Natural Product: NPC6166

Natural Product ID:  NPC6166
Common Name:   [(2R,3S,4R,5R)-5-(4-Amino-2-Oxopyrimidin-1-Yl)-4-Hydroxy-2-(Hydroxymethyl)Oxolan-3-Yl] Dihydrogen Phosphate
IUPAC Name:   [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate
Synonyms:   Cytidine 3'-Phosphate
Molecular Formula:   C9H14N3O8P
Standard InCHIKey:  UOOOPKANIPLQPU-XVFCMESISA-N
Standard InCHI:  InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-6(14)7(4(3-13)19-8)20-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1ccc(=N)nc1O
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
NPO3574.1 Pinus parviflora var. pentaphylla Varieties Pinaceae Eukaryota UNPD*
NPO3230 Clitocybe truncicola Species Tricholomataceae Eukaryota UNPD*
NPO9659 Codium divaricatum Species Codiaceae Eukaryota UNPD*
NPO146 Heliotropium indicum Species Heliotropiaceae Eukaryota UNPD*
NPO11677 Lactobacillus acidophilus Species Lactobacillaceae Bacteria UNPD*
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria PMID[21988831]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT907 Individual Protein Ribonuclease pancreatic Homo sapiens Inhibition = 24 % 18226913
NPT907 Individual Protein Ribonuclease pancreatic Homo sapiens IC50 = 312000 nM 18226913
NPT907 Individual Protein Ribonuclease pancreatic Homo sapiens Ki = 103000 nM 18226913
NPT908 Individual Protein Ribonuclease pancreatic Bos taurus Ki = 103000 nM 19173562
NPT908 Individual Protein Ribonuclease pancreatic Bos taurus Ki = 103000 nM 19540766
NPT909 Individual Protein Seminal ribonuclease Bos taurus Ki = 27900 nM 19643512
NPT908 Individual Protein Ribonuclease pancreatic Bos taurus Ki = 20100 nM 19643512
NPT907 Individual Protein Ribonuclease pancreatic Homo sapiens Ratio = 0.7099 20692173
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 39810.7 nM PubChem BioAssay data set
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency = 70794.6 nM PubChem BioAssay data set
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 7943.3 nM PubChem BioAssay data set

  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 NPC6166 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
1.0 High Similarity NPC280946
1.0 High Similarity NPC226769
0.9886 High Similarity NPC120887
0.9775 High Similarity NPC328779
0.9663 High Similarity NPC90240
0.956 High Similarity NPC328914
0.9438 High Similarity NPC329384
0.9195 High Similarity NPC190334
0.9195 High Similarity NPC62927
0.8851 High Similarity NPC229249
0.8261 Intermediate Similarity NPC328806
0.8211 Intermediate Similarity NPC36985
0.8211 Intermediate Similarity NPC17892
0.8125 Intermediate Similarity NPC283698
0.8125 Intermediate Similarity NPC73765
0.7895 Intermediate Similarity NPC324390
0.7812 Intermediate Similarity NPC322594
0.7812 Intermediate Similarity NPC320249
0.7474 Intermediate Similarity NPC89051
0.7474 Intermediate Similarity NPC43246
0.74 Intermediate Similarity NPC317639
0.7358 Intermediate Similarity NPC329277
0.7245 Intermediate Similarity NPC315063
0.7222 Intermediate Similarity NPC155087
0.7222 Intermediate Similarity NPC149843
0.7158 Intermediate Similarity NPC106780
0.7131 Intermediate Similarity NPC318142
0.7111 Intermediate Similarity NPC315806
0.71 Intermediate Similarity NPC327344
0.6961 Remote Similarity NPC318166
0.6961 Remote Similarity NPC324516
0.693 Remote Similarity NPC313813
0.67 Remote Similarity NPC163352
0.67 Remote Similarity NPC210456
0.6667 Remote Similarity NPC325723
0.6526 Remote Similarity NPC329077
0.6421 Remote Similarity NPC469972
0.64 Remote Similarity NPC71339
0.64 Remote Similarity NPC112842
0.6341 Remote Similarity NPC284651
0.6095 Remote Similarity NPC171116
0.596 Remote Similarity NPC325902
0.5797 Remote Similarity NPC211820
0.5797 Remote Similarity NPC251233
0.5781 Remote Similarity NPC315058
0.5755 Remote Similarity NPC177169
0.5714 Remote Similarity NPC245534
0.5714 Remote Similarity NPC232408
0.5714 Remote Similarity NPC64705
0.569 Remote Similarity NPC239705
0.569 Remote Similarity NPC314413
0.569 Remote Similarity NPC314398
0.5683 Remote Similarity NPC318590
0.5652 Remote Similarity NPC186619
0.5649 Remote Similarity NPC313962
0.5643 Remote Similarity NPC274384
0.5643 Remote Similarity NPC89147
0.5643 Remote Similarity NPC317746
0.5641 Remote Similarity NPC322449
0.5641 Remote Similarity NPC189854
0.5641 Remote Similarity NPC92874
0.5641 Remote Similarity NPC62845
0.5641 Remote Similarity NPC166242

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC6166 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
0.956 High Similarity NPD1455 Phase 3
0.956 High Similarity NPD1454 Phase 3
0.9195 High Similarity NPD9602 Phase 3
0.9195 High Similarity NPD9603 Phase 3
0.9195 High Similarity NPD9604 Approved
0.9062 High Similarity NPD6946 Approved
0.8851 High Similarity NPD9601 Approved
0.8791 High Similarity NPD9585 Discontinued
0.8506 High Similarity NPD9600 Approved
0.8462 Intermediate Similarity NPD9553 Approved
0.8462 Intermediate Similarity NPD9554 Approved
0.8462 Intermediate Similarity NPD301 Discontinued
0.8421 Intermediate Similarity NPD514 Clinical (unspecified phase)
0.8315 Intermediate Similarity NPD9572 Clinical (unspecified phase)
0.8286 Intermediate Similarity NPD3138 Phase 3
0.828 Intermediate Similarity NPD267 Discontinued
0.8208 Intermediate Similarity NPD3139 Phase 3
0.8202 Intermediate Similarity NPD9573 Phase 2
0.8191 Intermediate Similarity NPD6943 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD9639 Clinical (unspecified phase)
0.8021 Intermediate Similarity NPD215 Discontinued
0.7935 Intermediate Similarity NPD9555 Phase 2
0.7865 Intermediate Similarity NPD9427 Approved
0.7755 Intermediate Similarity NPD6948 Phase 3
0.77 Intermediate Similarity NPD192 Phase 2
0.7528 Intermediate Similarity NPD9407 Approved
0.75 Intermediate Similarity NPD4743 Phase 2
0.7476 Intermediate Similarity NPD7651 Approved
0.7474 Intermediate Similarity NPD9580 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD9581 Clinical (unspecified phase)
0.7473 Intermediate Similarity NPD9403 Discontinued
0.7429 Intermediate Similarity NPD3128 Phase 3
0.7407 Intermediate Similarity NPD1804 Phase 2
0.7407 Intermediate Similarity NPD1805 Phase 2
0.7358 Intermediate Similarity NPD1428 Phase 2
0.7358 Intermediate Similarity NPD3129 Phase 3
0.7273 Intermediate Similarity NPD285 Discontinued
0.7204 Intermediate Similarity NPD9429 Discontinued
0.7191 Intermediate Similarity NPD9405 Approved
0.7184 Intermediate Similarity NPD3121 Phase 2
0.7111 Intermediate Similarity NPD9653 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD6936 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD6935 Phase 3
0.701 Intermediate Similarity NPD9557 Clinical (unspecified phase)
0.699 Remote Similarity NPD762 Discontinued
0.6961 Remote Similarity NPD1706 Clinical (unspecified phase)
0.6916 Remote Similarity NPD1061 Clinical (unspecified phase)
0.6852 Remote Similarity NPD2633 Phase 1
0.6809 Remote Similarity NPD9372 Phase 2
0.6759 Remote Similarity NPD244 Clinical (unspecified phase)
0.67 Remote Similarity NPD1760 Approved
0.6699 Remote Similarity NPD1686 Approved
0.6698 Remote Similarity NPD5789 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9565 Discontinued
0.6607 Remote Similarity NPD6693 Phase 3
0.6598 Remote Similarity NPD9556 Approved
0.6569 Remote Similarity NPD755 Phase 3
0.6538 Remote Similarity NPD279 Clinical (unspecified phase)
0.6531 Remote Similarity NPD9560 Approved
0.6531 Remote Similarity NPD9561 Approved
0.6525 Remote Similarity NPD6918 Phase 1
0.6509 Remote Similarity NPD2621 Clinical (unspecified phase)
0.6481 Remote Similarity NPD223 Clinical (unspecified phase)
0.6465 Remote Similarity NPD9559 Phase 1
0.6465 Remote Similarity NPD9546 Phase 2
0.6449 Remote Similarity NPD502 Approved
0.6429 Remote Similarity NPD9558 Phase 3
0.6421 Remote Similarity NPD9370 Approved
0.64 Remote Similarity NPD9533 Phase 2
0.64 Remote Similarity NPD280 Approved
0.6392 Remote Similarity NPD9369 Clinical (unspecified phase)
0.6379 Remote Similarity NPD7914 Suspended
0.6373 Remote Similarity NPD241 Discontinued
0.6364 Remote Similarity NPD2691 Clinical (unspecified phase)
0.6275 Remote Similarity NPD170 Approved
0.6275 Remote Similarity NPD9562 Discovery
0.6275 Remote Similarity NPD240 Phase 3
0.6261 Remote Similarity NPD284 Phase 1
0.625 Remote Similarity NPD3161 Clinical (unspecified phase)
0.6168 Remote Similarity NPD501 Phase 1
0.6139 Remote Similarity NPD9529 Phase 1
0.6095 Remote Similarity NPD841 Approved
0.6078 Remote Similarity NPD238 Clinical (unspecified phase)
0.6078 Remote Similarity NPD239 Phase 2
0.604 Remote Similarity NPD9534 Phase 2
0.604 Remote Similarity NPD9535 Phase 2
0.6 Remote Similarity NPD1385 Discontinued
0.5981 Remote Similarity NPD251 Approved
0.5926 Remote Similarity NPD7761 Suspended
0.5876 Remote Similarity NPD9347 Approved
0.5876 Remote Similarity NPD9346 Approved
0.5854 Remote Similarity NPD7756 Clinical (unspecified phase)
0.5761 Remote Similarity NPD9211 Clinical (unspecified phase)
0.5714 Remote Similarity NPD9654 Phase 2

Structure

External Identifiers

PubChem CID   66535
ChEMBL   CHEMBL258728
ZINC  

Physicochemical Properties

Molecular Weight:  323.05
ALogP:  -2.3241
MLogP:  1.13
XLogP:  -2.693
# Rotatable Bonds:  9
Polar Surface Area:  185.94
# H-Bond Aceptor:  11
# H-Bond Donor:  6
# Rings:  2
# Heavy Atoms:  21

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Similar NPs/Drugs