Structure

Physi-Chem Properties

Molecular Weight:  506.35
Volume:  551.791
LogP:  5.465
LogD:  4.754
LogS:  -4.957
# Rotatable Bonds:  6
TPSA:  58.97
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.442
Synthetic Accessibility Score:  4.654
Fsp3:  0.719
Lipinski Rule-of-5:  Rejected
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:  -4.886
MDCK Permeability:  2.512091123207938e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.014
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.014
30% Bioavailability (F30%):  0.022

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.5
Plasma Protein Binding (PPB):  75.87390899658203%
Volume Distribution (VD):  0.957
Pgp-substrate:  9.69141674041748%

ADMET: Metabolism

CYP1A2-inhibitor:  0.106
CYP1A2-substrate:  0.161
CYP2C19-inhibitor:  0.047
CYP2C19-substrate:  0.951
CYP2C9-inhibitor:  0.298
CYP2C9-substrate:  0.148
CYP2D6-inhibitor:  0.41
CYP2D6-substrate:  0.876
CYP3A4-inhibitor:  0.637
CYP3A4-substrate:  0.748

ADMET: Excretion

Clearance (CL):  3.5
Half-life (T1/2):  0.134

ADMET: Toxicity

hERG Blockers:  0.963
Human Hepatotoxicity (H-HT):  0.41
Drug-inuced Liver Injury (DILI):  0.882
AMES Toxicity:  0.071
Rat Oral Acute Toxicity:  0.925
Maximum Recommended Daily Dose:  0.146
Skin Sensitization:  0.931
Carcinogencity:  0.366
Eye Corrosion:  0.003
Eye Irritation:  0.015
Respiratory Toxicity:  0.966

Download Data

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

  Natural Product: NPC473922

Natural Product ID:  NPC473922
Common Name*:   (+)-(20S)-3-(Benzoylamino)-20-(Dimethylamino)-5Alpha-Pregn-2-En-4Beta-Yl Acetate
IUPAC Name:   [(4R,5R,8S,9S,10R,13S,14S,17S)-3-benzamido-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate
Synonyms:  
Standard InCHIKey:  LANJPWZPYVPLQZ-SKMXPDMESA-N
Standard InCHI:  InChI=1S/C32H46N2O3/c1-20(34(5)6)24-14-15-25-23-12-13-27-29(37-21(2)35)28(33-30(36)22-10-8-7-9-11-22)17-19-32(27,4)26(23)16-18-31(24,25)3/h7-11,17,20,23-27,29H,12-16,18-19H2,1-6H3,(H,33,36)/t20-,23-,24+,25-,26-,27-,29+,31+,32+/m0/s1
SMILES:  CC(C1CCC2C1(CCC3C2CCC4C3(CC=C(C4OC(=O)C)NC(=O)C5=CC=CC=C5)C)C)N(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL455316
PubChem CID:   44584024
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001194] Oxosteroids
          • [CHEMONTID:0003060] 16-oxosteroids

*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
NPO4994 Pachysandra procumbens Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[9784163]
NPO4994 Pachysandra procumbens 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
NPT3844 Protein Complex Anti-estrogen binding site (AEBS) Homo sapiens IC50 = 600.0 nM PMID[551987]

☑ 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 NPC473922 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
0.8639 High Similarity NPC275839
0.8611 High Similarity NPC475578
0.8483 Intermediate Similarity NPC328824
0.8477 Intermediate Similarity NPC235460
0.8429 Intermediate Similarity NPC132847
0.8367 Intermediate Similarity NPC476757
0.8322 Intermediate Similarity NPC153007
0.8224 Intermediate Similarity NPC217801
0.8162 Intermediate Similarity NPC109151
0.8108 Intermediate Similarity NPC44649
0.8013 Intermediate Similarity NPC476750
0.7987 Intermediate Similarity NPC93343
0.7987 Intermediate Similarity NPC476749
0.7972 Intermediate Similarity NPC3202
0.759 Intermediate Similarity NPC203005
0.7551 Intermediate Similarity NPC90693
0.7551 Intermediate Similarity NPC64897
0.7548 Intermediate Similarity NPC470274
0.745 Intermediate Similarity NPC478140
0.7394 Intermediate Similarity NPC160493
0.7379 Intermediate Similarity NPC210950
0.7379 Intermediate Similarity NPC199738
0.7361 Intermediate Similarity NPC4974
0.7303 Intermediate Similarity NPC239770
0.7297 Intermediate Similarity NPC246079
0.7297 Intermediate Similarity NPC246913
0.7254 Intermediate Similarity NPC190663
0.7248 Intermediate Similarity NPC313663
0.7172 Intermediate Similarity NPC473938
0.7133 Intermediate Similarity NPC476183
0.7115 Intermediate Similarity NPC262216
0.7083 Intermediate Similarity NPC476184
0.7083 Intermediate Similarity NPC476281
0.7059 Intermediate Similarity NPC77992
0.7055 Intermediate Similarity NPC476260
0.7055 Intermediate Similarity NPC476241
0.7039 Intermediate Similarity NPC203486
0.7032 Intermediate Similarity NPC111586
0.7032 Intermediate Similarity NPC108852
0.7032 Intermediate Similarity NPC261709
0.7013 Intermediate Similarity NPC262324
0.7007 Intermediate Similarity NPC476179
0.7007 Intermediate Similarity NPC476125
0.7007 Intermediate Similarity NPC472414
0.7 Intermediate Similarity NPC476751
0.6993 Remote Similarity NPC471864
0.6993 Remote Similarity NPC11266
0.6986 Remote Similarity NPC472415
0.6986 Remote Similarity NPC476278
0.6981 Remote Similarity NPC94602
0.6981 Remote Similarity NPC245974
0.698 Remote Similarity NPC40488
0.6962 Remote Similarity NPC247298
0.6929 Remote Similarity NPC273814
0.6923 Remote Similarity NPC79921
0.6923 Remote Similarity NPC45794
0.6912 Remote Similarity NPC211551
0.6903 Remote Similarity NPC243893
0.6901 Remote Similarity NPC158277
0.6897 Remote Similarity NPC45777
0.6897 Remote Similarity NPC80150
0.6897 Remote Similarity NPC477061
0.6887 Remote Similarity NPC86257
0.6879 Remote Similarity NPC475128
0.6875 Remote Similarity NPC310467
0.6875 Remote Similarity NPC254233
0.6871 Remote Similarity NPC478058
0.6867 Remote Similarity NPC116057
0.6867 Remote Similarity NPC73644
0.6867 Remote Similarity NPC71271
0.6855 Remote Similarity NPC31171
0.6855 Remote Similarity NPC237240
0.6853 Remote Similarity NPC242764
0.6853 Remote Similarity NPC105141
0.6852 Remote Similarity NPC472761
0.6842 Remote Similarity NPC42423
0.6835 Remote Similarity NPC292758
0.6835 Remote Similarity NPC65855
0.6832 Remote Similarity NPC7817
0.6832 Remote Similarity NPC475168
0.6815 Remote Similarity NPC234548
0.6815 Remote Similarity NPC212850
0.6815 Remote Similarity NPC318154
0.6815 Remote Similarity NPC139243
0.6815 Remote Similarity NPC83289
0.6815 Remote Similarity NPC116742
0.6815 Remote Similarity NPC248287
0.6815 Remote Similarity NPC189724
0.6815 Remote Similarity NPC161069
0.6806 Remote Similarity NPC169328
0.68 Remote Similarity NPC473220
0.68 Remote Similarity NPC470753
0.6776 Remote Similarity NPC183722
0.6776 Remote Similarity NPC288290
0.6774 Remote Similarity NPC127741
0.6772 Remote Similarity NPC470616
0.6772 Remote Similarity NPC470617
0.677 Remote Similarity NPC132771
0.676 Remote Similarity NPC327699
0.6759 Remote Similarity NPC237420
0.6755 Remote Similarity NPC472413
0.6752 Remote Similarity NPC197921
0.6752 Remote Similarity NPC150712
0.675 Remote Similarity NPC260194
0.6746 Remote Similarity NPC71205
0.6739 Remote Similarity NPC274089
0.6739 Remote Similarity NPC191215
0.6738 Remote Similarity NPC469968
0.6738 Remote Similarity NPC80834
0.6736 Remote Similarity NPC470820
0.6733 Remote Similarity NPC470765
0.6732 Remote Similarity NPC72915
0.673 Remote Similarity NPC266741
0.673 Remote Similarity NPC473612
0.6728 Remote Similarity NPC201692
0.6713 Remote Similarity NPC221275
0.6711 Remote Similarity NPC307139
0.671 Remote Similarity NPC329913
0.671 Remote Similarity NPC48929
0.671 Remote Similarity NPC126516
0.6709 Remote Similarity NPC91953
0.6708 Remote Similarity NPC173934
0.6708 Remote Similarity NPC473541
0.6707 Remote Similarity NPC470902
0.6706 Remote Similarity NPC278887
0.6691 Remote Similarity NPC50815
0.6689 Remote Similarity NPC5486
0.6688 Remote Similarity NPC244866
0.6688 Remote Similarity NPC471953
0.6687 Remote Similarity NPC212699
0.6687 Remote Similarity NPC207675
0.6687 Remote Similarity NPC35212
0.6687 Remote Similarity NPC81026
0.6667 Remote Similarity NPC10154
0.6667 Remote Similarity NPC156348
0.6667 Remote Similarity NPC475138
0.6667 Remote Similarity NPC280717
0.6667 Remote Similarity NPC474532
0.6667 Remote Similarity NPC472458
0.6667 Remote Similarity NPC471862
0.6667 Remote Similarity NPC265413
0.6667 Remote Similarity NPC6570
0.6667 Remote Similarity NPC271607
0.6667 Remote Similarity NPC208725
0.6646 Remote Similarity NPC310621
0.6646 Remote Similarity NPC252133
0.6646 Remote Similarity NPC138775
0.6646 Remote Similarity NPC235557
0.6645 Remote Similarity NPC296712
0.6644 Remote Similarity NPC182333
0.6644 Remote Similarity NPC273336
0.6643 Remote Similarity NPC1986
0.6643 Remote Similarity NPC474544
0.6629 Remote Similarity NPC294951
0.6627 Remote Similarity NPC67080
0.6624 Remote Similarity NPC477874
0.6624 Remote Similarity NPC173569
0.6623 Remote Similarity NPC278097
0.6623 Remote Similarity NPC275576
0.6623 Remote Similarity NPC470278
0.6623 Remote Similarity NPC65310
0.6621 Remote Similarity NPC472862
0.662 Remote Similarity NPC269340
0.6618 Remote Similarity NPC228400
0.6618 Remote Similarity NPC469457
0.6618 Remote Similarity NPC316797
0.6618 Remote Similarity NPC214200
0.6609 Remote Similarity NPC279871
0.6605 Remote Similarity NPC26045
0.6605 Remote Similarity NPC313414
0.6604 Remote Similarity NPC469360
0.66 Remote Similarity NPC472373
0.66 Remote Similarity NPC77691
0.66 Remote Similarity NPC470815
0.6599 Remote Similarity NPC242692
0.6593 Remote Similarity NPC475336
0.6593 Remote Similarity NPC453583
0.6593 Remote Similarity NPC473300
0.6588 Remote Similarity NPC471394
0.6588 Remote Similarity NPC293164
0.6587 Remote Similarity NPC477157
0.6587 Remote Similarity NPC477156
0.6587 Remote Similarity NPC56635
0.6582 Remote Similarity NPC249817
0.6581 Remote Similarity NPC274732
0.6579 Remote Similarity NPC169913
0.6577 Remote Similarity NPC169485
0.6577 Remote Similarity NPC213126
0.6577 Remote Similarity NPC291027
0.6577 Remote Similarity NPC474862
0.6577 Remote Similarity NPC317474
0.6577 Remote Similarity NPC84281
0.657 Remote Similarity NPC469462
0.6569 Remote Similarity NPC247060
0.6569 Remote Similarity NPC471083
0.6567 Remote Similarity NPC3371
0.6564 Remote Similarity NPC254798
0.6564 Remote Similarity NPC212799
0.6564 Remote Similarity NPC19862
0.6564 Remote Similarity NPC235195

  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 NPC473922 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
0.74 Intermediate Similarity NPD8148 Approved
0.74 Intermediate Similarity NPD8147 Approved
0.7368 Intermediate Similarity NPD2174 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD6025 Phase 1
0.729 Intermediate Similarity NPD7740 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD7725 Approved
0.7248 Intermediate Similarity NPD7714 Approved
0.7248 Intermediate Similarity NPD7715 Approved
0.7246 Intermediate Similarity NPD7997 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD5706 Approved
0.7111 Intermediate Similarity NPD5705 Approved
0.7111 Intermediate Similarity NPD5704 Approved
0.7103 Intermediate Similarity NPD7250 Approved
0.7103 Intermediate Similarity NPD7249 Approved
0.7092 Intermediate Similarity NPD3123 Discovery
0.7086 Intermediate Similarity NPD6346 Approved
0.7042 Intermediate Similarity NPD7522 Discontinued
0.7034 Intermediate Similarity NPD5618 Discontinued
0.7032 Intermediate Similarity NPD7702 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD7488 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD7253 Phase 3
0.6993 Remote Similarity NPD7741 Discontinued
0.6993 Remote Similarity NPD4479 Discontinued
0.6972 Remote Similarity NPD4230 Clinical (unspecified phase)
0.6968 Remote Similarity NPD6897 Clinical (unspecified phase)
0.6962 Remote Similarity NPD8131 Suspended
0.6957 Remote Similarity NPD5235 Approved
0.6957 Remote Similarity NPD5237 Approved
0.6957 Remote Similarity NPD5240 Approved
0.6957 Remote Similarity NPD5239 Approved
0.6957 Remote Similarity NPD5236 Approved
0.6933 Remote Similarity NPD5202 Clinical (unspecified phase)
0.6899 Remote Similarity NPD6676 Phase 2
0.6863 Remote Similarity NPD5120 Approved
0.6863 Remote Similarity NPD5119 Approved
0.6863 Remote Similarity NPD5121 Approved
0.6859 Remote Similarity NPD6522 Clinical (unspecified phase)
0.6855 Remote Similarity NPD7910 Clinical (unspecified phase)
0.6855 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6853 Remote Similarity NPD6775 Clinical (unspecified phase)
0.6842 Remote Similarity NPD4621 Approved
0.6842 Remote Similarity NPD4619 Approved
0.6821 Remote Similarity NPD5203 Approved
0.6821 Remote Similarity NPD5201 Approved
0.6821 Remote Similarity NPD4617 Approved
0.6821 Remote Similarity NPD4620 Approved
0.6815 Remote Similarity NPD6789 Approved
0.6807 Remote Similarity NPD4335 Clinical (unspecified phase)
0.6803 Remote Similarity NPD5338 Clinical (unspecified phase)
0.6803 Remote Similarity NPD4480 Approved
0.6803 Remote Similarity NPD2173 Clinical (unspecified phase)
0.6803 Remote Similarity NPD4807 Approved
0.6803 Remote Similarity NPD4806 Approved
0.6786 Remote Similarity NPD2201 Approved
0.6776 Remote Similarity NPD5454 Clinical (unspecified phase)
0.6774 Remote Similarity NPD4579 Clinical (unspecified phase)
0.6759 Remote Similarity NPD2227 Clinical (unspecified phase)
0.6757 Remote Similarity NPD5108 Clinical (unspecified phase)
0.6755 Remote Similarity NPD3662 Phase 3
0.6755 Remote Similarity NPD3661 Approved
0.6755 Remote Similarity NPD3664 Approved
0.6755 Remote Similarity NPD3663 Approved
0.6755 Remote Similarity NPD5736 Approved
0.6755 Remote Similarity NPD5204 Approved
0.6738 Remote Similarity NPD4571 Approved
0.6738 Remote Similarity NPD4573 Approved
0.6738 Remote Similarity NPD4572 Approved
0.6732 Remote Similarity NPD8011 Discontinued
0.673 Remote Similarity NPD3638 Discontinued
0.6715 Remote Similarity NPD3046 Approved
0.6715 Remote Similarity NPD3048 Approved
0.6715 Remote Similarity NPD3047 Approved
0.6713 Remote Similarity NPD4766 Approved
0.6691 Remote Similarity NPD4817 Approved
0.6691 Remote Similarity NPD4719 Phase 2
0.6691 Remote Similarity NPD4818 Approved
0.6691 Remote Similarity NPD6038 Clinical (unspecified phase)
0.6689 Remote Similarity NPD5351 Clinical (unspecified phase)
0.6689 Remote Similarity NPD5350 Clinical (unspecified phase)
0.6688 Remote Similarity NPD7713 Phase 3
0.6688 Remote Similarity NPD8118 Discontinued
0.6667 Remote Similarity NPD3643 Approved
0.6667 Remote Similarity NPD4254 Approved
0.6667 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3642 Approved
0.6667 Remote Similarity NPD3644 Approved
0.6667 Remote Similarity NPD4032 Approved
0.6667 Remote Similarity NPD4031 Approved
0.6667 Remote Similarity NPD3528 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4253 Approved
0.6667 Remote Similarity NPD5717 Approved
0.6667 Remote Similarity NPD5723 Approved
0.6646 Remote Similarity NPD3692 Discontinued
0.6646 Remote Similarity NPD4172 Approved
0.6646 Remote Similarity NPD4173 Approved
0.6645 Remote Similarity NPD6310 Approved
0.6645 Remote Similarity NPD6311 Approved
0.6645 Remote Similarity NPD6309 Approved
0.6644 Remote Similarity NPD7042 Phase 3
0.6644 Remote Similarity NPD6624 Discontinued
0.6643 Remote Similarity NPD4717 Approved
0.6643 Remote Similarity NPD4720 Approved
0.6643 Remote Similarity NPD4718 Approved
0.6625 Remote Similarity NPD7179 Phase 2
0.6623 Remote Similarity NPD2159 Approved
0.6623 Remote Similarity NPD2160 Approved
0.6623 Remote Similarity NPD2628 Approved
0.6623 Remote Similarity NPD2627 Approved
0.6623 Remote Similarity NPD2625 Approved
0.6623 Remote Similarity NPD2626 Approved
0.6622 Remote Similarity NPD4136 Approved
0.6622 Remote Similarity NPD4135 Approved
0.6622 Remote Similarity NPD4106 Approved
0.6621 Remote Similarity NPD4576 Approved
0.6621 Remote Similarity NPD4574 Approved
0.6619 Remote Similarity NPD812 Approved
0.6619 Remote Similarity NPD3524 Approved
0.6619 Remote Similarity NPD3526 Approved
0.6619 Remote Similarity NPD810 Approved
0.6619 Remote Similarity NPD811 Approved
0.6618 Remote Similarity NPD2558 Approved
0.6618 Remote Similarity NPD2553 Approved
0.6618 Remote Similarity NPD2552 Approved
0.6618 Remote Similarity NPD2549 Approved
0.6618 Remote Similarity NPD2555 Approved
0.6618 Remote Similarity NPD2550 Approved
0.6605 Remote Similarity NPD6667 Approved
0.6605 Remote Similarity NPD6666 Approved
0.6603 Remote Similarity NPD7431 Approved
0.6603 Remote Similarity NPD6086 Phase 2
0.6603 Remote Similarity NPD7430 Approved
0.6601 Remote Similarity NPD2605 Approved
0.6601 Remote Similarity NPD2606 Approved
0.6599 Remote Similarity NPD4105 Approved
0.6599 Remote Similarity NPD1710 Approved
0.6599 Remote Similarity NPD4102 Approved
0.6588 Remote Similarity NPD7832 Clinical (unspecified phase)
0.6588 Remote Similarity NPD6635 Approved
0.6588 Remote Similarity NPD7833 Phase 2
0.6588 Remote Similarity NPD7831 Phase 2
0.6581 Remote Similarity NPD6663 Approved
0.6577 Remote Similarity NPD4215 Approved
0.6577 Remote Similarity NPD2612 Approved
0.6577 Remote Similarity NPD4218 Approved
0.6577 Remote Similarity NPD4217 Approved
0.6577 Remote Similarity NPD2608 Approved
0.6577 Remote Similarity NPD2610 Approved
0.6577 Remote Similarity NPD4216 Approved
0.6577 Remote Similarity NPD3132 Approved
0.6577 Remote Similarity NPD2611 Approved
0.6577 Remote Similarity NPD3131 Approved
0.6577 Remote Similarity NPD2609 Approved
0.6573 Remote Similarity NPD6858 Approved
0.6573 Remote Similarity NPD2607 Approved
0.6573 Remote Similarity NPD7094 Approved
0.6571 Remote Similarity NPD4095 Clinical (unspecified phase)
0.6569 Remote Similarity NPD4189 Approved
0.6569 Remote Similarity NPD4188 Approved
0.6569 Remote Similarity NPD854 Approved
0.6569 Remote Similarity NPD855 Approved
0.6562 Remote Similarity NPD6681 Discovery
0.6562 Remote Similarity NPD7037 Approved
0.6558 Remote Similarity NPD5156 Approved
0.6558 Remote Similarity NPD5155 Approved
0.6558 Remote Similarity NPD4738 Phase 2
0.6556 Remote Similarity NPD5667 Approved
0.6556 Remote Similarity NPD6330 Clinical (unspecified phase)
0.6554 Remote Similarity NPD5306 Approved
0.6554 Remote Similarity NPD5305 Approved
0.6554 Remote Similarity NPD6833 Clinical (unspecified phase)
0.6552 Remote Similarity NPD6607 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4198 Discontinued
0.6545 Remote Similarity NPD7131 Phase 3
0.6543 Remote Similarity NPD8323 Discontinued
0.6538 Remote Similarity NPD4140 Approved
0.6536 Remote Similarity NPD7084 Phase 3
0.6536 Remote Similarity NPD4993 Discontinued
0.6533 Remote Similarity NPD7814 Approved
0.6528 Remote Similarity NPD2652 Approved
0.6528 Remote Similarity NPD2650 Approved
0.6527 Remote Similarity NPD7463 Clinical (unspecified phase)
0.6522 Remote Similarity NPD3680 Approved
0.6522 Remote Similarity NPD3682 Approved
0.6522 Remote Similarity NPD4229 Approved
0.6522 Remote Similarity NPD3681 Approved
0.6522 Remote Similarity NPD3683 Approved
0.6522 Remote Similarity NPD4231 Approved
0.651 Remote Similarity NPD3897 Approved
0.651 Remote Similarity NPD3895 Approved
0.651 Remote Similarity NPD3898 Approved
0.651 Remote Similarity NPD3896 Approved
0.6509 Remote Similarity NPD7046 Clinical (unspecified phase)
0.6507 Remote Similarity NPD5291 Approved
0.6507 Remote Similarity NPD5292 Approved
0.6505 Remote Similarity NPD8485 Approved
0.6503 Remote Similarity NPD7236 Approved
0.65 Remote Similarity NPD6556 Clinical (unspecified phase)
0.65 Remote Similarity NPD5865 Clinical (unspecified phase)
0.6494 Remote Similarity NPD3594 Approved
0.6494 Remote Similarity NPD3595 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