Structure

Physi-Chem Properties

Molecular Weight:  576.19
Volume:  562.103
LogP:  2.899
LogD:  1.869
LogS:  -3.691
# Rotatable Bonds:  8
TPSA:  206.91
# H-Bond Aceptor:  13
# H-Bond Donor:  6
# Rings:  4
# Heavy Atoms:  13

MedChem Properties

QED Drug-Likeness Score:  0.146
Synthetic Accessibility Score:  3.54
Fsp3:  0.207
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  3
PAINS Alert:  2

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.325
MDCK Permeability:  7.60006696509663e-06
Pgp-inhibitor:  0.844
Pgp-substrate:  0.01
Human Intestinal Absorption (HIA):  0.279
20% Bioavailability (F20%):  0.001
30% Bioavailability (F30%):  0.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.0
Plasma Protein Binding (PPB):  92.25939178466797%
Volume Distribution (VD):  0.389
Pgp-substrate:  5.59972620010376%

ADMET: Metabolism

CYP1A2-inhibitor:  0.049
CYP1A2-substrate:  0.943
CYP2C19-inhibitor:  0.016
CYP2C19-substrate:  0.062
CYP2C9-inhibitor:  0.544
CYP2C9-substrate:  0.126
CYP2D6-inhibitor:  0.051
CYP2D6-substrate:  0.151
CYP3A4-inhibitor:  0.055
CYP3A4-substrate:  0.115

ADMET: Excretion

Clearance (CL):  0.998
Half-life (T1/2):  0.489

ADMET: Toxicity

hERG Blockers:  0.076
Human Hepatotoxicity (H-HT):  0.183
Drug-inuced Liver Injury (DILI):  0.991
AMES Toxicity:  0.1
Rat Oral Acute Toxicity:  0.051
Maximum Recommended Daily Dose:  0.041
Skin Sensitization:  0.117
Carcinogencity:  0.032
Eye Corrosion:  0.003
Eye Irritation:  0.022
Respiratory Toxicity:  0.869

Download Data

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

  Natural Product: NPC473639

Natural Product ID:  NPC473639
Common Name*:   HYCLTZFHBHQLSE-UHFFFAOYSA-N
IUPAC Name:   n.a.
Synonyms:   7-(1-methyl-2-oxopropyl)streptonigrin
Standard InCHIKey:  HYCLTZFHBHQLSE-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C29H28N4O9/c1-11-18(14-8-10-17(40-4)27(41-5)24(14)35)19(30)22(33-20(11)29(38)39)16-9-7-15-21(32-16)26(37)23(28(42-6)25(15)36)31-12(2)13(3)34/h7-10,12,31,35H,30H2,1-6H3,(H,38,39)
SMILES:  COC1=C(NC(C(=O)C)C)C(=O)c2c(C1=O)ccc(n2)c1nc(C(=O)O)c(c(c1N)c1ccc(c(c1O)OC)OC)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL447860
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000089] Pyridines and derivatives
        • [CHEMONTID:0000326] Bipyridines and oligopyridines

*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
NPO31561 Micromonospora Genus Micromonosporaceae Bacteria n.a. n.a. n.a. PMID[12027749]
NPO31561 Micromonospora Genus Micromonosporaceae Bacteria n.a. n.a. n.a. PMID[9531992]
NPO31561 Micromonospora Genus Micromonosporaceae Bacteria n.a. n.a. n.a. PMID[9917009]

☑ 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
NPT519 Cell Line SH-SY5Y Homo sapiens IC50 = 900.0 nM PMID[495862]
NPT519 Cell Line SH-SY5Y Homo sapiens IC50 = 75000.0 nM PMID[495862]

☑ 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 NPC473639 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
0.9702 High Similarity NPC215837
0.7731 Intermediate Similarity NPC129897
0.7704 Intermediate Similarity NPC473800
0.7701 Intermediate Similarity NPC191489
0.7608 Intermediate Similarity NPC15406
0.7585 Intermediate Similarity NPC88923
0.7585 Intermediate Similarity NPC100734
0.7585 Intermediate Similarity NPC315634
0.7559 Intermediate Similarity NPC41501
0.7529 Intermediate Similarity NPC165964
0.7529 Intermediate Similarity NPC49672
0.75 Intermediate Similarity NPC77878
0.7481 Intermediate Similarity NPC107123
0.7462 Intermediate Similarity NPC284685
0.7433 Intermediate Similarity NPC67401
0.7416 Intermediate Similarity NPC152620
0.7402 Intermediate Similarity NPC90875
0.7386 Intermediate Similarity NPC318068
0.7366 Intermediate Similarity NPC183537
0.7339 Intermediate Similarity NPC54066
0.7328 Intermediate Similarity NPC134637
0.7323 Intermediate Similarity NPC233334
0.7305 Intermediate Similarity NPC57453
0.7293 Intermediate Similarity NPC258048
0.7259 Intermediate Similarity NPC148889
0.7256 Intermediate Similarity NPC53534
0.7238 Intermediate Similarity NPC207620
0.7231 Intermediate Similarity NPC207283
0.7231 Intermediate Similarity NPC84164
0.7222 Intermediate Similarity NPC132385
0.7213 Intermediate Similarity NPC169716
0.7209 Intermediate Similarity NPC476995
0.72 Intermediate Similarity NPC472099
0.72 Intermediate Similarity NPC323969
0.7192 Intermediate Similarity NPC210296
0.7176 Intermediate Similarity NPC124313
0.7176 Intermediate Similarity NPC24019
0.7169 Intermediate Similarity NPC227824
0.7166 Intermediate Similarity NPC236668
0.7165 Intermediate Similarity NPC478078
0.7148 Intermediate Similarity NPC260434
0.7148 Intermediate Similarity NPC178858
0.7137 Intermediate Similarity NPC146976
0.7132 Intermediate Similarity NPC182222
0.7126 Intermediate Similarity NPC119134
0.7115 Intermediate Similarity NPC94842
0.7109 Intermediate Similarity NPC476998
0.7109 Intermediate Similarity NPC476996
0.7087 Intermediate Similarity NPC21638
0.708 Intermediate Similarity NPC312645
0.707 Intermediate Similarity NPC246381
0.707 Intermediate Similarity NPC476994
0.707 Intermediate Similarity NPC476997
0.7063 Intermediate Similarity NPC478083
0.7061 Intermediate Similarity NPC321428
0.7059 Intermediate Similarity NPC328928
0.7057 Intermediate Similarity NPC218388
0.7048 Intermediate Similarity NPC89549
0.7041 Intermediate Similarity NPC302807
0.704 Intermediate Similarity NPC322064
0.7038 Intermediate Similarity NPC108342
0.7028 Intermediate Similarity NPC89508
0.7016 Intermediate Similarity NPC201508
0.7011 Intermediate Similarity NPC184680
0.7011 Intermediate Similarity NPC189903
0.7011 Intermediate Similarity NPC182907
0.7008 Intermediate Similarity NPC280272
0.7008 Intermediate Similarity NPC316224
0.7008 Intermediate Similarity NPC210434
0.7008 Intermediate Similarity NPC188400
0.7 Intermediate Similarity NPC13603
0.6996 Remote Similarity NPC469439
0.699 Remote Similarity NPC116701
0.6989 Remote Similarity NPC329982
0.6985 Remote Similarity NPC470784
0.6985 Remote Similarity NPC101350
0.6985 Remote Similarity NPC470785
0.6981 Remote Similarity NPC208522
0.698 Remote Similarity NPC132539
0.698 Remote Similarity NPC322482
0.698 Remote Similarity NPC122436
0.6972 Remote Similarity NPC148183
0.6972 Remote Similarity NPC152768
0.6966 Remote Similarity NPC91868
0.6966 Remote Similarity NPC270515
0.6966 Remote Similarity NPC63971
0.6963 Remote Similarity NPC53255
0.6963 Remote Similarity NPC303374
0.6963 Remote Similarity NPC85879
0.6962 Remote Similarity NPC255800
0.6962 Remote Similarity NPC96584
0.6962 Remote Similarity NPC9482
0.696 Remote Similarity NPC232225
0.6951 Remote Similarity NPC472064
0.695 Remote Similarity NPC476999
0.6949 Remote Similarity NPC74619
0.6948 Remote Similarity NPC220337
0.6947 Remote Similarity NPC15801
0.6947 Remote Similarity NPC235685
0.6943 Remote Similarity NPC291609
0.6941 Remote Similarity NPC122463
0.694 Remote Similarity NPC51854
0.6939 Remote Similarity NPC476098
0.6938 Remote Similarity NPC194740
0.6935 Remote Similarity NPC472070
0.6926 Remote Similarity NPC196449
0.6926 Remote Similarity NPC314222
0.6923 Remote Similarity NPC474192
0.6923 Remote Similarity NPC475720
0.6923 Remote Similarity NPC207686
0.692 Remote Similarity NPC166722
0.692 Remote Similarity NPC112206
0.692 Remote Similarity NPC202605
0.6917 Remote Similarity NPC473822
0.6914 Remote Similarity NPC137353
0.6908 Remote Similarity NPC295228
0.6906 Remote Similarity NPC124300
0.6906 Remote Similarity NPC101312
0.6904 Remote Similarity NPC237901
0.6904 Remote Similarity NPC195788
0.6903 Remote Similarity NPC9729
0.69 Remote Similarity NPC475301
0.69 Remote Similarity NPC326930
0.6897 Remote Similarity NPC22481
0.6897 Remote Similarity NPC473105
0.6891 Remote Similarity NPC310618
0.688 Remote Similarity NPC160100
0.688 Remote Similarity NPC295479
0.688 Remote Similarity NPC220241
0.6879 Remote Similarity NPC172355
0.6875 Remote Similarity NPC216612
0.6873 Remote Similarity NPC471978
0.6868 Remote Similarity NPC475844
0.6867 Remote Similarity NPC325297
0.6863 Remote Similarity NPC174049
0.6859 Remote Similarity NPC471979
0.6855 Remote Similarity NPC193238
0.6855 Remote Similarity NPC244741
0.6852 Remote Similarity NPC181081
0.685 Remote Similarity NPC182853
0.6848 Remote Similarity NPC475271
0.6846 Remote Similarity NPC278525
0.6844 Remote Similarity NPC280714
0.6838 Remote Similarity NPC478045
0.6836 Remote Similarity NPC60621
0.6834 Remote Similarity NPC157931
0.683 Remote Similarity NPC475816
0.6828 Remote Similarity NPC469734
0.6824 Remote Similarity NPC74360
0.682 Remote Similarity NPC477112
0.6816 Remote Similarity NPC142385
0.6815 Remote Similarity NPC472065
0.6815 Remote Similarity NPC203373
0.6813 Remote Similarity NPC472589
0.6812 Remote Similarity NPC209981
0.6811 Remote Similarity NPC27041
0.6811 Remote Similarity NPC469727
0.6808 Remote Similarity NPC311906
0.6807 Remote Similarity NPC260909
0.6806 Remote Similarity NPC208898
0.6805 Remote Similarity NPC217554
0.6803 Remote Similarity NPC1608
0.6803 Remote Similarity NPC161801
0.6802 Remote Similarity NPC223427
0.68 Remote Similarity NPC473833
0.6798 Remote Similarity NPC477979
0.6797 Remote Similarity NPC174760
0.6796 Remote Similarity NPC45048
0.6794 Remote Similarity NPC49547
0.6791 Remote Similarity NPC284141
0.679 Remote Similarity NPC473188
0.6787 Remote Similarity NPC270918
0.6783 Remote Similarity NPC229893
0.678 Remote Similarity NPC477549
0.6773 Remote Similarity NPC309845
0.677 Remote Similarity NPC118189
0.6766 Remote Similarity NPC58209
0.6764 Remote Similarity NPC216369
0.6762 Remote Similarity NPC141454
0.6761 Remote Similarity NPC472063
0.6761 Remote Similarity NPC472062
0.6761 Remote Similarity NPC472069
0.6761 Remote Similarity NPC279589
0.6759 Remote Similarity NPC266931
0.6758 Remote Similarity NPC288987
0.6758 Remote Similarity NPC148409
0.6756 Remote Similarity NPC217176
0.6747 Remote Similarity NPC472286
0.6747 Remote Similarity NPC472287
0.6745 Remote Similarity NPC246658
0.6743 Remote Similarity NPC274640
0.674 Remote Similarity NPC472588
0.6734 Remote Similarity NPC317572
0.6734 Remote Similarity NPC165599
0.673 Remote Similarity NPC319880
0.673 Remote Similarity NPC244839
0.673 Remote Similarity NPC320324
0.6729 Remote Similarity NPC82472
0.6729 Remote Similarity NPC474183
0.6729 Remote Similarity NPC11408

  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 NPC473639 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
0.7701 Intermediate Similarity NPD7708 Approved
0.7585 Intermediate Similarity NPD7803 Approved
0.7462 Intermediate Similarity NPD7956 Approved
0.7462 Intermediate Similarity NPD7955 Approved
0.7364 Intermediate Similarity NPD1483 Discontinued
0.7287 Intermediate Similarity NPD7886 Phase 2
0.7287 Intermediate Similarity NPD7885 Phase 2
0.7245 Intermediate Similarity NPD4926 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD7690 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD8091 Phase 3
0.7197 Intermediate Similarity NPD5482 Discontinued
0.7194 Intermediate Similarity NPD3263 Phase 3
0.7188 Intermediate Similarity NPD4885 Approved
0.7176 Intermediate Similarity NPD5483 Clinical (unspecified phase)
0.7148 Intermediate Similarity NPD5488 Discontinued
0.7109 Intermediate Similarity NPD5022 Discontinued
0.7093 Intermediate Similarity NPD4373 Phase 2
0.7088 Intermediate Similarity NPD2921 Clinical (unspecified phase)
0.7068 Intermediate Similarity NPD6525 Clinical (unspecified phase)
0.7057 Intermediate Similarity NPD3328 Phase 2
0.7052 Intermediate Similarity NPD4429 Discontinued
0.7023 Intermediate Similarity NPD7025 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD5416 Discontinued
0.7 Intermediate Similarity NPD5417 Clinical (unspecified phase)
0.6977 Remote Similarity NPD4952 Phase 3
0.6976 Remote Similarity NPD8310 Clinical (unspecified phase)
0.6966 Remote Similarity NPD8350 Clinical (unspecified phase)
0.6966 Remote Similarity NPD6745 Discontinued
0.6947 Remote Similarity NPD5805 Approved
0.6935 Remote Similarity NPD2951 Discontinued
0.6932 Remote Similarity NPD7417 Discontinued
0.6926 Remote Similarity NPD8463 Approved
0.6923 Remote Similarity NPD6531 Approved
0.6923 Remote Similarity NPD6530 Approved
0.6911 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6908 Remote Similarity NPD7853 Phase 2
0.6904 Remote Similarity NPD8465 Approved
0.6904 Remote Similarity NPD8466 Approved
0.6904 Remote Similarity NPD8467 Approved
0.6884 Remote Similarity NPD5450 Discontinued
0.6882 Remote Similarity NPD4958 Clinical (unspecified phase)
0.6877 Remote Similarity NPD4989 Phase 2
0.6875 Remote Similarity NPD6209 Approved
0.6863 Remote Similarity NPD5930 Phase 3
0.6857 Remote Similarity NPD1225 Phase 2
0.6857 Remote Similarity NPD1224 Phase 2
0.6853 Remote Similarity NPD5866 Approved
0.685 Remote Similarity NPD7395 Discontinued
0.6844 Remote Similarity NPD3217 Phase 2
0.6834 Remote Similarity NPD7994 Phase 2
0.6822 Remote Similarity NPD3925 Approved
0.681 Remote Similarity NPD8364 Approved
0.681 Remote Similarity NPD8363 Approved
0.6809 Remote Similarity NPD6824 Clinical (unspecified phase)
0.6807 Remote Similarity NPD8426 Approved
0.6807 Remote Similarity NPD8459 Approved
0.6807 Remote Similarity NPD8425 Approved
0.6807 Remote Similarity NPD8460 Approved
0.68 Remote Similarity NPD6228 Discontinued
0.6795 Remote Similarity NPD5640 Discontinued
0.679 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6786 Remote Similarity NPD5459 Phase 2
0.6784 Remote Similarity NPD8429 Approved
0.6784 Remote Similarity NPD8428 Approved
0.6784 Remote Similarity NPD8427 Approved
0.6783 Remote Similarity NPD7547 Clinical (unspecified phase)
0.6778 Remote Similarity NPD4558 Phase 2
0.6772 Remote Similarity NPD2433 Clinical (unspecified phase)
0.6762 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6758 Remote Similarity NPD2899 Discontinued
0.6756 Remote Similarity NPD6962 Phase 2
0.6753 Remote Similarity NPD7588 Discontinued
0.6753 Remote Similarity NPD3986 Discontinued
0.6746 Remote Similarity NPD4502 Phase 2
0.673 Remote Similarity NPD7797 Approved
0.673 Remote Similarity NPD7796 Approved
0.6719 Remote Similarity NPD5632 Approved
0.6718 Remote Similarity NPD5801 Clinical (unspecified phase)
0.6716 Remote Similarity NPD6716 Phase 1
0.6715 Remote Similarity NPD7862 Clinical (unspecified phase)
0.6707 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6705 Remote Similarity NPD6741 Clinical (unspecified phase)
0.6705 Remote Similarity NPD3259 Approved
0.6693 Remote Similarity NPD5658 Approved
0.6693 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6692 Remote Similarity NPD4368 Phase 2
0.6689 Remote Similarity NPD8279 Clinical (unspecified phase)
0.668 Remote Similarity NPD6160 Clinical (unspecified phase)
0.668 Remote Similarity NPD4131 Phase 3
0.6679 Remote Similarity NPD8358 Approved
0.6667 Remote Similarity NPD7538 Clinical (unspecified phase)
0.6655 Remote Similarity NPD7924 Phase 2
0.6655 Remote Similarity NPD7925 Phase 2
0.6654 Remote Similarity NPD5479 Discontinued
0.6654 Remote Similarity NPD3006 Discontinued
0.6641 Remote Similarity NPD8149 Discontinued
0.6641 Remote Similarity NPD4328 Approved
0.6627 Remote Similarity NPD3243 Approved
0.6618 Remote Similarity NPD2311 Clinical (unspecified phase)
0.6614 Remote Similarity NPD6567 Clinical (unspecified phase)
0.6614 Remote Similarity NPD5530 Phase 1
0.6602 Remote Similarity NPD4897 Phase 2
0.6602 Remote Similarity NPD5850 Phase 3
0.6582 Remote Similarity NPD7859 Phase 2
0.6579 Remote Similarity NPD6494 Phase 2
0.6579 Remote Similarity NPD4080 Discontinued
0.6578 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6577 Remote Similarity NPD5507 Approved
0.6577 Remote Similarity NPD5506 Approved
0.6576 Remote Similarity NPD5612 Discontinued
0.6564 Remote Similarity NPD6974 Phase 3
0.6562 Remote Similarity NPD6177 Clinical (unspecified phase)
0.656 Remote Similarity NPD6773 Clinical (unspecified phase)
0.6554 Remote Similarity NPD6963 Approved
0.6554 Remote Similarity NPD8489 Phase 1
0.6554 Remote Similarity NPD6964 Approved
0.6546 Remote Similarity NPD5497 Clinical (unspecified phase)
0.6543 Remote Similarity NPD6825 Phase 1
0.6541 Remote Similarity NPD7031 Phase 1
0.6541 Remote Similarity NPD5151 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6242 Discontinued
0.6538 Remote Similarity NPD5070 Clinical (unspecified phase)
0.6531 Remote Similarity NPD6517 Phase 3
0.6527 Remote Similarity NPD7548 Discontinued
0.6526 Remote Similarity NPD7689 Approved
0.6525 Remote Similarity NPD1926 Approved
0.6523 Remote Similarity NPD3815 Phase 1
0.6523 Remote Similarity NPD3816 Phase 1
0.6523 Remote Similarity NPD6657 Clinical (unspecified phase)
0.6523 Remote Similarity NPD7069 Discontinued
0.6522 Remote Similarity NPD5429 Discontinued
0.6518 Remote Similarity NPD5512 Phase 3
0.6517 Remote Similarity NPD5040 Clinical (unspecified phase)
0.6517 Remote Similarity NPD7922 Phase 1
0.6517 Remote Similarity NPD7558 Phase 2
0.6505 Remote Similarity NPD7181 Phase 3
0.6502 Remote Similarity NPD7673 Phase 3
0.65 Remote Similarity NPD3258 Approved
0.65 Remote Similarity NPD5116 Phase 1
0.6498 Remote Similarity NPD3794 Approved
0.6498 Remote Similarity NPD3795 Approved
0.6494 Remote Similarity NPD6790 Phase 1
0.6489 Remote Similarity NPD8356 Approved
0.6487 Remote Similarity NPD8461 Discontinued
0.6485 Remote Similarity NPD3920 Phase 2
0.6484 Remote Similarity NPD3959 Phase 2
0.6484 Remote Similarity NPD3962 Phase 2
0.6483 Remote Similarity NPD7416 Clinical (unspecified phase)
0.6481 Remote Similarity NPD7729 Clinical (unspecified phase)
0.6479 Remote Similarity NPD7393 Clinical (unspecified phase)
0.6475 Remote Similarity NPD8479 Phase 2
0.6473 Remote Similarity NPD4667 Clinical (unspecified phase)
0.6473 Remote Similarity NPD5903 Approved
0.6473 Remote Similarity NPD5902 Approved
0.6463 Remote Similarity NPD3921 Approved
0.6463 Remote Similarity NPD3923 Approved
0.6463 Remote Similarity NPD3924 Approved
0.6463 Remote Similarity NPD3922 Approved
0.6458 Remote Similarity NPD4561 Discontinued
0.6458 Remote Similarity NPD5908 Clinical (unspecified phase)
0.6457 Remote Similarity NPD7222 Phase 2
0.6457 Remote Similarity NPD7263 Phase 2
0.6453 Remote Similarity NPD8430 Approved
0.6445 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6443 Remote Similarity NPD4033 Approved
0.6443 Remote Similarity NPD31 Approved
0.6443 Remote Similarity NPD4034 Approved
0.6443 Remote Similarity NPD4122 Approved
0.6443 Remote Similarity NPD4035 Approved
0.6443 Remote Similarity NPD32 Approved
0.6443 Remote Similarity NPD4036 Approved
0.6443 Remote Similarity NPD4039 Approved
0.6443 Remote Similarity NPD4038 Approved
0.6443 Remote Similarity NPD4037 Approved
0.6438 Remote Similarity NPD8357 Approved
0.6437 Remote Similarity NPD6770 Approved
0.6431 Remote Similarity NPD4894 Discontinued
0.6431 Remote Similarity NPD4082 Approved
0.6426 Remote Similarity NPD4049 Phase 2
0.6424 Remote Similarity NPD7655 Discontinued
0.6423 Remote Similarity NPD7823 Clinical (unspecified phase)
0.642 Remote Similarity NPD6220 Phase 3
0.642 Remote Similarity NPD7703 Clinical (unspecified phase)
0.6415 Remote Similarity NPD7426 Phase 1
0.6415 Remote Similarity NPD8289 Discontinued
0.6414 Remote Similarity NPD4501 Approved
0.6414 Remote Similarity NPD4500 Approved
0.6412 Remote Similarity NPD7858 Clinical (unspecified phase)
0.6411 Remote Similarity NPD4602 Approved
0.6409 Remote Similarity NPD5293 Phase 2
0.6404 Remote Similarity NPD1659 Phase 1
0.6404 Remote Similarity NPD6199 Discontinued
0.64 Remote Similarity NPD4987 Clinical (unspecified phase)
0.64 Remote Similarity NPD5071 Phase 2
0.6398 Remote Similarity NPD8109 Clinical (unspecified phase)
0.6398 Remote Similarity NPD6568 Discontinued
0.6397 Remote Similarity NPD8016 Phase 3
0.6397 Remote Similarity NPD8017 Clinical (unspecified phase)
0.6391 Remote Similarity NPD6292 Clinical (unspecified phase)
0.6391 Remote Similarity NPD6327 Phase 1

  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