Structure

Physi-Chem Properties

Molecular Weight:  147.1
Volume:  167.491
LogP:  2.057
LogD:  1.777
LogS:  -1.348
# Rotatable Bonds:  0
TPSA:  3.24
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.539
Synthetic Accessibility Score:  1.717
Fsp3:  0.4
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.392
MDCK Permeability:  2.6650241125025786e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.023
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.015
30% Bioavailability (F30%):  0.036

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.994
Plasma Protein Binding (PPB):  39.401031494140625%
Volume Distribution (VD):  4.143
Pgp-substrate:  57.36566162109375%

ADMET: Metabolism

CYP1A2-inhibitor:  0.401
CYP1A2-substrate:  0.893
CYP2C19-inhibitor:  0.089
CYP2C19-substrate:  0.962
CYP2C9-inhibitor:  0.005
CYP2C9-substrate:  0.101
CYP2D6-inhibitor:  0.967
CYP2D6-substrate:  0.922
CYP3A4-inhibitor:  0.006
CYP3A4-substrate:  0.626

ADMET: Excretion

Clearance (CL):  16.293
Half-life (T1/2):  0.536

ADMET: Toxicity

hERG Blockers:  0.108
Human Hepatotoxicity (H-HT):  0.302
Drug-inuced Liver Injury (DILI):  0.384
AMES Toxicity:  0.025
Rat Oral Acute Toxicity:  0.84
Maximum Recommended Daily Dose:  0.37
Skin Sensitization:  0.745
Carcinogencity:  0.12
Eye Corrosion:  0.672
Eye Irritation:  0.311
Respiratory Toxicity:  0.958

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

  Natural Product: NPC104070

Natural Product ID:  NPC104070
Common Name*:   2-Methyl-3,4-Dihydro-1H-Isoquinoline
IUPAC Name:   2-methyl-3,4-dihydro-1H-isoquinoline
Synonyms:  
Standard InCHIKey:  KYXSVGVQGFPNRQ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H13N/c1-11-7-6-9-4-2-3-5-10(9)8-11/h2-5H,6-8H2,1H3
SMILES:  CN1CCc2ccccc2C1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL22053
PubChem CID:   15362
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0002955] Tetrahydroisoquinolines

*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
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. PMID[19919095]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota flower buds and leaves Khon Kaen province, Thailand 2010 PMID[23270663]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Leaves n.a. n.a. PMID[23642481]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Flowers n.a. n.a. PMID[26462418]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3478 Nelumbo nucifera Species Nelumbonaceae 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
NPT1528 Individual Protein Phenylethanolamine N-methyltransferase Bos taurus Ki = 19952623149688.83 nM PMID[536935]
NPT6208 Individual Protein Lysosomal Pro-X carboxypeptidase Homo sapiens IC50 > 30000.0 nM PMID[536936]
NPT1067 Individual Protein Sigma opioid receptor Rattus norvegicus IC50 = 2700.0 nM PMID[536936]
NPT1073 Individual Protein Dopamine transporter Rattus norvegicus DA release = 1.3 % PMID[536937]
NPT1073 Individual Protein Dopamine transporter Rattus norvegicus DA release = 28.0 % PMID[536937]
NPT969 Protein Family Adrenergic receptor alpha-2 Rattus norvegicus Ki = 4168693834703363.5 nM PMID[536935]
NPT2 Others Unspecified Inhibition = 9.7 % PMID[536938]
NPT2 Others Unspecified Inhibition = 10.6 % PMID[536938]
NPT27 Others Unspecified Inhibition = 82.0 % PMID[536938]
NPT27 Others Unspecified Inhibition = 86.0 % PMID[536938]
NPT2 Others Unspecified Inhibition = 15.9 % PMID[536938]
NPT2 Others Unspecified Inhibition = 16.5 % PMID[536938]
NPT2 Others Unspecified Inhibition = 9.4 % PMID[536938]

☑ 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 NPC104070 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
0.9146 High Similarity NPC258046
0.9059 High Similarity NPC470926
0.8961 High Similarity NPC98976
0.8846 High Similarity NPC271642
0.8636 High Similarity NPC322040
0.8395 Intermediate Similarity NPC12857
0.8333 Intermediate Similarity NPC329430
0.8235 Intermediate Similarity NPC169016
0.8191 Intermediate Similarity NPC239854
0.7927 Intermediate Similarity NPC139658
0.7831 Intermediate Similarity NPC325662
0.7831 Intermediate Similarity NPC98269
0.775 Intermediate Similarity NPC219246
0.7683 Intermediate Similarity NPC299134
0.7674 Intermediate Similarity NPC231986
0.7561 Intermediate Similarity NPC244738
0.7556 Intermediate Similarity NPC17497
0.7556 Intermediate Similarity NPC305602
0.7531 Intermediate Similarity NPC229235
0.75 Intermediate Similarity NPC474088
0.747 Intermediate Similarity NPC122327
0.747 Intermediate Similarity NPC112609
0.747 Intermediate Similarity NPC113000
0.7449 Intermediate Similarity NPC291610
0.7416 Intermediate Similarity NPC133162
0.7403 Intermediate Similarity NPC310758
0.7403 Intermediate Similarity NPC238023
0.74 Intermediate Similarity NPC474695
0.7381 Intermediate Similarity NPC276699
0.7308 Intermediate Similarity NPC71009
0.7303 Intermediate Similarity NPC119677
0.7263 Intermediate Similarity NPC469330
0.7209 Intermediate Similarity NPC290638
0.7195 Intermediate Similarity NPC200936
0.7174 Intermediate Similarity NPC473031
0.7158 Intermediate Similarity NPC473661
0.7125 Intermediate Similarity NPC155172
0.7125 Intermediate Similarity NPC291066
0.7113 Intermediate Similarity NPC471320
0.7113 Intermediate Similarity NPC471319
0.7089 Intermediate Similarity NPC66517
0.7021 Intermediate Similarity NPC470877
0.7013 Intermediate Similarity NPC65873
0.7013 Intermediate Similarity NPC120441
0.7013 Intermediate Similarity NPC300345
0.7013 Intermediate Similarity NPC212114
0.701 Intermediate Similarity NPC108339
0.7 Intermediate Similarity NPC21211
0.6989 Remote Similarity NPC60408
0.6988 Remote Similarity NPC213570
0.6988 Remote Similarity NPC246822
0.6988 Remote Similarity NPC139416
0.6962 Remote Similarity NPC135924
0.6951 Remote Similarity NPC6107
0.6947 Remote Similarity NPC78041
0.6947 Remote Similarity NPC141139
0.6947 Remote Similarity NPC209764
0.6947 Remote Similarity NPC121872
0.6947 Remote Similarity NPC159178
0.6947 Remote Similarity NPC74936
0.6947 Remote Similarity NPC471307
0.6923 Remote Similarity NPC55529
0.6897 Remote Similarity NPC110264
0.6883 Remote Similarity NPC198841
0.6883 Remote Similarity NPC269586
0.6875 Remote Similarity NPC29680
0.6837 Remote Similarity NPC256452
0.6832 Remote Similarity NPC474582
0.6829 Remote Similarity NPC113837
0.6829 Remote Similarity NPC289915
0.6824 Remote Similarity NPC87099
0.6824 Remote Similarity NPC280135
0.6824 Remote Similarity NPC1008
0.6824 Remote Similarity NPC158028
0.6824 Remote Similarity NPC39799
0.6824 Remote Similarity NPC226999
0.6824 Remote Similarity NPC135433
0.6824 Remote Similarity NPC193578
0.6804 Remote Similarity NPC108800
0.679 Remote Similarity NPC113670
0.679 Remote Similarity NPC88566
0.679 Remote Similarity NPC50266
0.6778 Remote Similarity NPC475573
0.6778 Remote Similarity NPC475289
0.6753 Remote Similarity NPC277704
0.6753 Remote Similarity NPC149436
0.675 Remote Similarity NPC246588
0.675 Remote Similarity NPC210849
0.675 Remote Similarity NPC54368
0.675 Remote Similarity NPC150196
0.675 Remote Similarity NPC248705
0.6747 Remote Similarity NPC267443
0.6744 Remote Similarity NPC54269
0.6737 Remote Similarity NPC30445
0.6735 Remote Similarity NPC471309
0.6731 Remote Similarity NPC473418
0.6731 Remote Similarity NPC476198
0.6726 Remote Similarity NPC326232
0.6709 Remote Similarity NPC36357
0.6709 Remote Similarity NPC114327
0.6709 Remote Similarity NPC8235
0.6707 Remote Similarity NPC32312
0.6707 Remote Similarity NPC198023
0.6706 Remote Similarity NPC251490
0.6706 Remote Similarity NPC263385
0.6706 Remote Similarity NPC72670
0.6702 Remote Similarity NPC203076
0.6667 Remote Similarity NPC314192
0.6667 Remote Similarity NPC176858
0.6667 Remote Similarity NPC475915
0.6667 Remote Similarity NPC22786
0.6635 Remote Similarity NPC469974
0.6627 Remote Similarity NPC178527
0.6625 Remote Similarity NPC169110
0.6625 Remote Similarity NPC147062
0.6604 Remote Similarity NPC434
0.6604 Remote Similarity NPC79618
0.6598 Remote Similarity NPC191444
0.6591 Remote Similarity NPC307195
0.6585 Remote Similarity NPC45756
0.6571 Remote Similarity NPC167336
0.6566 Remote Similarity NPC71140
0.6566 Remote Similarity NPC7067
0.6566 Remote Similarity NPC474974
0.6562 Remote Similarity NPC12429
0.6552 Remote Similarity NPC1901
0.6549 Remote Similarity NPC264580
0.6542 Remote Similarity NPC164802
0.6535 Remote Similarity NPC472258
0.65 Remote Similarity NPC64270
0.6496 Remote Similarity NPC217277
0.6491 Remote Similarity NPC143603
0.6481 Remote Similarity NPC158854
0.6477 Remote Similarity NPC96835
0.6477 Remote Similarity NPC258492
0.6471 Remote Similarity NPC322598
0.6463 Remote Similarity NPC200745
0.6458 Remote Similarity NPC53492
0.6458 Remote Similarity NPC471638
0.6452 Remote Similarity NPC14326
0.6444 Remote Similarity NPC249018
0.6444 Remote Similarity NPC3190
0.6429 Remote Similarity NPC78154
0.6404 Remote Similarity NPC320656
0.6396 Remote Similarity NPC187036
0.6395 Remote Similarity NPC473206
0.6392 Remote Similarity NPC111233
0.6389 Remote Similarity NPC302790
0.6364 Remote Similarity NPC226438
0.6364 Remote Similarity NPC245259
0.6348 Remote Similarity NPC91958
0.6346 Remote Similarity NPC214200
0.6346 Remote Similarity NPC289381
0.6346 Remote Similarity NPC228400
0.6346 Remote Similarity NPC155847
0.6337 Remote Similarity NPC303045
0.6337 Remote Similarity NPC161972
0.633 Remote Similarity NPC292758
0.633 Remote Similarity NPC65855
0.633 Remote Similarity NPC24777
0.6316 Remote Similarity NPC313449
0.6304 Remote Similarity NPC159661
0.6289 Remote Similarity NPC262295
0.6286 Remote Similarity NPC329375
0.6283 Remote Similarity NPC288232
0.6263 Remote Similarity NPC316108
0.625 Remote Similarity NPC125144
0.625 Remote Similarity NPC252794
0.625 Remote Similarity NPC121708
0.625 Remote Similarity NPC296163
0.625 Remote Similarity NPC323726
0.625 Remote Similarity NPC3210
0.6237 Remote Similarity NPC315216
0.6235 Remote Similarity NPC36440
0.6228 Remote Similarity NPC313673
0.6226 Remote Similarity NPC471317
0.6226 Remote Similarity NPC202613
0.6226 Remote Similarity NPC471310
0.6211 Remote Similarity NPC134825
0.6204 Remote Similarity NPC45033
0.6196 Remote Similarity NPC66270
0.6196 Remote Similarity NPC255345
0.6196 Remote Similarity NPC245896
0.6195 Remote Similarity NPC246904
0.618 Remote Similarity NPC212463
0.6179 Remote Similarity NPC160193
0.6176 Remote Similarity NPC58674
0.6174 Remote Similarity NPC192209
0.6174 Remote Similarity NPC476566
0.6168 Remote Similarity NPC275467
0.6167 Remote Similarity NPC79698
0.6163 Remote Similarity NPC52330
0.6162 Remote Similarity NPC173991
0.616 Remote Similarity NPC313352
0.6145 Remote Similarity NPC45255
0.6134 Remote Similarity NPC329825
0.6132 Remote Similarity NPC327226
0.6121 Remote Similarity NPC297486
0.6121 Remote Similarity NPC471402
0.6121 Remote Similarity NPC240136

  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 NPC104070 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
0.8974 High Similarity NPD603 Approved
0.8875 High Similarity NPD5372 Approved
0.8875 High Similarity NPD5371 Approved
0.875 High Similarity NPD508 Approved
0.875 High Similarity NPD507 Approved
0.8675 High Similarity NPD2539 Approved
0.8675 High Similarity NPD2538 Approved
0.8636 High Similarity NPD243 Approved
0.8636 High Similarity NPD8 Approved
0.8571 High Similarity NPD9505 Clinical (unspecified phase)
0.8523 High Similarity NPD4405 Approved
0.8523 High Similarity NPD4408 Approved
0.8523 High Similarity NPD4407 Approved
0.8471 Intermediate Similarity NPD4409 Approved
0.8471 Intermediate Similarity NPD4406 Approved
0.8444 Intermediate Similarity NPD2005 Discontinued
0.8427 Intermediate Similarity NPD4542 Approved
0.8427 Intermediate Similarity NPD4545 Approved
0.8409 Intermediate Similarity NPD2998 Approved
0.8409 Intermediate Similarity NPD2997 Approved
0.8409 Intermediate Similarity NPD3000 Approved
0.8391 Intermediate Similarity NPD5656 Clinical (unspecified phase)
0.8313 Intermediate Similarity NPD4026 Approved
0.8313 Intermediate Similarity NPD4027 Approved
0.8276 Intermediate Similarity NPD3345 Approved
0.8272 Intermediate Similarity NPD4144 Approved
0.8272 Intermediate Similarity NPD4147 Approved
0.8172 Intermediate Similarity NPD1946 Clinical (unspecified phase)
0.8152 Intermediate Similarity NPD5597 Approved
0.8152 Intermediate Similarity NPD5598 Approved
0.8118 Intermediate Similarity NPD4635 Approved
0.8072 Intermediate Similarity NPD1053 Approved
0.8072 Intermediate Similarity NPD1051 Approved
0.8072 Intermediate Similarity NPD1052 Approved
0.8046 Intermediate Similarity NPD4636 Approved
0.8046 Intermediate Similarity NPD5252 Clinical (unspecified phase)
0.8022 Intermediate Similarity NPD6548 Approved
0.8022 Intermediate Similarity NPD6549 Approved
0.8 Intermediate Similarity NPD4701 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4169 Approved
0.8 Intermediate Similarity NPD4170 Approved
0.7976 Intermediate Similarity NPD3903 Approved
0.7976 Intermediate Similarity NPD3979 Approved
0.7976 Intermediate Similarity NPD3904 Approved
0.7976 Intermediate Similarity NPD3981 Approved
0.7938 Intermediate Similarity NPD959 Discontinued
0.7917 Intermediate Similarity NPD5103 Approved
0.7907 Intermediate Similarity NPD1800 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD1916 Discontinued
0.7889 Intermediate Similarity NPD3346 Approved
0.7889 Intermediate Similarity NPD3344 Approved
0.7882 Intermediate Similarity NPD3035 Approved
0.7865 Intermediate Similarity NPD587 Approved
0.7865 Intermediate Similarity NPD588 Approved
0.7841 Intermediate Similarity NPD3099 Discontinued
0.7826 Intermediate Similarity NPD736 Approved
0.7826 Intermediate Similarity NPD735 Approved
0.7816 Intermediate Similarity NPD5178 Approved
0.7765 Intermediate Similarity NPD260 Discontinued
0.7742 Intermediate Similarity NPD5554 Approved
0.7738 Intermediate Similarity NPD295 Approved
0.7738 Intermediate Similarity NPD296 Approved
0.7738 Intermediate Similarity NPD293 Approved
0.7684 Intermediate Similarity NPD6498 Approved
0.7684 Intermediate Similarity NPD6499 Approved
0.7677 Intermediate Similarity NPD7170 Discontinued
0.7667 Intermediate Similarity NPD5675 Discontinued
0.7614 Intermediate Similarity NPD4544 Approved
0.7561 Intermediate Similarity NPD9728 Phase 1
0.7556 Intermediate Similarity NPD3428 Approved
0.7556 Intermediate Similarity NPD3426 Approved
0.7528 Intermediate Similarity NPD5916 Discontinued
0.75 Intermediate Similarity NPD830 Approved
0.75 Intermediate Similarity NPD831 Approved
0.7476 Intermediate Similarity NPD2039 Approved
0.7476 Intermediate Similarity NPD2038 Approved
0.7475 Intermediate Similarity NPD2937 Phase 1
0.7475 Intermediate Similarity NPD4937 Approved
0.7475 Intermediate Similarity NPD2939 Approved
0.7475 Intermediate Similarity NPD4936 Approved
0.747 Intermediate Similarity NPD9593 Approved
0.747 Intermediate Similarity NPD9589 Approved
0.747 Intermediate Similarity NPD9594 Approved
0.747 Intermediate Similarity NPD9588 Approved
0.747 Intermediate Similarity NPD9592 Approved
0.747 Intermediate Similarity NPD80 Approved
0.747 Intermediate Similarity NPD9590 Approved
0.747 Intermediate Similarity NPD9591 Approved
0.7442 Intermediate Similarity NPD590 Approved
0.7442 Intermediate Similarity NPD589 Approved
0.7426 Intermediate Similarity NPD5253 Approved
0.7419 Intermediate Similarity NPD7160 Approved
0.7416 Intermediate Similarity NPD3429 Approved
0.7416 Intermediate Similarity NPD785 Approved
0.7416 Intermediate Similarity NPD3427 Approved
0.7396 Intermediate Similarity NPD713 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD297 Approved
0.7391 Intermediate Similarity NPD9 Approved
0.7363 Intermediate Similarity NPD4145 Approved
0.7363 Intermediate Similarity NPD4146 Approved
0.7353 Intermediate Similarity NPD8010 Approved
0.7353 Intermediate Similarity NPD8009 Approved
0.7353 Intermediate Similarity NPD1721 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD2914 Approved
0.7333 Intermediate Similarity NPD2208 Approved
0.7333 Intermediate Similarity NPD2913 Approved
0.7333 Intermediate Similarity NPD2205 Approved
0.732 Intermediate Similarity NPD5832 Phase 3
0.7312 Intermediate Similarity NPD5915 Approved
0.7303 Intermediate Similarity NPD4000 Phase 3
0.7292 Intermediate Similarity NPD5964 Phase 2
0.7292 Intermediate Similarity NPD5963 Phase 2
0.7282 Intermediate Similarity NPD4116 Approved
0.7263 Intermediate Similarity NPD2878 Approved
0.7262 Intermediate Similarity NPD505 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD4543 Discontinued
0.7229 Intermediate Similarity NPD292 Approved
0.7229 Intermediate Similarity NPD294 Approved
0.7222 Intermediate Similarity NPD9395 Approved
0.7204 Intermediate Similarity NPD9351 Phase 3
0.7204 Intermediate Similarity NPD771 Phase 3
0.7204 Intermediate Similarity NPD9348 Approved
0.7204 Intermediate Similarity NPD9349 Approved
0.7204 Intermediate Similarity NPD9350 Approved
0.72 Intermediate Similarity NPD3357 Discontinued
0.7174 Intermediate Similarity NPD2002 Discontinued
0.7174 Intermediate Similarity NPD780 Approved
0.7174 Intermediate Similarity NPD783 Approved
0.7174 Intermediate Similarity NPD782 Approved
0.7174 Intermediate Similarity NPD781 Approved
0.7172 Intermediate Similarity NPD1795 Discontinued
0.7158 Intermediate Similarity NPD9361 Approved
0.7143 Intermediate Similarity NPD4263 Approved
0.7143 Intermediate Similarity NPD4813 Approved
0.7126 Intermediate Similarity NPD9564 Approved
0.7126 Intermediate Similarity NPD9563 Approved
0.7126 Intermediate Similarity NPD79 Approved
0.7115 Intermediate Similarity NPD6236 Approved
0.7115 Intermediate Similarity NPD7633 Discontinued
0.7115 Intermediate Similarity NPD6235 Approved
0.7113 Intermediate Similarity NPD157 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD6472 Discontinued
0.7103 Intermediate Similarity NPD3551 Approved
0.7103 Intermediate Similarity NPD5629 Discontinued
0.71 Intermediate Similarity NPD4803 Discontinued
0.71 Intermediate Similarity NPD4735 Approved
0.71 Intermediate Similarity NPD4734 Approved
0.7083 Intermediate Similarity NPD3980 Approved
0.7083 Intermediate Similarity NPD3982 Approved
0.7079 Intermediate Similarity NPD472 Approved
0.7071 Intermediate Similarity NPD4008 Approved
0.7071 Intermediate Similarity NPD4007 Approved
0.7071 Intermediate Similarity NPD1796 Phase 3
0.7064 Intermediate Similarity NPD5130 Phase 3
0.7053 Intermediate Similarity NPD517 Discontinued
0.7019 Intermediate Similarity NPD2242 Phase 1
0.7009 Intermediate Similarity NPD7060 Approved
0.7009 Intermediate Similarity NPD7059 Approved
0.699 Remote Similarity NPD3546 Approved
0.699 Remote Similarity NPD3459 Approved
0.699 Remote Similarity NPD3545 Approved
0.697 Remote Similarity NPD1724 Approved
0.6966 Remote Similarity NPD1617 Discontinued
0.6939 Remote Similarity NPD2507 Clinical (unspecified phase)
0.6939 Remote Similarity NPD1738 Approved
0.6937 Remote Similarity NPD5517 Phase 2
0.6937 Remote Similarity NPD5516 Phase 2
0.6932 Remote Similarity NPD9397 Approved
0.6932 Remote Similarity NPD9393 Approved
0.6931 Remote Similarity NPD6027 Approved
0.6931 Remote Similarity NPD6024 Approved
0.6931 Remote Similarity NPD813 Approved
0.6923 Remote Similarity NPD4115 Approved
0.6923 Remote Similarity NPD4114 Approved
0.6923 Remote Similarity NPD2001 Discontinued
0.6914 Remote Similarity NPD173 Clinical (unspecified phase)
0.69 Remote Similarity NPD524 Approved
0.69 Remote Similarity NPD523 Approved
0.69 Remote Similarity NPD787 Suspended
0.6882 Remote Similarity NPD305 Approved
0.6882 Remote Similarity NPD304 Approved
0.6869 Remote Similarity NPD528 Clinical (unspecified phase)
0.6869 Remote Similarity NPD9488 Approved
0.6869 Remote Similarity NPD9489 Approved
0.6863 Remote Similarity NPD1387 Phase 1
0.6863 Remote Similarity NPD1396 Approved
0.6863 Remote Similarity NPD5655 Clinical (unspecified phase)
0.6852 Remote Similarity NPD5179 Approved
0.6852 Remote Similarity NPD5180 Approved
0.6852 Remote Similarity NPD5181 Approved
0.6837 Remote Similarity NPD2656 Approved
0.6837 Remote Similarity NPD4094 Approved
0.6837 Remote Similarity NPD2655 Approved
0.6832 Remote Similarity NPD5630 Phase 1
0.6809 Remote Similarity NPD187 Approved
0.6804 Remote Similarity NPD6690 Approved
0.68 Remote Similarity NPD4117 Approved
0.679 Remote Similarity NPD675 Discontinued
0.6768 Remote Similarity NPD2895 Discontinued
0.6768 Remote Similarity NPD3457 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