Structure

Physi-Chem Properties

Molecular Weight:  405.29
Volume:  436.239
LogP:  3.003
LogD:  2.833
LogS:  -3.554
# Rotatable Bonds:  6
TPSA:  66.84
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.559
Synthetic Accessibility Score:  4.381
Fsp3:  0.833
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
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:  -5.129
MDCK Permeability:  7.805809218552895e-06
Pgp-inhibitor:  0.126
Pgp-substrate:  0.263
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.111
30% Bioavailability (F30%):  0.374

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.935
Plasma Protein Binding (PPB):  45.891624450683594%
Volume Distribution (VD):  1.126
Pgp-substrate:  48.707767486572266%

ADMET: Metabolism

CYP1A2-inhibitor:  0.016
CYP1A2-substrate:  0.12
CYP2C19-inhibitor:  0.015
CYP2C19-substrate:  0.961
CYP2C9-inhibitor:  0.112
CYP2C9-substrate:  0.126
CYP2D6-inhibitor:  0.011
CYP2D6-substrate:  0.853
CYP3A4-inhibitor:  0.185
CYP3A4-substrate:  0.624

ADMET: Excretion

Clearance (CL):  11.651
Half-life (T1/2):  0.23

ADMET: Toxicity

hERG Blockers:  0.025
Human Hepatotoxicity (H-HT):  0.138
Drug-inuced Liver Injury (DILI):  0.099
AMES Toxicity:  0.009
Rat Oral Acute Toxicity:  0.882
Maximum Recommended Daily Dose:  0.941
Skin Sensitization:  0.286
Carcinogencity:  0.037
Eye Corrosion:  0.011
Eye Irritation:  0.012
Respiratory Toxicity:  0.867

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

  Natural Product: NPC218602

Natural Product ID:  NPC218602
Common Name*:   2-(Dimethylamino)Ethyl (2E)-2-[(1R,4As,4Br,7S,8Ar,10As)-7-Hydroxy-1,4B,8,8-Tetramethyl-10-Oxo-1,3,4,4A,5,6,7,8A,9,10A-Decahydrophenanthren-2-Ylidene]Acetate;Sulfuric Acid
IUPAC Name:   2-(dimethylamino)ethyl (2E)-2-[(1R,4aS,4bR,7S,8aR,10aS)-7-hydroxy-1,4b,8,8-tetramethyl-10-oxo-1,3,4,4a,5,6,7,8a,9,10a-decahydrophenanthren-2-ylidene]acetate;sulfuric acid
Synonyms:  
Standard InCHIKey:  IVYNQROYSGOIQF-FSBQAMRBSA-N
Standard InCHI:  InChI=1S/C24H39NO4.H2O4S/c1-15-16(13-21(28)29-12-11-25(5)6)7-8-17-22(15)18(26)14-19-23(2,3)20(27)9-10-24(17,19)4;1-5(2,3)4/h13,15,17,19-20,22,27H,7-12,14H2,1-6H3;(H2,1,2,3,4)/b16-13+;/t15-,17-,19-,20-,22-,24+;/m0./s1
SMILES:  OS(=O)(=O)O.CN(CCOC(=O)/C=C/1CC[C@H]2[C@H]([C@H]1C)C(=O)C[C@@H]1[C@]2(C)CC[C@@H](C1(C)C)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1988792
PubChem CID:   54603654
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] 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
NPO20490 Erythrophleum ivorense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12071 Erythrophleum guineense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13887 Erythrophleum suaveolens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12071 Erythrophleum guineense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20490 Erythrophleum ivorense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13887 Erythrophleum suaveolens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20490 Erythrophleum ivorense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13887 Erythrophleum suaveolens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12071 Erythrophleum guineense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12071 Erythrophleum guineense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13887 Erythrophleum suaveolens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20490 Erythrophleum ivorense Species Fabaceae 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[484894]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 22490.55 nM PMID[484894]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 100000.0 nM PMID[484894]

☑ 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 NPC218602 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
0.8468 Intermediate Similarity NPC145501
0.8462 Intermediate Similarity NPC117685
0.8037 Intermediate Similarity NPC471412
0.7981 Intermediate Similarity NPC91010
0.7963 Intermediate Similarity NPC476890
0.7961 Intermediate Similarity NPC472975
0.7944 Intermediate Similarity NPC471413
0.7944 Intermediate Similarity NPC201406
0.7928 Intermediate Similarity NPC275539
0.7928 Intermediate Similarity NPC189075
0.7925 Intermediate Similarity NPC253826
0.7925 Intermediate Similarity NPC474343
0.7905 Intermediate Similarity NPC139570
0.789 Intermediate Similarity NPC476889
0.789 Intermediate Similarity NPC112009
0.7885 Intermediate Similarity NPC214756
0.7885 Intermediate Similarity NPC272075
0.7885 Intermediate Similarity NPC139692
0.7885 Intermediate Similarity NPC295643
0.787 Intermediate Similarity NPC93744
0.787 Intermediate Similarity NPC476888
0.785 Intermediate Similarity NPC108368
0.785 Intermediate Similarity NPC57079
0.785 Intermediate Similarity NPC478056
0.7838 Intermediate Similarity NPC110496
0.783 Intermediate Similarity NPC471039
0.781 Intermediate Similarity NPC74751
0.7798 Intermediate Similarity NPC155332
0.7798 Intermediate Similarity NPC476769
0.7798 Intermediate Similarity NPC136289
0.7798 Intermediate Similarity NPC162973
0.7798 Intermediate Similarity NPC40918
0.7798 Intermediate Similarity NPC114540
0.7798 Intermediate Similarity NPC32577
0.7788 Intermediate Similarity NPC145067
0.7788 Intermediate Similarity NPC4036
0.7788 Intermediate Similarity NPC233455
0.7788 Intermediate Similarity NPC158030
0.7788 Intermediate Similarity NPC65120
0.7778 Intermediate Similarity NPC9714
0.7778 Intermediate Similarity NPC476767
0.7778 Intermediate Similarity NPC251680
0.7778 Intermediate Similarity NPC471041
0.7757 Intermediate Similarity NPC151681
0.7757 Intermediate Similarity NPC132753
0.7757 Intermediate Similarity NPC121402
0.7757 Intermediate Similarity NPC224356
0.7757 Intermediate Similarity NPC254496
0.7757 Intermediate Similarity NPC175351
0.7757 Intermediate Similarity NPC473456
0.7757 Intermediate Similarity NPC285513
0.7748 Intermediate Similarity NPC478052
0.7748 Intermediate Similarity NPC266570
0.7727 Intermediate Similarity NPC478057
0.7727 Intermediate Similarity NPC282233
0.7727 Intermediate Similarity NPC90177
0.7727 Intermediate Similarity NPC95585
0.7727 Intermediate Similarity NPC95899
0.7727 Intermediate Similarity NPC180204
0.7714 Intermediate Similarity NPC169343
0.7714 Intermediate Similarity NPC472303
0.7706 Intermediate Similarity NPC81530
0.7692 Intermediate Similarity NPC8062
0.7692 Intermediate Similarity NPC198818
0.7685 Intermediate Similarity NPC316598
0.7685 Intermediate Similarity NPC471966
0.7679 Intermediate Similarity NPC475294
0.767 Intermediate Similarity NPC104560
0.7664 Intermediate Similarity NPC472363
0.7664 Intermediate Similarity NPC29952
0.7664 Intermediate Similarity NPC242848
0.7664 Intermediate Similarity NPC154526
0.7664 Intermediate Similarity NPC234993
0.7664 Intermediate Similarity NPC134072
0.7664 Intermediate Similarity NPC472362
0.7664 Intermediate Similarity NPC98874
0.7658 Intermediate Similarity NPC118911
0.7652 Intermediate Similarity NPC4573
0.7652 Intermediate Similarity NPC277769
0.7652 Intermediate Similarity NPC12046
0.7652 Intermediate Similarity NPC90952
0.7652 Intermediate Similarity NPC194951
0.7647 Intermediate Similarity NPC325594
0.7647 Intermediate Similarity NPC220478
0.7647 Intermediate Similarity NPC73038
0.7647 Intermediate Similarity NPC322159
0.7642 Intermediate Similarity NPC84893
0.7642 Intermediate Similarity NPC474529
0.7642 Intermediate Similarity NPC471040
0.7642 Intermediate Similarity NPC476415
0.7636 Intermediate Similarity NPC476081
0.7619 Intermediate Similarity NPC289479
0.7619 Intermediate Similarity NPC329842
0.7619 Intermediate Similarity NPC472978
0.7615 Intermediate Similarity NPC476274
0.7615 Intermediate Similarity NPC266955
0.7615 Intermediate Similarity NPC476299
0.7615 Intermediate Similarity NPC474012
0.7596 Intermediate Similarity NPC174342
0.7596 Intermediate Similarity NPC472973
0.7596 Intermediate Similarity NPC5509
0.7593 Intermediate Similarity NPC89225
0.7593 Intermediate Similarity NPC38530
0.7593 Intermediate Similarity NPC476768
0.7593 Intermediate Similarity NPC26413
0.7593 Intermediate Similarity NPC84335
0.7589 Intermediate Similarity NPC189863
0.7589 Intermediate Similarity NPC469607
0.7586 Intermediate Similarity NPC157441
0.757 Intermediate Similarity NPC183012
0.757 Intermediate Similarity NPC470016
0.757 Intermediate Similarity NPC134067
0.757 Intermediate Similarity NPC274417
0.757 Intermediate Similarity NPC139459
0.757 Intermediate Similarity NPC148523
0.757 Intermediate Similarity NPC317586
0.7568 Intermediate Similarity NPC120321
0.7568 Intermediate Similarity NPC254202
0.7549 Intermediate Similarity NPC474013
0.7547 Intermediate Similarity NPC294263
0.7547 Intermediate Similarity NPC86368
0.7545 Intermediate Similarity NPC472637
0.7545 Intermediate Similarity NPC224720
0.7545 Intermediate Similarity NPC235142
0.7545 Intermediate Similarity NPC476240
0.7545 Intermediate Similarity NPC303559
0.7545 Intermediate Similarity NPC115899
0.7545 Intermediate Similarity NPC476223
0.7524 Intermediate Similarity NPC476437
0.7524 Intermediate Similarity NPC476369
0.7524 Intermediate Similarity NPC120840
0.7524 Intermediate Similarity NPC474728
0.7524 Intermediate Similarity NPC232202
0.7524 Intermediate Similarity NPC113989
0.7524 Intermediate Similarity NPC51486
0.7524 Intermediate Similarity NPC328141
0.7524 Intermediate Similarity NPC78973
0.7524 Intermediate Similarity NPC291028
0.7523 Intermediate Similarity NPC124703
0.7523 Intermediate Similarity NPC58942
0.7523 Intermediate Similarity NPC176845
0.7523 Intermediate Similarity NPC234617
0.7523 Intermediate Similarity NPC260149
0.7522 Intermediate Similarity NPC475570
0.75 Intermediate Similarity NPC52169
0.75 Intermediate Similarity NPC229584
0.75 Intermediate Similarity NPC328371
0.75 Intermediate Similarity NPC472806
0.75 Intermediate Similarity NPC182797
0.75 Intermediate Similarity NPC189616
0.75 Intermediate Similarity NPC250757
0.75 Intermediate Similarity NPC160056
0.75 Intermediate Similarity NPC40552
0.75 Intermediate Similarity NPC40228
0.75 Intermediate Similarity NPC301534
0.75 Intermediate Similarity NPC167193
0.75 Intermediate Similarity NPC14203
0.75 Intermediate Similarity NPC264634
0.75 Intermediate Similarity NPC246708
0.75 Intermediate Similarity NPC202833
0.75 Intermediate Similarity NPC24816
0.7477 Intermediate Similarity NPC272635
0.7477 Intermediate Similarity NPC184870
0.7477 Intermediate Similarity NPC165250
0.7477 Intermediate Similarity NPC472976
0.7477 Intermediate Similarity NPC166906
0.7477 Intermediate Similarity NPC269729
0.7477 Intermediate Similarity NPC169751
0.7477 Intermediate Similarity NPC472977
0.7477 Intermediate Similarity NPC80781
0.7476 Intermediate Similarity NPC131813
0.7458 Intermediate Similarity NPC469794
0.7458 Intermediate Similarity NPC196931
0.7458 Intermediate Similarity NPC72772
0.7456 Intermediate Similarity NPC473483
0.7456 Intermediate Similarity NPC89171
0.7456 Intermediate Similarity NPC476479
0.7456 Intermediate Similarity NPC476802
0.7455 Intermediate Similarity NPC472644
0.7455 Intermediate Similarity NPC477521
0.7455 Intermediate Similarity NPC472972
0.7453 Intermediate Similarity NPC105189
0.7453 Intermediate Similarity NPC60755
0.7453 Intermediate Similarity NPC72845
0.7453 Intermediate Similarity NPC285184
0.7453 Intermediate Similarity NPC474525
0.7453 Intermediate Similarity NPC470590
0.7453 Intermediate Similarity NPC77099
0.7436 Intermediate Similarity NPC25909
0.7436 Intermediate Similarity NPC73050
0.7434 Intermediate Similarity NPC60681
0.7434 Intermediate Similarity NPC34768
0.7434 Intermediate Similarity NPC478208
0.7431 Intermediate Similarity NPC110937
0.7431 Intermediate Similarity NPC189880
0.7431 Intermediate Similarity NPC51499
0.7431 Intermediate Similarity NPC170131
0.7429 Intermediate Similarity NPC127689
0.7429 Intermediate Similarity NPC225585
0.7429 Intermediate Similarity NPC470588

  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 NPC218602 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
0.819 Intermediate Similarity NPD6909 Approved
0.819 Intermediate Similarity NPD6908 Approved
0.785 Intermediate Similarity NPD7638 Approved
0.781 Intermediate Similarity NPD7748 Approved
0.7788 Intermediate Similarity NPD7515 Phase 2
0.7778 Intermediate Similarity NPD7640 Approved
0.7778 Intermediate Similarity NPD7639 Approved
0.7593 Intermediate Similarity NPD7902 Approved
0.7434 Intermediate Similarity NPD6402 Approved
0.7434 Intermediate Similarity NPD7128 Approved
0.7434 Intermediate Similarity NPD6675 Approved
0.7434 Intermediate Similarity NPD5739 Approved
0.7429 Intermediate Similarity NPD5328 Approved
0.7315 Intermediate Similarity NPD7900 Approved
0.7315 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD6881 Approved
0.7304 Intermediate Similarity NPD7320 Approved
0.7304 Intermediate Similarity NPD6899 Approved
0.729 Intermediate Similarity NPD6079 Approved
0.7241 Intermediate Similarity NPD6372 Approved
0.7241 Intermediate Similarity NPD6373 Approved
0.7217 Intermediate Similarity NPD5697 Approved
0.7217 Intermediate Similarity NPD5701 Approved
0.7179 Intermediate Similarity NPD7290 Approved
0.7179 Intermediate Similarity NPD7102 Approved
0.7179 Intermediate Similarity NPD6883 Approved
0.7168 Intermediate Similarity NPD7632 Discontinued
0.7155 Intermediate Similarity NPD6011 Approved
0.7154 Intermediate Similarity NPD6921 Approved
0.7143 Intermediate Similarity NPD3618 Phase 1
0.7119 Intermediate Similarity NPD6847 Approved
0.7119 Intermediate Similarity NPD8130 Phase 1
0.7119 Intermediate Similarity NPD6650 Approved
0.7119 Intermediate Similarity NPD6617 Approved
0.7119 Intermediate Similarity NPD6649 Approved
0.7119 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD6869 Approved
0.7107 Intermediate Similarity NPD7115 Discovery
0.7094 Intermediate Similarity NPD6013 Approved
0.7094 Intermediate Similarity NPD6012 Approved
0.7094 Intermediate Similarity NPD6014 Approved
0.7087 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD3573 Approved
0.7064 Intermediate Similarity NPD6399 Phase 3
0.7059 Intermediate Similarity NPD6882 Approved
0.7059 Intermediate Similarity NPD8297 Approved
0.7054 Intermediate Similarity NPD4225 Approved
0.7054 Intermediate Similarity NPD7260 Phase 2
0.7027 Intermediate Similarity NPD4697 Phase 3
0.7027 Intermediate Similarity NPD5221 Approved
0.7027 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5222 Approved
0.7009 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.6981 Remote Similarity NPD7521 Approved
0.6981 Remote Similarity NPD5330 Approved
0.6981 Remote Similarity NPD6409 Approved
0.6981 Remote Similarity NPD6684 Approved
0.6981 Remote Similarity NPD7334 Approved
0.6981 Remote Similarity NPD7146 Approved
0.6964 Remote Similarity NPD6083 Phase 2
0.6964 Remote Similarity NPD6084 Phase 2
0.6964 Remote Similarity NPD4755 Approved
0.6964 Remote Similarity NPD5173 Approved
0.6929 Remote Similarity NPD7507 Approved
0.6905 Remote Similarity NPD7604 Phase 2
0.6887 Remote Similarity NPD1694 Approved
0.6887 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6885 Remote Similarity NPD6868 Approved
0.6875 Remote Similarity NPD7614 Phase 1
0.687 Remote Similarity NPD5211 Phase 2
0.6864 Remote Similarity NPD6686 Approved
0.6852 Remote Similarity NPD6672 Approved
0.6852 Remote Similarity NPD5737 Approved
0.6852 Remote Similarity NPD6903 Approved
0.6842 Remote Similarity NPD5286 Approved
0.6842 Remote Similarity NPD4700 Approved
0.6842 Remote Similarity NPD4696 Approved
0.6842 Remote Similarity NPD5285 Approved
0.6818 Remote Similarity NPD8034 Phase 2
0.6818 Remote Similarity NPD6411 Approved
0.6818 Remote Similarity NPD8035 Phase 2
0.6807 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6792 Remote Similarity NPD3665 Phase 1
0.6792 Remote Similarity NPD4786 Approved
0.6792 Remote Similarity NPD3133 Approved
0.6792 Remote Similarity NPD3666 Approved
0.6783 Remote Similarity NPD5223 Approved
0.6774 Remote Similarity NPD6335 Approved
0.6769 Remote Similarity NPD7319 Approved
0.6762 Remote Similarity NPD3667 Approved
0.6757 Remote Similarity NPD4202 Approved
0.6752 Remote Similarity NPD5141 Approved
0.6748 Remote Similarity NPD6274 Approved
0.6742 Remote Similarity NPD6845 Suspended
0.6726 Remote Similarity NPD7732 Phase 3
0.6726 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6724 Remote Similarity NPD5226 Approved
0.6724 Remote Similarity NPD5225 Approved
0.6724 Remote Similarity NPD5224 Approved
0.6724 Remote Similarity NPD4633 Approved
0.6723 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6721 Remote Similarity NPD4632 Approved
0.672 Remote Similarity NPD7101 Approved
0.672 Remote Similarity NPD7100 Approved
0.6695 Remote Similarity NPD6008 Approved
0.6694 Remote Similarity NPD6317 Approved
0.6667 Remote Similarity NPD4754 Approved
0.6667 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD5693 Phase 1
0.6667 Remote Similarity NPD5174 Approved
0.6642 Remote Similarity NPD8415 Approved
0.6641 Remote Similarity NPD7122 Discontinued
0.6641 Remote Similarity NPD8328 Phase 3
0.664 Remote Similarity NPD6313 Approved
0.664 Remote Similarity NPD6314 Approved
0.6637 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6637 Remote Similarity NPD5695 Phase 3
0.6636 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6636 Remote Similarity NPD6101 Approved
0.6636 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6612 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6609 Remote Similarity NPD5696 Approved
0.6607 Remote Similarity NPD5778 Approved
0.6607 Remote Similarity NPD5779 Approved
0.6593 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6591 Remote Similarity NPD6914 Discontinued
0.656 Remote Similarity NPD6009 Approved
0.6555 Remote Similarity NPD4767 Approved
0.6555 Remote Similarity NPD4768 Approved
0.6535 Remote Similarity NPD6319 Approved
0.6504 Remote Similarity NPD6053 Discontinued
0.6496 Remote Similarity NPD6333 Approved
0.6496 Remote Similarity NPD6334 Approved
0.6491 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6486 Remote Similarity NPD6904 Approved
0.6486 Remote Similarity NPD6080 Approved
0.6486 Remote Similarity NPD6673 Approved
0.6486 Remote Similarity NPD4753 Phase 2
0.6484 Remote Similarity NPD5983 Phase 2
0.6484 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6476 Remote Similarity NPD7645 Phase 2
0.6462 Remote Similarity NPD7492 Approved
0.6446 Remote Similarity NPD4730 Approved
0.6446 Remote Similarity NPD4729 Approved
0.6446 Remote Similarity NPD5128 Approved
0.6446 Remote Similarity NPD5168 Approved
0.6439 Remote Similarity NPD7736 Approved
0.6429 Remote Similarity NPD5785 Approved
0.6415 Remote Similarity NPD7525 Registered
0.6415 Remote Similarity NPD4695 Discontinued
0.6412 Remote Similarity NPD6336 Discontinued
0.6412 Remote Similarity NPD6616 Approved
0.641 Remote Similarity NPD6404 Discontinued
0.6406 Remote Similarity NPD6054 Approved
0.6406 Remote Similarity NPD6059 Approved
0.6378 Remote Similarity NPD7328 Approved
0.6378 Remote Similarity NPD7327 Approved
0.6364 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6412 Phase 2
0.6364 Remote Similarity NPD8293 Discontinued
0.6364 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5279 Phase 3
0.6364 Remote Similarity NPD7078 Approved
0.6364 Remote Similarity NPD4519 Discontinued
0.6364 Remote Similarity NPD4623 Approved
0.6346 Remote Similarity NPD6117 Approved
0.6341 Remote Similarity NPD5249 Phase 3
0.6341 Remote Similarity NPD5250 Approved
0.6341 Remote Similarity NPD5251 Approved
0.6341 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6341 Remote Similarity NPD5248 Approved
0.6341 Remote Similarity NPD5247 Approved
0.6341 Remote Similarity NPD4634 Approved
0.6341 Remote Similarity NPD5169 Approved
0.6341 Remote Similarity NPD5135 Approved
0.6339 Remote Similarity NPD6051 Approved
0.633 Remote Similarity NPD3668 Phase 3
0.6328 Remote Similarity NPD7516 Approved
0.6308 Remote Similarity NPD6370 Approved
0.6296 Remote Similarity NPD4221 Approved
0.6296 Remote Similarity NPD4223 Phase 3
0.629 Remote Similarity NPD5216 Approved
0.629 Remote Similarity NPD5217 Approved
0.629 Remote Similarity NPD5127 Approved
0.629 Remote Similarity NPD5215 Approved
0.6288 Remote Similarity NPD8451 Approved
0.6286 Remote Similarity NPD6116 Phase 1
0.6283 Remote Similarity NPD46 Approved
0.6283 Remote Similarity NPD6698 Approved
0.6281 Remote Similarity NPD6920 Discontinued
0.6279 Remote Similarity NPD8294 Approved
0.6279 Remote Similarity NPD8377 Approved
0.6273 Remote Similarity NPD5329 Approved
0.6261 Remote Similarity NPD6001 Approved
0.626 Remote Similarity NPD7642 Approved
0.626 Remote Similarity NPD8132 Clinical (unspecified phase)
0.625 Remote Similarity NPD7641 Discontinued
0.625 Remote Similarity NPD5208 Approved
0.6241 Remote Similarity NPD8448 Approved
0.6241 Remote Similarity NPD8384 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