Structure

Physi-Chem Properties

Molecular Weight:  209.05
Volume:  200.944
LogP:  1.54
LogD:  1.314
LogS:  -0.683
# Rotatable Bonds:  2
TPSA:  52.82
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.77
Synthetic Accessibility Score:  3.239
Fsp3:  0.3
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:  -4.672
MDCK Permeability:  1.0597041182336397e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.01
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.774
Plasma Protein Binding (PPB):  68.14778137207031%
Volume Distribution (VD):  1.426
Pgp-substrate:  27.827119827270508%

ADMET: Metabolism

CYP1A2-inhibitor:  0.815
CYP1A2-substrate:  0.394
CYP2C19-inhibitor:  0.057
CYP2C19-substrate:  0.299
CYP2C9-inhibitor:  0.048
CYP2C9-substrate:  0.409
CYP2D6-inhibitor:  0.151
CYP2D6-substrate:  0.439
CYP3A4-inhibitor:  0.034
CYP3A4-substrate:  0.357

ADMET: Excretion

Clearance (CL):  7.675
Half-life (T1/2):  0.681

ADMET: Toxicity

hERG Blockers:  0.017
Human Hepatotoxicity (H-HT):  0.457
Drug-inuced Liver Injury (DILI):  0.891
AMES Toxicity:  0.038
Rat Oral Acute Toxicity:  0.147
Maximum Recommended Daily Dose:  0.625
Skin Sensitization:  0.35
Carcinogencity:  0.102
Eye Corrosion:  0.007
Eye Irritation:  0.76
Respiratory Toxicity:  0.706

Download Data

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

  Natural Product: NPC112823

Natural Product ID:  NPC112823
Common Name*:   Aerugine
IUPAC Name:   n.a.
Synonyms:   Aerugine
Standard InCHIKey:  CQCVSXXDUMTFCR-SSDOTTSWSA-N
Standard InCHI:  InChI=1S/C10H11NO2S/c12-5-7-6-14-10(11-7)8-3-1-2-4-9(8)13/h1-4,7,12-13H,5-6H2/t7-/m1/s1
SMILES:  OC[C@@H]1CSC(=N1)c1ccccc1O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1651090
PubChem CID:   NA
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000134] Phenols
        • [CHEMONTID:0004647] 1-hydroxy-4-unsubstituted benzenoids

*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
NPO30976 Streptomyces sp. cp32 Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028889]

☑ 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
NPT291 Individual Protein Serotonin 2b (5-HT2b) receptor Homo sapiens Ki = 1360.0 nM PMID[447863]
NPT291 Individual Protein Serotonin 2b (5-HT2b) receptor Homo sapiens Ki = 1400.0 nM PMID[447864]
NPT2776 Individual Protein Serotonin 1e (5-HT1e) receptor Homo sapiens Ki > 10000.0 nM PMID[447864]
NPT290 Individual Protein Serotonin 2a (5-HT2a) receptor Homo sapiens Ki > 10000.0 nM PMID[447864]
NPT292 Individual Protein Serotonin 2c (5-HT2c) receptor Homo sapiens Ki > 10000.0 nM PMID[447864]
NPT425 Individual Protein Serotonin 3a (5-HT3a) receptor Homo sapiens Ki > 10000.0 nM PMID[447864]
NPT1784 Individual Protein Serotonin 5a (5-HT5a) receptor Homo sapiens Ki > 10000.0 nM PMID[447864]
NPT294 Individual Protein Serotonin 6 (5-HT6) receptor Homo sapiens Ki > 10000.0 nM PMID[447864]
NPT1785 Individual Protein Serotonin 7 (5-HT7) receptor Homo sapiens Ki > 10000.0 nM PMID[447864]
NPT973 Individual Protein Serotonin 1b (5-HT1b) receptor Homo sapiens Ki > 10000.0 nM PMID[447864]
NPT974 Individual Protein Serotonin 1d (5-HT1d) receptor Homo sapiens Ki > 10000.0 nM PMID[447864]

☑ 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 NPC112823 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
0.9912 High Similarity NPC86966
0.9397 High Similarity NPC324702
0.85 High Similarity NPC5932
0.7899 Intermediate Similarity NPC128237
0.7899 Intermediate Similarity NPC83790
0.7769 Intermediate Similarity NPC227553
0.7679 Intermediate Similarity NPC265521
0.7521 Intermediate Similarity NPC153690
0.75 Intermediate Similarity NPC315921
0.748 Intermediate Similarity NPC163674
0.7459 Intermediate Similarity NPC316052
0.7444 Intermediate Similarity NPC477839
0.7436 Intermediate Similarity NPC275104
0.7302 Intermediate Similarity NPC118202
0.7281 Intermediate Similarity NPC47950
0.7273 Intermediate Similarity NPC211551
0.7252 Intermediate Similarity NPC474862
0.725 Intermediate Similarity NPC178902
0.7244 Intermediate Similarity NPC317254
0.7213 Intermediate Similarity NPC231705
0.7203 Intermediate Similarity NPC107619
0.7188 Intermediate Similarity NPC82963
0.7185 Intermediate Similarity NPC202776
0.7177 Intermediate Similarity NPC258056
0.7154 Intermediate Similarity NPC142297
0.7132 Intermediate Similarity NPC38458
0.7132 Intermediate Similarity NPC311737
0.713 Intermediate Similarity NPC300017
0.712 Intermediate Similarity NPC474149
0.7105 Intermediate Similarity NPC104216
0.7101 Intermediate Similarity NPC328070
0.7097 Intermediate Similarity NPC24101
0.7097 Intermediate Similarity NPC96224
0.708 Intermediate Similarity NPC198747
0.708 Intermediate Similarity NPC155393
0.704 Intermediate Similarity NPC290566
0.704 Intermediate Similarity NPC145638
0.7034 Intermediate Similarity NPC3371
0.7023 Intermediate Similarity NPC283760
0.7021 Intermediate Similarity NPC473052
0.7021 Intermediate Similarity NPC473055
0.7018 Intermediate Similarity NPC307235
0.7018 Intermediate Similarity NPC407
0.7009 Intermediate Similarity NPC138117
0.7009 Intermediate Similarity NPC325292
0.7 Intermediate Similarity NPC128723
0.6991 Remote Similarity NPC286904
0.6983 Remote Similarity NPC312304
0.6983 Remote Similarity NPC300478
0.6975 Remote Similarity NPC283711
0.6972 Remote Similarity NPC322526
0.6972 Remote Similarity NPC471201
0.6942 Remote Similarity NPC174911
0.6942 Remote Similarity NPC130103
0.6929 Remote Similarity NPC184465
0.6917 Remote Similarity NPC88420
0.6912 Remote Similarity NPC29477
0.6894 Remote Similarity NPC319950
0.6894 Remote Similarity NPC43275
0.6891 Remote Similarity NPC313650
0.6875 Remote Similarity NPC477838
0.6875 Remote Similarity NPC477837
0.6846 Remote Similarity NPC37302
0.6846 Remote Similarity NPC213
0.6846 Remote Similarity NPC10286
0.6833 Remote Similarity NPC33168
0.6829 Remote Similarity NPC471228
0.6829 Remote Similarity NPC235762
0.6809 Remote Similarity NPC163810
0.6807 Remote Similarity NPC128062
0.6803 Remote Similarity NPC289381
0.6803 Remote Similarity NPC155847
0.6797 Remote Similarity NPC166837
0.6791 Remote Similarity NPC284078
0.6791 Remote Similarity NPC473051
0.6791 Remote Similarity NPC473050
0.678 Remote Similarity NPC204210
0.678 Remote Similarity NPC231150
0.678 Remote Similarity NPC306074
0.6777 Remote Similarity NPC474073
0.6774 Remote Similarity NPC475225
0.6769 Remote Similarity NPC142599
0.6754 Remote Similarity NPC265146
0.675 Remote Similarity NPC246679
0.6748 Remote Similarity NPC318154
0.6742 Remote Similarity NPC137096
0.6741 Remote Similarity NPC27581
0.6739 Remote Similarity NPC476353
0.6738 Remote Similarity NPC166624
0.6724 Remote Similarity NPC23167
0.6723 Remote Similarity NPC271440
0.6723 Remote Similarity NPC29373
0.6721 Remote Similarity NPC132078
0.6721 Remote Similarity NPC216468
0.6721 Remote Similarity NPC51333
0.6721 Remote Similarity NPC125732
0.6721 Remote Similarity NPC78119
0.672 Remote Similarity NPC471350
0.6715 Remote Similarity NPC62101
0.6715 Remote Similarity NPC95733
0.6696 Remote Similarity NPC248817
0.6696 Remote Similarity NPC175313
0.6694 Remote Similarity NPC68055
0.6693 Remote Similarity NPC146530
0.6693 Remote Similarity NPC309982
0.6691 Remote Similarity NPC296712
0.6667 Remote Similarity NPC113460
0.6667 Remote Similarity NPC213730
0.6667 Remote Similarity NPC328793
0.6667 Remote Similarity NPC27974
0.6667 Remote Similarity NPC152415
0.6667 Remote Similarity NPC245187
0.6667 Remote Similarity NPC228400
0.6667 Remote Similarity NPC25493
0.6667 Remote Similarity NPC106183
0.6667 Remote Similarity NPC294741
0.6667 Remote Similarity NPC214200
0.6643 Remote Similarity NPC478147
0.6643 Remote Similarity NPC71888
0.6643 Remote Similarity NPC120114
0.6642 Remote Similarity NPC268572
0.6642 Remote Similarity NPC307020
0.6641 Remote Similarity NPC71266
0.664 Remote Similarity NPC130817
0.6639 Remote Similarity NPC45040
0.6639 Remote Similarity NPC475078
0.6639 Remote Similarity NPC152097
0.6639 Remote Similarity NPC303611
0.6639 Remote Similarity NPC226096
0.6639 Remote Similarity NPC290515
0.6639 Remote Similarity NPC164514
0.6639 Remote Similarity NPC108606
0.6638 Remote Similarity NPC197783
0.6618 Remote Similarity NPC142577
0.6617 Remote Similarity NPC283468
0.6614 Remote Similarity NPC474352
0.6614 Remote Similarity NPC66834
0.6613 Remote Similarity NPC110764
0.6613 Remote Similarity NPC7686
0.6613 Remote Similarity NPC91461
0.6613 Remote Similarity NPC40258
0.6612 Remote Similarity NPC286006
0.6612 Remote Similarity NPC8392
0.661 Remote Similarity NPC258219
0.661 Remote Similarity NPC280347
0.661 Remote Similarity NPC70436
0.661 Remote Similarity NPC177420
0.661 Remote Similarity NPC318325
0.661 Remote Similarity NPC242240
0.661 Remote Similarity NPC123273
0.6609 Remote Similarity NPC124436
0.6601 Remote Similarity NPC256689
0.6601 Remote Similarity NPC123011
0.6597 Remote Similarity NPC64205
0.6594 Remote Similarity NPC171372
0.6591 Remote Similarity NPC303370
0.6585 Remote Similarity NPC131587
0.6585 Remote Similarity NPC260775
0.6585 Remote Similarity NPC80027
0.6581 Remote Similarity NPC184169
0.6579 Remote Similarity NPC146703
0.6567 Remote Similarity NPC122009
0.6565 Remote Similarity NPC309808
0.6562 Remote Similarity NPC262365
0.6557 Remote Similarity NPC259512
0.6557 Remote Similarity NPC312132
0.6555 Remote Similarity NPC192
0.6555 Remote Similarity NPC55561
0.6555 Remote Similarity NPC151764
0.6552 Remote Similarity NPC150837
0.6552 Remote Similarity NPC309667
0.6549 Remote Similarity NPC45191
0.6547 Remote Similarity NPC476249
0.6544 Remote Similarity NPC83279
0.6541 Remote Similarity NPC258992
0.6541 Remote Similarity NPC106551
0.6541 Remote Similarity NPC188867
0.6541 Remote Similarity NPC281686
0.6532 Remote Similarity NPC248396
0.6532 Remote Similarity NPC70677
0.6532 Remote Similarity NPC12931
0.6532 Remote Similarity NPC48730
0.6532 Remote Similarity NPC129373
0.6532 Remote Similarity NPC29601
0.6532 Remote Similarity NPC130756
0.6532 Remote Similarity NPC72729
0.6529 Remote Similarity NPC289769
0.6529 Remote Similarity NPC20142
0.6529 Remote Similarity NPC151715
0.6529 Remote Similarity NPC215351
0.6525 Remote Similarity NPC325651
0.6522 Remote Similarity NPC211218
0.6519 Remote Similarity NPC256369
0.6512 Remote Similarity NPC473524
0.6508 Remote Similarity NPC147000
0.6508 Remote Similarity NPC323810
0.6508 Remote Similarity NPC226778
0.6508 Remote Similarity NPC150254
0.6508 Remote Similarity NPC12278
0.6508 Remote Similarity NPC304761

  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 NPC112823 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
0.8092 Intermediate Similarity NPD468 Phase 1
0.7857 Intermediate Similarity NPD3143 Discontinued
0.75 Intermediate Similarity NPD9273 Approved
0.7397 Intermediate Similarity NPD3111 Phase 1
0.7267 Intermediate Similarity NPD7494 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD1759 Phase 1
0.7197 Intermediate Similarity NPD3070 Discontinued
0.7152 Intermediate Similarity NPD7738 Approved
0.7152 Intermediate Similarity NPD7737 Approved
0.7132 Intermediate Similarity NPD1758 Phase 1
0.7132 Intermediate Similarity NPD682 Discontinued
0.7101 Intermediate Similarity NPD3058 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD3846 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD6867 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD6866 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD7133 Discontinued
0.7045 Intermediate Similarity NPD3421 Phase 3
0.704 Intermediate Similarity NPD9380 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD9618 Approved
0.7031 Intermediate Similarity NPD9614 Approved
0.7 Intermediate Similarity NPD318 Approved
0.7 Intermediate Similarity NPD317 Approved
0.6993 Remote Similarity NPD1803 Phase 3
0.6911 Remote Similarity NPD9608 Approved
0.6911 Remote Similarity NPD9610 Approved
0.6901 Remote Similarity NPD3553 Approved
0.6901 Remote Similarity NPD3552 Approved
0.6901 Remote Similarity NPD3555 Approved
0.6901 Remote Similarity NPD3554 Approved
0.6875 Remote Similarity NPD1105 Clinical (unspecified phase)
0.6863 Remote Similarity NPD7089 Clinical (unspecified phase)
0.686 Remote Similarity NPD9712 Approved
0.6846 Remote Similarity NPD6390 Discontinued
0.6842 Remote Similarity NPD3796 Clinical (unspecified phase)
0.6835 Remote Similarity NPD3136 Phase 2
0.6786 Remote Similarity NPD1048 Approved
0.6777 Remote Similarity NPD9711 Approved
0.6777 Remote Similarity NPD9710 Approved
0.6757 Remote Similarity NPD6106 Discontinued
0.6742 Remote Similarity NPD16 Approved
0.6742 Remote Similarity NPD9613 Approved
0.6742 Remote Similarity NPD856 Approved
0.6742 Remote Similarity NPD9615 Approved
0.6742 Remote Similarity NPD9616 Approved
0.6741 Remote Similarity NPD4480 Approved
0.6714 Remote Similarity NPD2372 Approved
0.6692 Remote Similarity NPD316 Approved
0.6691 Remote Similarity NPD2561 Approved
0.6691 Remote Similarity NPD767 Phase 1
0.6691 Remote Similarity NPD2562 Approved
0.6691 Remote Similarity NPD4273 Approved
0.6667 Remote Similarity NPD1131 Approved
0.6667 Remote Similarity NPD1133 Approved
0.6667 Remote Similarity NPD3123 Discovery
0.6667 Remote Similarity NPD1129 Approved
0.6667 Remote Similarity NPD1671 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1135 Approved
0.6667 Remote Similarity NPD1134 Approved
0.6667 Remote Similarity NPD9248 Phase 1
0.6667 Remote Similarity NPD1445 Approved
0.6667 Remote Similarity NPD4739 Approved
0.6667 Remote Similarity NPD1444 Approved
0.6667 Remote Similarity NPD3599 Approved
0.6642 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6642 Remote Similarity NPD4659 Approved
0.6642 Remote Similarity NPD4235 Clinical (unspecified phase)
0.6639 Remote Similarity NPD9611 Approved
0.6639 Remote Similarity NPD9612 Approved
0.6639 Remote Similarity NPD9609 Approved
0.6623 Remote Similarity NPD7303 Discontinued
0.662 Remote Similarity NPD5729 Clinical (unspecified phase)
0.6619 Remote Similarity NPD7451 Discontinued
0.6613 Remote Similarity NPD854 Approved
0.6613 Remote Similarity NPD855 Approved
0.6612 Remote Similarity NPD844 Approved
0.6609 Remote Similarity NPD111 Approved
0.66 Remote Similarity NPD1785 Approved
0.66 Remote Similarity NPD1786 Approved
0.66 Remote Similarity NPD1787 Approved
0.6599 Remote Similarity NPD4149 Clinical (unspecified phase)
0.6589 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6583 Remote Similarity NPD845 Approved
0.6571 Remote Similarity NPD1712 Approved
0.6567 Remote Similarity NPD5304 Approved
0.6567 Remote Similarity NPD5303 Approved
0.6567 Remote Similarity NPD2226 Clinical (unspecified phase)
0.6562 Remote Similarity NPD2517 Approved
0.6557 Remote Similarity NPD288 Approved
0.6547 Remote Similarity NPD4103 Phase 2
0.6547 Remote Similarity NPD4104 Clinical (unspecified phase)
0.6541 Remote Similarity NPD9568 Approved
0.6538 Remote Similarity NPD5929 Approved
0.6538 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6532 Remote Similarity NPD289 Clinical (unspecified phase)
0.6529 Remote Similarity NPD2934 Approved
0.6529 Remote Similarity NPD2933 Approved
0.6528 Remote Similarity NPD654 Phase 3
0.6524 Remote Similarity NPD7695 Clinical (unspecified phase)
0.6522 Remote Similarity NPD9622 Approved
0.6515 Remote Similarity NPD475 Phase 2
0.6512 Remote Similarity NPD1792 Phase 2
0.6508 Remote Similarity NPD310 Approved
0.6508 Remote Similarity NPD309 Approved
0.6508 Remote Similarity NPD314 Approved
0.6508 Remote Similarity NPD10 Approved
0.6508 Remote Similarity NPD315 Approved
0.6508 Remote Similarity NPD311 Approved
0.6507 Remote Similarity NPD3693 Clinical (unspecified phase)
0.6503 Remote Similarity NPD7477 Discontinued
0.6503 Remote Similarity NPD839 Approved
0.6503 Remote Similarity NPD840 Approved
0.65 Remote Similarity NPD159 Clinical (unspecified phase)
0.65 Remote Similarity NPD2516 Approved
0.6489 Remote Similarity NPD821 Approved
0.648 Remote Similarity NPD940 Approved
0.648 Remote Similarity NPD846 Approved
0.6475 Remote Similarity NPD2860 Approved
0.6475 Remote Similarity NPD2859 Approved
0.6471 Remote Similarity NPD9384 Approved
0.6471 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6471 Remote Similarity NPD9381 Approved
0.6467 Remote Similarity NPD3692 Discontinued
0.6454 Remote Similarity NPD4212 Discontinued
0.6449 Remote Similarity NPD522 Approved
0.6449 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6443 Remote Similarity NPD4127 Clinical (unspecified phase)
0.6439 Remote Similarity NPD2229 Approved
0.6439 Remote Similarity NPD2228 Approved
0.6439 Remote Similarity NPD2234 Approved
0.6438 Remote Similarity NPD696 Discontinued
0.6429 Remote Similarity NPD1794 Approved
0.6423 Remote Similarity NPD1981 Approved
0.6423 Remote Similarity NPD1980 Approved
0.6423 Remote Similarity NPD1983 Approved
0.6419 Remote Similarity NPD7978 Discontinued
0.6415 Remote Similarity NPD2098 Approved
0.6408 Remote Similarity NPD596 Approved
0.6408 Remote Similarity NPD600 Approved
0.6405 Remote Similarity NPD4319 Phase 2
0.6403 Remote Similarity NPD3685 Discontinued
0.6397 Remote Similarity NPD4209 Clinical (unspecified phase)
0.6395 Remote Similarity NPD3152 Clinical (unspecified phase)
0.6393 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6389 Remote Similarity NPD1423 Approved
0.6385 Remote Similarity NPD9713 Approved
0.6383 Remote Similarity NPD599 Approved
0.6383 Remote Similarity NPD602 Approved
0.6378 Remote Similarity NPD179 Clinical (unspecified phase)
0.6377 Remote Similarity NPD5350 Clinical (unspecified phase)
0.6377 Remote Similarity NPD776 Approved
0.6377 Remote Similarity NPD5351 Clinical (unspecified phase)
0.6364 Remote Similarity NPD9379 Approved
0.6364 Remote Similarity NPD9377 Approved
0.6357 Remote Similarity NPD290 Approved
0.6357 Remote Similarity NPD6406 Approved
0.6357 Remote Similarity NPD2922 Phase 1
0.6341 Remote Similarity NPD1809 Phase 2
0.6339 Remote Similarity NPD9294 Approved
0.6338 Remote Similarity NPD4993 Discontinued
0.6331 Remote Similarity NPD6624 Discontinued
0.6324 Remote Similarity NPD7330 Discontinued
0.632 Remote Similarity NPD3020 Approved
0.6319 Remote Similarity NPD597 Approved
0.6319 Remote Similarity NPD601 Approved
0.6319 Remote Similarity NPD598 Approved
0.6319 Remote Similarity NPD6332 Clinical (unspecified phase)
0.6316 Remote Similarity NPD592 Approved
0.6316 Remote Similarity NPD594 Approved
0.6312 Remote Similarity NPD1770 Clinical (unspecified phase)
0.6296 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6291 Remote Similarity NPD3400 Discontinued
0.6289 Remote Similarity NPD2097 Approved
0.6286 Remote Similarity NPD6582 Phase 2
0.6286 Remote Similarity NPD6583 Phase 3
0.6279 Remote Similarity NPD968 Approved
0.6276 Remote Similarity NPD6405 Approved
0.6276 Remote Similarity NPD1132 Approved
0.6276 Remote Similarity NPD1130 Approved
0.6276 Remote Similarity NPD6407 Approved
0.6276 Remote Similarity NPD1136 Approved
0.6275 Remote Similarity NPD6682 Clinical (unspecified phase)
0.627 Remote Similarity NPD1275 Phase 2
0.6269 Remote Similarity NPD1793 Approved
0.6269 Remote Similarity NPD595 Approved
0.6269 Remote Similarity NPD1791 Approved
0.6269 Remote Similarity NPD593 Approved
0.6268 Remote Similarity NPD859 Approved
0.6268 Remote Similarity NPD9619 Approved
0.6268 Remote Similarity NPD9621 Approved
0.6268 Remote Similarity NPD858 Approved
0.6268 Remote Similarity NPD9620 Approved
0.626 Remote Similarity NPD4814 Discontinued
0.6259 Remote Similarity NPD2157 Approved
0.6259 Remote Similarity NPD804 Clinical (unspecified phase)
0.6259 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6258 Remote Similarity NPD4652 Approved
0.625 Remote Similarity NPD6360 Discontinued
0.625 Remote Similarity NPD1024 Discontinued
0.625 Remote Similarity NPD302 Approved
0.625 Remote Similarity NPD2586 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