approved
0.5794 Remote Similarity NPD7334 Approved
0.5794 Remote Similarity NPD6684 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