Structure

Physi-Chem Properties

Molecular Weight:  210.08
Volume:  220.063
LogP:  2.496
LogD:  2.793
LogS:  -2.449
# Rotatable Bonds:  1
TPSA:  35.01
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.579
Synthetic Accessibility Score:  1.735
Fsp3:  0.077
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.803
MDCK Permeability:  2.554397906351369e-05
Pgp-inhibitor:  0.026
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.839
30% Bioavailability (F30%):  0.281

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.899
Plasma Protein Binding (PPB):  95.58397674560547%
Volume Distribution (VD):  0.658
Pgp-substrate:  3.1297738552093506%

ADMET: Metabolism

CYP1A2-inhibitor:  0.996
CYP1A2-substrate:  0.957
CYP2C19-inhibitor:  0.683
CYP2C19-substrate:  0.452
CYP2C9-inhibitor:  0.541
CYP2C9-substrate:  0.845
CYP2D6-inhibitor:  0.118
CYP2D6-substrate:  0.894
CYP3A4-inhibitor:  0.62
CYP3A4-substrate:  0.391

ADMET: Excretion

Clearance (CL):  4.002
Half-life (T1/2):  0.579

ADMET: Toxicity

hERG Blockers:  0.101
Human Hepatotoxicity (H-HT):  0.14
Drug-inuced Liver Injury (DILI):  0.592
AMES Toxicity:  0.828
Rat Oral Acute Toxicity:  0.12
Maximum Recommended Daily Dose:  0.09
Skin Sensitization:  0.122
Carcinogencity:  0.651
Eye Corrosion:  0.006
Eye Irritation:  0.87
Respiratory Toxicity:  0.471

Download Data

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

  Natural Product: NPC1527

Natural Product ID:  NPC1527
Common Name*:   1-Methoxyphenazine
IUPAC Name:   1-methoxyphenazine
Synonyms:   1-Methoxyphenazine
Standard InCHIKey:  ZYDGCYWJDWIJCS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H10N2O/c1-16-12-8-4-7-11-13(12)15-10-6-3-2-5-9(10)14-11/h2-8H,1H3
SMILES:  COc1cccc2c1nc1ccccc1n2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1802197
PubChem CID:   76137
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0004788] Diazanaphthalenes
        • [CHEMONTID:0004789] Benzodiazines
          • [CHEMONTID:0000486] Quinoxalines
            • [CHEMONTID:0000416] Phenazines and derivatives

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO8493 Capraria biflora Species Scrophulariaceae Eukaryota n.a. n.a. n.a. PMID[11087595]
NPO41460 Pseudomonas aeruginosa + Aspergillus fumigatus Species n.a. n.a. n.a. n.a. n.a. PMID[22869730]
NPO8881 Centipeda minima Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23189738]
NPO8881 Centipeda minima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21339 Upuna borneensis Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11075 Aglaia tomentosa Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8881 Centipeda minima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8881 Centipeda minima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8881 Centipeda minima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8239 Mentha timija Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18405 Trichoderma avellaneum Species Hypocreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10032 Backhousia citriodora Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8493 Capraria biflora Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1807 Senecio macrocephalus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21339 Upuna borneensis Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8881 Centipeda minima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11075 Aglaia tomentosa Species Meliaceae 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
NPT365 Individual Protein NAD(P)H dehydrogenase [quinone] 1 Mus musculus Ratio = 1.4 n.a. PMID[514571]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 2.4 % PMID[514571]
NPT366 Individual Protein Quinone reductase 2 Homo sapiens Inhibition = 88.6 % PMID[514571]
NPT366 Individual Protein Quinone reductase 2 Homo sapiens IC50 = 31100.0 nM PMID[514571]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 71449.63 nM PMID[514572]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 25292.98 nM PMID[514572]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 35974.93 nM PMID[514572]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 32960.97 nM PMID[514572]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 54827.7 nM PMID[514572]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 84527.88 nM PMID[514572]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 76913.04 nM PMID[514572]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 80167.81 nM PMID[514572]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 90991.33 nM PMID[514572]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 60813.5 nM PMID[514572]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 55462.57 nM PMID[514572]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 23823.19 nM PMID[514572]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 94623.72 nM PMID[514572]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 67608.3 nM PMID[514572]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 66069.34 nM PMID[514572]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 44055.49 nM PMID[514572]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 45814.19 nM PMID[514572]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 74131.02 nM PMID[514572]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 40179.08 nM PMID[514572]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 17021.59 nM PMID[514572]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 38815.04 nM PMID[514572]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 79432.82 nM PMID[514572]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 54200.09 nM PMID[514572]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 59979.11 nM PMID[514572]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 38459.18 nM PMID[514572]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 39084.09 nM PMID[514572]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 86696.19 nM PMID[514572]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 87902.25 nM PMID[514572]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 25527.01 nM PMID[514572]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 54701.6 nM PMID[514572]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 76032.63 nM PMID[514572]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 39810.72 nM PMID[514572]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 60953.69 nM PMID[514572]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 50933.09 nM PMID[514572]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 79983.43 nM PMID[514572]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 74131.02 nM PMID[514572]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 91201.08 nM PMID[514572]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 43351.09 nM PMID[514572]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 46344.69 nM PMID[514572]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 45498.81 nM PMID[514572]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 100000.0 nM PMID[514572]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 39264.49 nM PMID[514572]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 90157.11 nM PMID[514572]
NPT2 Others Unspecified Inhibition = 0.0 % PMID[514571]

☑ 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 NPC1527 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
0.9441 High Similarity NPC118776
0.929 High Similarity NPC285635
0.9102 High Similarity NPC110741
0.8924 High Similarity NPC120798
0.8889 High Similarity NPC258773
0.8868 High Similarity NPC79911
0.8443 Intermediate Similarity NPC95898
0.8436 Intermediate Similarity NPC470586
0.8375 Intermediate Similarity NPC36168
0.8261 Intermediate Similarity NPC308392
0.8251 Intermediate Similarity NPC471736
0.8114 Intermediate Similarity NPC314573
0.8035 Intermediate Similarity NPC478023
0.8024 Intermediate Similarity NPC118511
0.7892 Intermediate Similarity NPC26850
0.7853 Intermediate Similarity NPC20249
0.7753 Intermediate Similarity NPC42591
0.7733 Intermediate Similarity NPC476518
0.7711 Intermediate Similarity NPC26872
0.7688 Intermediate Similarity NPC14651
0.7688 Intermediate Similarity NPC121658
0.7684 Intermediate Similarity NPC161887
0.7684 Intermediate Similarity NPC266551
0.7684 Intermediate Similarity NPC219963
0.7644 Intermediate Similarity NPC111624
0.7622 Intermediate Similarity NPC267928
0.7566 Intermediate Similarity NPC245816
0.7566 Intermediate Similarity NPC476138
0.7554 Intermediate Similarity NPC226202
0.7544 Intermediate Similarity NPC177404
0.75 Intermediate Similarity NPC19872
0.7432 Intermediate Similarity NPC242928
0.7407 Intermediate Similarity NPC315957
0.7389 Intermediate Similarity NPC474798
0.7371 Intermediate Similarity NPC185782
0.7368 Intermediate Similarity NPC232727
0.732 Intermediate Similarity NPC287208
0.7308 Intermediate Similarity NPC62069
0.7263 Intermediate Similarity NPC18487
0.7259 Intermediate Similarity NPC26679
0.7245 Intermediate Similarity NPC123976
0.7245 Intermediate Similarity NPC167860
0.7213 Intermediate Similarity NPC84478
0.7207 Intermediate Similarity NPC312872
0.7204 Intermediate Similarity NPC134079
0.7194 Intermediate Similarity NPC174758
0.7194 Intermediate Similarity NPC174672
0.7189 Intermediate Similarity NPC206251
0.7189 Intermediate Similarity NPC74382
0.7182 Intermediate Similarity NPC472168
0.7181 Intermediate Similarity NPC84853
0.7173 Intermediate Similarity NPC128823
0.7167 Intermediate Similarity NPC288943
0.7165 Intermediate Similarity NPC470930
0.7156 Intermediate Similarity NPC30540
0.7151 Intermediate Similarity NPC224327
0.715 Intermediate Similarity NPC8022
0.715 Intermediate Similarity NPC66815
0.715 Intermediate Similarity NPC470799
0.7143 Intermediate Similarity NPC478032
0.7136 Intermediate Similarity NPC250448
0.7136 Intermediate Similarity NPC476287
0.7136 Intermediate Similarity NPC124300
0.7129 Intermediate Similarity NPC17565
0.7127 Intermediate Similarity NPC283152
0.7113 Intermediate Similarity NPC223427
0.7103 Intermediate Similarity NPC291609
0.7086 Intermediate Similarity NPC25899
0.7083 Intermediate Similarity NPC187558
0.7081 Intermediate Similarity NPC469554
0.7079 Intermediate Similarity NPC197141
0.7073 Intermediate Similarity NPC65277
0.7072 Intermediate Similarity NPC473432
0.7049 Intermediate Similarity NPC222592
0.7049 Intermediate Similarity NPC168486
0.7047 Intermediate Similarity NPC176538
0.7047 Intermediate Similarity NPC329747
0.7044 Intermediate Similarity NPC473179
0.7043 Intermediate Similarity NPC204385
0.7039 Intermediate Similarity NPC143156
0.7037 Intermediate Similarity NPC310618
0.7026 Intermediate Similarity NPC475774
0.7024 Intermediate Similarity NPC470394
0.7024 Intermediate Similarity NPC470404
0.7024 Intermediate Similarity NPC470403
0.702 Intermediate Similarity NPC469589
0.7019 Intermediate Similarity NPC314954
0.7018 Intermediate Similarity NPC288445
0.7005 Intermediate Similarity NPC66083
0.7 Intermediate Similarity NPC101543
0.699 Remote Similarity NPC285558
0.698 Remote Similarity NPC274982
0.6979 Remote Similarity NPC474188
0.6971 Remote Similarity NPC116573
0.6965 Remote Similarity NPC162530
0.6963 Remote Similarity NPC131017
0.6961 Remote Similarity NPC193267
0.6961 Remote Similarity NPC213530
0.6961 Remote Similarity NPC292958
0.6959 Remote Similarity NPC121772
0.6949 Remote Similarity NPC48192
0.6943 Remote Similarity NPC72211
0.6941 Remote Similarity NPC470395
0.6935 Remote Similarity NPC473181
0.6927 Remote Similarity NPC70259
0.6919 Remote Similarity NPC206201
0.6915 Remote Similarity NPC94157
0.6911 Remote Similarity NPC475190
0.69 Remote Similarity NPC199667
0.6891 Remote Similarity NPC243834
0.6891 Remote Similarity NPC70956
0.6888 Remote Similarity NPC295898
0.6884 Remote Similarity NPC82548
0.6882 Remote Similarity NPC176127
0.6881 Remote Similarity NPC469592
0.6881 Remote Similarity NPC471080
0.6878 Remote Similarity NPC208084
0.6875 Remote Similarity NPC205934
0.6875 Remote Similarity NPC43787
0.6872 Remote Similarity NPC11017
0.6869 Remote Similarity NPC304183
0.6859 Remote Similarity NPC114335
0.6859 Remote Similarity NPC141915
0.6859 Remote Similarity NPC280964
0.6851 Remote Similarity NPC477888
0.685 Remote Similarity NPC209769
0.6845 Remote Similarity NPC86078
0.6842 Remote Similarity NPC200888
0.6839 Remote Similarity NPC153769
0.6832 Remote Similarity NPC473180
0.6821 Remote Similarity NPC476167
0.6816 Remote Similarity NPC219664
0.681 Remote Similarity NPC473185
0.6793 Remote Similarity NPC194724
0.6793 Remote Similarity NPC286195
0.6792 Remote Similarity NPC260434
0.6789 Remote Similarity NPC316756
0.6782 Remote Similarity NPC146418
0.678 Remote Similarity NPC473513
0.6771 Remote Similarity NPC133140
0.6771 Remote Similarity NPC195268
0.6769 Remote Similarity NPC192315
0.6768 Remote Similarity NPC162484
0.6765 Remote Similarity NPC60553
0.6763 Remote Similarity NPC257142
0.6755 Remote Similarity NPC320394
0.6755 Remote Similarity NPC284559
0.6753 Remote Similarity NPC13880
0.6751 Remote Similarity NPC476044
0.6751 Remote Similarity NPC267423
0.6749 Remote Similarity NPC264176
0.6749 Remote Similarity NPC203168
0.6748 Remote Similarity NPC173080
0.6748 Remote Similarity NPC469594
0.6743 Remote Similarity NPC284348
0.6736 Remote Similarity NPC198673
0.6736 Remote Similarity NPC79293
0.6736 Remote Similarity NPC279401
0.6736 Remote Similarity NPC230403
0.6735 Remote Similarity NPC287437
0.6734 Remote Similarity NPC36229
0.6734 Remote Similarity NPC476581
0.6734 Remote Similarity NPC137929
0.6734 Remote Similarity NPC16452
0.6734 Remote Similarity NPC164374
0.6731 Remote Similarity NPC310118
0.6731 Remote Similarity NPC60621
0.6717 Remote Similarity NPC475112
0.6717 Remote Similarity NPC199277
0.6717 Remote Similarity NPC291535
0.6717 Remote Similarity NPC135887
0.6717 Remote Similarity NPC475085
0.6716 Remote Similarity NPC475910
0.6716 Remote Similarity NPC39500
0.6716 Remote Similarity NPC470931
0.6714 Remote Similarity NPC475253
0.6705 Remote Similarity NPC161292
0.67 Remote Similarity NPC187501
0.67 Remote Similarity NPC472111
0.6685 Remote Similarity NPC474409
0.6684 Remote Similarity NPC61350
0.6683 Remote Similarity NPC132642
0.6682 Remote Similarity NPC227908
0.6667 Remote Similarity NPC122436
0.6667 Remote Similarity NPC284678
0.6667 Remote Similarity NPC473764
0.6667 Remote Similarity NPC314940
0.6651 Remote Similarity NPC141053
0.6651 Remote Similarity NPC473182
0.665 Remote Similarity NPC152768
0.665 Remote Similarity NPC476582
0.665 Remote Similarity NPC148183
0.665 Remote Similarity NPC4071
0.665 Remote Similarity NPC476578
0.6635 Remote Similarity NPC179287
0.6632 Remote Similarity NPC469390
0.6618 Remote Similarity NPC305984
0.6617 Remote Similarity NPC476106
0.6616 Remote Similarity NPC329793
0.6616 Remote Similarity NPC234197

  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 NPC1527 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
0.7514 Intermediate Similarity NPD6861 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD1740 Approved
0.7407 Intermediate Similarity NPD1739 Approved
0.7405 Intermediate Similarity NPD4372 Phase 1
0.7377 Intermediate Similarity NPD6393 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD5083 Clinical (unspecified phase)
0.7306 Intermediate Similarity NPD5530 Phase 1
0.7254 Intermediate Similarity NPD4795 Phase 2
0.7249 Intermediate Similarity NPD1622 Discontinued
0.7232 Intermediate Similarity NPD565 Phase 2
0.7222 Intermediate Similarity NPD2772 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD2314 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD774 Phase 3
0.7182 Intermediate Similarity NPD3920 Phase 2
0.7143 Intermediate Similarity NPD5863 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD1744 Approved
0.7097 Intermediate Similarity NPD1033 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD1034 Phase 3
0.7087 Intermediate Similarity NPD1603 Discontinued
0.7072 Intermediate Similarity NPD4354 Approved
0.7056 Intermediate Similarity NPD5658 Approved
0.7053 Intermediate Similarity NPD6590 Discontinued
0.7043 Intermediate Similarity NPD5256 Discontinued
0.7039 Intermediate Similarity NPD4724 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD2540 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD7284 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD3477 Phase 2
0.7016 Intermediate Similarity NPD3478 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD6550 Discontinued
0.7011 Intermediate Similarity NPD4203 Approved
0.7011 Intermediate Similarity NPD4204 Approved
0.701 Intermediate Similarity NPD5930 Phase 3
0.6995 Remote Similarity NPD4548 Discontinued
0.699 Remote Similarity NPD6306 Phase 2
0.695 Remote Similarity NPD4502 Phase 2
0.6943 Remote Similarity NPD772 Phase 3
0.6936 Remote Similarity NPD9595 Approved
0.6936 Remote Similarity NPD9596 Approved
0.6932 Remote Similarity NPD6060 Clinical (unspecified phase)
0.6931 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6897 Remote Similarity NPD789 Phase 2
0.6893 Remote Similarity NPD112 Approved
0.6893 Remote Similarity NPD9705 Discontinued
0.6891 Remote Similarity NPD6769 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1602 Discontinued
0.6875 Remote Similarity NPD9574 Clinical (unspecified phase)
0.6869 Remote Similarity NPD3003 Approved
0.6859 Remote Similarity NPD6569 Phase 2
0.6842 Remote Similarity NPD2410 Phase 2
0.6839 Remote Similarity NPD5512 Phase 3
0.6834 Remote Similarity NPD7222 Phase 2
0.6821 Remote Similarity NPD1768 Approved
0.6804 Remote Similarity NPD6988 Phase 1
0.6796 Remote Similarity NPD7194 Discontinued
0.6789 Remote Similarity NPD1941 Approved
0.6789 Remote Similarity NPD7067 Approved
0.6789 Remote Similarity NPD7068 Approved
0.6788 Remote Similarity NPD3324 Clinical (unspecified phase)
0.6782 Remote Similarity NPD3570 Phase 2
0.6782 Remote Similarity NPD4131 Phase 3
0.6782 Remote Similarity NPD3939 Suspended
0.6779 Remote Similarity NPD1856 Discontinued
0.6771 Remote Similarity NPD3923 Approved
0.6771 Remote Similarity NPD3924 Approved
0.6771 Remote Similarity NPD3921 Approved
0.6771 Remote Similarity NPD3922 Approved
0.6765 Remote Similarity NPD5903 Approved
0.6765 Remote Similarity NPD5902 Approved
0.6758 Remote Similarity NPD5320 Approved
0.6758 Remote Similarity NPD5319 Approved
0.6757 Remote Similarity NPD6159 Phase 2
0.6743 Remote Similarity NPD8117 Approved
0.6743 Remote Similarity NPD8116 Phase 3
0.6735 Remote Similarity NPD4118 Clinical (unspecified phase)
0.6732 Remote Similarity NPD2433 Clinical (unspecified phase)
0.6703 Remote Similarity NPD6872 Clinical (unspecified phase)
0.6701 Remote Similarity NPD6491 Clinical (unspecified phase)
0.6701 Remote Similarity NPD6251 Discontinued
0.6698 Remote Similarity NPD3838 Phase 3
0.6685 Remote Similarity NPD6607 Clinical (unspecified phase)
0.6684 Remote Similarity NPD2601 Approved
0.6684 Remote Similarity NPD2599 Approved
0.6684 Remote Similarity NPD2600 Approved
0.6682 Remote Similarity NPD1907 Phase 3
0.6667 Remote Similarity NPD4927 Discontinued
0.6667 Remote Similarity NPD7453 Approved
0.6667 Remote Similarity NPD7452 Approved
0.6651 Remote Similarity NPD6223 Clinical (unspecified phase)
0.6651 Remote Similarity NPD1906 Approved
0.665 Remote Similarity NPD1166 Clinical (unspecified phase)
0.665 Remote Similarity NPD5999 Phase 2
0.6636 Remote Similarity NPD4368 Phase 2
0.6635 Remote Similarity NPD3875 Discontinued
0.6634 Remote Similarity NPD6366 Clinical (unspecified phase)
0.6632 Remote Similarity NPD4889 Approved
0.6618 Remote Similarity NPD7468 Clinical (unspecified phase)
0.6617 Remote Similarity NPD3842 Clinical (unspecified phase)
0.6616 Remote Similarity NPD1838 Clinical (unspecified phase)
0.6614 Remote Similarity NPD1909 Discontinued
0.6611 Remote Similarity NPD1418 Phase 2
0.6604 Remote Similarity NPD7674 Phase 3
0.6604 Remote Similarity NPD7426 Phase 1
0.6604 Remote Similarity NPD7675 Phase 3
0.6604 Remote Similarity NPD7676 Clinical (unspecified phase)
0.6602 Remote Similarity NPD6140 Clinical (unspecified phase)
0.6595 Remote Similarity NPD5078 Clinical (unspecified phase)
0.6592 Remote Similarity NPD2581 Approved
0.6592 Remote Similarity NPD8324 Phase 2
0.6592 Remote Similarity NPD2582 Approved
0.6587 Remote Similarity NPD6985 Discontinued
0.6587 Remote Similarity NPD4429 Discontinued
0.6587 Remote Similarity NPD5632 Approved
0.6585 Remote Similarity NPD6202 Discontinued
0.6584 Remote Similarity NPD5429 Discontinued
0.6584 Remote Similarity NPD1392 Approved
0.658 Remote Similarity NPD4081 Clinical (unspecified phase)
0.6579 Remote Similarity NPD1334 Clinical (unspecified phase)
0.6575 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6574 Remote Similarity NPD2471 Approved
0.6574 Remote Similarity NPD6741 Clinical (unspecified phase)
0.6574 Remote Similarity NPD2472 Approved
0.657 Remote Similarity NPD6643 Discontinued
0.6567 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6566 Remote Similarity NPD5547 Clinical (unspecified phase)
0.6561 Remote Similarity NPD3386 Phase 2
0.6561 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6556 Remote Similarity NPD604 Clinical (unspecified phase)
0.6554 Remote Similarity NPD3563 Approved
0.6554 Remote Similarity NPD3564 Approved
0.6554 Remote Similarity NPD2882 Phase 1
0.6554 Remote Similarity NPD3562 Approved
0.6553 Remote Similarity NPD3945 Discontinued
0.6552 Remote Similarity NPD7467 Discontinued
0.655 Remote Similarity NPD9470 Clinical (unspecified phase)
0.6548 Remote Similarity NPD4673 Phase 2
0.6546 Remote Similarity NPD4148 Approved
0.6545 Remote Similarity NPD2762 Phase 2
0.6543 Remote Similarity NPD3370 Clinical (unspecified phase)
0.6541 Remote Similarity NPD9548 Phase 2
0.654 Remote Similarity NPD6160 Clinical (unspecified phase)
0.6538 Remote Similarity NPD3440 Clinical (unspecified phase)
0.6538 Remote Similarity NPD863 Approved
0.6538 Remote Similarity NPD861 Approved
0.6538 Remote Similarity NPD862 Approved
0.6537 Remote Similarity NPD5416 Discontinued
0.6535 Remote Similarity NPD6150 Discontinued
0.6535 Remote Similarity NPD4305 Clinical (unspecified phase)
0.6531 Remote Similarity NPD3810 Clinical (unspecified phase)
0.6531 Remote Similarity NPD4418 Discontinued
0.6529 Remote Similarity NPD204 Clinical (unspecified phase)
0.6524 Remote Similarity NPD4498 Clinical (unspecified phase)
0.6524 Remote Similarity NPD848 Approved
0.6524 Remote Similarity NPD849 Approved
0.6524 Remote Similarity NPD850 Approved
0.6517 Remote Similarity NPD6991 Approved
0.6513 Remote Similarity NPD7288 Phase 3
0.6512 Remote Similarity NPD5479 Discontinued
0.651 Remote Similarity NPD2917 Approved
0.651 Remote Similarity NPD6638 Approved
0.6505 Remote Similarity NPD3815 Phase 1
0.6505 Remote Similarity NPD3816 Phase 1
0.65 Remote Similarity NPD1621 Discontinued
0.6495 Remote Similarity NPD6553 Clinical (unspecified phase)
0.6493 Remote Similarity NPD4881 Clinical (unspecified phase)
0.6493 Remote Similarity NPD7726 Phase 1
0.6489 Remote Similarity NPD5482 Discontinued
0.6489 Remote Similarity NPD4072 Approved
0.6489 Remote Similarity NPD4071 Approved
0.6486 Remote Similarity NPD6573 Phase 3
0.6486 Remote Similarity NPD6572 Phase 2
0.6482 Remote Similarity NPD6757 Phase 3
0.648 Remote Similarity NPD1304 Clinical (unspecified phase)
0.648 Remote Similarity NPD948 Phase 3
0.6479 Remote Similarity NPD6246 Approved
0.6477 Remote Similarity NPD2749 Discontinued
0.6471 Remote Similarity NPD1923 Clinical (unspecified phase)
0.6471 Remote Similarity NPD9690 Approved
0.6468 Remote Similarity NPD1897 Discontinued
0.6468 Remote Similarity NPD5669 Clinical (unspecified phase)
0.6468 Remote Similarity NPD6208 Discontinued
0.6465 Remote Similarity NPD2476 Clinical (unspecified phase)
0.6462 Remote Similarity NPD1954 Phase 1
0.6459 Remote Similarity NPD7823 Clinical (unspecified phase)
0.6458 Remote Similarity NPD6227 Discontinued
0.6456 Remote Similarity NPD7703 Clinical (unspecified phase)
0.6456 Remote Similarity NPD6567 Clinical (unspecified phase)
0.6455 Remote Similarity NPD1503 Clinical (unspecified phase)
0.6452 Remote Similarity NPD1078 Clinical (unspecified phase)
0.6447 Remote Similarity NPD1951 Clinical (unspecified phase)
0.6445 Remote Similarity NPD5850 Phase 3
0.6445 Remote Similarity NPD5070 Clinical (unspecified phase)
0.6443 Remote Similarity NPD7326 Phase 3
0.6429 Remote Similarity NPD2440 Phase 3
0.6429 Remote Similarity NPD5488 Discontinued
0.6429 Remote Similarity NPD2441 Approved
0.6425 Remote Similarity NPD3039 Clinical (unspecified phase)
0.6422 Remote Similarity NPD6290 Phase 2
0.6413 Remote Similarity NPD7413 Phase 3
0.6413 Remote Similarity NPD5802 Phase 2
0.6408 Remote Similarity NPD5420 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