Structure

Physi-Chem Properties

Molecular Weight:  712.27
Volume:  699.788
LogP:  2.011
LogD:  1.411
LogS:  -4.61
# Rotatable Bonds:  13
TPSA:  198.26
# H-Bond Aceptor:  14
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.172
Synthetic Accessibility Score:  6.533
Fsp3:  0.568
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:  -5.37
MDCK Permeability:  0.00010243580618407577
Pgp-inhibitor:  0.995
Pgp-substrate:  0.998
Human Intestinal Absorption (HIA):  0.77
20% Bioavailability (F20%):  0.866
30% Bioavailability (F30%):  0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.18
Plasma Protein Binding (PPB):  51.02503204345703%
Volume Distribution (VD):  1.357
Pgp-substrate:  28.35149383544922%

ADMET: Metabolism

CYP1A2-inhibitor:  0.018
CYP1A2-substrate:  0.023
CYP2C19-inhibitor:  0.019
CYP2C19-substrate:  0.066
CYP2C9-inhibitor:  0.068
CYP2C9-substrate:  0.008
CYP2D6-inhibitor:  0.302
CYP2D6-substrate:  0.026
CYP3A4-inhibitor:  0.651
CYP3A4-substrate:  0.36

ADMET: Excretion

Clearance (CL):  2.083
Half-life (T1/2):  0.529

ADMET: Toxicity

hERG Blockers:  0.086
Human Hepatotoxicity (H-HT):  0.965
Drug-inuced Liver Injury (DILI):  0.958
AMES Toxicity:  0.069
Rat Oral Acute Toxicity:  0.622
Maximum Recommended Daily Dose:  0.966
Skin Sensitization:  0.267
Carcinogencity:  0.073
Eye Corrosion:  0.003
Eye Irritation:  0.013
Respiratory Toxicity:  0.971

Download Data

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

  Natural Product: NPC277053

Natural Product ID:  NPC277053
Common Name*:   Taxuspine T
IUPAC Name:   n.a.
Synonyms:   taxuspine T
Standard InCHIKey:  VWSUJEGUHSFZDW-OCWOEGCQSA-N
Standard InCHI:  InChI=1S/C37H44O14/c1-19-26(51-29(43)14-13-24-11-9-8-10-12-24)16-28(48-21(3)39)36(18-46-20(2)38)30(19)31(49-22(4)40)25-15-27(42)35(7)37(45,34(25,6)17-47-35)32(44)33(36)50-23(5)41/h8-14,25-26,28,30-33,44-45H,1,15-18H2,2-7H3/b14-13+/t25-,26-,28-,30-,31+,32-,33-,34-,35+,36+,37-/m0/s1
SMILES:  C=C1[C@H](C[C@@H]([C@]2(COC(=O)C)[C@@H]1[C@@H]([C@@H]1CC(=O)[C@]3(C)[C@]([C@H]([C@@H]2OC(=O)C)O)([C@@]1(C)CO3)O)OC(=O)C)OC(=O)C)OC(=O)/C=C/c1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL339072
PubChem CID:   44351837
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0002995] Pentacarboxylic 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
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. Japan n.a. PMID[14987066]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[15844936]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[15974623]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. Japan n.a. PMID[15974623]
NPO11132 Alangium longiflorum Species Cornaceae Eukaryota n.a. n.a. n.a. PMID[30106296]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27451 Ophiocordyceps sinensis Species Ophiocordycipitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15125.1 Taxus wallichiana var. chinensis Varieties Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO27451 Ophiocordyceps sinensis Species Ophiocordycipitaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7785 Boletus fomentarius Species Boletaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12272 Calceolaria petiolaris Species Calceolariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21703 Maianthemum atropurpureum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12615 Athrotaxis selaginoides Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11936 Ptilocaulis walpersi Species Axinellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3362 Dictyostelium mucoroides Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO563 Leucopaxillus cerealis Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27451 Ophiocordyceps sinensis Species Ophiocordycipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11132 Alangium longiflorum Species Cornaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15125.1 Taxus wallichiana var. chinensis Varieties Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10487 Rosa americana Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10953 Papaver strigosum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22296 Rheum tataricum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11819 Trichophyton megnini Species Arthrodermataceae 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
NPT137 Cell Line L1210 Mus musculus IC50 = 1.0 ug.mL-1 PMID[560246]
NPT91 Cell Line KB Homo sapiens IC50 = 0.08 ug.mL-1 PMID[560247]
NPT2 Others Unspecified Control = 196.0 % PMID[560246]
NPT2 Others Unspecified Control = 308.0 % PMID[560246]
NPT27 Others Unspecified IC50 = 0.06 ug.mL-1 PMID[560246]

☑ 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 NPC277053 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 NPC301946
0.9926 High Similarity NPC471912
0.9926 High Similarity NPC80895
0.9444 High Similarity NPC21410
0.9444 High Similarity NPC473670
0.9247 High Similarity NPC217091
0.9236 High Similarity NPC51602
0.9236 High Similarity NPC471103
0.9203 High Similarity NPC184109
0.9184 High Similarity NPC472393
0.9116 High Similarity NPC106895
0.9048 High Similarity NPC282239
0.9034 High Similarity NPC7095
0.9021 High Similarity NPC127857
0.898 High Similarity NPC219419
0.8978 High Similarity NPC80599
0.8978 High Similarity NPC476976
0.8978 High Similarity NPC209851
0.8966 High Similarity NPC60509
0.8966 High Similarity NPC250046
0.8966 High Similarity NPC81698
0.8919 High Similarity NPC114357
0.8919 High Similarity NPC155329
0.8919 High Similarity NPC259144
0.8919 High Similarity NPC472549
0.8905 High Similarity NPC476977
0.8904 High Similarity NPC112216
0.8904 High Similarity NPC165260
0.8904 High Similarity NPC198455
0.8904 High Similarity NPC161239
0.8889 High Similarity NPC471107
0.8889 High Similarity NPC471100
0.8867 High Similarity NPC471102
0.8851 High Similarity NPC249471
0.8851 High Similarity NPC265395
0.8851 High Similarity NPC304876
0.8851 High Similarity NPC1173
0.8851 High Similarity NPC11588
0.8851 High Similarity NPC472022
0.8851 High Similarity NPC473414
0.8851 High Similarity NPC257213
0.8851 High Similarity NPC158333
0.8851 High Similarity NPC472005
0.8851 High Similarity NPC472030
0.8851 High Similarity NPC248265
0.8851 High Similarity NPC229545
0.8851 High Similarity NPC134685
0.8851 High Similarity NPC256142
0.8851 High Similarity NPC242262
0.8851 High Similarity NPC237549
0.8844 High Similarity NPC101043
0.8844 High Similarity NPC306799
0.8832 High Similarity NPC473443
0.8811 High Similarity NPC182869
0.8792 High Similarity NPC112523
0.8792 High Similarity NPC228204
0.8792 High Similarity NPC26033
0.8792 High Similarity NPC114410
0.8784 High Similarity NPC477905
0.8784 High Similarity NPC472548
0.8776 High Similarity NPC470245
0.8776 High Similarity NPC91730
0.8776 High Similarity NPC254558
0.8776 High Similarity NPC473214
0.8759 High Similarity NPC225103
0.875 High Similarity NPC473423
0.8725 High Similarity NPC69425
0.8725 High Similarity NPC77719
0.8716 High Similarity NPC197037
0.8716 High Similarity NPC470153
0.8707 High Similarity NPC476975
0.8707 High Similarity NPC473215
0.8696 High Similarity NPC472388
0.8686 High Similarity NPC195224
0.8675 High Similarity NPC469771
0.8643 High Similarity NPC15850
0.8639 High Similarity NPC217918
0.8633 High Similarity NPC472418
0.8618 High Similarity NPC477467
0.8613 High Similarity NPC476971
0.8613 High Similarity NPC476972
0.8611 High Similarity NPC87448
0.8611 High Similarity NPC16912
0.8611 High Similarity NPC97947
0.8611 High Similarity NPC41481
0.8611 High Similarity NPC118080
0.8611 High Similarity NPC291599
0.8611 High Similarity NPC472576
0.8611 High Similarity NPC27377
0.8591 High Similarity NPC329657
0.8581 High Similarity NPC471493
0.8571 High Similarity NPC474935
0.8571 High Similarity NPC477737
0.8553 High Similarity NPC477472
0.8553 High Similarity NPC477474
0.8553 High Similarity NPC477470
0.8552 High Similarity NPC472546
0.8552 High Similarity NPC34012
0.8552 High Similarity NPC63737
0.8542 High Similarity NPC171207
0.8542 High Similarity NPC90614
0.8542 High Similarity NPC97667
0.8542 High Similarity NPC275592
0.8542 High Similarity NPC473440
0.8542 High Similarity NPC100913
0.854 High Similarity NPC476970
0.854 High Similarity NPC473082
0.854 High Similarity NPC475933
0.854 High Similarity NPC470158
0.8535 High Similarity NPC102465
0.8503 High Similarity NPC473088
0.8503 High Similarity NPC471104
0.8503 High Similarity NPC171525
0.8503 High Similarity NPC472575
0.8503 High Similarity NPC472568
0.8503 High Similarity NPC472571
0.8503 High Similarity NPC469349
0.8503 High Similarity NPC184817
0.8503 High Similarity NPC470157
0.8503 High Similarity NPC96903
0.8503 High Similarity NPC470159
0.8503 High Similarity NPC70403
0.8503 High Similarity NPC200471
0.8503 High Similarity NPC471162
0.8503 High Similarity NPC476973
0.8503 High Similarity NPC472572
0.8503 High Similarity NPC177940
0.8503 High Similarity NPC158663
0.8503 High Similarity NPC174982
0.8503 High Similarity NPC29704
0.8497 Intermediate Similarity NPC49297
0.8493 Intermediate Similarity NPC477894
0.8487 Intermediate Similarity NPC11410
0.8467 Intermediate Similarity NPC471758
0.8467 Intermediate Similarity NPC473083
0.8452 Intermediate Similarity NPC55744
0.8452 Intermediate Similarity NPC275477
0.8435 Intermediate Similarity NPC472569
0.8435 Intermediate Similarity NPC472573
0.8435 Intermediate Similarity NPC475122
0.8435 Intermediate Similarity NPC475759
0.8435 Intermediate Similarity NPC163719
0.8435 Intermediate Similarity NPC11685
0.8435 Intermediate Similarity NPC470231
0.8435 Intermediate Similarity NPC70716
0.8435 Intermediate Similarity NPC125106
0.8435 Intermediate Similarity NPC470152
0.8435 Intermediate Similarity NPC95265
0.8435 Intermediate Similarity NPC472570
0.8435 Intermediate Similarity NPC241951
0.8435 Intermediate Similarity NPC25768
0.8435 Intermediate Similarity NPC95810
0.8435 Intermediate Similarity NPC57628
0.8435 Intermediate Similarity NPC188865
0.8435 Intermediate Similarity NPC476974
0.8431 Intermediate Similarity NPC469417
0.8431 Intermediate Similarity NPC181924
0.8425 Intermediate Similarity NPC140021
0.8421 Intermediate Similarity NPC469730
0.8421 Intermediate Similarity NPC473632
0.8421 Intermediate Similarity NPC132599
0.8421 Intermediate Similarity NPC251139
0.8421 Intermediate Similarity NPC473611
0.8414 Intermediate Similarity NPC472547
0.8406 Intermediate Similarity NPC45821
0.8397 Intermediate Similarity NPC66193
0.8397 Intermediate Similarity NPC150893
0.8397 Intermediate Similarity NPC329960
0.8397 Intermediate Similarity NPC295408
0.8394 Intermediate Similarity NPC469742
0.8378 Intermediate Similarity NPC472556
0.8377 Intermediate Similarity NPC469399
0.8367 Intermediate Similarity NPC163087
0.8357 Intermediate Similarity NPC93632
0.8355 Intermediate Similarity NPC133430
0.8355 Intermediate Similarity NPC469477
0.8344 Intermediate Similarity NPC471134
0.8333 Intermediate Similarity NPC92293
0.8333 Intermediate Similarity NPC266265
0.8333 Intermediate Similarity NPC477188
0.8333 Intermediate Similarity NPC475536
0.8333 Intermediate Similarity NPC301556
0.8333 Intermediate Similarity NPC270590
0.8333 Intermediate Similarity NPC43304
0.8333 Intermediate Similarity NPC165234
0.8333 Intermediate Similarity NPC471101
0.8333 Intermediate Similarity NPC477190
0.8321 Intermediate Similarity NPC473870
0.8321 Intermediate Similarity NPC12016
0.8321 Intermediate Similarity NPC473871
0.8312 Intermediate Similarity NPC477735
0.8311 Intermediate Similarity NPC38696
0.831 Intermediate Similarity NPC475493
0.8291 Intermediate Similarity NPC61891
0.8289 Intermediate Similarity NPC138641
0.8289 Intermediate Similarity NPC469647
0.8289 Intermediate Similarity NPC22571
0.8289 Intermediate Similarity NPC469648
0.8289 Intermediate Similarity NPC283875
0.8288 Intermediate Similarity NPC477904

  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 NPC277053 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
0.838 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD8407 Phase 2
0.811 Intermediate Similarity NPD8368 Discontinued
0.7976 Intermediate Similarity NPD8434 Phase 2
0.7975 Intermediate Similarity NPD7799 Discontinued
0.7895 Intermediate Similarity NPD7236 Approved
0.7882 Intermediate Similarity NPD8435 Approved
0.7778 Intermediate Similarity NPD8361 Approved
0.7778 Intermediate Similarity NPD8360 Approved
0.7756 Intermediate Similarity NPD7239 Suspended
0.7661 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD8485 Approved
0.75 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD6190 Approved
0.745 Intermediate Similarity NPD7961 Discontinued
0.7399 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD7058 Phase 2
0.7317 Intermediate Similarity NPD7057 Phase 3
0.7257 Intermediate Similarity NPD8150 Discontinued
0.7234 Intermediate Similarity NPD4198 Discontinued
0.7191 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD2629 Approved
0.7143 Intermediate Similarity NPD8462 Phase 1
0.7091 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD8166 Discontinued
0.7086 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD7075 Discontinued
0.7044 Intermediate Similarity NPD7274 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD8127 Discontinued
0.7029 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD6599 Discontinued
0.6972 Remote Similarity NPD6010 Discontinued
0.6966 Remote Similarity NPD6319 Approved
0.6966 Remote Similarity NPD7741 Discontinued
0.6929 Remote Similarity NPD2067 Discontinued
0.6928 Remote Similarity NPD6801 Discontinued
0.6928 Remote Similarity NPD37 Approved
0.6907 Remote Similarity NPD8404 Phase 2
0.6905 Remote Similarity NPD4965 Approved
0.6905 Remote Similarity NPD4967 Phase 2
0.6905 Remote Similarity NPD4966 Approved
0.6901 Remote Similarity NPD6858 Approved
0.6901 Remote Similarity NPD7094 Approved
0.6886 Remote Similarity NPD7819 Suspended
0.6884 Remote Similarity NPD5048 Discontinued
0.6879 Remote Similarity NPD7305 Phase 1
0.6879 Remote Similarity NPD7473 Discontinued
0.6875 Remote Similarity NPD4628 Phase 3
0.6867 Remote Similarity NPD7736 Approved
0.6862 Remote Similarity NPD8320 Phase 1
0.6862 Remote Similarity NPD8319 Approved
0.6845 Remote Similarity NPD3817 Phase 2
0.6839 Remote Similarity NPD3751 Discontinued
0.6831 Remote Similarity NPD8297 Approved
0.6824 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6824 Remote Similarity NPD6234 Discontinued
0.6824 Remote Similarity NPD8328 Phase 3
0.681 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6802 Remote Similarity NPD3787 Discontinued
0.6786 Remote Similarity NPD5761 Phase 2
0.6786 Remote Similarity NPD5760 Phase 2
0.678 Remote Similarity NPD6764 Approved
0.678 Remote Similarity NPD6765 Approved
0.6779 Remote Similarity NPD7492 Approved
0.6776 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6763 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6759 Remote Similarity NPD7115 Discovery
0.6757 Remote Similarity NPD5126 Approved
0.6757 Remote Similarity NPD5125 Phase 3
0.6748 Remote Similarity NPD6799 Approved
0.6746 Remote Similarity NPD5402 Approved
0.6743 Remote Similarity NPD7228 Approved
0.6739 Remote Similarity NPD6647 Phase 2
0.6735 Remote Similarity NPD6054 Approved
0.6733 Remote Similarity NPD6616 Approved
0.672 Remote Similarity NPD7435 Discontinued
0.672 Remote Similarity NPD7700 Phase 2
0.672 Remote Similarity NPD7699 Phase 2
0.6711 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6711 Remote Similarity NPD7319 Approved
0.6707 Remote Similarity NPD4380 Phase 2
0.6706 Remote Similarity NPD3882 Suspended
0.6705 Remote Similarity NPD6232 Discontinued
0.6705 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6704 Remote Similarity NPD8312 Approved
0.6704 Remote Similarity NPD8313 Approved
0.669 Remote Similarity NPD690 Clinical (unspecified phase)
0.6689 Remote Similarity NPD7078 Approved
0.6688 Remote Similarity NPD6355 Discontinued
0.6649 Remote Similarity NPD6534 Approved
0.6649 Remote Similarity NPD6535 Approved
0.6648 Remote Similarity NPD3818 Discontinued
0.6647 Remote Similarity NPD7199 Phase 2
0.6644 Remote Similarity NPD6370 Approved
0.6644 Remote Similarity NPD3317 Approved
0.6643 Remote Similarity NPD6650 Approved
0.6643 Remote Similarity NPD6649 Approved
0.6643 Remote Similarity NPD4141 Clinical (unspecified phase)
0.663 Remote Similarity NPD6784 Approved
0.663 Remote Similarity NPD6785 Approved
0.6629 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6629 Remote Similarity NPD6166 Phase 2
0.6629 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6629 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6627 Remote Similarity NPD5403 Approved
0.6612 Remote Similarity NPD8397 Clinical (unspecified phase)
0.661 Remote Similarity NPD5844 Phase 1
0.6608 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6606 Remote Similarity NPD2532 Approved
0.6606 Remote Similarity NPD2533 Approved
0.6606 Remote Similarity NPD5401 Approved
0.6606 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6606 Remote Similarity NPD2534 Approved
0.6603 Remote Similarity NPD3764 Approved
0.6598 Remote Similarity NPD7874 Approved
0.6598 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6596 Remote Similarity NPD6685 Approved
0.6592 Remote Similarity NPD7240 Approved
0.659 Remote Similarity NPD5494 Approved
0.6584 Remote Similarity NPD5762 Approved
0.6584 Remote Similarity NPD5763 Approved
0.6579 Remote Similarity NPD8293 Discontinued
0.6577 Remote Similarity NPD8513 Phase 3
0.6577 Remote Similarity NPD8516 Approved
0.6577 Remote Similarity NPD8517 Approved
0.6577 Remote Similarity NPD8515 Approved
0.6577 Remote Similarity NPD6015 Approved
0.6577 Remote Similarity NPD6921 Approved
0.6577 Remote Similarity NPD6016 Approved
0.6569 Remote Similarity NPD4225 Approved
0.6564 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6561 Remote Similarity NPD6663 Approved
0.6556 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6556 Remote Similarity NPD7808 Phase 3
0.6554 Remote Similarity NPD7610 Discontinued
0.6552 Remote Similarity NPD4632 Approved
0.655 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6549 Remote Similarity NPD6881 Approved
0.6549 Remote Similarity NPD6899 Approved
0.6548 Remote Similarity NPD7458 Discontinued
0.6548 Remote Similarity NPD3226 Approved
0.6538 Remote Similarity NPD7008 Discontinued
0.6538 Remote Similarity NPD7095 Approved
0.6533 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6533 Remote Similarity NPD5988 Approved
0.6531 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6528 Remote Similarity NPD8130 Phase 1
0.6528 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7798 Approved
0.6516 Remote Similarity NPD5736 Approved
0.6513 Remote Similarity NPD7507 Approved
0.651 Remote Similarity NPD6059 Approved
0.6503 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6503 Remote Similarity NPD6372 Approved
0.6503 Remote Similarity NPD6373 Approved
0.65 Remote Similarity NPD7685 Pre-registration
0.65 Remote Similarity NPD6559 Discontinued
0.65 Remote Similarity NPD7251 Discontinued
0.6497 Remote Similarity NPD6798 Discontinued
0.6491 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6483 Remote Similarity NPD6882 Approved
0.6481 Remote Similarity NPD7266 Discontinued
0.6479 Remote Similarity NPD5697 Approved
0.6474 Remote Similarity NPD6779 Approved
0.6474 Remote Similarity NPD6782 Approved
0.6474 Remote Similarity NPD6778 Approved
0.6474 Remote Similarity NPD6777 Approved
0.6474 Remote Similarity NPD6781 Approved
0.6474 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6474 Remote Similarity NPD6776 Approved
0.6474 Remote Similarity NPD6780 Approved
0.6471 Remote Similarity NPD7411 Suspended
0.6467 Remote Similarity NPD6273 Approved
0.6463 Remote Similarity NPD2575 Approved
0.6463 Remote Similarity NPD5951 Approved
0.646 Remote Similarity NPD7033 Discontinued
0.6458 Remote Similarity NPD7696 Phase 3
0.6458 Remote Similarity NPD7697 Approved
0.6458 Remote Similarity NPD7698 Approved
0.6458 Remote Similarity NPD6883 Approved
0.6458 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6458 Remote Similarity NPD7290 Approved
0.6458 Remote Similarity NPD7102 Approved
0.6456 Remote Similarity NPD6233 Phase 2
0.6454 Remote Similarity NPD5909 Discontinued
0.6452 Remote Similarity NPD6085 Phase 2
0.6452 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6446 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6444 Remote Similarity NPD6797 Phase 2
0.6434 Remote Similarity NPD6686 Approved
0.6433 Remote Similarity NPD1934 Approved
0.6429 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6425 Remote Similarity NPD7870 Phase 2
0.6425 Remote Similarity NPD7871 Phase 2
0.642 Remote Similarity NPD6100 Approved
0.642 Remote Similarity NPD6099 Approved
0.642 Remote Similarity NPD7229 Phase 3
0.6419 Remote Similarity NPD6009 Approved
0.6414 Remote Similarity NPD6617 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