Structure

Physi-Chem Properties

Molecular Weight:  772.34
Volume:  771.95
LogP:  0.843
LogD:  1.306
LogS:  -3.81
# Rotatable Bonds:  4
TPSA:  207.15
# H-Bond Aceptor:  16
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  16

MedChem Properties

QED Drug-Likeness Score:  0.249
Synthetic Accessibility Score:  6.611
Fsp3:  0.4
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:  -5.988
MDCK Permeability:  6.989761914155679e-06
Pgp-inhibitor:  0.999
Pgp-substrate:  0.943
Human Intestinal Absorption (HIA):  0.126
20% Bioavailability (F20%):  0.938
30% Bioavailability (F30%):  0.631

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.084
Plasma Protein Binding (PPB):  66.05220794677734%
Volume Distribution (VD):  0.242
Pgp-substrate:  24.19346046447754%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.048
CYP2C19-inhibitor:  0.1
CYP2C19-substrate:  0.062
CYP2C9-inhibitor:  0.238
CYP2C9-substrate:  0.086
CYP2D6-inhibitor:  0.015
CYP2D6-substrate:  0.295
CYP3A4-inhibitor:  0.932
CYP3A4-substrate:  0.073

ADMET: Excretion

Clearance (CL):  5.937
Half-life (T1/2):  0.495

ADMET: Toxicity

hERG Blockers:  0.032
Human Hepatotoxicity (H-HT):  0.973
Drug-inuced Liver Injury (DILI):  0.958
AMES Toxicity:  0.017
Rat Oral Acute Toxicity:  0.841
Maximum Recommended Daily Dose:  0.921
Skin Sensitization:  0.038
Carcinogencity:  0.025
Eye Corrosion:  0.003
Eye Irritation:  0.004
Respiratory Toxicity:  0.033

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

  Natural Product: NPC276120

Natural Product ID:  NPC276120
Common Name*:   JZVJCTVXALSTOA-XMPIZRASSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  JZVJCTVXALSTOA-XMPIZRASSA-N
Standard InCHI:  InChI=1S/C40H48N6O10/c1-22-35(49)43-29(21-47)39(53)44(3)30(17-24-7-12-27(55-6)13-8-24)37(51)42-23(2)38(52)46(5)32-18-25-9-14-28(15-10-25)56-34-20-26(11-16-33(34)48)19-31(36(50)41-22)45(4)40(32)54/h7-16,20,22-23,29-32,47-48H,17-19,21H2,1-6H3,(H,41,50)(H,42,51)(H,43,49)/t22-,23+,29+,30+,31+,32+/m1/s1
SMILES:  C[C@@H]1C(=N[C@@H](CO)C(=O)N(C)[C@@H](Cc2ccc(cc2)OC)C(=N[C@@H](C)C(=O)N(C)[C@H]2Cc3ccc(cc3)Oc3cc(ccc3O)C[C@@H](C(=N1)O)N(C)C2=O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1288988
PubChem CID:   14390137
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0001392] Lignans, neolignans and related compounds

*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
NPO16607 Rubia yunnanensis Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[12350148]
NPO16607 Rubia yunnanensis Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[12762798]
NPO16607 Rubia yunnanensis Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[21044847]
NPO16607 Rubia yunnanensis Species Rubiaceae Eukaryota roots n.a. n.a. PMID[21973054]
NPO16607 Rubia yunnanensis Species Rubiaceae Eukaryota n.a. root n.a. PMID[21973054]
NPO16607 Rubia yunnanensis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16607 Rubia yunnanensis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16607 Rubia yunnanensis Species Rubiaceae 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
NPT65 Cell Line HepG2 Homo sapiens IC50 = 1010.0 nM PMID[500646]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 2020.0 nM PMID[500646]
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 2410.0 nM PMID[500646]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 160.0 nM PMID[500646]
NPT90 Cell Line DU-145 Homo sapiens IC50 = 590.0 nM PMID[500646]
NPT306 Cell Line PC-3 Homo sapiens IC50 = 800.0 nM PMID[500646]
NPT81 Cell Line A549 Homo sapiens IC50 = 420.0 nM PMID[500646]
NPT547 Cell Line BGC-823 Homo sapiens IC50 = 390.0 nM PMID[500646]
NPT165 Cell Line HeLa Homo sapiens IC50 = 910.0 nM PMID[500646]
NPT380 Cell Line U-251 Homo sapiens IC50 = 1960.0 nM PMID[500646]
NPT319 Cell Line B16 Mus musculus IC50 = 220.0 nM PMID[500646]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 250.0 nM PMID[500646]
NPT2 Others Unspecified IC50 = 1690.0 nM PMID[500646]

☑ 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 NPC276120 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
0.9697 High Similarity NPC32064
0.9467 High Similarity NPC138083
0.9455 High Similarity NPC164608
0.9249 High Similarity NPC29531
0.9249 High Similarity NPC174122
0.9249 High Similarity NPC64140
0.9191 High Similarity NPC234069
0.905 High Similarity NPC123859
0.8994 High Similarity NPC50548
0.8939 High Similarity NPC144314
0.8883 High Similarity NPC149962
0.8827 High Similarity NPC471563
0.8689 High Similarity NPC242728
0.8351 Intermediate Similarity NPC473460
0.8307 Intermediate Similarity NPC473422
0.8278 Intermediate Similarity NPC315542
0.8256 Intermediate Similarity NPC471531
0.8152 Intermediate Similarity NPC473407
0.8152 Intermediate Similarity NPC473378
0.8135 Intermediate Similarity NPC471561
0.807 Intermediate Similarity NPC56635
0.8068 Intermediate Similarity NPC196091
0.8051 Intermediate Similarity NPC471532
0.8 Intermediate Similarity NPC254700
0.7966 Intermediate Similarity NPC473693
0.7966 Intermediate Similarity NPC471568
0.7929 Intermediate Similarity NPC473491
0.7921 Intermediate Similarity NPC89831
0.7919 Intermediate Similarity NPC287757
0.7919 Intermediate Similarity NPC319320
0.7882 Intermediate Similarity NPC233702
0.7833 Intermediate Similarity NPC476227
0.7833 Intermediate Similarity NPC155506
0.7833 Intermediate Similarity NPC159767
0.7833 Intermediate Similarity NPC473354
0.7833 Intermediate Similarity NPC136797
0.7833 Intermediate Similarity NPC26108
0.7826 Intermediate Similarity NPC294951
0.7809 Intermediate Similarity NPC186617
0.7772 Intermediate Similarity NPC471526
0.7751 Intermediate Similarity NPC16188
0.7722 Intermediate Similarity NPC230611
0.7705 Intermediate Similarity NPC45037
0.7705 Intermediate Similarity NPC475421
0.7692 Intermediate Similarity NPC50016
0.768 Intermediate Similarity NPC273755
0.768 Intermediate Similarity NPC137627
0.768 Intermediate Similarity NPC306804
0.7667 Intermediate Similarity NPC40234
0.766 Intermediate Similarity NPC124626
0.7654 Intermediate Similarity NPC294516
0.7654 Intermediate Similarity NPC107938
0.7637 Intermediate Similarity NPC279871
0.7637 Intermediate Similarity NPC473402
0.763 Intermediate Similarity NPC202198
0.7622 Intermediate Similarity NPC476321
0.7619 Intermediate Similarity NPC163961
0.7619 Intermediate Similarity NPC473305
0.7616 Intermediate Similarity NPC324081
0.7614 Intermediate Similarity NPC244336
0.7606 Intermediate Similarity NPC94862
0.7602 Intermediate Similarity NPC5462
0.7602 Intermediate Similarity NPC9373
0.7582 Intermediate Similarity NPC248670
0.7581 Intermediate Similarity NPC470112
0.7581 Intermediate Similarity NPC470903
0.7581 Intermediate Similarity NPC167763
0.7558 Intermediate Similarity NPC245974
0.7556 Intermediate Similarity NPC473502
0.7556 Intermediate Similarity NPC328649
0.7556 Intermediate Similarity NPC141957
0.7551 Intermediate Similarity NPC311357
0.7543 Intermediate Similarity NPC476268
0.7542 Intermediate Similarity NPC472923
0.7542 Intermediate Similarity NPC63931
0.7541 Intermediate Similarity NPC158277
0.7541 Intermediate Similarity NPC471165
0.754 Intermediate Similarity NPC471048
0.754 Intermediate Similarity NPC471050
0.754 Intermediate Similarity NPC471049
0.7529 Intermediate Similarity NPC100478
0.7529 Intermediate Similarity NPC222039
0.7529 Intermediate Similarity NPC262166
0.7514 Intermediate Similarity NPC119652
0.7514 Intermediate Similarity NPC277857
0.7514 Intermediate Similarity NPC97526
0.7514 Intermediate Similarity NPC115144
0.7514 Intermediate Similarity NPC269750
0.7514 Intermediate Similarity NPC194671
0.75 Intermediate Similarity NPC299806
0.75 Intermediate Similarity NPC471771
0.75 Intermediate Similarity NPC304074
0.75 Intermediate Similarity NPC290755
0.7473 Intermediate Similarity NPC240841
0.7473 Intermediate Similarity NPC317272
0.7473 Intermediate Similarity NPC42549
0.7473 Intermediate Similarity NPC268503
0.7473 Intermediate Similarity NPC256012
0.7473 Intermediate Similarity NPC250846
0.7471 Intermediate Similarity NPC471032
0.7471 Intermediate Similarity NPC470935
0.7456 Intermediate Similarity NPC476989
0.7455 Intermediate Similarity NPC114102
0.7444 Intermediate Similarity NPC223207
0.7443 Intermediate Similarity NPC244509
0.7442 Intermediate Similarity NPC247298
0.7435 Intermediate Similarity NPC283207
0.743 Intermediate Similarity NPC241794
0.741 Intermediate Similarity NPC214869
0.7405 Intermediate Similarity NPC196243
0.7396 Intermediate Similarity NPC14600
0.7396 Intermediate Similarity NPC41473
0.7396 Intermediate Similarity NPC160607
0.7396 Intermediate Similarity NPC204848
0.7396 Intermediate Similarity NPC312770
0.7385 Intermediate Similarity NPC281629
0.7385 Intermediate Similarity NPC471592
0.7377 Intermediate Similarity NPC475123
0.7377 Intermediate Similarity NPC475204
0.7371 Intermediate Similarity NPC153644
0.7363 Intermediate Similarity NPC209463
0.7363 Intermediate Similarity NPC302597
0.7347 Intermediate Similarity NPC477550
0.7347 Intermediate Similarity NPC477552
0.7345 Intermediate Similarity NPC127402
0.734 Intermediate Similarity NPC326333
0.7337 Intermediate Similarity NPC328494
0.7322 Intermediate Similarity NPC280022
0.732 Intermediate Similarity NPC65714
0.7308 Intermediate Similarity NPC469479
0.7308 Intermediate Similarity NPC179250
0.7308 Intermediate Similarity NPC50380
0.73 Intermediate Similarity NPC477666
0.7296 Intermediate Similarity NPC234318
0.7289 Intermediate Similarity NPC35961
0.7289 Intermediate Similarity NPC195749
0.7289 Intermediate Similarity NPC52029
0.7288 Intermediate Similarity NPC478189
0.7283 Intermediate Similarity NPC46009
0.7283 Intermediate Similarity NPC90984
0.7278 Intermediate Similarity NPC6913
0.7278 Intermediate Similarity NPC469243
0.7278 Intermediate Similarity NPC475544
0.7277 Intermediate Similarity NPC478005
0.7273 Intermediate Similarity NPC428
0.7273 Intermediate Similarity NPC476571
0.7273 Intermediate Similarity NPC135538
0.7273 Intermediate Similarity NPC477551
0.7273 Intermediate Similarity NPC246587
0.7273 Intermediate Similarity NPC147390
0.7273 Intermediate Similarity NPC471031
0.7273 Intermediate Similarity NPC24233
0.7273 Intermediate Similarity NPC469689
0.7268 Intermediate Similarity NPC318805
0.7268 Intermediate Similarity NPC41122
0.7268 Intermediate Similarity NPC326027
0.7267 Intermediate Similarity NPC66518
0.7257 Intermediate Similarity NPC132771
0.7254 Intermediate Similarity NPC61332
0.7254 Intermediate Similarity NPC240130
0.7253 Intermediate Similarity NPC158900
0.7251 Intermediate Similarity NPC299583
0.7251 Intermediate Similarity NPC231572
0.7246 Intermediate Similarity NPC257390
0.7245 Intermediate Similarity NPC473371
0.7235 Intermediate Similarity NPC242159
0.7235 Intermediate Similarity NPC313694
0.7232 Intermediate Similarity NPC5194
0.7232 Intermediate Similarity NPC56685
0.7232 Intermediate Similarity NPC261934
0.7231 Intermediate Similarity NPC302715
0.7229 Intermediate Similarity NPC155838
0.7222 Intermediate Similarity NPC107602
0.7219 Intermediate Similarity NPC475215
0.7219 Intermediate Similarity NPC108434
0.7216 Intermediate Similarity NPC191376
0.7216 Intermediate Similarity NPC477526
0.7216 Intermediate Similarity NPC179825
0.7216 Intermediate Similarity NPC321505
0.7212 Intermediate Similarity NPC82056
0.7209 Intermediate Similarity NPC212850
0.7209 Intermediate Similarity NPC83289
0.7209 Intermediate Similarity NPC477837
0.7209 Intermediate Similarity NPC477838
0.7209 Intermediate Similarity NPC189724
0.7208 Intermediate Similarity NPC24228
0.7204 Intermediate Similarity NPC475349
0.7204 Intermediate Similarity NPC475292
0.7204 Intermediate Similarity NPC475565
0.7204 Intermediate Similarity NPC66573
0.7202 Intermediate Similarity NPC244866
0.7202 Intermediate Similarity NPC470392
0.7198 Intermediate Similarity NPC133470
0.7198 Intermediate Similarity NPC289776
0.7198 Intermediate Similarity NPC191863
0.7194 Intermediate Similarity NPC59827
0.7194 Intermediate Similarity NPC85381
0.7194 Intermediate Similarity NPC184933
0.7189 Intermediate Similarity NPC198254
0.7189 Intermediate Similarity NPC276506

  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 NPC276120 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
0.8167 Intermediate Similarity NPD7132 Clinical (unspecified phase)
0.8155 Intermediate Similarity NPD7131 Phase 3
0.788 Intermediate Similarity NPD6851 Approved
0.788 Intermediate Similarity NPD6853 Approved
0.7874 Intermediate Similarity NPD5772 Approved
0.7874 Intermediate Similarity NPD5773 Approved
0.7765 Intermediate Similarity NPD7608 Discontinued
0.776 Intermediate Similarity NPD6297 Approved
0.7722 Intermediate Similarity NPD5137 Approved
0.7619 Intermediate Similarity NPD6377 Clinical (unspecified phase)
0.7611 Intermediate Similarity NPD7484 Phase 3
0.7611 Intermediate Similarity NPD7485 Phase 3
0.7604 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7579 Intermediate Similarity NPD5525 Clinical (unspecified phase)
0.7577 Intermediate Similarity NPD7810 Phase 3
0.7577 Intermediate Similarity NPD7811 Phase 3
0.7557 Intermediate Similarity NPD7118 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD5241 Discontinued
0.754 Intermediate Similarity NPD7281 Phase 3
0.754 Intermediate Similarity NPD7280 Phase 3
0.7514 Intermediate Similarity NPD7945 Clinical (unspecified phase)
0.7472 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.7437 Intermediate Similarity NPD7607 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD6662 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD4162 Approved
0.7382 Intermediate Similarity NPD7291 Discontinued
0.7368 Intermediate Similarity NPD7596 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD7110 Phase 1
0.736 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD7109 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD7039 Approved
0.734 Intermediate Similarity NPD7038 Approved
0.7333 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD4123 Phase 3
0.7282 Intermediate Similarity NPD4413 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5312 Approved
0.7273 Intermediate Similarity NPD7526 Approved
0.7273 Intermediate Similarity NPD5313 Approved
0.7273 Intermediate Similarity NPD52 Approved
0.7273 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD7201 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD8070 Approved
0.7253 Intermediate Similarity NPD8031 Discontinued
0.7246 Intermediate Similarity NPD5718 Phase 2
0.7225 Intermediate Similarity NPD3060 Approved
0.7211 Intermediate Similarity NPD3936 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD6875 Approved
0.7207 Intermediate Similarity NPD6876 Approved
0.7202 Intermediate Similarity NPD5745 Approved
0.7182 Intermediate Similarity NPD2977 Approved
0.7182 Intermediate Similarity NPD2978 Approved
0.7181 Intermediate Similarity NPD42 Phase 2
0.7181 Intermediate Similarity NPD6042 Phase 2
0.7151 Intermediate Similarity NPD7450 Phase 2
0.7151 Intermediate Similarity NPD824 Approved
0.7143 Intermediate Similarity NPD5967 Approved
0.7136 Intermediate Similarity NPD7827 Phase 1
0.7135 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD8053 Approved
0.7135 Intermediate Similarity NPD8054 Approved
0.7135 Intermediate Similarity NPD2122 Discontinued
0.7126 Intermediate Similarity NPD4237 Approved
0.7126 Intermediate Similarity NPD4236 Phase 3
0.7111 Intermediate Similarity NPD4678 Approved
0.7111 Intermediate Similarity NPD4675 Approved
0.7101 Intermediate Similarity NPD2674 Phase 3
0.7095 Intermediate Similarity NPD8318 Clinical (unspecified phase)
0.7088 Intermediate Similarity NPD7972 Discontinued
0.7086 Intermediate Similarity NPD6331 Phase 2
0.7086 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5746 Approved
0.7069 Intermediate Similarity NPD7153 Discontinued
0.7065 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD3455 Phase 2
0.7049 Intermediate Similarity NPD6063 Approved
0.7045 Intermediate Similarity NPD3692 Discontinued
0.7045 Intermediate Similarity NPD2219 Phase 1
0.7041 Intermediate Similarity NPD6504 Approved
0.7041 Intermediate Similarity NPD6505 Approved
0.7041 Intermediate Similarity NPD2490 Approved
0.7041 Intermediate Similarity NPD2488 Approved
0.7033 Intermediate Similarity NPD8149 Discontinued
0.7033 Intermediate Similarity NPD8019 Approved
0.7029 Intermediate Similarity NPD6860 Clinical (unspecified phase)
0.7026 Intermediate Similarity NPD7906 Approved
0.7026 Intermediate Similarity NPD4157 Discontinued
0.7022 Intermediate Similarity NPD3146 Approved
0.7022 Intermediate Similarity NPD3985 Discontinued
0.7022 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD8161 Suspended
0.7006 Intermediate Similarity NPD6584 Phase 3
0.7 Intermediate Similarity NPD3686 Approved
0.7 Intermediate Similarity NPD3687 Approved
0.7 Intermediate Similarity NPD2245 Discovery
0.6989 Remote Similarity NPD2904 Discontinued
0.6983 Remote Similarity NPD1975 Clinical (unspecified phase)
0.698 Remote Similarity NPD2493 Approved
0.698 Remote Similarity NPD2494 Approved
0.6978 Remote Similarity NPD6385 Approved
0.6978 Remote Similarity NPD4772 Phase 2
0.6978 Remote Similarity NPD6386 Approved
0.6978 Remote Similarity NPD6677 Suspended
0.6978 Remote Similarity NPD4773 Phase 2
0.6974 Remote Similarity NPD3857 Clinical (unspecified phase)
0.6973 Remote Similarity NPD7832 Clinical (unspecified phase)
0.6973 Remote Similarity NPD7833 Phase 2
0.6973 Remote Similarity NPD7831 Phase 2
0.6971 Remote Similarity NPD3655 Clinical (unspecified phase)
0.6963 Remote Similarity NPD5441 Clinical (unspecified phase)
0.6963 Remote Similarity NPD5484 Approved
0.6963 Remote Similarity NPD5485 Approved
0.6957 Remote Similarity NPD7318 Phase 3
0.6954 Remote Similarity NPD2239 Approved
0.6954 Remote Similarity NPD2240 Approved
0.6949 Remote Similarity NPD8323 Discontinued
0.6941 Remote Similarity NPD3145 Approved
0.6941 Remote Similarity NPD3144 Approved
0.694 Remote Similarity NPD5722 Discontinued
0.6939 Remote Similarity NPD7243 Clinical (unspecified phase)
0.6932 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6931 Remote Similarity NPD27 Approved
0.6931 Remote Similarity NPD2489 Approved
0.6927 Remote Similarity NPD3536 Discontinued
0.6927 Remote Similarity NPD1771 Clinical (unspecified phase)
0.6927 Remote Similarity NPD4739 Approved
0.6923 Remote Similarity NPD1337 Clinical (unspecified phase)
0.6915 Remote Similarity NPD7315 Approved
0.6914 Remote Similarity NPD5865 Clinical (unspecified phase)
0.6907 Remote Similarity NPD3534 Clinical (unspecified phase)
0.6906 Remote Similarity NPD4210 Discontinued
0.6901 Remote Similarity NPD1423 Approved
0.6898 Remote Similarity NPD2041 Clinical (unspecified phase)
0.6898 Remote Similarity NPD2042 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6897 Remote Similarity NPD3452 Approved
0.6897 Remote Similarity NPD3450 Approved
0.6897 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6893 Remote Similarity NPD7263 Phase 2
0.6889 Remote Similarity NPD7613 Discontinued
0.6885 Remote Similarity NPD6072 Discontinued
0.6881 Remote Similarity NPD7565 Approved
0.6878 Remote Similarity NPD4040 Phase 1
0.6878 Remote Similarity NPD8051 Clinical (unspecified phase)
0.6878 Remote Similarity NPD4583 Approved
0.6878 Remote Similarity NPD4582 Approved
0.6875 Remote Similarity NPD4664 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7695 Clinical (unspecified phase)
0.6872 Remote Similarity NPD7047 Phase 3
0.6868 Remote Similarity NPD4005 Discontinued
0.6862 Remote Similarity NPD6107 Approved
0.6857 Remote Similarity NPD2161 Phase 2
0.6856 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6853 Remote Similarity NPD4435 Approved
0.6851 Remote Similarity NPD3641 Approved
0.6851 Remote Similarity NPD3640 Phase 3
0.6851 Remote Similarity NPD3639 Approved
0.6848 Remote Similarity NPD7317 Phase 3
0.6848 Remote Similarity NPD6844 Discontinued
0.6845 Remote Similarity NPD8245 Clinical (unspecified phase)
0.6839 Remote Similarity NPD6895 Approved
0.6839 Remote Similarity NPD6896 Approved
0.6836 Remote Similarity NPD2458 Approved
0.6836 Remote Similarity NPD2460 Phase 3
0.6836 Remote Similarity NPD2459 Approved
0.6829 Remote Similarity NPD4002 Approved
0.6829 Remote Similarity NPD4004 Approved
0.6826 Remote Similarity NPD6582 Phase 2
0.6826 Remote Similarity NPD6583 Phase 3
0.6825 Remote Similarity NPD3051 Approved
0.6823 Remote Similarity NPD8156 Discontinued
0.6821 Remote Similarity NPD555 Phase 2
0.6818 Remote Similarity NPD3656 Approved
0.6816 Remote Similarity NPD6666 Approved
0.6816 Remote Similarity NPD6783 Clinical (unspecified phase)
0.6816 Remote Similarity NPD6667 Approved
0.6813 Remote Similarity NPD4124 Clinical (unspecified phase)
0.6811 Remote Similarity NPD7046 Clinical (unspecified phase)
0.6809 Remote Similarity NPD5677 Discontinued
0.6804 Remote Similarity NPD5192 Clinical (unspecified phase)
0.6802 Remote Similarity NPD3863 Clinical (unspecified phase)
0.6802 Remote Similarity NPD4434 Approved
0.6802 Remote Similarity NPD4663 Approved
0.6802 Remote Similarity NPD7477 Discontinued
0.6802 Remote Similarity NPD6089 Clinical (unspecified phase)
0.6798 Remote Similarity NPD5481 Discontinued
0.6796 Remote Similarity NPD7303 Discontinued
0.6796 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6789 Remote Similarity NPD2970 Approved
0.6789 Remote Similarity NPD2969 Approved
0.6786 Remote Similarity NPD6618 Phase 2
0.6784 Remote Similarity NPD3808 Clinical (unspecified phase)
0.6782 Remote Similarity NPD5314 Approved
0.6782 Remote Similarity NPD2973 Approved
0.6782 Remote Similarity NPD2975 Approved
0.6782 Remote Similarity NPD3052 Approved
0.6782 Remote Similarity NPD3054 Approved
0.6782 Remote Similarity NPD2974 Approved
0.6771 Remote Similarity NPD8252 Approved
0.6771 Remote Similarity NPD8099 Discontinued

  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