Natural Product: NPC313722

Natural Product ID:  NPC313722
Common Name:   Essramycin
IUPAC Name:   5-methyl-2-phenacyl-1H-[1,2,4]triazolo[1,5-a]pyrimidin-7-one
Synonyms:   Essramycin
Molecular Formula:   C14H12N4O2
Standard InCHIKey:  OFYCCAJFLXMBKD-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H12N4O2/c1-9-7-13(20)18-14(15-9)16-12(17-18)8-11(19)10-5-3-2-4-6-10/h2-7H,8H2,1H3,(H,15,16,17)
Canonical SMILES:  Cc1cc(=O)n2c(n1)nc([nH]2)CC(=O)c1ccccc1
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria PMID[20836523]
NPO31648 Streptomyces merv8102 Species Streptomycetaceae Bacteria StreptomeDB*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 > 200000 nM 21049974
NPT71 Cell Line HEK293 Homo sapiens IC50 > 200000 nM 21049974

  Similar Natural Products 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 NPC313722 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
0.6892 Remote Similarity NPC207554
0.6875 Remote Similarity NPC207428
0.6849 Remote Similarity NPC300299
0.6733 Remote Similarity NPC2823
0.6688 Remote Similarity NPC295021
0.6644 Remote Similarity NPC40364
0.6641 Remote Similarity NPC473498
0.6591 Remote Similarity NPC172170
0.6516 Remote Similarity NPC324445
0.649 Remote Similarity NPC83214
0.6489 Remote Similarity NPC275467
0.6454 Remote Similarity NPC279385
0.6454 Remote Similarity NPC179605
0.6429 Remote Similarity NPC246757
0.6429 Remote Similarity NPC291070
0.642 Remote Similarity NPC154478
0.6415 Remote Similarity NPC117032
0.6408 Remote Similarity NPC103292
0.6398 Remote Similarity NPC84317
0.6299 Remote Similarity NPC471164
0.6282 Remote Similarity NPC136002
0.6277 Remote Similarity NPC275410
0.6242 Remote Similarity NPC316746
0.6233 Remote Similarity NPC474926
0.6207 Remote Similarity NPC254698
0.6194 Remote Similarity NPC471574
0.6194 Remote Similarity NPC316202
0.6154 Remote Similarity NPC177684
0.6154 Remote Similarity NPC291962
0.6138 Remote Similarity NPC39818
0.6124 Remote Similarity NPC256452
0.6111 Remote Similarity NPC112373
0.6111 Remote Similarity NPC258531
0.6111 Remote Similarity NPC27833
0.6111 Remote Similarity NPC161956
0.6107 Remote Similarity NPC209389
0.6083 Remote Similarity NPC300205
0.6074 Remote Similarity NPC167336
0.6069 Remote Similarity NPC257490
0.6033 Remote Similarity NPC164086
0.6027 Remote Similarity NPC268534
0.6025 Remote Similarity NPC300596
0.6025 Remote Similarity NPC237649
0.6013 Remote Similarity NPC314287
0.6012 Remote Similarity NPC138293
0.6012 Remote Similarity NPC113056
0.6 Remote Similarity NPC36342
0.6 Remote Similarity NPC285470
0.6 Remote Similarity NPC259678
0.6 Remote Similarity NPC2785
0.5962 Remote Similarity NPC181527
0.596 Remote Similarity NPC194562
0.596 Remote Similarity NPC472245
0.5956 Remote Similarity NPC143516
0.5954 Remote Similarity NPC475594
0.5946 Remote Similarity NPC192533
0.5926 Remote Similarity NPC202613
0.5923 Remote Similarity NPC7067
0.592 Remote Similarity NPC475607
0.5917 Remote Similarity NPC245966
0.5912 Remote Similarity NPC474973
0.5912 Remote Similarity NPC474804
0.5912 Remote Similarity NPC130898
0.5909 Remote Similarity NPC88110
0.5902 Remote Similarity NPC71664
0.5902 Remote Similarity NPC190567
0.5894 Remote Similarity NPC150863
0.5887 Remote Similarity NPC273758
0.5886 Remote Similarity NPC474081
0.5882 Remote Similarity NPC471130
0.5867 Remote Similarity NPC477937
0.5858 Remote Similarity NPC88970
0.5855 Remote Similarity NPC179224
0.5855 Remote Similarity NPC314431
0.5854 Remote Similarity NPC273033
0.5854 Remote Similarity NPC12936
0.5854 Remote Similarity NPC145053
0.5845 Remote Similarity NPC314141
0.5839 Remote Similarity NPC119569
0.5828 Remote Similarity NPC307437
0.5828 Remote Similarity NPC58827
0.5828 Remote Similarity NPC72473
0.5827 Remote Similarity NPC69057
0.5827 Remote Similarity NPC43945
0.5827 Remote Similarity NPC473676
0.5824 Remote Similarity NPC471196
0.5824 Remote Similarity NPC471195
0.5822 Remote Similarity NPC226143
0.5809 Remote Similarity NPC471317
0.5804 Remote Similarity NPC33742
0.5796 Remote Similarity NPC122553
0.5789 Remote Similarity NPC472788
0.5789 Remote Similarity NPC472258
0.5781 Remote Similarity NPC157778
0.578 Remote Similarity NPC471943
0.5779 Remote Similarity NPC32858
0.5779 Remote Similarity NPC325479
0.5779 Remote Similarity NPC194857
0.5776 Remote Similarity NPC473804
0.5775 Remote Similarity NPC474584
0.5766 Remote Similarity NPC38262
0.5764 Remote Similarity NPC235421
0.5764 Remote Similarity NPC188010
0.5763 Remote Similarity NPC474041
0.5763 Remote Similarity NPC475761
0.576 Remote Similarity NPC215008
0.5755 Remote Similarity NPC55529
0.5753 Remote Similarity NPC220698
0.5752 Remote Similarity NPC477432
0.5752 Remote Similarity NPC280807
0.5745 Remote Similarity NPC106118
0.5745 Remote Similarity NPC319579
0.5735 Remote Similarity NPC329375
0.5729 Remote Similarity NPC225400
0.5726 Remote Similarity NPC73978
0.5724 Remote Similarity NPC315276
0.5724 Remote Similarity NPC285926
0.5724 Remote Similarity NPC14672
0.5722 Remote Similarity NPC21429
0.5705 Remote Similarity NPC316104
0.5705 Remote Similarity NPC162417
0.5704 Remote Similarity NPC329011
0.5699 Remote Similarity NPC471155
0.5699 Remote Similarity NPC472538
0.5699 Remote Similarity NPC470786
0.5696 Remote Similarity NPC132636
0.5695 Remote Similarity NPC474479
0.5694 Remote Similarity NPC472164
0.5694 Remote Similarity NPC113099
0.5693 Remote Similarity NPC164859
0.5692 Remote Similarity NPC173413
0.5691 Remote Similarity NPC476341
0.5683 Remote Similarity NPC471447
0.5683 Remote Similarity NPC327481
0.5683 Remote Similarity NPC45033
0.5682 Remote Similarity NPC469529
0.5679 Remote Similarity NPC470822
0.567 Remote Similarity NPC270241
0.5669 Remote Similarity NPC314835
0.5658 Remote Similarity NPC322433
0.5655 Remote Similarity NPC288232
0.5655 Remote Similarity NPC197470
0.5652 Remote Similarity NPC472241
0.5649 Remote Similarity NPC284475
0.5649 Remote Similarity NPC133461
0.5642 Remote Similarity NPC475685
0.564 Remote Similarity NPC189116
0.5635 Remote Similarity NPC285923
0.5629 Remote Similarity NPC226794
0.5625 Remote Similarity NPC160339
0.5625 Remote Similarity NPC307
0.5625 Remote Similarity NPC472243
0.5618 Remote Similarity NPC143450
0.5616 Remote Similarity NPC239357
0.5615 Remote Similarity NPC113307
0.5606 Remote Similarity NPC188844
0.5606 Remote Similarity NPC155232
0.5606 Remote Similarity NPC59677
0.5606 Remote Similarity NPC153885
0.5606 Remote Similarity NPC1682
0.5603 Remote Similarity NPC164802

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC313722 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
0.709 Intermediate Similarity NPD997 Clinical (unspecified phase)
0.6763 Remote Similarity NPD3836 Clinical (unspecified phase)
0.6759 Remote Similarity NPD1920 Approved
0.6759 Remote Similarity NPD1919 Approved
0.6742 Remote Similarity NPD664 Approved
0.6712 Remote Similarity NPD4540 Clinical (unspecified phase)
0.6643 Remote Similarity NPD797 Clinical (unspecified phase)
0.6564 Remote Similarity NPD5492 Discontinued
0.6471 Remote Similarity NPD4469 Phase 3
0.646 Remote Similarity NPD4517 Clinical (unspecified phase)
0.6458 Remote Similarity NPD2056 Discontinued
0.6449 Remote Similarity NPD1025 Discontinued
0.6415 Remote Similarity NPD3248 Phase 1
0.641 Remote Similarity NPD1524 Phase 1
0.6408 Remote Similarity NPD1079 Discontinued
0.6397 Remote Similarity NPD753 Approved
0.6383 Remote Similarity NPD1217 Clinical (unspecified phase)
0.6377 Remote Similarity NPD853 Approved
0.6377 Remote Similarity NPD851 Approved
0.6376 Remote Similarity NPD1874 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3513 Phase 3
0.635 Remote Similarity NPD480 Approved
0.6267 Remote Similarity NPD1541 Approved
0.6233 Remote Similarity NPD1036 Approved
0.6224 Remote Similarity NPD1727 Approved
0.6212 Remote Similarity NPD707 Approved
0.619 Remote Similarity NPD1593 Approved
0.6187 Remote Similarity NPD1656 Phase 2
0.6135 Remote Similarity NPD7072 Phase 2
0.6133 Remote Similarity NPD486 Clinical (unspecified phase)
0.6133 Remote Similarity NPD1619 Phase 3
0.6125 Remote Similarity NPD4942 Approved
0.6115 Remote Similarity NPD2129 Approved
0.6107 Remote Similarity NPD1781 Discontinued
0.6104 Remote Similarity NPD4214 Discontinued
0.6082 Remote Similarity NPD7443 Clinical (unspecified phase)
0.6081 Remote Similarity NPD3894 Discontinued
0.6081 Remote Similarity NPD3245 Phase 3
0.6081 Remote Similarity NPD3244 Pre-registration
0.6074 Remote Similarity NPD1018 Approved
0.6069 Remote Similarity NPD678 Discontinued
0.6067 Remote Similarity NPD6729 Phase 2
0.6065 Remote Similarity NPD4158 Clinical (unspecified phase)
0.6031 Remote Similarity NPD1099 Approved
0.6031 Remote Similarity NPD1100 Approved
0.6028 Remote Similarity NPD2319 Discontinued
0.6025 Remote Similarity NPD4939 Clinical (unspecified phase)
0.6013 Remote Similarity NPD5272 Discontinued
0.6 Remote Similarity NPD4077 Clinical (unspecified phase)
0.5987 Remote Similarity NPD9477 Approved
0.5987 Remote Similarity NPD3632 Clinical (unspecified phase)
0.5986 Remote Similarity NPD1323 Discontinued
0.5977 Remote Similarity NPD7065 Clinical (unspecified phase)
0.5972 Remote Similarity NPD998 Approved
0.597 Remote Similarity NPD2193 Phase 2
0.597 Remote Similarity NPD2648 Phase 3
0.597 Remote Similarity NPD2196 Discontinued
0.5963 Remote Similarity NPD7088 Discontinued
0.5959 Remote Similarity NPD1947 Approved
0.5955 Remote Similarity NPD6163 Clinical (unspecified phase)
0.5938 Remote Similarity NPD1518 Clinical (unspecified phase)
0.5926 Remote Similarity NPD979 Approved
0.5923 Remote Similarity NPD197 Approved
0.5923 Remote Similarity NPD199 Approved
0.5921 Remote Similarity NPD2754 Discontinued
0.5918 Remote Similarity NPD1948 Approved
0.5912 Remote Similarity NPD4778 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4791 Clinical (unspecified phase)
0.5906 Remote Similarity NPD6330 Clinical (unspecified phase)
0.5904 Remote Similarity NPD951 Approved
0.589 Remote Similarity NPD4733 Approved
0.5882 Remote Similarity NPD3901 Approved
0.5879 Remote Similarity NPD2360 Approved
0.5871 Remote Similarity NPD2470 Clinical (unspecified phase)
0.5867 Remote Similarity NPD3029 Clinical (unspecified phase)
0.5855 Remote Similarity NPD2918 Clinical (unspecified phase)
0.5855 Remote Similarity NPD2919 Clinical (unspecified phase)
0.5854 Remote Similarity NPD942 Approved
0.5852 Remote Similarity NPD2171 Approved
0.585 Remote Similarity NPD1124 Approved
0.585 Remote Similarity NPD1123 Approved
0.5845 Remote Similarity NPD1175 Approved
0.5844 Remote Similarity NPD941 Approved
0.5839 Remote Similarity NPD2192 Approved
0.5839 Remote Similarity NPD1677 Discontinued
0.5839 Remote Similarity NPD1640 Clinical (unspecified phase)
0.5839 Remote Similarity NPD6017 Discontinued
0.5839 Remote Similarity NPD2197 Approved
0.5839 Remote Similarity NPD999 Phase 2
0.5839 Remote Similarity NPD414 Discontinued
0.5833 Remote Similarity NPD4782 Clinical (unspecified phase)
0.5829 Remote Similarity NPD8050 Clinical (unspecified phase)
0.5827 Remote Similarity NPD650 Approved
0.5818 Remote Similarity NPD2501 Discontinued
0.5801 Remote Similarity NPD3246 Discontinued
0.5796 Remote Similarity NPD6901 Phase 3
0.5795 Remote Similarity NPD5681 Clinical (unspecified phase)
0.5779 Remote Similarity NPD450 Approved
0.5779 Remote Similarity NPD6075 Approved
0.5779 Remote Similarity NPD6076 Approved
0.5771 Remote Similarity NPD7662 Clinical (unspecified phase)
0.5771 Remote Similarity NPD6613 Clinical (unspecified phase)
0.5771 Remote Similarity NPD4443 Clinical (unspecified phase)
0.5769 Remote Similarity NPD4757 Clinical (unspecified phase)
0.5769 Remote Similarity NPD3908 Approved
0.5769 Remote Similarity NPD2331 Discontinued
0.5767 Remote Similarity NPD6837 Clinical (unspecified phase)
0.5767 Remote Similarity NPD3735 Phase 2
0.5765 Remote Similarity NPD4565 Clinical (unspecified phase)
0.5765 Remote Similarity NPD738 Approved
0.5765 Remote Similarity NPD3900 Approved
0.5765 Remote Similarity NPD3902 Approved
0.5765 Remote Similarity NPD4564 Clinical (unspecified phase)
0.5764 Remote Similarity NPD2589 Approved
0.5764 Remote Similarity NPD2588 Approved
0.5756 Remote Similarity NPD6811 Approved
0.575 Remote Similarity NPD5341 Clinical (unspecified phase)
0.5742 Remote Similarity NPD1316 Discontinued
0.5742 Remote Similarity NPD441 Approved
0.5735 Remote Similarity NPD813 Approved
0.5733 Remote Similarity NPD9541 Approved
0.5733 Remote Similarity NPD9539 Approved
0.5732 Remote Similarity NPD1943 Approved
0.5732 Remote Similarity NPD7192 Discontinued
0.5732 Remote Similarity NPD5423 Phase 2
0.5732 Remote Similarity NPD1942 Approved
0.5725 Remote Similarity NPD9361 Approved
0.5724 Remote Similarity NPD3604 Clinical (unspecified phase)
0.5723 Remote Similarity NPD3286 Discontinued
0.5714 Remote Similarity NPD4988 Discontinued
0.5707 Remote Similarity NPD5042 Phase 1
0.5706 Remote Similarity NPD4311 Approved
0.5706 Remote Similarity NPD8290 Clinical (unspecified phase)
0.5704 Remote Similarity NPD2124 Approved
0.5695 Remote Similarity NPD2961 Approved
0.5695 Remote Similarity NPD2962 Approved
0.5695 Remote Similarity NPD6325 Discontinued
0.5695 Remote Similarity NPD1574 Approved
0.5694 Remote Similarity NPD1075 Approved
0.5694 Remote Similarity NPD1073 Approved
0.5694 Remote Similarity NPD1074 Approved
0.5694 Remote Similarity NPD440 Clinical (unspecified phase)
0.5693 Remote Similarity NPD3357 Discontinued
0.568 Remote Similarity NPD212 Discontinued
0.5674 Remote Similarity NPD7428 Clinical (unspecified phase)
0.5672 Remote Similarity NPD9489 Approved
0.5672 Remote Similarity NPD9488 Approved
0.5671 Remote Similarity NPD6631 Clinical (unspecified phase)
0.5664 Remote Similarity NPD181 Approved
0.566 Remote Similarity NPD6655 Clinical (unspecified phase)
0.5658 Remote Similarity NPD6302 Clinical (unspecified phase)
0.5658 Remote Similarity NPD9540 Approved
0.5655 Remote Similarity NPD1348 Approved
0.5652 Remote Similarity NPD1026 Approved
0.5652 Remote Similarity NPD1028 Approved
0.5652 Remote Similarity NPD2577 Clinical (unspecified phase)
0.5649 Remote Similarity NPD1271 Clinical (unspecified phase)
0.5649 Remote Similarity NPD7609 Phase 3
0.5643 Remote Similarity NPD3420 Clinical (unspecified phase)
0.5641 Remote Similarity NPD936 Clinical (unspecified phase)
0.564 Remote Similarity NPD6266 Approved
0.5638 Remote Similarity NPD7572 Phase 2
0.5636 Remote Similarity NPD4185 Clinical (unspecified phase)
0.5635 Remote Similarity NPD721 Approved
0.5634 Remote Similarity NPD2583 Phase 2
0.5634 Remote Similarity NPD2384 Clinical (unspecified phase)
0.5633 Remote Similarity NPD5227 Clinical (unspecified phase)
0.563 Remote Similarity NPD728 Approved
0.5628 Remote Similarity NPD2942 Phase 2
0.5625 Remote Similarity NPD1958 Clinical (unspecified phase)
0.5625 Remote Similarity NPD1261 Approved
0.5621 Remote Similarity NPD6855 Clinical (unspecified phase)
0.5621 Remote Similarity NPD5339 Clinical (unspecified phase)
0.5621 Remote Similarity NPD7091 Discontinued
0.562 Remote Similarity NPD1540 Approved
0.5617 Remote Similarity NPD5010 Approved
0.5617 Remote Similarity NPD5009 Approved
0.5612 Remote Similarity NPD1268 Approved
0.5612 Remote Similarity NPD1269 Approved
0.561 Remote Similarity NPD3519 Discontinued
0.5606 Remote Similarity NPD7631 Approved
0.5606 Remote Similarity NPD1508 Approved
0.5603 Remote Similarity NPD1342 Approved
0.5603 Remote Similarity NPD477 Phase 1
0.5602 Remote Similarity NPD5748 Phase 2

Structure

External Identifiers

PubChem CID   24829329
ChEMBL   CHEMBL1642210
ZINC  

Physicochemical Properties

Molecular Weight:  268.10
ALogP:  -1.0797
MLogP:  2.34
XLogP:  2.427
# Rotatable Bonds:  4
Polar Surface Area:  74.13
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  20

Download Data

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