Structure

Physi-Chem Properties

Molecular Weight:  316.2
Volume:  332.792
LogP:  4.12
LogD:  3.769
LogS:  -5.357
# Rotatable Bonds:  1
TPSA:  38.83
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.419
Synthetic Accessibility Score:  5.023
Fsp3:  0.85
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
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:  -4.83
MDCK Permeability:  3.826332977041602e-05
Pgp-inhibitor:  0.739
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.008
30% Bioavailability (F30%):  0.581

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.057
Plasma Protein Binding (PPB):  92.61957550048828%
Volume Distribution (VD):  1.886
Pgp-substrate:  3.8765270709991455%

ADMET: Metabolism

CYP1A2-inhibitor:  0.083
CYP1A2-substrate:  0.842
CYP2C19-inhibitor:  0.27
CYP2C19-substrate:  0.874
CYP2C9-inhibitor:  0.295
CYP2C9-substrate:  0.072
CYP2D6-inhibitor:  0.077
CYP2D6-substrate:  0.639
CYP3A4-inhibitor:  0.892
CYP3A4-substrate:  0.465

ADMET: Excretion

Clearance (CL):  10.101
Half-life (T1/2):  0.129

ADMET: Toxicity

hERG Blockers:  0.021
Human Hepatotoxicity (H-HT):  0.333
Drug-inuced Liver Injury (DILI):  0.299
AMES Toxicity:  0.064
Rat Oral Acute Toxicity:  0.753
Maximum Recommended Daily Dose:  0.097
Skin Sensitization:  0.269
Carcinogencity:  0.081
Eye Corrosion:  0.271
Eye Irritation:  0.157
Respiratory Toxicity:  0.976

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

  Natural Product: NPC49420

Natural Product ID:  NPC49420
Common Name*:   Aquilarabietic Acid F
IUPAC Name:   n.a.
Synonyms:   Aquilarabietic acid F
Standard InCHIKey:  LCMPHUFXGRWSHE-FDMURRQVSA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-11(2)20-9-6-13-12(16(20)23-20)10-14-15-18(13,3)7-5-8-19(15,4)17(21)22-14/h10-11,13-16H,5-9H2,1-4H3/t13-,14-,15+,16-,18+,19+,20-/m0/s1
SMILES:  CC([C@]12CC[C@H]3C(=C[C@H]4[C@@H]5[C@]3(C)CCC[C@]5(C(=O)O4)C)[C@@H]2O1)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2333394
PubChem CID:   71578633
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0001634] Naphthofurans

*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
NPO33033 chinese eaglewood Species n.a. n.a. n.a. n.a. n.a. PMID[23394318]

☑ 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
NPT1072 Individual Protein Serotonin transporter Rattus norvegicus Inhibition = 51.1 % PMID[513051]
NPT2 Others Unspecified Inhibition = 8.1 % PMID[513051]

☑ 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 NPC49420 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
0.8977 High Similarity NPC477128
0.8706 High Similarity NPC195424
0.8696 High Similarity NPC38830
0.8667 High Similarity NPC73995
0.8617 High Similarity NPC10057
0.8571 High Similarity NPC212679
0.8571 High Similarity NPC152467
0.8571 High Similarity NPC220454
0.8571 High Similarity NPC469595
0.8557 High Similarity NPC36688
0.8556 High Similarity NPC215831
0.8526 High Similarity NPC124703
0.8526 High Similarity NPC234617
0.8523 High Similarity NPC139566
0.8511 High Similarity NPC307164
0.8506 High Similarity NPC226988
0.8506 High Similarity NPC178676
0.8495 Intermediate Similarity NPC477129
0.8495 Intermediate Similarity NPC477130
0.8478 Intermediate Similarity NPC186363
0.8478 Intermediate Similarity NPC233345
0.8471 Intermediate Similarity NPC35574
0.8421 Intermediate Similarity NPC84335
0.8421 Intermediate Similarity NPC38530
0.8416 Intermediate Similarity NPC253906
0.8409 Intermediate Similarity NPC22611
0.8404 Intermediate Similarity NPC183012
0.837 Intermediate Similarity NPC8062
0.837 Intermediate Similarity NPC76286
0.8367 Intermediate Similarity NPC254202
0.8352 Intermediate Similarity NPC226863
0.8352 Intermediate Similarity NPC474845
0.8351 Intermediate Similarity NPC235142
0.8333 Intermediate Similarity NPC329692
0.8333 Intermediate Similarity NPC250981
0.8333 Intermediate Similarity NPC6979
0.8333 Intermediate Similarity NPC252295
0.8317 Intermediate Similarity NPC469370
0.8315 Intermediate Similarity NPC470011
0.8315 Intermediate Similarity NPC219011
0.83 Intermediate Similarity NPC301666
0.83 Intermediate Similarity NPC180744
0.8298 Intermediate Similarity NPC470697
0.8298 Intermediate Similarity NPC250075
0.8261 Intermediate Similarity NPC173042
0.8247 Intermediate Similarity NPC470906
0.8247 Intermediate Similarity NPC476303
0.8242 Intermediate Similarity NPC175293
0.8235 Intermediate Similarity NPC92489
0.8229 Intermediate Similarity NPC151488
0.8222 Intermediate Similarity NPC476678
0.8222 Intermediate Similarity NPC177932
0.8222 Intermediate Similarity NPC110405
0.8222 Intermediate Similarity NPC52628
0.8202 Intermediate Similarity NPC194637
0.8202 Intermediate Similarity NPC470948
0.8202 Intermediate Similarity NPC193198
0.8191 Intermediate Similarity NPC470224
0.8191 Intermediate Similarity NPC49776
0.8191 Intermediate Similarity NPC474436
0.8191 Intermediate Similarity NPC475657
0.8191 Intermediate Similarity NPC63118
0.8182 Intermediate Similarity NPC476237
0.8182 Intermediate Similarity NPC38642
0.8182 Intermediate Similarity NPC475665
0.8172 Intermediate Similarity NPC469372
0.8152 Intermediate Similarity NPC93411
0.8152 Intermediate Similarity NPC24816
0.8152 Intermediate Similarity NPC277771
0.8144 Intermediate Similarity NPC176845
0.8132 Intermediate Similarity NPC10005
0.8132 Intermediate Similarity NPC82979
0.8132 Intermediate Similarity NPC329943
0.8132 Intermediate Similarity NPC470050
0.8132 Intermediate Similarity NPC9892
0.8132 Intermediate Similarity NPC73038
0.8132 Intermediate Similarity NPC470051
0.8132 Intermediate Similarity NPC9231
0.8132 Intermediate Similarity NPC264127
0.8132 Intermediate Similarity NPC91525
0.8132 Intermediate Similarity NPC325594
0.8125 Intermediate Similarity NPC472363
0.8125 Intermediate Similarity NPC260796
0.8125 Intermediate Similarity NPC154526
0.8125 Intermediate Similarity NPC472362
0.8125 Intermediate Similarity NPC112654
0.8119 Intermediate Similarity NPC110496
0.8111 Intermediate Similarity NPC30486
0.8111 Intermediate Similarity NPC96055
0.8111 Intermediate Similarity NPC159635
0.8105 Intermediate Similarity NPC84893
0.8105 Intermediate Similarity NPC471720
0.8105 Intermediate Similarity NPC91010
0.81 Intermediate Similarity NPC189616
0.809 Intermediate Similarity NPC123880
0.809 Intermediate Similarity NPC186276
0.809 Intermediate Similarity NPC471159
0.8085 Intermediate Similarity NPC72845
0.8081 Intermediate Similarity NPC273005
0.8081 Intermediate Similarity NPC476081
0.8081 Intermediate Similarity NPC31058
0.8081 Intermediate Similarity NPC469606
0.8065 Intermediate Similarity NPC288699
0.8065 Intermediate Similarity NPC50488
0.8065 Intermediate Similarity NPC474396
0.8061 Intermediate Similarity NPC474012
0.8061 Intermediate Similarity NPC476299
0.8043 Intermediate Similarity NPC181103
0.8043 Intermediate Similarity NPC470012
0.8043 Intermediate Similarity NPC171722
0.8043 Intermediate Similarity NPC305029
0.8043 Intermediate Similarity NPC166857
0.8043 Intermediate Similarity NPC46912
0.8043 Intermediate Similarity NPC162107
0.8041 Intermediate Similarity NPC151681
0.8041 Intermediate Similarity NPC121402
0.8041 Intermediate Similarity NPC474343
0.8041 Intermediate Similarity NPC110937
0.8041 Intermediate Similarity NPC132753
0.8041 Intermediate Similarity NPC224356
0.8041 Intermediate Similarity NPC175351
0.8041 Intermediate Similarity NPC474921
0.8039 Intermediate Similarity NPC189075
0.8039 Intermediate Similarity NPC275539
0.8023 Intermediate Similarity NPC41017
0.8022 Intermediate Similarity NPC474013
0.8022 Intermediate Similarity NPC470223
0.8022 Intermediate Similarity NPC189311
0.8021 Intermediate Similarity NPC84383
0.8021 Intermediate Similarity NPC33473
0.8021 Intermediate Similarity NPC56369
0.8021 Intermediate Similarity NPC476519
0.8021 Intermediate Similarity NPC53565
0.802 Intermediate Similarity NPC469607
0.8 Intermediate Similarity NPC222358
0.8 Intermediate Similarity NPC474185
0.8 Intermediate Similarity NPC470046
0.8 Intermediate Similarity NPC122056
0.8 Intermediate Similarity NPC470047
0.8 Intermediate Similarity NPC139692
0.8 Intermediate Similarity NPC176883
0.8 Intermediate Similarity NPC120321
0.7981 Intermediate Similarity NPC469655
0.7981 Intermediate Similarity NPC470960
0.7981 Intermediate Similarity NPC474846
0.7981 Intermediate Similarity NPC469656
0.798 Intermediate Similarity NPC81530
0.7979 Intermediate Similarity NPC475776
0.7979 Intermediate Similarity NPC474728
0.7979 Intermediate Similarity NPC221111
0.7979 Intermediate Similarity NPC280149
0.7979 Intermediate Similarity NPC471896
0.7979 Intermediate Similarity NPC158488
0.7978 Intermediate Similarity NPC25554
0.7978 Intermediate Similarity NPC475951
0.7978 Intermediate Similarity NPC473420
0.7961 Intermediate Similarity NPC112457
0.7959 Intermediate Similarity NPC478056
0.7959 Intermediate Similarity NPC216478
0.7959 Intermediate Similarity NPC264378
0.7957 Intermediate Similarity NPC28227
0.7957 Intermediate Similarity NPC97884
0.7957 Intermediate Similarity NPC472302
0.7957 Intermediate Similarity NPC472220
0.7957 Intermediate Similarity NPC224145
0.7941 Intermediate Similarity NPC131665
0.7941 Intermediate Similarity NPC255387
0.7938 Intermediate Similarity NPC327179
0.7938 Intermediate Similarity NPC322063
0.7935 Intermediate Similarity NPC85698
0.7935 Intermediate Similarity NPC220478
0.7935 Intermediate Similarity NPC473226
0.7935 Intermediate Similarity NPC477920
0.7935 Intermediate Similarity NPC286153
0.7921 Intermediate Similarity NPC477127
0.7917 Intermediate Similarity NPC159410
0.7917 Intermediate Similarity NPC57117
0.7912 Intermediate Similarity NPC306951
0.7912 Intermediate Similarity NPC100391
0.7912 Intermediate Similarity NPC295799
0.7905 Intermediate Similarity NPC222834
0.79 Intermediate Similarity NPC136289
0.7895 Intermediate Similarity NPC285184
0.7895 Intermediate Similarity NPC26888
0.7895 Intermediate Similarity NPC177641
0.7895 Intermediate Similarity NPC65513
0.7895 Intermediate Similarity NPC77099
0.7895 Intermediate Similarity NPC470590
0.7895 Intermediate Similarity NPC60755
0.7889 Intermediate Similarity NPC200513
0.7889 Intermediate Similarity NPC471218
0.7885 Intermediate Similarity NPC472214
0.7885 Intermediate Similarity NPC472215
0.7879 Intermediate Similarity NPC47024
0.7879 Intermediate Similarity NPC471413
0.7879 Intermediate Similarity NPC470761
0.7879 Intermediate Similarity NPC201406
0.7879 Intermediate Similarity NPC473219
0.7879 Intermediate Similarity NPC117685
0.7872 Intermediate Similarity NPC168131

  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 NPC49420 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
0.8222 Intermediate Similarity NPD1694 Approved
0.802 Intermediate Similarity NPD6008 Approved
0.7889 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7835 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD6399 Phase 3
0.7778 Intermediate Similarity NPD7115 Discovery
0.7767 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD6684 Approved
0.7742 Intermediate Similarity NPD7334 Approved
0.7742 Intermediate Similarity NPD7521 Approved
0.7742 Intermediate Similarity NPD5330 Approved
0.7742 Intermediate Similarity NPD6409 Approved
0.7742 Intermediate Similarity NPD7146 Approved
0.7732 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7732 Intermediate Similarity NPD6001 Approved
0.7732 Intermediate Similarity NPD7900 Approved
0.766 Intermediate Similarity NPD3573 Approved
0.76 Intermediate Similarity NPD4225 Approved
0.76 Intermediate Similarity NPD7638 Approved
0.7579 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7579 Intermediate Similarity NPD6903 Approved
0.7553 Intermediate Similarity NPD3618 Phase 1
0.7551 Intermediate Similarity NPD7748 Approved
0.7547 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7526 Intermediate Similarity NPD5693 Phase 1
0.7525 Intermediate Similarity NPD7640 Approved
0.7525 Intermediate Similarity NPD7639 Approved
0.75 Intermediate Similarity NPD7902 Approved
0.75 Intermediate Similarity NPD6051 Approved
0.75 Intermediate Similarity NPD3667 Approved
0.7453 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD5737 Approved
0.7396 Intermediate Similarity NPD6672 Approved
0.7368 Intermediate Similarity NPD6098 Approved
0.7347 Intermediate Similarity NPD7515 Phase 2
0.734 Intermediate Similarity NPD4786 Approved
0.734 Intermediate Similarity NPD3668 Phase 3
0.7245 Intermediate Similarity NPD5207 Approved
0.7216 Intermediate Similarity NPD5208 Approved
0.7172 Intermediate Similarity NPD8035 Phase 2
0.7172 Intermediate Similarity NPD8034 Phase 2
0.717 Intermediate Similarity NPD6675 Approved
0.717 Intermediate Similarity NPD7128 Approved
0.717 Intermediate Similarity NPD6402 Approved
0.717 Intermediate Similarity NPD5739 Approved
0.7143 Intermediate Similarity NPD6673 Approved
0.7143 Intermediate Similarity NPD5328 Approved
0.7143 Intermediate Similarity NPD6904 Approved
0.7143 Intermediate Similarity NPD6080 Approved
0.713 Intermediate Similarity NPD6373 Approved
0.713 Intermediate Similarity NPD6372 Approved
0.7111 Intermediate Similarity NPD8039 Approved
0.7103 Intermediate Similarity NPD5697 Approved
0.7103 Intermediate Similarity NPD5701 Approved
0.71 Intermediate Similarity NPD4202 Approved
0.7087 Intermediate Similarity NPD5696 Approved
0.7083 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD6011 Approved
0.7037 Intermediate Similarity NPD7320 Approved
0.7037 Intermediate Similarity NPD6899 Approved
0.7037 Intermediate Similarity NPD6881 Approved
0.7 Intermediate Similarity NPD6079 Approved
0.7 Intermediate Similarity NPD6649 Approved
0.7 Intermediate Similarity NPD6650 Approved
0.699 Remote Similarity NPD6084 Phase 2
0.699 Remote Similarity NPD6083 Phase 2
0.6979 Remote Similarity NPD3666 Approved
0.6979 Remote Similarity NPD3133 Approved
0.6979 Remote Similarity NPD3665 Phase 1
0.6972 Remote Similarity NPD6012 Approved
0.6972 Remote Similarity NPD6013 Approved
0.6972 Remote Similarity NPD6014 Approved
0.697 Remote Similarity NPD1695 Approved
0.6961 Remote Similarity NPD5695 Phase 3
0.6909 Remote Similarity NPD7290 Approved
0.6909 Remote Similarity NPD7102 Approved
0.6909 Remote Similarity NPD6883 Approved
0.6907 Remote Similarity NPD1733 Clinical (unspecified phase)
0.69 Remote Similarity NPD5692 Phase 3
0.6893 Remote Similarity NPD4697 Phase 3
0.6887 Remote Similarity NPD7632 Discontinued
0.6847 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6847 Remote Similarity NPD6869 Approved
0.6847 Remote Similarity NPD6617 Approved
0.6847 Remote Similarity NPD6847 Approved
0.6847 Remote Similarity NPD8130 Phase 1
0.6837 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6837 Remote Similarity NPD4623 Approved
0.6837 Remote Similarity NPD4519 Discontinued
0.6832 Remote Similarity NPD6050 Approved
0.6832 Remote Similarity NPD5694 Approved
0.6832 Remote Similarity NPD6411 Approved
0.6827 Remote Similarity NPD4755 Approved
0.6786 Remote Similarity NPD6882 Approved
0.6786 Remote Similarity NPD8297 Approved
0.6771 Remote Similarity NPD4223 Phase 3
0.6771 Remote Similarity NPD4221 Approved
0.6731 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5222 Approved
0.6731 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5221 Approved
0.6729 Remote Similarity NPD5211 Phase 2
0.6727 Remote Similarity NPD6686 Approved
0.6698 Remote Similarity NPD5286 Approved
0.6698 Remote Similarity NPD5285 Approved
0.6698 Remote Similarity NPD4700 Approved
0.6698 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5284 Approved
0.6667 Remote Similarity NPD6052 Approved
0.6667 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5281 Approved
0.6636 Remote Similarity NPD5223 Approved
0.6634 Remote Similarity NPD4753 Phase 2
0.6634 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6634 Remote Similarity NPD6101 Approved
0.6633 Remote Similarity NPD4197 Approved
0.6632 Remote Similarity NPD7645 Phase 2
0.661 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6609 Remote Similarity NPD6274 Approved
0.6606 Remote Similarity NPD5141 Approved
0.6602 Remote Similarity NPD5778 Approved
0.6602 Remote Similarity NPD5779 Approved
0.6579 Remote Similarity NPD4632 Approved
0.6577 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6574 Remote Similarity NPD5226 Approved
0.6574 Remote Similarity NPD5225 Approved
0.6574 Remote Similarity NPD4633 Approved
0.6574 Remote Similarity NPD5224 Approved
0.6566 Remote Similarity NPD5329 Approved
0.6562 Remote Similarity NPD7525 Registered
0.6562 Remote Similarity NPD4695 Discontinued
0.6559 Remote Similarity NPD6942 Approved
0.6559 Remote Similarity NPD7339 Approved
0.6556 Remote Similarity NPD4137 Phase 3
0.6552 Remote Similarity NPD6317 Approved
0.6529 Remote Similarity NPD7507 Approved
0.6514 Remote Similarity NPD5174 Approved
0.6514 Remote Similarity NPD5175 Approved
0.6514 Remote Similarity NPD4754 Approved
0.6509 Remote Similarity NPD5959 Approved
0.65 Remote Similarity NPD4689 Approved
0.65 Remote Similarity NPD4693 Phase 3
0.65 Remote Similarity NPD5205 Approved
0.65 Remote Similarity NPD5279 Phase 3
0.65 Remote Similarity NPD4688 Approved
0.65 Remote Similarity NPD4138 Approved
0.65 Remote Similarity NPD4690 Approved
0.6496 Remote Similarity NPD6335 Approved
0.6496 Remote Similarity NPD6313 Approved
0.6496 Remote Similarity NPD6314 Approved
0.6491 Remote Similarity NPD6053 Discontinued
0.6484 Remote Similarity NPD4747 Approved
0.6484 Remote Similarity NPD4691 Approved
0.6481 Remote Similarity NPD4159 Approved
0.6476 Remote Similarity NPD5210 Approved
0.6476 Remote Similarity NPD4629 Approved
0.6476 Remote Similarity NPD5654 Approved
0.6476 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6466 Remote Similarity NPD6868 Approved
0.6444 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6441 Remote Similarity NPD7101 Approved
0.6441 Remote Similarity NPD7100 Approved
0.6436 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5209 Approved
0.6413 Remote Similarity NPD5777 Approved
0.641 Remote Similarity NPD6009 Approved
0.6408 Remote Similarity NPD5785 Approved
0.6408 Remote Similarity NPD46 Approved
0.6408 Remote Similarity NPD6698 Approved
0.6396 Remote Similarity NPD4767 Approved
0.6396 Remote Similarity NPD4768 Approved
0.6389 Remote Similarity NPD6648 Approved
0.6387 Remote Similarity NPD6319 Approved
0.6372 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6371 Remote Similarity NPD7319 Approved
0.6364 Remote Similarity NPD7604 Phase 2
0.6354 Remote Similarity NPD3617 Approved
0.6346 Remote Similarity NPD7637 Suspended
0.6339 Remote Similarity NPD6614 Approved
0.6337 Remote Similarity NPD5690 Phase 2
0.6337 Remote Similarity NPD4694 Approved
0.6337 Remote Similarity NPD5280 Approved
0.6333 Remote Similarity NPD5983 Phase 2
0.6333 Remote Similarity NPD8516 Approved
0.6333 Remote Similarity NPD6908 Approved
0.6333 Remote Similarity NPD8517 Approved
0.6333 Remote Similarity NPD8515 Approved
0.6333 Remote Similarity NPD6909 Approved
0.6333 Remote Similarity NPD8513 Phase 3
0.633 Remote Similarity NPD5344 Discontinued
0.6316 Remote Similarity NPD6117 Approved
0.6311 Remote Similarity NPD7492 Approved
0.6293 Remote Similarity NPD8133 Approved
0.6283 Remote Similarity NPD4729 Approved
0.6283 Remote Similarity NPD5128 Approved
0.6283 Remote Similarity NPD4730 Approved
0.6277 Remote Similarity NPD6113 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