Drug Information

Drug ID:  NPD553
Drug Name:  Butamben
Molecular Formula:  C11H15NO2
Canonical SMILES:  CCCCOC(=O)c1ccc(cc1)N
Standard InCHI:  InChI=1S/C11H15NO2/c1-2-3-8-14-11(13)9-4-6-10(12)7-5-9/h4-7H,2-3,8,12H2,1H3
Standard InCHIKey:  IUWVALYLNVXWKX-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD553

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 0.9147 NPC319645
High Similarity 0.8871 NPC226794
High Similarity 0.8852 NPC150323
High Similarity 0.8594 NPC122235
High Similarity 0.8504 NPC205946
Intermediate Similarity 0.8209 NPC173295
Intermediate Similarity 0.8182 NPC314098
Intermediate Similarity 0.8095 NPC229353
Intermediate Similarity 0.8015 NPC314278
Intermediate Similarity 0.7971 NPC242933
Intermediate Similarity 0.7969 NPC130931
Intermediate Similarity 0.7833 NPC38262
Intermediate Similarity 0.7763 NPC470971
Intermediate Similarity 0.7627 NPC249912
Intermediate Similarity 0.7627 NPC276775
Intermediate Similarity 0.7627 NPC92754
Intermediate Similarity 0.7609 NPC253476
Intermediate Similarity 0.7606 NPC301702
Intermediate Similarity 0.7563 NPC225060
Intermediate Similarity 0.7563 NPC78701
Intermediate Similarity 0.7563 NPC35448
Intermediate Similarity 0.75 NPC146351
Intermediate Similarity 0.7458 NPC130398
Intermediate Similarity 0.7438 NPC70624
Intermediate Similarity 0.7394 NPC181527
Intermediate Similarity 0.7355 NPC118343
Intermediate Similarity 0.7347 NPC315829
Intermediate Similarity 0.7317 NPC301943
Intermediate Similarity 0.7317 NPC474365
Intermediate Similarity 0.7315 NPC314223
Intermediate Similarity 0.7295 NPC42211
Intermediate Similarity 0.7287 NPC57051
Intermediate Similarity 0.7236 NPC188895
Intermediate Similarity 0.7222 NPC172170
Intermediate Similarity 0.7213 NPC325497
Intermediate Similarity 0.7213 NPC203925
Intermediate Similarity 0.7172 NPC43477
Intermediate Similarity 0.7153 NPC470343
Intermediate Similarity 0.7153 NPC472244
Intermediate Similarity 0.7143 NPC190945
Intermediate Similarity 0.7143 NPC119271
Intermediate Similarity 0.7123 NPC472241
Intermediate Similarity 0.7103 NPC472243
Intermediate Similarity 0.7101 NPC322433
Intermediate Similarity 0.7087 NPC56493
Intermediate Similarity 0.7083 NPC316574
Intermediate Similarity 0.7083 NPC159722
Intermediate Similarity 0.7071 NPC477432
Intermediate Similarity 0.7063 NPC269457
Intermediate Similarity 0.7059 NPC26285
Intermediate Similarity 0.705 NPC72473
Intermediate Similarity 0.705 NPC307437
Intermediate Similarity 0.705 NPC58827
Intermediate Similarity 0.7047 NPC259678
Intermediate Similarity 0.704 NPC89886
Intermediate Similarity 0.7034 NPC173443
Intermediate Similarity 0.7031 NPC474364
Intermediate Similarity 0.7031 NPC469636
Intermediate Similarity 0.7031 NPC10251
Intermediate Similarity 0.7031 NPC83628
Intermediate Similarity 0.7031 NPC265407
Intermediate Similarity 0.7031 NPC17417
Remote Similarity 0.6986 NPC314252
Remote Similarity 0.6986 NPC181526
Remote Similarity 0.6984 NPC31786
Remote Similarity 0.698 NPC472242
Remote Similarity 0.6977 NPC174099
Remote Similarity 0.6977 NPC214067
Remote Similarity 0.6977 NPC93084
Remote Similarity 0.6977 NPC251854
Remote Similarity 0.6977 NPC196246
Remote Similarity 0.6966 NPC287358
Remote Similarity 0.6946 NPC160381
Remote Similarity 0.6929 NPC209632
Remote Similarity 0.6923 NPC1082
Remote Similarity 0.6923 NPC260818
Remote Similarity 0.6923 NPC474157
Remote Similarity 0.6923 NPC476003
Remote Similarity 0.6923 NPC305912
Remote Similarity 0.6923 NPC210089
Remote Similarity 0.6905 NPC60679
Remote Similarity 0.6875 NPC30594
Remote Similarity 0.6875 NPC37622
Remote Similarity 0.687 NPC270699
Remote Similarity 0.687 NPC82899
Remote Similarity 0.687 NPC321852
Remote Similarity 0.6864 NPC89377
Remote Similarity 0.685 NPC114594
Remote Similarity 0.6849 NPC281104
Remote Similarity 0.6835 NPC317758
Remote Similarity 0.6831 NPC472245
Remote Similarity 0.6825 NPC45613
Remote Similarity 0.6818 NPC128368
Remote Similarity 0.6818 NPC161611
Remote Similarity 0.6818 NPC272524
Remote Similarity 0.68 NPC323798
Remote Similarity 0.6794 NPC167504
Remote Similarity 0.678 NPC318107
Remote Similarity 0.6769 NPC99846
Remote Similarity 0.6769 NPC85493
Remote Similarity 0.6769 NPC269023
Remote Similarity 0.6767 NPC307651
Remote Similarity 0.6767 NPC308744
Remote Similarity 0.6767 NPC153053
Remote Similarity 0.6767 NPC474363
Remote Similarity 0.6752 NPC61013
Remote Similarity 0.6752 NPC123241
Remote Similarity 0.675 NPC220893
Remote Similarity 0.6742 NPC158282
Remote Similarity 0.6742 NPC79496
Remote Similarity 0.6742 NPC474314
Remote Similarity 0.6738 NPC250476
Remote Similarity 0.6735 NPC43218
Remote Similarity 0.6733 NPC308197
Remote Similarity 0.6716 NPC210092
Remote Similarity 0.6716 NPC474685
Remote Similarity 0.6715 NPC226143
Remote Similarity 0.6709 NPC193410
Remote Similarity 0.6707 NPC288305
Remote Similarity 0.6695 NPC58616
Remote Similarity 0.6692 NPC474176
Remote Similarity 0.6667 NPC149691
Remote Similarity 0.6667 NPC261181
Remote Similarity 0.6667 NPC325013
Remote Similarity 0.6667 NPC474926
Remote Similarity 0.6667 NPC248117
Remote Similarity 0.6667 NPC231382
Remote Similarity 0.6646 NPC191310
Remote Similarity 0.6643 NPC150863
Remote Similarity 0.664 NPC270654
Remote Similarity 0.664 NPC253423
Remote Similarity 0.6639 NPC119631
Remote Similarity 0.6625 NPC293458
Remote Similarity 0.6624 NPC161827
Remote Similarity 0.6621 NPC23908
Remote Similarity 0.6605 NPC471652
Remote Similarity 0.6597 NPC314431
Remote Similarity 0.6597 NPC194562
Remote Similarity 0.6597 NPC280807
Remote Similarity 0.6593 NPC306740
Remote Similarity 0.6588 NPC49184
Remote Similarity 0.6587 NPC229242
Remote Similarity 0.6581 NPC241392
Remote Similarity 0.6579 NPC314186
Remote Similarity 0.6569 NPC217423
Remote Similarity 0.6569 NPC45104
Remote Similarity 0.6566 NPC84347
Remote Similarity 0.6565 NPC37584
Remote Similarity 0.6562 NPC474058
Remote Similarity 0.6557 NPC62765
Remote Similarity 0.6555 NPC294134
Remote Similarity 0.6552 NPC316746
Remote Similarity 0.6552 NPC314473
Remote Similarity 0.6547 NPC179605
Remote Similarity 0.6547 NPC279385
Remote Similarity 0.6545 NPC73280
Remote Similarity 0.6544 NPC100353
Remote Similarity 0.6535 NPC217621
Remote Similarity 0.6533 NPC160747
Remote Similarity 0.6529 NPC304760
Remote Similarity 0.6529 NPC471742
Remote Similarity 0.6527 NPC9475
Remote Similarity 0.6527 NPC186669
Remote Similarity 0.6522 NPC27633
Remote Similarity 0.6522 NPC94637
Remote Similarity 0.6522 NPC94298
Remote Similarity 0.6519 NPC237366
Remote Similarity 0.6516 NPC242000
Remote Similarity 0.6503 NPC182131
Remote Similarity 0.65 NPC243673
Remote Similarity 0.65 NPC97380
Remote Similarity 0.65 NPC263709
Remote Similarity 0.65 NPC103292
Remote Similarity 0.65 NPC310403
Remote Similarity 0.65 NPC63210
Remote Similarity 0.65 NPC148468
Remote Similarity 0.6494 NPC478039
Remote Similarity 0.6485 NPC249614
Remote Similarity 0.6481 NPC189116
Remote Similarity 0.6479 NPC192533
Remote Similarity 0.6478 NPC63370
Remote Similarity 0.6478 NPC36836
Remote Similarity 0.6475 NPC328459
Remote Similarity 0.6475 NPC90522
Remote Similarity 0.6474 NPC316405
Remote Similarity 0.6471 NPC81808
Remote Similarity 0.6463 NPC223595
Remote Similarity 0.6463 NPC224970
Remote Similarity 0.6463 NPC167724
Remote Similarity 0.646 NPC93653
Remote Similarity 0.6453 NPC194040
Remote Similarity 0.6449 NPC469574
Remote Similarity 0.6447 NPC13696
Remote Similarity 0.6442 NPC299582
Remote Similarity 0.6434 NPC25458
Remote Similarity 0.6434 NPC304873
Remote Similarity 0.6429 NPC72977
Remote Similarity 0.6429 NPC61944
Remote Similarity 0.6429 NPC473243
Remote Similarity 0.6423 NPC220540

Drug Structure

External Identifiers

TTD  
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  193.11
ALogP  -1.3541
MLogP  2.34
XLogP  2.674
HDA  3
HBD  1
Rotatable Bonds  7
TPSA  52.32
RO5 Violation  0