Structure

Physi-Chem Properties

Molecular Weight:  316.2
Volume:  338.712
LogP:  3.413
LogD:  2.866
LogS:  -4.257
# Rotatable Bonds:  2
TPSA:  49.69
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.875
Synthetic Accessibility Score:  4.547
Fsp3:  0.7
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.658
MDCK Permeability:  1.8949463992612436e-05
Pgp-inhibitor:  0.916
Pgp-substrate:  0.731
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.061
30% Bioavailability (F30%):  0.025

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.595
Plasma Protein Binding (PPB):  90.17208099365234%
Volume Distribution (VD):  1.167
Pgp-substrate:  9.248567581176758%

ADMET: Metabolism

CYP1A2-inhibitor:  0.478
CYP1A2-substrate:  0.471
CYP2C19-inhibitor:  0.084
CYP2C19-substrate:  0.896
CYP2C9-inhibitor:  0.161
CYP2C9-substrate:  0.262
CYP2D6-inhibitor:  0.173
CYP2D6-substrate:  0.419
CYP3A4-inhibitor:  0.601
CYP3A4-substrate:  0.68

ADMET: Excretion

Clearance (CL):  9.639
Half-life (T1/2):  0.221

ADMET: Toxicity

hERG Blockers:  0.122
Human Hepatotoxicity (H-HT):  0.112
Drug-inuced Liver Injury (DILI):  0.092
AMES Toxicity:  0.033
Rat Oral Acute Toxicity:  0.453
Maximum Recommended Daily Dose:  0.975
Skin Sensitization:  0.658
Carcinogencity:  0.095
Eye Corrosion:  0.009
Eye Irritation:  0.135
Respiratory Toxicity:  0.926

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

  Natural Product: NPC196193

Natural Product ID:  NPC196193
Common Name*:   Isoabietenin A
IUPAC Name:   n.a.
Synonyms:   Isoabietenin A
Standard InCHIKey:  GCVSQQORMBIOEJ-MTMXWMHZSA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-11(2)12-7-13-14(22)9-16-19(3,10-21)6-5-17-20(16,4)18(13)15(8-12)23-17/h7-8,11,14,16-17,21-22H,5-6,9-10H2,1-4H3/t14-,16+,17+,19+,20-/m1/s1
SMILES:  CC(C)c1cc2[C@@H](C[C@H]3[C@@](C)(CC[C@H]4[C@]3(C)c2c(c1)O4)CO)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2334471
PubChem CID:   71579047
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids

*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
NPO33364 isodon tenuifolius Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23327668]
NPO33364 isodon tenuifolius Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[25375202]

☑ 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 25000.0 nM PMID[493126]
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000.0 nM PMID[493126]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000.0 nM PMID[493126]
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[493126]
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000.0 nM PMID[493126]
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000.0 nM PMID[493126]

☑ 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 NPC196193 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
0.9286 High Similarity NPC186889
0.8976 High Similarity NPC124030
0.8906 High Similarity NPC470724
0.8889 High Similarity NPC152946
0.8828 High Similarity NPC4286
0.8828 High Similarity NPC470726
0.8828 High Similarity NPC81641
0.8828 High Similarity NPC76119
0.8788 High Similarity NPC289624
0.8788 High Similarity NPC85595
0.8788 High Similarity NPC27578
0.8779 High Similarity NPC249425
0.8769 High Similarity NPC223912
0.874 High Similarity NPC150026
0.872 High Similarity NPC469644
0.8702 High Similarity NPC472797
0.8692 High Similarity NPC471077
0.8667 High Similarity NPC327735
0.8667 High Similarity NPC68292
0.8647 High Similarity NPC472798
0.8643 High Similarity NPC471608
0.864 High Similarity NPC471671
0.8636 High Similarity NPC470727
0.8636 High Similarity NPC325003
0.8613 High Similarity NPC221134
0.8583 High Similarity NPC96423
0.8582 High Similarity NPC26394
0.8582 High Similarity NPC211352
0.8582 High Similarity NPC227719
0.8571 High Similarity NPC78575
0.8571 High Similarity NPC153019
0.8561 High Similarity NPC472795
0.8561 High Similarity NPC472796
0.856 High Similarity NPC304510
0.856 High Similarity NPC172219
0.855 High Similarity NPC469386
0.8529 High Similarity NPC126101
0.8529 High Similarity NPC472800
0.8507 High Similarity NPC18842
0.8507 High Similarity NPC230219
0.8504 High Similarity NPC260832
0.8504 High Similarity NPC135467
0.8496 Intermediate Similarity NPC11089
0.8496 Intermediate Similarity NPC470225
0.8496 Intermediate Similarity NPC27187
0.8492 Intermediate Similarity NPC469609
0.8489 Intermediate Similarity NPC186033
0.8485 Intermediate Similarity NPC38604
0.8485 Intermediate Similarity NPC211179
0.848 Intermediate Similarity NPC92
0.848 Intermediate Similarity NPC469663
0.848 Intermediate Similarity NPC38893
0.848 Intermediate Similarity NPC477137
0.848 Intermediate Similarity NPC308311
0.8462 Intermediate Similarity NPC248557
0.8433 Intermediate Similarity NPC150011
0.8433 Intermediate Similarity NPC164574
0.8433 Intermediate Similarity NPC268917
0.8433 Intermediate Similarity NPC271945
0.8433 Intermediate Similarity NPC118114
0.8433 Intermediate Similarity NPC196765
0.8433 Intermediate Similarity NPC206224
0.8433 Intermediate Similarity NPC12875
0.8433 Intermediate Similarity NPC129784
0.8433 Intermediate Similarity NPC160623
0.8433 Intermediate Similarity NPC300875
0.8433 Intermediate Similarity NPC228369
0.8433 Intermediate Similarity NPC236014
0.8433 Intermediate Similarity NPC476166
0.8433 Intermediate Similarity NPC280653
0.8433 Intermediate Similarity NPC312341
0.8433 Intermediate Similarity NPC207892
0.8433 Intermediate Similarity NPC181497
0.8433 Intermediate Similarity NPC17343
0.8433 Intermediate Similarity NPC129106
0.8414 Intermediate Similarity NPC476452
0.84 Intermediate Similarity NPC192948
0.84 Intermediate Similarity NPC35797
0.8397 Intermediate Similarity NPC293801
0.8394 Intermediate Similarity NPC177160
0.8394 Intermediate Similarity NPC10737
0.8394 Intermediate Similarity NPC141717
0.8394 Intermediate Similarity NPC209985
0.8394 Intermediate Similarity NPC477939
0.8394 Intermediate Similarity NPC156502
0.8394 Intermediate Similarity NPC29799
0.8394 Intermediate Similarity NPC54743
0.8394 Intermediate Similarity NPC263367
0.8382 Intermediate Similarity NPC471942
0.8382 Intermediate Similarity NPC473107
0.8382 Intermediate Similarity NPC16485
0.8382 Intermediate Similarity NPC49603
0.8382 Intermediate Similarity NPC193026
0.8382 Intermediate Similarity NPC187616
0.8372 Intermediate Similarity NPC168707
0.8372 Intermediate Similarity NPC48623
0.837 Intermediate Similarity NPC59239
0.837 Intermediate Similarity NPC321086
0.837 Intermediate Similarity NPC13005
0.8369 Intermediate Similarity NPC473845
0.8358 Intermediate Similarity NPC99795
0.8346 Intermediate Similarity NPC47288
0.8346 Intermediate Similarity NPC154030
0.8345 Intermediate Similarity NPC213607
0.8345 Intermediate Similarity NPC174787
0.8345 Intermediate Similarity NPC182509
0.8333 Intermediate Similarity NPC308828
0.8333 Intermediate Similarity NPC219112
0.8333 Intermediate Similarity NPC321822
0.8333 Intermediate Similarity NPC312105
0.8333 Intermediate Similarity NPC325294
0.8333 Intermediate Similarity NPC477938
0.8321 Intermediate Similarity NPC11727
0.8321 Intermediate Similarity NPC61685
0.8321 Intermediate Similarity NPC125579
0.8321 Intermediate Similarity NPC15109
0.831 Intermediate Similarity NPC472457
0.8309 Intermediate Similarity NPC469610
0.8308 Intermediate Similarity NPC188997
0.8296 Intermediate Similarity NPC8899
0.8296 Intermediate Similarity NPC472590
0.8295 Intermediate Similarity NPC129176
0.8295 Intermediate Similarity NPC45663
0.8286 Intermediate Similarity NPC265075
0.8284 Intermediate Similarity NPC206028
0.8284 Intermediate Similarity NPC96719
0.8284 Intermediate Similarity NPC16577
0.8284 Intermediate Similarity NPC222108
0.8276 Intermediate Similarity NPC158784
0.8276 Intermediate Similarity NPC183380
0.8271 Intermediate Similarity NPC98745
0.8268 Intermediate Similarity NPC477136
0.8264 Intermediate Similarity NPC212142
0.8258 Intermediate Similarity NPC476254
0.8258 Intermediate Similarity NPC131397
0.8258 Intermediate Similarity NPC105031
0.8254 Intermediate Similarity NPC147179
0.8248 Intermediate Similarity NPC213122
0.8248 Intermediate Similarity NPC115335
0.8248 Intermediate Similarity NPC97834
0.8248 Intermediate Similarity NPC225696
0.8248 Intermediate Similarity NPC198154
0.8248 Intermediate Similarity NPC296915
0.8248 Intermediate Similarity NPC223008
0.8244 Intermediate Similarity NPC261992
0.8235 Intermediate Similarity NPC469611
0.8235 Intermediate Similarity NPC165612
0.8231 Intermediate Similarity NPC475839
0.8219 Intermediate Similarity NPC302915
0.8219 Intermediate Similarity NPC2745
0.8217 Intermediate Similarity NPC474131
0.8217 Intermediate Similarity NPC103916
0.8217 Intermediate Similarity NPC232295
0.8214 Intermediate Similarity NPC472794
0.8214 Intermediate Similarity NPC473049
0.8209 Intermediate Similarity NPC38017
0.8209 Intermediate Similarity NPC201069
0.8209 Intermediate Similarity NPC53986
0.8209 Intermediate Similarity NPC274717
0.8209 Intermediate Similarity NPC215300
0.8209 Intermediate Similarity NPC47283
0.8209 Intermediate Similarity NPC176590
0.8209 Intermediate Similarity NPC39064
0.8209 Intermediate Similarity NPC38664
0.8195 Intermediate Similarity NPC100414
0.8195 Intermediate Similarity NPC43000
0.8195 Intermediate Similarity NPC170485
0.8188 Intermediate Similarity NPC93783
0.8182 Intermediate Similarity NPC469557
0.8182 Intermediate Similarity NPC90645
0.8182 Intermediate Similarity NPC181615
0.8182 Intermediate Similarity NPC221318
0.8175 Intermediate Similarity NPC85435
0.8175 Intermediate Similarity NPC268160
0.8175 Intermediate Similarity NPC177712
0.8175 Intermediate Similarity NPC24913
0.8168 Intermediate Similarity NPC57199
0.8163 Intermediate Similarity NPC325860
0.8163 Intermediate Similarity NPC157783
0.8163 Intermediate Similarity NPC474442
0.8156 Intermediate Similarity NPC472792
0.8156 Intermediate Similarity NPC263261
0.8156 Intermediate Similarity NPC472791
0.8156 Intermediate Similarity NPC471414
0.8156 Intermediate Similarity NPC87725
0.8154 Intermediate Similarity NPC328504
0.8154 Intermediate Similarity NPC212559
0.8151 Intermediate Similarity NPC195561
0.8148 Intermediate Similarity NPC266868
0.8148 Intermediate Similarity NPC93962
0.8145 Intermediate Similarity NPC132720
0.8143 Intermediate Similarity NPC475836
0.8143 Intermediate Similarity NPC32630
0.814 Intermediate Similarity NPC32152
0.814 Intermediate Similarity NPC471449
0.8134 Intermediate Similarity NPC53781
0.8134 Intermediate Similarity NPC473134
0.8134 Intermediate Similarity NPC108164
0.8129 Intermediate Similarity NPC77861
0.8125 Intermediate Similarity NPC260397

  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 NPC196193 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
0.875 High Similarity NPD6696 Suspended
0.8496 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.8444 Intermediate Similarity NPD5735 Approved
0.8409 Intermediate Similarity NPD2861 Phase 2
0.8385 Intermediate Similarity NPD5327 Phase 3
0.837 Intermediate Similarity NPD4140 Approved
0.8333 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.8286 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.8284 Intermediate Similarity NPD4625 Phase 3
0.8116 Intermediate Similarity NPD6353 Approved
0.8116 Intermediate Similarity NPD4097 Suspended
0.8106 Intermediate Similarity NPD4749 Approved
0.8102 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.8102 Intermediate Similarity NPD3620 Phase 2
0.8088 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8028 Intermediate Similarity NPD6674 Discontinued
0.7941 Intermediate Similarity NPD4908 Phase 1
0.7926 Intermediate Similarity NPD4624 Approved
0.7923 Intermediate Similarity NPD3091 Approved
0.791 Intermediate Similarity NPD8651 Approved
0.7907 Intermediate Similarity NPD7340 Approved
0.7887 Intermediate Similarity NPD5762 Approved
0.7887 Intermediate Similarity NPD5763 Approved
0.7877 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7842 Intermediate Similarity NPD4060 Phase 1
0.7836 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.782 Intermediate Similarity NPD3092 Approved
0.782 Intermediate Similarity NPD1610 Phase 2
0.7817 Intermediate Similarity NPD6100 Approved
0.7817 Intermediate Similarity NPD6099 Approved
0.7812 Intermediate Similarity NPD1398 Phase 1
0.7803 Intermediate Similarity NPD4626 Approved
0.7727 Intermediate Similarity NPD5691 Approved
0.7721 Intermediate Similarity NPD3094 Phase 2
0.7692 Intermediate Similarity NPD6671 Approved
0.7669 Intermediate Similarity NPD3095 Discontinued
0.7669 Intermediate Similarity NPD1778 Approved
0.7606 Intermediate Similarity NPD2157 Approved
0.7589 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7589 Intermediate Similarity NPD2238 Phase 2
0.7589 Intermediate Similarity NPD1613 Approved
0.7586 Intermediate Similarity NPD7037 Approved
0.7584 Intermediate Similarity NPD6273 Approved
0.758 Intermediate Similarity NPD3051 Approved
0.7571 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD7157 Approved
0.7556 Intermediate Similarity NPD1611 Approved
0.7532 Intermediate Similarity NPD2970 Approved
0.7532 Intermediate Similarity NPD2969 Approved
0.7519 Intermediate Similarity NPD7741 Discontinued
0.7519 Intermediate Similarity NPD1548 Phase 1
0.7518 Intermediate Similarity NPD8032 Phase 2
0.7517 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD6004 Phase 3
0.7517 Intermediate Similarity NPD6005 Phase 3
0.7517 Intermediate Similarity NPD6002 Phase 3
0.7516 Intermediate Similarity NPD37 Approved
0.75 Intermediate Similarity NPD2235 Phase 2
0.75 Intermediate Similarity NPD2231 Phase 2
0.7484 Intermediate Similarity NPD4965 Approved
0.7484 Intermediate Similarity NPD4967 Phase 2
0.7484 Intermediate Similarity NPD4966 Approved
0.7483 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7482 Intermediate Similarity NPD1712 Approved
0.7482 Intermediate Similarity NPD5736 Approved
0.7462 Intermediate Similarity NPD7635 Approved
0.7447 Intermediate Similarity NPD6812 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD2677 Approved
0.7426 Intermediate Similarity NPD3705 Approved
0.7422 Intermediate Similarity NPD2684 Approved
0.7413 Intermediate Similarity NPD3657 Discovery
0.741 Intermediate Similarity NPD6584 Phase 3
0.7407 Intermediate Similarity NPD5125 Phase 3
0.7407 Intermediate Similarity NPD5126 Approved
0.7391 Intermediate Similarity NPD1283 Approved
0.7379 Intermediate Similarity NPD5588 Approved
0.7376 Intermediate Similarity NPD3027 Phase 3
0.7375 Intermediate Similarity NPD2489 Approved
0.7375 Intermediate Similarity NPD27 Approved
0.7372 Intermediate Similarity NPD2233 Approved
0.7372 Intermediate Similarity NPD2230 Approved
0.7372 Intermediate Similarity NPD2232 Approved
0.7365 Intermediate Similarity NPD3892 Phase 2
0.7365 Intermediate Similarity NPD7003 Approved
0.7365 Intermediate Similarity NPD4628 Phase 3
0.7357 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD3496 Discontinued
0.7351 Intermediate Similarity NPD6090 Discontinued
0.7344 Intermediate Similarity NPD290 Approved
0.7344 Intermediate Similarity NPD2342 Discontinued
0.7333 Intermediate Similarity NPD5585 Approved
0.7333 Intermediate Similarity NPD1651 Approved
0.7324 Intermediate Similarity NPD7294 Phase 1
0.732 Intermediate Similarity NPD3226 Approved
0.7313 Intermediate Similarity NPD7644 Approved
0.731 Intermediate Similarity NPD4538 Approved
0.731 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD4536 Approved
0.7308 Intermediate Similarity NPD2560 Approved
0.7308 Intermediate Similarity NPD2563 Approved
0.7305 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD1091 Approved
0.7296 Intermediate Similarity NPD8127 Discontinued
0.7296 Intermediate Similarity NPD6959 Discontinued
0.7292 Intermediate Similarity NPD5124 Phase 1
0.7292 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD3019 Approved
0.7279 Intermediate Similarity NPD4059 Approved
0.7278 Intermediate Similarity NPD6234 Discontinued
0.7273 Intermediate Similarity NPD6663 Approved
0.7267 Intermediate Similarity NPD5058 Phase 3
0.7267 Intermediate Similarity NPD6666 Approved
0.7267 Intermediate Similarity NPD6667 Approved
0.7266 Intermediate Similarity NPD968 Approved
0.726 Intermediate Similarity NPD7033 Discontinued
0.7254 Intermediate Similarity NPD7095 Approved
0.725 Intermediate Similarity NPD7229 Phase 3
0.7246 Intermediate Similarity NPD1840 Phase 2
0.7246 Intermediate Similarity NPD1608 Approved
0.7244 Intermediate Similarity NPD5929 Approved
0.7239 Intermediate Similarity NPD5844 Phase 1
0.7237 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD4750 Phase 3
0.7222 Intermediate Similarity NPD2979 Phase 3
0.7219 Intermediate Similarity NPD7041 Phase 2
0.7219 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7206 Intermediate Similarity NPD3445 Approved
0.7206 Intermediate Similarity NPD3443 Approved
0.7206 Intermediate Similarity NPD1357 Approved
0.7206 Intermediate Similarity NPD3444 Approved
0.7203 Intermediate Similarity NPD7985 Registered
0.7197 Intermediate Similarity NPD7843 Approved
0.7194 Intermediate Similarity NPD6582 Phase 2
0.7194 Intermediate Similarity NPD6583 Phase 3
0.719 Intermediate Similarity NPD5699 Approved
0.7181 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD1281 Approved
0.7172 Intermediate Similarity NPD6355 Discontinued
0.7171 Intermediate Similarity NPD2534 Approved
0.7171 Intermediate Similarity NPD2533 Approved
0.7171 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD7020 Approved
0.7171 Intermediate Similarity NPD2532 Approved
0.7171 Intermediate Similarity NPD7019 Approved
0.717 Intermediate Similarity NPD5709 Phase 3
0.7163 Intermediate Similarity NPD3690 Phase 2
0.7163 Intermediate Similarity NPD3691 Phase 2
0.7162 Intermediate Similarity NPD2346 Discontinued
0.7153 Intermediate Similarity NPD5846 Approved
0.7153 Intermediate Similarity NPD6516 Phase 2
0.7153 Intermediate Similarity NPD2932 Approved
0.7143 Intermediate Similarity NPD5960 Phase 3
0.7143 Intermediate Similarity NPD5283 Phase 1
0.7143 Intermediate Similarity NPD6071 Discontinued
0.7133 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD6331 Phase 2
0.7133 Intermediate Similarity NPD4110 Phase 3
0.7126 Intermediate Similarity NPD4577 Approved
0.7126 Intermediate Similarity NPD4578 Approved
0.7125 Intermediate Similarity NPD4666 Phase 3
0.7124 Intermediate Similarity NPD4319 Phase 2
0.7113 Intermediate Similarity NPD2237 Approved
0.7101 Intermediate Similarity NPD4663 Approved
0.7095 Intermediate Similarity NPD4477 Approved
0.7095 Intermediate Similarity NPD4476 Approved
0.7092 Intermediate Similarity NPD2797 Approved
0.7083 Intermediate Similarity NPD6798 Discontinued
0.7081 Intermediate Similarity NPD7199 Phase 2
0.7075 Intermediate Similarity NPD7097 Phase 1
0.7073 Intermediate Similarity NPD7228 Approved
0.7071 Intermediate Similarity NPD4359 Approved
0.7071 Intermediate Similarity NPD1669 Approved
0.7068 Intermediate Similarity NPD5535 Approved
0.7047 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD288 Approved
0.7039 Intermediate Similarity NPD6815 Approved
0.7037 Intermediate Similarity NPD709 Approved
0.7029 Intermediate Similarity NPD17 Approved
0.7027 Intermediate Similarity NPD2155 Approved
0.7027 Intermediate Similarity NPD2154 Approved
0.7027 Intermediate Similarity NPD2156 Approved
0.7027 Intermediate Similarity NPD4108 Discontinued
0.7025 Intermediate Similarity NPD7819 Suspended
0.7025 Intermediate Similarity NPD5760 Phase 2
0.7025 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD5761 Phase 2
0.7024 Intermediate Similarity NPD7311 Approved
0.7024 Intermediate Similarity NPD7313 Approved
0.7024 Intermediate Similarity NPD7310 Approved
0.7024 Intermediate Similarity NPD7312 Approved
0.702 Intermediate Similarity NPD7466 Approved
0.702 Intermediate Similarity NPD7982 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD2676 Approved
0.7013 Intermediate Similarity NPD2675 Approved
0.7008 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD4579 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD1182 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