Structure

Physi-Chem Properties

Molecular Weight:  594.25
Volume:  563.606
LogP:  3.338
LogD:  2.125
LogS:  -3.204
# Rotatable Bonds:  10
TPSA:  173.32
# H-Bond Aceptor:  10
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.282
Synthetic Accessibility Score:  5.435
Fsp3:  1.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -4.903
MDCK Permeability:  2.0782259525731206e-05
Pgp-inhibitor:  0.059
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.011

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.153
Plasma Protein Binding (PPB):  97.3664321899414%
Volume Distribution (VD):  1.44
Pgp-substrate:  2.390056610107422%

ADMET: Metabolism

CYP1A2-inhibitor:  0.004
CYP1A2-substrate:  0.442
CYP2C19-inhibitor:  0.009
CYP2C19-substrate:  0.849
CYP2C9-inhibitor:  0.028
CYP2C9-substrate:  0.059
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.137
CYP3A4-inhibitor:  0.026
CYP3A4-substrate:  0.044

ADMET: Excretion

Clearance (CL):  1.35
Half-life (T1/2):  0.008

ADMET: Toxicity

hERG Blockers:  0.879
Human Hepatotoxicity (H-HT):  0.899
Drug-inuced Liver Injury (DILI):  0.878
AMES Toxicity:  0.683
Rat Oral Acute Toxicity:  0.95
Maximum Recommended Daily Dose:  0.965
Skin Sensitization:  0.978
Carcinogencity:  0.842
Eye Corrosion:  0.983
Eye Irritation:  0.396
Respiratory Toxicity:  0.985

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

  Natural Product: NPC473916

Natural Product ID:  NPC473916
Common Name*:   5Beta-Cholestane-3Alpha,4Alpha,11Beta,21-Tetraol 3,21-Di-Sulfate
IUPAC Name:   disodium;[(3R,4S,5S,8S,9S,10S,11S,13S,14S,17R)-4,11-dihydroxy-10,13-dimethyl-17-[(2R)-6-methyl-1-sulfonatooxyheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] sulfate
Synonyms:  
Standard InCHIKey:  GMTSFJVPCBXTQJ-MLJWSNOLSA-L
Standard InCHI:  InChI=1S/C27H48O10S2.2Na/c1-16(2)6-5-7-17(15-36-38(30,31)32)19-10-11-20-18-8-9-21-25(29)23(37-39(33,34)35)12-13-26(21,3)24(18)22(28)14-27(19,20)4;;/h16-25,28-29H,5-15H2,1-4H3,(H,30,31,32)(H,33,34,35);;/q;2*+1/p-2/t17-,18-,19+,20-,21+,22-,23+,24+,25-,26-,27+;;/m0../s1
SMILES:  CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@H]([C@H]2O)OS(=O)(=O)[O-])COS(=O)(=O)[O-])C.[Na+].[Na+]
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL455235
PubChem CID:   14238131
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001445] Bile acids, alcohols and derivatives
          • [CHEMONTID:0002194] Hydroxy bile acids, alcohols and derivatives
            • [CHEMONTID:0000516] Dihydroxy bile acids, alcohols 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
NPO458 Ophiarachna incrassata Species Ophiodermatidae Eukaryota n.a. n.a. n.a. PMID[7853009]
NPO40253 Ophioplocus januarii Species Ophiolepididae Eukaryota n.a. n.a. n.a. PMID[8864241]
NPO458 Ophiarachna incrassata Species Ophiodermatidae 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
NPT189 Cell Line Vero Chlorocebus aethiops Activity = 100.0 % PMID[495471]
NPT2 Others Unspecified IC50 = 62000.0 nM PMID[495470]
NPT70 Organism Respiratory syncytial virus Respiratory syncytial virus Inhibition = 0.0 % PMID[495471]
NPT70 Organism Respiratory syncytial virus Respiratory syncytial virus Inhibition = 25.0 % PMID[495471]
NPT6586 Organism Human poliovirus 3 Human poliovirus 3 Activity = 0.0 % PMID[495471]
NPT6618 Organism Junin virus Junin virus Activity = 26.0 % PMID[495471]
NPT6586 Organism Human poliovirus 3 Human poliovirus 3 Activity = 24.0 % PMID[495471]
NPT6618 Organism Junin virus Junin virus Activity = 33.0 % PMID[495471]
NPT6586 Organism Human poliovirus 3 Human poliovirus 3 Activity = 30.0 % PMID[495471]
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 Activity = 8.0 % PMID[495471]
NPT6618 Organism Junin virus Junin virus Activity = 28.0 % PMID[495471]
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 Activity = 35.0 % PMID[495471]
NPT6618 Organism Junin virus Junin virus Activity = 24.0 % PMID[495471]
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 Activity = 7.0 % PMID[495471]
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 Activity = 2.0 % PMID[495471]

☑ 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 NPC473916 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 NPC477601
1.0 High Similarity NPC477602
0.9155 High Similarity NPC477821
0.9155 High Similarity NPC478103
0.9155 High Similarity NPC477822
0.9155 High Similarity NPC324984
0.9155 High Similarity NPC473552
0.9155 High Similarity NPC323900
0.9155 High Similarity NPC477823
0.8904 High Similarity NPC478130
0.8857 High Similarity NPC475172
0.8846 High Similarity NPC478054
0.8784 High Similarity NPC196136
0.8784 High Similarity NPC243027
0.8784 High Similarity NPC158208
0.8767 High Similarity NPC470610
0.8767 High Similarity NPC153719
0.8718 High Similarity NPC477599
0.8667 High Similarity NPC163597
0.8649 High Similarity NPC48795
0.8649 High Similarity NPC10476
0.8649 High Similarity NPC228994
0.8649 High Similarity NPC192501
0.8642 High Similarity NPC477600
0.8611 High Similarity NPC107919
0.8611 High Similarity NPC66407
0.8571 High Similarity NPC477603
0.8553 High Similarity NPC477227
0.8553 High Similarity NPC192046
0.8553 High Similarity NPC128951
0.8553 High Similarity NPC302578
0.8553 High Similarity NPC105208
0.8533 High Similarity NPC317242
0.85 High Similarity NPC320824
0.8493 Intermediate Similarity NPC231945
0.8493 Intermediate Similarity NPC251201
0.8493 Intermediate Similarity NPC192192
0.8493 Intermediate Similarity NPC232925
0.8493 Intermediate Similarity NPC63588
0.8442 Intermediate Similarity NPC67657
0.8442 Intermediate Similarity NPC18857
0.8442 Intermediate Similarity NPC147993
0.8378 Intermediate Similarity NPC127094
0.8378 Intermediate Similarity NPC1340
0.8378 Intermediate Similarity NPC187471
0.8378 Intermediate Similarity NPC252182
0.8378 Intermediate Similarity NPC470071
0.8356 Intermediate Similarity NPC241085
0.8356 Intermediate Similarity NPC299948
0.8356 Intermediate Similarity NPC477820
0.8356 Intermediate Similarity NPC129829
0.8356 Intermediate Similarity NPC254037
0.8356 Intermediate Similarity NPC470833
0.8356 Intermediate Similarity NPC470830
0.8312 Intermediate Similarity NPC185915
0.8312 Intermediate Similarity NPC11907
0.8312 Intermediate Similarity NPC133596
0.8312 Intermediate Similarity NPC64081
0.8312 Intermediate Similarity NPC474574
0.8289 Intermediate Similarity NPC91387
0.8289 Intermediate Similarity NPC270306
0.8289 Intermediate Similarity NPC231680
0.8286 Intermediate Similarity NPC114891
0.8194 Intermediate Similarity NPC142712
0.8158 Intermediate Similarity NPC304499
0.8143 Intermediate Similarity NPC148174
0.8143 Intermediate Similarity NPC71460
0.8143 Intermediate Similarity NPC218585
0.8133 Intermediate Similarity NPC131506
0.8133 Intermediate Similarity NPC157777
0.8101 Intermediate Similarity NPC477282
0.8101 Intermediate Similarity NPC287452
0.8101 Intermediate Similarity NPC81074
0.8082 Intermediate Similarity NPC473230
0.8082 Intermediate Similarity NPC475884
0.8082 Intermediate Similarity NPC48079
0.8082 Intermediate Similarity NPC63190
0.8056 Intermediate Similarity NPC473276
0.8056 Intermediate Similarity NPC474380
0.8056 Intermediate Similarity NPC41577
0.8026 Intermediate Similarity NPC473238
0.8026 Intermediate Similarity NPC472341
0.8025 Intermediate Similarity NPC121121
0.8025 Intermediate Similarity NPC60018
0.8025 Intermediate Similarity NPC202688
0.8025 Intermediate Similarity NPC154043
0.8 Intermediate Similarity NPC16449
0.7973 Intermediate Similarity NPC472741
0.7945 Intermediate Similarity NPC44122
0.7931 Intermediate Similarity NPC476669
0.7927 Intermediate Similarity NPC211135
0.7927 Intermediate Similarity NPC216420
0.7927 Intermediate Similarity NPC85095
0.7917 Intermediate Similarity NPC69149
0.7917 Intermediate Similarity NPC281540
0.7917 Intermediate Similarity NPC118937
0.7917 Intermediate Similarity NPC159654
0.7917 Intermediate Similarity NPC167995
0.7895 Intermediate Similarity NPC157422
0.7895 Intermediate Similarity NPC109457
0.7895 Intermediate Similarity NPC100586
0.7875 Intermediate Similarity NPC474132
0.7875 Intermediate Similarity NPC269333
0.7867 Intermediate Similarity NPC99264
0.7857 Intermediate Similarity NPC477604
0.7841 Intermediate Similarity NPC475325
0.7838 Intermediate Similarity NPC204233
0.7831 Intermediate Similarity NPC255882
0.7831 Intermediate Similarity NPC469878
0.7821 Intermediate Similarity NPC478105
0.7816 Intermediate Similarity NPC476668
0.7816 Intermediate Similarity NPC473637
0.7808 Intermediate Similarity NPC260116
0.7808 Intermediate Similarity NPC190827
0.7808 Intermediate Similarity NPC243469
0.7808 Intermediate Similarity NPC472946
0.7808 Intermediate Similarity NPC475943
0.7805 Intermediate Similarity NPC475388
0.7778 Intermediate Similarity NPC470609
0.7778 Intermediate Similarity NPC249078
0.7778 Intermediate Similarity NPC236099
0.7778 Intermediate Similarity NPC209686
0.7763 Intermediate Similarity NPC282454
0.775 Intermediate Similarity NPC324700
0.775 Intermediate Similarity NPC224802
0.775 Intermediate Similarity NPC80089
0.775 Intermediate Similarity NPC102708
0.775 Intermediate Similarity NPC171426
0.775 Intermediate Similarity NPC34046
0.7738 Intermediate Similarity NPC232044
0.7738 Intermediate Similarity NPC266651
0.7738 Intermediate Similarity NPC273290
0.7733 Intermediate Similarity NPC474756
0.7733 Intermediate Similarity NPC475893
0.7722 Intermediate Similarity NPC470145
0.7722 Intermediate Similarity NPC91573
0.7714 Intermediate Similarity NPC476735
0.7711 Intermediate Similarity NPC470070
0.7711 Intermediate Similarity NPC477285
0.7711 Intermediate Similarity NPC111582
0.7692 Intermediate Similarity NPC308440
0.7692 Intermediate Similarity NPC472503
0.7683 Intermediate Similarity NPC190940
0.7667 Intermediate Similarity NPC473287
0.7662 Intermediate Similarity NPC127283
0.7662 Intermediate Similarity NPC195530
0.7662 Intermediate Similarity NPC473279
0.7662 Intermediate Similarity NPC8004
0.7654 Intermediate Similarity NPC220379
0.7654 Intermediate Similarity NPC201276
0.7654 Intermediate Similarity NPC80891
0.7647 Intermediate Similarity NPC121981
0.7647 Intermediate Similarity NPC471240
0.764 Intermediate Similarity NPC473503
0.764 Intermediate Similarity NPC477605
0.7625 Intermediate Similarity NPC212453
0.7625 Intermediate Similarity NPC202540
0.7625 Intermediate Similarity NPC476233
0.7619 Intermediate Similarity NPC227260
0.7619 Intermediate Similarity NPC478102
0.7595 Intermediate Similarity NPC103822
0.759 Intermediate Similarity NPC7988
0.759 Intermediate Similarity NPC470611
0.759 Intermediate Similarity NPC286719
0.759 Intermediate Similarity NPC477286
0.7586 Intermediate Similarity NPC473472
0.7586 Intermediate Similarity NPC20822
0.7586 Intermediate Similarity NPC477606
0.7582 Intermediate Similarity NPC477226
0.7564 Intermediate Similarity NPC232112
0.7561 Intermediate Similarity NPC78545
0.7561 Intermediate Similarity NPC71535
0.7558 Intermediate Similarity NPC263802
0.7558 Intermediate Similarity NPC474657
0.7558 Intermediate Similarity NPC186145
0.7558 Intermediate Similarity NPC140446
0.7558 Intermediate Similarity NPC43912
0.7558 Intermediate Similarity NPC475313
0.7556 Intermediate Similarity NPC469710
0.7531 Intermediate Similarity NPC471769
0.7531 Intermediate Similarity NPC477817
0.7531 Intermediate Similarity NPC31828
0.7531 Intermediate Similarity NPC471045
0.7531 Intermediate Similarity NPC477819
0.7531 Intermediate Similarity NPC329117
0.7531 Intermediate Similarity NPC478128
0.7529 Intermediate Similarity NPC290612
0.75 Intermediate Similarity NPC4209
0.75 Intermediate Similarity NPC469987
0.75 Intermediate Similarity NPC207013
0.75 Intermediate Similarity NPC473638
0.75 Intermediate Similarity NPC223143
0.7471 Intermediate Similarity NPC281004
0.7471 Intermediate Similarity NPC128475
0.7471 Intermediate Similarity NPC475664
0.747 Intermediate Similarity NPC12933
0.747 Intermediate Similarity NPC469745
0.747 Intermediate Similarity NPC73515
0.747 Intermediate Similarity NPC109533
0.7468 Intermediate Similarity NPC475458

  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 NPC473916 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
0.8611 High Similarity NPD4267 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD6114 Approved
0.775 Intermediate Similarity NPD6118 Approved
0.775 Intermediate Similarity NPD6115 Approved
0.775 Intermediate Similarity NPD6697 Approved
0.7532 Intermediate Similarity NPD4787 Phase 1
0.75 Intermediate Similarity NPD6117 Approved
0.7436 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD6116 Phase 1
0.7375 Intermediate Similarity NPD3703 Phase 2
0.7303 Intermediate Similarity NPD6701 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD6700 Approved
0.725 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6702 Approved
0.7222 Intermediate Similarity NPD6703 Approved
0.7179 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7525 Registered
0.7143 Intermediate Similarity NPD6928 Phase 2
0.7108 Intermediate Similarity NPD5364 Discontinued
0.6957 Remote Similarity NPD8171 Discontinued
0.6875 Remote Similarity NPD4245 Approved
0.6875 Remote Similarity NPD4244 Approved
0.6875 Remote Similarity NPD4789 Approved
0.6835 Remote Similarity NPD5360 Phase 3
0.6835 Remote Similarity NPD5361 Clinical (unspecified phase)
0.675 Remote Similarity NPD3698 Phase 2
0.6667 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6556 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6548 Remote Similarity NPD6942 Approved
0.6548 Remote Similarity NPD7339 Approved
0.6538 Remote Similarity NPD371 Approved
0.6512 Remote Similarity NPD3671 Phase 1
0.6495 Remote Similarity NPD7920 Phase 3
0.6495 Remote Similarity NPD7919 Phase 3
0.6429 Remote Similarity NPD8088 Phase 1
0.642 Remote Similarity NPD6705 Phase 1
0.6386 Remote Similarity NPD6081 Approved
0.6386 Remote Similarity NPD4758 Discontinued
0.6279 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6279 Remote Similarity NPD6933 Approved
0.6275 Remote Similarity NPD8170 Clinical (unspecified phase)
0.625 Remote Similarity NPD7645 Phase 2
0.6237 Remote Similarity NPD7524 Approved
0.62 Remote Similarity NPD8418 Phase 2
0.618 Remote Similarity NPD4748 Discontinued
0.6173 Remote Similarity NPD4224 Phase 2
0.6146 Remote Similarity NPD8034 Phase 2
0.6146 Remote Similarity NPD8035 Phase 2
0.6143 Remote Similarity NPD385 Approved
0.6143 Remote Similarity NPD384 Approved
0.6129 Remote Similarity NPD8308 Discontinued
0.6122 Remote Similarity NPD7991 Discontinued
0.6105 Remote Similarity NPD5328 Approved
0.61 Remote Similarity NPD7638 Approved
0.6087 Remote Similarity NPD4786 Approved
0.6071 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6067 Remote Similarity NPD6929 Approved
0.6064 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6047 Remote Similarity NPD6926 Approved
0.6047 Remote Similarity NPD6924 Approved
0.604 Remote Similarity NPD7639 Approved
0.604 Remote Similarity NPD7640 Approved
0.6 Remote Similarity NPD5777 Approved
0.6 Remote Similarity NPD6930 Phase 2
0.6 Remote Similarity NPD6931 Approved
0.5979 Remote Similarity NPD6079 Approved
0.5978 Remote Similarity NPD6695 Phase 3
0.5978 Remote Similarity NPD4788 Approved
0.5977 Remote Similarity NPD3702 Approved
0.5957 Remote Similarity NPD3618 Phase 1
0.5922 Remote Similarity NPD7632 Discontinued
0.5914 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5914 Remote Similarity NPD3668 Phase 3
0.587 Remote Similarity NPD3667 Approved
0.5862 Remote Similarity NPD1811 Approved
0.5862 Remote Similarity NPD1810 Approved
0.5843 Remote Similarity NPD5776 Phase 2
0.5843 Remote Similarity NPD6925 Approved
0.5843 Remote Similarity NPD6932 Approved
0.5841 Remote Similarity NPD7516 Approved
0.5814 Remote Similarity NPD4243 Approved
0.5814 Remote Similarity NPD7152 Approved
0.5814 Remote Similarity NPD7150 Approved
0.5814 Remote Similarity NPD7151 Approved
0.5778 Remote Similarity NPD7145 Approved
0.5775 Remote Similarity NPD386 Approved
0.5775 Remote Similarity NPD388 Approved
0.5765 Remote Similarity NPD6923 Approved
0.5765 Remote Similarity NPD6922 Approved
0.5758 Remote Similarity NPD4202 Approved
0.5752 Remote Similarity NPD7327 Approved
0.5752 Remote Similarity NPD7328 Approved
0.5743 Remote Similarity NPD5222 Approved
0.5743 Remote Similarity NPD4697 Phase 3
0.5743 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5743 Remote Similarity NPD5221 Approved
0.5729 Remote Similarity NPD7750 Discontinued
0.5714 Remote Similarity NPD6683 Phase 2
0.5698 Remote Similarity NPD7144 Approved
0.5698 Remote Similarity NPD7143 Approved
0.5688 Remote Similarity NPD4634 Approved
0.5686 Remote Similarity NPD5173 Approved
0.5686 Remote Similarity NPD4755 Approved
0.5684 Remote Similarity NPD6893 Approved
0.5682 Remote Similarity NPD4784 Approved
0.5682 Remote Similarity NPD4785 Approved
0.5676 Remote Similarity NPD8133 Approved
0.5673 Remote Similarity NPD4159 Approved
0.5657 Remote Similarity NPD7515 Phase 2
0.5652 Remote Similarity NPD7514 Phase 3
0.5652 Remote Similarity NPD8377 Approved
0.5652 Remote Similarity NPD8294 Approved
0.5652 Remote Similarity NPD7509 Discontinued
0.5648 Remote Similarity NPD8174 Phase 2
0.5631 Remote Similarity NPD5290 Discontinued
0.5603 Remote Similarity NPD8378 Approved
0.5603 Remote Similarity NPD8033 Approved
0.5603 Remote Similarity NPD8380 Approved
0.5603 Remote Similarity NPD8296 Approved
0.5603 Remote Similarity NPD8379 Approved
0.5603 Remote Similarity NPD8335 Approved
0.56 Remote Similarity NPD6399 Phase 3

  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