Structure

Physi-Chem Properties

Molecular Weight:  1070.41
Volume:  1039.201
LogP:  4.427
LogD:  2.098
LogS:  -4.913
# Rotatable Bonds:  9
TPSA:  282.71
# H-Bond Aceptor:  20
# H-Bond Donor:  5
# Rings:  11
# Heavy Atoms:  20

MedChem Properties

QED Drug-Likeness Score:  0.16
Synthetic Accessibility Score:  7.21
Fsp3:  0.596
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:  -5.607
MDCK Permeability:  9.580603364156559e-05
Pgp-inhibitor:  0.268
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.32
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.754

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.473
Plasma Protein Binding (PPB):  80.20458221435547%
Volume Distribution (VD):  0.519
Pgp-substrate:  8.177504539489746%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.997
CYP2C19-inhibitor:  0.045
CYP2C19-substrate:  0.512
CYP2C9-inhibitor:  0.104
CYP2C9-substrate:  0.023
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.057
CYP3A4-inhibitor:  0.418
CYP3A4-substrate:  0.904

ADMET: Excretion

Clearance (CL):  4.154
Half-life (T1/2):  0.077

ADMET: Toxicity

hERG Blockers:  0.027
Human Hepatotoxicity (H-HT):  0.484
Drug-inuced Liver Injury (DILI):  0.993
AMES Toxicity:  0.914
Rat Oral Acute Toxicity:  1.0
Maximum Recommended Daily Dose:  0.989
Skin Sensitization:  0.775
Carcinogencity:  0.971
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.886

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

  Natural Product: NPC131405

Natural Product ID:  NPC131405
Common Name*:   Grincamycin F
IUPAC Name:   n.a.
Synonyms:   Grincamycin F
Standard InCHIKey:  IYLDGTNOLQRGOZ-KPBLJPKWSA-N
Standard InCHI:  InChI=1S/C57H66O20/c1-25-35(59)11-15-42(69-25)73-37-13-17-44(71-27(37)3)75-40-22-39(68-29(5)50(40)62)33-21-34-46(30-7-9-31(58)10-8-30)54(65)76-53-47(34)48(52(33)64)51(63)32-19-20-56(66)24-55(6,23-41(61)57(56,67)49(32)53)77-45-18-14-38(28(4)72-45)74-43-16-12-36(60)26(2)70-43/h7-10,19-21,25-29,37-40,42-45,50,58,62-63,66-67H,11-18,22-24H2,1-6H3/t25-,26-,27-,28-,29+,37-,38-,39+,40+,42-,43-,44-,45-,50+,55-,56-,57-/m0/s1
SMILES:  Oc1ccc(cc1)c1c(=O)oc2c3c1C=C([C@H]1C[C@@H](O[C@H]4CC[C@@H]([C@@H](O4)C)O[C@H]4CCC(=O)[C@@H](O4)C)[C@@H]([C@H](O1)C)O)C(=O)c3c(c1c2[C@@]2(O)C(=O)C[C@](C[C@]2(C=C1)O)(C)O[C@H]1CC[C@@H]([C@@H](O1)C)O[C@H]1CCC(=O)[C@@H](O1)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2011814
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0002506] Isoflavonoids
        • [CHEMONTID:0004154] Hydroxyisoflavonoids

*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
NPO1930.2 Streptomyces lusitanus scsio lr32 Subspecies Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22304344]

☑ 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
NPT319 Cell Line B16 Mus musculus IC50 > 100000.0 nM PMID[521156]
NPT65 Cell Line HepG2 Homo sapiens IC50 > 100000.0 nM PMID[521156]
NPT1312 Cell Line SW1990 Homo sapiens IC50 > 100000.0 nM PMID[521156]
NPT165 Cell Line HeLa Homo sapiens IC50 > 100000.0 nM PMID[521156]
NPT397 Cell Line NCI-H460 Homo sapiens IC50 > 100000.0 nM PMID[521156]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 19000.0 nM PMID[521156]

☑ 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 NPC131405 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
0.9286 High Similarity NPC314672
0.9189 High Similarity NPC470196
0.9189 High Similarity NPC282474
0.9189 High Similarity NPC470200
0.9189 High Similarity NPC470194
0.9189 High Similarity NPC470195
0.9189 High Similarity NPC470197
0.9189 High Similarity NPC316274
0.9189 High Similarity NPC470198
0.9189 High Similarity NPC470193
0.913 High Similarity NPC48474
0.9121 High Similarity NPC241847
0.9111 High Similarity NPC187441
0.9111 High Similarity NPC283980
0.9081 High Similarity NPC470199
0.9081 High Similarity NPC314459
0.9056 High Similarity NPC83331
0.9056 High Similarity NPC470581
0.9056 High Similarity NPC470582
0.9056 High Similarity NPC115447
0.9 High Similarity NPC176246
0.9 High Similarity NPC198893
0.9 High Similarity NPC314489
0.9 High Similarity NPC232818
0.8984 High Similarity NPC314687
0.8962 High Similarity NPC292706
0.8962 High Similarity NPC224557
0.8956 High Similarity NPC470448
0.8956 High Similarity NPC470453
0.8956 High Similarity NPC164047
0.8956 High Similarity NPC475161
0.8956 High Similarity NPC477860
0.8956 High Similarity NPC470452
0.895 High Similarity NPC266513
0.8944 High Similarity NPC307754
0.8944 High Similarity NPC19056
0.8944 High Similarity NPC470583
0.8944 High Similarity NPC223735
0.8901 High Similarity NPC84494
0.8901 High Similarity NPC245059
0.8889 High Similarity NPC65118
0.8852 High Similarity NPC197357
0.8852 High Similarity NPC85316
0.8833 High Similarity NPC183441
0.8833 High Similarity NPC315619
0.8833 High Similarity NPC270027
0.8811 High Similarity NPC33083
0.8811 High Similarity NPC87583
0.8798 High Similarity NPC58538
0.8798 High Similarity NPC72783
0.8791 High Similarity NPC475246
0.8791 High Similarity NPC46958
0.8778 High Similarity NPC470580
0.8763 High Similarity NPC282636
0.8763 High Similarity NPC294863
0.8757 High Similarity NPC470451
0.8757 High Similarity NPC148710
0.8757 High Similarity NPC470455
0.8757 High Similarity NPC275977
0.8757 High Similarity NPC223860
0.8757 High Similarity NPC249560
0.875 High Similarity NPC208069
0.8743 High Similarity NPC477683
0.8743 High Similarity NPC477682
0.8736 High Similarity NPC199533
0.8736 High Similarity NPC63105
0.8736 High Similarity NPC3718
0.8736 High Similarity NPC470667
0.8736 High Similarity NPC470454
0.8736 High Similarity NPC68381
0.8729 High Similarity NPC9002
0.8729 High Similarity NPC288152
0.8729 High Similarity NPC257011
0.8729 High Similarity NPC137871
0.8723 High Similarity NPC478034
0.8723 High Similarity NPC321046
0.8723 High Similarity NPC264302
0.8722 High Similarity NPC246274
0.8717 High Similarity NPC205721
0.871 High Similarity NPC475352
0.871 High Similarity NPC229817
0.871 High Similarity NPC475220
0.871 High Similarity NPC473686
0.871 High Similarity NPC470719
0.871 High Similarity NPC295625
0.871 High Similarity NPC473554
0.871 High Similarity NPC221140
0.8703 High Similarity NPC313452
0.8703 High Similarity NPC156785
0.8703 High Similarity NPC470447
0.8703 High Similarity NPC162394
0.8703 High Similarity NPC241781
0.8703 High Similarity NPC470449
0.8703 High Similarity NPC470445
0.8703 High Similarity NPC470446
0.8696 High Similarity NPC473895
0.8689 High Similarity NPC289876
0.8689 High Similarity NPC102053
0.8681 High Similarity NPC470438
0.8681 High Similarity NPC213052
0.8674 High Similarity NPC298778
0.8674 High Similarity NPC210808
0.8674 High Similarity NPC199079
0.8667 High Similarity NPC63470
0.8663 High Similarity NPC30011
0.8663 High Similarity NPC97817
0.8663 High Similarity NPC105591
0.8663 High Similarity NPC72554
0.8659 High Similarity NPC99216
0.8656 High Similarity NPC75574
0.8656 High Similarity NPC470717
0.8656 High Similarity NPC106700
0.8656 High Similarity NPC470416
0.8656 High Similarity NPC25946
0.8656 High Similarity NPC470720
0.8656 High Similarity NPC470713
0.8656 High Similarity NPC21359
0.8656 High Similarity NPC460984
0.8649 High Similarity NPC315221
0.8641 High Similarity NPC475261
0.8639 High Similarity NPC3474
0.8634 High Similarity NPC70862
0.8634 High Similarity NPC186800
0.8632 High Similarity NPC314020
0.8626 High Similarity NPC474522
0.8626 High Similarity NPC470714
0.8626 High Similarity NPC470716
0.8626 High Similarity NPC470715
0.8626 High Similarity NPC5029
0.8626 High Similarity NPC111536
0.8626 High Similarity NPC271385
0.8626 High Similarity NPC76128
0.8626 High Similarity NPC30432
0.8619 High Similarity NPC5319
0.8617 High Similarity NPC478035
0.8602 High Similarity NPC293227
0.8602 High Similarity NPC473631
0.8602 High Similarity NPC470718
0.8602 High Similarity NPC473717
0.8602 High Similarity NPC475662
0.8602 High Similarity NPC36138
0.8595 High Similarity NPC110941
0.8595 High Similarity NPC192539
0.8595 High Similarity NPC299149
0.8595 High Similarity NPC277710
0.8595 High Similarity NPC241423
0.8595 High Similarity NPC470444
0.8595 High Similarity NPC153578
0.8595 High Similarity NPC473682
0.8595 High Similarity NPC473571
0.8595 High Similarity NPC126784
0.8595 High Similarity NPC470443
0.8595 High Similarity NPC114257
0.8587 High Similarity NPC122467
0.8587 High Similarity NPC170018
0.8587 High Similarity NPC89127
0.8587 High Similarity NPC76112
0.8587 High Similarity NPC202908
0.8587 High Similarity NPC65563
0.8587 High Similarity NPC471669
0.8587 High Similarity NPC472382
0.8587 High Similarity NPC472380
0.8587 High Similarity NPC231787
0.8587 High Similarity NPC66820
0.8587 High Similarity NPC470949
0.8587 High Similarity NPC469345
0.8587 High Similarity NPC92403
0.8587 High Similarity NPC475233
0.8587 High Similarity NPC14187
0.8587 High Similarity NPC473862
0.8587 High Similarity NPC472384
0.8587 High Similarity NPC48984
0.8587 High Similarity NPC292019
0.8579 High Similarity NPC154986
0.8579 High Similarity NPC199357
0.8579 High Similarity NPC203751
0.8571 High Similarity NPC209550
0.8571 High Similarity NPC277532
0.8571 High Similarity NPC164704
0.8571 High Similarity NPC76047
0.8571 High Similarity NPC138990
0.8571 High Similarity NPC470712
0.8571 High Similarity NPC175429
0.8571 High Similarity NPC313304
0.8564 High Similarity NPC174486
0.8564 High Similarity NPC249977
0.8564 High Similarity NPC64755
0.8556 High Similarity NPC470735
0.8556 High Similarity NPC478026
0.8556 High Similarity NPC329647
0.8556 High Similarity NPC49690
0.8556 High Similarity NPC178281
0.8541 High Similarity NPC477895
0.8541 High Similarity NPC120952
0.8541 High Similarity NPC37668
0.8541 High Similarity NPC217387
0.8541 High Similarity NPC89052
0.8541 High Similarity NPC173837
0.8541 High Similarity NPC258044
0.8541 High Similarity NPC113836

  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 NPC131405 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
0.9071 High Similarity NPD7879 Clinical (unspecified phase)
0.8619 High Similarity NPD7804 Clinical (unspecified phase)
0.8587 High Similarity NPD8313 Approved
0.8587 High Similarity NPD8312 Approved
0.8533 High Similarity NPD7808 Phase 3
0.8505 High Similarity NPD7435 Discontinued
0.8478 Intermediate Similarity NPD7251 Discontinued
0.8457 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8432 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8424 Intermediate Similarity NPD6797 Phase 2
0.8392 Intermediate Similarity NPD7783 Phase 2
0.8392 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.8342 Intermediate Similarity NPD7874 Approved
0.8342 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.8316 Intermediate Similarity NPD7697 Approved
0.8316 Intermediate Similarity NPD7698 Approved
0.8316 Intermediate Similarity NPD7696 Phase 3
0.827 Intermediate Similarity NPD7074 Phase 3
0.827 Intermediate Similarity NPD7472 Approved
0.8256 Intermediate Similarity NPD6781 Approved
0.8256 Intermediate Similarity NPD6777 Approved
0.8256 Intermediate Similarity NPD6776 Approved
0.8256 Intermediate Similarity NPD6779 Approved
0.8256 Intermediate Similarity NPD6778 Approved
0.8256 Intermediate Similarity NPD6782 Approved
0.8256 Intermediate Similarity NPD6780 Approved
0.8254 Intermediate Similarity NPD8150 Discontinued
0.8241 Intermediate Similarity NPD7701 Phase 2
0.8216 Intermediate Similarity NPD7054 Approved
0.8182 Intermediate Similarity NPD7870 Phase 2
0.8182 Intermediate Similarity NPD8320 Phase 1
0.8182 Intermediate Similarity NPD7871 Phase 2
0.8182 Intermediate Similarity NPD8319 Approved
0.8154 Intermediate Similarity NPD7699 Phase 2
0.8154 Intermediate Similarity NPD7700 Phase 2
0.8122 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8122 Intermediate Similarity NPD7075 Discontinued
0.8118 Intermediate Similarity NPD5844 Phase 1
0.8109 Intermediate Similarity NPD8151 Discontinued
0.8065 Intermediate Similarity NPD3751 Discontinued
0.803 Intermediate Similarity NPD7801 Approved
0.8 Intermediate Similarity NPD6534 Approved
0.8 Intermediate Similarity NPD6535 Approved
0.7989 Intermediate Similarity NPD6559 Discontinued
0.7968 Intermediate Similarity NPD3818 Discontinued
0.7957 Intermediate Similarity NPD6166 Phase 2
0.7957 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7957 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7956 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7956 Intermediate Similarity NPD7819 Suspended
0.7943 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7937 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7912 Intermediate Similarity NPD5402 Approved
0.7901 Intermediate Similarity NPD6801 Discontinued
0.79 Intermediate Similarity NPD6823 Phase 2
0.7892 Intermediate Similarity NPD6959 Discontinued
0.7849 Intermediate Similarity NPD3787 Discontinued
0.7819 Intermediate Similarity NPD7473 Discontinued
0.779 Intermediate Similarity NPD4380 Phase 2
0.7784 Intermediate Similarity NPD8434 Phase 2
0.776 Intermediate Similarity NPD8455 Phase 2
0.7754 Intermediate Similarity NPD6232 Discontinued
0.7717 Intermediate Similarity NPD3817 Phase 2
0.7684 Intermediate Similarity NPD7228 Approved
0.7676 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7663 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD5494 Approved
0.7637 Intermediate Similarity NPD3226 Approved
0.7622 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7596 Intermediate Similarity NPD6599 Discontinued
0.7579 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD2801 Approved
0.7554 Intermediate Similarity NPD7411 Suspended
0.7527 Intermediate Similarity NPD5403 Approved
0.7526 Intermediate Similarity NPD7685 Pre-registration
0.7514 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD1934 Approved
0.75 Intermediate Similarity NPD6213 Phase 3
0.75 Intermediate Similarity NPD6212 Phase 3
0.75 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7487 Intermediate Similarity NPD3882 Suspended
0.7473 Intermediate Similarity NPD1465 Phase 2
0.7459 Intermediate Similarity NPD6799 Approved
0.7447 Intermediate Similarity NPD3749 Approved
0.7446 Intermediate Similarity NPD7458 Discontinued
0.744 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD7240 Approved
0.7418 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7418 Intermediate Similarity NPD5401 Approved
0.7394 Intermediate Similarity NPD7768 Phase 2
0.7389 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7352 Intermediate Similarity NPD8059 Phase 3
0.7352 Intermediate Similarity NPD8058 Clinical (unspecified phase)
0.7344 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD37 Approved
0.7322 Intermediate Similarity NPD2533 Approved
0.7322 Intermediate Similarity NPD2532 Approved
0.7322 Intermediate Similarity NPD2534 Approved
0.7318 Intermediate Similarity NPD2346 Discontinued
0.7317 Intermediate Similarity NPD8285 Discontinued
0.7316 Intermediate Similarity NPD6234 Discontinued
0.7302 Intermediate Similarity NPD4967 Phase 2
0.7302 Intermediate Similarity NPD4965 Approved
0.7302 Intermediate Similarity NPD4966 Approved
0.7297 Intermediate Similarity NPD1653 Approved
0.7293 Intermediate Similarity NPD4628 Phase 3
0.7293 Intermediate Similarity NPD3750 Approved
0.7283 Intermediate Similarity NPD1512 Approved
0.7263 Intermediate Similarity NPD2935 Discontinued
0.7258 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD6190 Approved
0.724 Intermediate Similarity NPD7199 Phase 2
0.7238 Intermediate Similarity NPD7584 Approved
0.7225 Intermediate Similarity NPD919 Approved
0.7215 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD1549 Phase 2
0.7174 Intermediate Similarity NPD1511 Approved
0.715 Intermediate Similarity NPD1247 Approved
0.7143 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7799 Discontinued
0.7127 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7127 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD7585 Approved
0.7088 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7085 Intermediate Similarity NPD8368 Discontinued
0.7083 Intermediate Similarity NPD7930 Approved
0.7075 Intermediate Similarity NPD7583 Approved
0.7072 Intermediate Similarity NPD2796 Approved
0.7059 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD6674 Discontinued
0.7043 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD7266 Discontinued
0.7018 Intermediate Similarity NPD8404 Phase 2
0.7017 Intermediate Similarity NPD1510 Phase 2
0.7017 Intermediate Similarity NPD3748 Approved
0.7014 Intermediate Similarity NPD7680 Approved
0.7011 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.6989 Remote Similarity NPD7390 Discontinued
0.6986 Remote Similarity NPD7237 Clinical (unspecified phase)
0.698 Remote Similarity NPD8407 Phase 2
0.6974 Remote Similarity NPD8127 Discontinued
0.6968 Remote Similarity NPD7907 Approved
0.6968 Remote Similarity NPD920 Approved
0.6968 Remote Similarity NPD8366 Approved
0.6947 Remote Similarity NPD8067 Phase 3
0.6939 Remote Similarity NPD5710 Approved
0.6939 Remote Similarity NPD5711 Approved
0.6927 Remote Similarity NPD8435 Approved
0.6927 Remote Similarity NPD8361 Approved
0.6927 Remote Similarity NPD8360 Approved
0.6923 Remote Similarity NPD2799 Discontinued
0.6923 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6915 Remote Similarity NPD6273 Approved
0.6906 Remote Similarity NPD1607 Approved
0.6898 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6889 Remote Similarity NPD4060 Phase 1
0.6885 Remote Similarity NPD5405 Approved
0.6885 Remote Similarity NPD1551 Phase 2
0.6885 Remote Similarity NPD5408 Approved
0.6885 Remote Similarity NPD5404 Approved
0.6885 Remote Similarity NPD5406 Approved
0.6872 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6872 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6872 Remote Similarity NPD2313 Discontinued
0.6872 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6869 Remote Similarity NPD7999 Approved
0.6866 Remote Similarity NPD5953 Discontinued
0.6862 Remote Similarity NPD642 Clinical (unspecified phase)
0.685 Remote Similarity NPD8470 Clinical (unspecified phase)
0.685 Remote Similarity NPD7286 Phase 2
0.6844 Remote Similarity NPD8491 Approved
0.6833 Remote Similarity NPD6233 Phase 2
0.6828 Remote Similarity NPD7003 Approved
0.6818 Remote Similarity NPD3926 Phase 2
0.68 Remote Similarity NPD7177 Discontinued
0.6796 Remote Similarity NPD1240 Approved
0.6793 Remote Similarity NPD6100 Approved
0.6793 Remote Similarity NPD6099 Approved
0.6788 Remote Similarity NPD6844 Discontinued
0.6784 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6778 Remote Similarity NPD6798 Discontinued
0.6776 Remote Similarity NPD7097 Phase 1
0.6774 Remote Similarity NPD1243 Approved
0.6774 Remote Similarity NPD2800 Approved
0.6772 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6768 Remote Similarity NPD7229 Phase 3
0.676 Remote Similarity NPD6832 Phase 2
0.6758 Remote Similarity NPD1933 Approved
0.6758 Remote Similarity NPD447 Suspended
0.6758 Remote Similarity NPD6355 Discontinued
0.6755 Remote Similarity NPD643 Clinical (unspecified phase)
0.6739 Remote Similarity NPD7033 Discontinued
0.6739 Remote Similarity NPD4308 Phase 3
0.6738 Remote Similarity NPD8166 Discontinued
0.673 Remote Similarity NPD8485 Approved
0.6726 Remote Similarity NPD4665 Approved
0.6726 Remote Similarity NPD4111 Phase 1
0.6716 Remote Similarity NPD7893 Clinical (unspecified phase)

  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