Structure

Physi-Chem Properties

Molecular Weight:  450.4
Volume:  516.034
LogP:  6.868
LogD:  5.123
LogS:  -4.492
# Rotatable Bonds:  5
TPSA:  6.48
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.472
Synthetic Accessibility Score:  4.274
Fsp3:  0.806
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.698
MDCK Permeability:  1.2856175089837052e-05
Pgp-inhibitor:  0.992
Pgp-substrate:  0.923
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.088
30% Bioavailability (F30%):  0.06

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.546
Plasma Protein Binding (PPB):  76.1139907836914%
Volume Distribution (VD):  4.401
Pgp-substrate:  12.36087417602539%

ADMET: Metabolism

CYP1A2-inhibitor:  0.14
CYP1A2-substrate:  0.129
CYP2C19-inhibitor:  0.062
CYP2C19-substrate:  0.988
CYP2C9-inhibitor:  0.095
CYP2C9-substrate:  0.051
CYP2D6-inhibitor:  0.992
CYP2D6-substrate:  0.921
CYP3A4-inhibitor:  0.757
CYP3A4-substrate:  0.917

ADMET: Excretion

Clearance (CL):  23.017
Half-life (T1/2):  0.043

ADMET: Toxicity

hERG Blockers:  0.992
Human Hepatotoxicity (H-HT):  0.359
Drug-inuced Liver Injury (DILI):  0.829
AMES Toxicity:  0.045
Rat Oral Acute Toxicity:  0.723
Maximum Recommended Daily Dose:  0.616
Skin Sensitization:  0.97
Carcinogencity:  0.376
Eye Corrosion:  0.99
Eye Irritation:  0.051
Respiratory Toxicity:  0.905

Download Data

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

  Natural Product: NPC474695

Natural Product ID:  NPC474695
Common Name*:   (20S)-20-(N,N-Dimethylamino)-3Beta-(N-Benzyl,N-Methylamino)Pregnane
IUPAC Name:   (3S,5S,8R,9S,10S,13S,14S,17S)-N-benzyl-17-[(1S)-1-(dimethylamino)ethyl]-N,10,13-trimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-amine
Synonyms:  
Standard InCHIKey:  SRXWLQYLSKHWMI-WTIXRUGHSA-N
Standard InCHI:  InChI=1S/C31H50N2/c1-22(32(4)5)27-14-15-28-26-13-12-24-20-25(33(6)21-23-10-8-7-9-11-23)16-18-30(24,2)29(26)17-19-31(27,28)3/h7-11,22,24-29H,12-21H2,1-6H3/t22-,24-,25-,26-,27+,28-,29-,30-,31+/m0/s1
SMILES:  CN([C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C)Cc1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL479510
PubChem CID:   10321546
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0002340] Azasteroids 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
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[14584959]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[14643329]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[9548847]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27888 Sarcococca saligna Species Buxaceae 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
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae IZ = 6.0 mm PMID[459451]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa IZ = 5.5 mm PMID[459451]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 9.0 mm PMID[459451]

☑ 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 NPC474695 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
0.9388 High Similarity NPC474582
0.8455 Intermediate Similarity NPC246904
0.8365 Intermediate Similarity NPC239854
0.8291 Intermediate Similarity NPC79698
0.8214 Intermediate Similarity NPC473573
0.802 Intermediate Similarity NPC470926
0.7951 Intermediate Similarity NPC126458
0.7886 Intermediate Similarity NPC473962
0.7583 Intermediate Similarity NPC109151
0.7453 Intermediate Similarity NPC329430
0.74 Intermediate Similarity NPC104070
0.7374 Intermediate Similarity NPC231986
0.7282 Intermediate Similarity NPC60408
0.7216 Intermediate Similarity NPC271642
0.7113 Intermediate Similarity NPC98976
0.7107 Intermediate Similarity NPC264580
0.699 Remote Similarity NPC169016
0.6947 Remote Similarity NPC132847
0.6903 Remote Similarity NPC291610
0.6893 Remote Similarity NPC119677
0.6857 Remote Similarity NPC258046
0.6829 Remote Similarity NPC320656
0.68 Remote Similarity NPC3190
0.68 Remote Similarity NPC249018
0.6733 Remote Similarity NPC12857
0.6727 Remote Similarity NPC322040
0.6692 Remote Similarity NPC40488
0.6667 Remote Similarity NPC475915
0.6667 Remote Similarity NPC159661
0.6667 Remote Similarity NPC476904
0.6643 Remote Similarity NPC469735
0.6634 Remote Similarity NPC325662
0.6634 Remote Similarity NPC98269
0.6633 Remote Similarity NPC21773
0.6617 Remote Similarity NPC3202
0.6615 Remote Similarity NPC478079
0.6599 Remote Similarity NPC73644
0.6596 Remote Similarity NPC469740
0.6573 Remote Similarity NPC206592
0.6571 Remote Similarity NPC171639
0.6535 Remote Similarity NPC314192
0.6535 Remote Similarity NPC7214
0.6515 Remote Similarity NPC124802
0.6509 Remote Similarity NPC133162
0.6505 Remote Similarity NPC211322
0.65 Remote Similarity NPC311330
0.6479 Remote Similarity NPC212799
0.6471 Remote Similarity NPC290638
0.6466 Remote Similarity NPC126859
0.6466 Remote Similarity NPC89769
0.6466 Remote Similarity NPC259665
0.6465 Remote Similarity NPC265789
0.646 Remote Similarity NPC471320
0.646 Remote Similarity NPC471319
0.6454 Remote Similarity NPC116519
0.6449 Remote Similarity NPC243162
0.6442 Remote Similarity NPC315216
0.6439 Remote Similarity NPC8305
0.6439 Remote Similarity NPC268763
0.6439 Remote Similarity NPC66177
0.6436 Remote Similarity NPC125828
0.6429 Remote Similarity NPC469330
0.6408 Remote Similarity NPC255345
0.64 Remote Similarity NPC313673
0.64 Remote Similarity NPC54269
0.6377 Remote Similarity NPC153007
0.6373 Remote Similarity NPC139658
0.635 Remote Similarity NPC478140
0.6349 Remote Similarity NPC313449
0.6349 Remote Similarity NPC192209
0.6337 Remote Similarity NPC113000
0.6337 Remote Similarity NPC112609
0.6337 Remote Similarity NPC122327
0.6333 Remote Similarity NPC434
0.6324 Remote Similarity NPC325568
0.6321 Remote Similarity NPC472312
0.6316 Remote Similarity NPC98187
0.6303 Remote Similarity NPC473418
0.6296 Remote Similarity NPC147513
0.6296 Remote Similarity NPC53044
0.6294 Remote Similarity NPC264589
0.629 Remote Similarity NPC187036
0.6288 Remote Similarity NPC252794
0.6286 Remote Similarity NPC12035
0.6275 Remote Similarity NPC276699
0.6273 Remote Similarity NPC30445
0.625 Remote Similarity NPC245896
0.625 Remote Similarity NPC66270
0.6239 Remote Similarity NPC157479
0.6238 Remote Similarity NPC1901
0.6228 Remote Similarity NPC108339
0.6226 Remote Similarity NPC152039
0.6226 Remote Similarity NPC329782
0.6226 Remote Similarity NPC118329
0.6226 Remote Similarity NPC474122
0.6214 Remote Similarity NPC130251
0.62 Remote Similarity NPC263385
0.62 Remote Similarity NPC72670
0.62 Remote Similarity NPC219246
0.6198 Remote Similarity NPC79618
0.6197 Remote Similarity NPC473922
0.6195 Remote Similarity NPC475057
0.619 Remote Similarity NPC275839
0.6182 Remote Similarity NPC473031
0.6178 Remote Similarity NPC475427
0.6176 Remote Similarity NPC299134
0.617 Remote Similarity NPC22082
0.617 Remote Similarity NPC186284
0.617 Remote Similarity NPC301760
0.6168 Remote Similarity NPC215474
0.6167 Remote Similarity NPC167336
0.6165 Remote Similarity NPC119326
0.6161 Remote Similarity NPC141139
0.6161 Remote Similarity NPC121872
0.6161 Remote Similarity NPC78041
0.6161 Remote Similarity NPC209764
0.6161 Remote Similarity NPC74936
0.6161 Remote Similarity NPC159178
0.6161 Remote Similarity NPC191444
0.6161 Remote Similarity NPC471307
0.6144 Remote Similarity NPC475420
0.6132 Remote Similarity NPC50063
0.6131 Remote Similarity NPC149379
0.6127 Remote Similarity NPC471516
0.6127 Remote Similarity NPC470925
0.6122 Remote Similarity NPC33421
0.6122 Remote Similarity NPC178527
0.6122 Remote Similarity NPC66936
0.6119 Remote Similarity NPC145754
0.6118 Remote Similarity NPC469741
0.6117 Remote Similarity NPC307195
0.6111 Remote Similarity NPC474088
0.6106 Remote Similarity NPC475023
0.6106 Remote Similarity NPC475059
0.6102 Remote Similarity NPC469457
0.6083 Remote Similarity NPC469974
0.6083 Remote Similarity NPC56168
0.6078 Remote Similarity NPC244738
0.6071 Remote Similarity NPC298115
0.6071 Remote Similarity NPC470877
0.6071 Remote Similarity NPC176858
0.6067 Remote Similarity NPC477156
0.6067 Remote Similarity NPC477157
0.6065 Remote Similarity NPC475248
0.6065 Remote Similarity NPC63047
0.6063 Remote Similarity NPC288232
0.6053 Remote Similarity NPC225319
0.6053 Remote Similarity NPC473661
0.605 Remote Similarity NPC58200
0.604 Remote Similarity NPC229235
0.6036 Remote Similarity NPC17497
0.6036 Remote Similarity NPC305602
0.6034 Remote Similarity NPC25565
0.6032 Remote Similarity NPC296163
0.6029 Remote Similarity NPC9856
0.6026 Remote Similarity NPC104345
0.602 Remote Similarity NPC32312
0.602 Remote Similarity NPC198023
0.602 Remote Similarity NPC155172
0.6019 Remote Similarity NPC258492
0.6019 Remote Similarity NPC96835
0.6014 Remote Similarity NPC475128
0.6013 Remote Similarity NPC99632
0.6013 Remote Similarity NPC282339
0.6 Remote Similarity NPC152684
0.6 Remote Similarity NPC471309
0.6 Remote Similarity NPC475578
0.5986 Remote Similarity NPC109787
0.5984 Remote Similarity NPC472699
0.5984 Remote Similarity NPC472700
0.5983 Remote Similarity NPC473501
0.5983 Remote Similarity NPC311242
0.5983 Remote Similarity NPC472258
0.5983 Remote Similarity NPC251579
0.5983 Remote Similarity NPC133135
0.5983 Remote Similarity NPC475439
0.598 Remote Similarity NPC193578
0.598 Remote Similarity NPC135433
0.598 Remote Similarity NPC226999
0.598 Remote Similarity NPC280135
0.598 Remote Similarity NPC1008
0.598 Remote Similarity NPC158028
0.598 Remote Similarity NPC87099
0.598 Remote Similarity NPC39799
0.5979 Remote Similarity NPC29680
0.5971 Remote Similarity NPC313352
0.5968 Remote Similarity NPC292758
0.5968 Remote Similarity NPC65855
0.5965 Remote Similarity NPC220596
0.5965 Remote Similarity NPC125226
0.5949 Remote Similarity NPC473743
0.5949 Remote Similarity NPC473880
0.5948 Remote Similarity NPC161972
0.5948 Remote Similarity NPC303045
0.5946 Remote Similarity NPC203076
0.5941 Remote Similarity NPC246822
0.5941 Remote Similarity NPC213570
0.5941 Remote Similarity NPC139416
0.5941 Remote Similarity NPC297358
0.5935 Remote Similarity NPC472683

  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 NPC474695 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
0.8411 Intermediate Similarity NPD8010 Approved
0.8411 Intermediate Similarity NPD8009 Approved
0.8155 Intermediate Similarity NPD5597 Approved
0.8155 Intermediate Similarity NPD5598 Approved
0.7941 Intermediate Similarity NPD4408 Approved
0.7941 Intermediate Similarity NPD4407 Approved
0.7941 Intermediate Similarity NPD4405 Approved
0.7864 Intermediate Similarity NPD2878 Approved
0.7864 Intermediate Similarity NPD6548 Approved
0.7864 Intermediate Similarity NPD6549 Approved
0.7857 Intermediate Similarity NPD2538 Approved
0.7857 Intermediate Similarity NPD2539 Approved
0.7843 Intermediate Similarity NPD2998 Approved
0.7843 Intermediate Similarity NPD3000 Approved
0.7843 Intermediate Similarity NPD2997 Approved
0.7822 Intermediate Similarity NPD5656 Clinical (unspecified phase)
0.7788 Intermediate Similarity NPD5554 Approved
0.7745 Intermediate Similarity NPD3344 Approved
0.7745 Intermediate Similarity NPD3346 Approved
0.7692 Intermediate Similarity NPD4542 Approved
0.7692 Intermediate Similarity NPD3980 Approved
0.7692 Intermediate Similarity NPD4545 Approved
0.7692 Intermediate Similarity NPD3982 Approved
0.7677 Intermediate Similarity NPD4544 Approved
0.7653 Intermediate Similarity NPD4169 Approved
0.7653 Intermediate Similarity NPD4701 Clinical (unspecified phase)
0.7653 Intermediate Similarity NPD4170 Approved
0.7629 Intermediate Similarity NPD5372 Approved
0.7629 Intermediate Similarity NPD5371 Approved
0.757 Intermediate Similarity NPD6499 Approved
0.757 Intermediate Similarity NPD6498 Approved
0.7568 Intermediate Similarity NPD7170 Discontinued
0.7565 Intermediate Similarity NPD7059 Approved
0.7565 Intermediate Similarity NPD7060 Approved
0.7551 Intermediate Similarity NPD3035 Approved
0.7549 Intermediate Similarity NPD5675 Discontinued
0.7547 Intermediate Similarity NPD5964 Phase 2
0.7547 Intermediate Similarity NPD5963 Phase 2
0.7525 Intermediate Similarity NPD4636 Approved
0.75 Intermediate Similarity NPD5178 Approved
0.7426 Intermediate Similarity NPD5916 Discontinued
0.7426 Intermediate Similarity NPD2205 Approved
0.7426 Intermediate Similarity NPD2208 Approved
0.7404 Intermediate Similarity NPD5915 Approved
0.7387 Intermediate Similarity NPD4937 Approved
0.7387 Intermediate Similarity NPD4936 Approved
0.7383 Intermediate Similarity NPD2005 Discontinued
0.7383 Intermediate Similarity NPD1738 Approved
0.7379 Intermediate Similarity NPD3345 Approved
0.7368 Intermediate Similarity NPD7633 Discontinued
0.7353 Intermediate Similarity NPD5252 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD5253 Approved
0.7339 Intermediate Similarity NPD1946 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD4543 Discontinued
0.732 Intermediate Similarity NPD603 Approved
0.7311 Intermediate Similarity NPD5130 Phase 3
0.7248 Intermediate Similarity NPD5832 Phase 3
0.7228 Intermediate Similarity NPD4635 Approved
0.7222 Intermediate Similarity NPD6472 Discontinued
0.7222 Intermediate Similarity NPD2895 Discontinued
0.7222 Intermediate Similarity NPD7582 Discontinued
0.7217 Intermediate Similarity NPD6235 Approved
0.7217 Intermediate Similarity NPD6236 Approved
0.7207 Intermediate Similarity NPD5753 Discontinued
0.7203 Intermediate Similarity NPD5629 Discontinued
0.72 Intermediate Similarity NPD4027 Approved
0.72 Intermediate Similarity NPD4026 Approved
0.7184 Intermediate Similarity NPD4409 Approved
0.7184 Intermediate Similarity NPD4406 Approved
0.7184 Intermediate Similarity NPD3099 Discontinued
0.7143 Intermediate Similarity NPD4147 Approved
0.7143 Intermediate Similarity NPD4144 Approved
0.7117 Intermediate Similarity NPD1916 Discontinued
0.7115 Intermediate Similarity NPD4145 Approved
0.7115 Intermediate Similarity NPD4146 Approved
0.7094 Intermediate Similarity NPD2039 Approved
0.7094 Intermediate Similarity NPD2038 Approved
0.7083 Intermediate Similarity NPD7679 Phase 2
0.708 Intermediate Similarity NPD2937 Phase 1
0.708 Intermediate Similarity NPD2939 Approved
0.7069 Intermediate Similarity NPD4116 Approved
0.7054 Intermediate Similarity NPD4735 Approved
0.7054 Intermediate Similarity NPD4734 Approved
0.7037 Intermediate Similarity NPD735 Approved
0.7037 Intermediate Similarity NPD736 Approved
0.7 Intermediate Similarity NPD507 Approved
0.7 Intermediate Similarity NPD1053 Approved
0.7 Intermediate Similarity NPD508 Approved
0.7 Intermediate Similarity NPD1052 Approved
0.7 Intermediate Similarity NPD1051 Approved
0.6992 Remote Similarity NPD4416 Clinical (unspecified phase)
0.6992 Remote Similarity NPD5961 Clinical (unspecified phase)
0.6983 Remote Similarity NPD1721 Clinical (unspecified phase)
0.697 Remote Similarity NPD8125 Discontinued
0.6931 Remote Similarity NPD3981 Approved
0.6931 Remote Similarity NPD3904 Approved
0.6931 Remote Similarity NPD3979 Approved
0.6931 Remote Similarity NPD3903 Approved
0.6923 Remote Similarity NPD9505 Clinical (unspecified phase)
0.6903 Remote Similarity NPD5716 Approved
0.6852 Remote Similarity NPD7160 Approved
0.6847 Remote Similarity NPD713 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5103 Approved
0.6833 Remote Similarity NPD2914 Approved
0.6833 Remote Similarity NPD2913 Approved
0.6829 Remote Similarity NPD2395 Approved
0.6829 Remote Similarity NPD5511 Discontinued
0.6829 Remote Similarity NPD2396 Approved
0.6822 Remote Similarity NPD771 Phase 3
0.6818 Remote Similarity NPD2655 Approved
0.6818 Remote Similarity NPD2656 Approved
0.6792 Remote Similarity NPD3428 Approved
0.6792 Remote Similarity NPD3426 Approved
0.6786 Remote Similarity NPD4813 Approved
0.6786 Remote Similarity NPD4263 Approved
0.6777 Remote Similarity NPD3551 Approved
0.6772 Remote Similarity NPD6025 Phase 1
0.6754 Remote Similarity NPD6027 Approved
0.6754 Remote Similarity NPD6024 Approved
0.6752 Remote Similarity NPD4114 Approved
0.6752 Remote Similarity NPD4115 Approved
0.6727 Remote Similarity NPD243 Approved
0.6727 Remote Similarity NPD8 Approved
0.6724 Remote Similarity NPD5717 Approved
0.6696 Remote Similarity NPD4655 Approved
0.6696 Remote Similarity NPD4657 Approved
0.6691 Remote Similarity NPD8131 Suspended
0.6667 Remote Similarity NPD3546 Approved
0.6667 Remote Similarity NPD3545 Approved
0.6667 Remote Similarity NPD5838 Phase 2
0.6667 Remote Similarity NPD6900 Discontinued
0.6667 Remote Similarity NPD785 Approved
0.6667 Remote Similarity NPD6660 Discontinued
0.6641 Remote Similarity NPD7464 Phase 3
0.664 Remote Similarity NPD5517 Phase 2
0.664 Remote Similarity NPD5516 Phase 2
0.6637 Remote Similarity NPD4117 Approved
0.6636 Remote Similarity NPD782 Approved
0.6636 Remote Similarity NPD2002 Discontinued
0.6636 Remote Similarity NPD783 Approved
0.6636 Remote Similarity NPD780 Approved
0.6636 Remote Similarity NPD781 Approved
0.661 Remote Similarity NPD6038 Clinical (unspecified phase)
0.661 Remote Similarity NPD6300 Approved
0.661 Remote Similarity NPD6299 Approved
0.6609 Remote Similarity NPD4803 Discontinued
0.6607 Remote Similarity NPD2507 Clinical (unspecified phase)
0.6589 Remote Similarity NPD6330 Clinical (unspecified phase)
0.6585 Remote Similarity NPD4031 Approved
0.6585 Remote Similarity NPD1723 Phase 2
0.6585 Remote Similarity NPD1720 Phase 2
0.6585 Remote Similarity NPD4032 Approved
0.6581 Remote Similarity NPD959 Discontinued
0.6579 Remote Similarity NPD4007 Approved
0.6579 Remote Similarity NPD4008 Approved
0.6574 Remote Similarity NPD588 Approved
0.6574 Remote Similarity NPD587 Approved
0.6571 Remote Similarity NPD830 Approved
0.6571 Remote Similarity NPD831 Approved
0.6569 Remote Similarity NPD296 Approved
0.6569 Remote Similarity NPD293 Approved
0.6569 Remote Similarity NPD295 Approved
0.6562 Remote Similarity NPD7461 Approved
0.6557 Remote Similarity NPD6562 Approved
0.6557 Remote Similarity NPD6561 Approved
0.6538 Remote Similarity NPD5653 Discontinued
0.6535 Remote Similarity NPD5579 Approved
0.6535 Remote Similarity NPD5576 Approved
0.6522 Remote Similarity NPD6789 Approved
0.6518 Remote Similarity NPD4094 Approved
0.6515 Remote Similarity NPD2605 Approved
0.6515 Remote Similarity NPD2606 Approved
0.6515 Remote Similarity NPD3595 Approved
0.6515 Remote Similarity NPD3594 Approved
0.6512 Remote Similarity NPD3549 Approved
0.6512 Remote Similarity NPD3547 Approved
0.6512 Remote Similarity NPD3550 Clinical (unspecified phase)
0.6509 Remote Similarity NPD3427 Approved
0.6509 Remote Similarity NPD3429 Approved
0.6505 Remote Similarity NPD590 Approved
0.6505 Remote Similarity NPD589 Approved
0.6504 Remote Similarity NPD7062 Discontinued
0.6504 Remote Similarity NPD4674 Clinical (unspecified phase)
0.6475 Remote Similarity NPD4165 Phase 2
0.6475 Remote Similarity NPD3066 Phase 2
0.6466 Remote Similarity NPD5155 Approved
0.6466 Remote Similarity NPD4719 Phase 2
0.6466 Remote Similarity NPD5156 Approved
0.6466 Remote Similarity NPD4119 Approved
0.6462 Remote Similarity NPD6792 Phase 3
0.6457 Remote Similarity NPD6806 Phase 1
0.6449 Remote Similarity NPD6606 Clinical (unspecified phase)
0.6442 Remote Similarity NPD260 Discontinued
0.6439 Remote Similarity NPD3636 Approved
0.6439 Remote Similarity NPD3637 Approved
0.6439 Remote Similarity NPD3635 Approved
0.6429 Remote Similarity NPD6343 Approved
0.6429 Remote Similarity NPD6345 Approved
0.6429 Remote Similarity NPD7082 Approved
0.6423 Remote Similarity NPD5180 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