Structure

Physi-Chem Properties

Molecular Weight:  472.28
Volume:  492.257
LogP:  3.34
LogD:  3.037
LogS:  -4.231
# Rotatable Bonds:  3
TPSA:  104.06
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.43
Synthetic Accessibility Score:  5.342
Fsp3:  0.786
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.851
MDCK Permeability:  9.239098289981484e-06
Pgp-inhibitor:  0.897
Pgp-substrate:  0.926
Human Intestinal Absorption (HIA):  0.106
20% Bioavailability (F20%):  0.022
30% Bioavailability (F30%):  0.038

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.646
Plasma Protein Binding (PPB):  70.64154815673828%
Volume Distribution (VD):  0.562
Pgp-substrate:  12.097448348999023%

ADMET: Metabolism

CYP1A2-inhibitor:  0.032
CYP1A2-substrate:  0.23
CYP2C19-inhibitor:  0.088
CYP2C19-substrate:  0.74
CYP2C9-inhibitor:  0.092
CYP2C9-substrate:  0.116
CYP2D6-inhibitor:  0.011
CYP2D6-substrate:  0.135
CYP3A4-inhibitor:  0.861
CYP3A4-substrate:  0.561

ADMET: Excretion

Clearance (CL):  5.673
Half-life (T1/2):  0.854

ADMET: Toxicity

hERG Blockers:  0.149
Human Hepatotoxicity (H-HT):  0.192
Drug-inuced Liver Injury (DILI):  0.201
AMES Toxicity:  0.08
Rat Oral Acute Toxicity:  0.96
Maximum Recommended Daily Dose:  0.922
Skin Sensitization:  0.938
Carcinogencity:  0.814
Eye Corrosion:  0.018
Eye Irritation:  0.14
Respiratory Toxicity:  0.955

Download Data

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

  Natural Product: NPC147912

Natural Product ID:  NPC147912
Common Name*:   Jaborosalactone D
IUPAC Name:   (2R)-2-[(1S)-1-[(5R,6R,8S,9S,10R,13S,14S,17R)-5,6-dihydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl]ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one
Synonyms:   Jaborosalactone D
Standard InCHIKey:  LDWRZKAVHDHGID-VZGLNVPESA-N
Standard InCHI:  InChI=1S/C28H40O6/c1-15-12-22(34-25(32)18(15)14-29)16(2)19-7-8-20-17-13-24(31)28(33)10-5-6-23(30)27(28,4)21(17)9-11-26(19,20)3/h5-6,16-17,19-22,24,29,31,33H,7-14H2,1-4H3/t16-,17-,19+,20-,21-,22+,24+,26+,27-,28-/m0/s1
SMILES:  CC1=C(CO)C(=O)O[C@H](C1)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@H]([C@]4(CC=CC(=O)[C@]4(C)[C@H]3CC[C@]12C)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL465480
PubChem CID:   268947
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001125] Steroid lactones
          • [CHEMONTID:0001560] Withanolides 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
NPO18304 Jaborosa integrifolia Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[12027740]
NPO18304 Jaborosa integrifolia Species Solanaceae 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
NPT440 Individual Protein Quinone oxidoreductase Mus musculus CQ > 42.3 uM PMID[523804]
NPT440 Individual Protein Quinone oxidoreductase Mus musculus CD = 21.2 uM PMID[523804]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 44977.99 nM PMID[523805]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 42364.3 nM PMID[523805]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 26791.68 nM PMID[523805]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 21232.44 nM PMID[523805]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 21086.28 nM PMID[523805]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 41975.9 nM PMID[523805]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 35156.04 nM PMID[523805]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 30974.19 nM PMID[523805]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 32583.67 nM PMID[523805]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 15739.83 nM PMID[523805]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 26791.68 nM PMID[523805]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 18749.95 nM PMID[523805]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 26607.25 nM PMID[523805]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 35974.93 nM PMID[523805]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 63973.48 nM PMID[523805]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 21086.28 nM PMID[523805]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 31260.79 nM PMID[523805]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 36982.82 nM PMID[523805]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[523805]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 46451.53 nM PMID[523805]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 31260.79 nM PMID[523805]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 24043.63 nM PMID[523805]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 100000.0 nM PMID[523805]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 21677.04 nM PMID[523805]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 14190.58 nM PMID[523805]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 19769.7 nM PMID[523805]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 49203.95 nM PMID[523805]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 36391.5 nM PMID[523805]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 24888.57 nM PMID[523805]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 32210.69 nM PMID[523805]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 23496.33 nM PMID[523805]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 27669.42 nM PMID[523805]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 43651.58 nM PMID[523805]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 30338.91 nM PMID[523805]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 38018.94 nM PMID[523805]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 25882.13 nM PMID[523805]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 20464.45 nM PMID[523805]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 16443.72 nM PMID[523805]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 49203.95 nM PMID[523805]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 92257.14 nM PMID[523805]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 46989.41 nM PMID[523805]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 39719.15 nM PMID[523805]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 63826.35 nM PMID[523805]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 19054.61 nM PMID[523805]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 58076.44 nM PMID[523805]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 29648.31 nM PMID[523805]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[523805]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 44258.84 nM PMID[523805]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 61517.69 nM PMID[523805]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 15135.61 nM PMID[523805]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 20844.91 nM PMID[523805]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 35727.28 nM PMID[523805]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 100000.0 nM PMID[523805]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 33189.45 nM PMID[523805]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 33113.11 nM PMID[523805]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 35809.64 nM PMID[523805]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 42072.66 nM PMID[523805]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 43052.66 nM PMID[523805]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 22284.35 nM PMID[523805]
NPT4377 Individual Protein Heat shock 70 kDa protein 6 Homo sapiens FC = 0.0 n.a. PMID[523807]
NPT2 Others Unspecified Ratio > 1.7 n.a. PMID[523804]
NPT27 Others Unspecified IC50 > 42300.0 nM PMID[523804]
NPT776 Organism Spodoptera littoralis Spodoptera littoralis Inhibition = -19.0 % PMID[523806]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 10000.0 nM PMID[523807]

☑ 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 NPC147912 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 NPC67259
0.963 High Similarity NPC286528
0.963 High Similarity NPC167606
0.963 High Similarity NPC140055
0.963 High Similarity NPC20302
0.9541 High Similarity NPC709
0.9541 High Similarity NPC50774
0.9533 High Similarity NPC122056
0.9455 High Similarity NPC264954
0.945 High Similarity NPC312824
0.945 High Similarity NPC183580
0.945 High Similarity NPC470492
0.945 High Similarity NPC470493
0.9369 High Similarity NPC474370
0.9358 High Similarity NPC64318
0.9346 High Similarity NPC474315
0.9286 High Similarity NPC67569
0.9279 High Similarity NPC473270
0.9273 High Similarity NPC476965
0.9273 High Similarity NPC470959
0.9204 High Similarity NPC470265
0.9204 High Similarity NPC88326
0.9204 High Similarity NPC23786
0.9204 High Similarity NPC153700
0.9151 High Similarity NPC91034
0.913 High Similarity NPC293112
0.9123 High Similarity NPC469789
0.9123 High Similarity NPC11895
0.9107 High Similarity NPC473274
0.9099 High Similarity NPC243065
0.9083 High Similarity NPC191620
0.9074 High Similarity NPC29133
0.9043 High Similarity NPC8369
0.9043 High Similarity NPC81736
0.9043 High Similarity NPC470494
0.9043 High Similarity NPC172154
0.9043 High Similarity NPC3381
0.9043 High Similarity NPC8374
0.9035 High Similarity NPC170538
0.9027 High Similarity NPC476961
0.9018 High Similarity NPC186525
0.9009 High Similarity NPC270929
0.8991 High Similarity NPC470961
0.8947 High Similarity NPC473256
0.8947 High Similarity NPC470878
0.8919 High Similarity NPC284915
0.8909 High Similarity NPC69291
0.8899 High Similarity NPC37116
0.8889 High Similarity NPC156797
0.887 High Similarity NPC269642
0.885 High Similarity NPC329736
0.885 High Similarity NPC257457
0.885 High Similarity NPC311554
0.8807 High Similarity NPC475065
0.8803 High Similarity NPC473635
0.8796 High Similarity NPC330011
0.8796 High Similarity NPC473284
0.8796 High Similarity NPC329048
0.8783 High Similarity NPC46570
0.8772 High Similarity NPC475041
0.8772 High Similarity NPC61520
0.8761 High Similarity NPC55296
0.8761 High Similarity NPC471854
0.8739 High Similarity NPC473593
0.8739 High Similarity NPC236217
0.8739 High Similarity NPC476966
0.8716 High Similarity NPC318363
0.8716 High Similarity NPC475418
0.8716 High Similarity NPC473482
0.8716 High Similarity NPC220155
0.8707 High Similarity NPC107493
0.8696 High Similarity NPC476962
0.8692 High Similarity NPC475050
0.8624 High Similarity NPC301666
0.8609 High Similarity NPC230513
0.8609 High Similarity NPC476960
0.8595 High Similarity NPC231240
0.8585 High Similarity NPC476299
0.8585 High Similarity NPC474012
0.8583 High Similarity NPC231529
0.8571 High Similarity NPC253826
0.8559 High Similarity NPC473627
0.8545 High Similarity NPC472825
0.8534 High Similarity NPC154491
0.8534 High Similarity NPC268530
0.8532 High Similarity NPC266570
0.8525 High Similarity NPC316915
0.8519 High Similarity NPC72151
0.8519 High Similarity NPC329345
0.8519 High Similarity NPC473283
0.8519 High Similarity NPC112009
0.8519 High Similarity NPC475526
0.8505 High Similarity NPC282524
0.8496 Intermediate Similarity NPC25909
0.8491 Intermediate Similarity NPC478056
0.8491 Intermediate Similarity NPC316598
0.8482 Intermediate Similarity NPC470960
0.8475 Intermediate Similarity NPC204812
0.8475 Intermediate Similarity NPC473979
0.8468 Intermediate Similarity NPC472216
0.8468 Intermediate Similarity NPC284828
0.8468 Intermediate Similarity NPC173905
0.8468 Intermediate Similarity NPC214644
0.8468 Intermediate Similarity NPC5475
0.8462 Intermediate Similarity NPC4021
0.8462 Intermediate Similarity NPC159456
0.8455 Intermediate Similarity NPC475294
0.8448 Intermediate Similarity NPC475520
0.8448 Intermediate Similarity NPC42673
0.8435 Intermediate Similarity NPC134430
0.8435 Intermediate Similarity NPC284068
0.8435 Intermediate Similarity NPC239273
0.8426 Intermediate Similarity NPC114540
0.8426 Intermediate Similarity NPC320447
0.8426 Intermediate Similarity NPC32577
0.8426 Intermediate Similarity NPC155332
0.8426 Intermediate Similarity NPC136289
0.8421 Intermediate Similarity NPC470953
0.8421 Intermediate Similarity NPC474181
0.8417 Intermediate Similarity NPC470882
0.8407 Intermediate Similarity NPC476163
0.8407 Intermediate Similarity NPC100267
0.8407 Intermediate Similarity NPC269530
0.8407 Intermediate Similarity NPC475524
0.8403 Intermediate Similarity NPC32868
0.8403 Intermediate Similarity NPC241456
0.8378 Intermediate Similarity NPC472217
0.8378 Intermediate Similarity NPC472219
0.8378 Intermediate Similarity NPC472218
0.8376 Intermediate Similarity NPC251226
0.8376 Intermediate Similarity NPC79579
0.8364 Intermediate Similarity NPC189863
0.8364 Intermediate Similarity NPC166607
0.8362 Intermediate Similarity NPC153440
0.8349 Intermediate Similarity NPC476237
0.8349 Intermediate Similarity NPC476889
0.8349 Intermediate Similarity NPC95899
0.8349 Intermediate Similarity NPC297617
0.8349 Intermediate Similarity NPC264048
0.8349 Intermediate Similarity NPC180204
0.8349 Intermediate Similarity NPC478057
0.8348 Intermediate Similarity NPC470075
0.8348 Intermediate Similarity NPC190286
0.8348 Intermediate Similarity NPC148458
0.8348 Intermediate Similarity NPC176840
0.8333 Intermediate Similarity NPC250109
0.8333 Intermediate Similarity NPC81530
0.8333 Intermediate Similarity NPC224720
0.8333 Intermediate Similarity NPC476240
0.8333 Intermediate Similarity NPC962
0.8333 Intermediate Similarity NPC476223
0.8333 Intermediate Similarity NPC115899
0.8319 Intermediate Similarity NPC120724
0.8318 Intermediate Similarity NPC108368
0.8318 Intermediate Similarity NPC57079
0.8318 Intermediate Similarity NPC278386
0.8318 Intermediate Similarity NPC159763
0.8318 Intermediate Similarity NPC124512
0.8318 Intermediate Similarity NPC98868
0.8304 Intermediate Similarity NPC41405
0.8302 Intermediate Similarity NPC242848
0.8291 Intermediate Similarity NPC77689
0.8291 Intermediate Similarity NPC473636
0.8291 Intermediate Similarity NPC5292
0.8288 Intermediate Similarity NPC187435
0.8288 Intermediate Similarity NPC255387
0.8288 Intermediate Similarity NPC131665
0.8288 Intermediate Similarity NPC67321
0.8279 Intermediate Similarity NPC471407
0.8276 Intermediate Similarity NPC475809
0.8276 Intermediate Similarity NPC476959
0.8276 Intermediate Similarity NPC473656
0.8276 Intermediate Similarity NPC469684
0.8273 Intermediate Similarity NPC160843
0.8264 Intermediate Similarity NPC473265
0.8264 Intermediate Similarity NPC287903
0.8264 Intermediate Similarity NPC287423
0.8264 Intermediate Similarity NPC473253
0.8257 Intermediate Similarity NPC476890
0.8257 Intermediate Similarity NPC40918
0.8257 Intermediate Similarity NPC477915
0.825 Intermediate Similarity NPC470922
0.8246 Intermediate Similarity NPC277769
0.8246 Intermediate Similarity NPC470063
0.8246 Intermediate Similarity NPC90952
0.8246 Intermediate Similarity NPC285956
0.8241 Intermediate Similarity NPC473510
0.8241 Intermediate Similarity NPC316964
0.8241 Intermediate Similarity NPC476274
0.8241 Intermediate Similarity NPC266955
0.8241 Intermediate Similarity NPC201406
0.823 Intermediate Similarity NPC16270
0.823 Intermediate Similarity NPC239097
0.8224 Intermediate Similarity NPC2049
0.8224 Intermediate Similarity NPC73911
0.8224 Intermediate Similarity NPC474785
0.8224 Intermediate Similarity NPC108078
0.8224 Intermediate Similarity NPC474938
0.8224 Intermediate Similarity NPC126815
0.8224 Intermediate Similarity NPC210337

  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 NPC147912 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
0.963 High Similarity NPD7115 Discovery
0.8318 Intermediate Similarity NPD4225 Approved
0.8053 Intermediate Similarity NPD6881 Approved
0.8053 Intermediate Similarity NPD6899 Approved
0.8 Intermediate Similarity NPD6649 Approved
0.8 Intermediate Similarity NPD6650 Approved
0.7965 Intermediate Similarity NPD5697 Approved
0.7931 Intermediate Similarity NPD8297 Approved
0.7913 Intermediate Similarity NPD7102 Approved
0.7913 Intermediate Similarity NPD6883 Approved
0.7913 Intermediate Similarity NPD7290 Approved
0.7909 Intermediate Similarity NPD7640 Approved
0.7909 Intermediate Similarity NPD7639 Approved
0.7876 Intermediate Similarity NPD7128 Approved
0.7876 Intermediate Similarity NPD5739 Approved
0.7876 Intermediate Similarity NPD6675 Approved
0.7876 Intermediate Similarity NPD6402 Approved
0.785 Intermediate Similarity NPD6399 Phase 3
0.7845 Intermediate Similarity NPD6847 Approved
0.7845 Intermediate Similarity NPD6617 Approved
0.7845 Intermediate Similarity NPD6869 Approved
0.7845 Intermediate Similarity NPD8130 Phase 1
0.7826 Intermediate Similarity NPD6012 Approved
0.7826 Intermediate Similarity NPD6372 Approved
0.7826 Intermediate Similarity NPD6014 Approved
0.7826 Intermediate Similarity NPD6373 Approved
0.7826 Intermediate Similarity NPD6013 Approved
0.7818 Intermediate Similarity NPD7638 Approved
0.7778 Intermediate Similarity NPD6882 Approved
0.7769 Intermediate Similarity NPD6319 Approved
0.7768 Intermediate Similarity NPD5211 Phase 2
0.7757 Intermediate Similarity NPD6079 Approved
0.7739 Intermediate Similarity NPD7320 Approved
0.7739 Intermediate Similarity NPD6011 Approved
0.7727 Intermediate Similarity NPD6083 Phase 2
0.7727 Intermediate Similarity NPD6084 Phase 2
0.7664 Intermediate Similarity NPD5785 Approved
0.7652 Intermediate Similarity NPD5701 Approved
0.7632 Intermediate Similarity NPD5141 Approved
0.7619 Intermediate Similarity NPD3618 Phase 1
0.7615 Intermediate Similarity NPD7748 Approved
0.7607 Intermediate Similarity NPD4634 Approved
0.7593 Intermediate Similarity NPD7515 Phase 2
0.7589 Intermediate Similarity NPD5285 Approved
0.7589 Intermediate Similarity NPD5286 Approved
0.7589 Intermediate Similarity NPD4696 Approved
0.757 Intermediate Similarity NPD5328 Approved
0.7568 Intermediate Similarity NPD7902 Approved
0.7563 Intermediate Similarity NPD4632 Approved
0.7559 Intermediate Similarity NPD7319 Approved
0.7521 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.752 Intermediate Similarity NPD7492 Approved
0.75 Intermediate Similarity NPD5696 Approved
0.748 Intermediate Similarity NPD6054 Approved
0.748 Intermediate Similarity NPD7736 Approved
0.7477 Intermediate Similarity NPD5221 Approved
0.7477 Intermediate Similarity NPD5222 Approved
0.7477 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.746 Intermediate Similarity NPD7507 Approved
0.746 Intermediate Similarity NPD6616 Approved
0.7456 Intermediate Similarity NPD5224 Approved
0.7456 Intermediate Similarity NPD5225 Approved
0.7456 Intermediate Similarity NPD5226 Approved
0.7456 Intermediate Similarity NPD4633 Approved
0.7453 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD4786 Approved
0.7419 Intermediate Similarity NPD7503 Approved
0.7411 Intermediate Similarity NPD4755 Approved
0.7411 Intermediate Similarity NPD5173 Approved
0.7402 Intermediate Similarity NPD7078 Approved
0.7398 Intermediate Similarity NPD7101 Approved
0.7398 Intermediate Similarity NPD7100 Approved
0.7395 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD5175 Approved
0.7391 Intermediate Similarity NPD5174 Approved
0.7387 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7387 Intermediate Similarity NPD5695 Phase 3
0.7387 Intermediate Similarity NPD4629 Approved
0.7387 Intermediate Similarity NPD5210 Approved
0.7368 Intermediate Similarity NPD5223 Approved
0.7364 Intermediate Similarity NPD4202 Approved
0.736 Intermediate Similarity NPD6370 Approved
0.7358 Intermediate Similarity NPD1694 Approved
0.7321 Intermediate Similarity NPD4697 Phase 3
0.7317 Intermediate Similarity NPD6335 Approved
0.7315 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD6672 Approved
0.7315 Intermediate Similarity NPD5737 Approved
0.7311 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7311 Intermediate Similarity NPD6371 Approved
0.7304 Intermediate Similarity NPD7632 Discontinued
0.7297 Intermediate Similarity NPD7900 Approved
0.7297 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7295 Intermediate Similarity NPD6274 Approved
0.7295 Intermediate Similarity NPD6868 Approved
0.729 Intermediate Similarity NPD6684 Approved
0.729 Intermediate Similarity NPD6409 Approved
0.729 Intermediate Similarity NPD7146 Approved
0.729 Intermediate Similarity NPD7521 Approved
0.729 Intermediate Similarity NPD5330 Approved
0.729 Intermediate Similarity NPD7334 Approved
0.7288 Intermediate Similarity NPD6686 Approved
0.7281 Intermediate Similarity NPD4700 Approved
0.728 Intermediate Similarity NPD6015 Approved
0.728 Intermediate Similarity NPD6016 Approved
0.7273 Intermediate Similarity NPD5693 Phase 1
0.7273 Intermediate Similarity NPD8035 Phase 2
0.7273 Intermediate Similarity NPD7637 Suspended
0.7273 Intermediate Similarity NPD8034 Phase 2
0.7265 Intermediate Similarity NPD6008 Approved
0.7258 Intermediate Similarity NPD7516 Approved
0.7248 Intermediate Similarity NPD4753 Phase 2
0.7238 Intermediate Similarity NPD3667 Approved
0.7236 Intermediate Similarity NPD6317 Approved
0.7236 Intermediate Similarity NPD6009 Approved
0.7222 Intermediate Similarity NPD5988 Approved
0.7222 Intermediate Similarity NPD3573 Approved
0.7203 Intermediate Similarity NPD6412 Phase 2
0.72 Intermediate Similarity NPD6059 Approved
0.7196 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD5363 Approved
0.719 Intermediate Similarity NPD6053 Discontinued
0.7177 Intermediate Similarity NPD6314 Approved
0.7177 Intermediate Similarity NPD7327 Approved
0.7177 Intermediate Similarity NPD7328 Approved
0.7177 Intermediate Similarity NPD6313 Approved
0.7165 Intermediate Similarity NPD7604 Phase 2
0.7156 Intermediate Similarity NPD6903 Approved
0.7143 Intermediate Similarity NPD4730 Approved
0.7143 Intermediate Similarity NPD8033 Approved
0.7143 Intermediate Similarity NPD8513 Phase 3
0.7143 Intermediate Similarity NPD5983 Phase 2
0.7143 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4729 Approved
0.7132 Intermediate Similarity NPD8293 Discontinued
0.7117 Intermediate Similarity NPD5284 Approved
0.7117 Intermediate Similarity NPD5281 Approved
0.7117 Intermediate Similarity NPD6411 Approved
0.7103 Intermediate Similarity NPD3665 Phase 1
0.7103 Intermediate Similarity NPD3666 Approved
0.7103 Intermediate Similarity NPD3133 Approved
0.7091 Intermediate Similarity NPD6080 Approved
0.7091 Intermediate Similarity NPD6904 Approved
0.7091 Intermediate Similarity NPD6673 Approved
0.708 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD5344 Discontinued
0.7063 Intermediate Similarity NPD8294 Approved
0.7063 Intermediate Similarity NPD8377 Approved
0.7059 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD5779 Approved
0.7054 Intermediate Similarity NPD6336 Discontinued
0.7054 Intermediate Similarity NPD5778 Approved
0.7031 Intermediate Similarity NPD8328 Phase 3
0.7025 Intermediate Similarity NPD5251 Approved
0.7025 Intermediate Similarity NPD5250 Approved
0.7025 Intermediate Similarity NPD5249 Phase 3
0.7025 Intermediate Similarity NPD5248 Approved
0.7025 Intermediate Similarity NPD5247 Approved
0.7008 Intermediate Similarity NPD8379 Approved
0.7008 Intermediate Similarity NPD8296 Approved
0.7008 Intermediate Similarity NPD6908 Approved
0.7008 Intermediate Similarity NPD8515 Approved
0.7008 Intermediate Similarity NPD8516 Approved
0.7008 Intermediate Similarity NPD8517 Approved
0.7008 Intermediate Similarity NPD8380 Approved
0.7008 Intermediate Similarity NPD8378 Approved
0.7008 Intermediate Similarity NPD6909 Approved
0.7008 Intermediate Similarity NPD8335 Approved
0.7 Intermediate Similarity NPD5128 Approved
0.6991 Remote Similarity NPD6001 Approved
0.6975 Remote Similarity NPD4768 Approved
0.6975 Remote Similarity NPD4767 Approved
0.6967 Remote Similarity NPD5215 Approved
0.6967 Remote Similarity NPD5217 Approved
0.6967 Remote Similarity NPD5216 Approved
0.6949 Remote Similarity NPD4754 Approved
0.6942 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6937 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6937 Remote Similarity NPD6051 Approved
0.6937 Remote Similarity NPD6101 Approved
0.6916 Remote Similarity NPD4270 Approved
0.6916 Remote Similarity NPD4223 Phase 3
0.6916 Remote Similarity NPD4221 Approved
0.6916 Remote Similarity NPD4269 Approved
0.6885 Remote Similarity NPD5135 Approved
0.6885 Remote Similarity NPD5169 Approved
0.6885 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6881 Remote Similarity NPD5329 Approved
0.6875 Remote Similarity NPD5207 Approved
0.686 Remote Similarity NPD5168 Approved
0.6857 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6855 Remote Similarity NPD8133 Approved
0.6847 Remote Similarity NPD5208 Approved
0.6829 Remote Similarity NPD5127 Approved
0.6822 Remote Similarity NPD5369 Approved
0.6818 Remote Similarity NPD5690 Phase 2
0.6818 Remote Similarity NPD5786 Approved
0.6818 Remote Similarity NPD5279 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