Structure

Physi-Chem Properties

Molecular Weight:  330.22
Volume:  356.008
LogP:  2.9
LogD:  2.833
LogS:  -3.615
# Rotatable Bonds:  1
TPSA:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.746
Synthetic Accessibility Score:  4.395
Fsp3:  0.81
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:  -4.681
MDCK Permeability:  1.7867772839963436e-05
Pgp-inhibitor:  0.701
Pgp-substrate:  0.787
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.878
30% Bioavailability (F30%):  0.016

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.861
Plasma Protein Binding (PPB):  61.375144958496094%
Volume Distribution (VD):  0.574
Pgp-substrate:  16.389144897460938%

ADMET: Metabolism

CYP1A2-inhibitor:  0.03
CYP1A2-substrate:  0.521
CYP2C19-inhibitor:  0.066
CYP2C19-substrate:  0.739
CYP2C9-inhibitor:  0.096
CYP2C9-substrate:  0.187
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.614
CYP3A4-inhibitor:  0.654
CYP3A4-substrate:  0.295

ADMET: Excretion

Clearance (CL):  16.608
Half-life (T1/2):  0.9

ADMET: Toxicity

hERG Blockers:  0.036
Human Hepatotoxicity (H-HT):  0.062
Drug-inuced Liver Injury (DILI):  0.221
AMES Toxicity:  0.013
Rat Oral Acute Toxicity:  0.73
Maximum Recommended Daily Dose:  0.796
Skin Sensitization:  0.322
Carcinogencity:  0.822
Eye Corrosion:  0.916
Eye Irritation:  0.376
Respiratory Toxicity:  0.979

Download Data

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

  Natural Product: NPC328539

Natural Product ID:  NPC328539
Common Name*:   11Beta-Hydroxyprogesterone
IUPAC Name:   (8S,9S,10R,11S,13S,14S,17S)-17-acetyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Synonyms:  
Standard InCHIKey:  BFZHCUBIASXHPK-ATWVFEABSA-N
Standard InCHI:  InChI=1S/C21H30O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h10,15-19,24H,4-9,11H2,1-3H3/t15-,16+,17-,18-,19+,20-,21+/m0/s1
SMILES:  O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1CC[C@@H]2C(=O)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2440888
PubChem CID:   101788
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0003569] Pregnane steroids
          • [CHEMONTID:0001468] Gluco/mineralocorticoids, progestogins 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

☑ 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
NPT541 Individual Protein Mineralocorticoid receptor Homo sapiens EC50 = 50.0 nM PMID[567108]
NPT541 Individual Protein Mineralocorticoid receptor Homo sapiens EC50 = 14000.0 nM PMID[567108]
NPT1137 Individual Protein 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens Inhibition > 70.0 % PMID[567108]
NPT1138 Individual Protein 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens Inhibition > 70.0 % PMID[567108]
NPT1137 Individual Protein 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens IC50 = 1160.0 nM PMID[567108]
NPT1138 Individual Protein 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens IC50 = 490.0 nM PMID[567108]

☑ 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 NPC328539 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
0.9647 High Similarity NPC168027
0.9647 High Similarity NPC185936
0.9643 High Similarity NPC86319
0.9643 High Similarity NPC275740
0.9524 High Similarity NPC131470
0.9524 High Similarity NPC143767
0.9405 High Similarity NPC475740
0.9398 High Similarity NPC470574
0.931 High Similarity NPC69454
0.9302 High Similarity NPC183283
0.9294 High Similarity NPC471722
0.9286 High Similarity NPC474732
0.9286 High Similarity NPC145879
0.9286 High Similarity NPC474778
0.9286 High Similarity NPC31564
0.9286 High Similarity NPC72133
0.9286 High Similarity NPC474733
0.9277 High Similarity NPC85774
0.9277 High Similarity NPC214043
0.9213 High Similarity NPC192428
0.9195 High Similarity NPC63748
0.9195 High Similarity NPC272746
0.9186 High Similarity NPC186688
0.9186 High Similarity NPC119416
0.9186 High Similarity NPC31985
0.9186 High Similarity NPC309603
0.9186 High Similarity NPC473999
0.9186 High Similarity NPC1015
0.9176 High Similarity NPC58063
0.9167 High Similarity NPC469948
0.9111 High Similarity NPC18509
0.9101 High Similarity NPC259286
0.9091 High Similarity NPC475255
0.908 High Similarity NPC48010
0.908 High Similarity NPC85173
0.908 High Similarity NPC126993
0.908 High Similarity NPC191684
0.907 High Similarity NPC53911
0.9059 High Similarity NPC327115
0.9048 High Similarity NPC59453
0.9048 High Similarity NPC329043
0.9048 High Similarity NPC237712
0.9048 High Similarity NPC473246
0.9048 High Similarity NPC161423
0.9048 High Similarity NPC227064
0.9048 High Similarity NPC58841
0.9048 High Similarity NPC321187
0.9048 High Similarity NPC221758
0.9036 High Similarity NPC151519
0.9011 High Similarity NPC114274
0.9 High Similarity NPC249954
0.8989 High Similarity NPC245972
0.8989 High Similarity NPC111015
0.8989 High Similarity NPC166906
0.8989 High Similarity NPC196485
0.8977 High Similarity NPC473998
0.8977 High Similarity NPC475806
0.8966 High Similarity NPC26959
0.8966 High Similarity NPC477943
0.8966 High Similarity NPC268406
0.8953 High Similarity NPC142361
0.8953 High Similarity NPC474684
0.8953 High Similarity NPC141292
0.8929 High Similarity NPC64600
0.8929 High Similarity NPC278648
0.8929 High Similarity NPC476082
0.8913 High Similarity NPC144956
0.8889 High Similarity NPC473170
0.8889 High Similarity NPC317586
0.8889 High Similarity NPC271195
0.8889 High Similarity NPC470016
0.8876 High Similarity NPC12722
0.8876 High Similarity NPC477855
0.8876 High Similarity NPC472930
0.8851 High Similarity NPC474677
0.8851 High Similarity NPC193360
0.8851 High Similarity NPC292491
0.8851 High Similarity NPC310752
0.8851 High Similarity NPC471724
0.8851 High Similarity NPC158778
0.8837 High Similarity NPC222613
0.8837 High Similarity NPC20688
0.8837 High Similarity NPC475022
0.8837 High Similarity NPC118648
0.8837 High Similarity NPC94755
0.8837 High Similarity NPC51014
0.8824 High Similarity NPC82902
0.8824 High Similarity NPC472265
0.8824 High Similarity NPC146683
0.8795 High Similarity NPC164999
0.8795 High Similarity NPC472478
0.8791 High Similarity NPC305483
0.8791 High Similarity NPC328162
0.8791 High Similarity NPC96859
0.8778 High Similarity NPC471207
0.8778 High Similarity NPC8993
0.8764 High Similarity NPC131872
0.8764 High Similarity NPC233116
0.875 High Similarity NPC474704
0.875 High Similarity NPC474245
0.875 High Similarity NPC32830
0.875 High Similarity NPC472973
0.875 High Similarity NPC475921
0.8736 High Similarity NPC187376
0.8736 High Similarity NPC233836
0.8736 High Similarity NPC159046
0.8736 High Similarity NPC93778
0.8736 High Similarity NPC136548
0.8723 High Similarity NPC477915
0.8721 High Similarity NPC471224
0.8721 High Similarity NPC202868
0.8721 High Similarity NPC474218
0.8721 High Similarity NPC197823
0.8706 High Similarity NPC118800
0.8696 High Similarity NPC108078
0.8696 High Similarity NPC190554
0.8667 High Similarity NPC134826
0.8667 High Similarity NPC109305
0.8659 High Similarity NPC197659
0.8636 High Similarity NPC328313
0.8636 High Similarity NPC472802
0.8636 High Similarity NPC474925
0.8621 High Similarity NPC472985
0.8621 High Similarity NPC472986
0.8621 High Similarity NPC28252
0.8621 High Similarity NPC158393
0.8621 High Similarity NPC155011
0.8621 High Similarity NPC55309
0.8621 High Similarity NPC469994
0.8605 High Similarity NPC33913
0.8602 High Similarity NPC103051
0.8588 High Similarity NPC193347
0.8588 High Similarity NPC48362
0.8571 High Similarity NPC2482
0.8556 High Similarity NPC472975
0.8556 High Similarity NPC19114
0.8556 High Similarity NPC472978
0.8556 High Similarity NPC189520
0.8556 High Similarity NPC86266
0.8556 High Similarity NPC212301
0.8556 High Similarity NPC110657
0.8556 High Similarity NPC155304
0.8542 High Similarity NPC209502
0.8542 High Similarity NPC204833
0.8539 High Similarity NPC76879
0.8539 High Similarity NPC84271
0.8539 High Similarity NPC326627
0.8539 High Similarity NPC77168
0.8539 High Similarity NPC102414
0.8539 High Similarity NPC310010
0.8539 High Similarity NPC69627
0.8526 High Similarity NPC473424
0.8523 High Similarity NPC90652
0.8523 High Similarity NPC317590
0.8523 High Similarity NPC153604
0.8523 High Similarity NPC174619
0.8523 High Similarity NPC298904
0.8523 High Similarity NPC4643
0.8523 High Similarity NPC57469
0.8511 High Similarity NPC112167
0.8511 High Similarity NPC154072
0.8511 High Similarity NPC110149
0.8511 High Similarity NPC15390
0.8511 High Similarity NPC316964
0.8506 High Similarity NPC133954
0.8506 High Similarity NPC76518
0.8506 High Similarity NPC474083
0.8495 Intermediate Similarity NPC43747
0.8488 Intermediate Similarity NPC291320
0.8488 Intermediate Similarity NPC472743
0.8488 Intermediate Similarity NPC475726
0.8488 Intermediate Similarity NPC471036
0.8478 Intermediate Similarity NPC200702
0.8478 Intermediate Similarity NPC255809
0.8478 Intermediate Similarity NPC173875
0.8478 Intermediate Similarity NPC469995
0.8478 Intermediate Similarity NPC174948
0.8478 Intermediate Similarity NPC280725
0.8478 Intermediate Similarity NPC139570
0.8478 Intermediate Similarity NPC472932
0.8478 Intermediate Similarity NPC318282
0.8471 Intermediate Similarity NPC121984
0.8471 Intermediate Similarity NPC136150
0.8462 Intermediate Similarity NPC477520
0.8462 Intermediate Similarity NPC170220
0.8462 Intermediate Similarity NPC470224
0.8462 Intermediate Similarity NPC470376
0.8462 Intermediate Similarity NPC107674
0.8462 Intermediate Similarity NPC141497
0.8462 Intermediate Similarity NPC470375
0.8462 Intermediate Similarity NPC474736
0.8462 Intermediate Similarity NPC474807
0.8454 Intermediate Similarity NPC260268
0.8454 Intermediate Similarity NPC296945
0.8454 Intermediate Similarity NPC302607
0.8454 Intermediate Similarity NPC476027
0.8454 Intermediate Similarity NPC85829
0.8454 Intermediate Similarity NPC319077
0.8454 Intermediate Similarity NPC202167
0.8454 Intermediate Similarity NPC97202

  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 NPC328539 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
0.988 High Similarity NPD5328 Approved
0.9647 High Similarity NPD6079 Approved
0.9518 High Similarity NPD3618 Phase 1
0.9213 High Similarity NPD5221 Approved
0.9213 High Similarity NPD5220 Clinical (unspecified phase)
0.9213 High Similarity NPD5222 Approved
0.9213 High Similarity NPD4697 Phase 3
0.9111 High Similarity NPD5173 Approved
0.9111 High Similarity NPD4755 Approved
0.9091 High Similarity NPD4202 Approved
0.9048 High Similarity NPD3665 Phase 1
0.9048 High Similarity NPD4786 Approved
0.9048 High Similarity NPD3666 Approved
0.9048 High Similarity NPD3133 Approved
0.9036 High Similarity NPD3667 Approved
0.8913 High Similarity NPD4700 Approved
0.8913 High Similarity NPD4696 Approved
0.8913 High Similarity NPD5285 Approved
0.8913 High Similarity NPD5286 Approved
0.8817 High Similarity NPD5223 Approved
0.8723 High Similarity NPD5224 Approved
0.8723 High Similarity NPD5226 Approved
0.8723 High Similarity NPD5211 Phase 2
0.8723 High Similarity NPD4633 Approved
0.8723 High Similarity NPD5225 Approved
0.8632 High Similarity NPD4754 Approved
0.8632 High Similarity NPD5175 Approved
0.8632 High Similarity NPD5174 Approved
0.8621 High Similarity NPD5279 Phase 3
0.8588 High Similarity NPD4221 Approved
0.8588 High Similarity NPD4223 Phase 3
0.8542 High Similarity NPD5141 Approved
0.8539 High Similarity NPD4753 Phase 2
0.8454 Intermediate Similarity NPD5739 Approved
0.8454 Intermediate Similarity NPD7128 Approved
0.8454 Intermediate Similarity NPD4767 Approved
0.8454 Intermediate Similarity NPD6675 Approved
0.8454 Intermediate Similarity NPD4768 Approved
0.8454 Intermediate Similarity NPD6402 Approved
0.8391 Intermediate Similarity NPD4197 Approved
0.8367 Intermediate Similarity NPD5697 Approved
0.8367 Intermediate Similarity NPD5701 Approved
0.8352 Intermediate Similarity NPD7515 Phase 2
0.8295 Intermediate Similarity NPD5329 Approved
0.8283 Intermediate Similarity NPD6899 Approved
0.8283 Intermediate Similarity NPD4729 Approved
0.8283 Intermediate Similarity NPD6011 Approved
0.8283 Intermediate Similarity NPD7320 Approved
0.8283 Intermediate Similarity NPD4730 Approved
0.8283 Intermediate Similarity NPD5168 Approved
0.8283 Intermediate Similarity NPD6881 Approved
0.8283 Intermediate Similarity NPD5128 Approved
0.8202 Intermediate Similarity NPD4693 Phase 3
0.8202 Intermediate Similarity NPD4688 Approved
0.8202 Intermediate Similarity NPD5205 Approved
0.8202 Intermediate Similarity NPD4689 Approved
0.8202 Intermediate Similarity NPD4690 Approved
0.8202 Intermediate Similarity NPD4138 Approved
0.8202 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.82 Intermediate Similarity NPD6373 Approved
0.82 Intermediate Similarity NPD6013 Approved
0.82 Intermediate Similarity NPD6012 Approved
0.82 Intermediate Similarity NPD6372 Approved
0.82 Intermediate Similarity NPD6014 Approved
0.8182 Intermediate Similarity NPD3668 Phase 3
0.8119 Intermediate Similarity NPD5169 Approved
0.8119 Intermediate Similarity NPD5135 Approved
0.8119 Intermediate Similarity NPD5251 Approved
0.8119 Intermediate Similarity NPD5250 Approved
0.8119 Intermediate Similarity NPD5247 Approved
0.8119 Intermediate Similarity NPD4634 Approved
0.8119 Intermediate Similarity NPD6883 Approved
0.8119 Intermediate Similarity NPD7102 Approved
0.8119 Intermediate Similarity NPD5249 Phase 3
0.8119 Intermediate Similarity NPD5248 Approved
0.8119 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.8119 Intermediate Similarity NPD7290 Approved
0.8118 Intermediate Similarity NPD3617 Approved
0.809 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8085 Intermediate Similarity NPD5210 Approved
0.8085 Intermediate Similarity NPD4629 Approved
0.8065 Intermediate Similarity NPD6399 Phase 3
0.8039 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.8039 Intermediate Similarity NPD6869 Approved
0.8039 Intermediate Similarity NPD5217 Approved
0.8039 Intermediate Similarity NPD6649 Approved
0.8039 Intermediate Similarity NPD8130 Phase 1
0.8039 Intermediate Similarity NPD6847 Approved
0.8039 Intermediate Similarity NPD5216 Approved
0.8039 Intermediate Similarity NPD5127 Approved
0.8039 Intermediate Similarity NPD6617 Approved
0.8039 Intermediate Similarity NPD6650 Approved
0.8039 Intermediate Similarity NPD5215 Approved
0.8 Intermediate Similarity NPD5690 Phase 2
0.8 Intermediate Similarity NPD5280 Approved
0.8 Intermediate Similarity NPD7521 Approved
0.8 Intermediate Similarity NPD4694 Approved
0.8 Intermediate Similarity NPD7146 Approved
0.8 Intermediate Similarity NPD6684 Approved
0.8 Intermediate Similarity NPD5330 Approved
0.8 Intermediate Similarity NPD6409 Approved
0.8 Intermediate Similarity NPD7334 Approved
0.7979 Intermediate Similarity NPD7748 Approved
0.7976 Intermediate Similarity NPD7339 Approved
0.7976 Intermediate Similarity NPD6942 Approved
0.7961 Intermediate Similarity NPD8297 Approved
0.7961 Intermediate Similarity NPD6882 Approved
0.7931 Intermediate Similarity NPD7525 Registered
0.7927 Intermediate Similarity NPD4747 Approved
0.7917 Intermediate Similarity NPD6084 Phase 2
0.7917 Intermediate Similarity NPD6083 Phase 2
0.7885 Intermediate Similarity NPD4632 Approved
0.7882 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7865 Intermediate Similarity NPD4788 Approved
0.7826 Intermediate Similarity NPD6672 Approved
0.7826 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD5737 Approved
0.7826 Intermediate Similarity NPD6903 Approved
0.7816 Intermediate Similarity NPD4195 Approved
0.781 Intermediate Similarity NPD5167 Approved
0.7805 Intermediate Similarity NPD4137 Phase 3
0.7765 Intermediate Similarity NPD3703 Phase 2
0.7736 Intermediate Similarity NPD6274 Approved
0.7736 Intermediate Similarity NPD6868 Approved
0.7732 Intermediate Similarity NPD7902 Approved
0.7727 Intermediate Similarity NPD4695 Discontinued
0.7723 Intermediate Similarity NPD6008 Approved
0.7717 Intermediate Similarity NPD3573 Approved
0.7711 Intermediate Similarity NPD4691 Approved
0.7708 Intermediate Similarity NPD5695 Phase 3
0.7664 Intermediate Similarity NPD6009 Approved
0.7664 Intermediate Similarity NPD6317 Approved
0.7653 Intermediate Similarity NPD5696 Approved
0.7653 Intermediate Similarity NPD7638 Approved
0.7619 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7609 Intermediate Similarity NPD4519 Discontinued
0.7609 Intermediate Similarity NPD4623 Approved
0.7593 Intermediate Similarity NPD6335 Approved
0.7593 Intermediate Similarity NPD6314 Approved
0.7593 Intermediate Similarity NPD6313 Approved
0.759 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7579 Intermediate Similarity NPD5281 Approved
0.7579 Intermediate Similarity NPD5284 Approved
0.7576 Intermediate Similarity NPD7640 Approved
0.7576 Intermediate Similarity NPD7639 Approved
0.7526 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7523 Intermediate Similarity NPD7101 Approved
0.7523 Intermediate Similarity NPD7100 Approved
0.7475 Intermediate Similarity NPD5290 Discontinued
0.7474 Intermediate Similarity NPD4096 Approved
0.7455 Intermediate Similarity NPD6059 Approved
0.7455 Intermediate Similarity NPD6054 Approved
0.7455 Intermediate Similarity NPD6319 Approved
0.7447 Intermediate Similarity NPD5208 Approved
0.7444 Intermediate Similarity NPD4692 Approved
0.7444 Intermediate Similarity NPD4139 Approved
0.7442 Intermediate Similarity NPD4058 Approved
0.7442 Intermediate Similarity NPD5733 Approved
0.7442 Intermediate Similarity NPD4687 Approved
0.7423 Intermediate Similarity NPD6001 Approved
0.7423 Intermediate Similarity NPD7900 Approved
0.7423 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD7645 Phase 2
0.7412 Intermediate Similarity NPD5276 Approved
0.7396 Intermediate Similarity NPD8034 Phase 2
0.7396 Intermediate Similarity NPD8035 Phase 2
0.7387 Intermediate Similarity NPD6015 Approved
0.7387 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7387 Intermediate Similarity NPD6908 Approved
0.7387 Intermediate Similarity NPD6016 Approved
0.7387 Intermediate Similarity NPD5983 Phase 2
0.7387 Intermediate Similarity NPD6909 Approved
0.7368 Intermediate Similarity NPD6904 Approved
0.7368 Intermediate Similarity NPD6673 Approved
0.7368 Intermediate Similarity NPD6080 Approved
0.7339 Intermediate Similarity NPD7115 Discovery
0.7321 Intermediate Similarity NPD5988 Approved
0.7321 Intermediate Similarity NPD6370 Approved
0.732 Intermediate Similarity NPD5133 Approved
0.7317 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD6412 Phase 2
0.7273 Intermediate Similarity NPD6117 Approved
0.7263 Intermediate Similarity NPD4518 Approved
0.7262 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD7604 Phase 2
0.7241 Intermediate Similarity NPD6926 Approved
0.7241 Intermediate Similarity NPD6924 Approved
0.7241 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD6098 Approved
0.7216 Intermediate Similarity NPD5693 Phase 1
0.7209 Intermediate Similarity NPD4243 Approved
0.7193 Intermediate Similarity NPD7492 Approved
0.7191 Intermediate Similarity NPD6116 Phase 1
0.7176 Intermediate Similarity NPD3698 Phase 2
0.7158 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4748 Discontinued
0.713 Intermediate Similarity NPD6336 Discontinued
0.713 Intermediate Similarity NPD6616 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