Structure

Physi-Chem Properties

Molecular Weight:  756.35
Volume:  717.003
LogP:  0.976
LogD:  1.433
LogS:  -3.178
# Rotatable Bonds:  1
TPSA:  199.0
# H-Bond Aceptor:  17
# H-Bond Donor:  6
# Rings:  7
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.213
Synthetic Accessibility Score:  6.001
Fsp3:  0.657
Lipinski Rule-of-5:  Rejected
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:  -6.053
MDCK Permeability:  1.0471526366018225e-05
Pgp-inhibitor:  0.992
Pgp-substrate:  0.965
Human Intestinal Absorption (HIA):  0.899
20% Bioavailability (F20%):  0.971
30% Bioavailability (F30%):  0.994

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.021
Plasma Protein Binding (PPB):  69.4770278930664%
Volume Distribution (VD):  0.839
Pgp-substrate:  50.662784576416016%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.035
CYP2C19-inhibitor:  0.035
CYP2C19-substrate:  0.1
CYP2C9-inhibitor:  0.031
CYP2C9-substrate:  0.081
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.028
CYP3A4-inhibitor:  0.501
CYP3A4-substrate:  0.17

ADMET: Excretion

Clearance (CL):  3.92
Half-life (T1/2):  0.122

ADMET: Toxicity

hERG Blockers:  0.053
Human Hepatotoxicity (H-HT):  0.997
Drug-inuced Liver Injury (DILI):  0.995
AMES Toxicity:  0.026
Rat Oral Acute Toxicity:  0.259
Maximum Recommended Daily Dose:  0.856
Skin Sensitization:  0.758
Carcinogencity:  0.754
Eye Corrosion:  0.003
Eye Irritation:  0.003
Respiratory Toxicity:  0.828

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

  Natural Product: NPC471663

Natural Product ID:  NPC471663
Common Name*:   NWODGGULAVRGMY-NGSRAGMKSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  NWODGGULAVRGMY-NGSRAGMKSA-N
Standard InCHI:  InChI=1S/C35H49ClN10O7/c1-18(2)27-33(52)46-25(10-7-15-39-46)32(51)45-23(8-5-14-38-45)30(49)42(4)19(3)29(48)44-24(9-6-13-37-44)31(50)43-26(28(47)41-27)17-35(53)21-12-11-20(36)16-22(21)40-34(35)43/h11-12,16,18-19,23-27,34,37-40,53H,5-10,13-15,17H2,1-4H3,(H,41,47)/t19-,23+,24+,25-,26-,27+,34-,35+/m0/s1
SMILES:  Clc1ccc2c(c1)N[C@@H]1[C@@]2(O)C[C@@H]2N1C(=O)[C@H]1CCCNN1C(=O)[C@H](C)N(C)C(=O)[C@@H]1N(C(=O)[C@H]3N(C(=O)[C@H](N=C2O)C(C)C)NCCC3)NCCC1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3088125
PubChem CID:   54589850
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000064] Macrolactams

*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
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[14563159]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15844961]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16378365]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16453790]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16724461]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17632514]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19231864]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21486005]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21504214]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24224794]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[3170341]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[3819734]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[5549382]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[TCMID]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria 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
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC = 18.6 ug.mL-1 PMID[497215]

☑ 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 NPC471663 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
0.7946 Intermediate Similarity NPC275134
0.7946 Intermediate Similarity NPC265592
0.7902 Intermediate Similarity NPC44357
0.7902 Intermediate Similarity NPC24661
0.7832 Intermediate Similarity NPC473702
0.7832 Intermediate Similarity NPC256007
0.7547 Intermediate Similarity NPC472538
0.75 Intermediate Similarity NPC225400
0.7465 Intermediate Similarity NPC471155
0.7465 Intermediate Similarity NPC470786
0.7435 Intermediate Similarity NPC137437
0.7435 Intermediate Similarity NPC112839
0.743 Intermediate Similarity NPC270241
0.7409 Intermediate Similarity NPC68650
0.7403 Intermediate Similarity NPC243782
0.7389 Intermediate Similarity NPC307396
0.7268 Intermediate Similarity NPC471122
0.7208 Intermediate Similarity NPC471124
0.7196 Intermediate Similarity NPC471436
0.7189 Intermediate Similarity NPC471945
0.7189 Intermediate Similarity NPC471950
0.7163 Intermediate Similarity NPC295548
0.7156 Intermediate Similarity NPC471946
0.7156 Intermediate Similarity NPC471951
0.713 Intermediate Similarity NPC248601
0.7123 Intermediate Similarity NPC472542
0.7123 Intermediate Similarity NPC472541
0.711 Intermediate Similarity NPC475259
0.7085 Intermediate Similarity NPC472115
0.7085 Intermediate Similarity NPC472114
0.7075 Intermediate Similarity NPC472540
0.7075 Intermediate Similarity NPC472539
0.7075 Intermediate Similarity NPC470787
0.7051 Intermediate Similarity NPC477178
0.7051 Intermediate Similarity NPC477180
0.7051 Intermediate Similarity NPC477181
0.7051 Intermediate Similarity NPC254850
0.7048 Intermediate Similarity NPC276430
0.7018 Intermediate Similarity NPC477173
0.7018 Intermediate Similarity NPC477174
0.7018 Intermediate Similarity NPC470490
0.7005 Intermediate Similarity NPC477179
0.6986 Remote Similarity NPC470488
0.6968 Remote Similarity NPC475359
0.6968 Remote Similarity NPC191817
0.6955 Remote Similarity NPC470491
0.689 Remote Similarity NPC259626
0.6886 Remote Similarity NPC474896
0.6858 Remote Similarity NPC471197
0.6856 Remote Similarity NPC31097
0.6842 Remote Similarity NPC2933
0.6842 Remote Similarity NPC272174
0.6828 Remote Similarity NPC471198
0.6802 Remote Similarity NPC285192
0.6794 Remote Similarity NPC256288
0.678 Remote Similarity NPC285622
0.6745 Remote Similarity NPC229484
0.6742 Remote Similarity NPC470489
0.6718 Remote Similarity NPC254798
0.6714 Remote Similarity NPC292675
0.67 Remote Similarity NPC222029
0.6699 Remote Similarity NPC242269
0.6698 Remote Similarity NPC473615
0.6683 Remote Similarity NPC85651
0.6682 Remote Similarity NPC128582
0.6667 Remote Similarity NPC470548
0.6667 Remote Similarity NPC106118
0.6667 Remote Similarity NPC276085
0.6565 Remote Similarity NPC244425
0.6565 Remote Similarity NPC15384
0.6545 Remote Similarity NPC171317
0.654 Remote Similarity NPC326363
0.6533 Remote Similarity NPC66936
0.6513 Remote Similarity NPC475969
0.6513 Remote Similarity NPC475859
0.6492 Remote Similarity NPC14812
0.649 Remote Similarity NPC355
0.6488 Remote Similarity NPC189116
0.6471 Remote Similarity NPC309531
0.6471 Remote Similarity NPC472102
0.6471 Remote Similarity NPC470730
0.6471 Remote Similarity NPC477175
0.6458 Remote Similarity NPC323198
0.6442 Remote Similarity NPC472118
0.6439 Remote Similarity NPC133470
0.6439 Remote Similarity NPC191863
0.6439 Remote Similarity NPC289776
0.6432 Remote Similarity NPC325976
0.6429 Remote Similarity NPC155143
0.6425 Remote Similarity NPC471199
0.6417 Remote Similarity NPC165743
0.6406 Remote Similarity NPC213629
0.6389 Remote Similarity NPC478077
0.6385 Remote Similarity NPC39822
0.6384 Remote Similarity NPC475506
0.6379 Remote Similarity NPC28945
0.6377 Remote Similarity NPC472106
0.6373 Remote Similarity NPC469898
0.6372 Remote Similarity NPC473376
0.6368 Remote Similarity NPC219397
0.636 Remote Similarity NPC33949
0.6359 Remote Similarity NPC476231
0.635 Remote Similarity NPC109787
0.6348 Remote Similarity NPC320968
0.6329 Remote Similarity NPC64216
0.6326 Remote Similarity NPC477159
0.6323 Remote Similarity NPC473640
0.632 Remote Similarity NPC75634
0.6316 Remote Similarity NPC129486
0.6307 Remote Similarity NPC474877
0.6303 Remote Similarity NPC475532
0.6301 Remote Similarity NPC51047
0.6301 Remote Similarity NPC471196
0.6301 Remote Similarity NPC471195
0.6293 Remote Similarity NPC104345
0.6289 Remote Similarity NPC471123
0.6287 Remote Similarity NPC56685
0.6286 Remote Similarity NPC470784
0.6281 Remote Similarity NPC311658
0.628 Remote Similarity NPC472117
0.628 Remote Similarity NPC472120
0.628 Remote Similarity NPC472101
0.6274 Remote Similarity NPC165285
0.6268 Remote Similarity NPC279527
0.6268 Remote Similarity NPC214960
0.6266 Remote Similarity NPC470729
0.6266 Remote Similarity NPC478157
0.6266 Remote Similarity NPC69843
0.6266 Remote Similarity NPC477176
0.6262 Remote Similarity NPC473003
0.6262 Remote Similarity NPC36495
0.6262 Remote Similarity NPC114806
0.6261 Remote Similarity NPC162860
0.6261 Remote Similarity NPC107077
0.6261 Remote Similarity NPC223791
0.6255 Remote Similarity NPC63279
0.6245 Remote Similarity NPC54420
0.6244 Remote Similarity NPC204970
0.624 Remote Similarity NPC477177
0.6233 Remote Similarity NPC91179
0.6232 Remote Similarity NPC241794
0.623 Remote Similarity NPC297642
0.6225 Remote Similarity NPC469903
0.6224 Remote Similarity NPC297862
0.6223 Remote Similarity NPC54744
0.6222 Remote Similarity NPC100321
0.6222 Remote Similarity NPC293917
0.622 Remote Similarity NPC470785
0.6218 Remote Similarity NPC312942
0.6218 Remote Similarity NPC327095
0.6214 Remote Similarity NPC89987
0.6214 Remote Similarity NPC24617
0.6214 Remote Similarity NPC469428
0.6214 Remote Similarity NPC113946
0.6213 Remote Similarity NPC305984
0.6207 Remote Similarity NPC261934
0.6207 Remote Similarity NPC5194
0.6202 Remote Similarity NPC472121
0.6199 Remote Similarity NPC470728
0.6199 Remote Similarity NPC473763
0.6199 Remote Similarity NPC117244
0.6195 Remote Similarity NPC469443
0.6192 Remote Similarity NPC40455
0.619 Remote Similarity NPC478158
0.619 Remote Similarity NPC328649
0.6189 Remote Similarity NPC220852
0.6186 Remote Similarity NPC281049
0.6184 Remote Similarity NPC469902
0.6184 Remote Similarity NPC469901
0.6183 Remote Similarity NPC476491
0.6181 Remote Similarity NPC315266
0.6179 Remote Similarity NPC184680
0.6179 Remote Similarity NPC285343
0.6176 Remote Similarity NPC473002
0.617 Remote Similarity NPC183407
0.617 Remote Similarity NPC470731
0.6168 Remote Similarity NPC476441
0.6168 Remote Similarity NPC129624
0.6167 Remote Similarity NPC19170
0.6166 Remote Similarity NPC476687
0.6166 Remote Similarity NPC476685
0.6166 Remote Similarity NPC476689
0.6164 Remote Similarity NPC94752
0.6164 Remote Similarity NPC291759
0.6161 Remote Similarity NPC33507
0.6161 Remote Similarity NPC473000
0.6158 Remote Similarity NPC318086
0.6158 Remote Similarity NPC473329
0.6157 Remote Similarity NPC472999
0.6157 Remote Similarity NPC166169
0.6154 Remote Similarity NPC473569
0.6151 Remote Similarity NPC155444
0.615 Remote Similarity NPC161861
0.6147 Remote Similarity NPC472294
0.6146 Remote Similarity NPC478076
0.6141 Remote Similarity NPC319232
0.6141 Remote Similarity NPC24370
0.614 Remote Similarity NPC473001
0.613 Remote Similarity NPC315467
0.6127 Remote Similarity NPC202198

  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 NPC471663 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
0.7048 Intermediate Similarity NPD8240 Discontinued
0.6985 Remote Similarity NPD3790 Phase 2
0.6961 Remote Similarity NPD8022 Clinical (unspecified phase)
0.689 Remote Similarity NPD6557 Phase 2
0.6825 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6794 Remote Similarity NPD7252 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4485 Approved
0.6651 Remote Similarity NPD6058 Phase 2
0.6607 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6575 Remote Similarity NPD4423 Clinical (unspecified phase)
0.6544 Remote Similarity NPD5214 Phase 2
0.654 Remote Similarity NPD6878 Phase 2
0.654 Remote Similarity NPD6035 Phase 2
0.654 Remote Similarity NPD6879 Phase 2
0.6537 Remote Similarity NPD3363 Clinical (unspecified phase)
0.6535 Remote Similarity NPD7735 Clinical (unspecified phase)
0.6507 Remote Similarity NPD7616 Discontinued
0.6507 Remote Similarity NPD3243 Approved
0.6498 Remote Similarity NPD2327 Clinical (unspecified phase)
0.6463 Remote Similarity NPD7594 Clinical (unspecified phase)
0.6395 Remote Similarity NPD8405 Clinical (unspecified phase)
0.6393 Remote Similarity NPD6665 Discontinued
0.6379 Remote Similarity NPD6982 Phase 2
0.6379 Remote Similarity NPD7218 Clinical (unspecified phase)
0.6377 Remote Similarity NPD4976 Discontinued
0.6376 Remote Similarity NPD7617 Discontinued
0.6368 Remote Similarity NPD3277 Phase 3
0.6364 Remote Similarity NPD2350 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3780 Phase 2
0.6356 Remote Similarity NPD7219 Approved
0.6356 Remote Similarity NPD7221 Approved
0.6337 Remote Similarity NPD6670 Clinical (unspecified phase)
0.6336 Remote Similarity NPD3757 Clinical (unspecified phase)
0.6327 Remote Similarity NPD3625 Discontinued
0.6323 Remote Similarity NPD5856 Discontinued
0.6318 Remote Similarity NPD7569 Approved
0.6318 Remote Similarity NPD7570 Approved
0.6318 Remote Similarity NPD7731 Approved
0.6318 Remote Similarity NPD7730 Approved
0.6318 Remote Similarity NPD7161 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5830 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7979 Clinical (unspecified phase)
0.6316 Remote Similarity NPD6838 Clinical (unspecified phase)
0.6313 Remote Similarity NPD7099 Approved
0.6308 Remote Similarity NPD3227 Phase 2
0.63 Remote Similarity NPD8115 Approved
0.63 Remote Similarity NPD8114 Approved
0.6293 Remote Similarity NPD8630 Approved
0.629 Remote Similarity NPD7429 Clinical (unspecified phase)
0.628 Remote Similarity NPD7220 Approved
0.6277 Remote Similarity NPD7470 Discontinued
0.6273 Remote Similarity NPD5042 Phase 1
0.6266 Remote Similarity NPD7824 Approved
0.6265 Remote Similarity NPD5807 Phase 2
0.6263 Remote Similarity NPD6301 Phase 2
0.6262 Remote Similarity NPD5774 Approved
0.6262 Remote Similarity NPD5775 Approved
0.6256 Remote Similarity NPD5620 Clinical (unspecified phase)
0.6245 Remote Similarity NPD6615 Clinical (unspecified phase)
0.6245 Remote Similarity NPD8463 Approved
0.6239 Remote Similarity NPD3416 Discontinued
0.6239 Remote Similarity NPD6596 Phase 2
0.6234 Remote Similarity NPD7271 Approved
0.6222 Remote Similarity NPD7621 Clinical (unspecified phase)
0.622 Remote Similarity NPD8303 Discontinued
0.621 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6208 Remote Similarity NPD8289 Discontinued
0.6208 Remote Similarity NPD7603 Discontinued
0.6195 Remote Similarity NPD5742 Approved
0.6195 Remote Similarity NPD5743 Approved
0.6195 Remote Similarity NPD5741 Approved
0.6192 Remote Similarity NPD6829 Phase 2
0.6189 Remote Similarity NPD7950 Approved
0.6189 Remote Similarity NPD7790 Approved
0.6189 Remote Similarity NPD7952 Approved
0.6189 Remote Similarity NPD7953 Approved
0.6189 Remote Similarity NPD7951 Approved
0.6189 Remote Similarity NPD7789 Approved
0.6189 Remote Similarity NPD7791 Approved
0.6184 Remote Similarity NPD7599 Phase 2
0.6182 Remote Similarity NPD6965 Clinical (unspecified phase)
0.6181 Remote Similarity NPD5024 Approved
0.6178 Remote Similarity NPD3230 Clinical (unspecified phase)
0.6169 Remote Similarity NPD8290 Clinical (unspecified phase)
0.6169 Remote Similarity NPD7576 Discontinued
0.6169 Remote Similarity NPD3278 Clinical (unspecified phase)
0.6165 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6164 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6161 Remote Similarity NPD6449 Clinical (unspecified phase)
0.616 Remote Similarity NPD7168 Phase 3
0.6158 Remote Similarity NPD6078 Clinical (unspecified phase)
0.6154 Remote Similarity NPD8094 Discontinued
0.615 Remote Similarity NPD1226 Approved
0.6146 Remote Similarity NPD4120 Approved
0.6146 Remote Similarity NPD4121 Phase 3
0.6142 Remote Similarity NPD7728 Clinical (unspecified phase)
0.614 Remote Similarity NPD2498 Approved
0.614 Remote Similarity NPD5498 Phase 2
0.6136 Remote Similarity NPD6483 Approved
0.6136 Remote Similarity NPD6484 Approved
0.6133 Remote Similarity NPD7081 Clinical (unspecified phase)
0.6132 Remote Similarity NPD2369 Discontinued
0.6129 Remote Similarity NPD3990 Phase 3
0.6128 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6128 Remote Similarity NPD7970 Approved
0.6121 Remote Similarity NPD6316 Clinical (unspecified phase)
0.6116 Remote Similarity NPD8292 Phase 2
0.6114 Remote Similarity NPD184 Approved
0.6108 Remote Similarity NPD4682 Phase 2
0.6104 Remote Similarity NPD8322 Phase 2
0.6099 Remote Similarity NPD6887 Clinical (unspecified phase)
0.6096 Remote Similarity NPD7817 Phase 1
0.6096 Remote Similarity NPD7727 Phase 2
0.6087 Remote Similarity NPD8272 Phase 2
0.6087 Remote Similarity NPD2721 Clinical (unspecified phase)
0.6083 Remote Similarity NPD3989 Phase 3
0.6083 Remote Similarity NPD6833 Clinical (unspecified phase)
0.6082 Remote Similarity NPD2078 Clinical (unspecified phase)
0.608 Remote Similarity NPD8076 Discontinued
0.6078 Remote Similarity NPD1997 Phase 2
0.6078 Remote Similarity NPD5748 Phase 2
0.6078 Remote Similarity NPD7442 Clinical (unspecified phase)
0.6077 Remote Similarity NPD7600 Phase 2
0.6075 Remote Similarity NPD7443 Clinical (unspecified phase)
0.6075 Remote Similarity NPD7593 Clinical (unspecified phase)
0.607 Remote Similarity NPD1968 Approved
0.607 Remote Similarity NPD1967 Approved
0.6065 Remote Similarity NPD4317 Approved
0.6065 Remote Similarity NPD5670 Approved
0.6061 Remote Similarity NPD2715 Clinical (unspecified phase)
0.6058 Remote Similarity NPD5715 Clinical (unspecified phase)
0.6058 Remote Similarity NPD7717 Approved
0.6058 Remote Similarity NPD7716 Approved
0.6054 Remote Similarity NPD6022 Clinical (unspecified phase)
0.6054 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6049 Remote Similarity NPD2398 Phase 3
0.6048 Remote Similarity NPD5551 Clinical (unspecified phase)
0.6045 Remote Similarity NPD6163 Clinical (unspecified phase)
0.6043 Remote Similarity NPD8093 Discontinued
0.6038 Remote Similarity NPD1965 Approved
0.6036 Remote Similarity NPD8025 Phase 2
0.6033 Remote Similarity NPD7269 Clinical (unspecified phase)
0.6029 Remote Similarity NPD5942 Approved
0.6029 Remote Similarity NPD5941 Approved
0.6028 Remote Similarity NPD5727 Clinical (unspecified phase)
0.6026 Remote Similarity NPD7903 Clinical (unspecified phase)
0.6025 Remote Similarity NPD7780 Approved
0.6025 Remote Similarity NPD7781 Approved
0.6024 Remote Similarity NPD6154 Approved
0.6019 Remote Similarity NPD3789 Approved
0.6018 Remote Similarity NPD6217 Discontinued
0.6017 Remote Similarity NPD6824 Clinical (unspecified phase)
0.601 Remote Similarity NPD7105 Phase 1
0.6009 Remote Similarity NPD2916 Discontinued
0.6009 Remote Similarity NPD7308 Discontinued
0.6009 Remote Similarity NPD3439 Approved
0.6009 Remote Similarity NPD7666 Phase 3
0.6009 Remote Similarity NPD8027 Approved
0.6009 Remote Similarity NPD7890 Discontinued
0.6009 Remote Similarity NPD7665 Phase 2
0.6008 Remote Similarity NPD8406 Clinical (unspecified phase)
0.6008 Remote Similarity NPD7823 Clinical (unspecified phase)
0.6 Remote Similarity NPD6524 Clinical (unspecified phase)
0.6 Remote Similarity NPD4348 Clinical (unspecified phase)
0.6 Remote Similarity NPD5989 Phase 1
0.6 Remote Similarity NPD8349 Phase 1
0.6 Remote Similarity NPD7595 Discontinued
0.5992 Remote Similarity NPD4070 Clinical (unspecified phase)
0.5992 Remote Similarity NPD7202 Clinical (unspecified phase)
0.5991 Remote Similarity NPD6403 Clinical (unspecified phase)
0.5991 Remote Similarity NPD4092 Approved
0.599 Remote Similarity NPD6506 Clinical (unspecified phase)
0.599 Remote Similarity NPD4757 Clinical (unspecified phase)
0.599 Remote Similarity NPD7612 Clinical (unspecified phase)
0.5984 Remote Similarity NPD6164 Phase 2
0.5984 Remote Similarity NPD6165 Phase 2
0.5982 Remote Similarity NPD7149 Clinical (unspecified phase)
0.5979 Remote Similarity NPD6359 Clinical (unspecified phase)
0.5975 Remote Similarity NPD7726 Phase 1
0.5973 Remote Similarity NPD4602 Approved
0.5973 Remote Similarity NPD7618 Phase 3
0.5973 Remote Similarity NPD7619 Phase 3
0.5972 Remote Similarity NPD5322 Clinical (unspecified phase)
0.5963 Remote Similarity NPD7574 Phase 2
0.596 Remote Similarity NPD6102 Clinical (unspecified phase)
0.5959 Remote Similarity NPD5339 Clinical (unspecified phase)
0.5953 Remote Similarity NPD3824 Phase 1
0.5953 Remote Similarity NPD3975 Discontinued
0.5952 Remote Similarity NPD4860 Clinical (unspecified phase)
0.5951 Remote Similarity NPD4432 Discontinued
0.5949 Remote Similarity NPD7557 Clinical (unspecified phase)
0.5948 Remote Similarity NPD944 Approved
0.5948 Remote Similarity NPD7712 Clinical (unspecified phase)
0.5945 Remote Similarity NPD4091 Approved
0.5941 Remote Similarity NPD2812 Clinical (unspecified phase)
0.5941 Remote Similarity NPD2813 Phase 3
0.594 Remote Similarity NPD6376 Discontinued
0.5939 Remote Similarity NPD6249 Phase 2
0.5939 Remote Similarity NPD6248 Phase 2
0.5936 Remote Similarity NPD7117 Phase 2

  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