Structure

Physi-Chem Properties

Molecular Weight:  470.3
Volume:  506.683
LogP:  4.303
LogD:  3.441
LogS:  -4.302
# 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:  0.535
Synthetic Accessibility Score:  5.127
Fsp3:  0.793
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:  -5.13
MDCK Permeability:  2.038971069850959e-05
Pgp-inhibitor:  0.759
Pgp-substrate:  0.029
Human Intestinal Absorption (HIA):  0.022
20% Bioavailability (F20%):  0.115
30% Bioavailability (F30%):  0.214

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.832
Plasma Protein Binding (PPB):  94.79985046386719%
Volume Distribution (VD):  0.544
Pgp-substrate:  3.2613251209259033%

ADMET: Metabolism

CYP1A2-inhibitor:  0.009
CYP1A2-substrate:  0.385
CYP2C19-inhibitor:  0.012
CYP2C19-substrate:  0.88
CYP2C9-inhibitor:  0.05
CYP2C9-substrate:  0.2
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.135
CYP3A4-inhibitor:  0.174
CYP3A4-substrate:  0.227

ADMET: Excretion

Clearance (CL):  16.317
Half-life (T1/2):  0.355

ADMET: Toxicity

hERG Blockers:  0.006
Human Hepatotoxicity (H-HT):  0.472
Drug-inuced Liver Injury (DILI):  0.179
AMES Toxicity:  0.004
Rat Oral Acute Toxicity:  0.962
Maximum Recommended Daily Dose:  0.056
Skin Sensitization:  0.08
Carcinogencity:  0.278
Eye Corrosion:  0.176
Eye Irritation:  0.024
Respiratory Toxicity:  0.606

Download Data

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

  Natural Product: NPC173875

Natural Product ID:  NPC173875
Common Name*:   25S-Antcin C
IUPAC Name:   (2S,6R)-6-[(4S,5S,7S,10S,13R,14R,17R)-7-hydroxy-4,10,13-trimethyl-3,11-dioxo-2,4,5,6,7,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid
Synonyms:  
Standard InCHIKey:  TWISSXUWVGIUBP-IRXLFGEOSA-N
Standard InCHI:  InChI=1S/C29H42O5/c1-15(17(3)27(33)34)7-8-16(2)19-9-10-20-25-23(31)13-21-18(4)22(30)11-12-28(21,5)26(25)24(32)14-29(19,20)6/h16-21,23,31H,1,7-14H2,2-6H3,(H,33,34)/t16-,17+,18+,19-,20+,21+,23+,28+,29-/m1/s1
SMILES:  C=C(CC[C@@H](C)[C@H]1CC[C@H]2C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)[C@@H]1C[C@@H]3O)[C@H](C)C(=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3105010
PubChem CID:   68150385
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001445] Bile acids, alcohols and derivatives
          • [CHEMONTID:0002194] Hydroxy bile acids, alcohols and derivatives
            • [CHEMONTID:0000260] Monohydroxy bile acids, alcohols 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
NPO30573 Antrodia camphorata Species Fomitopsidaceae Eukaryota n.a. n.a. n.a. PMID[14738384]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[15095145]
NPO30573 Antrodia camphorata Species Fomitopsidaceae Eukaryota fruiting bodies n.a. n.a. PMID[16643055]
NPO30573 Antrodia camphorata Species Fomitopsidaceae Eukaryota n.a. n.a. n.a. PMID[17559265]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[17559265]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. mycelium n.a. PMID[17932820]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[21028898]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota fruiting body n.a. n.a. PMID[21028898]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota fruiting body n.a. n.a. PMID[21115251]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[23517145]
NPO30573 Antrodia camphorata Species Fomitopsidaceae Eukaryota n.a. n.a. n.a. PMID[24387703]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[31891260]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[8594142]
NPO15630 Manduca sexta Species Sphingidae Eukaryota n.a. n.a. n.a. PMID[8748375]
NPO30573 Antrodia camphorata Species Fomitopsidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6926 Colubrina asiatica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4176 Mosla scabra Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4176 Mosla scabra Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11787 Orthosiphon wulfenioides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6926 Colubrina asiatica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25603 Lycoris x chejuensis Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6926 Colubrina asiatica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11557 Echinus miliaris Species Echinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27240 Alcyonium grandis Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11787 Orthosiphon wulfenioides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29200 Moquiniastrum paniculatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4909 Hilliardiella oligocephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15630 Manduca sexta Species Sphingidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4176 Mosla scabra Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6533 Dipterocarpus pilosus Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17660 Podocarpus lawrencei Species Podocarpaceae 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
NPT81 Cell Line A549 Homo sapiens IC50 = 76200.0 nM PMID[574191]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 74200.0 nM PMID[574191]
NPT380 Cell Line U-251 Homo sapiens IC50 > 100000.0 nM PMID[574192]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 100000.0 nM PMID[574192]
NPT660 Cell Line SW480 Homo sapiens IC50 > 100000.0 nM PMID[574192]

☑ 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 NPC173875 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 NPC469995
1.0 High Similarity NPC318282
1.0 High Similarity NPC174948
0.9888 High Similarity NPC328371
0.9462 High Similarity NPC163372
0.9462 High Similarity NPC302537
0.9457 High Similarity NPC471717
0.9457 High Similarity NPC197386
0.9444 High Similarity NPC166906
0.9444 High Similarity NPC184870
0.9432 High Similarity NPC214387
0.9362 High Similarity NPC308726
0.9362 High Similarity NPC195290
0.9362 High Similarity NPC119601
0.9362 High Similarity NPC204450
0.9355 High Similarity NPC287833
0.9355 High Similarity NPC51370
0.9348 High Similarity NPC18319
0.9348 High Similarity NPC320306
0.9341 High Similarity NPC37646
0.9341 High Similarity NPC470016
0.9341 High Similarity NPC317586
0.9333 High Similarity NPC472930
0.9326 High Similarity NPC477147
0.9326 High Similarity NPC477149
0.9263 High Similarity NPC236390
0.9255 High Similarity NPC472924
0.9247 High Similarity NPC10364
0.9239 High Similarity NPC328162
0.9239 High Similarity NPC305483
0.9239 High Similarity NPC40765
0.9239 High Similarity NPC96859
0.9239 High Similarity NPC243525
0.9239 High Similarity NPC3772
0.9239 High Similarity NPC472941
0.9239 High Similarity NPC456
0.9222 High Similarity NPC63748
0.9222 High Similarity NPC107690
0.9149 High Similarity NPC205899
0.9149 High Similarity NPC327431
0.914 High Similarity NPC106557
0.914 High Similarity NPC121339
0.913 High Similarity NPC472932
0.9121 High Similarity NPC470254
0.9121 High Similarity NPC69454
0.9072 High Similarity NPC323834
0.9043 High Similarity NPC235464
0.9043 High Similarity NPC166745
0.9032 High Similarity NPC249954
0.898 High Similarity NPC472925
0.8958 High Similarity NPC56498
0.8947 High Similarity NPC316964
0.8936 High Similarity NPC43747
0.8925 High Similarity NPC259286
0.8913 High Similarity NPC25750
0.8913 High Similarity NPC206810
0.8901 High Similarity NPC48010
0.8901 High Similarity NPC469400
0.8889 High Similarity NPC295244
0.8889 High Similarity NPC242864
0.8889 High Similarity NPC143767
0.8889 High Similarity NPC131470
0.8866 High Similarity NPC55872
0.8866 High Similarity NPC251017
0.883 High Similarity NPC95565
0.883 High Similarity NPC7124
0.8817 High Similarity NPC469406
0.8804 High Similarity NPC233116
0.8791 High Similarity NPC123912
0.8791 High Similarity NPC86319
0.8791 High Similarity NPC275740
0.8776 High Similarity NPC28656
0.8764 High Similarity NPC474083
0.8763 High Similarity NPC293753
0.8763 High Similarity NPC473424
0.8763 High Similarity NPC234892
0.8763 High Similarity NPC136289
0.875 High Similarity NPC470015
0.875 High Similarity NPC168188
0.875 High Similarity NPC476274
0.8737 High Similarity NPC122294
0.8723 High Similarity NPC255809
0.8723 High Similarity NPC48330
0.8723 High Similarity NPC241156
0.8723 High Similarity NPC476174
0.871 High Similarity NPC243866
0.8696 High Similarity NPC183283
0.8687 High Similarity NPC51452
0.8681 High Similarity NPC471722
0.8667 High Similarity NPC322159
0.8667 High Similarity NPC28252
0.8667 High Similarity NPC55309
0.8667 High Similarity NPC72133
0.866 High Similarity NPC476223
0.866 High Similarity NPC224720
0.866 High Similarity NPC81530
0.866 High Similarity NPC476240
0.866 High Similarity NPC99411
0.8652 High Similarity NPC473246
0.8652 High Similarity NPC165064
0.8646 High Similarity NPC114274
0.8646 High Similarity NPC16021
0.8632 High Similarity NPC173272
0.8632 High Similarity NPC125622
0.8627 High Similarity NPC472928
0.8602 High Similarity NPC473998
0.8587 High Similarity NPC1015
0.8587 High Similarity NPC146554
0.8587 High Similarity NPC31985
0.8587 High Similarity NPC54689
0.8587 High Similarity NPC309603
0.8587 High Similarity NPC473999
0.8571 High Similarity NPC475740
0.8571 High Similarity NPC136948
0.8571 High Similarity NPC159046
0.8571 High Similarity NPC233836
0.8571 High Similarity NPC187376
0.8557 High Similarity NPC88198
0.8557 High Similarity NPC157787
0.8557 High Similarity NPC144660
0.8557 High Similarity NPC299971
0.8557 High Similarity NPC307954
0.8556 High Similarity NPC469948
0.8556 High Similarity NPC94531
0.8556 High Similarity NPC123319
0.8556 High Similarity NPC311702
0.8556 High Similarity NPC471224
0.8542 High Similarity NPC108078
0.8542 High Similarity NPC253826
0.8529 High Similarity NPC37116
0.8511 High Similarity NPC474736
0.8511 High Similarity NPC472942
0.8511 High Similarity NPC214697
0.8495 Intermediate Similarity NPC289213
0.8495 Intermediate Similarity NPC69622
0.8485 Intermediate Similarity NPC111323
0.8478 Intermediate Similarity NPC328539
0.8462 Intermediate Similarity NPC472926
0.8462 Intermediate Similarity NPC155011
0.8462 Intermediate Similarity NPC222613
0.8462 Intermediate Similarity NPC474732
0.8462 Intermediate Similarity NPC31564
0.8462 Intermediate Similarity NPC474778
0.8462 Intermediate Similarity NPC118648
0.8462 Intermediate Similarity NPC474733
0.8462 Intermediate Similarity NPC145879
0.8462 Intermediate Similarity NPC475022
0.8454 Intermediate Similarity NPC478056
0.8454 Intermediate Similarity NPC48647
0.8444 Intermediate Similarity NPC85774
0.8444 Intermediate Similarity NPC214043
0.8444 Intermediate Similarity NPC164577
0.8438 Intermediate Similarity NPC471463
0.8438 Intermediate Similarity NPC42042
0.8438 Intermediate Similarity NPC155676
0.8438 Intermediate Similarity NPC301534
0.8438 Intermediate Similarity NPC117133
0.8438 Intermediate Similarity NPC250757
0.8438 Intermediate Similarity NPC29152
0.8431 Intermediate Similarity NPC286174
0.8431 Intermediate Similarity NPC77947
0.8427 Intermediate Similarity NPC260956
0.8427 Intermediate Similarity NPC321289
0.8427 Intermediate Similarity NPC327969
0.8421 Intermediate Similarity NPC8993
0.8416 Intermediate Similarity NPC473037
0.8416 Intermediate Similarity NPC91034
0.8416 Intermediate Similarity NPC475294
0.8404 Intermediate Similarity NPC26888
0.8404 Intermediate Similarity NPC212948
0.8404 Intermediate Similarity NPC475806
0.8404 Intermediate Similarity NPC297265
0.8404 Intermediate Similarity NPC23434
0.8404 Intermediate Similarity NPC185936
0.8404 Intermediate Similarity NPC168027
0.8404 Intermediate Similarity NPC204341
0.8387 Intermediate Similarity NPC262043
0.8387 Intermediate Similarity NPC77168
0.8387 Intermediate Similarity NPC310236
0.8387 Intermediate Similarity NPC475921
0.8387 Intermediate Similarity NPC477943
0.8387 Intermediate Similarity NPC474889
0.8387 Intermediate Similarity NPC155479
0.8387 Intermediate Similarity NPC472240
0.8387 Intermediate Similarity NPC262858
0.8387 Intermediate Similarity NPC84271
0.8387 Intermediate Similarity NPC102414
0.8387 Intermediate Similarity NPC474704
0.8387 Intermediate Similarity NPC186688
0.8384 Intermediate Similarity NPC87351
0.8384 Intermediate Similarity NPC281702
0.8384 Intermediate Similarity NPC477915
0.837 Intermediate Similarity NPC96496
0.837 Intermediate Similarity NPC58063
0.837 Intermediate Similarity NPC142361
0.837 Intermediate Similarity NPC474684
0.8367 Intermediate Similarity NPC241221
0.8367 Intermediate Similarity NPC218383
0.8367 Intermediate Similarity NPC477521
0.8367 Intermediate Similarity NPC266955

  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 NPC173875 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
0.8587 High Similarity NPD5328 Approved
0.8404 Intermediate Similarity NPD6079 Approved
0.8242 Intermediate Similarity NPD4786 Approved
0.8137 Intermediate Similarity NPD7128 Approved
0.8137 Intermediate Similarity NPD5739 Approved
0.8137 Intermediate Similarity NPD6675 Approved
0.8137 Intermediate Similarity NPD6402 Approved
0.8125 Intermediate Similarity NPD6399 Phase 3
0.8065 Intermediate Similarity NPD3618 Phase 1
0.8065 Intermediate Similarity NPD5279 Phase 3
0.8061 Intermediate Similarity NPD5222 Approved
0.8061 Intermediate Similarity NPD5221 Approved
0.8061 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8061 Intermediate Similarity NPD4697 Phase 3
0.8043 Intermediate Similarity NPD3133 Approved
0.8043 Intermediate Similarity NPD3666 Approved
0.8043 Intermediate Similarity NPD3665 Phase 1
0.8022 Intermediate Similarity NPD3667 Approved
0.8021 Intermediate Similarity NPD7515 Phase 2
0.802 Intermediate Similarity NPD5211 Phase 2
0.7981 Intermediate Similarity NPD6881 Approved
0.7981 Intermediate Similarity NPD6899 Approved
0.7981 Intermediate Similarity NPD7320 Approved
0.798 Intermediate Similarity NPD5173 Approved
0.798 Intermediate Similarity NPD6084 Phase 2
0.798 Intermediate Similarity NPD4755 Approved
0.798 Intermediate Similarity NPD6083 Phase 2
0.7959 Intermediate Similarity NPD5695 Phase 3
0.7905 Intermediate Similarity NPD6373 Approved
0.7905 Intermediate Similarity NPD6372 Approved
0.7895 Intermediate Similarity NPD6672 Approved
0.7895 Intermediate Similarity NPD5737 Approved
0.7885 Intermediate Similarity NPD5697 Approved
0.7885 Intermediate Similarity NPD5701 Approved
0.7872 Intermediate Similarity NPD7521 Approved
0.7872 Intermediate Similarity NPD7334 Approved
0.7872 Intermediate Similarity NPD6409 Approved
0.7872 Intermediate Similarity NPD7146 Approved
0.7872 Intermediate Similarity NPD5330 Approved
0.7872 Intermediate Similarity NPD6684 Approved
0.7864 Intermediate Similarity NPD5141 Approved
0.7835 Intermediate Similarity NPD5284 Approved
0.7835 Intermediate Similarity NPD5281 Approved
0.783 Intermediate Similarity NPD7102 Approved
0.783 Intermediate Similarity NPD6883 Approved
0.783 Intermediate Similarity NPD7290 Approved
0.7822 Intermediate Similarity NPD5286 Approved
0.7822 Intermediate Similarity NPD4700 Approved
0.7822 Intermediate Similarity NPD4696 Approved
0.7822 Intermediate Similarity NPD5285 Approved
0.7822 Intermediate Similarity NPD7640 Approved
0.7822 Intermediate Similarity NPD7639 Approved
0.7812 Intermediate Similarity NPD4753 Phase 2
0.781 Intermediate Similarity NPD6011 Approved
0.7778 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7766 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7757 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7757 Intermediate Similarity NPD6869 Approved
0.7757 Intermediate Similarity NPD6617 Approved
0.7757 Intermediate Similarity NPD6847 Approved
0.7757 Intermediate Similarity NPD6649 Approved
0.7757 Intermediate Similarity NPD6650 Approved
0.7757 Intermediate Similarity NPD8130 Phase 1
0.7755 Intermediate Similarity NPD4202 Approved
0.7745 Intermediate Similarity NPD5223 Approved
0.7736 Intermediate Similarity NPD6012 Approved
0.7736 Intermediate Similarity NPD6014 Approved
0.7736 Intermediate Similarity NPD6013 Approved
0.7727 Intermediate Similarity NPD7115 Discovery
0.7723 Intermediate Similarity NPD7638 Approved
0.7708 Intermediate Similarity NPD6903 Approved
0.7708 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7685 Intermediate Similarity NPD6882 Approved
0.7685 Intermediate Similarity NPD8297 Approved
0.7677 Intermediate Similarity NPD7748 Approved
0.767 Intermediate Similarity NPD5225 Approved
0.767 Intermediate Similarity NPD4633 Approved
0.767 Intermediate Similarity NPD5224 Approved
0.767 Intermediate Similarity NPD5226 Approved
0.7634 Intermediate Similarity NPD4223 Phase 3
0.7634 Intermediate Similarity NPD4221 Approved
0.7596 Intermediate Similarity NPD5174 Approved
0.7596 Intermediate Similarity NPD4754 Approved
0.7596 Intermediate Similarity NPD5175 Approved
0.7579 Intermediate Similarity NPD5329 Approved
0.7549 Intermediate Similarity NPD5696 Approved
0.75 Intermediate Similarity NPD5690 Phase 2
0.75 Intermediate Similarity NPD5280 Approved
0.75 Intermediate Similarity NPD4694 Approved
0.7477 Intermediate Similarity NPD6868 Approved
0.7476 Intermediate Similarity NPD6404 Discontinued
0.7475 Intermediate Similarity NPD6050 Approved
0.7475 Intermediate Similarity NPD6411 Approved
0.7474 Intermediate Similarity NPD3668 Phase 3
0.7474 Intermediate Similarity NPD4197 Approved
0.7455 Intermediate Similarity NPD4632 Approved
0.7453 Intermediate Similarity NPD4767 Approved
0.7453 Intermediate Similarity NPD6008 Approved
0.7453 Intermediate Similarity NPD4768 Approved
0.7451 Intermediate Similarity NPD7902 Approved
0.7449 Intermediate Similarity NPD6673 Approved
0.7449 Intermediate Similarity NPD6080 Approved
0.7449 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7449 Intermediate Similarity NPD6904 Approved
0.7426 Intermediate Similarity NPD4629 Approved
0.7426 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD5210 Approved
0.74 Intermediate Similarity NPD5779 Approved
0.74 Intermediate Similarity NPD5778 Approved
0.7396 Intermediate Similarity NPD5363 Approved
0.7391 Intermediate Similarity NPD3617 Approved
0.7374 Intermediate Similarity NPD5692 Phase 3
0.7374 Intermediate Similarity NPD5785 Approved
0.7368 Intermediate Similarity NPD4788 Approved
0.7368 Intermediate Similarity NPD5362 Discontinued
0.7364 Intermediate Similarity NPD6053 Discontinued
0.7345 Intermediate Similarity NPD6335 Approved
0.7333 Intermediate Similarity NPD7632 Discontinued
0.7321 Intermediate Similarity NPD6274 Approved
0.732 Intermediate Similarity NPD4690 Approved
0.732 Intermediate Similarity NPD5786 Approved
0.732 Intermediate Similarity NPD4519 Discontinued
0.732 Intermediate Similarity NPD4693 Phase 3
0.732 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD4138 Approved
0.732 Intermediate Similarity NPD4623 Approved
0.732 Intermediate Similarity NPD4689 Approved
0.732 Intermediate Similarity NPD5205 Approved
0.732 Intermediate Similarity NPD4688 Approved
0.7315 Intermediate Similarity NPD5168 Approved
0.7315 Intermediate Similarity NPD4730 Approved
0.7315 Intermediate Similarity NPD5128 Approved
0.7315 Intermediate Similarity NPD4729 Approved
0.73 Intermediate Similarity NPD8035 Phase 2
0.73 Intermediate Similarity NPD8034 Phase 2
0.73 Intermediate Similarity NPD5693 Phase 1
0.73 Intermediate Similarity NPD5694 Approved
0.7281 Intermediate Similarity NPD7101 Approved
0.7281 Intermediate Similarity NPD7100 Approved
0.7273 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6101 Approved
0.7263 Intermediate Similarity NPD4269 Approved
0.7263 Intermediate Similarity NPD4270 Approved
0.7257 Intermediate Similarity NPD6009 Approved
0.7257 Intermediate Similarity NPD6317 Approved
0.7253 Intermediate Similarity NPD6942 Approved
0.7253 Intermediate Similarity NPD7339 Approved
0.7234 Intermediate Similarity NPD4695 Discontinued
0.72 Intermediate Similarity NPD5207 Approved
0.7193 Intermediate Similarity NPD6313 Approved
0.7193 Intermediate Similarity NPD6314 Approved
0.7182 Intermediate Similarity NPD5249 Phase 3
0.7182 Intermediate Similarity NPD5251 Approved
0.7182 Intermediate Similarity NPD5247 Approved
0.7182 Intermediate Similarity NPD5250 Approved
0.7182 Intermediate Similarity NPD5135 Approved
0.7182 Intermediate Similarity NPD4634 Approved
0.7182 Intermediate Similarity NPD5169 Approved
0.7182 Intermediate Similarity NPD5248 Approved
0.7182 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD6117 Approved
0.7172 Intermediate Similarity NPD5208 Approved
0.7158 Intermediate Similarity NPD4692 Approved
0.7158 Intermediate Similarity NPD4139 Approved
0.7157 Intermediate Similarity NPD7900 Approved
0.7157 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7155 Intermediate Similarity NPD6909 Approved
0.7155 Intermediate Similarity NPD6908 Approved
0.7143 Intermediate Similarity NPD5733 Approved
0.7143 Intermediate Similarity NPD6098 Approved
0.7129 Intermediate Similarity NPD7637 Suspended
0.7117 Intermediate Similarity NPD5217 Approved
0.7117 Intermediate Similarity NPD5216 Approved
0.7117 Intermediate Similarity NPD5215 Approved
0.7117 Intermediate Similarity NPD5127 Approved
0.7097 Intermediate Similarity NPD6116 Phase 1
0.7083 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD3573 Approved
0.7069 Intermediate Similarity NPD6319 Approved
0.7064 Intermediate Similarity NPD6412 Phase 2
0.7053 Intermediate Similarity NPD5368 Approved
0.7053 Intermediate Similarity NPD4252 Approved
0.7053 Intermediate Similarity NPD7525 Registered
0.7048 Intermediate Similarity NPD4225 Approved
0.7041 Intermediate Similarity NPD1694 Approved
0.7034 Intermediate Similarity NPD7604 Phase 2
0.703 Intermediate Similarity NPD4096 Approved
0.7021 Intermediate Similarity NPD6115 Approved
0.7021 Intermediate Similarity NPD6114 Approved
0.7021 Intermediate Similarity NPD6697 Approved
0.7021 Intermediate Similarity NPD6118 Approved
0.7019 Intermediate Similarity NPD7614 Phase 1
0.701 Intermediate Similarity NPD5332 Approved
0.701 Intermediate Similarity NPD5331 Approved
0.7009 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD5983 Phase 2
0.7 Intermediate Similarity NPD4747 Approved
0.7 Intermediate Similarity NPD4518 Approved
0.699 Remote Similarity NPD6001 Approved
0.6989 Remote Similarity NPD3701 Clinical (unspecified phase)

  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