Drug Information

Drug ID:  NPD9291
Drug Name:  Theobromine
Molecular Formula:  C7H8N4O2
Canonical SMILES:  Cn1cnc2c1c(O)nc(=O)n2C
Standard InCHI:  InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)9-7(13)11(5)2/h3H,1-2H3,(H,9,12,13)
Standard InCHIKey:  YAPQBXQYLJRXSA-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; DrugBank

  Structural Similarity Between NPASS Natural Products and NPD9291

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 NPC119133
High Similarity 0.9592 NPC10466
High Similarity 0.9048 NPC41958
Intermediate Similarity 0.8286 NPC59314
Intermediate Similarity 0.8 NPC293163
Intermediate Similarity 0.7913 NPC327579
Intermediate Similarity 0.7685 NPC476561
Intermediate Similarity 0.7679 NPC47936
Intermediate Similarity 0.7642 NPC320256
Intermediate Similarity 0.7478 NPC313547
Intermediate Similarity 0.7387 NPC476099
Intermediate Similarity 0.7345 NPC75131
Intermediate Similarity 0.7295 NPC248007
Intermediate Similarity 0.7241 NPC256849
Intermediate Similarity 0.7232 NPC476562
Intermediate Similarity 0.7213 NPC109322
Intermediate Similarity 0.7154 NPC180493
Intermediate Similarity 0.7094 NPC303899
Intermediate Similarity 0.7054 NPC262926
Intermediate Similarity 0.7049 NPC139776
Intermediate Similarity 0.7 NPC278549
Intermediate Similarity 0.7 NPC61198
Remote Similarity 0.6833 NPC63433
Remote Similarity 0.6769 NPC324009
Remote Similarity 0.6748 NPC252603
Remote Similarity 0.6741 NPC186619
Remote Similarity 0.6727 NPC51000
Remote Similarity 0.6721 NPC240084
Remote Similarity 0.6718 NPC319221
Remote Similarity 0.6642 NPC318590
Remote Similarity 0.6642 NPC251233
Remote Similarity 0.6642 NPC211820
Remote Similarity 0.6638 NPC476564
Remote Similarity 0.6617 NPC320818
Remote Similarity 0.6615 NPC287876
Remote Similarity 0.6612 NPC199790
Remote Similarity 0.6609 NPC273327
Remote Similarity 0.6594 NPC89147
Remote Similarity 0.6594 NPC274384
Remote Similarity 0.6594 NPC177169
Remote Similarity 0.6594 NPC317746
Remote Similarity 0.6557 NPC148385
Remote Similarity 0.6547 NPC64705
Remote Similarity 0.6547 NPC232408
Remote Similarity 0.6538 NPC14330
Remote Similarity 0.6532 NPC158847
Remote Similarity 0.6522 NPC174114
Remote Similarity 0.6522 NPC87981
Remote Similarity 0.6519 NPC30326
Remote Similarity 0.6385 NPC144223
Remote Similarity 0.623 NPC4837
Remote Similarity 0.623 NPC312187
Remote Similarity 0.6214 NPC315642
Remote Similarity 0.6214 NPC74306
Remote Similarity 0.6187 NPC317821
Remote Similarity 0.6119 NPC246193
Remote Similarity 0.608 NPC327613
Remote Similarity 0.6077 NPC5707
Remote Similarity 0.6071 NPC290449
Remote Similarity 0.6054 NPC321052
Remote Similarity 0.6029 NPC57279
Remote Similarity 0.6 NPC129756
Remote Similarity 0.6 NPC104011
Remote Similarity 0.5972 NPC189068
Remote Similarity 0.5966 NPC187191
Remote Similarity 0.5966 NPC326248
Remote Similarity 0.5956 NPC470138
Remote Similarity 0.595 NPC18335
Remote Similarity 0.5948 NPC14590
Remote Similarity 0.5933 NPC52238
Remote Similarity 0.5931 NPC309832
Remote Similarity 0.5931 NPC219313
Remote Similarity 0.5929 NPC33996
Remote Similarity 0.5918 NPC150853
Remote Similarity 0.5903 NPC107374
Remote Similarity 0.5903 NPC156461
Remote Similarity 0.5903 NPC21448
Remote Similarity 0.5894 NPC54320
Remote Similarity 0.5894 NPC313754
Remote Similarity 0.5894 NPC311197
Remote Similarity 0.5874 NPC8590
Remote Similarity 0.5874 NPC229974
Remote Similarity 0.5862 NPC164665
Remote Similarity 0.5857 NPC470141
Remote Similarity 0.585 NPC136349
Remote Similarity 0.5845 NPC209525
Remote Similarity 0.5845 NPC167285
Remote Similarity 0.5845 NPC76544
Remote Similarity 0.5845 NPC226184
Remote Similarity 0.5845 NPC161659
Remote Similarity 0.5822 NPC269827
Remote Similarity 0.5812 NPC9639
Remote Similarity 0.5775 NPC210947
Remote Similarity 0.5764 NPC314152
Remote Similarity 0.5758 NPC470142
Remote Similarity 0.5714 NPC126634
Remote Similarity 0.5705 NPC326694
Remote Similarity 0.5667 NPC85689
Remote Similarity 0.5667 NPC185991
Remote Similarity 0.5667 NPC211025
Remote Similarity 0.5645 NPC155498
Remote Similarity 0.5633 NPC261595
Remote Similarity 0.563 NPC15566
Remote Similarity 0.5629 NPC472816
Remote Similarity 0.5629 NPC207633
Remote Similarity 0.5629 NPC321814
Remote Similarity 0.5629 NPC328479
Remote Similarity 0.562 NPC332382

Drug Structure

External Identifiers

TTD   DNAP001596
DrugBank   DB01412
ChEMBL   CHEMBL1114
IUPHAR/BPS  
PharmaGKB   PA451646
KEGG Drug  
PubChem CID   5429
ChEBI   28946
CAS Number  83-67-0

Drug Properties

Molecular Weight  180.06
ALogP  -0.6264
MLogP  1.57
XLogP  -0.432
HDA  6
HBD  1
Rotatable Bonds  3
TPSA  70.72
RO5 Violation  0