Structure

Physi-Chem Properties

Molecular Weight:  548.26
Volume:  542.078
LogP:  1.617
LogD:  1.226
LogS:  -3.82
# Rotatable Bonds:  1
TPSA:  144.28
# H-Bond Aceptor:  10
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.25
Synthetic Accessibility Score:  7.487
Fsp3:  0.724
Lipinski Rule-of-5:  Accepted
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:  -5.369
MDCK Permeability:  2.8705044314847328e-05
Pgp-inhibitor:  0.009
Pgp-substrate:  0.998
Human Intestinal Absorption (HIA):  0.398
20% Bioavailability (F20%):  0.96
30% Bioavailability (F30%):  0.97

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.21
Plasma Protein Binding (PPB):  43.94412612915039%
Volume Distribution (VD):  1.194
Pgp-substrate:  25.70563507080078%

ADMET: Metabolism

CYP1A2-inhibitor:  0.005
CYP1A2-substrate:  0.085
CYP2C19-inhibitor:  0.021
CYP2C19-substrate:  0.598
CYP2C9-inhibitor:  0.017
CYP2C9-substrate:  0.027
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.099
CYP3A4-inhibitor:  0.419
CYP3A4-substrate:  0.533

ADMET: Excretion

Clearance (CL):  1.903
Half-life (T1/2):  0.76

ADMET: Toxicity

hERG Blockers:  0.754
Human Hepatotoxicity (H-HT):  0.863
Drug-inuced Liver Injury (DILI):  0.417
AMES Toxicity:  0.787
Rat Oral Acute Toxicity:  0.661
Maximum Recommended Daily Dose:  0.96
Skin Sensitization:  0.586
Carcinogencity:  0.073
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.86

Download Data

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

  Natural Product: NPC305044

Natural Product ID:  NPC305044
Common Name*:   PYYBXMVTBWYBDY-NVYIPTEVSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  PYYBXMVTBWYBDY-NVYIPTEVSA-N
Standard InCHI:  InChI=1S/C29H40O10/c1-16-9-23-28(12-19(16)31)14-36-26(34)10-17(2)20(32)13-35-21(18(3)30)7-5-6-8-25(33)39-22-11-24(38-23)29(15-37-29)27(22,28)4/h5-9,17-24,30-32H,10-15H2,1-4H3/b7-5-,8-6-/t17?,18?,19-,20?,21?,22+,23+,24+,27+,28+,29+/m0/s1
SMILES:  CC1=C[C@@H]2[C@@]3(C[C@@H]1O)COC(=O)CC(C)C(COC(/C=CC=C/C(=O)O[C@@H]1C[C@H]([C@]4(CO4)[C@@]31C)O2)C(C)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2003627
PubChem CID:   22524666
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0001789] Trichothecenes

*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
NPO28679 Prunus mume Species Rosaceae Eukaryota flowers n.a. n.a. PMID[12193020]
NPO28679 Prunus mume Species Rosaceae Eukaryota fruits n.a. n.a. PMID[24485782]
NPO28679 Prunus mume Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28679 Prunus mume Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28679 Prunus mume Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28679 Prunus mume Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28679 Prunus mume Species Rosaceae 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. 10.0 nM PMID[469026]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 8.318 nM PMID[469026]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 2.78 nM PMID[469026]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 43.65 nM PMID[469026]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 62.66 nM PMID[469026]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 6.622 nM PMID[469026]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 1.774 nM PMID[469026]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 2.41 nM PMID[469026]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 2.529 nM PMID[469026]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 1.702 nM PMID[469026]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 2.858 nM PMID[469026]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 6.966 nM PMID[469026]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 2.477 nM PMID[469026]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 2.649 nM PMID[469026]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 1.393 nM PMID[469026]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 2.673 nM PMID[469026]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 1006.93 nM PMID[469026]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 4.498 nM PMID[469026]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 4.074 nM PMID[469026]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 15.24 nM PMID[469026]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 2.773 nM PMID[469026]
NPT572 Cell Line DMS-273 Homo sapiens GI50 n.a. 1.0 nM PMID[469026]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 17.95 nM PMID[469026]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 1.742 nM PMID[469026]
NPT573 Cell Line M19-MEL Homo sapiens GI50 n.a. 3.412 nM PMID[469026]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 4.395 nM PMID[469026]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 3.793 nM PMID[469026]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 1.393 nM PMID[469026]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 2.5 nM PMID[469026]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 3.381 nM PMID[469026]
NPT574 Cell Line XF498 Homo sapiens GI50 n.a. 3.802 nM PMID[469026]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 3.404 nM PMID[469026]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 15.6 nM PMID[469026]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 3.802 nM PMID[469026]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 2.051 nM PMID[469026]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 2.234 nM PMID[469026]
NPT168 Cell Line P388 Mus musculus GI50 n.a. 29.99 nM PMID[469026]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 3.767 nM PMID[469026]
NPT575 Cell Line KM-20L2 Homo sapiens GI50 n.a. 20.65 nM PMID[469026]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 8.395 nM PMID[469026]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 7.656 nM PMID[469026]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 3.412 nM PMID[469026]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 6.839 nM PMID[469026]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 2.291 nM PMID[469026]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 5.333 nM PMID[469026]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 6.095 nM PMID[469026]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 10.0 nM PMID[469026]
NPT731 Cell Line LXFL 529 Homo sapiens GI50 n.a. 1.858 nM PMID[469026]
NPT576 Cell Line DMS-114 Homo sapiens GI50 n.a. 1.879 nM PMID[469026]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 1.862 nM PMID[469026]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 3.811 nM PMID[469026]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 3.614 nM PMID[469026]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 3.373 nM PMID[469026]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 8.851 nM PMID[469026]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 10.0 nM PMID[469026]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 2.673 nM PMID[469026]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 5.546 nM PMID[469026]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 1.0 nM PMID[469026]
NPT577 Cell Line RXF 631 Homo sapiens GI50 n.a. 10.26 nM PMID[469026]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 6.442 nM PMID[469026]
NPT578 Cell Line SNB-78 Homo sapiens GI50 n.a. 4.721 nM PMID[469026]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 3.573 nM PMID[469026]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 1.0 nM PMID[469026]
NPT579 Cell Line DLD-1 Homo sapiens GI50 n.a. 3.864 nM PMID[469026]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 4.009 nM PMID[469026]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 3.148 nM PMID[469026]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 2.208 nM PMID[469026]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 3.041 nM PMID[469026]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 3.258 nM PMID[469026]
NPT738 Cell Line SN12K1 Homo sapiens GI50 n.a. 29.99 nM PMID[469026]
NPT732 Cell Line HOP-18 Homo sapiens GI50 n.a. 17.18 nM PMID[469026]

☑ 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 NPC305044 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 NPC265290
0.9533 High Similarity NPC101965
0.9533 High Similarity NPC101400
0.9439 High Similarity NPC98038
0.9439 High Similarity NPC313921
0.9333 High Similarity NPC472263
0.9333 High Similarity NPC469957
0.9333 High Similarity NPC469959
0.9333 High Similarity NPC108682
0.9238 High Similarity NPC93026
0.9238 High Similarity NPC265502
0.9238 High Similarity NPC29389
0.9238 High Similarity NPC469960
0.8952 High Similarity NPC200672
0.8952 High Similarity NPC252242
0.8952 High Similarity NPC475956
0.8952 High Similarity NPC214714
0.8899 High Similarity NPC41551
0.8899 High Similarity NPC50223
0.8868 High Similarity NPC260809
0.8868 High Similarity NPC474783
0.8857 High Similarity NPC26557
0.8762 High Similarity NPC13743
0.8762 High Similarity NPC79631
0.8762 High Similarity NPC98813
0.8692 High Similarity NPC232515
0.8684 High Similarity NPC475130
0.8684 High Similarity NPC474286
0.8667 High Similarity NPC274458
0.8667 High Similarity NPC79449
0.8667 High Similarity NPC65700
0.8667 High Similarity NPC474957
0.8661 High Similarity NPC287075
0.8598 High Similarity NPC475986
0.8571 High Similarity NPC182811
0.8571 High Similarity NPC347923
0.8571 High Similarity NPC476057
0.8482 Intermediate Similarity NPC71680
0.844 Intermediate Similarity NPC169843
0.8407 Intermediate Similarity NPC241477
0.8393 Intermediate Similarity NPC15551
0.8381 Intermediate Similarity NPC240838
0.8349 Intermediate Similarity NPC123505
0.8333 Intermediate Similarity NPC469496
0.8333 Intermediate Similarity NPC469454
0.8333 Intermediate Similarity NPC469463
0.8304 Intermediate Similarity NPC77089
0.822 Intermediate Similarity NPC79579
0.8158 Intermediate Similarity NPC304180
0.8158 Intermediate Similarity NPC179798
0.8151 Intermediate Similarity NPC473228
0.8151 Intermediate Similarity NPC470829
0.8151 Intermediate Similarity NPC312481
0.8136 Intermediate Similarity NPC477092
0.8136 Intermediate Similarity NPC5292
0.8136 Intermediate Similarity NPC278681
0.8136 Intermediate Similarity NPC270850
0.8136 Intermediate Similarity NPC305260
0.8103 Intermediate Similarity NPC216665
0.8087 Intermediate Similarity NPC126691
0.8083 Intermediate Similarity NPC23786
0.8083 Intermediate Similarity NPC470265
0.8083 Intermediate Similarity NPC107493
0.8073 Intermediate Similarity NPC475053
0.807 Intermediate Similarity NPC181298
0.807 Intermediate Similarity NPC5103
0.8067 Intermediate Similarity NPC112936
0.8051 Intermediate Similarity NPC16701
0.8051 Intermediate Similarity NPC153440
0.8051 Intermediate Similarity NPC475401
0.8036 Intermediate Similarity NPC470980
0.8017 Intermediate Similarity NPC56448
0.8017 Intermediate Similarity NPC469789
0.8017 Intermediate Similarity NPC6193
0.8 Intermediate Similarity NPC310511
0.8 Intermediate Similarity NPC197107
0.8 Intermediate Similarity NPC67569
0.8 Intermediate Similarity NPC46570
0.7984 Intermediate Similarity NPC470880
0.7983 Intermediate Similarity NPC472667
0.7983 Intermediate Similarity NPC213761
0.7983 Intermediate Similarity NPC35171
0.7982 Intermediate Similarity NPC475274
0.7982 Intermediate Similarity NPC475653
0.7966 Intermediate Similarity NPC23046
0.7966 Intermediate Similarity NPC157380
0.7966 Intermediate Similarity NPC185287
0.7966 Intermediate Similarity NPC475305
0.7965 Intermediate Similarity NPC470192
0.7951 Intermediate Similarity NPC8374
0.7951 Intermediate Similarity NPC81736
0.7951 Intermediate Similarity NPC172154
0.7949 Intermediate Similarity NPC43213
0.7934 Intermediate Similarity NPC471082
0.7931 Intermediate Similarity NPC236217
0.7928 Intermediate Similarity NPC473596
0.7917 Intermediate Similarity NPC474370
0.7917 Intermediate Similarity NPC474585
0.7899 Intermediate Similarity NPC13710
0.789 Intermediate Similarity NPC120299
0.7886 Intermediate Similarity NPC159499
0.7886 Intermediate Similarity NPC293112
0.7881 Intermediate Similarity NPC190286
0.7876 Intermediate Similarity NPC54737
0.7874 Intermediate Similarity NPC471234
0.7863 Intermediate Similarity NPC106395
0.7863 Intermediate Similarity NPC46269
0.7857 Intermediate Similarity NPC183570
0.7845 Intermediate Similarity NPC474750
0.784 Intermediate Similarity NPC104382
0.7838 Intermediate Similarity NPC146822
0.7838 Intermediate Similarity NPC150923
0.7833 Intermediate Similarity NPC475041
0.7833 Intermediate Similarity NPC473203
0.7833 Intermediate Similarity NPC264954
0.7833 Intermediate Similarity NPC219656
0.7833 Intermediate Similarity NPC61520
0.7826 Intermediate Similarity NPC139838
0.7826 Intermediate Similarity NPC59489
0.7823 Intermediate Similarity NPC287423
0.7823 Intermediate Similarity NPC473265
0.7823 Intermediate Similarity NPC473253
0.7818 Intermediate Similarity NPC222303
0.7815 Intermediate Similarity NPC470492
0.7812 Intermediate Similarity NPC158350
0.7805 Intermediate Similarity NPC8369
0.7798 Intermediate Similarity NPC476315
0.7798 Intermediate Similarity NPC57664
0.7798 Intermediate Similarity NPC255410
0.7797 Intermediate Similarity NPC133677
0.7797 Intermediate Similarity NPC67290
0.7797 Intermediate Similarity NPC138303
0.7788 Intermediate Similarity NPC146731
0.7788 Intermediate Similarity NPC296950
0.7788 Intermediate Similarity NPC309190
0.7787 Intermediate Similarity NPC88326
0.7787 Intermediate Similarity NPC153700
0.7787 Intermediate Similarity NPC269642
0.7778 Intermediate Similarity NPC317687
0.7778 Intermediate Similarity NPC76550
0.7778 Intermediate Similarity NPC469491
0.7778 Intermediate Similarity NPC138757
0.7778 Intermediate Similarity NPC123855
0.7769 Intermediate Similarity NPC475885
0.7769 Intermediate Similarity NPC143755
0.7768 Intermediate Similarity NPC470972
0.776 Intermediate Similarity NPC473888
0.775 Intermediate Similarity NPC50774
0.775 Intermediate Similarity NPC329736
0.775 Intermediate Similarity NPC709
0.775 Intermediate Similarity NPC284707
0.775 Intermediate Similarity NPC186525
0.7742 Intermediate Similarity NPC473635
0.7739 Intermediate Similarity NPC233379
0.7739 Intermediate Similarity NPC88701
0.7739 Intermediate Similarity NPC14862
0.7739 Intermediate Similarity NPC474664
0.7731 Intermediate Similarity NPC148458
0.7731 Intermediate Similarity NPC176840
0.7731 Intermediate Similarity NPC298278
0.7731 Intermediate Similarity NPC470075
0.7727 Intermediate Similarity NPC40812
0.7727 Intermediate Similarity NPC205143
0.7724 Intermediate Similarity NPC11895
0.7719 Intermediate Similarity NPC243998
0.7719 Intermediate Similarity NPC60315
0.7719 Intermediate Similarity NPC475290
0.7719 Intermediate Similarity NPC477125
0.7719 Intermediate Similarity NPC223450
0.7717 Intermediate Similarity NPC231240
0.7717 Intermediate Similarity NPC155529
0.7717 Intermediate Similarity NPC471855
0.7712 Intermediate Similarity NPC250109
0.7712 Intermediate Similarity NPC471204
0.7712 Intermediate Similarity NPC317210
0.7712 Intermediate Similarity NPC962
0.7706 Intermediate Similarity NPC36954
0.7706 Intermediate Similarity NPC300710
0.7706 Intermediate Similarity NPC272050
0.7706 Intermediate Similarity NPC270013
0.7706 Intermediate Similarity NPC14961
0.7705 Intermediate Similarity NPC233500
0.7699 Intermediate Similarity NPC23584
0.7699 Intermediate Similarity NPC474775
0.7699 Intermediate Similarity NPC280566
0.7699 Intermediate Similarity NPC473624
0.7698 Intermediate Similarity NPC175186
0.7698 Intermediate Similarity NPC231529
0.7698 Intermediate Similarity NPC471407
0.7692 Intermediate Similarity NPC317107
0.7692 Intermediate Similarity NPC284162
0.7692 Intermediate Similarity NPC262083
0.7692 Intermediate Similarity NPC470076
0.7692 Intermediate Similarity NPC471484
0.7692 Intermediate Similarity NPC255401
0.7692 Intermediate Similarity NPC475495
0.7686 Intermediate Similarity NPC156745
0.7686 Intermediate Similarity NPC236918
0.768 Intermediate Similarity NPC470882
0.7672 Intermediate Similarity NPC15218

  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 NPC305044 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
0.783 Intermediate Similarity NPD7838 Discovery
0.7705 Intermediate Similarity NPD7503 Approved
0.7667 Intermediate Similarity NPD7115 Discovery
0.7664 Intermediate Similarity NPD6698 Approved
0.7664 Intermediate Similarity NPD46 Approved
0.7658 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD6371 Approved
0.7434 Intermediate Similarity NPD7640 Approved
0.7434 Intermediate Similarity NPD7639 Approved
0.7368 Intermediate Similarity NPD5344 Discontinued
0.735 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD7638 Approved
0.7339 Intermediate Similarity NPD6319 Approved
0.7333 Intermediate Similarity NPD6053 Discontinued
0.7323 Intermediate Similarity NPD7507 Approved
0.7288 Intermediate Similarity NPD6686 Approved
0.7281 Intermediate Similarity NPD6648 Approved
0.728 Intermediate Similarity NPD8033 Approved
0.728 Intermediate Similarity NPD8517 Approved
0.728 Intermediate Similarity NPD8515 Approved
0.728 Intermediate Similarity NPD8516 Approved
0.728 Intermediate Similarity NPD8513 Phase 3
0.7193 Intermediate Similarity NPD4225 Approved
0.719 Intermediate Similarity NPD8297 Approved
0.7182 Intermediate Similarity NPD5785 Approved
0.7177 Intermediate Similarity NPD7328 Approved
0.7177 Intermediate Similarity NPD7327 Approved
0.7176 Intermediate Similarity NPD7260 Phase 2
0.7154 Intermediate Similarity NPD7319 Approved
0.7131 Intermediate Similarity NPD4632 Approved
0.712 Intermediate Similarity NPD7516 Approved
0.7117 Intermediate Similarity NPD7983 Approved
0.7107 Intermediate Similarity NPD6649 Approved
0.7107 Intermediate Similarity NPD6650 Approved
0.7083 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD4251 Approved
0.7064 Intermediate Similarity NPD4250 Approved
0.7063 Intermediate Similarity NPD8294 Approved
0.7063 Intermediate Similarity NPD8377 Approved
0.7059 Intermediate Similarity NPD6412 Phase 2
0.7048 Intermediate Similarity NPD4820 Approved
0.7048 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD4821 Approved
0.7048 Intermediate Similarity NPD4819 Approved
0.7048 Intermediate Similarity NPD4822 Approved
0.7025 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD8379 Approved
0.7008 Intermediate Similarity NPD8296 Approved
0.7008 Intermediate Similarity NPD8335 Approved
0.7008 Intermediate Similarity NPD8380 Approved
0.7008 Intermediate Similarity NPD8378 Approved
0.7 Intermediate Similarity NPD6899 Approved
0.7 Intermediate Similarity NPD8074 Phase 3
0.7 Intermediate Similarity NPD6881 Approved
0.6977 Remote Similarity NPD7492 Approved
0.6975 Remote Similarity NPD6008 Approved
0.6972 Remote Similarity NPD4249 Approved
0.6967 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6964 Remote Similarity NPD7637 Suspended
0.6942 Remote Similarity NPD6373 Approved
0.6942 Remote Similarity NPD6372 Approved
0.6929 Remote Similarity NPD6054 Approved
0.6923 Remote Similarity NPD6616 Approved
0.6917 Remote Similarity NPD5697 Approved
0.6911 Remote Similarity NPD6882 Approved
0.6903 Remote Similarity NPD5779 Approved
0.6903 Remote Similarity NPD5778 Approved
0.6899 Remote Similarity NPD7604 Phase 2
0.6885 Remote Similarity NPD7102 Approved
0.6885 Remote Similarity NPD7290 Approved
0.6885 Remote Similarity NPD6883 Approved
0.687 Remote Similarity NPD7078 Approved
0.6864 Remote Similarity NPD7632 Discontinued
0.6857 Remote Similarity NPD4268 Approved
0.6857 Remote Similarity NPD4271 Approved
0.6833 Remote Similarity NPD7128 Approved
0.6833 Remote Similarity NPD5739 Approved
0.6833 Remote Similarity NPD6675 Approved
0.6833 Remote Similarity NPD6402 Approved
0.6829 Remote Similarity NPD8130 Phase 1
0.6829 Remote Similarity NPD6617 Approved
0.6829 Remote Similarity NPD6869 Approved
0.6829 Remote Similarity NPD6847 Approved
0.6825 Remote Similarity NPD6009 Approved
0.6822 Remote Similarity NPD6370 Approved
0.6818 Remote Similarity NPD7736 Approved
0.6803 Remote Similarity NPD6014 Approved
0.6803 Remote Similarity NPD6012 Approved
0.6803 Remote Similarity NPD6013 Approved
0.6777 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6757 Remote Similarity NPD7524 Approved
0.6748 Remote Similarity NPD4634 Approved
0.6744 Remote Similarity NPD5983 Phase 2
0.6744 Remote Similarity NPD6016 Approved
0.6744 Remote Similarity NPD6015 Approved
0.6741 Remote Similarity NPD6845 Suspended
0.6727 Remote Similarity NPD5363 Approved
0.6723 Remote Similarity NPD5211 Phase 2
0.6721 Remote Similarity NPD6011 Approved
0.6721 Remote Similarity NPD7320 Approved
0.6692 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD5284 Approved
0.6667 Remote Similarity NPD6336 Discontinued
0.6667 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD5281 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6641 Remote Similarity NPD7829 Approved
0.6641 Remote Similarity NPD7830 Approved
0.6639 Remote Similarity NPD5701 Approved
0.6638 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6637 Remote Similarity NPD1695 Approved
0.6636 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6617 Remote Similarity NPD8293 Discontinued
0.6612 Remote Similarity NPD5141 Approved
0.6606 Remote Similarity NPD6435 Approved
0.6585 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6577 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6577 Remote Similarity NPD1694 Approved
0.6577 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6555 Remote Similarity NPD5286 Approved
0.6555 Remote Similarity NPD4696 Approved
0.6555 Remote Similarity NPD5285 Approved
0.6545 Remote Similarity NPD6695 Phase 3
0.6545 Remote Similarity NPD7154 Phase 3
0.6545 Remote Similarity NPD5362 Discontinued
0.6518 Remote Similarity NPD5786 Approved
0.6496 Remote Similarity NPD5695 Phase 3
0.6491 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6491 Remote Similarity NPD6101 Approved
0.6471 Remote Similarity NPD5696 Approved
0.6466 Remote Similarity NPD6399 Phase 3
0.6462 Remote Similarity NPD7100 Approved
0.6462 Remote Similarity NPD7101 Approved
0.6457 Remote Similarity NPD8133 Approved
0.6455 Remote Similarity NPD5209 Approved
0.6455 Remote Similarity NPD4269 Approved
0.6455 Remote Similarity NPD4270 Approved
0.6446 Remote Similarity NPD5225 Approved
0.6446 Remote Similarity NPD5224 Approved
0.6446 Remote Similarity NPD4633 Approved
0.6446 Remote Similarity NPD5226 Approved
0.6441 Remote Similarity NPD7839 Suspended
0.6429 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6422 Remote Similarity NPD5368 Approved
0.6418 Remote Similarity NPD8273 Phase 1
0.641 Remote Similarity NPD5282 Discontinued
0.6396 Remote Similarity NPD5331 Approved
0.6396 Remote Similarity NPD5332 Approved
0.6393 Remote Similarity NPD5175 Approved
0.6393 Remote Similarity NPD5174 Approved
0.6391 Remote Similarity NPD7642 Approved
0.6391 Remote Similarity NPD8328 Phase 3
0.6387 Remote Similarity NPD4755 Approved
0.6385 Remote Similarity NPD6335 Approved
0.6372 Remote Similarity NPD7334 Approved
0.6372 Remote Similarity NPD6409 Approved
0.6372 Remote Similarity NPD7146 Approved
0.6372 Remote Similarity NPD5330 Approved
0.6372 Remote Similarity NPD7521 Approved
0.6372 Remote Similarity NPD6684 Approved
0.6364 Remote Similarity NPD5223 Approved
0.6364 Remote Similarity NPD4790 Discontinued
0.6364 Remote Similarity NPD5369 Approved
0.6357 Remote Similarity NPD6274 Approved
0.6356 Remote Similarity NPD5210 Approved
0.6356 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6356 Remote Similarity NPD4629 Approved
0.6348 Remote Similarity NPD6051 Approved
0.6339 Remote Similarity NPD6400 Clinical (unspecified phase)
0.632 Remote Similarity NPD4730 Approved
0.632 Remote Similarity NPD4729 Approved
0.6316 Remote Similarity NPD7750 Discontinued
0.6308 Remote Similarity NPD6317 Approved
0.6296 Remote Similarity NPD8451 Approved
0.6293 Remote Similarity NPD5207 Approved
0.6281 Remote Similarity NPD4700 Approved
0.6273 Remote Similarity NPD4252 Approved
0.6273 Remote Similarity NPD7514 Phase 3
0.6273 Remote Similarity NPD6930 Phase 2
0.6273 Remote Similarity NPD6931 Approved
0.627 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6261 Remote Similarity NPD6903 Approved
0.6261 Remote Similarity NPD7513 Clinical (unspecified phase)
0.626 Remote Similarity NPD7641 Discontinued
0.626 Remote Similarity NPD6313 Approved
0.626 Remote Similarity NPD6314 Approved
0.625 Remote Similarity NPD8448 Approved
0.625 Remote Similarity NPD6110 Phase 1
0.6241 Remote Similarity NPD6291 Clinical (unspecified phase)
0.624 Remote Similarity NPD6685 Approved
0.6239 Remote Similarity NPD6079 Approved
0.6239 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6239 Remote Similarity NPD5693 Phase 1
0.6239 Remote Similarity NPD6050 Approved
0.6239 Remote Similarity NPD5694 Approved
0.6222 Remote Similarity NPD8341 Approved
0.6222 Remote Similarity NPD8342 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