Natural Product: NPC324009

Natural Product ID:  NPC324009
Common Name:   8-Oxo-2'-Deoxyguanosine
IUPAC Name:   2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3,7-dihydropurine-6,8-dione
Synonyms:  
Molecular Formula:   C10H13N5O5
Standard InCHIKey:  HCAJQHYUCKICQH-VPENINKCSA-N
Standard InCHI:  InChI=1S/C10H13N5O5/c11-9-13-7-6(8(18)14-9)12-10(19)15(7)5-1-3(17)4(2-16)20-5/h3-5,16-17H,1-2H2,(H,12,19)(H3,11,13,14,18)/t3-,4+,5+/m0/s1
Canonical SMILES:  OC[C@H]1O[C@H](C[C@@H]1O)n1c(O)nc2c1[nH]c(=N)nc2O
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
NPO30675 Vibrio harveyi Species Vibrionaceae Bacteria PMID[25668560]
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[18029489]
NPO1797 Homo sapiens Species Hominidae Eukaryota blood PMID[22626821]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2813 Cell Line Friend leukemia cell line ID50 = 0.39 nM 3861870
NPT116 Cell Line HL-60 Homo sapiens ID50 = 0.39 nM 3861870

  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 NPC324009 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
0.9918 High Similarity NPC319221
0.9677 High Similarity NPC262926
0.96 High Similarity NPC61198
0.9231 High Similarity NPC186619
0.9091 High Similarity NPC251233
0.9091 High Similarity NPC211820
0.9091 High Similarity NPC318590
0.9023 High Similarity NPC274384
0.9023 High Similarity NPC177169
0.9023 High Similarity NPC317746
0.9023 High Similarity NPC89147
0.8955 High Similarity NPC232408
0.8955 High Similarity NPC64705
0.8846 High Similarity NPC320818
0.8712 High Similarity NPC30326
0.8548 High Similarity NPC327579
0.8456 Intermediate Similarity NPC74306
0.8456 Intermediate Similarity NPC315642
0.8108 Intermediate Similarity NPC14590
0.8014 Intermediate Similarity NPC164665
0.7943 Intermediate Similarity NPC156461
0.7943 Intermediate Similarity NPC21448
0.7943 Intermediate Similarity NPC107374
0.7887 Intermediate Similarity NPC189068
0.7832 Intermediate Similarity NPC219313
0.7832 Intermediate Similarity NPC269827
0.7832 Intermediate Similarity NPC309832
0.7801 Intermediate Similarity NPC229974
0.7786 Intermediate Similarity NPC209525
0.7786 Intermediate Similarity NPC161659
0.777 Intermediate Similarity NPC52238
0.7718 Intermediate Similarity NPC311197
0.7718 Intermediate Similarity NPC54320
0.7718 Intermediate Similarity NPC313754
0.7687 Intermediate Similarity NPC321052
0.7676 Intermediate Similarity NPC314152
0.766 Intermediate Similarity NPC317821
0.7619 Intermediate Similarity NPC185991
0.7619 Intermediate Similarity NPC85689
0.7619 Intermediate Similarity NPC211025
0.7568 Intermediate Similarity NPC472816
0.7568 Intermediate Similarity NPC321814
0.7534 Intermediate Similarity NPC121222
0.7517 Intermediate Similarity NPC130586
0.7517 Intermediate Similarity NPC212551
0.7517 Intermediate Similarity NPC302778
0.7517 Intermediate Similarity NPC164952
0.7483 Intermediate Similarity NPC239737
0.7467 Intermediate Similarity NPC174802
0.7432 Intermediate Similarity NPC150853
0.7432 Intermediate Similarity NPC326694
0.7417 Intermediate Similarity NPC224076
0.7383 Intermediate Similarity NPC161224
0.7372 Intermediate Similarity NPC261595
0.7368 Intermediate Similarity NPC316618
0.7368 Intermediate Similarity NPC226245
0.7333 Intermediate Similarity NPC207633
0.7325 Intermediate Similarity NPC324033
0.7325 Intermediate Similarity NPC321458
0.7248 Intermediate Similarity NPC136349
0.7222 Intermediate Similarity NPC129756
0.7134 Intermediate Similarity NPC323091
0.7105 Intermediate Similarity NPC328479
0.7045 Intermediate Similarity NPC313547
0.7008 Intermediate Similarity NPC10466
0.6987 Remote Similarity NPC195140
0.6918 Remote Similarity NPC33996
0.688 Remote Similarity NPC320256
0.6875 Remote Similarity NPC59314
0.6848 Remote Similarity NPC189261
0.6788 Remote Similarity NPC326529
0.677 Remote Similarity NPC324484
0.6769 Remote Similarity NPC119133
0.6748 Remote Similarity NPC326082
0.6748 Remote Similarity NPC290959
0.6747 Remote Similarity NPC319100
0.6747 Remote Similarity NPC324198
0.6728 Remote Similarity NPC325906
0.6716 Remote Similarity NPC41958
0.6709 Remote Similarity NPC93365
0.6641 Remote Similarity NPC293163
0.6587 Remote Similarity NPC313897
0.6496 Remote Similarity NPC63433
0.64 Remote Similarity NPC313514
0.631 Remote Similarity NPC222174
0.628 Remote Similarity NPC321393
0.6229 Remote Similarity NPC24589
0.6215 Remote Similarity NPC282458
0.6215 Remote Similarity NPC78941
0.617 Remote Similarity NPC240084
0.6165 Remote Similarity NPC476561
0.6131 Remote Similarity NPC33382
0.6095 Remote Similarity NPC125659
0.6095 Remote Similarity NPC168702
0.6014 Remote Similarity NPC180462
0.5926 Remote Similarity NPC157821
0.5912 Remote Similarity NPC174020
0.5904 Remote Similarity NPC276373
0.589 Remote Similarity NPC139776
0.5873 Remote Similarity NPC5802
0.5839 Remote Similarity NPC476562
0.5829 Remote Similarity NPC250178
0.5817 Remote Similarity NPC57279
0.5811 Remote Similarity NPC109322
0.5789 Remote Similarity NPC287876
0.5783 Remote Similarity NPC60537
0.5782 Remote Similarity NPC470142
0.5772 Remote Similarity NPC248007
0.5769 Remote Similarity NPC470141
0.5725 Remote Similarity NPC476564
0.5724 Remote Similarity NPC14330
0.5714 Remote Similarity NPC75131
0.5696 Remote Similarity NPC210947
0.5695 Remote Similarity NPC144223
0.5686 Remote Similarity NPC246193
0.5677 Remote Similarity NPC103388
0.566 Remote Similarity NPC185903
0.5659 Remote Similarity NPC328806
0.5649 Remote Similarity NPC470138
0.5639 Remote Similarity NPC51000
0.5638 Remote Similarity NPC5707
0.5625 Remote Similarity NPC327613
0.5625 Remote Similarity NPC199790
0.5605 Remote Similarity NPC470140

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC324009 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
0.96 High Similarity NPD252 Clinical (unspecified phase)
0.9365 High Similarity NPD194 Clinical (unspecified phase)
0.92 High Similarity NPD9632 Phase 3
0.9154 High Similarity NPD549 Approved
0.8633 High Similarity NPD3086 Phase 3
0.8561 High Similarity NPD3085 Phase 1
0.8548 High Similarity NPD9607 Approved
0.8468 Intermediate Similarity NPD9606 Approved
0.8456 Intermediate Similarity NPD582 Approved
0.8276 Intermediate Similarity NPD4074 Clinical (unspecified phase)
0.8271 Intermediate Similarity NPD209 Clinical (unspecified phase)
0.8226 Intermediate Similarity NPD9374 Approved
0.811 Intermediate Similarity NPD307 Approved
0.8065 Intermediate Similarity NPD9373 Approved
0.806 Intermediate Similarity NPD545 Clinical (unspecified phase)
0.7943 Intermediate Similarity NPD250 Approved
0.7943 Intermediate Similarity NPD249 Approved
0.7931 Intermediate Similarity NPD536 Clinical (unspecified phase)
0.7926 Intermediate Similarity NPD547 Clinical (unspecified phase)
0.7832 Intermediate Similarity NPD186 Discovery
0.7832 Intermediate Similarity NPD195 Approved
0.773 Intermediate Similarity NPD1431 Approved
0.773 Intermediate Similarity NPD1430 Approved
0.7718 Intermediate Similarity NPD220 Clinical (unspecified phase)
0.7718 Intermediate Similarity NPD216 Approved
0.7718 Intermediate Similarity NPD219 Phase 3
0.7718 Intermediate Similarity NPD218 Approved
0.7718 Intermediate Similarity NPD217 Approved
0.7676 Intermediate Similarity NPD185 Approved
0.7655 Intermediate Similarity NPD775 Approved
0.7635 Intermediate Similarity NPD213 Clinical (unspecified phase)
0.7635 Intermediate Similarity NPD1369 Phase 2
0.7635 Intermediate Similarity NPD214 Approved
0.7635 Intermediate Similarity NPD1750 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD9409 Discontinued
0.7619 Intermediate Similarity NPD283 Approved
0.76 Intermediate Similarity NPD2624 Phase 2
0.7569 Intermediate Similarity NPD166 Approved
0.7559 Intermediate Similarity NPD9375 Discontinued
0.7535 Intermediate Similarity NPD193 Suspended
0.7517 Intermediate Similarity NPD242 Approved
0.7517 Intermediate Similarity NPD3107 Discontinued
0.7517 Intermediate Similarity NPD338 Approved
0.7483 Intermediate Similarity NPD2646 Discontinued
0.7483 Intermediate Similarity NPD1732 Phase 3
0.7467 Intermediate Similarity NPD339 Approved
0.7417 Intermediate Similarity NPD169 Phase 2
0.7394 Intermediate Similarity NPD1808 Phase 1
0.7383 Intermediate Similarity NPD353 Discontinued
0.7376 Intermediate Similarity NPD1121 Approved
0.7376 Intermediate Similarity NPD1120 Approved
0.7372 Intermediate Similarity NPD247 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD237 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD515 Phase 1
0.7248 Intermediate Similarity NPD548 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD9605 Phase 3
0.7121 Intermediate Similarity NPD9584 Phase 2
0.709 Intermediate Similarity NPD9360 Approved
0.703 Intermediate Similarity NPD4716 Approved
0.7 Intermediate Similarity NPD2647 Phase 3
0.6988 Remote Similarity NPD4744 Clinical (unspecified phase)
0.6928 Remote Similarity NPD7842 Phase 2
0.689 Remote Similarity NPD5666 Phase 2
0.6875 Remote Similarity NPD8837 Clinical (unspecified phase)
0.6835 Remote Similarity NPD798 Discontinued
0.6832 Remote Similarity NPD7988 Suspended
0.6822 Remote Similarity NPD9626 Clinical (unspecified phase)
0.6805 Remote Similarity NPD1692 Approved
0.6783 Remote Similarity NPD248 Discontinued
0.6769 Remote Similarity NPD9291 Approved
0.6747 Remote Similarity NPD4171 Clinical (unspecified phase)
0.6744 Remote Similarity NPD2152 Clinical (unspecified phase)
0.6728 Remote Similarity NPD1776 Approved
0.6728 Remote Similarity NPD1777 Approved
0.6718 Remote Similarity NPD1816 Clinical (unspecified phase)
0.6709 Remote Similarity NPD546 Clinical (unspecified phase)
0.6707 Remote Similarity NPD1412 Clinical (unspecified phase)
0.6643 Remote Similarity NPD870 Clinical (unspecified phase)
0.6584 Remote Similarity NPD516 Clinical (unspecified phase)
0.6543 Remote Similarity NPD3083 Approved
0.6532 Remote Similarity NPD5683 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6417 Clinical (unspecified phase)
0.6532 Remote Similarity NPD5682 Phase 3
0.6532 Remote Similarity NPD5684 Clinical (unspecified phase)
0.6514 Remote Similarity NPD4054 Clinical (unspecified phase)
0.6457 Remote Similarity NPD2630 Approved
0.6457 Remote Similarity NPD2632 Approved
0.6457 Remote Similarity NPD2631 Clinical (unspecified phase)
0.6418 Remote Similarity NPD9416 Phase 3
0.6418 Remote Similarity NPD9417 Phase 3
0.6403 Remote Similarity NPD1368 Approved
0.64 Remote Similarity NPD7138 Phase 2
0.6284 Remote Similarity NPD282 Approved
0.6275 Remote Similarity NPD1118 Discontinued
0.6267 Remote Similarity NPD1119 Phase 2
0.6226 Remote Similarity NPD3708 Phase 2
0.619 Remote Similarity NPD1354 Approved
0.619 Remote Similarity NPD1355 Clinical (unspecified phase)
0.619 Remote Similarity NPD1356 Approved
0.6149 Remote Similarity NPD9633 Phase 3
0.6139 Remote Similarity NPD7531 Clinical (unspecified phase)
0.6129 Remote Similarity NPD2253 Discontinued
0.6115 Remote Similarity NPD7158 Phase 1
0.6091 Remote Similarity NPD6381 Phase 2
0.6054 Remote Similarity NPD9408 Phase 3
0.6049 Remote Similarity NPD231 Clinical (unspecified phase)
0.6032 Remote Similarity NPD2876 Phase 3
0.6032 Remote Similarity NPD2877 Clinical (unspecified phase)
0.6028 Remote Similarity NPD9406 Approved
0.598 Remote Similarity NPD6036 Suspended
0.5979 Remote Similarity NPD2965 Clinical (unspecified phase)
0.5973 Remote Similarity NPD1127 Approved
0.5973 Remote Similarity NPD1128 Approved
0.5969 Remote Similarity NPD2824 Phase 2
0.5968 Remote Similarity NPD5665 Clinical (unspecified phase)
0.5952 Remote Similarity NPD5768 Phase 2
0.5946 Remote Similarity NPD281 Approved
0.5926 Remote Similarity NPD1061 Clinical (unspecified phase)
0.5909 Remote Similarity NPD1046 Clinical (unspecified phase)
0.5904 Remote Similarity NPD2604 Approved
0.5886 Remote Similarity NPD1117 Clinical (unspecified phase)
0.5875 Remote Similarity NPD1730 Discontinued
0.5839 Remote Similarity NPD4812 Phase 1
0.5808 Remote Similarity NPD3697 Discontinued
0.5806 Remote Similarity NPD535 Approved
0.5789 Remote Similarity NPD8829 Clinical (unspecified phase)
0.5783 Remote Similarity NPD2180 Approved
0.5779 Remote Similarity NPD9083 Clinical (unspecified phase)
0.5772 Remote Similarity NPD9429 Discontinued
0.5772 Remote Similarity NPD9084 Phase 2
0.5767 Remote Similarity NPD4599 Clinical (unspecified phase)
0.5744 Remote Similarity NPD4495 Phase 1
0.5736 Remote Similarity NPD9102 Approved
0.5736 Remote Similarity NPD9103 Approved
0.5723 Remote Similarity NPD1731 Clinical (unspecified phase)
0.5714 Remote Similarity NPD1063 Phase 2
0.5704 Remote Similarity NPD223 Clinical (unspecified phase)
0.5691 Remote Similarity NPD691 Discontinued
0.5685 Remote Similarity NPD578 Discontinued
0.5685 Remote Similarity NPD2903 Clinical (unspecified phase)
0.5685 Remote Similarity NPD2902 Phase 2
0.566 Remote Similarity NPD3696 Approved
0.566 Remote Similarity NPD3695 Approved
0.5649 Remote Similarity NPD9585 Discontinued
0.564 Remote Similarity NPD527 Clinical (unspecified phase)
0.5639 Remote Similarity NPD8838 Approved
0.5638 Remote Similarity NPD8830 Phase 3
0.5617 Remote Similarity NPD171 Discontinued

Structure

External Identifiers

PubChem CID   73318
ChEMBL   CHEMBL1230628
ZINC  

Physicochemical Properties

Molecular Weight:  283.09
ALogP:  -2.4528
MLogP:  1.46
XLogP:  -1.51
# Rotatable Bonds:  6
Polar Surface Area:  156.21
# H-Bond Aceptor:  9
# H-Bond Donor:  6
# Rings:  3
# Heavy Atoms:  20

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