Structure

Physi-Chem Properties

Molecular Weight:  237.15
Volume:  272.097
LogP:  3.707
LogD:  3.59
LogS:  -2.641
# Rotatable Bonds:  2
TPSA:  3.24
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.773
Synthetic Accessibility Score:  2.268
Fsp3:  0.294
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
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:  -4.527
MDCK Permeability:  2.1733854737249203e-05
Pgp-inhibitor:  0.153
Pgp-substrate:  0.336
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.902
30% Bioavailability (F30%):  0.041

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.981
Plasma Protein Binding (PPB):  92.6065444946289%
Volume Distribution (VD):  3.04
Pgp-substrate:  9.4906587600708%

ADMET: Metabolism

CYP1A2-inhibitor:  0.406
CYP1A2-substrate:  0.908
CYP2C19-inhibitor:  0.552
CYP2C19-substrate:  0.969
CYP2C9-inhibitor:  0.031
CYP2C9-substrate:  0.107
CYP2D6-inhibitor:  0.99
CYP2D6-substrate:  0.919
CYP3A4-inhibitor:  0.039
CYP3A4-substrate:  0.908

ADMET: Excretion

Clearance (CL):  12.619
Half-life (T1/2):  0.398

ADMET: Toxicity

hERG Blockers:  0.735
Human Hepatotoxicity (H-HT):  0.271
Drug-inuced Liver Injury (DILI):  0.019
AMES Toxicity:  0.393
Rat Oral Acute Toxicity:  0.729
Maximum Recommended Daily Dose:  0.899
Skin Sensitization:  0.194
Carcinogencity:  0.286
Eye Corrosion:  0.004
Eye Irritation:  0.021
Respiratory Toxicity:  0.715

Download Data

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

  Natural Product: NPC470926

Natural Product ID:  NPC470926
Common Name*:   1-Benzyl-2-Methyl-3,4-Dihydro-1H-Isoquinoline
IUPAC Name:   1-benzyl-2-methyl-3,4-dihydro-1H-isoquinoline
Synonyms:  
Standard InCHIKey:  VKRKVLLLTIHDEF-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C17H19N/c1-18-12-11-15-9-5-6-10-16(15)17(18)13-14-7-3-2-4-8-14/h2-10,17H,11-13H2,1H3
SMILES:  CN1CCC2=CC=CC=C2C1CC3=CC=CC=C3
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2316504
PubChem CID:   440630
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0002566] Isoquinolines and derivatives
        • [CHEMONTID:0000054] Benzylisoquinolines

*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
NPT2 Others Unspecified Inhibition = 40.5 % PMID[489110]
NPT2 Others Unspecified Inhibition = 24.5 % PMID[489110]
NPT27 Others Unspecified Inhibition = 77.0 % PMID[489110]
NPT27 Others Unspecified Inhibition = 86.0 % PMID[489110]
NPT2 Others Unspecified IC50 = 5000.0 nM PMID[489110]
NPT2 Others Unspecified Inhibition = 75.4 % PMID[489110]
NPT2 Others Unspecified Inhibition = 51.8 % PMID[489110]
NPT2 Others Unspecified Inhibition = 59.7 % PMID[489110]

☑ 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 NPC470926 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
0.9222 High Similarity NPC329430
0.9059 High Similarity NPC104070
0.9043 High Similarity NPC239854
0.8333 Intermediate Similarity NPC258046
0.8235 Intermediate Similarity NPC271642
0.8118 Intermediate Similarity NPC98976
0.8111 Intermediate Similarity NPC169016
0.8081 Intermediate Similarity NPC291610
0.802 Intermediate Similarity NPC474695
0.7978 Intermediate Similarity NPC231986
0.7917 Intermediate Similarity NPC322040
0.7802 Intermediate Similarity NPC119677
0.7717 Intermediate Similarity NPC133162
0.764 Intermediate Similarity NPC12857
0.7528 Intermediate Similarity NPC325662
0.7528 Intermediate Similarity NPC98269
0.7451 Intermediate Similarity NPC474582
0.7368 Intermediate Similarity NPC475915
0.7368 Intermediate Similarity NPC314192
0.7333 Intermediate Similarity NPC473418
0.7333 Intermediate Similarity NPC167336
0.7292 Intermediate Similarity NPC60408
0.7222 Intermediate Similarity NPC139658
0.7191 Intermediate Similarity NPC112609
0.7191 Intermediate Similarity NPC122327
0.7191 Intermediate Similarity NPC113000
0.7143 Intermediate Similarity NPC290638
0.7113 Intermediate Similarity NPC305602
0.7113 Intermediate Similarity NPC17497
0.7105 Intermediate Similarity NPC320656
0.7105 Intermediate Similarity NPC264580
0.7064 Intermediate Similarity NPC292758
0.7064 Intermediate Similarity NPC65855
0.7045 Intermediate Similarity NPC219246
0.7 Intermediate Similarity NPC299134
0.6961 Remote Similarity NPC108339
0.6939 Remote Similarity NPC473031
0.6932 Remote Similarity NPC246822
0.6932 Remote Similarity NPC139416
0.6932 Remote Similarity NPC213570
0.6923 Remote Similarity NPC276699
0.6893 Remote Similarity NPC471320
0.6893 Remote Similarity NPC471319
0.6889 Remote Similarity NPC54269
0.6889 Remote Similarity NPC244738
0.6881 Remote Similarity NPC434
0.6881 Remote Similarity NPC79618
0.6875 Remote Similarity NPC474088
0.6863 Remote Similarity NPC469330
0.686 Remote Similarity NPC291066
0.686 Remote Similarity NPC155172
0.6854 Remote Similarity NPC229235
0.6854 Remote Similarity NPC72670
0.6837 Remote Similarity NPC203076
0.6824 Remote Similarity NPC22786
0.6824 Remote Similarity NPC71009
0.6814 Remote Similarity NPC187036
0.6809 Remote Similarity NPC159661
0.68 Remote Similarity NPC470877
0.68 Remote Similarity NPC176858
0.6778 Remote Similarity NPC226999
0.6778 Remote Similarity NPC135433
0.6778 Remote Similarity NPC39799
0.6778 Remote Similarity NPC1008
0.6778 Remote Similarity NPC87099
0.6778 Remote Similarity NPC158028
0.6778 Remote Similarity NPC280135
0.6778 Remote Similarity NPC193578
0.6777 Remote Similarity NPC252794
0.6774 Remote Similarity NPC3190
0.6774 Remote Similarity NPC249018
0.6765 Remote Similarity NPC473661
0.6765 Remote Similarity NPC108800
0.6754 Remote Similarity NPC246904
0.6744 Remote Similarity NPC113670
0.6739 Remote Similarity NPC307195
0.6737 Remote Similarity NPC315216
0.6733 Remote Similarity NPC191444
0.6733 Remote Similarity NPC78041
0.6733 Remote Similarity NPC74936
0.6733 Remote Similarity NPC209764
0.6733 Remote Similarity NPC141139
0.6733 Remote Similarity NPC471307
0.6733 Remote Similarity NPC159178
0.6733 Remote Similarity NPC121872
0.6724 Remote Similarity NPC313449
0.6724 Remote Similarity NPC192209
0.6706 Remote Similarity NPC310758
0.6706 Remote Similarity NPC238023
0.6706 Remote Similarity NPC210849
0.6706 Remote Similarity NPC246588
0.6705 Remote Similarity NPC267443
0.6694 Remote Similarity NPC79698
0.6667 Remote Similarity NPC311242
0.6667 Remote Similarity NPC302790
0.6667 Remote Similarity NPC251490
0.6667 Remote Similarity NPC263385
0.6667 Remote Similarity NPC313352
0.663 Remote Similarity NPC258492
0.663 Remote Similarity NPC96835
0.6585 Remote Similarity NPC478079
0.6556 Remote Similarity NPC200936
0.6552 Remote Similarity NPC288232
0.6552 Remote Similarity NPC473573
0.6545 Remote Similarity NPC476198
0.6538 Remote Similarity NPC471309
0.6535 Remote Similarity NPC30445
0.6532 Remote Similarity NPC8305
0.6532 Remote Similarity NPC268763
0.6532 Remote Similarity NPC66177
0.6526 Remote Similarity NPC245896
0.6526 Remote Similarity NPC255345
0.6526 Remote Similarity NPC66270
0.6522 Remote Similarity NPC1901
0.6522 Remote Similarity NPC296163
0.6517 Remote Similarity NPC6107
0.6512 Remote Similarity NPC135924
0.6508 Remote Similarity NPC473962
0.6489 Remote Similarity NPC314682
0.6489 Remote Similarity NPC110264
0.6477 Remote Similarity NPC198023
0.6477 Remote Similarity NPC32312
0.6471 Remote Similarity NPC36357
0.6471 Remote Similarity NPC114327
0.6455 Remote Similarity NPC469974
0.6449 Remote Similarity NPC322598
0.6439 Remote Similarity NPC213206
0.6439 Remote Similarity NPC470925
0.6439 Remote Similarity NPC188163
0.6439 Remote Similarity NPC474915
0.6439 Remote Similarity NPC328750
0.6437 Remote Similarity NPC66517
0.6437 Remote Similarity NPC29680
0.6429 Remote Similarity NPC126458
0.6429 Remote Similarity NPC126859
0.6429 Remote Similarity NPC89769
0.6429 Remote Similarity NPC259665
0.6429 Remote Similarity NPC55529
0.6404 Remote Similarity NPC289915
0.6404 Remote Similarity NPC113837
0.6404 Remote Similarity NPC178527
0.6392 Remote Similarity NPC50063
0.6374 Remote Similarity NPC473206
0.6373 Remote Similarity NPC12429
0.6364 Remote Similarity NPC88566
0.6364 Remote Similarity NPC21211
0.6364 Remote Similarity NPC45756
0.6356 Remote Similarity NPC313673
0.6355 Remote Similarity NPC472258
0.6353 Remote Similarity NPC300345
0.6353 Remote Similarity NPC212114
0.6353 Remote Similarity NPC120441
0.6353 Remote Similarity NPC65873
0.6349 Remote Similarity NPC124802
0.6341 Remote Similarity NPC307020
0.6339 Remote Similarity NPC45033
0.6333 Remote Similarity NPC226143
0.633 Remote Similarity NPC214200
0.633 Remote Similarity NPC228400
0.6322 Remote Similarity NPC150196
0.6322 Remote Similarity NPC54368
0.6322 Remote Similarity NPC248705
0.6321 Remote Similarity NPC161972
0.6321 Remote Similarity NPC303045
0.6321 Remote Similarity NPC256452
0.632 Remote Similarity NPC145754
0.6316 Remote Similarity NPC158854
0.6303 Remote Similarity NPC476566
0.6288 Remote Similarity NPC219233
0.6288 Remote Similarity NPC170170
0.6288 Remote Similarity NPC211468
0.6281 Remote Similarity NPC326232
0.627 Remote Similarity NPC40488
0.6263 Remote Similarity NPC14326
0.6262 Remote Similarity NPC25565
0.625 Remote Similarity NPC185838
0.625 Remote Similarity NPC172128
0.625 Remote Similarity NPC220698
0.625 Remote Similarity NPC316108
0.625 Remote Similarity NPC200745
0.6241 Remote Similarity NPC323123
0.6239 Remote Similarity NPC323726
0.6235 Remote Similarity NPC198841
0.6235 Remote Similarity NPC269586
0.623 Remote Similarity NPC257490
0.6228 Remote Similarity NPC164802
0.6228 Remote Similarity NPC77294
0.6226 Remote Similarity NPC474974
0.6224 Remote Similarity NPC475289
0.6224 Remote Similarity NPC475573
0.6222 Remote Similarity NPC128019
0.6222 Remote Similarity NPC136860
0.6222 Remote Similarity NPC476567
0.622 Remote Similarity NPC473417
0.6218 Remote Similarity NPC470544
0.6214 Remote Similarity NPC111233
0.6212 Remote Similarity NPC314102
0.6212 Remote Similarity NPC251722
0.621 Remote Similarity NPC285394
0.6207 Remote Similarity NPC147062

  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 NPC470926 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
0.9318 High Similarity NPD3000 Approved
0.9318 High Similarity NPD2997 Approved
0.9318 High Similarity NPD2998 Approved
0.9176 High Similarity NPD2539 Approved
0.9176 High Similarity NPD2538 Approved
0.9121 High Similarity NPD2005 Discontinued
0.9 High Similarity NPD4407 Approved
0.9 High Similarity NPD4408 Approved
0.9 High Similarity NPD4405 Approved
0.8966 High Similarity NPD4406 Approved
0.8966 High Similarity NPD4409 Approved
0.8901 High Similarity NPD6548 Approved
0.8901 High Similarity NPD6549 Approved
0.8876 High Similarity NPD5656 Clinical (unspecified phase)
0.883 High Similarity NPD1946 Clinical (unspecified phase)
0.8824 High Similarity NPD4026 Approved
0.8824 High Similarity NPD4027 Approved
0.8764 High Similarity NPD3345 Approved
0.875 High Similarity NPD4636 Approved
0.875 High Similarity NPD5252 Clinical (unspecified phase)
0.8721 High Similarity NPD4170 Approved
0.8721 High Similarity NPD4169 Approved
0.8721 High Similarity NPD4701 Clinical (unspecified phase)
0.8696 High Similarity NPD4542 Approved
0.8696 High Similarity NPD4545 Approved
0.8617 High Similarity NPD5598 Approved
0.8617 High Similarity NPD5597 Approved
0.8605 High Similarity NPD3035 Approved
0.8602 High Similarity NPD5554 Approved
0.8542 High Similarity NPD1916 Discontinued
0.8526 High Similarity NPD6499 Approved
0.8526 High Similarity NPD6498 Approved
0.8523 High Similarity NPD5178 Approved
0.8488 Intermediate Similarity NPD5371 Approved
0.8488 Intermediate Similarity NPD5372 Approved
0.8409 Intermediate Similarity NPD4635 Approved
0.837 Intermediate Similarity NPD3344 Approved
0.837 Intermediate Similarity NPD3346 Approved
0.8353 Intermediate Similarity NPD4144 Approved
0.8353 Intermediate Similarity NPD4147 Approved
0.8353 Intermediate Similarity NPD603 Approved
0.8283 Intermediate Similarity NPD2937 Phase 1
0.8283 Intermediate Similarity NPD4937 Approved
0.8283 Intermediate Similarity NPD2939 Approved
0.8283 Intermediate Similarity NPD4936 Approved
0.8276 Intermediate Similarity NPD3981 Approved
0.8276 Intermediate Similarity NPD3903 Approved
0.8276 Intermediate Similarity NPD3979 Approved
0.8276 Intermediate Similarity NPD3904 Approved
0.8182 Intermediate Similarity NPD5103 Approved
0.8172 Intermediate Similarity NPD5915 Approved
0.8137 Intermediate Similarity NPD8010 Approved
0.8137 Intermediate Similarity NPD8009 Approved
0.8125 Intermediate Similarity NPD5964 Phase 2
0.8125 Intermediate Similarity NPD5963 Phase 2
0.8119 Intermediate Similarity NPD7170 Discontinued
0.8111 Intermediate Similarity NPD4544 Approved
0.8095 Intermediate Similarity NPD2914 Approved
0.8095 Intermediate Similarity NPD2913 Approved
0.8077 Intermediate Similarity NPD2038 Approved
0.8077 Intermediate Similarity NPD2039 Approved
0.8043 Intermediate Similarity NPD4146 Approved
0.8043 Intermediate Similarity NPD4145 Approved
0.8022 Intermediate Similarity NPD5916 Discontinued
0.7957 Intermediate Similarity NPD5675 Discontinued
0.7955 Intermediate Similarity NPD1052 Approved
0.7955 Intermediate Similarity NPD1053 Approved
0.7955 Intermediate Similarity NPD1051 Approved
0.7955 Intermediate Similarity NPD507 Approved
0.7955 Intermediate Similarity NPD508 Approved
0.7917 Intermediate Similarity NPD243 Approved
0.7917 Intermediate Similarity NPD8 Approved
0.7895 Intermediate Similarity NPD4543 Discontinued
0.7885 Intermediate Similarity NPD6236 Approved
0.7885 Intermediate Similarity NPD6235 Approved
0.7885 Intermediate Similarity NPD7633 Discontinued
0.7885 Intermediate Similarity NPD4116 Approved
0.7864 Intermediate Similarity NPD5253 Approved
0.7849 Intermediate Similarity NPD3428 Approved
0.7849 Intermediate Similarity NPD3426 Approved
0.7826 Intermediate Similarity NPD9505 Clinical (unspecified phase)
0.7798 Intermediate Similarity NPD5130 Phase 3
0.7778 Intermediate Similarity NPD5832 Phase 3
0.7757 Intermediate Similarity NPD7059 Approved
0.7757 Intermediate Similarity NPD7060 Approved
0.7742 Intermediate Similarity NPD3099 Discontinued
0.7732 Intermediate Similarity NPD2878 Approved
0.7723 Intermediate Similarity NPD6027 Approved
0.7723 Intermediate Similarity NPD6024 Approved
0.7717 Intermediate Similarity NPD3427 Approved
0.7717 Intermediate Similarity NPD3429 Approved
0.7685 Intermediate Similarity NPD5629 Discontinued
0.767 Intermediate Similarity NPD959 Discontinued
0.7658 Intermediate Similarity NPD5516 Phase 2
0.7658 Intermediate Similarity NPD5517 Phase 2
0.7634 Intermediate Similarity NPD2208 Approved
0.7634 Intermediate Similarity NPD2205 Approved
0.7576 Intermediate Similarity NPD6472 Discontinued
0.7576 Intermediate Similarity NPD2895 Discontinued
0.7551 Intermediate Similarity NPD735 Approved
0.7551 Intermediate Similarity NPD736 Approved
0.7551 Intermediate Similarity NPD3980 Approved
0.7551 Intermediate Similarity NPD3982 Approved
0.7549 Intermediate Similarity NPD4734 Approved
0.7549 Intermediate Similarity NPD4735 Approved
0.7525 Intermediate Similarity NPD4008 Approved
0.7525 Intermediate Similarity NPD4007 Approved
0.7523 Intermediate Similarity NPD3551 Approved
0.7474 Intermediate Similarity NPD2002 Discontinued
0.7453 Intermediate Similarity NPD1721 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD296 Approved
0.7444 Intermediate Similarity NPD293 Approved
0.7444 Intermediate Similarity NPD295 Approved
0.7434 Intermediate Similarity NPD5961 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD5179 Approved
0.7431 Intermediate Similarity NPD5180 Approved
0.7431 Intermediate Similarity NPD5181 Approved
0.7431 Intermediate Similarity NPD6561 Approved
0.7431 Intermediate Similarity NPD6562 Approved
0.7429 Intermediate Similarity NPD3546 Approved
0.7429 Intermediate Similarity NPD3545 Approved
0.7419 Intermediate Similarity NPD830 Approved
0.7419 Intermediate Similarity NPD831 Approved
0.7419 Intermediate Similarity NPD1800 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD2507 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD588 Approved
0.7396 Intermediate Similarity NPD587 Approved
0.7387 Intermediate Similarity NPD7679 Phase 2
0.7379 Intermediate Similarity NPD5753 Discontinued
0.7368 Intermediate Similarity NPD5576 Approved
0.7368 Intermediate Similarity NPD5579 Approved
0.7364 Intermediate Similarity NPD5631 Phase 3
0.7363 Intermediate Similarity NPD590 Approved
0.7363 Intermediate Similarity NPD589 Approved
0.7358 Intermediate Similarity NPD4114 Approved
0.7358 Intermediate Similarity NPD6038 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD4115 Approved
0.734 Intermediate Similarity NPD785 Approved
0.7328 Intermediate Similarity NPD7464 Phase 3
0.7327 Intermediate Similarity NPD4655 Approved
0.7327 Intermediate Similarity NPD4657 Approved
0.7308 Intermediate Similarity NPD5655 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD783 Approved
0.7292 Intermediate Similarity NPD782 Approved
0.7292 Intermediate Similarity NPD781 Approved
0.7292 Intermediate Similarity NPD780 Approved
0.7283 Intermediate Similarity NPD260 Discontinued
0.7234 Intermediate Similarity NPD4000 Phase 3
0.7234 Intermediate Similarity NPD2001 Discontinued
0.7212 Intermediate Similarity NPD5716 Approved
0.7196 Intermediate Similarity NPD6300 Approved
0.7196 Intermediate Similarity NPD6299 Approved
0.7193 Intermediate Similarity NPD1922 Discontinued
0.7191 Intermediate Similarity NPD9591 Approved
0.7191 Intermediate Similarity NPD9593 Approved
0.7191 Intermediate Similarity NPD9592 Approved
0.7191 Intermediate Similarity NPD9590 Approved
0.7191 Intermediate Similarity NPD9594 Approved
0.7191 Intermediate Similarity NPD9589 Approved
0.7191 Intermediate Similarity NPD9588 Approved
0.7191 Intermediate Similarity NPD80 Approved
0.7172 Intermediate Similarity NPD7160 Approved
0.7143 Intermediate Similarity NPD4656 Approved
0.7143 Intermediate Similarity NPD4658 Approved
0.713 Intermediate Similarity NPD2242 Phase 1
0.713 Intermediate Similarity NPD6806 Phase 1
0.7129 Intermediate Similarity NPD4094 Approved
0.7129 Intermediate Similarity NPD2656 Approved
0.7129 Intermediate Similarity NPD2655 Approved
0.7115 Intermediate Similarity NPD5630 Phase 1
0.7105 Intermediate Similarity NPD5511 Discontinued
0.7105 Intermediate Similarity NPD2395 Approved
0.7105 Intermediate Similarity NPD2396 Approved
0.7103 Intermediate Similarity NPD3459 Approved
0.7091 Intermediate Similarity NPD2999 Approved
0.7091 Intermediate Similarity NPD3001 Approved
0.7087 Intermediate Similarity NPD4263 Approved
0.7087 Intermediate Similarity NPD4813 Approved
0.7087 Intermediate Similarity NPD4117 Approved
0.708 Intermediate Similarity NPD6775 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD5162 Approved
0.7075 Intermediate Similarity NPD2980 Phase 2
0.7065 Intermediate Similarity NPD79 Approved
0.7065 Intermediate Similarity NPD9563 Approved
0.7065 Intermediate Similarity NPD9564 Approved
0.7059 Intermediate Similarity NPD3456 Approved
0.7059 Intermediate Similarity NPD5838 Phase 2
0.7059 Intermediate Similarity NPD3457 Approved
0.7059 Intermediate Similarity NPD1738 Approved
0.7059 Intermediate Similarity NPD3458 Approved
0.7054 Intermediate Similarity NPD2508 Discontinued
0.7054 Intermediate Similarity NPD7062 Discontinued
0.7048 Intermediate Similarity NPD4803 Discontinued
0.7048 Intermediate Similarity NPD4719 Phase 2
0.7048 Intermediate Similarity NPD6588 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD3550 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD3549 Approved
0.7034 Intermediate Similarity NPD3547 Approved
0.7018 Intermediate Similarity NPD2485 Approved
0.7018 Intermediate Similarity NPD2484 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