Structure

Physi-Chem Properties

Molecular Weight:  788.18
Volume:  712.142
LogP:  3.059
LogD:  1.984
LogS:  -4.593
# Rotatable Bonds:  7
TPSA:  186.22
# H-Bond Aceptor:  14
# H-Bond Donor:  6
# Rings:  8
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.219
Synthetic Accessibility Score:  6.334
Fsp3:  0.529
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:  -5.786
MDCK Permeability:  4.738855750474613e-06
Pgp-inhibitor:  0.617
Pgp-substrate:  0.992
Human Intestinal Absorption (HIA):  0.155
20% Bioavailability (F20%):  0.019
30% Bioavailability (F30%):  0.089

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.098
Plasma Protein Binding (PPB):  90.65765380859375%
Volume Distribution (VD):  0.991
Pgp-substrate:  3.7906601428985596%

ADMET: Metabolism

CYP1A2-inhibitor:  0.007
CYP1A2-substrate:  0.349
CYP2C19-inhibitor:  0.847
CYP2C19-substrate:  0.926
CYP2C9-inhibitor:  0.968
CYP2C9-substrate:  0.05
CYP2D6-inhibitor:  0.029
CYP2D6-substrate:  0.036
CYP3A4-inhibitor:  0.93
CYP3A4-substrate:  0.989

ADMET: Excretion

Clearance (CL):  3.795
Half-life (T1/2):  0.021

ADMET: Toxicity

hERG Blockers:  0.0
Human Hepatotoxicity (H-HT):  0.115
Drug-inuced Liver Injury (DILI):  0.985
AMES Toxicity:  0.004
Rat Oral Acute Toxicity:  0.717
Maximum Recommended Daily Dose:  0.195
Skin Sensitization:  0.924
Carcinogencity:  0.23
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.011

Download Data

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

  Natural Product: NPC470491

Natural Product ID:  NPC470491
Common Name*:   Chetracin D
IUPAC Name:   n.a.
Synonyms:   Chetracin D
Standard InCHIKey:  VNGGJOJJOWAMMM-GOBDJBKVSA-N
Standard InCHI:  InChI=1S/C34H40N6O8S4/c1-37-27(47)33(51-5)21(43)31(17-11-7-9-13-19(17)35-23(31)39(33)25(45)29(37,15-41)49-3)32-18-12-8-10-14-20(18)36-24(32)40-26(46)30(16-42,50-4)38(2)28(48)34(40,52-6)22(32)44/h7-14,21-24,35-36,41-44H,15-16H2,1-6H3/t21-,22-,23+,24+,29-,30-,31+,32?,33-,34-/m0/s1
SMILES:  CN1C(=O)C2(C(C3(C(N2C(=O)C1(CO)SC)NC4=CC=CC=C43)C56C(C7(C(=O)N(C(C(=O)N7C5NC8=CC=CC=C68)(CO)SC)C)SC)O)O)SC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2047371
PubChem CID:   70684081
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000211] Indoles and derivatives
        • [CHEMONTID:0001733] Pyrroloindoles

*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
NPO5778 Oidiodendron truncatum Species Myxotrichaceae Eukaryota n.a. Antarctic n.a. PMID[22583079]
NPO5778 Oidiodendron truncatum Species Myxotrichaceae 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
NPT180 Cell Line HCT-8 Homo sapiens IC50 = 1060.0 nM PMID[471355]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 810.0 nM PMID[471355]
NPT547 Cell Line BGC-823 Homo sapiens IC50 = 1830.0 nM PMID[471355]
NPT81 Cell Line A549 Homo sapiens IC50 = 140.0 nM PMID[471355]
NPT179 Cell Line A2780 Homo sapiens IC50 = 1650.0 nM PMID[471355]

☑ 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 NPC470491 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
0.9471 High Similarity NPC475259
0.9368 High Similarity NPC471950
0.9368 High Similarity NPC471945
0.9365 High Similarity NPC470490
0.9319 High Similarity NPC471946
0.9319 High Similarity NPC471951
0.9316 High Similarity NPC470488
0.9312 High Similarity NPC254850
0.9312 High Similarity NPC477180
0.9312 High Similarity NPC477181
0.9312 High Similarity NPC477178
0.9271 High Similarity NPC191817
0.9271 High Similarity NPC475359
0.9263 High Similarity NPC477173
0.9263 High Similarity NPC477174
0.9259 High Similarity NPC477179
0.901 High Similarity NPC470489
0.8624 High Similarity NPC128582
0.7972 Intermediate Similarity NPC63279
0.7936 Intermediate Similarity NPC297642
0.788 Intermediate Similarity NPC475969
0.788 Intermediate Similarity NPC475859
0.7844 Intermediate Similarity NPC165743
0.7842 Intermediate Similarity NPC242269
0.7838 Intermediate Similarity NPC276085
0.7834 Intermediate Similarity NPC477175
0.7834 Intermediate Similarity NPC470730
0.7794 Intermediate Similarity NPC471436
0.7755 Intermediate Similarity NPC307396
0.765 Intermediate Similarity NPC276430
0.7636 Intermediate Similarity NPC474877
0.7636 Intermediate Similarity NPC477177
0.7591 Intermediate Similarity NPC470729
0.7591 Intermediate Similarity NPC477176
0.7569 Intermediate Similarity NPC19170
0.7487 Intermediate Similarity NPC259626
0.7466 Intermediate Similarity NPC297862
0.7437 Intermediate Similarity NPC2933
0.7407 Intermediate Similarity NPC222029
0.7396 Intermediate Similarity NPC471124
0.7387 Intermediate Similarity NPC256288
0.7327 Intermediate Similarity NPC229484
0.7296 Intermediate Similarity NPC285622
0.7291 Intermediate Similarity NPC292675
0.7281 Intermediate Similarity NPC470731
0.7277 Intermediate Similarity NPC473615
0.7277 Intermediate Similarity NPC471122
0.724 Intermediate Similarity NPC253987
0.715 Intermediate Similarity NPC309531
0.715 Intermediate Similarity NPC472102
0.7129 Intermediate Similarity NPC477159
0.7085 Intermediate Similarity NPC327095
0.7085 Intermediate Similarity NPC312942
0.7062 Intermediate Similarity NPC68650
0.7054 Intermediate Similarity NPC40455
0.7053 Intermediate Similarity NPC66936
0.7045 Intermediate Similarity NPC470732
0.7027 Intermediate Similarity NPC470301
0.6977 Remote Similarity NPC329833
0.6967 Remote Similarity NPC162440
0.6967 Remote Similarity NPC90967
0.6957 Remote Similarity NPC284706
0.6955 Remote Similarity NPC471663
0.6954 Remote Similarity NPC472106
0.6944 Remote Similarity NPC225400
0.6939 Remote Similarity NPC472101
0.6939 Remote Similarity NPC472120
0.6939 Remote Similarity NPC176983
0.6939 Remote Similarity NPC286871
0.6927 Remote Similarity NPC302235
0.6919 Remote Similarity NPC470787
0.6919 Remote Similarity NPC472539
0.6919 Remote Similarity NPC472540
0.6912 Remote Similarity NPC470786
0.6912 Remote Similarity NPC472538
0.6912 Remote Similarity NPC471155
0.6903 Remote Similarity NPC476817
0.6889 Remote Similarity NPC474896
0.6887 Remote Similarity NPC472541
0.6887 Remote Similarity NPC472542
0.6881 Remote Similarity NPC270241
0.6881 Remote Similarity NPC476441
0.6858 Remote Similarity NPC31097
0.685 Remote Similarity NPC472118
0.6844 Remote Similarity NPC272174
0.6833 Remote Similarity NPC14812
0.6832 Remote Similarity NPC475097
0.6832 Remote Similarity NPC470548
0.6822 Remote Similarity NPC106118
0.6814 Remote Similarity NPC475094
0.6808 Remote Similarity NPC471199
0.6791 Remote Similarity NPC475489
0.6786 Remote Similarity NPC469898
0.6782 Remote Similarity NPC473743
0.678 Remote Similarity NPC166169
0.6773 Remote Similarity NPC107077
0.6773 Remote Similarity NPC223791
0.6771 Remote Similarity NPC109787
0.6768 Remote Similarity NPC472117
0.6762 Remote Similarity NPC22689
0.6762 Remote Similarity NPC105055
0.6752 Remote Similarity NPC478028
0.675 Remote Similarity NPC279527
0.675 Remote Similarity NPC214960
0.6735 Remote Similarity NPC29285
0.6734 Remote Similarity NPC328270
0.6727 Remote Similarity NPC285192
0.6726 Remote Similarity NPC475609
0.672 Remote Similarity NPC471123
0.6714 Remote Similarity NPC34717
0.6711 Remote Similarity NPC79386
0.6711 Remote Similarity NPC471197
0.6701 Remote Similarity NPC113946
0.67 Remote Similarity NPC476425
0.67 Remote Similarity NPC251212
0.67 Remote Similarity NPC214626
0.67 Remote Similarity NPC139085
0.67 Remote Similarity NPC177261
0.6697 Remote Similarity NPC162860
0.6695 Remote Similarity NPC478029
0.6682 Remote Similarity NPC473298
0.6681 Remote Similarity NPC471198
0.6667 Remote Similarity NPC473003
0.6667 Remote Similarity NPC476428
0.6667 Remote Similarity NPC181928
0.6667 Remote Similarity NPC472115
0.6667 Remote Similarity NPC472114
0.6652 Remote Similarity NPC473006
0.6634 Remote Similarity NPC473000
0.6634 Remote Similarity NPC469900
0.6621 Remote Similarity NPC295548
0.6618 Remote Similarity NPC286994
0.6608 Remote Similarity NPC248601
0.6606 Remote Similarity NPC54420
0.6583 Remote Similarity NPC469902
0.6582 Remote Similarity NPC473002
0.6579 Remote Similarity NPC219397
0.6571 Remote Similarity NPC52262
0.6569 Remote Similarity NPC355
0.6566 Remote Similarity NPC324850
0.6564 Remote Similarity NPC473329
0.6561 Remote Similarity NPC469560
0.6558 Remote Similarity NPC221687
0.6537 Remote Similarity NPC473880
0.6528 Remote Similarity NPC329295
0.6522 Remote Similarity NPC473001
0.65 Remote Similarity NPC469901
0.65 Remote Similarity NPC155143
0.6495 Remote Similarity NPC264589
0.649 Remote Similarity NPC218594
0.649 Remote Similarity NPC99043
0.6485 Remote Similarity NPC301501
0.648 Remote Similarity NPC318086
0.6473 Remote Similarity NPC129624
0.6471 Remote Similarity NPC469904
0.6471 Remote Similarity NPC63047
0.6471 Remote Similarity NPC475248
0.6467 Remote Similarity NPC145754
0.6455 Remote Similarity NPC475506
0.6455 Remote Similarity NPC471512
0.6452 Remote Similarity NPC97100
0.6452 Remote Similarity NPC473375
0.6442 Remote Similarity NPC260075
0.6442 Remote Similarity NPC476326
0.6438 Remote Similarity NPC122886
0.6436 Remote Similarity NPC472121
0.6436 Remote Similarity NPC99632
0.6436 Remote Similarity NPC282339
0.6436 Remote Similarity NPC85651
0.6432 Remote Similarity NPC44357
0.6432 Remote Similarity NPC24661
0.6419 Remote Similarity NPC244425
0.6419 Remote Similarity NPC15384
0.6419 Remote Similarity NPC238945
0.6418 Remote Similarity NPC36495
0.6415 Remote Similarity NPC476095
0.6414 Remote Similarity NPC477516
0.6405 Remote Similarity NPC265592
0.6405 Remote Similarity NPC469452
0.6405 Remote Similarity NPC275134
0.6404 Remote Similarity NPC478157
0.64 Remote Similarity NPC477160
0.6398 Remote Similarity NPC223242
0.6398 Remote Similarity NPC69843
0.6391 Remote Similarity NPC281049
0.6391 Remote Similarity NPC477714
0.639 Remote Similarity NPC469450
0.6388 Remote Similarity NPC31385
0.6388 Remote Similarity NPC110602
0.6388 Remote Similarity NPC75726
0.6386 Remote Similarity NPC315368
0.6386 Remote Similarity NPC225319
0.6382 Remote Similarity NPC469903
0.6382 Remote Similarity NPC478076
0.6381 Remote Similarity NPC472999
0.6379 Remote Similarity NPC256007
0.6379 Remote Similarity NPC473702
0.6373 Remote Similarity NPC475420
0.6368 Remote Similarity NPC97584
0.6368 Remote Similarity NPC104345

  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 NPC470491 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
0.765 Intermediate Similarity NPD8240 Discontinued
0.6872 Remote Similarity NPD8630 Approved
0.6863 Remote Similarity NPD6878 Phase 2
0.6863 Remote Similarity NPD6879 Phase 2
0.6798 Remote Similarity NPD8022 Clinical (unspecified phase)
0.6746 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6731 Remote Similarity NPD6557 Phase 2
0.6599 Remote Similarity NPD5743 Approved
0.6599 Remote Similarity NPD5741 Approved
0.6599 Remote Similarity NPD5742 Approved
0.6579 Remote Similarity NPD3625 Discontinued
0.6548 Remote Similarity NPD4120 Approved
0.6548 Remote Similarity NPD4121 Phase 3
0.6532 Remote Similarity NPD8322 Phase 2
0.6513 Remote Similarity NPD5941 Approved
0.6513 Remote Similarity NPD5942 Approved
0.651 Remote Similarity NPD5024 Approved
0.65 Remote Similarity NPD7599 Phase 2
0.649 Remote Similarity NPD5774 Approved
0.649 Remote Similarity NPD5775 Approved
0.6489 Remote Similarity NPD7595 Discontinued
0.645 Remote Similarity NPD5715 Clinical (unspecified phase)
0.6441 Remote Similarity NPD8272 Phase 2
0.6441 Remote Similarity NPD8115 Approved
0.6441 Remote Similarity NPD8114 Approved
0.641 Remote Similarity NPD3509 Approved
0.641 Remote Similarity NPD3510 Approved
0.6404 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6404 Remote Similarity NPD7970 Approved
0.6398 Remote Similarity NPD7824 Approved
0.639 Remote Similarity NPD7890 Discontinued
0.6372 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6343 Remote Similarity NPD5077 Approved
0.6343 Remote Similarity NPD5076 Approved
0.6337 Remote Similarity NPD4514 Approved
0.6318 Remote Similarity NPD7951 Approved
0.6318 Remote Similarity NPD7953 Approved
0.6318 Remote Similarity NPD7950 Approved
0.6318 Remote Similarity NPD7105 Phase 1
0.6318 Remote Similarity NPD7952 Approved
0.6318 Remote Similarity NPD7791 Approved
0.6318 Remote Similarity NPD7790 Approved
0.6318 Remote Similarity NPD7789 Approved
0.6316 Remote Similarity NPD7594 Clinical (unspecified phase)
0.6314 Remote Similarity NPD7731 Approved
0.6314 Remote Similarity NPD7730 Approved
0.6306 Remote Similarity NPD7817 Phase 1
0.6305 Remote Similarity NPD7600 Phase 2
0.6293 Remote Similarity NPD4976 Discontinued
0.6263 Remote Similarity NPD4432 Discontinued
0.6263 Remote Similarity NPD4682 Phase 2
0.6256 Remote Similarity NPD3508 Approved
0.6256 Remote Similarity NPD5264 Approved
0.6256 Remote Similarity NPD5265 Approved
0.625 Remote Similarity NPD8402 Approved
0.625 Remote Similarity NPD8401 Approved
0.625 Remote Similarity NPD6358 Phase 2
0.625 Remote Similarity NPD4126 Approved
0.625 Remote Similarity NPD5727 Clinical (unspecified phase)
0.625 Remote Similarity NPD8400 Approved
0.6244 Remote Similarity NPD3790 Phase 2
0.6239 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6229 Remote Similarity NPD7271 Approved
0.622 Remote Similarity NPD5997 Discontinued
0.6209 Remote Similarity NPD3449 Discontinued
0.6209 Remote Similarity NPD7587 Clinical (unspecified phase)
0.6207 Remote Similarity NPD7735 Clinical (unspecified phase)
0.6202 Remote Similarity NPD7968 Clinical (unspecified phase)
0.6198 Remote Similarity NPD6102 Clinical (unspecified phase)
0.6195 Remote Similarity NPD6260 Discontinued
0.6193 Remote Similarity NPD7785 Clinical (unspecified phase)
0.6188 Remote Similarity NPD4600 Approved
0.6188 Remote Similarity NPD4601 Approved
0.6186 Remote Similarity NPD6173 Approved
0.6175 Remote Similarity NPD7444 Clinical (unspecified phase)
0.6167 Remote Similarity NPD6518 Discontinued
0.6164 Remote Similarity NPD3479 Discontinued
0.6164 Remote Similarity NPD7570 Approved
0.6164 Remote Similarity NPD7569 Approved
0.6161 Remote Similarity NPD7903 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7727 Phase 2
0.6158 Remote Similarity NPD6396 Clinical (unspecified phase)
0.6158 Remote Similarity NPD6395 Phase 2
0.6151 Remote Similarity NPD7780 Approved
0.6151 Remote Similarity NPD7781 Approved
0.615 Remote Similarity NPD5748 Phase 2
0.615 Remote Similarity NPD8169 Discontinued
0.6142 Remote Similarity NPD5918 Discontinued
0.614 Remote Similarity NPD8241 Phase 2
0.6134 Remote Similarity NPD7711 Discontinued
0.6131 Remote Similarity NPD7892 Clinical (unspecified phase)
0.6129 Remote Similarity NPD6891 Phase 2
0.6129 Remote Similarity NPD7683 Discontinued
0.6119 Remote Similarity NPD6659 Phase 2
0.6116 Remote Similarity NPD6805 Discontinued
0.6114 Remote Similarity NPD6316 Clinical (unspecified phase)
0.6109 Remote Similarity NPD7944 Discontinued
0.6109 Remote Similarity NPD4602 Approved
0.61 Remote Similarity NPD7552 Discontinued
0.6099 Remote Similarity NPD7995 Phase 2
0.6099 Remote Similarity NPD5856 Discontinued
0.6091 Remote Similarity NPD6301 Phase 2
0.6082 Remote Similarity NPD6294 Approved
0.6082 Remote Similarity NPD7677 Discontinued
0.6082 Remote Similarity NPD6295 Approved
0.6075 Remote Similarity NPD3989 Phase 3
0.6073 Remote Similarity NPD5581 Approved
0.6067 Remote Similarity NPD8289 Discontinued
0.605 Remote Similarity NPD7716 Approved
0.605 Remote Similarity NPD7717 Approved
0.6049 Remote Similarity NPD6694 Clinical (unspecified phase)
0.6047 Remote Similarity NPD3990 Phase 3
0.6047 Remote Similarity NPD7149 Clinical (unspecified phase)
0.6031 Remote Similarity NPD6073 Approved
0.6025 Remote Similarity NPD7550 Clinical (unspecified phase)
0.6025 Remote Similarity NPD7551 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5633 Discontinued
0.6018 Remote Similarity NPD7973 Discontinued
0.6018 Remote Similarity NPD6200 Clinical (unspecified phase)
0.601 Remote Similarity NPD5184 Approved
0.601 Remote Similarity NPD5185 Approved
0.601 Remote Similarity NPD5182 Approved
0.601 Remote Similarity NPD7734 Approved
0.6009 Remote Similarity NPD7557 Clinical (unspecified phase)
0.6009 Remote Similarity NPD6044 Discontinued
0.6009 Remote Similarity NPD7712 Clinical (unspecified phase)
0.6008 Remote Similarity NPD7664 Discontinued
0.6 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6 Remote Similarity NPD7665 Phase 2
0.6 Remote Similarity NPD7666 Phase 3
0.6 Remote Similarity NPD2787 Clinical (unspecified phase)
0.6 Remote Similarity NPD7617 Discontinued
0.6 Remote Similarity NPD8075 Discontinued
0.6 Remote Similarity NPD1663 Discontinued
0.6 Remote Similarity NPD8271 Discontinued
0.5991 Remote Similarity NPD7470 Discontinued
0.599 Remote Similarity NPD5992 Approved
0.5981 Remote Similarity NPD5600 Discontinued
0.598 Remote Similarity NPD5639 Clinical (unspecified phase)
0.5975 Remote Similarity NPD6165 Phase 2
0.5975 Remote Similarity NPD6164 Phase 2
0.5973 Remote Similarity NPD5042 Phase 1
0.5971 Remote Similarity NPD6018 Approved
0.5971 Remote Similarity NPD6019 Approved
0.5971 Remote Similarity NPD5660 Approved
0.5971 Remote Similarity NPD5659 Approved
0.597 Remote Similarity NPD2426 Clinical (unspecified phase)
0.5969 Remote Similarity NPD5263 Approved
0.5969 Remote Similarity NPD7728 Clinical (unspecified phase)
0.5968 Remote Similarity NPD7432 Phase 2
0.5965 Remote Similarity NPD7205 Discontinued
0.5964 Remote Similarity NPD8339 Clinical (unspecified phase)
0.5958 Remote Similarity NPD7821 Clinical (unspecified phase)
0.5957 Remote Similarity NPD7543 Phase 2
0.5957 Remote Similarity NPD6838 Clinical (unspecified phase)
0.5952 Remote Similarity NPD3587 Clinical (unspecified phase)
0.595 Remote Similarity NPD6552 Clinical (unspecified phase)
0.5949 Remote Similarity NPD8172 Phase 2
0.5949 Remote Similarity NPD8173 Phase 2
0.5947 Remote Similarity NPD6238 Discontinued
0.5946 Remote Similarity NPD7786 Discontinued
0.5945 Remote Similarity NPD7252 Clinical (unspecified phase)
0.5943 Remote Similarity NPD4150 Clinical (unspecified phase)
0.5943 Remote Similarity NPD3824 Phase 1
0.5942 Remote Similarity NPD33 Approved
0.5942 Remote Similarity NPD4567 Approved
0.5942 Remote Similarity NPD4393 Approved
0.5942 Remote Similarity NPD4566 Approved
0.5939 Remote Similarity NPD6644 Discontinued
0.5938 Remote Similarity NPD8255 Phase 2
0.5936 Remote Similarity NPD4775 Clinical (unspecified phase)
0.5935 Remote Similarity NPD4091 Approved
0.5932 Remote Similarity NPD8000 Clinical (unspecified phase)
0.5931 Remote Similarity NPD8315 Phase 1
0.593 Remote Similarity NPD2820 Phase 3
0.5929 Remote Similarity NPD7308 Discontinued
0.5929 Remote Similarity NPD7621 Clinical (unspecified phase)
0.5928 Remote Similarity NPD4153 Approved
0.5926 Remote Similarity NPD3227 Phase 2
0.5926 Remote Similarity NPD4330 Approved
0.5926 Remote Similarity NPD6792 Phase 3
0.5926 Remote Similarity NPD6833 Clinical (unspecified phase)
0.5926 Remote Similarity NPD4329 Approved
0.5922 Remote Similarity NPD6855 Clinical (unspecified phase)
0.5921 Remote Similarity NPD4134 Clinical (unspecified phase)
0.592 Remote Similarity NPD8290 Clinical (unspecified phase)
0.5918 Remote Similarity NPD5318 Discontinued
0.5916 Remote Similarity NPD3040 Approved
0.5915 Remote Similarity NPD7593 Clinical (unspecified phase)
0.5915 Remote Similarity NPD8126 Clinical (unspecified phase)
0.5915 Remote Similarity NPD7854 Phase 2
0.5915 Remote Similarity NPD8124 Phase 3
0.5913 Remote Similarity NPD7001 Phase 3
0.5913 Remote Similarity NPD7275 Approved
0.5909 Remote Similarity NPD6483 Approved
0.5909 Remote Similarity NPD6484 Approved
0.5907 Remote Similarity NPD3792 Approved
0.5907 Remote Similarity NPD3993 Approved
0.5907 Remote Similarity NPD4317 Approved
0.5907 Remote Similarity NPD3991 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