Drug Information

Drug ID:  NPD9359
Drug Name:  Caffeine
Molecular Formula:  C8H10N4O2
Canonical SMILES:  Cn1cnc2c1c(=O)n(C)c(=O)n2C
Standard InCHI:  InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
Standard InCHIKey:  RYYVLZVUVIJVGH-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD9359

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
High Similarity 1.0 NPC256849
High Similarity 0.9434 NPC303899
High Similarity 0.9115 NPC109322
High Similarity 0.9099 NPC252603
High Similarity 0.9065 NPC47936
High Similarity 0.9035 NPC180493
High Similarity 0.8739 NPC148385
High Similarity 0.8704 NPC75131
High Similarity 0.8509 NPC158847
Intermediate Similarity 0.8261 NPC278549
Intermediate Similarity 0.7845 NPC199790
Intermediate Similarity 0.7769 NPC226184
Intermediate Similarity 0.7769 NPC167285
Intermediate Similarity 0.7769 NPC76544
Intermediate Similarity 0.7768 NPC476099
Intermediate Similarity 0.7748 NPC476561
Intermediate Similarity 0.7304 NPC476562
Intermediate Similarity 0.7241 NPC119133
Intermediate Similarity 0.7163 NPC321052
Remote Similarity 0.6923 NPC10466
Remote Similarity 0.6897 NPC87981
Remote Similarity 0.6897 NPC174114
Remote Similarity 0.6723 NPC476564
Remote Similarity 0.6613 NPC41958
Remote Similarity 0.6444 NPC246193
Remote Similarity 0.6438 NPC326694
Remote Similarity 0.632 NPC4837
Remote Similarity 0.632 NPC312187
Remote Similarity 0.6316 NPC248007
Remote Similarity 0.6311 NPC18335
Remote Similarity 0.6204 NPC104011
Remote Similarity 0.609 NPC139776
Remote Similarity 0.5985 NPC144223
Remote Similarity 0.5984 NPC293163
Remote Similarity 0.5968 NPC59314
Remote Similarity 0.5966 NPC51000
Remote Similarity 0.594 NPC327579
Remote Similarity 0.5931 NPC317821
Remote Similarity 0.5903 NPC33996
Remote Similarity 0.5887 NPC273327
Remote Similarity 0.5887 NPC57279
Remote Similarity 0.5874 NPC320818
Remote Similarity 0.5862 NPC129756
Remote Similarity 0.5822 NPC209525
Remote Similarity 0.5822 NPC161659
Remote Similarity 0.5806 NPC187191
Remote Similarity 0.5806 NPC326248
Remote Similarity 0.5789 NPC68938
Remote Similarity 0.5789 NPC189314
Remote Similarity 0.5745 NPC287876
Remote Similarity 0.5743 NPC229974
Remote Similarity 0.5743 NPC314152
Remote Similarity 0.5733 NPC189068
Remote Similarity 0.5705 NPC472833
Remote Similarity 0.5695 NPC309832
Remote Similarity 0.5695 NPC219313
Remote Similarity 0.5682 NPC313547
Remote Similarity 0.5674 NPC14330
Remote Similarity 0.5667 NPC21448
Remote Similarity 0.5667 NPC107374
Remote Similarity 0.5667 NPC156461
Remote Similarity 0.5629 NPC164665
Remote Similarity 0.5621 NPC136349
Remote Similarity 0.5616 NPC470141

Drug Structure

External Identifiers

TTD   DAP000099
DrugBank   DB00201
ChEMBL   CHEMBL113
IUPHAR/BPS   407
PharmaGKB   PA448710
KEGG Drug   D00528
PubChem CID   2519
ChEBI   27732
CAS Number  58-08-2

Drug Properties

Molecular Weight  194.08
ALogP  -0.4311
MLogP  1.68
XLogP  -0.625
HDA  6
HBD  0
Rotatable Bonds  3
TPSA  58.44
RO5 Violation  0