Structure

Physi-Chem Properties

Molecular Weight:  340.13
Volume:  339.826
LogP:  4.046
LogD:  2.784
LogS:  -4.328
# Rotatable Bonds:  0
TPSA:  87.74
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.565
Synthetic Accessibility Score:  4.55
Fsp3:  0.5
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.824
MDCK Permeability:  1.6515679817530327e-05
Pgp-inhibitor:  0.046
Pgp-substrate:  0.006
Human Intestinal Absorption (HIA):  0.012
20% Bioavailability (F20%):  0.006
30% Bioavailability (F30%):  0.552

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.039
Plasma Protein Binding (PPB):  95.31952667236328%
Volume Distribution (VD):  0.345
Pgp-substrate:  5.882872104644775%

ADMET: Metabolism

CYP1A2-inhibitor:  0.881
CYP1A2-substrate:  0.941
CYP2C19-inhibitor:  0.204
CYP2C19-substrate:  0.507
CYP2C9-inhibitor:  0.653
CYP2C9-substrate:  0.361
CYP2D6-inhibitor:  0.542
CYP2D6-substrate:  0.245
CYP3A4-inhibitor:  0.43
CYP3A4-substrate:  0.214

ADMET: Excretion

Clearance (CL):  10.027
Half-life (T1/2):  0.148

ADMET: Toxicity

hERG Blockers:  0.002
Human Hepatotoxicity (H-HT):  0.252
Drug-inuced Liver Injury (DILI):  0.929
AMES Toxicity:  0.325
Rat Oral Acute Toxicity:  0.717
Maximum Recommended Daily Dose:  0.795
Skin Sensitization:  0.802
Carcinogencity:  0.636
Eye Corrosion:  0.003
Eye Irritation:  0.347
Respiratory Toxicity:  0.825

Download Data

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

  Natural Product: NPC246153

Natural Product ID:  NPC246153
Common Name*:   MVSHREZIIDDWGS-RNFJLKLCSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  MVSHREZIIDDWGS-RNFJLKLCSA-N
Standard InCHI:  InChI=1S/C20H20O5/c1-8-6-10-13(21)11-12(15(23)17(10)25-8)19(2)5-4-9-7-20(9,3)18(19)16(24)14(11)22/h6,9,21,23-24H,4-5,7H2,1-3H3/t9-,19+,20+/m0/s1
SMILES:  Cc1cc2c(c3c(c(c2o1)O)[C@@]1(C)CC[C@H]2C[C@@]2(C)C1=C(C3=O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1288266
PubChem CID:   50899163
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000025] Phenanthrenes and derivatives

*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
NPO24239 Teucrium polium Species Lamiaceae Eukaryota Roots n.a. n.a. PMID[21084196]
NPO24239 Teucrium polium Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24239 Teucrium polium Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24239 Teucrium polium Species Lamiaceae 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
NPT1 Others Radical scavenging activity IC50 = 55000.0 nM PMID[570124]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 76.9 % PMID[570124]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 31.0 % PMID[570124]

☑ 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 NPC246153 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
0.9881 High Similarity NPC240508
0.9824 High Similarity NPC240808
0.982 High Similarity NPC77179
0.982 High Similarity NPC23553
0.9702 High Similarity NPC221820
0.9647 High Similarity NPC228209
0.9532 High Similarity NPC8927
0.9415 High Similarity NPC476273
0.9143 High Similarity NPC476170
0.9075 High Similarity NPC8127
0.9075 High Similarity NPC49667
0.9064 High Similarity NPC28042
0.9059 High Similarity NPC232936
0.9048 High Similarity NPC470694
0.9017 High Similarity NPC227906
0.9017 High Similarity NPC245975
0.9017 High Similarity NPC289244
0.9006 High Similarity NPC213416
0.8994 High Similarity NPC270837
0.8994 High Similarity NPC133065
0.896 High Similarity NPC476640
0.896 High Similarity NPC30550
0.896 High Similarity NPC82217
0.896 High Similarity NPC65885
0.896 High Similarity NPC216842
0.8947 High Similarity NPC470704
0.8947 High Similarity NPC126204
0.8947 High Similarity NPC95715
0.8941 High Similarity NPC39306
0.8939 High Similarity NPC295436
0.8935 High Similarity NPC294965
0.8914 High Similarity NPC246877
0.8908 High Similarity NPC287243
0.8902 High Similarity NPC230619
0.8902 High Similarity NPC54098
0.8895 High Similarity NPC202470
0.8895 High Similarity NPC247136
0.8889 High Similarity NPC60848
0.8882 High Similarity NPC208120
0.8882 High Similarity NPC236132
0.8882 High Similarity NPC173587
0.8882 High Similarity NPC220313
0.8876 High Similarity NPC66288
0.8869 High Similarity NPC100123
0.8851 High Similarity NPC277510
0.8844 High Similarity NPC476641
0.8844 High Similarity NPC101107
0.8837 High Similarity NPC470374
0.8837 High Similarity NPC478059
0.8837 High Similarity NPC471975
0.8837 High Similarity NPC247973
0.8837 High Similarity NPC470377
0.8837 High Similarity NPC478060
0.883 High Similarity NPC146584
0.883 High Similarity NPC37183
0.883 High Similarity NPC102372
0.883 High Similarity NPC45449
0.883 High Similarity NPC25361
0.883 High Similarity NPC473286
0.883 High Similarity NPC326520
0.883 High Similarity NPC36320
0.883 High Similarity NPC21016
0.8824 High Similarity NPC84515
0.8824 High Similarity NPC312056
0.8817 High Similarity NPC235018
0.8817 High Similarity NPC320359
0.8817 High Similarity NPC228785
0.8817 High Similarity NPC14353
0.8817 High Similarity NPC56085
0.8817 High Similarity NPC119224
0.8817 High Similarity NPC45146
0.8807 High Similarity NPC297807
0.8793 High Similarity NPC307286
0.8786 High Similarity NPC475805
0.8786 High Similarity NPC476637
0.8779 High Similarity NPC277480
0.8779 High Similarity NPC170245
0.8779 High Similarity NPC37870
0.8772 High Similarity NPC263092
0.8772 High Similarity NPC1755
0.8772 High Similarity NPC475055
0.8772 High Similarity NPC329669
0.8772 High Similarity NPC29055
0.8772 High Similarity NPC472278
0.8772 High Similarity NPC473313
0.8772 High Similarity NPC1706
0.8772 High Similarity NPC39305
0.8772 High Similarity NPC59295
0.8772 High Similarity NPC18100
0.8772 High Similarity NPC197168
0.8765 High Similarity NPC258331
0.8765 High Similarity NPC40491
0.8765 High Similarity NPC32694
0.8765 High Similarity NPC188486
0.8765 High Similarity NPC61010
0.8765 High Similarity NPC278052
0.8765 High Similarity NPC278427
0.8765 High Similarity NPC472275
0.8764 High Similarity NPC471842
0.8757 High Similarity NPC196879
0.8757 High Similarity NPC235448
0.8757 High Similarity NPC172770
0.8757 High Similarity NPC185258
0.875 High Similarity NPC274730
0.875 High Similarity NPC138243
0.875 High Similarity NPC142339
0.8743 High Similarity NPC310794
0.8736 High Similarity NPC109827
0.8736 High Similarity NPC124470
0.8736 High Similarity NPC131866
0.8736 High Similarity NPC313717
0.8736 High Similarity NPC315306
0.8728 High Similarity NPC50394
0.8721 High Similarity NPC472277
0.8713 High Similarity NPC272722
0.8713 High Similarity NPC81679
0.8713 High Similarity NPC25152
0.8713 High Similarity NPC238995
0.8708 High Similarity NPC475996
0.8706 High Similarity NPC80375
0.8706 High Similarity NPC84571
0.8706 High Similarity NPC246478
0.8701 High Similarity NPC98546
0.8698 High Similarity NPC241904
0.8698 High Similarity NPC300727
0.8698 High Similarity NPC304008
0.8698 High Similarity NPC262286
0.8698 High Similarity NPC187745
0.8698 High Similarity NPC79053
0.8698 High Similarity NPC236796
0.8698 High Similarity NPC36852
0.8698 High Similarity NPC165977
0.8698 High Similarity NPC161960
0.8698 High Similarity NPC217677
0.8686 High Similarity NPC158226
0.8678 High Similarity NPC163130
0.8678 High Similarity NPC165979
0.8671 High Similarity NPC235610
0.8663 High Similarity NPC205265
0.8663 High Similarity NPC472281
0.8663 High Similarity NPC475985
0.8663 High Similarity NPC236521
0.8663 High Similarity NPC189473
0.8663 High Similarity NPC306321
0.8663 High Similarity NPC303460
0.8663 High Similarity NPC319200
0.8663 High Similarity NPC187491
0.8663 High Similarity NPC248638
0.8663 High Similarity NPC207690
0.8663 High Similarity NPC23298
0.8663 High Similarity NPC7483
0.8663 High Similarity NPC41301
0.8663 High Similarity NPC152659
0.8659 High Similarity NPC182693
0.8655 High Similarity NPC187354
0.8655 High Similarity NPC311740
0.8652 High Similarity NPC104682
0.8647 High Similarity NPC476242
0.8647 High Similarity NPC197856
0.8647 High Similarity NPC195832
0.8647 High Similarity NPC16935
0.8644 High Similarity NPC471841
0.8639 High Similarity NPC45131
0.8639 High Similarity NPC3980
0.8639 High Similarity NPC68093
0.8639 High Similarity NPC472461
0.8639 High Similarity NPC115853
0.8639 High Similarity NPC180924
0.8639 High Similarity NPC475799
0.8639 High Similarity NPC13779
0.8639 High Similarity NPC191146
0.8636 High Similarity NPC473834
0.8636 High Similarity NPC471969
0.8631 High Similarity NPC89474
0.8629 High Similarity NPC218533
0.8629 High Similarity NPC472276
0.8629 High Similarity NPC78830
0.8621 High Similarity NPC241820
0.8621 High Similarity NPC476306
0.8621 High Similarity NPC45760
0.8619 High Similarity NPC174486
0.8613 High Similarity NPC314653
0.8613 High Similarity NPC316262
0.8613 High Similarity NPC472450
0.8613 High Similarity NPC26386
0.8613 High Similarity NPC275780
0.8613 High Similarity NPC156432
0.8613 High Similarity NPC239752
0.8611 High Similarity NPC71260
0.8605 High Similarity NPC329760
0.8605 High Similarity NPC78332
0.8605 High Similarity NPC144843
0.8603 High Similarity NPC47883
0.8596 High Similarity NPC474287
0.8596 High Similarity NPC476980
0.8596 High Similarity NPC200746
0.8596 High Similarity NPC475886
0.8588 High Similarity NPC219867
0.8588 High Similarity NPC180011
0.8588 High Similarity NPC469584

  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 NPC246153 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
0.8421 Intermediate Similarity NPD3882 Suspended
0.8412 Intermediate Similarity NPD2801 Approved
0.8333 Intermediate Similarity NPD1247 Approved
0.8276 Intermediate Similarity NPD5494 Approved
0.8249 Intermediate Similarity NPD7473 Discontinued
0.8198 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD6232 Discontinued
0.814 Intermediate Similarity NPD1934 Approved
0.8107 Intermediate Similarity NPD1512 Approved
0.8056 Intermediate Similarity NPD5844 Phase 1
0.8 Intermediate Similarity NPD3818 Discontinued
0.7989 Intermediate Similarity NPD6166 Phase 2
0.7989 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7989 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7988 Intermediate Similarity NPD1511 Approved
0.7941 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7933 Intermediate Similarity NPD3926 Phase 2
0.7886 Intermediate Similarity NPD1465 Phase 2
0.7857 Intermediate Similarity NPD2800 Approved
0.7841 Intermediate Similarity NPD3817 Phase 2
0.7826 Intermediate Similarity NPD6559 Discontinued
0.7821 Intermediate Similarity NPD6959 Discontinued
0.7816 Intermediate Similarity NPD6599 Discontinued
0.7809 Intermediate Similarity NPD919 Approved
0.7807 Intermediate Similarity NPD8434 Phase 2
0.7784 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7753 Intermediate Similarity NPD3749 Approved
0.7753 Intermediate Similarity NPD7075 Discontinued
0.7733 Intermediate Similarity NPD2532 Approved
0.7733 Intermediate Similarity NPD2533 Approved
0.7733 Intermediate Similarity NPD2534 Approved
0.7725 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7684 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7684 Intermediate Similarity NPD7819 Suspended
0.7657 Intermediate Similarity NPD3226 Approved
0.764 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD7074 Phase 3
0.7614 Intermediate Similarity NPD4380 Phase 2
0.7581 Intermediate Similarity NPD6797 Phase 2
0.7568 Intermediate Similarity NPD7054 Approved
0.754 Intermediate Similarity NPD7251 Discontinued
0.7529 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7528 Intermediate Similarity NPD6801 Discontinued
0.7527 Intermediate Similarity NPD7472 Approved
0.7515 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD6234 Discontinued
0.75 Intermediate Similarity NPD7808 Phase 3
0.7487 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7472 Intermediate Similarity NPD7411 Suspended
0.7471 Intermediate Similarity NPD6799 Approved
0.7471 Intermediate Similarity NPD6100 Approved
0.7471 Intermediate Similarity NPD6099 Approved
0.7461 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD5402 Approved
0.7442 Intermediate Similarity NPD1243 Approved
0.744 Intermediate Similarity NPD4111 Phase 1
0.7427 Intermediate Similarity NPD1471 Phase 3
0.7427 Intermediate Similarity NPD2344 Approved
0.7419 Intermediate Similarity NPD3751 Discontinued
0.7412 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD3750 Approved
0.7399 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD1607 Approved
0.7384 Intermediate Similarity NPD1549 Phase 2
0.7384 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD943 Approved
0.738 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD7390 Discontinued
0.7363 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD920 Approved
0.7333 Intermediate Similarity NPD37 Approved
0.7326 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD2346 Discontinued
0.731 Intermediate Similarity NPD1510 Phase 2
0.7308 Intermediate Similarity NPD4965 Approved
0.7308 Intermediate Similarity NPD4966 Approved
0.7308 Intermediate Similarity NPD4967 Phase 2
0.7278 Intermediate Similarity NPD1240 Approved
0.7273 Intermediate Similarity NPD4665 Approved
0.7267 Intermediate Similarity NPD2935 Discontinued
0.7267 Intermediate Similarity NPD2796 Approved
0.7257 Intermediate Similarity NPD2309 Approved
0.7254 Intermediate Similarity NPD8150 Discontinued
0.7243 Intermediate Similarity NPD7199 Phase 2
0.7234 Intermediate Similarity NPD7228 Approved
0.7232 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD2403 Approved
0.7213 Intermediate Similarity NPD7768 Phase 2
0.7204 Intermediate Similarity NPD5710 Approved
0.7204 Intermediate Similarity NPD5711 Approved
0.7204 Intermediate Similarity NPD7907 Approved
0.7204 Intermediate Similarity NPD3787 Discontinued
0.72 Intermediate Similarity NPD6779 Approved
0.72 Intermediate Similarity NPD6781 Approved
0.72 Intermediate Similarity NPD6776 Approved
0.72 Intermediate Similarity NPD6780 Approved
0.72 Intermediate Similarity NPD6778 Approved
0.72 Intermediate Similarity NPD6777 Approved
0.72 Intermediate Similarity NPD4628 Phase 3
0.72 Intermediate Similarity NPD6782 Approved
0.7193 Intermediate Similarity NPD6651 Approved
0.7151 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.711 Intermediate Similarity NPD2799 Discontinued
0.711 Intermediate Similarity NPD3748 Approved
0.7098 Intermediate Similarity NPD8312 Approved
0.7098 Intermediate Similarity NPD8313 Approved
0.7094 Intermediate Similarity NPD7435 Discontinued
0.7083 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD4582 Approved
0.7059 Intermediate Similarity NPD4583 Approved
0.7056 Intermediate Similarity NPD5403 Approved
0.7047 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD447 Suspended
0.7035 Intermediate Similarity NPD230 Phase 1
0.7021 Intermediate Similarity NPD7229 Phase 3
0.7011 Intermediate Similarity NPD5761 Phase 2
0.7011 Intermediate Similarity NPD5760 Phase 2
0.701 Intermediate Similarity NPD7696 Phase 3
0.701 Intermediate Similarity NPD7697 Approved
0.701 Intermediate Similarity NPD4004 Approved
0.701 Intermediate Similarity NPD4002 Approved
0.701 Intermediate Similarity NPD7698 Approved
0.7005 Intermediate Similarity NPD8151 Discontinued
0.7 Intermediate Similarity NPD4625 Phase 3
0.6976 Remote Similarity NPD7871 Phase 2
0.6976 Remote Similarity NPD7870 Phase 2
0.6971 Remote Similarity NPD1551 Phase 2
0.6963 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6961 Remote Similarity NPD3057 Approved
0.6961 Remote Similarity NPD2491 Approved
0.6957 Remote Similarity NPD7701 Phase 2
0.695 Remote Similarity NPD6534 Approved
0.695 Remote Similarity NPD6535 Approved
0.6944 Remote Similarity NPD5401 Approved
0.6944 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6938 Remote Similarity NPD7801 Approved
0.6937 Remote Similarity NPD7048 Phase 3
0.6919 Remote Similarity NPD4287 Approved
0.6912 Remote Similarity NPD2493 Approved
0.6912 Remote Similarity NPD2494 Approved
0.691 Remote Similarity NPD7003 Approved
0.6898 Remote Similarity NPD5619 Clinical (unspecified phase)
0.689 Remote Similarity NPD7875 Clinical (unspecified phase)
0.689 Remote Similarity NPD7874 Approved
0.6889 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6885 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6885 Remote Similarity NPD7458 Discontinued
0.6879 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6879 Remote Similarity NPD1613 Approved
0.6878 Remote Similarity NPD3448 Approved
0.6878 Remote Similarity NPD2972 Approved
0.6878 Remote Similarity NPD3533 Approved
0.6875 Remote Similarity NPD2163 Approved
0.6875 Remote Similarity NPD5404 Approved
0.6875 Remote Similarity NPD5406 Approved
0.6875 Remote Similarity NPD5408 Approved
0.6875 Remote Similarity NPD5405 Approved
0.6872 Remote Similarity NPD6190 Approved
0.6863 Remote Similarity NPD4580 Approved
0.686 Remote Similarity NPD2313 Discontinued
0.6857 Remote Similarity NPD7783 Phase 2
0.6857 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6856 Remote Similarity NPD5953 Discontinued
0.6847 Remote Similarity NPD7699 Phase 2
0.6847 Remote Similarity NPD7700 Phase 2
0.6839 Remote Similarity NPD7286 Phase 2
0.6837 Remote Similarity NPD3534 Clinical (unspecified phase)
0.6836 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6833 Remote Similarity NPD3300 Phase 2
0.6829 Remote Similarity NPD3452 Approved
0.6829 Remote Similarity NPD3450 Approved
0.6821 Remote Similarity NPD7685 Pre-registration
0.6821 Remote Similarity NPD6765 Approved
0.6821 Remote Similarity NPD7240 Approved
0.6821 Remote Similarity NPD6764 Approved
0.6821 Remote Similarity NPD3658 Clinical (unspecified phase)
0.6805 Remote Similarity NPD6696 Suspended
0.6802 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6802 Remote Similarity NPD3027 Phase 3
0.68 Remote Similarity NPD2490 Approved
0.68 Remote Similarity NPD2488 Approved
0.6796 Remote Similarity NPD6823 Phase 2
0.6791 Remote Similarity NPD2296 Approved
0.6789 Remote Similarity NPD8127 Discontinued
0.6782 Remote Similarity NPD4060 Phase 1
0.6776 Remote Similarity NPD8404 Phase 2
0.6765 Remote Similarity NPD1470 Approved
0.6763 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6763 Remote Similarity NPD3268 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