Structure

Physi-Chem Properties

Molecular Weight:  254.19
Volume:  274.618
LogP:  1.808
LogD:  2.072
LogS:  -1.342
# Rotatable Bonds:  3
TPSA:  60.69
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.67
Synthetic Accessibility Score:  4.754
Fsp3:  0.867
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -4.784
MDCK Permeability:  3.437060513533652e-05
Pgp-inhibitor:  0.003
Pgp-substrate:  0.115
Human Intestinal Absorption (HIA):  0.014
20% Bioavailability (F20%):  0.115
30% Bioavailability (F30%):  0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.286
Plasma Protein Binding (PPB):  41.296268463134766%
Volume Distribution (VD):  0.895
Pgp-substrate:  51.06950378417969%

ADMET: Metabolism

CYP1A2-inhibitor:  0.038
CYP1A2-substrate:  0.579
CYP2C19-inhibitor:  0.014
CYP2C19-substrate:  0.856
CYP2C9-inhibitor:  0.006
CYP2C9-substrate:  0.067
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.069
CYP3A4-inhibitor:  0.375
CYP3A4-substrate:  0.306

ADMET: Excretion

Clearance (CL):  8.898
Half-life (T1/2):  0.781

ADMET: Toxicity

hERG Blockers:  0.017
Human Hepatotoxicity (H-HT):  0.355
Drug-inuced Liver Injury (DILI):  0.309
AMES Toxicity:  0.038
Rat Oral Acute Toxicity:  0.304
Maximum Recommended Daily Dose:  0.028
Skin Sensitization:  0.681
Carcinogencity:  0.896
Eye Corrosion:  0.719
Eye Irritation:  0.98
Respiratory Toxicity:  0.961

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

  Natural Product: NPC211291

Natural Product ID:  NPC211291
Common Name*:   (-)-(2S,3S,6S,7S,9R)-Tremul-1(10)-Ene-11,12,14-Triol
IUPAC Name:   [(2R,4S,5S,8S,8aS)-2,4-bis(hydroxymethyl)-2,8-dimethyl-4,5,6,7,8,8a-hexahydro-1H-azulen-5-yl]methanol
Synonyms:  
Standard InCHIKey:  CXRTZNIGUJLOOU-CUZKYEQNSA-N
Standard InCHI:  InChI=1S/C15H26O3/c1-10-3-4-11(7-16)14(8-17)13-6-15(2,9-18)5-12(10)13/h6,10-12,14,16-18H,3-5,7-9H2,1-2H3/t10-,11+,12-,14-,15+/m0/s1
SMILES:  C[C@H]1CC[C@H](CO)[C@H](CO)C2=C[C@@](C)(C[C@@H]12)CO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1172782
PubChem CID:   46872469
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000129] Alcohols and polyols
          • [CHEMONTID:0000286] Primary alcohols

*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
NPO24588 Phellinus igniarius Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. PMID[15165144]
NPO24588 Phellinus igniarius Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. PMID[15844878]
NPO24588 Phellinus igniarius Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. PMID[16209522]
NPO24588 Phellinus igniarius Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. PMID[17279797]
NPO24588 Phellinus igniarius Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. PMID[20583752]
NPO24588 Phellinus igniarius Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24588 Phellinus igniarius Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24588 Phellinus igniarius Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24588 Phellinus igniarius Species Hymenochaetaceae 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
NPT2847 Tissue Thoracic aorta Rattus norvegicus Activity = 35.7 % PMID[521853]

☑ 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 NPC211291 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 NPC133368
0.8983 High Similarity NPC10017
0.8594 High Similarity NPC272125
0.8462 Intermediate Similarity NPC472253
0.8462 Intermediate Similarity NPC472255
0.8413 Intermediate Similarity NPC279200
0.8361 Intermediate Similarity NPC475830
0.8358 Intermediate Similarity NPC470041
0.8182 Intermediate Similarity NPC477791
0.8182 Intermediate Similarity NPC136813
0.806 Intermediate Similarity NPC167527
0.8033 Intermediate Similarity NPC274396
0.803 Intermediate Similarity NPC162309
0.8 Intermediate Similarity NPC110241
0.7971 Intermediate Similarity NPC471662
0.7969 Intermediate Similarity NPC274704
0.7879 Intermediate Similarity NPC187619
0.7879 Intermediate Similarity NPC19569
0.7879 Intermediate Similarity NPC477009
0.7879 Intermediate Similarity NPC61503
0.7879 Intermediate Similarity NPC238352
0.7826 Intermediate Similarity NPC471781
0.7746 Intermediate Similarity NPC471659
0.7727 Intermediate Similarity NPC309300
0.7681 Intermediate Similarity NPC217570
0.7681 Intermediate Similarity NPC90115
0.7671 Intermediate Similarity NPC471454
0.7656 Intermediate Similarity NPC5698
0.7639 Intermediate Similarity NPC319090
0.7639 Intermediate Similarity NPC23231
0.7639 Intermediate Similarity NPC60818
0.7639 Intermediate Similarity NPC328104
0.7619 Intermediate Similarity NPC278550
0.7612 Intermediate Similarity NPC469326
0.7612 Intermediate Similarity NPC261782
0.7612 Intermediate Similarity NPC205618
0.7606 Intermediate Similarity NPC474140
0.7571 Intermediate Similarity NPC92801
0.7541 Intermediate Similarity NPC192962
0.7538 Intermediate Similarity NPC323153
0.7538 Intermediate Similarity NPC471081
0.7538 Intermediate Similarity NPC99487
0.7536 Intermediate Similarity NPC160209
0.7534 Intermediate Similarity NPC471658
0.75 Intermediate Similarity NPC329090
0.75 Intermediate Similarity NPC27395
0.7465 Intermediate Similarity NPC41886
0.7465 Intermediate Similarity NPC477792
0.7463 Intermediate Similarity NPC300593
0.7463 Intermediate Similarity NPC225415
0.7463 Intermediate Similarity NPC469723
0.7463 Intermediate Similarity NPC290367
0.7432 Intermediate Similarity NPC31037
0.7429 Intermediate Similarity NPC144647
0.7424 Intermediate Similarity NPC210346
0.7424 Intermediate Similarity NPC63111
0.7424 Intermediate Similarity NPC475251
0.7419 Intermediate Similarity NPC286752
0.7397 Intermediate Similarity NPC113639
0.7391 Intermediate Similarity NPC69649
0.7391 Intermediate Similarity NPC68703
0.7385 Intermediate Similarity NPC122239
0.7385 Intermediate Similarity NPC469321
0.7361 Intermediate Similarity NPC234527
0.7361 Intermediate Similarity NPC474743
0.7361 Intermediate Similarity NPC14352
0.7353 Intermediate Similarity NPC471200
0.7313 Intermediate Similarity NPC474155
0.7313 Intermediate Similarity NPC473759
0.7313 Intermediate Similarity NPC473508
0.7302 Intermediate Similarity NPC298299
0.7297 Intermediate Similarity NPC315261
0.7297 Intermediate Similarity NPC107059
0.7297 Intermediate Similarity NPC126969
0.7297 Intermediate Similarity NPC321381
0.7297 Intermediate Similarity NPC96319
0.7297 Intermediate Similarity NPC321016
0.7286 Intermediate Similarity NPC470040
0.7286 Intermediate Similarity NPC471238
0.7286 Intermediate Similarity NPC208999
0.7286 Intermediate Similarity NPC224532
0.7273 Intermediate Similarity NPC135648
0.7273 Intermediate Similarity NPC66020
0.7273 Intermediate Similarity NPC136150
0.7273 Intermediate Similarity NPC252809
0.726 Intermediate Similarity NPC309178
0.726 Intermediate Similarity NPC102463
0.7246 Intermediate Similarity NPC311736
0.7246 Intermediate Similarity NPC149680
0.7246 Intermediate Similarity NPC267027
0.7241 Intermediate Similarity NPC210560
0.7241 Intermediate Similarity NPC87439
0.7241 Intermediate Similarity NPC165651
0.7241 Intermediate Similarity NPC24824
0.7237 Intermediate Similarity NPC472463
0.7231 Intermediate Similarity NPC155025
0.7231 Intermediate Similarity NPC226848
0.7222 Intermediate Similarity NPC164022
0.7222 Intermediate Similarity NPC471660
0.7222 Intermediate Similarity NPC242001
0.7206 Intermediate Similarity NPC107540
0.7206 Intermediate Similarity NPC219940
0.72 Intermediate Similarity NPC198968
0.72 Intermediate Similarity NPC155986
0.72 Intermediate Similarity NPC318495
0.7183 Intermediate Similarity NPC167272
0.7183 Intermediate Similarity NPC269877
0.7183 Intermediate Similarity NPC473893
0.7183 Intermediate Similarity NPC471560
0.7167 Intermediate Similarity NPC62755
0.7164 Intermediate Similarity NPC225342
0.7164 Intermediate Similarity NPC147524
0.7162 Intermediate Similarity NPC471468
0.7162 Intermediate Similarity NPC230301
0.7162 Intermediate Similarity NPC291503
0.7162 Intermediate Similarity NPC304309
0.7162 Intermediate Similarity NPC285893
0.7162 Intermediate Similarity NPC22105
0.7162 Intermediate Similarity NPC134847
0.7162 Intermediate Similarity NPC288035
0.7162 Intermediate Similarity NPC136188
0.7162 Intermediate Similarity NPC162742
0.7162 Intermediate Similarity NPC28657
0.7162 Intermediate Similarity NPC313185
0.7143 Intermediate Similarity NPC114651
0.7143 Intermediate Similarity NPC197805
0.7143 Intermediate Similarity NPC171225
0.7143 Intermediate Similarity NPC163290
0.7123 Intermediate Similarity NPC68443
0.7123 Intermediate Similarity NPC471799
0.7121 Intermediate Similarity NPC184049
0.7121 Intermediate Similarity NPC52431
0.7121 Intermediate Similarity NPC310228
0.7121 Intermediate Similarity NPC99480
0.7105 Intermediate Similarity NPC87604
0.7105 Intermediate Similarity NPC474216
0.7105 Intermediate Similarity NPC473943
0.7105 Intermediate Similarity NPC275910
0.7105 Intermediate Similarity NPC138621
0.7105 Intermediate Similarity NPC167037
0.7105 Intermediate Similarity NPC477522
0.7105 Intermediate Similarity NPC6978
0.7105 Intermediate Similarity NPC244385
0.7101 Intermediate Similarity NPC172613
0.7101 Intermediate Similarity NPC2728
0.7101 Intermediate Similarity NPC300442
0.7101 Intermediate Similarity NPC11555
0.7101 Intermediate Similarity NPC208198
0.7101 Intermediate Similarity NPC60837
0.7101 Intermediate Similarity NPC282619
0.7083 Intermediate Similarity NPC254845
0.7083 Intermediate Similarity NPC34834
0.7083 Intermediate Similarity NPC280256
0.7083 Intermediate Similarity NPC49422
0.7083 Intermediate Similarity NPC9161
0.7083 Intermediate Similarity NPC145498
0.7067 Intermediate Similarity NPC310643
0.7067 Intermediate Similarity NPC274079
0.7067 Intermediate Similarity NPC476317
0.7067 Intermediate Similarity NPC240604
0.7067 Intermediate Similarity NPC300324
0.7067 Intermediate Similarity NPC113733
0.7067 Intermediate Similarity NPC477925
0.7067 Intermediate Similarity NPC215481
0.7059 Intermediate Similarity NPC124112
0.7059 Intermediate Similarity NPC83200
0.7059 Intermediate Similarity NPC474480
0.7042 Intermediate Similarity NPC216460
0.7042 Intermediate Similarity NPC96484
0.7031 Intermediate Similarity NPC148216
0.7031 Intermediate Similarity NPC130209
0.7031 Intermediate Similarity NPC148163
0.7031 Intermediate Similarity NPC218525
0.7027 Intermediate Similarity NPC243342
0.7027 Intermediate Similarity NPC471797
0.7027 Intermediate Similarity NPC477138
0.7015 Intermediate Similarity NPC240506
0.7015 Intermediate Similarity NPC47840
0.7015 Intermediate Similarity NPC234264
0.7013 Intermediate Similarity NPC181195
0.7013 Intermediate Similarity NPC28862
0.7013 Intermediate Similarity NPC261125
0.7013 Intermediate Similarity NPC47982
0.7013 Intermediate Similarity NPC109546
0.7013 Intermediate Similarity NPC273410
0.7013 Intermediate Similarity NPC328714
0.7013 Intermediate Similarity NPC84694
0.7013 Intermediate Similarity NPC143182
0.7013 Intermediate Similarity NPC80530
0.7013 Intermediate Similarity NPC229204
0.7013 Intermediate Similarity NPC31258
0.7013 Intermediate Similarity NPC17550
0.7013 Intermediate Similarity NPC81306
0.7 Intermediate Similarity NPC469328
0.7 Intermediate Similarity NPC286669
0.7 Intermediate Similarity NPC202017
0.7 Intermediate Similarity NPC326310
0.7 Intermediate Similarity NPC476039
0.7 Intermediate Similarity NPC222366
0.6986 Remote Similarity NPC167706

  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 NPC211291 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
0.75 Intermediate Similarity NPD6924 Approved
0.75 Intermediate Similarity NPD6926 Approved
0.7368 Intermediate Similarity NPD7509 Discontinued
0.7297 Intermediate Similarity NPD6933 Approved
0.7297 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7183 Intermediate Similarity NPD6922 Approved
0.7183 Intermediate Similarity NPD6923 Approved
0.7162 Intermediate Similarity NPD7339 Approved
0.7162 Intermediate Similarity NPD6942 Approved
0.7083 Intermediate Similarity NPD7143 Approved
0.7083 Intermediate Similarity NPD7144 Approved
0.7031 Intermediate Similarity NPD342 Phase 1
0.7013 Intermediate Similarity NPD6929 Approved
0.6986 Remote Similarity NPD7150 Approved
0.6986 Remote Similarity NPD7151 Approved
0.6986 Remote Similarity NPD7152 Approved
0.6923 Remote Similarity NPD7525 Registered
0.6923 Remote Similarity NPD6930 Phase 2
0.6923 Remote Similarity NPD6931 Approved
0.6912 Remote Similarity NPD368 Approved
0.6883 Remote Similarity NPD7322 Clinical (unspecified phase)
0.679 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6753 Remote Similarity NPD6932 Approved
0.6753 Remote Similarity NPD5776 Phase 2
0.6753 Remote Similarity NPD6925 Approved
0.675 Remote Similarity NPD3667 Approved
0.6709 Remote Similarity NPD7332 Phase 2
0.6667 Remote Similarity NPD7145 Approved
0.6667 Remote Similarity NPD6695 Phase 3
0.6625 Remote Similarity NPD6898 Phase 1
0.6585 Remote Similarity NPD4786 Approved
0.6582 Remote Similarity NPD6683 Phase 2
0.6579 Remote Similarity NPD4785 Approved
0.6579 Remote Similarity NPD4784 Approved
0.6533 Remote Similarity NPD4243 Approved
0.6506 Remote Similarity NPD6893 Approved
0.65 Remote Similarity NPD7514 Phase 3
0.6494 Remote Similarity NPD8264 Approved
0.642 Remote Similarity NPD6902 Approved
0.6404 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6386 Remote Similarity NPD3665 Phase 1
0.6386 Remote Similarity NPD3133 Approved
0.6386 Remote Similarity NPD3666 Approved
0.6375 Remote Similarity NPD7645 Phase 2
0.6353 Remote Similarity NPD7750 Discontinued
0.6353 Remote Similarity NPD7524 Approved
0.6353 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4819 Approved
0.6296 Remote Similarity NPD4748 Discontinued
0.6296 Remote Similarity NPD4820 Approved
0.6296 Remote Similarity NPD4822 Approved
0.6296 Remote Similarity NPD4821 Approved
0.6282 Remote Similarity NPD4190 Phase 3
0.6282 Remote Similarity NPD5275 Approved
0.6267 Remote Similarity NPD1082 Approved
0.6265 Remote Similarity NPD5362 Discontinued
0.625 Remote Similarity NPD4271 Approved
0.625 Remote Similarity NPD4268 Approved
0.625 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6235 Remote Similarity NPD5279 Phase 3
0.6235 Remote Similarity NPD3618 Phase 1
0.6203 Remote Similarity NPD1346 Approved
0.6176 Remote Similarity NPD4219 Approved
0.6173 Remote Similarity NPD4195 Approved
0.6098 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6098 Remote Similarity NPD5368 Approved
0.6071 Remote Similarity NPD5331 Approved
0.6071 Remote Similarity NPD7154 Phase 3
0.6071 Remote Similarity NPD5332 Approved
0.6067 Remote Similarity NPD7087 Discontinued
0.6053 Remote Similarity NPD15 Approved
0.6053 Remote Similarity NPD791 Approved
0.6024 Remote Similarity NPD857 Phase 3
0.6024 Remote Similarity NPD5369 Approved
0.6024 Remote Similarity NPD4790 Discontinued
0.6023 Remote Similarity NPD5328 Approved
0.6023 Remote Similarity NPD4753 Phase 2
0.6 Remote Similarity NPD4202 Approved
0.6 Remote Similarity NPD3668 Phase 3
0.6 Remote Similarity NPD6399 Phase 3
0.5955 Remote Similarity NPD7136 Phase 2
0.5952 Remote Similarity NPD4221 Approved
0.5952 Remote Similarity NPD6435 Approved
0.5952 Remote Similarity NPD4269 Approved
0.5952 Remote Similarity NPD4223 Phase 3
0.5952 Remote Similarity NPD4270 Approved
0.5934 Remote Similarity NPD5282 Discontinued
0.593 Remote Similarity NPD6082 Clinical (unspecified phase)
0.593 Remote Similarity NPD1696 Phase 3
0.5904 Remote Similarity NPD4695 Discontinued
0.5889 Remote Similarity NPD6079 Approved
0.5873 Remote Similarity NPD4265 Approved
0.5843 Remote Similarity NPD1695 Approved
0.5823 Remote Similarity NPD4732 Discontinued
0.5814 Remote Similarity NPD4197 Approved
0.5778 Remote Similarity NPD5785 Approved
0.5747 Remote Similarity NPD5363 Approved
0.5747 Remote Similarity NPD5329 Approved
0.5745 Remote Similarity NPD4755 Approved
0.573 Remote Similarity NPD4518 Approved
0.5714 Remote Similarity NPD6411 Approved
0.5714 Remote Similarity NPD4252 Approved
0.5714 Remote Similarity NPD7637 Suspended
0.5699 Remote Similarity NPD4629 Approved
0.5699 Remote Similarity NPD5210 Approved
0.5698 Remote Similarity NPD4788 Approved
0.5682 Remote Similarity NPD4693 Phase 3
0.5682 Remote Similarity NPD4694 Approved
0.5682 Remote Similarity NPD5280 Approved
0.5682 Remote Similarity NPD4249 Approved
0.5682 Remote Similarity NPD4689 Approved
0.5682 Remote Similarity NPD4623 Approved
0.5682 Remote Similarity NPD4690 Approved
0.5682 Remote Similarity NPD4519 Discontinued
0.5682 Remote Similarity NPD5690 Phase 2
0.5682 Remote Similarity NPD4688 Approved
0.5682 Remote Similarity NPD5205 Approved
0.5682 Remote Similarity NPD4138 Approved
0.5682 Remote Similarity NPD5786 Approved
0.5663 Remote Similarity NPD3617 Approved
0.5658 Remote Similarity NPD7331 Phase 2
0.5638 Remote Similarity NPD5221 Approved
0.5638 Remote Similarity NPD5222 Approved
0.5638 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5638 Remote Similarity NPD4697 Phase 3
0.5632 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5625 Remote Similarity NPD4696 Approved
0.5625 Remote Similarity NPD5286 Approved
0.5625 Remote Similarity NPD5285 Approved
0.5625 Remote Similarity NPD4700 Approved
0.5618 Remote Similarity NPD4250 Approved
0.5618 Remote Similarity NPD4251 Approved
0.5616 Remote Similarity NPD1145 Discontinued
0.5604 Remote Similarity NPD4001 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