Drug Information

Drug ID:  NPD721
Drug Name:  Nalidixic Acid
Molecular Formula:  C12H12N2O3
Canonical SMILES:  CCn1cc(C(=O)O)c(=O)c2c1nc(C)cc2
Standard InCHI:  InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
Standard InCHIKey:  MHWLWQUZZRMNGJ-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD721

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 NPC285923
Intermediate Similarity 0.7725 NPC202812
Intermediate Similarity 0.7348 NPC41717
Intermediate Similarity 0.7211 NPC476341
Intermediate Similarity 0.7158 NPC207851
Intermediate Similarity 0.7157 NPC248782
Intermediate Similarity 0.7135 NPC273532
Intermediate Similarity 0.7129 NPC243850
Intermediate Similarity 0.712 NPC470894
Intermediate Similarity 0.7086 NPC167400
Intermediate Similarity 0.7079 NPC70406
Intermediate Similarity 0.7059 NPC469529
Intermediate Similarity 0.705 NPC98864
Intermediate Similarity 0.7043 NPC249614
Intermediate Similarity 0.7043 NPC318183
Intermediate Similarity 0.7039 NPC251391
Intermediate Similarity 0.7033 NPC322644
Intermediate Similarity 0.7023 NPC116622
Intermediate Similarity 0.7022 NPC313889
Intermediate Similarity 0.7019 NPC147983
Intermediate Similarity 0.7019 NPC177996
Intermediate Similarity 0.7016 NPC159125
Intermediate Similarity 0.7016 NPC243058
Remote Similarity 0.6984 NPC219848
Remote Similarity 0.6979 NPC46895
Remote Similarity 0.6979 NPC203635
Remote Similarity 0.697 NPC472116
Remote Similarity 0.6965 NPC471944
Remote Similarity 0.6947 NPC256268
Remote Similarity 0.6946 NPC314648
Remote Similarity 0.6938 NPC62995
Remote Similarity 0.6935 NPC70949
Remote Similarity 0.6932 NPC159630
Remote Similarity 0.6932 NPC230085
Remote Similarity 0.6931 NPC57398
Remote Similarity 0.6911 NPC61011
Remote Similarity 0.6907 NPC90415
Remote Similarity 0.6906 NPC263455
Remote Similarity 0.6906 NPC209362
Remote Similarity 0.69 NPC474916
Remote Similarity 0.6893 NPC467188
Remote Similarity 0.6884 NPC472293
Remote Similarity 0.6872 NPC123906
Remote Similarity 0.6872 NPC206186
Remote Similarity 0.6869 NPC81802
Remote Similarity 0.6869 NPC247735
Remote Similarity 0.6869 NPC269886
Remote Similarity 0.6869 NPC472210
Remote Similarity 0.6869 NPC472295
Remote Similarity 0.6865 NPC265100
Remote Similarity 0.6859 NPC164340
Remote Similarity 0.6851 NPC312860
Remote Similarity 0.6834 NPC135950
Remote Similarity 0.6834 NPC19692
Remote Similarity 0.6834 NPC220151
Remote Similarity 0.6829 NPC313345
Remote Similarity 0.6829 NPC471191
Remote Similarity 0.6829 NPC315638
Remote Similarity 0.6829 NPC313796
Remote Similarity 0.6829 NPC314855
Remote Similarity 0.6825 NPC191310
Remote Similarity 0.6823 NPC73994
Remote Similarity 0.6818 NPC472292
Remote Similarity 0.6816 NPC105811
Remote Similarity 0.6806 NPC83774
Remote Similarity 0.6804 NPC21429
Remote Similarity 0.6802 NPC469489
Remote Similarity 0.68 NPC109922
Remote Similarity 0.68 NPC85443
Remote Similarity 0.6796 NPC314297
Remote Similarity 0.6796 NPC315545
Remote Similarity 0.6794 NPC153980
Remote Similarity 0.6794 NPC6865
Remote Similarity 0.6789 NPC303225
Remote Similarity 0.6788 NPC113626
Remote Similarity 0.6786 NPC472323
Remote Similarity 0.6782 NPC472296
Remote Similarity 0.6782 NPC472297
Remote Similarity 0.6782 NPC103361
Remote Similarity 0.6779 NPC309845
Remote Similarity 0.6771 NPC219336
Remote Similarity 0.6768 NPC114974
Remote Similarity 0.6766 NPC90229
Remote Similarity 0.6758 NPC107287
Remote Similarity 0.6754 NPC84347
Remote Similarity 0.6751 NPC44354
Remote Similarity 0.6751 NPC221873
Remote Similarity 0.6751 NPC175474
Remote Similarity 0.6751 NPC183805
Remote Similarity 0.6746 NPC72956
Remote Similarity 0.6738 NPC471130
Remote Similarity 0.6736 NPC15840
Remote Similarity 0.6732 NPC317572
Remote Similarity 0.6722 NPC112741
Remote Similarity 0.672 NPC88970
Remote Similarity 0.6719 NPC15573
Remote Similarity 0.6719 NPC183662
Remote Similarity 0.6719 NPC217372
Remote Similarity 0.6717 NPC83111
Remote Similarity 0.6714 NPC471193
Remote Similarity 0.6714 NPC471194
Remote Similarity 0.6703 NPC113812
Remote Similarity 0.6703 NPC470679
Remote Similarity 0.6703 NPC80681
Remote Similarity 0.6703 NPC217021
Remote Similarity 0.6702 NPC139763
Remote Similarity 0.6702 NPC475594
Remote Similarity 0.6701 NPC473815
Remote Similarity 0.6701 NPC278434
Remote Similarity 0.67 NPC123395
Remote Similarity 0.6699 NPC314834
Remote Similarity 0.6699 NPC473239
Remote Similarity 0.6684 NPC248462
Remote Similarity 0.6684 NPC55772
Remote Similarity 0.6684 NPC292265
Remote Similarity 0.6683 NPC141454
Remote Similarity 0.6667 NPC475607
Remote Similarity 0.6667 NPC302159
Remote Similarity 0.6667 NPC220851
Remote Similarity 0.6667 NPC476419
Remote Similarity 0.6667 NPC27904
Remote Similarity 0.665 NPC194040
Remote Similarity 0.6649 NPC213914
Remote Similarity 0.6647 NPC322488
Remote Similarity 0.6634 NPC79356
Remote Similarity 0.6634 NPC102592
Remote Similarity 0.6633 NPC258480
Remote Similarity 0.6633 NPC470003
Remote Similarity 0.6633 NPC154339
Remote Similarity 0.6632 NPC234987
Remote Similarity 0.6632 NPC474081
Remote Similarity 0.662 NPC471192
Remote Similarity 0.6618 NPC81535
Remote Similarity 0.6617 NPC267343
Remote Similarity 0.6609 NPC300299
Remote Similarity 0.6599 NPC282103
Remote Similarity 0.6599 NPC241025
Remote Similarity 0.6591 NPC114310
Remote Similarity 0.6583 NPC111602
Remote Similarity 0.6583 NPC102338
Remote Similarity 0.6583 NPC63199
Remote Similarity 0.6583 NPC196251
Remote Similarity 0.658 NPC267885
Remote Similarity 0.6579 NPC78020
Remote Similarity 0.657 NPC165599
Remote Similarity 0.6569 NPC52557
Remote Similarity 0.6567 NPC56170
Remote Similarity 0.6567 NPC55493
Remote Similarity 0.6566 NPC62749
Remote Similarity 0.6566 NPC141612
Remote Similarity 0.6566 NPC135601
Remote Similarity 0.6566 NPC17273
Remote Similarity 0.6564 NPC317010
Remote Similarity 0.656 NPC229893
Remote Similarity 0.6559 NPC116573
Remote Similarity 0.6553 NPC74619
Remote Similarity 0.655 NPC314333
Remote Similarity 0.6546 NPC111275
Remote Similarity 0.6541 NPC229055
Remote Similarity 0.6538 NPC472259
Remote Similarity 0.6538 NPC100726
Remote Similarity 0.6538 NPC132539
Remote Similarity 0.6537 NPC241024
Remote Similarity 0.6535 NPC45850
Remote Similarity 0.6528 NPC203468
Remote Similarity 0.6528 NPC110500
Remote Similarity 0.6528 NPC149155
Remote Similarity 0.6524 NPC116555
Remote Similarity 0.6522 NPC328318
Remote Similarity 0.6522 NPC328596
Remote Similarity 0.6519 NPC478039
Remote Similarity 0.6513 NPC475761
Remote Similarity 0.6513 NPC126709
Remote Similarity 0.6513 NPC248041
Remote Similarity 0.6513 NPC474041
Remote Similarity 0.6505 NPC313985
Remote Similarity 0.6505 NPC49196
Remote Similarity 0.6505 NPC81654
Remote Similarity 0.6505 NPC79129
Remote Similarity 0.6505 NPC74357
Remote Similarity 0.6505 NPC195461
Remote Similarity 0.6505 NPC249150
Remote Similarity 0.6502 NPC146724
Remote Similarity 0.6502 NPC57994
Remote Similarity 0.6502 NPC289299
Remote Similarity 0.65 NPC472289
Remote Similarity 0.65 NPC314186
Remote Similarity 0.6497 NPC143533
Remote Similarity 0.6495 NPC151635
Remote Similarity 0.6493 NPC472752
Remote Similarity 0.6492 NPC278874
Remote Similarity 0.6489 NPC100104
Remote Similarity 0.6489 NPC470680
Remote Similarity 0.6488 NPC50503
Remote Similarity 0.6482 NPC478077
Remote Similarity 0.6482 NPC66210
Remote Similarity 0.6482 NPC118084
Remote Similarity 0.648 NPC475685
Remote Similarity 0.648 NPC469896
Remote Similarity 0.648 NPC88110

Drug Structure

External Identifiers

TTD   DAP000817
DrugBank   DB00779
ChEMBL   CHEMBL5
IUPHAR/BPS  
PharmaGKB   PA164746384
KEGG Drug   D00183
PubChem CID   4421
ChEBI   100147
CAS Number  389-08-2

Drug Properties

Molecular Weight  232.08
ALogP  0.053
MLogP  2.23
XLogP  2.507
HDA  5
HBD  1
Rotatable Bonds  5
TPSA  70.5
RO5 Violation  0