Structure

Physi-Chem Properties

Molecular Weight:  175.08
Volume:  158.673
LogP:  -1.438
LogD:  -1.021
LogS:  -0.336
# Rotatable Bonds:  0
TPSA:  92.95
# H-Bond Aceptor:  5
# H-Bond Donor:  5
# Rings:  2
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.281
Synthetic Accessibility Score:  5.524
Fsp3:  1.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.656
MDCK Permeability:  0.0002471536281518638
Pgp-inhibitor:  0.002
Pgp-substrate:  0.88
Human Intestinal Absorption (HIA):  0.968
20% Bioavailability (F20%):  0.128
30% Bioavailability (F30%):  0.97

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.312
Plasma Protein Binding (PPB):  12.855579376220703%
Volume Distribution (VD):  0.73
Pgp-substrate:  87.16326141357422%

ADMET: Metabolism

CYP1A2-inhibitor:  0.018
CYP1A2-substrate:  0.095
CYP2C19-inhibitor:  0.024
CYP2C19-substrate:  0.182
CYP2C9-inhibitor:  0.003
CYP2C9-substrate:  0.447
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.209
CYP3A4-inhibitor:  0.005
CYP3A4-substrate:  0.024

ADMET: Excretion

Clearance (CL):  2.501
Half-life (T1/2):  0.595

ADMET: Toxicity

hERG Blockers:  0.016
Human Hepatotoxicity (H-HT):  0.216
Drug-inuced Liver Injury (DILI):  0.038
AMES Toxicity:  0.074
Rat Oral Acute Toxicity:  0.008
Maximum Recommended Daily Dose:  0.208
Skin Sensitization:  0.461
Carcinogencity:  0.068
Eye Corrosion:  0.004
Eye Irritation:  0.033
Respiratory Toxicity:  0.452

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

  Natural Product: NPC255535

Natural Product ID:  NPC255535
Common Name*:   (1S,2R,3S,4R,5S)-8-Azabicyclo[3.2.1]Octane-2,3,4,5-Tetrol
IUPAC Name:   (1S,2R,3S,4R,5S)-8-azabicyclo[3.2.1]octane-2,3,4,5-tetrol
Synonyms:  
Standard InCHIKey:  FXFBVZOJVHCEDO-FHKSGDNWSA-N
Standard InCHI:  InChI=1S/C7H13NO4/c9-4-3-1-2-7(12,8-3)6(11)5(4)10/h3-6,8-12H,1-2H2/t3-,4+,5-,6+,7-/m0/s1
SMILES:  C1C[C@@]2([C@@H]([C@H]([C@@H]([C@H]1N2)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1984376
PubChem CID:   384346
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000279] Alkaloids and derivatives
      • [CHEMONTID:0000492] Tropane alkaloids

*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
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. root n.a. PMID[17396934]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. PMID[20815207]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. root n.a. PMID[21319773]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. leaf n.a. PMID[21319773]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. bark n.a. PMID[21319773]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. leaf n.a. PMID[22207282]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. root n.a. PMID[23806866]
NPO28265 Morus alba Species Moraceae Eukaryota root bark University of Veterinary and Pharmaceutical Sciences Brno (UVPS Brno), Brno, Czech Republic 2011-APR PMID[24901948]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. Konya, Turkey 2007-APR PMID[24901948]
NPO28265 Morus alba Species Moraceae Eukaryota leaves Chungbuk, Korea n.a. PMID[25935644]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. root n.a. PMID[25981820]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. latex n.a. PMID[27294120]
NPO28265 Morus alba Species Moraceae Eukaryota Root barks n.a. n.a. PMID[3097265]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. PMID[9544568]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28265 Morus alba Species Moraceae 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
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 1741.81 nM PMID[511926]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 4698.94 nM PMID[511926]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 2582.26 nM PMID[511926]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 100000.0 nM PMID[511926]

☑ 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 NPC255535 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 NPC28959
1.0 High Similarity NPC299603
1.0 High Similarity NPC285014
1.0 High Similarity NPC137554
0.9231 High Similarity NPC77191
0.9231 High Similarity NPC101746
0.9231 High Similarity NPC69798
0.9231 High Similarity NPC116377
0.9231 High Similarity NPC315980
0.9231 High Similarity NPC473952
0.9077 High Similarity NPC471892
0.9077 High Similarity NPC471780
0.9077 High Similarity NPC223386
0.9077 High Similarity NPC75435
0.9077 High Similarity NPC142290
0.9077 High Similarity NPC198341
0.8939 High Similarity NPC286851
0.8939 High Similarity NPC303798
0.8788 High Similarity NPC474928
0.8769 High Similarity NPC69669
0.8769 High Similarity NPC22774
0.8769 High Similarity NPC150680
0.8769 High Similarity NPC218150
0.8769 High Similarity NPC306462
0.8769 High Similarity NPC2432
0.8696 High Similarity NPC475694
0.8696 High Similarity NPC473710
0.8676 High Similarity NPC471418
0.8615 High Similarity NPC62507
0.8615 High Similarity NPC8087
0.8551 High Similarity NPC268922
0.8451 Intermediate Similarity NPC474468
0.8406 Intermediate Similarity NPC126664
0.8406 Intermediate Similarity NPC34291
0.8333 Intermediate Similarity NPC474014
0.8333 Intermediate Similarity NPC57846
0.8333 Intermediate Similarity NPC30126
0.831 Intermediate Similarity NPC476696
0.831 Intermediate Similarity NPC476694
0.831 Intermediate Similarity NPC476695
0.8308 Intermediate Similarity NPC290106
0.8308 Intermediate Similarity NPC143809
0.8308 Intermediate Similarity NPC76726
0.8308 Intermediate Similarity NPC193593
0.8 Intermediate Similarity NPC311668
0.8 Intermediate Similarity NPC65832
0.8 Intermediate Similarity NPC10262
0.7971 Intermediate Similarity NPC233034
0.7879 Intermediate Similarity NPC204709
0.7848 Intermediate Similarity NPC165119
0.7826 Intermediate Similarity NPC471419
0.7826 Intermediate Similarity NPC163134
0.7761 Intermediate Similarity NPC170172
0.7538 Intermediate Similarity NPC272396
0.747 Intermediate Similarity NPC306838
0.7468 Intermediate Similarity NPC100204
0.7468 Intermediate Similarity NPC83248
0.7432 Intermediate Similarity NPC163538
0.7432 Intermediate Similarity NPC115800
0.7397 Intermediate Similarity NPC474469
0.7361 Intermediate Similarity NPC12514
0.7361 Intermediate Similarity NPC294883
0.7297 Intermediate Similarity NPC473419
0.7297 Intermediate Similarity NPC475127
0.7297 Intermediate Similarity NPC475715
0.7284 Intermediate Similarity NPC36927
0.7284 Intermediate Similarity NPC271772
0.726 Intermediate Similarity NPC184150
0.726 Intermediate Similarity NPC141156
0.7246 Intermediate Similarity NPC471421
0.7246 Intermediate Similarity NPC233364
0.7164 Intermediate Similarity NPC275727
0.7162 Intermediate Similarity NPC171850
0.7162 Intermediate Similarity NPC266242
0.7162 Intermediate Similarity NPC74555
0.7162 Intermediate Similarity NPC254617
0.7162 Intermediate Similarity NPC306763
0.7143 Intermediate Similarity NPC469363
0.7125 Intermediate Similarity NPC98750
0.7037 Intermediate Similarity NPC70574
0.7027 Intermediate Similarity NPC59221
0.7027 Intermediate Similarity NPC291650
0.7027 Intermediate Similarity NPC322801
0.7027 Intermediate Similarity NPC129100
0.6765 Remote Similarity NPC277072
0.6765 Remote Similarity NPC178263
0.6747 Remote Similarity NPC219340
0.6543 Remote Similarity NPC244539
0.6506 Remote Similarity NPC150557
0.6494 Remote Similarity NPC107224
0.6479 Remote Similarity NPC8979
0.6463 Remote Similarity NPC313762
0.6456 Remote Similarity NPC306973
0.6364 Remote Similarity NPC78312
0.6364 Remote Similarity NPC135539
0.6364 Remote Similarity NPC196359
0.6364 Remote Similarity NPC221764
0.6353 Remote Similarity NPC471420
0.6267 Remote Similarity NPC17455
0.625 Remote Similarity NPC315170
0.6173 Remote Similarity NPC185084
0.6145 Remote Similarity NPC477002
0.6125 Remote Similarity NPC223174
0.6125 Remote Similarity NPC327753
0.6125 Remote Similarity NPC327486
0.6047 Remote Similarity NPC318258
0.6042 Remote Similarity NPC313821
0.602 Remote Similarity NPC56298
0.602 Remote Similarity NPC471628
0.602 Remote Similarity NPC315036
0.5934 Remote Similarity NPC313552
0.5915 Remote Similarity NPC123814
0.5909 Remote Similarity NPC315969
0.587 Remote Similarity NPC470282
0.587 Remote Similarity NPC214376
0.5862 Remote Similarity NPC314762
0.5843 Remote Similarity NPC263058
0.5814 Remote Similarity NPC314968
0.5814 Remote Similarity NPC314772
0.5811 Remote Similarity NPC293551
0.5797 Remote Similarity NPC121062
0.5797 Remote Similarity NPC29222
0.5797 Remote Similarity NPC96966
0.5753 Remote Similarity NPC471423
0.5753 Remote Similarity NPC471442
0.5745 Remote Similarity NPC176381
0.5745 Remote Similarity NPC195969
0.5714 Remote Similarity NPC160066
0.5714 Remote Similarity NPC26932
0.5714 Remote Similarity NPC315806
0.5696 Remote Similarity NPC472609
0.5694 Remote Similarity NPC474322
0.5679 Remote Similarity NPC316445
0.5673 Remote Similarity NPC313272
0.5673 Remote Similarity NPC319537
0.5658 Remote Similarity NPC276928
0.5658 Remote Similarity NPC64250
0.5658 Remote Similarity NPC319991
0.5658 Remote Similarity NPC268927
0.5641 Remote Similarity NPC145627
0.561 Remote Similarity NPC223893
0.56 Remote Similarity NPC471605
0.56 Remote Similarity NPC471443

  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 NPC255535 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
0.8769 High Similarity NPD9027 Phase 3
0.8769 High Similarity NPD9026 Phase 2
0.8769 High Similarity NPD9028 Phase 2
0.8769 High Similarity NPD9029 Phase 3
0.8406 Intermediate Similarity NPD9443 Clinical (unspecified phase)
0.7971 Intermediate Similarity NPD9440 Discontinued
0.7647 Intermediate Similarity NPD9455 Approved
0.7647 Intermediate Similarity NPD9240 Approved
0.7647 Intermediate Similarity NPD9239 Approved
0.7639 Intermediate Similarity NPD9444 Discontinued
0.7536 Intermediate Similarity NPD393 Approved
0.7286 Intermediate Similarity NPD9024 Phase 2
0.7286 Intermediate Similarity NPD9022 Phase 2
0.7229 Intermediate Similarity NPD9401 Discovery
0.7027 Intermediate Similarity NPD9033 Approved
0.7027 Intermediate Similarity NPD9030 Approved
0.7027 Intermediate Similarity NPD9032 Approved
0.7027 Intermediate Similarity NPD9031 Approved
0.6988 Remote Similarity NPD883 Phase 2
0.6988 Remote Similarity NPD882 Phase 2
0.6941 Remote Similarity NPD394 Phase 3
0.65 Remote Similarity NPD67 Phase 2
0.65 Remote Similarity NPD9034 Approved
0.6364 Remote Similarity NPD8868 Approved
0.6125 Remote Similarity NPD9445 Approved
0.6042 Remote Similarity NPD3191 Approved
0.6042 Remote Similarity NPD3189 Approved
0.6042 Remote Similarity NPD3190 Approved
0.602 Remote Similarity NPD4835 Approved
0.602 Remote Similarity NPD4836 Approved
0.602 Remote Similarity NPD4837 Approved
0.602 Remote Similarity NPD4838 Approved
0.5915 Remote Similarity NPD3215 Phase 1
0.5882 Remote Similarity NPD372 Clinical (unspecified phase)
0.587 Remote Similarity NPD2698 Approved
0.5862 Remote Similarity NPD9429 Discontinued
0.5816 Remote Similarity NPD4282 Approved
0.5814 Remote Similarity NPD9434 Approved
0.5814 Remote Similarity NPD9435 Approved
0.5784 Remote Similarity NPD2700 Approved
0.5765 Remote Similarity NPD9407 Approved
0.5745 Remote Similarity NPD5797 Approved
0.5745 Remote Similarity NPD5794 Approved
0.5745 Remote Similarity NPD5796 Clinical (unspecified phase)
0.5745 Remote Similarity NPD5798 Approved
0.5745 Remote Similarity NPD5795 Approved
0.5714 Remote Similarity NPD9653 Clinical (unspecified phase)
0.5686 Remote Similarity NPD8045 Clinical (unspecified phase)
0.5634 Remote Similarity NPD3214 Discontinued

  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