Structure

Physi-Chem Properties

Molecular Weight:  622.48
Volume:  679.097
LogP:  9.314
LogD:  4.947
LogS:  -6.591
# Rotatable Bonds:  25
TPSA:  112.52
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.081
Synthetic Accessibility Score:  4.662
Fsp3:  0.892
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.278
MDCK Permeability:  1.2397516002238262e-05
Pgp-inhibitor:  0.016
Pgp-substrate:  0.973
Human Intestinal Absorption (HIA):  0.013
20% Bioavailability (F20%):  0.999
30% Bioavailability (F30%):  0.781

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.005
Plasma Protein Binding (PPB):  97.60924530029297%
Volume Distribution (VD):  0.966
Pgp-substrate:  2.9103782176971436%

ADMET: Metabolism

CYP1A2-inhibitor:  0.018
CYP1A2-substrate:  0.3
CYP2C19-inhibitor:  0.068
CYP2C19-substrate:  0.056
CYP2C9-inhibitor:  0.049
CYP2C9-substrate:  0.966
CYP2D6-inhibitor:  0.01
CYP2D6-substrate:  0.073
CYP3A4-inhibitor:  0.138
CYP3A4-substrate:  0.025

ADMET: Excretion

Clearance (CL):  4.074
Half-life (T1/2):  0.063

ADMET: Toxicity

hERG Blockers:  0.351
Human Hepatotoxicity (H-HT):  0.254
Drug-inuced Liver Injury (DILI):  0.134
AMES Toxicity:  0.023
Rat Oral Acute Toxicity:  0.254
Maximum Recommended Daily Dose:  0.821
Skin Sensitization:  0.97
Carcinogencity:  0.037
Eye Corrosion:  0.003
Eye Irritation:  0.018
Respiratory Toxicity:  0.38

Download Data

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

  Natural Product: NPC151403

Natural Product ID:  NPC151403
Common Name*:   Squamotacin
IUPAC Name:   (2S)-4-[(2R,11R)-2,11-dihydroxy-11-[(2R,5R)-5-[(2R,5R)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]oxolan-2-yl]undecyl]-2-methyl-2H-furan-5-one
Synonyms:   squamotacin
Standard InCHIKey:  GXZZLWVQYXFTJE-LUVUIASKSA-N
Standard InCHI:  InChI=1S/C37H66O7/c1-3-4-5-6-7-8-9-10-14-17-20-31(39)33-22-24-35(43-33)36-25-23-34(44-36)32(40)21-18-15-12-11-13-16-19-30(38)27-29-26-28(2)42-37(29)41/h26,28,30-36,38-40H,3-25,27H2,1-2H3/t28-,30+,31-,32+,33+,34+,35+,36+/m0/s1
SMILES:  CCCCCCCCCCCC[C@@H]([C@H]1CC[C@H]([C@H]2CC[C@H]([C@@H](CCCCCCCC[C@H](CC3=C[C@H](C)OC3=O)O)O)O2)O1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL64008
PubChem CID:   9960733
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0001334] Fatty alcohols
          • [CHEMONTID:0002518] Annonaceous acetogenins

*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
NPO2884 Annona squamosa Species Annonaceae Eukaryota seeds n.a. n.a. PMID[11141125]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[12398544]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[18419154]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[19296389]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[21910504]
NPO2884 Annona squamosa Species Annonaceae Eukaryota seeds n.a. n.a. PMID[22011319]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. seed n.a. PMID[22011319]
NPO2884 Annona squamosa Species Annonaceae Eukaryota Barks n.a. n.a. PMID[2348205]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. fruit n.a. PMID[8786370]
NPO2884 Annona squamosa Species Annonaceae Eukaryota bark n.a. n.a. PMID[9214729]
NPO2884 Annona squamosa Species Annonaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2884 Annona squamosa Species Annonaceae 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
NPT378 Cell Line NCI/ADR-RES Homo sapiens IC50 = 1410.0 ug.mL-1 PMID[468894]
NPT139 Cell Line HT-29 Homo sapiens ED50 = 1.0 10'-3 ug/ml PMID[468895]
NPT376 Cell Line A498 Homo sapiens ED50 > 1.0 ug ml-1 PMID[468895]
NPT306 Cell Line PC-3 Homo sapiens ED50 = 1.72 10'-9 ug/ml PMID[468895]
NPT783 Cell Line MIA PaCa-2 Homo sapiens ED50 = 1.33 10'-4 ug/ml PMID[468895]
NPT81 Cell Line A549 Homo sapiens ED50 = 2.77 10'-2 ug/ml PMID[468895]
NPT83 Cell Line MCF7 Homo sapiens ED50 > 1.0 ug ml-1 PMID[468895]
NPT306 Cell Line PC-3 Homo sapiens ED50 = 1.0 10'-8 ug/ml PMID[468896]
NPT27 Others Unspecified Activity = 1.0 n.a. PMID[468894]
NPT27 Others Unspecified Bullatacin index = 6.79 n.a. PMID[468894]
NPT176 Organism Artemia salina Artemia salina LC50 = 0.0068 ug.mL-1 PMID[468895]

☑ 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 NPC151403 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 NPC133730
1.0 High Similarity NPC274446
1.0 High Similarity NPC100454
1.0 High Similarity NPC191929
1.0 High Similarity NPC287164
1.0 High Similarity NPC242364
1.0 High Similarity NPC171135
1.0 High Similarity NPC261952
1.0 High Similarity NPC169511
1.0 High Similarity NPC61257
1.0 High Similarity NPC172821
1.0 High Similarity NPC234077
1.0 High Similarity NPC81045
1.0 High Similarity NPC39754
1.0 High Similarity NPC320569
0.988 High Similarity NPC91067
0.988 High Similarity NPC40066
0.988 High Similarity NPC20621
0.988 High Similarity NPC81778
0.988 High Similarity NPC93794
0.988 High Similarity NPC318963
0.988 High Similarity NPC473504
0.988 High Similarity NPC42598
0.9762 High Similarity NPC239517
0.9756 High Similarity NPC114694
0.9756 High Similarity NPC142117
0.9756 High Similarity NPC231096
0.9756 High Similarity NPC475581
0.9756 High Similarity NPC232555
0.9756 High Similarity NPC241360
0.9756 High Similarity NPC171174
0.9756 High Similarity NPC107717
0.9756 High Similarity NPC132940
0.9756 High Similarity NPC62118
0.9756 High Similarity NPC293136
0.9756 High Similarity NPC240695
0.9639 High Similarity NPC476583
0.9639 High Similarity NPC20533
0.9639 High Similarity NPC258068
0.9634 High Similarity NPC283085
0.9634 High Similarity NPC66346
0.9634 High Similarity NPC103284
0.9634 High Similarity NPC132496
0.9634 High Similarity NPC1083
0.9634 High Similarity NPC231009
0.9634 High Similarity NPC39167
0.9634 High Similarity NPC470400
0.9634 High Similarity NPC25764
0.9634 High Similarity NPC475268
0.9634 High Similarity NPC473671
0.9634 High Similarity NPC319036
0.9634 High Similarity NPC235809
0.9634 High Similarity NPC82795
0.9634 High Similarity NPC473651
0.9634 High Similarity NPC286338
0.9634 High Similarity NPC223871
0.9634 High Similarity NPC9678
0.9634 High Similarity NPC473478
0.9634 High Similarity NPC202055
0.9634 High Similarity NPC107986
0.9634 High Similarity NPC473156
0.9634 High Similarity NPC77871
0.9634 High Similarity NPC39279
0.9634 High Similarity NPC110710
0.9634 High Similarity NPC473669
0.9634 High Similarity NPC292809
0.9524 High Similarity NPC473905
0.9524 High Similarity NPC233551
0.9524 High Similarity NPC48338
0.9524 High Similarity NPC320458
0.9524 High Similarity NPC40376
0.9524 High Similarity NPC21208
0.9524 High Similarity NPC20339
0.9524 High Similarity NPC280621
0.9518 High Similarity NPC134807
0.9518 High Similarity NPC204686
0.9518 High Similarity NPC282815
0.9518 High Similarity NPC279267
0.9518 High Similarity NPC103523
0.9518 High Similarity NPC219498
0.9518 High Similarity NPC473840
0.9518 High Similarity NPC134865
0.9518 High Similarity NPC134885
0.9518 High Similarity NPC473687
0.9518 High Similarity NPC69082
0.9518 High Similarity NPC219652
0.9518 High Similarity NPC308412
0.9518 High Similarity NPC25703
0.9518 High Similarity NPC210218
0.9512 High Similarity NPC156804
0.9412 High Similarity NPC477011
0.9405 High Similarity NPC470401
0.9405 High Similarity NPC159750
0.9405 High Similarity NPC154097
0.9405 High Similarity NPC473995
0.9405 High Similarity NPC473649
0.9405 High Similarity NPC178215
0.9398 High Similarity NPC329838
0.9398 High Similarity NPC329615
0.9398 High Similarity NPC120398
0.9398 High Similarity NPC471567
0.9398 High Similarity NPC322529
0.9302 High Similarity NPC473904
0.9286 High Similarity NPC47937
0.9286 High Similarity NPC112685
0.9277 High Similarity NPC163093
0.9268 High Similarity NPC11332
0.9268 High Similarity NPC473712
0.9268 High Similarity NPC473529
0.9268 High Similarity NPC145914
0.9268 High Similarity NPC131002
0.9268 High Similarity NPC73310
0.9268 High Similarity NPC65930
0.9268 High Similarity NPC180363
0.9268 High Similarity NPC475159
0.9268 High Similarity NPC329829
0.9268 High Similarity NPC473780
0.9268 High Similarity NPC94875
0.9186 High Similarity NPC139418
0.9186 High Similarity NPC14901
0.9186 High Similarity NPC130359
0.9167 High Similarity NPC182383
0.9167 High Similarity NPC477014
0.9167 High Similarity NPC477018
0.9167 High Similarity NPC100921
0.9167 High Similarity NPC477013
0.9157 High Similarity NPC253801
0.9157 High Similarity NPC144415
0.9091 High Similarity NPC473723
0.9091 High Similarity NPC473520
0.9091 High Similarity NPC473663
0.9091 High Similarity NPC475173
0.9091 High Similarity NPC473561
0.907 High Similarity NPC89001
0.9059 High Similarity NPC309211
0.9059 High Similarity NPC477010
0.9059 High Similarity NPC477015
0.8977 High Similarity NPC473707
0.8966 High Similarity NPC280612
0.8966 High Similarity NPC477016
0.8966 High Similarity NPC477017
0.8876 High Similarity NPC11456
0.8736 High Similarity NPC477012
0.8462 Intermediate Similarity NPC81419
0.8462 Intermediate Similarity NPC179746
0.8352 Intermediate Similarity NPC30515
0.8352 Intermediate Similarity NPC208886
0.8352 Intermediate Similarity NPC12172
0.8242 Intermediate Similarity NPC51004
0.8242 Intermediate Similarity NPC473619
0.8211 Intermediate Similarity NPC187268
0.8152 Intermediate Similarity NPC473321
0.8152 Intermediate Similarity NPC184463
0.8144 Intermediate Similarity NPC86077
0.8132 Intermediate Similarity NPC295312
0.8132 Intermediate Similarity NPC307411
0.809 Intermediate Similarity NPC21469
0.8085 Intermediate Similarity NPC36954
0.8065 Intermediate Similarity NPC475912
0.8065 Intermediate Similarity NPC288240
0.8065 Intermediate Similarity NPC476300
0.8065 Intermediate Similarity NPC162205
0.8065 Intermediate Similarity NPC295204
0.8065 Intermediate Similarity NPC273579
0.8043 Intermediate Similarity NPC476004
0.8043 Intermediate Similarity NPC474761
0.8022 Intermediate Similarity NPC202672
0.8022 Intermediate Similarity NPC58219
0.8022 Intermediate Similarity NPC177629
0.8021 Intermediate Similarity NPC473326
0.8 Intermediate Similarity NPC475711
0.7979 Intermediate Similarity NPC474035
0.7979 Intermediate Similarity NPC81386
0.7935 Intermediate Similarity NPC474032
0.7935 Intermediate Similarity NPC92974
0.7912 Intermediate Similarity NPC160138
0.7912 Intermediate Similarity NPC186148
0.7895 Intermediate Similarity NPC14961
0.7895 Intermediate Similarity NPC270013
0.7872 Intermediate Similarity NPC212486
0.7865 Intermediate Similarity NPC229799
0.7865 Intermediate Similarity NPC286770
0.7865 Intermediate Similarity NPC284472
0.7849 Intermediate Similarity NPC473448
0.7831 Intermediate Similarity NPC84038
0.7826 Intermediate Similarity NPC473715
0.7816 Intermediate Similarity NPC470148
0.7816 Intermediate Similarity NPC470149
0.7812 Intermediate Similarity NPC476315
0.7812 Intermediate Similarity NPC477921
0.7812 Intermediate Similarity NPC279621
0.7802 Intermediate Similarity NPC284902
0.7802 Intermediate Similarity NPC469483
0.7789 Intermediate Similarity NPC474338
0.7778 Intermediate Similarity NPC41856
0.7778 Intermediate Similarity NPC474251
0.7766 Intermediate Similarity NPC327760
0.7753 Intermediate Similarity NPC475046
0.7753 Intermediate Similarity NPC11383
0.7753 Intermediate Similarity NPC310450

  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 NPC151403 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
0.7849 Intermediate Similarity NPD46 Approved
0.7849 Intermediate Similarity NPD6698 Approved
0.7647 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD7838 Discovery
0.7216 Intermediate Similarity NPD7983 Approved
0.7129 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD6371 Approved
0.7075 Intermediate Similarity NPD6686 Approved
0.6947 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6881 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6832 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6804 Remote Similarity NPD4251 Approved
0.6804 Remote Similarity NPD4250 Approved
0.6768 Remote Similarity NPD5785 Approved
0.6701 Remote Similarity NPD4249 Approved
0.6667 Remote Similarity NPD1695 Approved
0.6635 Remote Similarity NPD4225 Approved
0.6598 Remote Similarity NPD5363 Approved
0.6598 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6588 Remote Similarity NPD3197 Phase 1
0.6562 Remote Similarity NPD7154 Phase 3
0.6562 Remote Similarity NPD5362 Discontinued
0.6509 Remote Similarity NPD5344 Discontinued
0.6452 Remote Similarity NPD4756 Discovery
0.6421 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6372 Remote Similarity NPD6053 Discontinued
0.6364 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6356 Remote Similarity NPD8513 Phase 3
0.6356 Remote Similarity NPD8515 Approved
0.6356 Remote Similarity NPD8517 Approved
0.6356 Remote Similarity NPD8516 Approved
0.6321 Remote Similarity NPD7638 Approved
0.6289 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6289 Remote Similarity NPD4269 Approved
0.6289 Remote Similarity NPD4270 Approved
0.6262 Remote Similarity NPD7639 Approved
0.6262 Remote Similarity NPD7640 Approved
0.625 Remote Similarity NPD4061 Clinical (unspecified phase)
0.625 Remote Similarity NPD4252 Approved
0.625 Remote Similarity NPD5282 Discontinued
0.6224 Remote Similarity NPD6110 Phase 1
0.6211 Remote Similarity NPD4268 Approved
0.6211 Remote Similarity NPD4271 Approved
0.62 Remote Similarity NPD5786 Approved
0.6186 Remote Similarity NPD5369 Approved
0.6186 Remote Similarity NPD4790 Discontinued
0.6162 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7115 Discovery
0.6154 Remote Similarity NPD5778 Approved
0.6154 Remote Similarity NPD5779 Approved
0.6148 Remote Similarity NPD7507 Approved
0.6132 Remote Similarity NPD7839 Suspended
0.6122 Remote Similarity NPD6435 Approved
0.6116 Remote Similarity NPD7830 Approved
0.6116 Remote Similarity NPD7829 Approved
0.6111 Remote Similarity NPD6648 Approved
0.61 Remote Similarity NPD1694 Approved
0.6098 Remote Similarity NPD8074 Phase 3
0.6082 Remote Similarity NPD4820 Approved
0.6082 Remote Similarity NPD4822 Approved
0.6082 Remote Similarity NPD4821 Approved
0.6082 Remote Similarity NPD4819 Approved
0.6064 Remote Similarity NPD8039 Approved
0.6061 Remote Similarity NPD5331 Approved
0.6061 Remote Similarity NPD5332 Approved
0.6053 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6047 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6042 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6 Remote Similarity NPD7319 Approved
0.5984 Remote Similarity NPD7642 Approved
0.5966 Remote Similarity NPD7641 Discontinued
0.596 Remote Similarity NPD5209 Approved
0.5955 Remote Similarity NPD2685 Clinical (unspecified phase)
0.595 Remote Similarity NPD8033 Approved
0.5929 Remote Similarity NPD6412 Phase 2
0.5923 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5918 Remote Similarity NPD5368 Approved
0.5909 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5904 Remote Similarity NPD3730 Approved
0.5904 Remote Similarity NPD3195 Phase 2
0.5904 Remote Similarity NPD3728 Approved
0.5904 Remote Similarity NPD4266 Approved
0.5904 Remote Similarity NPD3194 Approved
0.5904 Remote Similarity NPD3196 Approved
0.5889 Remote Similarity NPD3704 Approved
0.5868 Remote Similarity NPD8377 Approved
0.5868 Remote Similarity NPD8294 Approved
0.5865 Remote Similarity NPD5370 Suspended
0.5862 Remote Similarity NPD2204 Approved
0.5849 Remote Similarity NPD6399 Phase 3
0.5833 Remote Similarity NPD7327 Approved
0.5833 Remote Similarity NPD7328 Approved
0.582 Remote Similarity NPD8378 Approved
0.582 Remote Similarity NPD8444 Approved
0.582 Remote Similarity NPD8335 Approved
0.582 Remote Similarity NPD8379 Approved
0.582 Remote Similarity NPD8380 Approved
0.582 Remote Similarity NPD8296 Approved
0.5814 Remote Similarity NPD6109 Phase 1
0.5814 Remote Similarity NPD69 Approved
0.5814 Remote Similarity NPD9119 Approved
0.5789 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5785 Remote Similarity NPD7516 Approved
0.5783 Remote Similarity NPD3172 Approved
0.5781 Remote Similarity NPD7260 Phase 2
0.578 Remote Similarity NPD7902 Approved
0.5776 Remote Similarity NPD6421 Discontinued
0.5776 Remote Similarity NPD2067 Discontinued
0.5763 Remote Similarity NPD4632 Approved
0.576 Remote Similarity NPD8273 Phase 1
0.576 Remote Similarity NPD8451 Approved
0.5755 Remote Similarity NPD7637 Suspended
0.5755 Remote Similarity NPD4810 Clinical (unspecified phase)
0.575 Remote Similarity NPD7500 Approved
0.5736 Remote Similarity NPD6845 Suspended
0.5732 Remote Similarity NPD6927 Phase 3
0.5726 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7632 Discontinued
0.5714 Remote Similarity NPD6101 Approved
0.5714 Remote Similarity NPD8448 Approved
0.5714 Remote Similarity NPD7078 Approved
0.5714 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5702 Remote Similarity NPD6008 Approved
0.5698 Remote Similarity NPD9118 Approved
0.5691 Remote Similarity NPD8268 Approved
0.5691 Remote Similarity NPD8266 Approved
0.5691 Remote Similarity NPD8267 Approved
0.5691 Remote Similarity NPD8269 Approved
0.5688 Remote Similarity NPD4792 Clinical (unspecified phase)
0.568 Remote Similarity NPD7492 Approved
0.5678 Remote Similarity NPD8297 Approved
0.5669 Remote Similarity NPD7736 Approved
0.5648 Remote Similarity NPD7748 Approved
0.5635 Remote Similarity NPD6616 Approved
0.563 Remote Similarity NPD8133 Approved
0.562 Remote Similarity NPD7505 Discontinued
0.561 Remote Similarity NPD6054 Approved
0.561 Remote Similarity NPD6319 Approved
0.5607 Remote Similarity NPD6411 Approved
0.5603 Remote Similarity NPD5345 Clinical (unspecified phase)
0.56 Remote Similarity NPD8328 Phase 3

  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