Structure

Physi-Chem Properties

Molecular Weight:  330.18
Volume:  344.865
LogP:  4.256
LogD:  3.952
LogS:  -4.312
# Rotatable Bonds:  3
TPSA:  59.67
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.665
Synthetic Accessibility Score:  4.675
Fsp3:  0.65
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:  -5.138
MDCK Permeability:  2.5867930162348785e-05
Pgp-inhibitor:  0.006
Pgp-substrate:  0.09
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.06
30% Bioavailability (F30%):  0.73

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.013
Plasma Protein Binding (PPB):  96.35985565185547%
Volume Distribution (VD):  1.835
Pgp-substrate:  4.719464302062988%

ADMET: Metabolism

CYP1A2-inhibitor:  0.279
CYP1A2-substrate:  0.562
CYP2C19-inhibitor:  0.491
CYP2C19-substrate:  0.383
CYP2C9-inhibitor:  0.552
CYP2C9-substrate:  0.68
CYP2D6-inhibitor:  0.162
CYP2D6-substrate:  0.646
CYP3A4-inhibitor:  0.79
CYP3A4-substrate:  0.299

ADMET: Excretion

Clearance (CL):  8.072
Half-life (T1/2):  0.2

ADMET: Toxicity

hERG Blockers:  0.01
Human Hepatotoxicity (H-HT):  0.58
Drug-inuced Liver Injury (DILI):  0.161
AMES Toxicity:  0.018
Rat Oral Acute Toxicity:  0.403
Maximum Recommended Daily Dose:  0.108
Skin Sensitization:  0.115
Carcinogencity:  0.033
Eye Corrosion:  0.005
Eye Irritation:  0.045
Respiratory Toxicity:  0.843

Download Data

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

  Natural Product: NPC226863

Natural Product ID:  NPC226863
Common Name*:   Hypopurin D
IUPAC Name:   n.a.
Synonyms:   Hypopurin D
Standard InCHIKey:  CKFAKQNJAVDAAI-AFJOWOCMSA-N
Standard InCHI:  InChI=1S/C20H26O4/c1-12-11-15-16-19(2,8-4-9-20(16,3)18(22)24-15)14(12)6-5-13-7-10-23-17(13)21/h7,11,14-16H,4-6,8-10H2,1-3H3/t14-,15+,16+,19+,20-/m0/s1
SMILES:  O=C1OCC=C1CC[C@H]1C(=C[C@@H]2[C@@H]3[C@]1(C)CCC[C@]3(C)C(=O)O2)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL521482
PubChem CID:   11186553
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000050] Lactones
        • [CHEMONTID:0001245] Gamma butyrolactones

*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
NPO8188 Hypoestes purpurea Species Acanthaceae Eukaryota n.a. n.a. n.a. PMID[15568798]
NPO8188 Hypoestes purpurea Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8188 Hypoestes purpurea Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8188 Hypoestes purpurea Species Acanthaceae 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
NPT91 Cell Line KB Homo sapiens IC50 > 100000.0 nM PMID[450835]

☑ 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 NPC226863 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
0.9535 High Similarity NPC475657
0.9398 High Similarity NPC189311
0.9157 High Similarity NPC22611
0.908 High Similarity NPC220454
0.908 High Similarity NPC469595
0.908 High Similarity NPC212679
0.9036 High Similarity NPC200513
0.8989 High Similarity NPC477130
0.8989 High Similarity NPC477129
0.8966 High Similarity NPC5509
0.8929 High Similarity NPC193198
0.8851 High Similarity NPC477128
0.8851 High Similarity NPC215831
0.8824 High Similarity NPC30486
0.881 High Similarity NPC178676
0.881 High Similarity NPC186276
0.8795 High Similarity NPC195424
0.8764 High Similarity NPC65513
0.875 High Similarity NPC73995
0.875 High Similarity NPC168131
0.8721 High Similarity NPC177932
0.8721 High Similarity NPC65661
0.8681 High Similarity NPC183012
0.8667 High Similarity NPC115021
0.8659 High Similarity NPC316500
0.8652 High Similarity NPC152467
0.8652 High Similarity NPC469372
0.8636 High Similarity NPC472302
0.8621 High Similarity NPC220478
0.8605 High Similarity NPC475100
0.8605 High Similarity NPC100391
0.8605 High Similarity NPC149869
0.8587 High Similarity NPC112654
0.8571 High Similarity NPC470697
0.8539 High Similarity NPC174342
0.8539 High Similarity NPC288699
0.8523 High Similarity NPC312561
0.8511 High Similarity NPC470761
0.8511 High Similarity NPC473219
0.8506 High Similarity NPC110405
0.8506 High Similarity NPC86316
0.8506 High Similarity NPC106416
0.8471 Intermediate Similarity NPC282293
0.8471 Intermediate Similarity NPC475665
0.8462 Intermediate Similarity NPC139692
0.8444 Intermediate Similarity NPC471818
0.8444 Intermediate Similarity NPC232426
0.8444 Intermediate Similarity NPC8062
0.8444 Intermediate Similarity NPC101651
0.8444 Intermediate Similarity NPC159748
0.8444 Intermediate Similarity NPC51486
0.8444 Intermediate Similarity NPC281942
0.8434 Intermediate Similarity NPC187568
0.8434 Intermediate Similarity NPC41780
0.8404 Intermediate Similarity NPC23364
0.8404 Intermediate Similarity NPC252295
0.8391 Intermediate Similarity NPC71626
0.8387 Intermediate Similarity NPC307164
0.8372 Intermediate Similarity NPC471218
0.837 Intermediate Similarity NPC84893
0.837 Intermediate Similarity NPC476596
0.8352 Intermediate Similarity NPC472814
0.8352 Intermediate Similarity NPC177037
0.8352 Intermediate Similarity NPC186363
0.8352 Intermediate Similarity NPC49420
0.8352 Intermediate Similarity NPC233345
0.8352 Intermediate Similarity NPC141831
0.8351 Intermediate Similarity NPC189616
0.8333 Intermediate Similarity NPC128276
0.8333 Intermediate Similarity NPC284561
0.8333 Intermediate Similarity NPC35574
0.8333 Intermediate Similarity NPC471220
0.8316 Intermediate Similarity NPC470906
0.8316 Intermediate Similarity NPC474012
0.8316 Intermediate Similarity NPC476299
0.8315 Intermediate Similarity NPC167877
0.8313 Intermediate Similarity NPC123360
0.8298 Intermediate Similarity NPC474343
0.8298 Intermediate Similarity NPC257726
0.8298 Intermediate Similarity NPC204054
0.8298 Intermediate Similarity NPC38530
0.8298 Intermediate Similarity NPC84335
0.828 Intermediate Similarity NPC295347
0.828 Intermediate Similarity NPC33473
0.828 Intermediate Similarity NPC473369
0.8276 Intermediate Similarity NPC118423
0.8261 Intermediate Similarity NPC476598
0.8261 Intermediate Similarity NPC229976
0.8261 Intermediate Similarity NPC476597
0.8261 Intermediate Similarity NPC166346
0.8256 Intermediate Similarity NPC38642
0.8247 Intermediate Similarity NPC254202
0.8235 Intermediate Similarity NPC150646
0.8214 Intermediate Similarity NPC57744
0.8202 Intermediate Similarity NPC168248
0.8202 Intermediate Similarity NPC470051
0.8202 Intermediate Similarity NPC470050
0.8191 Intermediate Similarity NPC134072
0.8191 Intermediate Similarity NPC234993
0.8191 Intermediate Similarity NPC242848
0.8182 Intermediate Similarity NPC470011
0.8182 Intermediate Similarity NPC474359
0.8182 Intermediate Similarity NPC96055
0.8182 Intermediate Similarity NPC159635
0.8172 Intermediate Similarity NPC476415
0.8172 Intermediate Similarity NPC38830
0.8161 Intermediate Similarity NPC268122
0.8161 Intermediate Similarity NPC226988
0.8161 Intermediate Similarity NPC173609
0.8152 Intermediate Similarity NPC473944
0.8152 Intermediate Similarity NPC252433
0.8152 Intermediate Similarity NPC477783
0.8152 Intermediate Similarity NPC190442
0.8152 Intermediate Similarity NPC303697
0.8152 Intermediate Similarity NPC72845
0.8144 Intermediate Similarity NPC273005
0.8144 Intermediate Similarity NPC58329
0.8144 Intermediate Similarity NPC31058
0.8144 Intermediate Similarity NPC469606
0.8132 Intermediate Similarity NPC177141
0.8132 Intermediate Similarity NPC50488
0.8132 Intermediate Similarity NPC251528
0.8132 Intermediate Similarity NPC173042
0.8132 Intermediate Similarity NPC474396
0.8125 Intermediate Similarity NPC201406
0.8125 Intermediate Similarity NPC471413
0.8125 Intermediate Similarity NPC54705
0.8125 Intermediate Similarity NPC476303
0.8111 Intermediate Similarity NPC477228
0.8111 Intermediate Similarity NPC175293
0.8105 Intermediate Similarity NPC208094
0.8105 Intermediate Similarity NPC476253
0.8105 Intermediate Similarity NPC475709
0.8095 Intermediate Similarity NPC40353
0.8095 Intermediate Similarity NPC27205
0.8095 Intermediate Similarity NPC41017
0.809 Intermediate Similarity NPC323765
0.809 Intermediate Similarity NPC30984
0.809 Intermediate Similarity NPC474013
0.809 Intermediate Similarity NPC52628
0.809 Intermediate Similarity NPC470223
0.809 Intermediate Similarity NPC472442
0.8085 Intermediate Similarity NPC209355
0.8081 Intermediate Similarity NPC477125
0.8081 Intermediate Similarity NPC127790
0.8072 Intermediate Similarity NPC476355
0.8068 Intermediate Similarity NPC475947
0.8068 Intermediate Similarity NPC12283
0.8068 Intermediate Similarity NPC472440
0.8068 Intermediate Similarity NPC474193
0.8068 Intermediate Similarity NPC477124
0.8065 Intermediate Similarity NPC471571
0.8065 Intermediate Similarity NPC472303
0.8061 Intermediate Similarity NPC176883
0.8061 Intermediate Similarity NPC112009
0.8061 Intermediate Similarity NPC476237
0.8061 Intermediate Similarity NPC180204
0.8046 Intermediate Similarity NPC42470
0.8046 Intermediate Similarity NPC471325
0.8046 Intermediate Similarity NPC14203
0.8046 Intermediate Similarity NPC40228
0.8046 Intermediate Similarity NPC229584
0.8043 Intermediate Similarity NPC158488
0.8043 Intermediate Similarity NPC477782
0.8041 Intermediate Similarity NPC471412
0.8041 Intermediate Similarity NPC310981
0.8041 Intermediate Similarity NPC63249
0.8023 Intermediate Similarity NPC178277
0.8023 Intermediate Similarity NPC471299
0.8022 Intermediate Similarity NPC277771
0.8022 Intermediate Similarity NPC24816
0.8022 Intermediate Similarity NPC28227
0.8021 Intermediate Similarity NPC216478
0.8021 Intermediate Similarity NPC176845
0.8021 Intermediate Similarity NPC98868
0.8 Intermediate Similarity NPC470240
0.8 Intermediate Similarity NPC284902
0.8 Intermediate Similarity NPC107787
0.8 Intermediate Similarity NPC325960
0.8 Intermediate Similarity NPC322063
0.8 Intermediate Similarity NPC29952
0.8 Intermediate Similarity NPC195640
0.8 Intermediate Similarity NPC302788
0.8 Intermediate Similarity NPC472300
0.8 Intermediate Similarity NPC319692
0.8 Intermediate Similarity NPC476794
0.8 Intermediate Similarity NPC189206
0.798 Intermediate Similarity NPC146731
0.7979 Intermediate Similarity NPC148463
0.7979 Intermediate Similarity NPC474554
0.7979 Intermediate Similarity NPC53685
0.7979 Intermediate Similarity NPC250075
0.7979 Intermediate Similarity NPC57117
0.7979 Intermediate Similarity NPC56525
0.7978 Intermediate Similarity NPC219011
0.7976 Intermediate Similarity NPC65650
0.7959 Intermediate Similarity NPC162973
0.7959 Intermediate Similarity NPC476081
0.7959 Intermediate Similarity NPC134077
0.7957 Intermediate Similarity NPC165904

  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 NPC226863 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
0.9036 High Similarity NPD4752 Clinical (unspecified phase)
0.8721 High Similarity NPD1694 Approved
0.8022 Intermediate Similarity NPD6903 Approved
0.8 Intermediate Similarity NPD7521 Approved
0.8 Intermediate Similarity NPD7146 Approved
0.8 Intermediate Similarity NPD6684 Approved
0.8 Intermediate Similarity NPD5330 Approved
0.8 Intermediate Similarity NPD6409 Approved
0.8 Intermediate Similarity NPD7334 Approved
0.7826 Intermediate Similarity NPD6672 Approved
0.7826 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD5737 Approved
0.7766 Intermediate Similarity NPD5693 Phase 1
0.7708 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD5207 Approved
0.7653 Intermediate Similarity NPD4225 Approved
0.7604 Intermediate Similarity NPD7900 Approved
0.7604 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6399 Phase 3
0.7475 Intermediate Similarity NPD7638 Approved
0.7423 Intermediate Similarity NPD7748 Approved
0.7423 Intermediate Similarity NPD6001 Approved
0.7404 Intermediate Similarity NPD6686 Approved
0.74 Intermediate Similarity NPD7640 Approved
0.74 Intermediate Similarity NPD7639 Approved
0.7379 Intermediate Similarity NPD6008 Approved
0.7374 Intermediate Similarity NPD7902 Approved
0.7368 Intermediate Similarity NPD6904 Approved
0.7368 Intermediate Similarity NPD6673 Approved
0.7368 Intermediate Similarity NPD6080 Approved
0.7368 Intermediate Similarity NPD6051 Approved
0.7356 Intermediate Similarity NPD8039 Approved
0.7347 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD5695 Phase 3
0.734 Intermediate Similarity NPD3573 Approved
0.7308 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD5696 Approved
0.7292 Intermediate Similarity NPD5692 Phase 3
0.7263 Intermediate Similarity NPD5208 Approved
0.7234 Intermediate Similarity NPD3618 Phase 1
0.7216 Intermediate Similarity NPD5694 Approved
0.7216 Intermediate Similarity NPD7515 Phase 2
0.7216 Intermediate Similarity NPD6050 Approved
0.7204 Intermediate Similarity NPD3133 Approved
0.7204 Intermediate Similarity NPD3666 Approved
0.7204 Intermediate Similarity NPD3665 Phase 1
0.72 Intermediate Similarity NPD6083 Phase 2
0.72 Intermediate Similarity NPD6084 Phase 2
0.7182 Intermediate Similarity NPD7115 Discovery
0.7174 Intermediate Similarity NPD5209 Approved
0.7113 Intermediate Similarity NPD5785 Approved
0.7103 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD6098 Approved
0.7041 Intermediate Similarity NPD5284 Approved
0.7041 Intermediate Similarity NPD5281 Approved
0.7021 Intermediate Similarity NPD3668 Phase 3
0.7019 Intermediate Similarity NPD6052 Approved
0.701 Intermediate Similarity NPD1695 Approved
0.7009 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.6989 Remote Similarity NPD3667 Approved
0.6981 Remote Similarity NPD5697 Approved
0.6957 Remote Similarity NPD4695 Discontinued
0.6916 Remote Similarity NPD6011 Approved
0.6916 Remote Similarity NPD7320 Approved
0.6916 Remote Similarity NPD6881 Approved
0.6916 Remote Similarity NPD6899 Approved
0.6897 Remote Similarity NPD4691 Approved
0.6887 Remote Similarity NPD6402 Approved
0.6887 Remote Similarity NPD5739 Approved
0.6887 Remote Similarity NPD7128 Approved
0.6887 Remote Similarity NPD6675 Approved
0.6881 Remote Similarity NPD6649 Approved
0.6881 Remote Similarity NPD6650 Approved
0.6875 Remote Similarity NPD4623 Approved
0.6875 Remote Similarity NPD5279 Phase 3
0.6875 Remote Similarity NPD4519 Discontinued
0.6875 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6869 Remote Similarity NPD6079 Approved
0.6852 Remote Similarity NPD6373 Approved
0.6852 Remote Similarity NPD6372 Approved
0.6852 Remote Similarity NPD6014 Approved
0.6852 Remote Similarity NPD6012 Approved
0.6852 Remote Similarity NPD6013 Approved
0.6842 Remote Similarity NPD4786 Approved
0.6842 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6837 Remote Similarity NPD5328 Approved
0.6837 Remote Similarity NPD4753 Phase 2
0.6832 Remote Similarity NPD5654 Approved
0.6832 Remote Similarity NPD4629 Approved
0.6832 Remote Similarity NPD5210 Approved
0.6822 Remote Similarity NPD5701 Approved
0.6818 Remote Similarity NPD6053 Discontinued
0.6809 Remote Similarity NPD4223 Phase 3
0.6809 Remote Similarity NPD4221 Approved
0.6789 Remote Similarity NPD7102 Approved
0.6789 Remote Similarity NPD7290 Approved
0.6789 Remote Similarity NPD6883 Approved
0.6782 Remote Similarity NPD4137 Phase 3
0.6771 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6765 Remote Similarity NPD4697 Phase 3
0.6765 Remote Similarity NPD5221 Approved
0.6765 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6765 Remote Similarity NPD7732 Phase 3
0.6765 Remote Similarity NPD5222 Approved
0.6762 Remote Similarity NPD7632 Discontinued
0.6727 Remote Similarity NPD8130 Phase 1
0.6727 Remote Similarity NPD6869 Approved
0.6727 Remote Similarity NPD6847 Approved
0.6727 Remote Similarity NPD6617 Approved
0.6706 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6705 Remote Similarity NPD4747 Approved
0.6701 Remote Similarity NPD5690 Phase 2
0.67 Remote Similarity NPD8034 Phase 2
0.67 Remote Similarity NPD8035 Phase 2
0.67 Remote Similarity NPD6411 Approved
0.6699 Remote Similarity NPD5959 Approved
0.6699 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD6882 Approved
0.6667 Remote Similarity NPD4197 Approved
0.6667 Remote Similarity NPD6614 Approved
0.6667 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4058 Approved
0.6638 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6634 Remote Similarity NPD5779 Approved
0.6634 Remote Similarity NPD4202 Approved
0.6634 Remote Similarity NPD5778 Approved
0.6604 Remote Similarity NPD5211 Phase 2
0.6602 Remote Similarity NPD5349 Clinical (unspecified phase)
0.66 Remote Similarity NPD6698 Approved
0.66 Remote Similarity NPD46 Approved
0.6598 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6598 Remote Similarity NPD5363 Approved
0.6598 Remote Similarity NPD5329 Approved
0.6577 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6571 Remote Similarity NPD5286 Approved
0.6571 Remote Similarity NPD5285 Approved
0.6571 Remote Similarity NPD4696 Approved
0.6571 Remote Similarity NPD6404 Discontinued
0.6569 Remote Similarity NPD5282 Discontinued
0.6562 Remote Similarity NPD5362 Discontinued
0.6559 Remote Similarity NPD3617 Approved
0.6559 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6555 Remote Similarity NPD7507 Approved
0.6538 Remote Similarity NPD4755 Approved
0.6531 Remote Similarity NPD5205 Approved
0.6531 Remote Similarity NPD4690 Approved
0.6531 Remote Similarity NPD5280 Approved
0.6531 Remote Similarity NPD4138 Approved
0.6531 Remote Similarity NPD4694 Approved
0.6531 Remote Similarity NPD4689 Approved
0.6531 Remote Similarity NPD4693 Phase 3
0.6531 Remote Similarity NPD4688 Approved
0.6514 Remote Similarity NPD6412 Phase 2
0.6509 Remote Similarity NPD5223 Approved
0.65 Remote Similarity NPD5764 Clinical (unspecified phase)
0.65 Remote Similarity NPD6101 Approved
0.6491 Remote Similarity NPD6868 Approved
0.6491 Remote Similarity NPD6274 Approved
0.6486 Remote Similarity NPD6371 Approved
0.6484 Remote Similarity NPD5733 Approved
0.6484 Remote Similarity NPD4687 Approved
0.6481 Remote Similarity NPD5141 Approved
0.646 Remote Similarity NPD4632 Approved
0.6449 Remote Similarity NPD5225 Approved
0.6449 Remote Similarity NPD5224 Approved
0.6449 Remote Similarity NPD4633 Approved
0.6449 Remote Similarity NPD5226 Approved
0.6444 Remote Similarity NPD5276 Approved
0.6442 Remote Similarity NPD7614 Phase 1
0.6435 Remote Similarity NPD6317 Approved
0.6429 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6415 Remote Similarity NPD4700 Approved
0.6395 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6393 Remote Similarity NPD7319 Approved
0.6392 Remote Similarity NPD7154 Phase 3
0.6389 Remote Similarity NPD5174 Approved
0.6389 Remote Similarity NPD5175 Approved
0.6379 Remote Similarity NPD6335 Approved
0.6379 Remote Similarity NPD6313 Approved
0.6379 Remote Similarity NPD6314 Approved
0.6373 Remote Similarity NPD7637 Suspended
0.6333 Remote Similarity NPD7492 Approved
0.6325 Remote Similarity NPD7101 Approved
0.6325 Remote Similarity NPD7100 Approved
0.6316 Remote Similarity NPD4195 Approved
0.6316 Remote Similarity NPD6858 Approved
0.6316 Remote Similarity NPD7094 Approved
0.6293 Remote Similarity NPD6009 Approved
0.6292 Remote Similarity NPD3621 Clinical (unspecified phase)
0.629 Remote Similarity NPD7260 Phase 2
0.6289 Remote Similarity NPD4269 Approved
0.6289 Remote Similarity NPD4270 Approved
0.6283 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6281 Remote Similarity NPD6616 Approved
0.6271 Remote Similarity NPD6319 Approved
0.6271 Remote Similarity NPD6054 Approved
0.6264 Remote Similarity NPD5777 Approved
0.624 Remote Similarity NPD6845 Suspended

  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