Structure

Physi-Chem Properties

Molecular Weight:  484.32
Volume:  523.979
LogP:  4.879
LogD:  4.609
LogS:  -4.399
# Rotatable Bonds:  5
TPSA:  88.51
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.48
Synthetic Accessibility Score:  4.877
Fsp3:  0.8
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -5.379
MDCK Permeability:  2.0900679373880848e-05
Pgp-inhibitor:  0.838
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.013
20% Bioavailability (F20%):  0.017
30% Bioavailability (F30%):  0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.795
Plasma Protein Binding (PPB):  84.43160247802734%
Volume Distribution (VD):  0.506
Pgp-substrate:  7.524467945098877%

ADMET: Metabolism

CYP1A2-inhibitor:  0.008
CYP1A2-substrate:  0.703
CYP2C19-inhibitor:  0.029
CYP2C19-substrate:  0.905
CYP2C9-inhibitor:  0.27
CYP2C9-substrate:  0.825
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.223
CYP3A4-inhibitor:  0.262
CYP3A4-substrate:  0.283

ADMET: Excretion

Clearance (CL):  8.155
Half-life (T1/2):  0.631

ADMET: Toxicity

hERG Blockers:  0.008
Human Hepatotoxicity (H-HT):  0.281
Drug-inuced Liver Injury (DILI):  0.067
AMES Toxicity:  0.009
Rat Oral Acute Toxicity:  0.768
Maximum Recommended Daily Dose:  0.465
Skin Sensitization:  0.089
Carcinogencity:  0.038
Eye Corrosion:  0.097
Eye Irritation:  0.043
Respiratory Toxicity:  0.835

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

  Natural Product: NPC456

Natural Product ID:  NPC456
Common Name*:   11Beta-Hydroxy-3,7-Dioxo-5Alpha-Lanosta-8,24(E)-Dien-26-Oic Acid
IUPAC Name:   (E,6R)-6-[(5R,10S,11S,13R,14R,17R)-11-hydroxy-4,4,10,13,14-pentamethyl-3,7-dioxo-2,5,6,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid
Synonyms:  
Standard InCHIKey:  SAZFHNNKAYSDKP-LOHDOYQRSA-N
Standard InCHI:  InChI=1S/C30H44O5/c1-17(9-8-10-18(2)26(34)35)19-11-14-29(6)25-20(31)15-22-27(3,4)23(33)12-13-28(22,5)24(25)21(32)16-30(19,29)7/h10,17,19,21-22,32H,8-9,11-16H2,1-7H3,(H,34,35)/b18-10+/t17-,19-,21+,22+,28+,29+,30-/m1/s1
SMILES:  C[C@@H]([C@H]1CC[C@@]2([C@]1(C)C[C@H](O)C1=C2C(=O)C[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)CC/C=C(/C(=O)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2203594
PubChem CID:   46910043
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
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.phytochem.2005.10.025]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[11520245]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[12045343]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[14695801]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[1791484]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. spore n.a. PMID[18827358]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies Nagano, Japan 2008-MAY PMID[20039640]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[20384295]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies n.a. n.a. PMID[20702092]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies n.a. n.a. PMID[21924611]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[22014750]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[22044278]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting body n.a. n.a. PMID[22047696]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[26222905]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[9635497]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25269 Ganoderma lucidum Species Ganodermataceae 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
NPT165 Cell Line HeLa Homo sapiens IC50 = 11000.0 nM PMID[524335]
NPT1648 Individual Protein Oligo-1,6-glucosidase Saccharomyces cerevisiae S288c IC50 = 119060.0 nM PMID[524336]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 3.0 n.a. PMID[524336]

☑ 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 NPC456 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
1.0 High Similarity NPC472941
0.9674 High Similarity NPC287833
0.9468 High Similarity NPC293753
0.9462 High Similarity NPC51370
0.9326 High Similarity NPC214387
0.9263 High Similarity NPC234892
0.9239 High Similarity NPC173875
0.9239 High Similarity NPC469995
0.9239 High Similarity NPC318282
0.9239 High Similarity NPC174948
0.9239 High Similarity NPC37646
0.9222 High Similarity NPC477147
0.9222 High Similarity NPC477149
0.9158 High Similarity NPC472924
0.9149 High Similarity NPC197386
0.9149 High Similarity NPC166745
0.9149 High Similarity NPC235464
0.914 High Similarity NPC40765
0.914 High Similarity NPC243525
0.914 High Similarity NPC328371
0.914 High Similarity NPC3772
0.9043 High Similarity NPC122294
0.9043 High Similarity NPC121339
0.9043 High Similarity NPC320306
0.9043 High Similarity NPC106557
0.9032 High Similarity NPC476174
0.9022 High Similarity NPC472930
0.899 High Similarity NPC295244
0.8947 High Similarity NPC471717
0.8947 High Similarity NPC16021
0.8925 High Similarity NPC184870
0.8925 High Similarity NPC469406
0.8876 High Similarity NPC474083
0.8876 High Similarity NPC8571
0.8866 High Similarity NPC195290
0.8866 High Similarity NPC204450
0.8854 High Similarity NPC307954
0.8854 High Similarity NPC299971
0.8854 High Similarity NPC144660
0.8854 High Similarity NPC327431
0.8842 High Similarity NPC253826
0.8817 High Similarity NPC69454
0.8817 High Similarity NPC214697
0.8804 High Similarity NPC48010
0.8804 High Similarity NPC469400
0.8776 High Similarity NPC236390
0.8764 High Similarity NPC164577
0.8764 High Similarity NPC165064
0.8764 High Similarity NPC473246
0.8763 High Similarity NPC302537
0.8763 High Similarity NPC163372
0.8763 High Similarity NPC99411
0.8737 High Similarity NPC250757
0.8737 High Similarity NPC7124
0.8737 High Similarity NPC249954
0.8737 High Similarity NPC29152
0.8737 High Similarity NPC301534
0.8725 High Similarity NPC472928
0.8723 High Similarity NPC166906
0.871 High Similarity NPC204341
0.871 High Similarity NPC63748
0.871 High Similarity NPC473998
0.871 High Similarity NPC233116
0.871 High Similarity NPC212948
0.871 High Similarity NPC107690
0.87 High Similarity NPC472925
0.8696 High Similarity NPC310236
0.8696 High Similarity NPC146554
0.8696 High Similarity NPC262858
0.8696 High Similarity NPC309603
0.8696 High Similarity NPC472240
0.8696 High Similarity NPC123912
0.8696 High Similarity NPC262043
0.8696 High Similarity NPC473999
0.8681 High Similarity NPC159046
0.8681 High Similarity NPC233836
0.8681 High Similarity NPC136948
0.8681 High Similarity NPC187376
0.8673 High Similarity NPC308726
0.8673 High Similarity NPC119601
0.8673 High Similarity NPC281702
0.8667 High Similarity NPC311702
0.8667 High Similarity NPC471224
0.8667 High Similarity NPC94531
0.8667 High Similarity NPC472931
0.8667 High Similarity NPC472940
0.8667 High Similarity NPC123319
0.866 High Similarity NPC476274
0.8652 High Similarity NPC41539
0.8652 High Similarity NPC97913
0.8646 High Similarity NPC108078
0.8646 High Similarity NPC156546
0.8646 High Similarity NPC18319
0.8646 High Similarity NPC43747
0.8632 High Similarity NPC297199
0.8632 High Similarity NPC259286
0.8632 High Similarity NPC317586
0.8632 High Similarity NPC255809
0.8632 High Similarity NPC470016
0.8632 High Similarity NPC472932
0.8617 High Similarity NPC470254
0.8617 High Similarity NPC243866
0.8617 High Similarity NPC474736
0.8602 High Similarity NPC191684
0.8587 High Similarity NPC193843
0.8587 High Similarity NPC471722
0.8587 High Similarity NPC242864
0.8587 High Similarity NPC249889
0.8586 High Similarity NPC251017
0.8571 High Similarity NPC476240
0.8571 High Similarity NPC224720
0.8571 High Similarity NPC72133
0.8571 High Similarity NPC322159
0.8571 High Similarity NPC55309
0.8571 High Similarity NPC28252
0.8571 High Similarity NPC476223
0.8557 High Similarity NPC48647
0.8557 High Similarity NPC478056
0.8557 High Similarity NPC10364
0.8556 High Similarity NPC214043
0.8556 High Similarity NPC472865
0.8556 High Similarity NPC85774
0.8542 High Similarity NPC117133
0.8542 High Similarity NPC328162
0.8542 High Similarity NPC305483
0.8542 High Similarity NPC96859
0.8542 High Similarity NPC155676
0.8539 High Similarity NPC142253
0.8539 High Similarity NPC3511
0.8526 High Similarity NPC8993
0.8515 High Similarity NPC91034
0.8511 High Similarity NPC475806
0.8511 High Similarity NPC297265
0.8495 Intermediate Similarity NPC475921
0.8495 Intermediate Similarity NPC31985
0.8495 Intermediate Similarity NPC77168
0.8495 Intermediate Similarity NPC102414
0.8495 Intermediate Similarity NPC54689
0.8495 Intermediate Similarity NPC474704
0.8495 Intermediate Similarity NPC84271
0.8495 Intermediate Similarity NPC1015
0.8495 Intermediate Similarity NPC275740
0.8495 Intermediate Similarity NPC86319
0.8485 Intermediate Similarity NPC473424
0.8485 Intermediate Similarity NPC136289
0.8478 Intermediate Similarity NPC476409
0.8478 Intermediate Similarity NPC96496
0.8478 Intermediate Similarity NPC474684
0.8478 Intermediate Similarity NPC99909
0.8478 Intermediate Similarity NPC475740
0.8478 Intermediate Similarity NPC142361
0.8469 Intermediate Similarity NPC205899
0.8462 Intermediate Similarity NPC473038
0.8462 Intermediate Similarity NPC29447
0.8462 Intermediate Similarity NPC11711
0.8454 Intermediate Similarity NPC107243
0.8454 Intermediate Similarity NPC141401
0.8454 Intermediate Similarity NPC475894
0.8444 Intermediate Similarity NPC470015
0.8444 Intermediate Similarity NPC49019
0.8444 Intermediate Similarity NPC168188
0.8438 Intermediate Similarity NPC271195
0.8438 Intermediate Similarity NPC241156
0.8427 Intermediate Similarity NPC477372
0.8427 Intermediate Similarity NPC38350
0.8427 Intermediate Similarity NPC201912
0.8421 Intermediate Similarity NPC38232
0.8421 Intermediate Similarity NPC66429
0.8421 Intermediate Similarity NPC152897
0.8421 Intermediate Similarity NPC476304
0.8421 Intermediate Similarity NPC472942
0.8416 Intermediate Similarity NPC51452
0.8416 Intermediate Similarity NPC323834
0.8416 Intermediate Similarity NPC472935
0.8404 Intermediate Similarity NPC69622
0.8404 Intermediate Similarity NPC175628
0.8404 Intermediate Similarity NPC111585
0.8404 Intermediate Similarity NPC148414
0.8387 Intermediate Similarity NPC472870
0.8387 Intermediate Similarity NPC471724
0.8387 Intermediate Similarity NPC131470
0.8387 Intermediate Similarity NPC117122
0.8387 Intermediate Similarity NPC104560
0.8387 Intermediate Similarity NPC143767
0.8384 Intermediate Similarity NPC81530
0.8384 Intermediate Similarity NPC282524
0.8381 Intermediate Similarity NPC472929
0.837 Intermediate Similarity NPC145879
0.837 Intermediate Similarity NPC222613
0.837 Intermediate Similarity NPC474732
0.837 Intermediate Similarity NPC469994
0.837 Intermediate Similarity NPC475022
0.837 Intermediate Similarity NPC118648
0.837 Intermediate Similarity NPC474778
0.837 Intermediate Similarity NPC474733
0.837 Intermediate Similarity NPC31564
0.837 Intermediate Similarity NPC472974
0.837 Intermediate Similarity NPC155011
0.837 Intermediate Similarity NPC472869
0.837 Intermediate Similarity NPC186975

  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 NPC456 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
0.8316 Intermediate Similarity NPD6079 Approved
0.8298 Intermediate Similarity NPD5328 Approved
0.8172 Intermediate Similarity NPD3618 Phase 1
0.8172 Intermediate Similarity NPD5279 Phase 3
0.8152 Intermediate Similarity NPD3133 Approved
0.8152 Intermediate Similarity NPD3665 Phase 1
0.8152 Intermediate Similarity NPD4786 Approved
0.8152 Intermediate Similarity NPD3666 Approved
0.8125 Intermediate Similarity NPD7515 Phase 2
0.8081 Intermediate Similarity NPD6083 Phase 2
0.8081 Intermediate Similarity NPD6084 Phase 2
0.8061 Intermediate Similarity NPD4629 Approved
0.8061 Intermediate Similarity NPD5695 Phase 3
0.8061 Intermediate Similarity NPD5210 Approved
0.8041 Intermediate Similarity NPD6399 Phase 3
0.8 Intermediate Similarity NPD5737 Approved
0.8 Intermediate Similarity NPD5696 Approved
0.8 Intermediate Similarity NPD6672 Approved
0.798 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.798 Intermediate Similarity NPD5222 Approved
0.798 Intermediate Similarity NPD5221 Approved
0.7979 Intermediate Similarity NPD7146 Approved
0.7979 Intermediate Similarity NPD7521 Approved
0.7979 Intermediate Similarity NPD7334 Approved
0.7979 Intermediate Similarity NPD6409 Approved
0.7979 Intermediate Similarity NPD6684 Approved
0.7979 Intermediate Similarity NPD5330 Approved
0.7941 Intermediate Similarity NPD5211 Phase 2
0.7938 Intermediate Similarity NPD5284 Approved
0.7938 Intermediate Similarity NPD5281 Approved
0.7935 Intermediate Similarity NPD3667 Approved
0.7921 Intermediate Similarity NPD7640 Approved
0.7921 Intermediate Similarity NPD7639 Approved
0.7917 Intermediate Similarity NPD4753 Phase 2
0.7905 Intermediate Similarity NPD6899 Approved
0.7905 Intermediate Similarity NPD6881 Approved
0.79 Intermediate Similarity NPD5173 Approved
0.7889 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD5739 Approved
0.7885 Intermediate Similarity NPD6402 Approved
0.7885 Intermediate Similarity NPD7128 Approved
0.7885 Intermediate Similarity NPD6675 Approved
0.7857 Intermediate Similarity NPD4202 Approved
0.7822 Intermediate Similarity NPD7638 Approved
0.7818 Intermediate Similarity NPD7115 Discovery
0.7812 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD6903 Approved
0.781 Intermediate Similarity NPD5697 Approved
0.78 Intermediate Similarity NPD4697 Phase 3
0.7789 Intermediate Similarity NPD5690 Phase 2
0.7788 Intermediate Similarity NPD5141 Approved
0.7778 Intermediate Similarity NPD7748 Approved
0.7757 Intermediate Similarity NPD7290 Approved
0.7757 Intermediate Similarity NPD6883 Approved
0.7757 Intermediate Similarity NPD7102 Approved
0.7745 Intermediate Similarity NPD5286 Approved
0.7745 Intermediate Similarity NPD5285 Approved
0.7745 Intermediate Similarity NPD4696 Approved
0.7745 Intermediate Similarity NPD6404 Discontinued
0.7742 Intermediate Similarity NPD4223 Phase 3
0.7742 Intermediate Similarity NPD4221 Approved
0.7736 Intermediate Similarity NPD7320 Approved
0.7736 Intermediate Similarity NPD6011 Approved
0.7723 Intermediate Similarity NPD4755 Approved
0.7685 Intermediate Similarity NPD6847 Approved
0.7685 Intermediate Similarity NPD8130 Phase 1
0.7685 Intermediate Similarity NPD6869 Approved
0.7685 Intermediate Similarity NPD6649 Approved
0.7685 Intermediate Similarity NPD6617 Approved
0.7685 Intermediate Similarity NPD6650 Approved
0.7684 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7684 Intermediate Similarity NPD5329 Approved
0.767 Intermediate Similarity NPD5223 Approved
0.7664 Intermediate Similarity NPD6372 Approved
0.7664 Intermediate Similarity NPD6373 Approved
0.7664 Intermediate Similarity NPD6013 Approved
0.7664 Intermediate Similarity NPD6012 Approved
0.7664 Intermediate Similarity NPD6014 Approved
0.7642 Intermediate Similarity NPD5701 Approved
0.7615 Intermediate Similarity NPD6882 Approved
0.7615 Intermediate Similarity NPD8297 Approved
0.7604 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7604 Intermediate Similarity NPD5280 Approved
0.7604 Intermediate Similarity NPD4694 Approved
0.7596 Intermediate Similarity NPD5224 Approved
0.7596 Intermediate Similarity NPD5225 Approved
0.7596 Intermediate Similarity NPD4633 Approved
0.7596 Intermediate Similarity NPD5226 Approved
0.7579 Intermediate Similarity NPD4197 Approved
0.7576 Intermediate Similarity NPD6050 Approved
0.7573 Intermediate Similarity NPD4700 Approved
0.7551 Intermediate Similarity NPD6904 Approved
0.7551 Intermediate Similarity NPD6673 Approved
0.7551 Intermediate Similarity NPD6080 Approved
0.7549 Intermediate Similarity NPD7902 Approved
0.7525 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7524 Intermediate Similarity NPD5175 Approved
0.7524 Intermediate Similarity NPD5174 Approved
0.7523 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5363 Approved
0.7475 Intermediate Similarity NPD5785 Approved
0.7475 Intermediate Similarity NPD5692 Phase 3
0.7474 Intermediate Similarity NPD4788 Approved
0.7451 Intermediate Similarity NPD7614 Phase 1
0.7423 Intermediate Similarity NPD4689 Approved
0.7423 Intermediate Similarity NPD4138 Approved
0.7423 Intermediate Similarity NPD4690 Approved
0.7423 Intermediate Similarity NPD4623 Approved
0.7423 Intermediate Similarity NPD4519 Discontinued
0.7423 Intermediate Similarity NPD4688 Approved
0.7423 Intermediate Similarity NPD4693 Phase 3
0.7423 Intermediate Similarity NPD5205 Approved
0.7411 Intermediate Similarity NPD6868 Approved
0.74 Intermediate Similarity NPD5693 Phase 1
0.74 Intermediate Similarity NPD5694 Approved
0.7396 Intermediate Similarity NPD3668 Phase 3
0.7387 Intermediate Similarity NPD4632 Approved
0.7374 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD4754 Approved
0.734 Intermediate Similarity NPD4695 Discontinued
0.732 Intermediate Similarity NPD1694 Approved
0.7312 Intermediate Similarity NPD3617 Approved
0.73 Intermediate Similarity NPD5207 Approved
0.7292 Intermediate Similarity NPD5362 Discontinued
0.7281 Intermediate Similarity NPD6335 Approved
0.7273 Intermediate Similarity NPD5208 Approved
0.7264 Intermediate Similarity NPD7632 Discontinued
0.7257 Intermediate Similarity NPD6274 Approved
0.7255 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD7900 Approved
0.7253 Intermediate Similarity NPD5733 Approved
0.7248 Intermediate Similarity NPD4730 Approved
0.7248 Intermediate Similarity NPD4729 Approved
0.7248 Intermediate Similarity NPD5168 Approved
0.7248 Intermediate Similarity NPD5128 Approved
0.7245 Intermediate Similarity NPD6098 Approved
0.7234 Intermediate Similarity NPD4195 Approved
0.7228 Intermediate Similarity NPD8034 Phase 2
0.7228 Intermediate Similarity NPD8035 Phase 2
0.7222 Intermediate Similarity NPD4768 Approved
0.7222 Intermediate Similarity NPD4767 Approved
0.7217 Intermediate Similarity NPD7100 Approved
0.7217 Intermediate Similarity NPD7101 Approved
0.7193 Intermediate Similarity NPD6317 Approved
0.7193 Intermediate Similarity NPD6009 Approved
0.7188 Intermediate Similarity NPD4270 Approved
0.7188 Intermediate Similarity NPD4269 Approved
0.7174 Intermediate Similarity NPD6942 Approved
0.7174 Intermediate Similarity NPD7339 Approved
0.7158 Intermediate Similarity NPD7525 Registered
0.7156 Intermediate Similarity NPD6412 Phase 2
0.7143 Intermediate Similarity NPD4225 Approved
0.713 Intermediate Similarity NPD6313 Approved
0.713 Intermediate Similarity NPD6314 Approved
0.7129 Intermediate Similarity NPD4096 Approved
0.7117 Intermediate Similarity NPD4634 Approved
0.7117 Intermediate Similarity NPD5169 Approved
0.7117 Intermediate Similarity NPD5249 Phase 3
0.7117 Intermediate Similarity NPD5251 Approved
0.7117 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD5247 Approved
0.7117 Intermediate Similarity NPD5248 Approved
0.7117 Intermediate Similarity NPD5250 Approved
0.7117 Intermediate Similarity NPD5135 Approved
0.7115 Intermediate Similarity NPD7732 Phase 3
0.7111 Intermediate Similarity NPD4747 Approved
0.7111 Intermediate Similarity NPD4691 Approved
0.7103 Intermediate Similarity NPD5091 Approved
0.7097 Intermediate Similarity NPD6117 Approved
0.7091 Intermediate Similarity NPD6686 Approved
0.7087 Intermediate Similarity NPD6001 Approved
0.7083 Intermediate Similarity NPD4139 Approved
0.7083 Intermediate Similarity NPD4692 Approved
0.7065 Intermediate Similarity NPD4687 Approved
0.7064 Intermediate Similarity NPD6008 Approved
0.7059 Intermediate Similarity NPD6411 Approved
0.7059 Intermediate Similarity NPD7637 Suspended
0.7054 Intermediate Similarity NPD5217 Approved
0.7054 Intermediate Similarity NPD5127 Approved
0.7054 Intermediate Similarity NPD5216 Approved
0.7054 Intermediate Similarity NPD5215 Approved
0.7033 Intermediate Similarity NPD6081 Approved
0.7033 Intermediate Similarity NPD5276 Approved
0.703 Intermediate Similarity NPD6051 Approved
0.7021 Intermediate Similarity NPD6116 Phase 1
0.7019 Intermediate Similarity NPD5654 Approved
0.7009 Intermediate Similarity NPD6319 Approved
0.7 Intermediate Similarity NPD4137 Phase 3
0.7 Intermediate Similarity NPD6614 Approved
0.7 Intermediate Similarity NPD3573 Approved
0.6991 Remote Similarity NPD6053 Discontinued
0.699 Remote Similarity NPD5133 Approved
0.699 Remote Similarity NPD5779 Approved
0.699 Remote Similarity NPD5778 Approved
0.6979 Remote Similarity NPD4252 Approved
0.6975 Remote Similarity NPD7604 Phase 2
0.6949 Remote Similarity NPD6908 Approved
0.6949 Remote Similarity NPD6909 Approved
0.6949 Remote Similarity NPD5983 Phase 2

  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