Structure

Physi-Chem Properties

Molecular Weight:  512.35
Volume:  564.491
LogP:  5.424
LogD:  4.188
LogS:  -5.295
# Rotatable Bonds:  11
TPSA:  83.83
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.246
Synthetic Accessibility Score:  5.212
Fsp3:  0.688
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.955
MDCK Permeability:  2.5415458367206156e-05
Pgp-inhibitor:  0.542
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.191
30% Bioavailability (F30%):  0.022

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.066
Plasma Protein Binding (PPB):  89.85245513916016%
Volume Distribution (VD):  0.624
Pgp-substrate:  5.589400768280029%

ADMET: Metabolism

CYP1A2-inhibitor:  0.01
CYP1A2-substrate:  0.327
CYP2C19-inhibitor:  0.022
CYP2C19-substrate:  0.911
CYP2C9-inhibitor:  0.102
CYP2C9-substrate:  0.631
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.171
CYP3A4-inhibitor:  0.448
CYP3A4-substrate:  0.572

ADMET: Excretion

Clearance (CL):  3.568
Half-life (T1/2):  0.475

ADMET: Toxicity

hERG Blockers:  0.107
Human Hepatotoxicity (H-HT):  0.568
Drug-inuced Liver Injury (DILI):  0.023
AMES Toxicity:  0.006
Rat Oral Acute Toxicity:  0.214
Maximum Recommended Daily Dose:  0.884
Skin Sensitization:  0.797
Carcinogencity:  0.806
Eye Corrosion:  0.004
Eye Irritation:  0.011
Respiratory Toxicity:  0.966

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

  Natural Product: NPC123854

Natural Product ID:  NPC123854
Common Name*:   Poricoic Acid Am
IUPAC Name:   (2R)-2-[(2R,3R,3aR,6S,7S,9bR)-2-hydroxy-6-(3-methoxy-3-oxopropyl)-3a,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydrocyclopenta[a]naphthalen-3-yl]-6-methyl-5-methylideneheptanoic acid
Synonyms:   Poricoic Acid Am
Standard InCHIKey:  WMPHZBWMRPCPKN-XNVOKYKKSA-N
Standard InCHI:  InChI=1S/C32H48O5/c1-19(2)21(5)10-11-22(29(35)36)28-26(33)18-32(8)25-13-12-23(20(3)4)30(6,16-15-27(34)37-9)24(25)14-17-31(28,32)7/h13-14,19,22-23,26,28,33H,3,5,10-12,15-18H2,1-2,4,6-9H3,(H,35,36)/t22-,23+,26-,28+,30+,31-,32+/m1/s1
SMILES:  COC(=O)CC[C@@]1(C)[C@@H](CC=C2C1=CC[C@]1([C@@]2(C)C[C@H]([C@@H]1[C@H](C(=O)O)CCC(=C)C(C)C)O)C)C(=C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1078179
PubChem CID:   46882717
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[11975480]
NPO33546 Poria coco Species Eukaryota n.a. Yunnan, Kunming, China n.a. PMID[17488130]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota epidermis of the sclerotia n.a. n.a. PMID[19746919]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[27808511]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[8984162]
NPO10608 Exodermis poria n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO10608 Exodermis poria n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO6117 Poria Species Coccinellidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23577 Wolfiporia cocos Species Coriolaceae 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
NPT80 Cell Line Raji Homo sapiens Activity = 70.0 % PMID[543774]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 15900.0 nM PMID[543775]
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 Inhibition = 0.0 % PMID[543774]
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 Inhibition = 9.6 % PMID[543774]
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 Inhibition = 57.8 % PMID[543774]
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 Inhibition = 81.8 % PMID[543774]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 88900.0 nM PMID[543775]

☑ 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 NPC123854 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
0.9762 High Similarity NPC247406
0.9762 High Similarity NPC48866
0.9655 High Similarity NPC7165
0.9545 High Similarity NPC20546
0.9535 High Similarity NPC46281
0.9529 High Similarity NPC183546
0.9529 High Similarity NPC294480
0.9425 High Similarity NPC45269
0.9412 High Similarity NPC312215
0.9333 High Similarity NPC469432
0.9318 High Similarity NPC66429
0.9318 High Similarity NPC152897
0.9294 High Similarity NPC212843
0.9231 High Similarity NPC477813
0.9111 High Similarity NPC263347
0.9111 High Similarity NPC222845
0.9111 High Similarity NPC162001
0.9111 High Similarity NPC45324
0.9048 High Similarity NPC296367
0.9011 High Similarity NPC155676
0.8989 High Similarity NPC154101
0.8977 High Similarity NPC155479
0.8977 High Similarity NPC54689
0.8901 High Similarity NPC184848
0.8901 High Similarity NPC69548
0.8817 High Similarity NPC186810
0.8817 High Similarity NPC48647
0.8778 High Similarity NPC23434
0.869 High Similarity NPC274996
0.869 High Similarity NPC196827
0.8681 High Similarity NPC470375
0.8681 High Similarity NPC243866
0.8681 High Similarity NPC470376
0.8556 High Similarity NPC84271
0.8556 High Similarity NPC77168
0.8556 High Similarity NPC102414
0.8539 High Similarity NPC167877
0.8511 High Similarity NPC107243
0.8511 High Similarity NPC57416
0.8506 High Similarity NPC310470
0.8495 Intermediate Similarity NPC469599
0.8462 Intermediate Similarity NPC111585
0.8462 Intermediate Similarity NPC148414
0.8462 Intermediate Similarity NPC175628
0.8438 Intermediate Similarity NPC99411
0.8421 Intermediate Similarity NPC235464
0.8421 Intermediate Similarity NPC166745
0.8409 Intermediate Similarity NPC165064
0.8387 Intermediate Similarity NPC469406
0.837 Intermediate Similarity NPC26888
0.837 Intermediate Similarity NPC297265
0.837 Intermediate Similarity NPC150383
0.8367 Intermediate Similarity NPC477812
0.8352 Intermediate Similarity NPC474889
0.8352 Intermediate Similarity NPC476733
0.8352 Intermediate Similarity NPC215029
0.8333 Intermediate Similarity NPC187376
0.8333 Intermediate Similarity NPC218383
0.8333 Intermediate Similarity NPC159046
0.8333 Intermediate Similarity NPC233836
0.8316 Intermediate Similarity NPC475894
0.8315 Intermediate Similarity NPC474218
0.8295 Intermediate Similarity NPC83569
0.8295 Intermediate Similarity NPC69279
0.828 Intermediate Similarity NPC472942
0.828 Intermediate Similarity NPC206810
0.8265 Intermediate Similarity NPC236390
0.8261 Intermediate Similarity NPC69622
0.8261 Intermediate Similarity NPC477147
0.8261 Intermediate Similarity NPC471896
0.8261 Intermediate Similarity NPC477149
0.8247 Intermediate Similarity NPC146822
0.8247 Intermediate Similarity NPC474327
0.8242 Intermediate Similarity NPC242864
0.8222 Intermediate Similarity NPC28252
0.8222 Intermediate Similarity NPC55309
0.8222 Intermediate Similarity NPC155011
0.8211 Intermediate Similarity NPC173272
0.8211 Intermediate Similarity NPC42042
0.8202 Intermediate Similarity NPC82902
0.8202 Intermediate Similarity NPC100391
0.8191 Intermediate Similarity NPC49670
0.8182 Intermediate Similarity NPC133391
0.8182 Intermediate Similarity NPC240302
0.8163 Intermediate Similarity NPC473928
0.8163 Intermediate Similarity NPC204450
0.8163 Intermediate Similarity NPC195290
0.8152 Intermediate Similarity NPC475921
0.8152 Intermediate Similarity NPC474570
0.8152 Intermediate Similarity NPC477943
0.8152 Intermediate Similarity NPC214387
0.8152 Intermediate Similarity NPC474704
0.8132 Intermediate Similarity NPC474684
0.8132 Intermediate Similarity NPC96496
0.8132 Intermediate Similarity NPC317590
0.8132 Intermediate Similarity NPC142361
0.8132 Intermediate Similarity NPC136548
0.8105 Intermediate Similarity NPC48330
0.8085 Intermediate Similarity NPC141497
0.8085 Intermediate Similarity NPC250575
0.8085 Intermediate Similarity NPC25750
0.8085 Intermediate Similarity NPC470224
0.8085 Intermediate Similarity NPC107674
0.8085 Intermediate Similarity NPC170220
0.8081 Intermediate Similarity NPC140723
0.8077 Intermediate Similarity NPC73455
0.8077 Intermediate Similarity NPC200944
0.8068 Intermediate Similarity NPC327002
0.8068 Intermediate Similarity NPC38350
0.8068 Intermediate Similarity NPC201912
0.8065 Intermediate Similarity NPC171441
0.8065 Intermediate Similarity NPC44240
0.8065 Intermediate Similarity NPC469400
0.8046 Intermediate Similarity NPC477371
0.8046 Intermediate Similarity NPC327674
0.8043 Intermediate Similarity NPC472220
0.8043 Intermediate Similarity NPC97884
0.8043 Intermediate Similarity NPC28227
0.8043 Intermediate Similarity NPC44181
0.8041 Intermediate Similarity NPC197386
0.8022 Intermediate Similarity NPC469994
0.8022 Intermediate Similarity NPC89077
0.8021 Intermediate Similarity NPC125622
0.8021 Intermediate Similarity NPC120708
0.8 Intermediate Similarity NPC472228
0.8 Intermediate Similarity NPC159410
0.8 Intermediate Similarity NPC472227
0.8 Intermediate Similarity NPC473246
0.798 Intermediate Similarity NPC56498
0.7979 Intermediate Similarity NPC19114
0.7979 Intermediate Similarity NPC110657
0.7979 Intermediate Similarity NPC212301
0.7979 Intermediate Similarity NPC86266
0.7979 Intermediate Similarity NPC189520
0.7978 Intermediate Similarity NPC15910
0.7978 Intermediate Similarity NPC260956
0.7959 Intermediate Similarity NPC241221
0.7959 Intermediate Similarity NPC205899
0.7959 Intermediate Similarity NPC476274
0.7959 Intermediate Similarity NPC167974
0.7957 Intermediate Similarity NPC474679
0.7938 Intermediate Similarity NPC18319
0.7935 Intermediate Similarity NPC134197
0.7931 Intermediate Similarity NPC321514
0.7921 Intermediate Similarity NPC231530
0.7921 Intermediate Similarity NPC196528
0.7921 Intermediate Similarity NPC278628
0.7921 Intermediate Similarity NPC181265
0.7917 Intermediate Similarity NPC241156
0.7917 Intermediate Similarity NPC317586
0.7917 Intermediate Similarity NPC279974
0.7917 Intermediate Similarity NPC470016
0.7917 Intermediate Similarity NPC127063
0.7912 Intermediate Similarity NPC283733
0.7912 Intermediate Similarity NPC474083
0.7912 Intermediate Similarity NPC329738
0.7895 Intermediate Similarity NPC470254
0.7895 Intermediate Similarity NPC109414
0.7889 Intermediate Similarity NPC312480
0.7889 Intermediate Similarity NPC477373
0.7889 Intermediate Similarity NPC245866
0.7882 Intermediate Similarity NPC306928
0.7882 Intermediate Similarity NPC301065
0.7879 Intermediate Similarity NPC476223
0.7879 Intermediate Similarity NPC224720
0.7879 Intermediate Similarity NPC476240
0.7872 Intermediate Similarity NPC320026
0.7865 Intermediate Similarity NPC477372
0.7865 Intermediate Similarity NPC147066
0.7864 Intermediate Similarity NPC304495
0.7864 Intermediate Similarity NPC258543
0.7864 Intermediate Similarity NPC241927
0.7857 Intermediate Similarity NPC477854
0.7857 Intermediate Similarity NPC10364
0.7857 Intermediate Similarity NPC471717
0.7849 Intermediate Similarity NPC470417
0.7849 Intermediate Similarity NPC328313
0.7849 Intermediate Similarity NPC24816
0.7835 Intermediate Similarity NPC322063
0.7835 Intermediate Similarity NPC472941
0.7835 Intermediate Similarity NPC456
0.7835 Intermediate Similarity NPC471153
0.7835 Intermediate Similarity NPC95565
0.7835 Intermediate Similarity NPC328371
0.783 Intermediate Similarity NPC473898
0.7826 Intermediate Similarity NPC264127
0.7826 Intermediate Similarity NPC73038
0.7826 Intermediate Similarity NPC6979
0.7826 Intermediate Similarity NPC80590
0.7826 Intermediate Similarity NPC195640
0.7826 Intermediate Similarity NPC325594
0.7826 Intermediate Similarity NPC473168
0.7826 Intermediate Similarity NPC94755
0.7822 Intermediate Similarity NPC235889
0.7812 Intermediate Similarity NPC111015
0.7812 Intermediate Similarity NPC166906
0.7802 Intermediate Similarity NPC321187
0.7802 Intermediate Similarity NPC263974
0.7802 Intermediate Similarity NPC85774
0.7802 Intermediate Similarity NPC194937

  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 NPC123854 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
0.837 Intermediate Similarity NPD5281 Approved
0.837 Intermediate Similarity NPD5284 Approved
0.828 Intermediate Similarity NPD6399 Phase 3
0.7938 Intermediate Similarity NPD6083 Phase 2
0.7938 Intermediate Similarity NPD6084 Phase 2
0.7917 Intermediate Similarity NPD5695 Phase 3
0.7826 Intermediate Similarity NPD7334 Approved
0.7826 Intermediate Similarity NPD5330 Approved
0.7826 Intermediate Similarity NPD5279 Phase 3
0.7826 Intermediate Similarity NPD7521 Approved
0.7826 Intermediate Similarity NPD7146 Approved
0.7826 Intermediate Similarity NPD6684 Approved
0.7826 Intermediate Similarity NPD6409 Approved
0.7802 Intermediate Similarity NPD4786 Approved
0.7802 Intermediate Similarity NPD3666 Approved
0.7802 Intermediate Similarity NPD3133 Approved
0.7802 Intermediate Similarity NPD3665 Phase 1
0.7789 Intermediate Similarity NPD6050 Approved
0.7745 Intermediate Similarity NPD6402 Approved
0.7745 Intermediate Similarity NPD5739 Approved
0.7745 Intermediate Similarity NPD7128 Approved
0.7745 Intermediate Similarity NPD6675 Approved
0.7692 Intermediate Similarity NPD6372 Approved
0.7692 Intermediate Similarity NPD5362 Discontinued
0.7692 Intermediate Similarity NPD6373 Approved
0.7684 Intermediate Similarity NPD5692 Phase 3
0.7684 Intermediate Similarity NPD5207 Approved
0.7677 Intermediate Similarity NPD5696 Approved
0.7667 Intermediate Similarity NPD5369 Approved
0.766 Intermediate Similarity NPD6903 Approved
0.766 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD4694 Approved
0.7634 Intermediate Similarity NPD5280 Approved
0.7604 Intermediate Similarity NPD8034 Phase 2
0.7604 Intermediate Similarity NPD6411 Approved
0.7604 Intermediate Similarity NPD8035 Phase 2
0.7604 Intermediate Similarity NPD5694 Approved
0.7596 Intermediate Similarity NPD6881 Approved
0.7596 Intermediate Similarity NPD7320 Approved
0.7596 Intermediate Similarity NPD6899 Approved
0.7582 Intermediate Similarity NPD3667 Approved
0.7582 Intermediate Similarity NPD6435 Approved
0.7579 Intermediate Similarity NPD4753 Phase 2
0.7556 Intermediate Similarity NPD5368 Approved
0.7547 Intermediate Similarity NPD6650 Approved
0.7547 Intermediate Similarity NPD6649 Approved
0.7547 Intermediate Similarity NPD8130 Phase 1
0.7528 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7526 Intermediate Similarity NPD4202 Approved
0.75 Intermediate Similarity NPD5701 Approved
0.75 Intermediate Similarity NPD5697 Approved
0.7477 Intermediate Similarity NPD8297 Approved
0.7474 Intermediate Similarity NPD5737 Approved
0.7474 Intermediate Similarity NPD6672 Approved
0.7453 Intermediate Similarity NPD6883 Approved
0.7453 Intermediate Similarity NPD7102 Approved
0.7453 Intermediate Similarity NPD7290 Approved
0.7447 Intermediate Similarity NPD3618 Phase 1
0.7447 Intermediate Similarity NPD6098 Approved
0.7429 Intermediate Similarity NPD6011 Approved
0.74 Intermediate Similarity NPD7902 Approved
0.74 Intermediate Similarity NPD4755 Approved
0.7396 Intermediate Similarity NPD6673 Approved
0.7396 Intermediate Similarity NPD6101 Approved
0.7396 Intermediate Similarity NPD6904 Approved
0.7396 Intermediate Similarity NPD5328 Approved
0.7396 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD6080 Approved
0.7391 Intermediate Similarity NPD4269 Approved
0.7391 Intermediate Similarity NPD4270 Approved
0.7391 Intermediate Similarity NPD4221 Approved
0.7391 Intermediate Similarity NPD4223 Phase 3
0.7383 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD6847 Approved
0.7383 Intermediate Similarity NPD6617 Approved
0.7383 Intermediate Similarity NPD6869 Approved
0.7374 Intermediate Similarity NPD5210 Approved
0.7374 Intermediate Similarity NPD4629 Approved
0.7374 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD6012 Approved
0.7358 Intermediate Similarity NPD6014 Approved
0.7358 Intermediate Similarity NPD6013 Approved
0.734 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD5329 Approved
0.734 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD5785 Approved
0.7315 Intermediate Similarity NPD6882 Approved
0.7273 Intermediate Similarity NPD7748 Approved
0.7263 Intermediate Similarity NPD5690 Phase 2
0.7263 Intermediate Similarity NPD5786 Approved
0.7255 Intermediate Similarity NPD5286 Approved
0.7255 Intermediate Similarity NPD4700 Approved
0.7255 Intermediate Similarity NPD4696 Approved
0.7255 Intermediate Similarity NPD5285 Approved
0.7245 Intermediate Similarity NPD6079 Approved
0.7245 Intermediate Similarity NPD7515 Phase 2
0.7234 Intermediate Similarity NPD4197 Approved
0.72 Intermediate Similarity NPD5654 Approved
0.7184 Intermediate Similarity NPD5223 Approved
0.7174 Intermediate Similarity NPD4252 Approved
0.7174 Intermediate Similarity NPD4820 Approved
0.7174 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD4821 Approved
0.7174 Intermediate Similarity NPD4822 Approved
0.7174 Intermediate Similarity NPD4819 Approved
0.7172 Intermediate Similarity NPD5778 Approved
0.7172 Intermediate Similarity NPD5779 Approved
0.717 Intermediate Similarity NPD6412 Phase 2
0.7158 Intermediate Similarity NPD5363 Approved
0.7157 Intermediate Similarity NPD7638 Approved
0.7143 Intermediate Similarity NPD4096 Approved
0.7143 Intermediate Similarity NPD4268 Approved
0.7143 Intermediate Similarity NPD4271 Approved
0.7129 Intermediate Similarity NPD4697 Phase 3
0.7128 Intermediate Similarity NPD4788 Approved
0.7128 Intermediate Similarity NPD5332 Approved
0.7128 Intermediate Similarity NPD5331 Approved
0.7115 Intermediate Similarity NPD5225 Approved
0.7115 Intermediate Similarity NPD4633 Approved
0.7115 Intermediate Similarity NPD5224 Approved
0.7115 Intermediate Similarity NPD5211 Phase 2
0.7115 Intermediate Similarity NPD5226 Approved
0.7113 Intermediate Similarity NPD4518 Approved
0.7113 Intermediate Similarity NPD5208 Approved
0.7111 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD7900 Approved
0.7097 Intermediate Similarity NPD4692 Approved
0.7097 Intermediate Similarity NPD4790 Discontinued
0.7097 Intermediate Similarity NPD4139 Approved
0.7091 Intermediate Similarity NPD4632 Approved
0.7087 Intermediate Similarity NPD7639 Approved
0.7087 Intermediate Similarity NPD7640 Approved
0.7083 Intermediate Similarity NPD4693 Phase 3
0.7083 Intermediate Similarity NPD4689 Approved
0.7083 Intermediate Similarity NPD4688 Approved
0.7083 Intermediate Similarity NPD4138 Approved
0.7083 Intermediate Similarity NPD5205 Approved
0.7083 Intermediate Similarity NPD4690 Approved
0.7079 Intermediate Similarity NPD6926 Approved
0.7079 Intermediate Similarity NPD6924 Approved
0.7075 Intermediate Similarity NPD6008 Approved
0.7071 Intermediate Similarity NPD7637 Suspended
0.7071 Intermediate Similarity NPD5693 Phase 1
0.7059 Intermediate Similarity NPD5959 Approved
0.7053 Intermediate Similarity NPD3668 Phase 3
0.7048 Intermediate Similarity NPD5175 Approved
0.7048 Intermediate Similarity NPD5174 Approved
0.7048 Intermediate Similarity NPD4754 Approved
0.7041 Intermediate Similarity NPD6051 Approved
0.7041 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6942 Approved
0.7 Intermediate Similarity NPD7339 Approved
0.7 Intermediate Similarity NPD6053 Discontinued
0.7 Intermediate Similarity NPD5133 Approved
0.6991 Remote Similarity NPD6335 Approved
0.6989 Remote Similarity NPD7525 Registered
0.6981 Remote Similarity NPD5141 Approved
0.6964 Remote Similarity NPD6274 Approved
0.6961 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6961 Remote Similarity NPD5222 Approved
0.6961 Remote Similarity NPD5221 Approved
0.6947 Remote Similarity NPD7154 Phase 3
0.6931 Remote Similarity NPD6001 Approved
0.693 Remote Similarity NPD7101 Approved
0.693 Remote Similarity NPD7100 Approved
0.6923 Remote Similarity NPD6404 Discontinued
0.6923 Remote Similarity NPD6933 Approved
0.6916 Remote Similarity NPD4767 Approved
0.6916 Remote Similarity NPD4768 Approved
0.6907 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6903 Remote Similarity NPD6317 Approved
0.6903 Remote Similarity NPD6009 Approved
0.6893 Remote Similarity NPD5173 Approved
0.6889 Remote Similarity NPD5733 Approved
0.6875 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6854 Remote Similarity NPD4243 Approved
0.6848 Remote Similarity NPD6116 Phase 1
0.6842 Remote Similarity NPD6313 Approved
0.6842 Remote Similarity NPD6314 Approved
0.6818 Remote Similarity NPD6923 Approved
0.6818 Remote Similarity NPD6922 Approved
0.6813 Remote Similarity NPD8039 Approved
0.681 Remote Similarity NPD6908 Approved
0.681 Remote Similarity NPD6291 Clinical (unspecified phase)
0.681 Remote Similarity NPD6909 Approved
0.6809 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6789 Remote Similarity NPD4730 Approved
0.6789 Remote Similarity NPD4729 Approved
0.6789 Remote Similarity NPD5128 Approved
0.6771 Remote Similarity NPD6695 Phase 3
0.6754 Remote Similarity NPD7115 Discovery
0.6742 Remote Similarity NPD7144 Approved
0.6742 Remote Similarity NPD7143 Approved
0.6739 Remote Similarity NPD6117 Approved
0.6729 Remote Similarity NPD6052 Approved
0.6724 Remote Similarity NPD6319 Approved
0.6703 Remote Similarity NPD4784 Approved
0.6703 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6703 Remote Similarity NPD4785 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