Drug Information

Drug ID:  NPD1054
Drug Name:  Aminopyrine
Molecular Formula:  C13H17N3O
Canonical SMILES:  CN(c1c(C)n(n(c1=O)c1ccccc1)C)C
Standard InCHI:  InChI=1S/C13H17N3O/c1-10-12(14(2)3)13(17)16(15(10)4)11-8-6-5-7-9-11/h5-9H,1-4H3
Standard InCHIKey:  RMMXTBMQSGEXHJ-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD1054

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 NPC20322
High Similarity 0.9394 NPC326792
High Similarity 0.9083 NPC31651
Intermediate Similarity 0.819 NPC75496
Remote Similarity 0.6923 NPC134825
Remote Similarity 0.6842 NPC316104
Remote Similarity 0.6842 NPC162417
Remote Similarity 0.6667 NPC291962
Remote Similarity 0.6667 NPC177684
Remote Similarity 0.6638 NPC291610
Remote Similarity 0.6636 NPC229477
Remote Similarity 0.6614 NPC161956
Remote Similarity 0.6614 NPC112373
Remote Similarity 0.6614 NPC258531
Remote Similarity 0.6585 NPC296163
Remote Similarity 0.6585 NPC57051
Remote Similarity 0.6571 NPC307456
Remote Similarity 0.6547 NPC471164
Remote Similarity 0.6535 NPC226143
Remote Similarity 0.6522 NPC469560
Remote Similarity 0.6508 NPC192209
Remote Similarity 0.6486 NPC92689
Remote Similarity 0.6471 NPC313362
Remote Similarity 0.6462 NPC254698
Remote Similarity 0.6457 NPC228515
Remote Similarity 0.6449 NPC15839
Remote Similarity 0.6441 NPC474430
Remote Similarity 0.6439 NPC250476
Remote Similarity 0.6434 NPC257490
Remote Similarity 0.6357 NPC316582
Remote Similarity 0.6324 NPC53044
Remote Similarity 0.6312 NPC470301
Remote Similarity 0.6306 NPC297532
Remote Similarity 0.6296 NPC187231
Remote Similarity 0.6259 NPC325599
Remote Similarity 0.625 NPC231382
Remote Similarity 0.6241 NPC130251
Remote Similarity 0.6231 NPC279385
Remote Similarity 0.6231 NPC179605
Remote Similarity 0.622 NPC288232
Remote Similarity 0.6197 NPC471574
Remote Similarity 0.6197 NPC301760
Remote Similarity 0.6194 NPC322433
Remote Similarity 0.619 NPC187036
Remote Similarity 0.6187 NPC300299
Remote Similarity 0.6183 NPC103292
Remote Similarity 0.6181 NPC470822
Remote Similarity 0.6174 NPC281094
Remote Similarity 0.6154 NPC301874
Remote Similarity 0.6143 NPC267508
Remote Similarity 0.6143 NPC471123
Remote Similarity 0.6136 NPC39818
Remote Similarity 0.6127 NPC204156
Remote Similarity 0.6127 NPC315051
Remote Similarity 0.6127 NPC207554
Remote Similarity 0.6119 NPC470343
Remote Similarity 0.6119 NPC472244
Remote Similarity 0.6107 NPC117032
Remote Similarity 0.6103 NPC150863
Remote Similarity 0.6103 NPC209389
Remote Similarity 0.6102 NPC317642
Remote Similarity 0.6087 NPC207428
Remote Similarity 0.6078 NPC271732
Remote Similarity 0.6071 NPC17497
Remote Similarity 0.6071 NPC305602
Remote Similarity 0.6069 NPC136002
Remote Similarity 0.6058 NPC66775
Remote Similarity 0.6058 NPC472245
Remote Similarity 0.6058 NPC314431
Remote Similarity 0.6058 NPC280807
Remote Similarity 0.6056 NPC83214
Remote Similarity 0.6053 NPC78154
Remote Similarity 0.6045 NPC192533
Remote Similarity 0.6042 NPC238499
Remote Similarity 0.604 NPC66936
Remote Similarity 0.6034 NPC476483
Remote Similarity 0.6029 NPC476950
Remote Similarity 0.6 NPC184437
Remote Similarity 0.5948 NPC473661
Remote Similarity 0.5942 NPC9856
Remote Similarity 0.594 NPC475915
Remote Similarity 0.5935 NPC473418
Remote Similarity 0.5923 NPC313673
Remote Similarity 0.5897 NPC474974
Remote Similarity 0.5896 NPC268534
Remote Similarity 0.589 NPC308197
Remote Similarity 0.589 NPC469537
Remote Similarity 0.5882 NPC472258
Remote Similarity 0.5878 NPC313449
Remote Similarity 0.5878 NPC470440
Remote Similarity 0.5874 NPC122553
Remote Similarity 0.5867 NPC473329
Remote Similarity 0.5862 NPC2823
Remote Similarity 0.5862 NPC22082
Remote Similarity 0.5862 NPC186284
Remote Similarity 0.5844 NPC222029
Remote Similarity 0.584 NPC172170
Remote Similarity 0.5839 NPC478186
Remote Similarity 0.5828 NPC154602
Remote Similarity 0.5828 NPC243756
Remote Similarity 0.5806 NPC276085
Remote Similarity 0.5794 NPC271642
Remote Similarity 0.5794 NPC164802
Remote Similarity 0.5789 NPC122106
Remote Similarity 0.5789 NPC285381
Remote Similarity 0.5786 NPC314098
Remote Similarity 0.5782 NPC277157
Remote Similarity 0.576 NPC471447
Remote Similarity 0.575 NPC65080
Remote Similarity 0.5745 NPC40364
Remote Similarity 0.5742 NPC104345
Remote Similarity 0.5726 NPC328877
Remote Similarity 0.5714 NPC194562
Remote Similarity 0.5714 NPC264580
Remote Similarity 0.5714 NPC55529
Remote Similarity 0.5701 NPC98976
Remote Similarity 0.5696 NPC328270
Remote Similarity 0.5696 NPC478182
Remote Similarity 0.5695 NPC109787
Remote Similarity 0.5695 NPC242000
Remote Similarity 0.569 NPC173991
Remote Similarity 0.5686 NPC472260
Remote Similarity 0.5685 NPC472243
Remote Similarity 0.5683 NPC478079
Remote Similarity 0.5682 NPC239357
Remote Similarity 0.5669 NPC68650
Remote Similarity 0.5669 NPC302790
Remote Similarity 0.5664 NPC253476
Remote Similarity 0.5656 NPC213774
Remote Similarity 0.5655 NPC287358
Remote Similarity 0.5652 NPC262295
Remote Similarity 0.5649 NPC295021
Remote Similarity 0.5649 NPC471132
Remote Similarity 0.5646 NPC43477
Remote Similarity 0.5645 NPC178681
Remote Similarity 0.5644 NPC469529
Remote Similarity 0.5641 NPC477887
Remote Similarity 0.5638 NPC314186
Remote Similarity 0.5629 NPC212799
Remote Similarity 0.5625 NPC173295
Remote Similarity 0.5616 NPC472288
Remote Similarity 0.5616 NPC65408
Remote Similarity 0.5606 NPC143156
Remote Similarity 0.5605 NPC293487
Remote Similarity 0.5603 NPC473417
Remote Similarity 0.5603 NPC30445
Remote Similarity 0.5603 NPC111233
Remote Similarity 0.56 NPC275467

Drug Structure

External Identifiers

TTD  
DrugBank   DB01424
ChEMBL   CHEMBL288470
IUPHAR/BPS  
PharmaGKB   PA164748135
KEGG Drug   D00556
PubChem CID  
ChEBI   160246
CAS Number  58-15-1

Drug Properties

Molecular Weight  231.14
ALogP  -0.2878
MLogP  2.45
XLogP  2.832
HDA  4
HBD  0
Rotatable Bonds  6
TPSA  26.79
RO5 Violation  0