Structure

Physi-Chem Properties

Molecular Weight:  412.25
Volume:  413.737
LogP:  1.027
LogD:  -0.15
LogS:  -2.745
# Rotatable Bonds:  2
TPSA:  127.45
# H-Bond Aceptor:  7
# H-Bond Donor:  5
# Rings:  4
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.402
Synthetic Accessibility Score:  6.207
Fsp3:  0.955
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.078
MDCK Permeability:  0.00017649822984822094
Pgp-inhibitor:  0.064
Pgp-substrate:  0.467
Human Intestinal Absorption (HIA):  0.908
20% Bioavailability (F20%):  0.089
30% Bioavailability (F30%):  0.03

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.77
Plasma Protein Binding (PPB):  22.320960998535156%
Volume Distribution (VD):  1.092
Pgp-substrate:  55.60801696777344%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.097
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.564
CYP2C9-inhibitor:  0.007
CYP2C9-substrate:  0.195
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.139
CYP3A4-inhibitor:  0.097
CYP3A4-substrate:  0.123

ADMET: Excretion

Clearance (CL):  1.989
Half-life (T1/2):  0.133

ADMET: Toxicity

hERG Blockers:  0.028
Human Hepatotoxicity (H-HT):  0.377
Drug-inuced Liver Injury (DILI):  0.045
AMES Toxicity:  0.044
Rat Oral Acute Toxicity:  0.63
Maximum Recommended Daily Dose:  0.632
Skin Sensitization:  0.016
Carcinogencity:  0.028
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.156

Download Data

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

  Natural Product: NPC2572

Natural Product ID:  NPC2572
Common Name*:   NXCYBYJXCJWMRY-UHFFFAOYSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  NXCYBYJXCJWMRY-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C22H36O7/c1-11(23)29-17-12-6-7-13-20(5,27)14-8-15(24)18(2,3)22(14,28)16(25)9-21(13,17)10-19(12,4)26/h12-17,24-28H,6-10H2,1-5H3
SMILES:  CC(=O)OC1C2CCC3C(C)(C4CC(C(C)(C)C4(C(CC13CC2(C)O)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1971906
PubChem CID:   231125
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0002871] Grayanoids
            • [CHEMONTID:0002878] Leucothol and grayanotoxane diterpenoids

*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
NPO21072 Rhododendron dauricum Species Ericaceae Eukaryota n.a. whole plant n.a. DOI[10.1007/BF02329610]
NPO21072 Rhododendron dauricum Species Ericaceae Eukaryota n.a. n.a. n.a. PMID[15270561]
NPO21072 Rhododendron dauricum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21072 Rhododendron dauricum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21072 Rhododendron dauricum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21072 Rhododendron dauricum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21072 Rhododendron dauricum Species Ericaceae 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[519461]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 10000.0 nM PMID[519461]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 100000.0 nM PMID[519461]

☑ 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 NPC2572 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 NPC29342
0.9383 High Similarity NPC64862
0.925 High Similarity NPC69953
0.9114 High Similarity NPC117137
0.9114 High Similarity NPC66766
0.8961 High Similarity NPC139765
0.8961 High Similarity NPC131584
0.8851 High Similarity NPC39453
0.881 High Similarity NPC5943
0.869 High Similarity NPC131365
0.8642 High Similarity NPC474714
0.8571 High Similarity NPC266651
0.8395 Intermediate Similarity NPC471045
0.8293 Intermediate Similarity NPC476176
0.8256 Intermediate Similarity NPC215968
0.8256 Intermediate Similarity NPC155531
0.8222 Intermediate Similarity NPC470424
0.8214 Intermediate Similarity NPC154043
0.8214 Intermediate Similarity NPC60018
0.8214 Intermediate Similarity NPC202688
0.8202 Intermediate Similarity NPC473066
0.8125 Intermediate Similarity NPC472944
0.8125 Intermediate Similarity NPC472945
0.8118 Intermediate Similarity NPC111582
0.8118 Intermediate Similarity NPC477285
0.8111 Intermediate Similarity NPC182740
0.8111 Intermediate Similarity NPC256104
0.8111 Intermediate Similarity NPC211845
0.8111 Intermediate Similarity NPC122083
0.8095 Intermediate Similarity NPC473257
0.8068 Intermediate Similarity NPC22376
0.8049 Intermediate Similarity NPC171658
0.8046 Intermediate Similarity NPC477283
0.8023 Intermediate Similarity NPC242016
0.8 Intermediate Similarity NPC286719
0.8 Intermediate Similarity NPC477286
0.7976 Intermediate Similarity NPC472943
0.7976 Intermediate Similarity NPC472951
0.7955 Intermediate Similarity NPC472396
0.7927 Intermediate Similarity NPC136424
0.7901 Intermediate Similarity NPC475458
0.7882 Intermediate Similarity NPC190940
0.7882 Intermediate Similarity NPC73515
0.7857 Intermediate Similarity NPC269333
0.7849 Intermediate Similarity NPC156377
0.7849 Intermediate Similarity NPC116683
0.7841 Intermediate Similarity NPC145245
0.7831 Intermediate Similarity NPC476719
0.7816 Intermediate Similarity NPC18953
0.7805 Intermediate Similarity NPC186851
0.7805 Intermediate Similarity NPC317242
0.7791 Intermediate Similarity NPC477447
0.7791 Intermediate Similarity NPC477446
0.7791 Intermediate Similarity NPC470155
0.7791 Intermediate Similarity NPC475388
0.7753 Intermediate Similarity NPC161928
0.7753 Intermediate Similarity NPC210658
0.7742 Intermediate Similarity NPC21897
0.7738 Intermediate Similarity NPC191345
0.7738 Intermediate Similarity NPC252483
0.7738 Intermediate Similarity NPC43463
0.7711 Intermediate Similarity NPC163597
0.7674 Intermediate Similarity NPC470156
0.7674 Intermediate Similarity NPC470154
0.7674 Intermediate Similarity NPC216941
0.7667 Intermediate Similarity NPC201607
0.7667 Intermediate Similarity NPC128475
0.7667 Intermediate Similarity NPC56777
0.7653 Intermediate Similarity NPC473701
0.7653 Intermediate Similarity NPC473526
0.7647 Intermediate Similarity NPC477287
0.7647 Intermediate Similarity NPC220379
0.7647 Intermediate Similarity NPC81074
0.7647 Intermediate Similarity NPC477282
0.764 Intermediate Similarity NPC472272
0.764 Intermediate Similarity NPC114378
0.764 Intermediate Similarity NPC103782
0.764 Intermediate Similarity NPC471240
0.7619 Intermediate Similarity NPC476233
0.7619 Intermediate Similarity NPC64081
0.7619 Intermediate Similarity NPC105208
0.7619 Intermediate Similarity NPC477227
0.7619 Intermediate Similarity NPC11907
0.7619 Intermediate Similarity NPC474574
0.7619 Intermediate Similarity NPC128951
0.7619 Intermediate Similarity NPC192046
0.7619 Intermediate Similarity NPC185915
0.7619 Intermediate Similarity NPC133596
0.7619 Intermediate Similarity NPC212453
0.7619 Intermediate Similarity NPC302578
0.7614 Intermediate Similarity NPC474156
0.7609 Intermediate Similarity NPC474065
0.7609 Intermediate Similarity NPC219516
0.7604 Intermediate Similarity NPC470030
0.7586 Intermediate Similarity NPC477284
0.7586 Intermediate Similarity NPC311642
0.7586 Intermediate Similarity NPC475849
0.7586 Intermediate Similarity NPC164289
0.7586 Intermediate Similarity NPC470611
0.7586 Intermediate Similarity NPC148740
0.7586 Intermediate Similarity NPC102156
0.7586 Intermediate Similarity NPC100366
0.7586 Intermediate Similarity NPC242771
0.7561 Intermediate Similarity NPC470610
0.7561 Intermediate Similarity NPC153719
0.7556 Intermediate Similarity NPC110365
0.7556 Intermediate Similarity NPC45833
0.7556 Intermediate Similarity NPC239938
0.7556 Intermediate Similarity NPC213658
0.7556 Intermediate Similarity NPC62202
0.7529 Intermediate Similarity NPC18857
0.7529 Intermediate Similarity NPC67657
0.7528 Intermediate Similarity NPC232044
0.7528 Intermediate Similarity NPC273290
0.7527 Intermediate Similarity NPC476189
0.7526 Intermediate Similarity NPC476512
0.7526 Intermediate Similarity NPC108227
0.7526 Intermediate Similarity NPC475574
0.7526 Intermediate Similarity NPC472081
0.75 Intermediate Similarity NPC470070
0.75 Intermediate Similarity NPC474266
0.75 Intermediate Similarity NPC292775
0.7474 Intermediate Similarity NPC237071
0.7474 Intermediate Similarity NPC203434
0.7474 Intermediate Similarity NPC238796
0.7474 Intermediate Similarity NPC296936
0.7471 Intermediate Similarity NPC211049
0.747 Intermediate Similarity NPC48795
0.747 Intermediate Similarity NPC304499
0.7449 Intermediate Similarity NPC114700
0.7449 Intermediate Similarity NPC470029
0.7449 Intermediate Similarity NPC134967
0.7449 Intermediate Similarity NPC310138
0.7447 Intermediate Similarity NPC191915
0.7447 Intermediate Similarity NPC151214
0.7444 Intermediate Similarity NPC471411
0.7444 Intermediate Similarity NPC471410
0.7442 Intermediate Similarity NPC287452
0.7439 Intermediate Similarity NPC1340
0.7439 Intermediate Similarity NPC187471
0.7439 Intermediate Similarity NPC252182
0.7439 Intermediate Similarity NPC470071
0.7419 Intermediate Similarity NPC52756
0.7416 Intermediate Similarity NPC320824
0.7416 Intermediate Similarity NPC227260
0.7416 Intermediate Similarity NPC291310
0.7403 Intermediate Similarity NPC83088
0.7396 Intermediate Similarity NPC471241
0.7396 Intermediate Similarity NPC470591
0.7391 Intermediate Similarity NPC20822
0.7391 Intermediate Similarity NPC228059
0.7386 Intermediate Similarity NPC477935
0.7386 Intermediate Similarity NPC121121
0.7386 Intermediate Similarity NPC296734
0.7386 Intermediate Similarity NPC212340
0.7381 Intermediate Similarity NPC472950
0.7381 Intermediate Similarity NPC472952
0.7381 Intermediate Similarity NPC270306
0.7381 Intermediate Similarity NPC243027
0.7381 Intermediate Similarity NPC196136
0.7381 Intermediate Similarity NPC158208
0.7381 Intermediate Similarity NPC231680
0.7381 Intermediate Similarity NPC91387
0.7375 Intermediate Similarity NPC476928
0.7374 Intermediate Similarity NPC97260
0.7374 Intermediate Similarity NPC476837
0.7374 Intermediate Similarity NPC139181
0.7368 Intermediate Similarity NPC94582
0.7368 Intermediate Similarity NPC215570
0.7368 Intermediate Similarity NPC292178
0.7368 Intermediate Similarity NPC57964
0.7368 Intermediate Similarity NPC86893
0.7356 Intermediate Similarity NPC16449
0.7356 Intermediate Similarity NPC186594
0.7349 Intermediate Similarity NPC476718
0.7349 Intermediate Similarity NPC123122
0.7347 Intermediate Similarity NPC476839
0.7347 Intermediate Similarity NPC476838
0.7342 Intermediate Similarity NPC472946
0.734 Intermediate Similarity NPC26046
0.734 Intermediate Similarity NPC311246
0.734 Intermediate Similarity NPC167644
0.7333 Intermediate Similarity NPC290612
0.7333 Intermediate Similarity NPC235402
0.7333 Intermediate Similarity NPC476715
0.7326 Intermediate Similarity NPC476732
0.7326 Intermediate Similarity NPC199965
0.732 Intermediate Similarity NPC253995
0.7317 Intermediate Similarity NPC232925
0.7317 Intermediate Similarity NPC63588
0.7317 Intermediate Similarity NPC251201
0.7312 Intermediate Similarity NPC219937
0.7312 Intermediate Similarity NPC194485
0.7312 Intermediate Similarity NPC279329
0.7312 Intermediate Similarity NPC77756
0.7312 Intermediate Similarity NPC123252
0.7312 Intermediate Similarity NPC53890
0.7312 Intermediate Similarity NPC473542
0.7312 Intermediate Similarity NPC10274
0.7303 Intermediate Similarity NPC259173

  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 NPC2572 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
0.7195 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD6928 Phase 2
0.7126 Intermediate Similarity NPD6697 Approved
0.7126 Intermediate Similarity NPD6115 Approved
0.7126 Intermediate Similarity NPD6118 Approved
0.7126 Intermediate Similarity NPD6114 Approved
0.7011 Intermediate Similarity NPD6116 Phase 1
0.7 Intermediate Similarity NPD1700 Approved
0.6979 Remote Similarity NPD8171 Discontinued
0.6897 Remote Similarity NPD6117 Approved
0.6782 Remote Similarity NPD3702 Approved
0.6667 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6635 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6518 Remote Similarity NPD7328 Approved
0.6518 Remote Similarity NPD7327 Approved
0.6512 Remote Similarity NPD4787 Phase 1
0.6512 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6491 Remote Similarity NPD8033 Approved
0.646 Remote Similarity NPD7516 Approved
0.6449 Remote Similarity NPD7320 Approved
0.6437 Remote Similarity NPD5777 Approved
0.6404 Remote Similarity NPD8294 Approved
0.6404 Remote Similarity NPD8377 Approved
0.6386 Remote Similarity NPD371 Approved
0.6383 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6383 Remote Similarity NPD3669 Approved
0.6348 Remote Similarity NPD8296 Approved
0.6348 Remote Similarity NPD8380 Approved
0.6348 Remote Similarity NPD8335 Approved
0.6348 Remote Similarity NPD8379 Approved
0.6348 Remote Similarity NPD8378 Approved
0.6322 Remote Similarity NPD4245 Approved
0.6322 Remote Similarity NPD4244 Approved
0.6321 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6321 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6311 Remote Similarity NPD7638 Approved
0.6292 Remote Similarity NPD1810 Approved
0.6292 Remote Similarity NPD1811 Approved
0.6262 Remote Similarity NPD5739 Approved
0.6262 Remote Similarity NPD6402 Approved
0.6262 Remote Similarity NPD7128 Approved
0.6262 Remote Similarity NPD6675 Approved
0.625 Remote Similarity NPD4808 Clinical (unspecified phase)
0.625 Remote Similarity NPD7640 Approved
0.625 Remote Similarity NPD4809 Clinical (unspecified phase)
0.625 Remote Similarity NPD7639 Approved
0.6222 Remote Similarity NPD3703 Phase 2
0.6216 Remote Similarity NPD6053 Discontinued
0.6207 Remote Similarity NPD3698 Phase 2
0.6207 Remote Similarity NPD7503 Approved
0.62 Remote Similarity NPD8035 Phase 2
0.62 Remote Similarity NPD8034 Phase 2
0.6176 Remote Similarity NPD7991 Discontinued
0.6161 Remote Similarity NPD8133 Approved
0.6161 Remote Similarity NPD4632 Approved
0.6147 Remote Similarity NPD6899 Approved
0.6147 Remote Similarity NPD6881 Approved
0.6134 Remote Similarity NPD7507 Approved
0.6132 Remote Similarity NPD7632 Discontinued
0.6121 Remote Similarity NPD6319 Approved
0.6118 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6098 Remote Similarity NPD3198 Approved
0.6091 Remote Similarity NPD6373 Approved
0.6091 Remote Similarity NPD6372 Approved
0.6083 Remote Similarity NPD7078 Approved
0.6082 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6071 Remote Similarity NPD8297 Approved
0.6067 Remote Similarity NPD6081 Approved
0.6064 Remote Similarity NPD7525 Registered
0.6058 Remote Similarity NPD6083 Phase 2
0.6058 Remote Similarity NPD6084 Phase 2
0.6055 Remote Similarity NPD6412 Phase 2
0.6055 Remote Similarity NPD5697 Approved
0.6055 Remote Similarity NPD5701 Approved
0.605 Remote Similarity NPD7492 Approved
0.6036 Remote Similarity NPD7102 Approved
0.6036 Remote Similarity NPD6883 Approved
0.6036 Remote Similarity NPD7290 Approved
0.6023 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6023 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6022 Remote Similarity NPD4238 Approved
0.6022 Remote Similarity NPD4802 Phase 2
0.6 Remote Similarity NPD6616 Approved
0.6 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5984 Remote Similarity NPD7319 Approved
0.5983 Remote Similarity NPD6059 Approved
0.5983 Remote Similarity NPD6054 Approved
0.5982 Remote Similarity NPD8130 Phase 1
0.5982 Remote Similarity NPD6650 Approved
0.5982 Remote Similarity NPD6617 Approved
0.5982 Remote Similarity NPD6847 Approved
0.5982 Remote Similarity NPD6649 Approved
0.5982 Remote Similarity NPD6869 Approved
0.5979 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5963 Remote Similarity NPD6008 Approved
0.596 Remote Similarity NPD4250 Approved
0.596 Remote Similarity NPD7524 Approved
0.596 Remote Similarity NPD4251 Approved
0.5955 Remote Similarity NPD2687 Approved
0.5955 Remote Similarity NPD4789 Approved
0.5955 Remote Similarity NPD2686 Approved
0.5955 Remote Similarity NPD2254 Approved
0.595 Remote Similarity NPD8293 Discontinued
0.5946 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5946 Remote Similarity NPD6014 Approved
0.5946 Remote Similarity NPD6012 Approved
0.5946 Remote Similarity NPD6013 Approved
0.5929 Remote Similarity NPD6882 Approved
0.5913 Remote Similarity NPD6940 Discontinued
0.5909 Remote Similarity NPD5360 Phase 3
0.5909 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5902 Remote Similarity NPD7736 Approved
0.5882 Remote Similarity NPD6370 Approved
0.5876 Remote Similarity NPD6695 Phase 3
0.5865 Remote Similarity NPD5695 Phase 3
0.5862 Remote Similarity NPD4224 Phase 2
0.5862 Remote Similarity NPD6009 Approved
0.5859 Remote Similarity NPD4249 Approved
0.5856 Remote Similarity NPD6011 Approved
0.5842 Remote Similarity NPD6051 Approved
0.5841 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5833 Remote Similarity NPD1780 Approved
0.5833 Remote Similarity NPD1779 Approved
0.5833 Remote Similarity NPD7604 Phase 2
0.5825 Remote Similarity NPD6399 Phase 3
0.5804 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5798 Remote Similarity NPD6015 Approved
0.5798 Remote Similarity NPD5983 Phase 2
0.5798 Remote Similarity NPD6016 Approved
0.5794 Remote Similarity NPD8418 Phase 2
0.5773 Remote Similarity NPD6435 Approved
0.5758 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5755 Remote Similarity NPD4755 Approved
0.5752 Remote Similarity NPD4634 Approved
0.5752 Remote Similarity NPD6371 Approved
0.575 Remote Similarity NPD5988 Approved
0.5743 Remote Similarity NPD6903 Approved
0.5741 Remote Similarity NPD5344 Discontinued
0.5738 Remote Similarity NPD6336 Discontinued
0.5729 Remote Similarity NPD4820 Approved
0.5729 Remote Similarity NPD4748 Discontinued
0.5729 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5729 Remote Similarity NPD4822 Approved
0.5729 Remote Similarity NPD4819 Approved
0.5729 Remote Similarity NPD4821 Approved
0.5728 Remote Similarity NPD7637 Suspended
0.5714 Remote Similarity NPD4788 Approved
0.5714 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5701 Remote Similarity NPD5696 Approved
0.5673 Remote Similarity NPD4202 Approved
0.5648 Remote Similarity NPD4700 Approved
0.5648 Remote Similarity NPD5286 Approved
0.5648 Remote Similarity NPD5285 Approved
0.5648 Remote Similarity NPD4696 Approved
0.5644 Remote Similarity NPD7750 Discontinued
0.5641 Remote Similarity NPD6274 Approved
0.5638 Remote Similarity NPD6933 Approved
0.5632 Remote Similarity NPD7909 Approved
0.563 Remote Similarity NPD7101 Approved
0.563 Remote Similarity NPD7100 Approved
0.5625 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5614 Remote Similarity NPD5955 Clinical (unspecified phase)

  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